Naples Florida Homes for Sale

Olde Naples - Naples Florida Homes for Sale

$1,870,000
2 Beds ⋅ 2 Baths ⋅ 226027036 MLS
Experience the pinnacle of downtown living at 365 5th Ave S, Unit 307, where the vibrant energy of Naples meets sophisticated coastal elegance. Located right in the heart of the iconic 5th Avenue South district, this residence places world-class dining, high-end boutiques, and sugar-sand beaches just moments from your front door. In the heart of the action but offering quiet solitude as it does not face 5th Ave South. Inside, the space feels bright and airy, with an open-concept layout designed for both effortless entertaining and quiet relaxation. Large windows invite an abundance of natural light to dance across the polished finishes, while the private balcony offers a perfect perch to soak in the tropical breeze and the rhythmic hum of the city below. The kitchen is a chef’s dream, featuring sleek cabinetry, premium appliances, and ample counter space for preparing coastal-inspired meals. The primary suite serves as a serene retreat, complete with a spa-like ensuite bathroom and generous closet space. Every detail in this home has been curated for those who appreciate a lifestyle of convenience and luxury. Whether you're enjoying a sunset dinner at a nearby bistro or spending a slow afternoon by the Gulf, this property offers an unparalleled opportunity to live where everyone else vacations. This is more than just a home; it’s your front-row seat to the very best of Naples.

365 5th Avenue S Unit 307, Naples

Courtesy of Compass Florida LLC
$2,500,000
226007021 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. This prime lot (0.22 Acres) features a private ALLEY ACCESS, allowing for a discreet rear-entry garage—perfect for ADDITIONAL GARAGE BAYS, a collector’s showcase, golf cart storage, or space for watercraft and toys. This thoughtful feature enhances both privacy and architectural flexibility, ensuring your vision can flourish. This BUILD-READY homesite presents a rare chance to create a custom coastal retreat tailored to your vision. Positioned north of Central Avenue in one of Olde Naples most distinguished and highly sought-after residential settings. Surrounded by elegant estates and lush tropical landscapes, the property offers both prestige and limitless potential in an iconic Olde Naples locale. Just blocks from the vibrant pulse of Fifth Avenue South, this location offers effortless access to the city’s finest dining, designer boutiques, art galleries, and curated cultural experiences. Old Naples’ charm is unparalleled: a harmonious blend of high energy and relaxed coastal elegance. Beyond the downtown vibrancy, this homesite is just moments from Naples’ iconic white-sand beaches, where morning strolls, ocean breezes, and unparalleled sunsets await. Build your dream! Live in the Naples lifestyle. Embrace the extraordinary! A Property video is attached to the listing to enhance your vision. Keep Living The Dream

760 1st Avenue N, Naples

Courtesy of John R Wood Properties
$5,990,000
4 Beds ⋅ 3 Baths ⋅ 226025317 MLS
Step into a rare piece of Naples history with this exquisitely renovated coastal cottage, once owned by legendary interior designer Albert Hadley. As co-founder of the iconic Parish-Hadley firm, Hadley designed interiors for luminaries including Jackie Kennedy and Brooke Astor—an artistic legacy that continues to resonate throughout this remarkable property. Blending historic charm with modern luxury, the thoughtfully updated main residence offers three bedrooms and two baths, with inviting spaces designed for both relaxed living and elegant entertaining. The chef’s kitchen features custom cabinetry, marble countertops, and premium finishes, while a newly designed wet bar in the dining room—complete with a Sub-Zero wine refrigerator and double beverage drawers—creates the perfect setting for hosting guests. The first-floor bath has been beautifully reimagined with Kohler fixtures, and the second-floor bath offers the same level of refined sophistication. Designed to embrace Naples’ indoor-outdoor lifestyle, the screened porch serves as an extension of the living space, complete with a SunBrite outdoor television and custom furnishings. Overlooking the sun-drenched pool and patio, the space is framed by lush tropical landscaping and desirable southern exposure. A private guest cottage provides exceptional flexibility for family and visitors, featuring a bespoke kitchenette, built-in queen bed with storage, separate bunk room, and a fully remodeled bath. Recent upgrades include a new roof, updated HVAC system, tankless water heater, outdoor shower, complete dormer replacement, extensive subfloor and tile renovations, and a whole-house water filtration system. Timeless architectural details abound, including custom wool rugs, plantation shutters, crown molding, and French doors. A charming white picket fence, alley access, garage, and covered carport enhance both curb appeal and convenience. Ideally located just three blocks from Naples' pristine beaches and a short stroll from the renowned dining, shopping, and entertainment of Third Street South and Fifth Avenue South, this property offers an unparalleled Old Naples lifestyle. Whether enjoyed as a full-time residence or a luxury retreat accommodating 14+ guests, this is a truly rare opportunity to own a distinctive piece of Naples history.

356 11th Avenue S, Naples

Courtesy of Coldwell Banker Realty
$2,775,000
3 Beds ⋅ 4 Baths ⋅ 226025430 MLS
This is your opportunity to live within the heart of Olde Naples and reside within one of Southwest Florida's most sought after newer construction luxury downtown condominiums. 875 Sixth Avenue consists of only eight exclusive condominiums within walking distance to all of the great amenities offered within the charming Downtown Olde Naples. Enjoy delicious hors d'oeuvres and cocktails with your friends and family atop your private rooftop before walking to one of the many fabulous restaurants along the coveted 5th Avenue. Take a swim in your private 60ft rooftop infinity edge pool and unwind in your spacious hot tub overlooking incredible sunsets. Soak up some sun along Naples' coveted white sandy beaches. Immerse yourself in luxury living with features such as imported Legno Bastone hardwood flooring, arctic white quartz countertops, Hansgrohe fixtures, and a neutral contemporary pallet which has been professionally designed with custom finishes and built-ins. Unit 304 offers an air conditioned spacious storage unit in addition to a secondary garage level storage unit and two underground parking spaces. Do not miss your chance to experience this incredibly rare opportunity in person. Schedule your private tour today!

875 6th Avenue S Unit 304, Naples

Courtesy of William Raveis Real Estate
$22,995,000
6 Beds ⋅ 7 Baths ⋅ 226024712 MLS
This Gulf-front masterpiece offers an unparalleled blend of location, luxury, Gulf views, and resort-style living. Completely rebuilt in 2024 by Kukk Architecture and The Lykos Group with the exception of one exterior wall to utilized the grandfathered setbacks and maximize an oversized building envelope. The home has experienced no water intrusion in living areas during recent weather events. The residence combines historic charm with sophisticated elegance. Originally built in 1886, the home underwent an extensive three-year renovation and reconstruction. Now practically new, the residence preserves its heritage, grandfathered footprint, and distinctive character while offering modern luxury throughout. The 6,100-square-foot, fully air-conditioned living space maximizes its premier beachfront setting. The well-designed layout offers five spacious bedrooms, five full and two half baths, a private study, and a flexible sixth bedroom. Sweeping Gulf views provide a stunning backdrop. The gourmet kitchen boasts dual Cristallo quartzite islands, top-tier appliances, custom cabinetry, and a service kitchen. Additional features include a private gated entry, two fireplaces, elevator, whole-house generator, automated screens/shutters, water filtration, and ultra-efficient air conditioning. Perfectly positioned on the Gulf, just moments from the dining and boutique shopping of Third Street South and Fifth Avenue South. A rare opportunity in the heart of Old Naples.

55 13th Avenue S, Naples

Courtesy of Gulf Coast International Prop
$1,999,999
2 Beds ⋅ 3 Baths ⋅ 226025234 MLS
Welcome to Residence #208 at The Mark on 8th, a luxury turnkey-furnished condominium ideally located in the heart of Olde Naples, just moments from the renowned 5th Avenue South, world-class dining, boutique shopping, art galleries, and the Gulf beaches. This beautifully appointed 2-bedroom, 2-bath residence offers approximately 1,756 square feet of thoughtfully designed living space with desirable southern exposure and a premier amenity-level location, providing convenient access to the community's exceptional resort-style amenities. The open-concept floor plan is filled with natural light from expansive windows and features designer finishes, premium lighting, a spacious private terrace, and a gourmet kitchen with high-end appliances, custom cabinetry, and an oversized island that is ideal for entertaining or everyday living. Developed by Naples Redevelopment, designed by MHK Architecture, and professionally curated by Marcus Jelley, The Mark on 8th is an exclusive 24-residence luxury community offering sophisticated downtown living in one of Naples' most desirable locations. Residence #208 is one of a limited number of condominium-hotel residences within the community, offering flexible weekly or monthly rental opportunities, subject to association rules and local regulations. The residence has an established rental history, offering an attractive opportunity for buyers seeking investment potential, seasonal enjoyment, or both. Being offered turnkey furnished allows for immediate occupancy or rental use. Residents enjoy an exceptional collection of amenities, including a heated resort-style pool and spa, an expansive sun deck, an outdoor kitchen, a fire pit, a clubhouse, a fitness center, a sauna, and an advanced golf simulator. The amenity-level location enhances convenience while creating a seamless indoor-outdoor lifestyle. The seller will consider flexible purchase terms, including potential seller financing or other mutually acceptable purchase arrangements. Whether you're searching for a luxury vacation residence, an investment property with rental flexibility, or a full-time home in the heart of Olde Naples, Residence #208 at The Mark on 8th offers an exceptional opportunity to enjoy the Naples lifestyle.

201 8th Street S Unit 208, Naples

Courtesy of Epique Realty, INC
$2,995,000
226024122 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. An exceptional opportunity to create a custom luxury residence in one of Old Naples' most coveted locations. Perfectly positioned just three blocks from the Gulf (approximately a 3-minute walk) and only four blocks from world-renowned Fifth Avenue South (approximately a 2-minute walk), you'll enjoy effortless access to the very best of Old Naples. A standout feature is the property's location within the highly desirable X500 Flood Zone, a rare distinction in Old Naples that provides added peace of mind. Preliminary site and building plans illustrate the potential for an extraordinary 4,100+ square foot luxury residence. Approved building plans are available for separate purchase, presenting a rare opportunity to bypass the lengthy planning and permitting process and begin construction almost immediately.

61 4th Street S, Naples

Courtesy of Peake Ventures LLC
$6,295,000
3 Beds ⋅ 3 Baths ⋅ 226023322 MLS
An exceptional opportunity in the heart of Old Naples, just two blocks from the Gulf's white-sand beaches and four blocks from the shopping, dining, and charm of Fifth Avenue South. Set on a well-proportioned homesite with convenient rear alley access, this property is being offered at land value, presenting a rare opportunity to renovate, reimagine, or build a custom estate. While an existing residence occupies the site, the true value lies in the location, flexibility, and future potential of the property. The generous building envelope provides exceptional flexibility for future construction, with more favorable setbacks than the nearby corner lot sale, allowing for a larger potential footprint. Located within the desirable X500 flood zone, flood insurance is not currently required, and the home has never experienced flooding. Whether creating a new estate residence or exploring the possibilities of the existing structure, this is a rare opportunity to secure a premier homesite just moments from the beach and Fifth Avenue South. Additional improvements include a roof replacement in 2024 and an air-conditioning system installed in 2019. A survey is available upon request.

239 1st Avenue S, Naples

Courtesy of Realty One Group MVP
$2,295,000
3 Beds ⋅ 3 Baths ⋅ 226021276 MLS
Welcome to 625 5th Avenue South in the heart of vibrant downtown Naples. Enter this elegant penthouse residence into a welcoming entry foyer of this thoughtfully redesigned three bedroom, two and one half bath penthouse residence. Soaring ceilings, gorgeous hardwood floors, solid core interior doors, exquisite millwork, and refined architectural details throughout. Master suite oasis serves as a private sanctuary, complete with a custom-designed walk-in closet and a spa-inspired bath featuring a deep soaking tub, oversized walk-in shower, dual vanities, and separate water closet. A true chef’s eat-in kitchen replete with stainless steel appliances, carrara marble countertops, white shaker cabinetry plus breakfast area. Spacious living area with gorgeous fireplace and wall of glass opening out to lanai seamlessly blending indoor/outdoor living. 2 spacious guest bedrooms, hall bathroom plus spacious laundry room. Large home office/media room with double glass doors is ideal for today’s work from home lifestyle. Offering the exclusivity of only 2 residences within the building and no adjoining walls, the home provides an extraordinary level of privacy. Several outdoor living spaces invite you to enjoy the Naples lifestyle, including a generous screened terrace with desirable southern exposure and captivating views. Recent upgrades include impact-resistant windows and doors, storm protection, additional storage, a secure private elevator with coded access, and an assigned garage space. Residents also enjoy access to a community pool. Surrounded by Naples' finest restaurants, boutique shopping, galleries, and entertainment venues, and within walking distance of the white-sand beaches of the Gulf, this remarkable penthouse embodies the very best of luxury downtown living. Easy access to both Naples and Fort Myers airports. A truly exceptional residence.

625 5TH Avenue S Unit 302, Naples

Courtesy of John R Wood Properties
$4,995,000
3 Beds ⋅ 4 Baths ⋅ 226022088 MLS
On a desired, tree-lined street in the heart of Old Naples, this exceptional residence offers refined coastal luxury just moments from the pristine Gulf beaches and the acclaimed dining, shopping and entertainment of Fifth Avenue South. Situated within The Gables on Sixth Street, an exclusive enclave of only seven residences designed by Harrell & Associates, the home combines privacy, sophistication and an unrivaled location. A gated rear entrance leads to an air-conditioned three-car garage complete with a vehicle lift and custom built-in storage. Spanning more than 4,300 square feet of beautifully designed living space, the light-filled interior showcases rich hardwood and stone flooring, elegant architectural details and a seamless open-concept floor plan. The redesigned chef’s kitchen serves as the heart of the home, featuring premium appliances, custom cabinetry, an oversized island ideal for entertaining and a climate-controlled wine room with capacity for more than 450 bottles. Designed to embrace the Naples lifestyle, expansive walls of glass connect the great room to a stunning outdoor living area. The covered lanai, highlighted by striking glass floor panels suspended above the pool and spa, creates a dramatic architectural focal point. A fully equipped summer kitchen, gas fireplace and retractable screens provide the perfect setting for year-round entertaining and relaxation. The second floor offers three generously sized en-suite guest bedrooms, while the luxurious primary suite serves as a private retreat complete with a serene balcony and spa-inspired bath featuring exceptional finishes and thoughtful design. Blending timeless elegance, modern comfort and an extraordinary convenient location, this residence represents a rare opportunity to enjoy a luxurious coastal lifestyle and the best of Old Naples living.

32 6th Street S, Naples

Courtesy of Premier Sotheby's Int'l Realty
$3,425,000
226021899 MLS
Lot in Olde Naples.

496 13th Avenue S, Naples

Courtesy of NABOR

Selling Office: .

$2,250,000
2 Beds ⋅ 2 Baths ⋅ 226018464 MLS
RARELY AVAILABLE! A spectacular corner penthouse residence in the heart of prestigious 5th Avenue S. This light-filled home features 2 bedrooms, 2 full baths, and 3 private balconies, offering the perfect blend of luxury, privacy, and vibrant downtown living. French doors open to a charming balcony overlooking iconic 5th Avenue, where you’ll enjoy warm beach breezes and front-row access to Naples’ renowned parades, art shows, fine dining, boutique shopping, the famous car show, and endless entertainment — all just steps from your door. The spacious primary suite offers a walk-in closet, dual vanities, a large walk-in shower, and a private balcony retreat with black-out drapes. While the second bedroom features ample closet space, a beautiful desk for your convience, balcony access, and an adjacent full bath. Additional highlights include "two assigned parking spaces (one covered), secure building entry, and private penthouse-floor access. "Pets are welcome! Take morning walks along the beach and enjoy breathtaking Gulf sunsets at night, with the sugar-sand shoreline just a short stroll away. An exceptional residence for entertaining with family and friends while enjoying the best of Naples living. Experience the ultimate in Naples luxury living — because Life begins in Naples, come see for yourself

375 5th Avenue S Unit 302, Naples

Courtesy of Naples Diamond Realty
$6,495,000
5 Beds ⋅ 5 Baths ⋅ 226020603 MLS
Ideally situated in the heart of downtown Naples, this completely remastered single-family residence embodies the essence of refined Florida living. Thoughtfully designed with elevated finishes throughout, the home welcomes you through a dramatic two-story foyer highlighted by soaring ceilings, architectural millwork, and a striking staircase that sets the tone for the interiors beyond. The flowing floor plan is both spacious and inviting, centered around a beautifully appointed kitchen featuring an oversized island and seamless connection to the dining and living areas — ideal for both everyday living and effortless entertaining. Pocketing impact glass doors open to the covered lanai with a summer kitchen, extending the living space outdoors to a generous lawn perfectly suited for gatherings, pets, and family enjoyment. The first-floor primary suite offers a private retreat, accompanied by a dedicated office, while guests are comfortably accommodated with their own upstairs living area and three ensuite bedrooms. Just moments from the charm of Olde Naples, residents can spend evenings strolling to renowned dining, shopping, and the nearby beaches, enjoying the convenience of downtown living right outside their door.

950 8th Street S, Naples

Courtesy of Douglas Elliman Florida,LLC
$12,000,000
4 Beds ⋅ 6 Baths ⋅ 226019430 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Set just steps from the Gulf and the celebrated boutiques and restaurants of Third Street South and Fifth Avenue South, this extraordinary newly built estate embodies the pinnacle of refined Old Naples living. Crafted in 2017, this gorgeously furnished four-bedroom + den residence offers an exceptional blend of timeless coastal elegance and modern luxury across an impeccably curated floor plan. From the moment you enter, the home captivates with soaring ceilings, wide-plank French oak flooring, bespoke millwork and designer lighting that create an atmosphere of understated sophistication. Walls of glass fill the interior with natural light, while seamless indoor-outdoor transitions invite effortless entertaining and relaxed resort-style living. At the heart of the home, the spectacular chef’s kitchen is a true statement of luxury and design, featuring an oversized island, a commanding 48-inch Wolf gas range, dual Sub-Zero refrigeration, Miele built in wine refrigerator, Miele built-in coffee system, premium fixtures and custom cabinetry tailored for both grand-scale entertaining and everyday comfort. Adjacent living and dining spaces are anchored by a beautiful private tropical retreat where every detail has been thoughtfully considered. The outdoor Oasis features a stunning custom pool and spa with oversized sun shelf, towering private bamboo hedge, and outdoor kitchen, creating an atmosphere reminiscent of an exclusive luxury resort. The first-floor primary suite is a serene sanctuary, offering spa-like amenities, a luxurious bath retreat and a custom walk-in wardrobe. A private detached cabana guest suite on the main level provides exceptional comfort and privacy for visitors. Accessible by both a private spacious elevator and staircase, the second level is designed for elevated entertaining and relaxed living alike. A comfortable loft serves as a central gathering space surrounded by 3 beautifully appointed en-suite guest bedrooms. Additional features include impact-resistant doors and windows, whole-house 20- kilowatt generator and the highest level of craftsmanship and finishes throughout. An exceptionally rare offering in one of Naples’ most prestigious locations, this remarkable estate delivers unparalleled luxury, timeless architecture and the ultimate Olde Naples lifestyle just steps from the beach and world-class dining and shopping. This home offers you the convenience of living a life of walking to the beach every day, dining on Third Street, and enjoying the newly opened Olde Naples Hotel which offers a bar for an evening beverage after you enjoy the beautiful Naples sunsets.

160 Broad Avenue S, Naples

Courtesy of John R Wood Properties
$6,450,000
4 Beds ⋅ 5 Baths ⋅ 226019479 MLS
PRICED AT LAND VALUE! LOWEST PRICED LISTING ON THE BEACH BLOCK IN ALL OF OLDE NAPLES — (Optional 50’ boat slip at the Cove Inn available for purchase with the property.) Opportunity knocks for a chance to own the ultimate beach cottage in one of Naples’ most coveted locations, just steps from the iconic Naples Pier and the white sugar-sand beaches of the Gulf. Privately tucked within lush tropical landscaping, this one-of-a-kind “Swiss-Family Robinson Treehouse” blends artistic charm with modern comforts, creating a secluded retreat in the heart of Olde Naples. Just a short stroll from the boutiques, fine dining, farmers markets, local parades and vibrant coastal lifestyle of 3rd Street South, the setting simply cannot be replicated. Designed for both relaxation and entertaining, the property showcases an incredible collection of unique indoor and outdoor spaces, including a heated swimming pool, private courtyard oasis, detached bar house with full kitchen, tranquil koi pond, infrared sauna, outdoor shower, and a raised covered “widow’s watch” seating area perfect for enjoying Naples sunsets, firework shows and coastal breezes. Additional highlights include a durable metal roof, back-alley access, oversized driveway for 5+ vehicles, and exceptional privacy throughout the property. Situated on a 77’ x 151’ lot, the possibilities are endless. Whether you envision renovating and enjoying the existing residence, creating a luxury custom estate, or developing a high-end investment property, this homesite offers extraordinary potential in a premier beach-block location right in the action of downtown Naples. Investors will appreciate the strong vacation rental and spec-home opportunities, while end users can create the ultimate private beach retreat just a few steps from the Gulf of Mexico. Adding to the long-term appeal, the newly reimagined Naples Pier is nearing completion, further enhancing the value and desirability of this exceptional location. A rare offering with unmatched character, location, and future potential — this is Olde Naples living at its finest. High and dry with no flooding waters entering the main residence.

61 12th Avenue S, Naples

Courtesy of Waterfront Realty Group Inc
$5,195,000
4 Beds ⋅ 5 Baths ⋅ 226014208 MLS
Accented with the color of morning-lit palms, this 2016 West Indies style home by Jeff Harrell and Associates offers a modern touch to the classic Naples charm. Located in the heart of Olde Naples, you’re on the doorstep of everything the city has to offer. Walking distance to 5th Avenue South and 3rd Street offers an endless variety of dining and shopping experiences. Boater? Naples Bay is a short walk away with the Naples Marina just across the street. Looking for the Beach? just head west. Find your spot in the sand with over 40 public beach access points to choose from. The home features 4 bedrooms, 4.5 baths and a 2 car garage. The open floor plan features beautiful hardwood flooring in each room, soaring ceilings, and floor-to-ceiling windows offering endless natural light. Perched at the Western end of Jumby Bay, this home stands out with unmatched privacy and extra space. It is the only residence in the development whose pool does not back up to another home, delivering a truly secluded outdoor area. In addition, 912 sits on a larger .19-acre lot compared to the .14-acre lots of central homes, creating a generous yard beside the pool. The chef’s kitchen is equipped with premium appliances including a Viking oven and cooktop, Miele refrigerator, Miele dishwasher, Miele convection microwave, and Uline wine cooler. A huge center island serves as the heart of the home, perfect for food preparation, casual dining, or buffet service. The lushly landscaped lanai is accessible from the great room and kitchen through multiple French doors, offering a covered and screened seating and dining area with cabana bath, plus a gas grill in the open space. Just beyond lies the sun-drenched 32-foot pool, spacious spa, and pergola-covered seating. This is the perfect spot for relaxing or entertaining day or night. Off the pool, you’ll find a private first-floor guest bedroom. On the second floor, The oversized master suite boasts dual walk-in closets designed for maximum functionality, a floating tub, and a large separate shower. Down the hall you’ll find a guest room with an en-suite bathroom and balcony. Above the garage and accessible from the main residence or a private alleyway entrance sits a versatile bonus space that can serve as a guest casita, office, or fitness center complete with a private bath. The HOA fee includes landscaping and pool maintenance, with weekly cleanings. On-street improvements also provide additional parking right on 9th Ave. Schedule your private showing today and make 912 9th Ave S. your new address in paradise!

912 9th Avenue S, Naples

Courtesy of William Raveis Real Estate
$6,995,000
3 Beds ⋅ 5 Baths ⋅ 226019201 MLS
Old Florida charm meets modern sophistication in this beautifully updated Old Naples residence, located just over a block to the beach and 2 blocks to Fifth Avenue South. This 3 + den, 5 bath home offers 4,670 square feet of living area with wide-plank oak flooring, a new white-shaker kitchen with dual islands, walk-in pantry, and upgraded appliances. The spacious great room features 26-foot ceilings, custom built-ins, and an entertaining bar. The renovated owner’s suite includes superb closet systems and a beautifully appointed bath. Additional interior spaces include a study, loft with third-floor sunset terrace, and a 600-square-foot bonus room ideal for an art studio, workshop, fitness room, or flex space. The private backyard provides a serene setting with a renovated lanai, pool, oversized spa, outdoor kitchen, and southern exposure. Notable features include impact-resistant windows, 500-gallon buried propane tank powering a whole-house generator, extensive landscape lighting, fenced yard, and three garages (two rear-alley and one side-entry). Two upstairs en suite guest rooms offer balconies and generous storage throughout, including large second-floor storage closets. Move-in ready and ideally positioned to enjoy the Old Naples lifestyle.

180 7th Avenue S, Naples

Courtesy of Gulf Coast International Prop
$27,900,000
6 Beds ⋅ 6 Baths ⋅ 226018147 MLS
Experience the pinnacle of beachfront luxury from this extraordinary Naples coastal estate, where timeless Bermuda-inspired architecture meets effortless modern elegance. Perfectly positioned along 108 feet of pristine Gulf frontage, this six-bedroom residence offers an unparalleled opportunity to own a private sanctuary directly on the sugar-white sands of Naples. Evoking the refined charm of Alys Beach, the home’s striking white stucco exterior, parapet walls, and lush manicured landscaping create a serene and sophisticated coastal presence. Ideally located just steps from the new Four Seasons Naples Beach Club and moments from the boutiques and dining of downtown Olde Naples, the property offers a rare combination of privacy, prestige, and walkable convenience. Inside, expansive living spaces are bathed in natural light through walls of French doors that frame breathtaking panoramic views stretching from sand to sea. Thoughtfully designed for both grand entertaining and relaxed coastal living, the residence offers a seamless flow between formal and casual gathering spaces. A dramatic double living room and elegant dining area, complete with a custom beverage station and bar, create an unforgettable setting for hosting family and guests. The chef’s kitchen opens effortlessly to a warm and inviting family room and features a large center island, stone countertops, premium appliances, and a fully appointed butler’s pantry with wine refrigeration. Two luxurious primary suites—one on the main level and another upstairs with a private balcony overlooking the Gulf—provide tranquil retreats designed for ultimate comfort and privacy. A dedicated office on the main floor further enhances the home’s functionality for today’s lifestyle. Every detail throughout the residence reflects exceptional craftsmanship, timeless design, and understated sophistication. From the refined architectural elements to the seamless indoor-outdoor connection, this remarkable property embodies Naples beachfront living at its absolute finest.

23 6TH AVE N, Naples

Courtesy of Coldwell Banker Realty
$8,350,000
5 Beds ⋅ 6 Baths ⋅ 226017504 MLS
Perfectly positioned on a coveted corner of 2nd Street South and 7th Avenue South, this exceptional Olde Naples estate captures the essence of timeless coastal elegance paired with elevated modern design. Enveloped beneath a canopy of majestic oak trees and oriented for prized southern exposure, the residence is bathed in natural light, creating a luminous and inviting ambiance throughout. Masterfully designed by MHK Architecture, this five-bedroom plus den home is a refined interpretation of the classic Florida cottage, thoughtfully reimagined with sophisticated architectural detail and contemporary flair. Interiors are curated with an uncompromising eye—where bespoke finishes, clean lines, and warm textures come together to create a seamless balance of comfort and luxury. Indoor outdoor living is perfectly matched with a private lush landscaped backyard featuring a gas outdoor kitchen, fireplace & heated pool & spa. Just two blocks from the sugar-white sands of the Gulf and moments from the world-class boutiques and dining of Fifth Avenue South, the home offers an unparalleled walkable lifestyle in one of Naples’ most prestigious enclaves. This is a rare opportunity to own a signature property in the heart of Olde Naples—where iconic charm, thoughtful design, and modern sophistication converge in effortless harmony.

685 2nd Street S, Naples

Courtesy of Coldwell Banker Realty
$6,495,000
4 Beds ⋅ 6 Baths ⋅ 226017050 MLS
Discover an exquisite retreat in the heart of Olde Naples, just 2.5 blocks from 3rd Street South, featuring some of Naples’ most desirable shopping and dining experiences. Enjoy the sugar-white sands of the Gulf just moments away. This impeccably designed residence embodies refined coastal elegance, offering four lavish bedroom suites—each with a private ensuite bath and spacious walk-in closet—alongside a private study, stylish powder room and dedicated pool bath. Every detail has been thoughtfully curated, from the oversized four-car garage to the seamless indoor-outdoor living experience. An expansive covered lanai, complete with a fully appointed outdoor kitchen, frames the sparkling pool and creates a captivating setting for sunset dinners and sophisticated entertaining. A rare blend of luxury, comfort, and prime location—this is Naples living at its finest.

545 13th Avenue S, Naples

Courtesy of John R Wood Properties
$8,995,000
4 Beds ⋅ 6 Baths ⋅ 226016685 MLS
Experience the epitome of luxury living in this exceptional new construction home, perfectly situated in the heart of Olde Naples. Crafted by Refined Builders, this remarkable residence presents a rare opportunity to own a true masterpiece in one of Naples’ most coveted locations. Ideally positioned just minutes from the world-class dining and shopping of 5th Avenue South and 3rd StreetSouth, as well as Naples’ iconic beaches, this 4-bedroom + den, 5.5-bath home offers the perfect blend of luxury, comfort, and convenience—complemented by tranquil lake views from the 2nd floor and lush tropical landscaping. Wide-plank European oak floors and tongue-and-groove ceilings set a sophisticated tone, while the expansive great room flows seamlessly into a stunning gourmet kitchen featuring a quartz-clad center island, sleek two-tone cabinetry, and a full suite of premium Thermador appliances—ideal for both everyday living and elegant entertaining. Sliding glass doors lead to your private outdoor sanctuary, complete with a resort-style saltwater pool and spa, custom summer kitchen, and a spacious covered lanai—perfect for seamless indoor-outdoor living. The first-floor primary suite is a luxurious retreat with direct pool access and a spa-inspired bath featuring a soaking tub, oversized walk-in shower, and dual vanities. Upstairs, three ensuite guest bedrooms—including a VIP second master—are accessible via stairs or a private elevator. A bonus living room with wet bar, scenic balcony, and captivating lake views provides a relaxed space to unwind or entertain. Additional highlights include dual laundry rooms, a 3-car garage, tankless water heater, whole-house generator, and propane tank.

493 8th Avenue S, Naples

Courtesy of Coldwell Banker Realty
$3,295,000
5 Beds ⋅ 4 Baths ⋅ 226014758 MLS
Ideally located in the heart of Olde Naples, this beautifully renovated five-bedroom, four-bath Key West–style residence offers an exceptional blend of coastal charm and walkable luxury. Just steps from Fifth Avenue South, Gulf beaches, and directly across from Cambier Park. The residence features a spacious open floor plan with vaulted ceilings, Miami-Dade pine floors, and timeless beadboard details. The living, dining, and kitchen areas flow seamlessly, creating an ideal setting for both relaxed coastal living and elegant entertaining with room for large family gatherings. Recent improvements include a new standing seam metal roof and a new main air conditioning system installed in 2025, offering enhanced durability, efficiency, and peace of mind. Outdoor living is highlighted by a heated swimming pool, multiple lounge and grassy lawn areas. This is a rare opportunity to own a classic coastal home in a premier walk-to-everything location in Olde Naples. Excellent rental history.

660 8th Avenue S, Naples

Courtesy of Naples Trust Real Estate Servi
$13,995,000
5 Beds ⋅ 7 Baths ⋅ 226013404 MLS
Steps from the shimmering Gulf waters, pristine white-sand beaches, and the vibrant charm of 5th Avenue South and 3rd Street South, 264 8th Avenue South offers the ultimate Olde Naples lifestyle—where prime location, refined luxury, and effortless living converge. Designed by Beck Architectural Group, this stunning home sits on a premium southern-exposure lot in the heart of Olde Naples. The thoughtfully designed floor plan prioritizes main-level living, featuring an expansive great room, a chef’s kitchen, a luxurious primary suite, and a versatile private flex bedroom—ideal for guests, a home office, or a wellness space. Seamless indoor-outdoor flow leads to a private backyard retreat designed for year-round enjoyment. The covered outdoor living area is outfitted with a gourmet kitchen featuring a Lynx grill, refrigerated drawers, and a prep sink, along with a living space anchored by a feature wall with a television and gas fireplace. Beyond, the sun-drenched, fenced backyard is maximized with a large saltwater pool with a sun shelf, water features, and an integrated spa, all surrounded by ample deck space for lounging, low-maintenance turf for pets, and an outdoor shower. The designer kitchen by Design West is a true showpiece, appointed with custom cabinetry and top-of-the-line appliances, including a Wolf induction cooktop and oven; Sub-Zero refrigeration with wine storage and auxiliary beverage drawers; a Cove dishwasher; and Cristallo quartzite countertops. The adjacent butler’s pantry enhances functionality with additional prep space, a Wolf six-burner gas range, Wolf microwave, Asko dishwasher, and a generous walk-in pantry—perfectly tucked away for effortless entertaining. The main-level primary suite is a private sanctuary, featuring a vaulted ceiling, tranquil backyard views, and a spa-inspired bath with dual vanities, separate water closets, a soaking tub, a walk-in shower, and an oversized custom closet. Upstairs, three spacious bedrooms each offer en suite baths, complemented by a shared media room with a breakfast bar and private deck—an ideal vantage point for breathtaking western sunsets and seasonal fireworks. Throughout the home, rich hardwood flooring, custom retractable privacy shades, and refined architectural details—including 11-inch baseboards—create a sophisticated and cohesive aesthetic. Additional features include dual laundry rooms; a three-car garage with rear alley access and sufficient height to accommodate lifts in two bays; natural gas; a whole-house generator; water filtration and humidification systems; a private elevator; Lutron lighting; surround sound; and full home automation. The property is also situated on the same power grid as a nearby fire station, offering added peace of mind. This exceptional residence perfectly blends Olde Naples elegance with modern luxury—ideal for those seeking the very best in coastal living, location, and sophisticated design.

264 8th Avenue S, Naples

Courtesy of Compass Florida LLC
$2,995,000
3 Beds ⋅ 3 Baths ⋅ 226014803 MLS
This charming coastal cottage offers an unbeatable location just moments from the beach and the world-class dining and shopping of 5th Avenue South. Embrace the quintessential Naples lifestyle—highly walkable and perfect for biking or golf cart cruising—right from your doorstep. Inside, the home showcases a fresh coastal contemporary design with thoughtful updates throughout, creating a light, inviting atmosphere. Step outside to your private backyard retreat, where a desirable southern exposure fills the pool area with sunshine all day. The outdoor space has been beautifully enhanced with all new landscaping, stylish new Polywood furniture, a new pool umbrella, and new pool lighting, all complementing the recently repainted exterior. Entertain with ease in the covered lanai and built-in outdoor kitchen, or enjoy the expansive side yard featuring a generous grassy dog run—ideal for pet lovers. The well-designed floor plan offers both a living room and a separate family room, a spacious primary suite, skylights for added natural light, and a large U-shaped kitchen that seamlessly connects the dining and family areas. Built with quality in mind, the home features durable cement siding and remained high and dry with no water intrusion during recent hurricanes—offering true peace of mind. Additional highlights include a circular driveway for ample front parking and a detached oversized one-car garage with convenient alley access. This is a rare opportunity to own an adorable, move-in-ready home in one of Naples’ most sought-after neighborhoods—don’t miss it.

740 5th Avenue N, Naples

Courtesy of Naples Trust Real Estate Servi
$2,399,500
3 Beds ⋅ 4 Baths ⋅ 226014192 MLS
Located in The Mark, a premier luxury condominium in the heart of downtown Olde Naples, this exceptional residence is just steps from vibrant 5th Avenue—offering effortless access to renowned dining, boutique shopping, charming cafés, and the energy of downtown living. Offered fully furnished and move-in ready, this first-floor unit exemplifies sophisticated coastal elegance. The gourmet kitchen, designed with the culinary enthusiast in mind, features top-of-the-line appliances, exquisite finishes, and a seamless flow into the spacious living and dining areas—perfect for both everyday living and entertaining. This thoughtfully designed residence also includes a private elevator, dual-level entry access, and a private storage unit, providing both convenience and exclusivity. Residents of The Mark on 8th enjoy an impressive array of resort-style amenities, including a state-of-the-art fitness center, sauna, second-floor pool and spa, and an on-site golf simulator. Attached two designated parking places add ease, while outdoor grilling areas and a poolside fire pit create an inviting setting to relax and unwind. Combining luxury, location, and lifestyle, this residence offers a rare opportunity to experience the very best of Naples living.

201 8th Street S Unit #104, Naples

Courtesy of William Raveis Real Estate
$2,593,000
3 Beds ⋅ 3 Baths ⋅ 226014309 MLS
Prime Olde Naples homesite on a quiet Broad Ct S street, offering southern rear exposure and desirable "high and dry" X500 elevation. This 74’ x 115’ interior lot provides flexibility for future design and construction while allowing immediate enjoyment of the existing residence. The property’s location supports convenient access to nearby beaches, downtown shopping, dining, and cultural amenities. Alley access enhances future architectural possibilities, including garage placement and courtyard configurations. Mature landscaping and a private setting create a comfortable environment today, with fine opportunity for redevelopment. Whether planning a new residence or seeking an Olde Naples location with immediate usability, this property offers a balanced opportunity combining elevation, exposure, and neighborhood setting. Compare this lot with other Old Naples land or redevelopment offerings.

778 Broad Court S, Naples

Courtesy of Douglas Elliman Florida, LLC
$2,900,000
4 Beds ⋅ 6 Baths ⋅ 226010488 MLS
Ideally located in the heart of Olde Naples along a charming tree-lined street, this custom two-story residence offers timeless design just moments from the Gulf of Mexico and the renowned dining and boutiques of 5th Avenue South and 3rd Street South. Thoughtfully designed for both comfortable living and entertaining, the home features 4 bedrooms plus a den, 4 full bathrooms, a powder room, and a separate pool bath, with a spacious first-floor primary suite. Interior features include marble, wood, tile, and carpet flooring, volume and tray ceilings, custom built-ins, and a fireplace in the great room. The well-appointed kitchen offers granite countertops, stainless steel appliances, imported wood cabinetry, and a gas cooktop, opening seamlessly to the main living areas. French doors lead to a beautifully landscaped outdoor living space with a heated pool and spa, ideal for entertaining or relaxing in a private setting. The primary suite enjoys access to a private garden retreat, creating a peaceful extension of the home’s outdoor living. Additional highlights include a 2-car attached garage, metal roof, impact-resistant doors and windows, security system, fully fenced property, and a whole-house generator installed in 2021. Offering comfort, privacy, and an exceptional location, this residence captures the essence of the Olde Naples coastal lifestyle.

775 Broad Court N, Naples

Courtesy of Waterfront Realty Group Inc

Selling Office: .

$6,495,000
4 Beds ⋅ 6 Baths ⋅ 226011370 MLS
Completely reimagined and finished in 2025, this beautifully renovated Old Naples residence lives like a new home. Offering just under 3,000 square feet, the property includes four bedrooms and 5.5 baths designed for effortless luxury living. An open layout connects the living, dining and kitchen areas, creating an inviting flow for everyday living and entertaining. The chef's kitchen features a Wolf six-burner gas range, Sub-Zero refrigerator, and Sub-Zero wine cooler with additional refrigerator and ice drawer. Cristallo quartzite countertops, a marble-clad island and custom Crystal cabinetry combine elegance with function. The primary suite offers vaulted ceilings, a sitting area and views of the pool. Its spa-style bath includes a Kohler soaking tub, rain and body-spray shower, and custom California Closets with integrated lighting. Outside, a new saltwater pool with spa creates a resort-like setting. A full outdoor kitchen with grill, refrigerator, sink and TV makes entertaining easy. Near Third Street South dining, shopping and Naples white sand beach.

1355 4th Street S, Naples

Courtesy of Premier Sotheby's Int'l Realty
$6,950,000
4 Beds ⋅ 5 Baths ⋅ 226011149 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. One or more photo(s) has been virtually staged, AI generated or rendered. One of the few Old Naples residences offering both immediate Gulf access and a 5+ car garage, this timeless Italian-inspired home presents a rare combination of coastal proximity, scale, and functionality. Ideally positioned just steps from the pristine Gulf beaches—directly across the street—and adjacent to the highly anticipated Four Seasons Resort Naples and its reimagined oceanfront golf campus, the property benefits from one of the most compelling locations in Naples, blending lifestyle with long-term value. Encompassing over 6,800 square feet of interior living space, the residence showcases elegant architectural details, warm finishes, and expansive gathering areas designed for both everyday comfort and grand-scale entertaining. The impressive living room offers a refined yet inviting setting, complete with a billiard table and seamless flow into the main living areas. A standout feature is the presence of two private guest suites, each with its own kitchen—providing exceptional flexibility for extended family, guests, or staff while maintaining privacy and independence. Built with exceptional strength and durability, the home is equipped with a private elevator, full-house diesel generator, rainwater recycling system, and automatic irrigation, delivering a level of infrastructure and peace of mind rarely found in this location. Car enthusiasts and collectors will immediately appreciate the significance of the 5+ car garage spanning over 2,000 square feet—a truly rare offering in Old Naples. This expansive space accommodates a substantial vehicle collection while also allowing for a workshop, storage, or additional lifestyle uses seldom available this close to the Gulf. The expansive rooftop terrace serves as the home’s signature outdoor retreat, offering Gulf views, refreshing coastal breezes, and an ideal setting for sunset entertaining above it all. A rare and compelling opportunity to own a substantial Old Naples residence that uniquely combines Gulf proximity, exceptional infrastructure, and immediate adjacency to the transformative Four Seasons beachfront development—positioning this home not only as a lifestyle purchase, but as a strategic long-term investment.

200 S Golf Drive, Naples

Courtesy of Compass Florida LLC
$3,975,000
3 Beds ⋅ 4 Baths ⋅ 226009186 MLS
Welcome to the unparalleled Beach Bungalows of Naples, where Town & Beach are less than a five-minute stroll and the ease of maintenance-free condominium living seamlessly blends with the privacy of a single-family home. Nestled on a picturesque tree-lined street, just four blocks from the sugar-sand Gulf beach and two blocks from vibrant Fifth Avenue, this charming Olde Naples retreat is your perfect haven. Timeless furnishings evoke a casual sophistication, inviting you to savor the Naples lifestyle. Recently refreshed with interior painting and thoughtful renovations, including a remodeled gourmet kitchen, a stylish new bar with wine cooler and sleek floating cabinetry, this home exudes modern comfort. The private main suite offers a spa-inspired escape, while guests relax on their private floor, complete with two en-suite bedrooms. Entertain effortlessly as the great room flows into a serene courtyard through disappearing glass doors, where you’ll relish evenings by the outdoor fireplace, heated pool and built-in grill. Plus, a private carport and air-conditioned garage with loft add ultimate convenience. An opportunity such as this is rare; a chance to secure an exceptional property in one of Naples' most coveted neighborhoods.

477 3rd Avenue S Unit 2, Naples

Courtesy of Premier Sotheby's Int'l Realty

Selling Office: .

$6,250,000
4 Beds ⋅ 4 Baths ⋅ 226009255 MLS
Exceptional Redevelopment Opportunity in the Heart of Downtown Olde Naples. Enjoy pleasant views, a premier Olde Naples location, and the option to create a remarkable estate or luxury residences. Strategically located within walking distance to: The Gulf of America, 3rd St South & 5th Avenue South, Cambier Park, Naples Pier, The Dock & Tin City. The property features a well-maintained high-and-dry concrete block duplex-style residence, offering 4 bedrooms and 4 bathrooms, thoughtfully updated with granite and tile throughout. Additional cottages on the property provide opportunities for renovation or redevelopment.

560 9th Avenue S, Naples

Courtesy of Premiere Plus Realty Company
$4,900,000
4 Beds ⋅ 5 Baths ⋅ 226009201 MLS
Ideally positioned on a sun-filled corner lot in the heart of Old Naples, this exceptional 2020-built residence blends timeless coastal elegance with thoughtful modern design. Just one block from Naples Bay and moments to dining and boutiques of 3rd Street South and 5th Avenue South, the location offers the best of accessible Naples living. Designed by MHK Architecture, the home is bright, open, and effortlessly inviting. Expansive windows flood the interiors with natural light, while refined stone flooring and curated finishes create a warm yet sophisticated aesthetic throughout. The thoughtfully designed floor plan features four bedrooms, including two luxurious primary suites, one on the first floor and a private retreat upstairs, offering flexibility for guests and multigenerational living. The main living spaces flow seamlessly to the outdoor area, embracing indoor-outdoor living. At the heart of the home, the chef’s kitchen is stunning and functional, appointed with marble countertops, a statement Lacanche range and oven, Sub-Zero refrigeration and custom cabinetry, a space equally suited for quiet mornings or lively entertaining. Outdoors, the western-exposure pool captures glowing afternoon light and vibrant Naples sunsets, while the corner lot setting enhances privacy and curb appeal. Lush landscaping and charming architectural details complete this coastal retreat. A rare opportunity to own a newer-construction home in Old Naples, just near Naples Bay and a short distance to the beach, fine dining and best of the Naples lifestyle.

901 10th Avenue S, Naples

Courtesy of Premier Sotheby's Int'l Realty
$2,500,000
3 Beds ⋅ 4 Baths ⋅ 226006424 MLS
Rarely available and widely regarded as one of the most desirable residences in the building, this south corner unit at The Mark on 8th offers exceptional privacy, natural light, and refined coastal living in the heart of Olde Naples. With a private end of hall entry and an expansive wraparound lanai capturing coveted southern and western exposures, the home lives bright, open, and effortlessly inviting. The residence enjoys a peaceful setting while remaining just moments from the amenities. Located on the second level, it provides the security and peace of mind discerning buyers value, along with convenient access to the pool, golf simulator, and club room. The lanai functions as an inviting outdoor living space ideal for relaxing or entertaining. Built in 2024, The Mark on 8th is a luxury boutique community and one of Olde Naples’ most sought after addresses. This thoughtfully designed floor plan offers approximately 1,942 square feet under air with three bedrooms and three and a half baths. Offered furnished with brand new pieces, many from Restoration Hardware, the residence is in like new condition and has been very lightly lived in, delivering turnkey luxury ideal for full time living or lock and leave ownership. Wide plank wood flooring runs throughout the main living areas and bedrooms, complemented by tall baseboards and tray ceilings with tongue and groove detail. Built in closets and motorized Hunter Douglas shades provide immediate comfort and privacy. The open concept kitchen is both elegant and functional, featuring Sub Zero refrigeration and beverage chiller, a Wolf gas range and microwave, quartz countertops, a striking tile backsplash, pot filler, and a spacious layout ideal for everyday living and entertaining. The dining area includes a stylish dry bar, while the living room opens through dramatic sliders to the wraparound lanai, where ceiling beams and tongue and groove detail enhance the inviting outdoor space. The primary suite offers a private retreat with its own balcony, walk in closet, and ceiling detail. The spa inspired bath features a freestanding soaking tub, glass enclosed shower with rainhead and handheld fixtures, bench seating, dual vanities, and a separate water closet. Each guest bedroom includes an en suite bath, ensuring comfort and privacy for visitors. Impact glass windows and doors, natural gas service, UV HVAC system, two assigned garage spaces, and a private storage locker provide everyday convenience and peace of mind. The Mark on 8th features just 24 residences and resort style amenities including a pool, spa, fire pit, grilling area, club and fitness rooms, and golf simulator. Ideally located west of US 41, this residence is moments from Fifth Avenue South, world class dining, shopping, and the Gulf beaches. A must see.

201 8TH Street S Unit 206, Naples

Courtesy of William Raveis Real Estate

Selling Office: .

$3,100,000
226006431 MLS
395 7th Avenue South offers a rare opportunity in the heart of Olde Naples to build your custom retreat. A short walk to Naples' white sand beach, famed 5th Avenue, or historic Third Street South, this premier homesite offers the perfect blend of tranquility and vibrant downtown living. Nestled in a collection of cottage style residences. Zoned R1-7.5, the least restrictive residential designation. Enjoy effortless access to fine dining, luxury shopping, art galleries, and nearby Third Street South. Build your legacy in one of Naples’ most coveted neighborhoods.

395 7th Avenue S, Naples

Courtesy of Coldwell Banker Realty
$6,592,500
3 Beds ⋅ 4 Baths ⋅ 225065717 MLS
A striking custom contemporary residence ideally positioned in one of downtown Naples’ most sought-after neighborhoods.

652 Bougainvillea Road, Naples

Courtesy of Premier Sotheby's Int'l Realty

Selling Office: .

$6,900,000
3 Beds ⋅ 4 Baths ⋅ 225075505 MLS
In the private, gated enclave of Gordon Drive Estates a mere three doors from the sugar sand coastline, lies this meticulously maintained, custom home enveloped by lush, tropical foliage. The entire residence is defined by volume ceilings, as well as large sliders and transom windows that allow natural light to pour in and create a warm, comfortable ambiance. The floor plan flows through 3,033 sq. ft. of living space - all culminating in the spacious atrium that is perfect for entertaining. The kitchen is open to the family room and features two center islands, granite countertops, Viking appliances, a pantry, and custom cabinetry. Secluded and offering the utmost in privacy, the master suite is sprawling and is accompanied by a luxurious bath with Carrera marble flooring, a soaking tub that is flanked by a fireplace, and spacious walk-in shower. The home also encompasses a charming second bedroom with private bath, a cabana guest suite with private entrance, and a study. Gordon Drive Estates offers tranquility and luxury with its resident-only gated beach access, as well as enjoys the convenience of being located within seconds to the renowned shopping and dining found on Third Street South. Additionally desirable and worth note is that this home did not receive any interior water intrusion during recent storms, including Ian.

2080 Gordon Drive, Naples

Courtesy of John R Wood Properties
$2,750,000
4 Beds ⋅ 3 Baths ⋅ 226004247 MLS
Timeless Old Florida charm defines this ideally located residence, positioned between the 3rd Street South and 5th Avenue South entertainment districts and just three blocks from iconic 5th Avenue South. This enchanting four bedroom plus den residence offers 2,909 square feet of living space, three full and one half baths, and a welcoming wraparound porch that sets the tone for relaxed coastal living. Tucked just off Cambier Park, the property features a thoughtfully connected two-story guest house with living space on the lower level and a private bedroom above—ideal as a primary suite, guest quarters, extended-family accommodation, or a private office retreat. The upper level of the main home showcases two bedrooms and a loft beneath a vintage tongue-and-groove wood-plank ceiling, with both bedrooms opening to private balconies that capture gentle coastal breezes. The main floor includes the kitchen and great room, along with a fourth bedroom or den with en-suite bath. Classic Old Florida storm shutters add both character and function. The generous backyard offers ample room for a pool and outdoor entertaining, while a rear-entry two-car garage off the paved alley provides convenience and additional parking. Private front and rear yards are framed by mature hedging, with a charming archway entry, quaint wooden gate, and parking for two vehicles off 8th Avenue South, plus additional parking in the rear. A 2019 metal roof adds peace of mind. Located directly across from Cambier Park, offering a competitive tennis program, shuffleboard courts and bocce, covered pavilion, band shell, and expansive green space. Close to everything, welcoming, and rich in character—this is a rare opportunity to own a true downtown Old Florida cottage.

756 8th Avenue S, Naples

Courtesy of Gulf Coast International Prop

Selling Office: .

$6,495,000
4 Beds ⋅ 5 Baths ⋅ 225071448 MLS
BRAND-NEW 2026-BUILT LUXURY ESTATE, JUST COMPLETED & NOT YET LIVED IN, PERFECTLY LOCATED IN OLDE NAPLES, APPROX HALF A MILE TO WORLD CLASS BEACHES & LESS THAN 1 MILE TO ICONIC 5TH AVE WITH WORLD-CLASS DINING, SHOPPING & ENTERTAINMENT! Enjoy highly coveted Western exposure for breathtaking sunsets, abundant natural light, and optimal sun over the pool. This modern contemporary masterpiece showcases a dramatic open floor plan with 4,730 square feet under air of bright, airy living space, featuring 4 bedrooms, 2 dens (one a loft/multi-purpose “family room”), 5 bathrooms, dual dining areas, dual laundry rooms, a 3-car garage, hurricane impact windows throughout, and a metal roof. Every detail has been thoughtfully curated—from oversized tile flooring and soaring ceilings with wood beam and shiplap accents to the modern wood-and-glass floating staircase and grand two-story entry foyer. The stunning chef’s kitchen is equipped with quartz countertops, sleek white cabinetry, warm wood accents, and an oversized walk-in pantry. Fully pocketing sliding glass doors create a seamless indoor-outdoor living experience. Step outside to your private resort-style oasis, featuring an expansive entertainment deck, large pool and spa, covered lounge area with an outdoor fireplace, and a summer kitchen. The luxurious primary suite is located on the main level and offers direct access to the pool deck, dual walk-in closets, and a spa-like bath with dual vanities, an oversized walk-in shower with dual entries, and a freestanding soaking tub. Upstairs, a loft-style cloud room with wet bar opens to a massive second-floor balcony, providing a private retreat ideal for entertaining or relaxation. Located within an A-rated Collier County school district and just minutes from Venetian Village, Waterside Shops, and Third Street South, this exceptional residence delivers the ultimate in luxury coastal living in one of Naples’ most sought-after neighborhoods.

135 7th Street N, Naples

Courtesy of John R Wood Properties
$17,995,000
6 Beds ⋅ 8 Baths ⋅ 226005600 MLS
Quietly situated at the southernmost end of Gulf Shore Boulevard South, directly across from beach access, this exceptional Olde Naples estate is a true crown jewel, spanning more than one-half acre. Designed by John Cooney of Stofft Cooney Architects and meticulously refurbished throughout, the residence reflects uncompromising craftsmanship and timeless sophistication and can be acquired turnkey furnished for immediate occupancy. From the moment of arrival, the home makes a lasting impression. Flickering gas lanterns, a gracious front porch, and classic symmetrical architecture accented by exquisite millwork create an inviting sense of elegance. Inside, refined finishes abound, including mahogany front doors, rift-sawn white oak flooring, and a striking vaulted ceiling detail upon entry. The living room’s balanced symmetry and detailed millwork flow seamlessly into the gourmet kitchen and dining area, anchored by a 60" Wolf dual-fuel range featuring six burners, an infrared charbroiler, and an infrared griddle. Additional highlights include a Sub-Zero side-by-side refrigerator and freezer, integrated refrigerator drawer systems, and two Miele dishwashers—perfectly suited for both everyday living and entertaining. Thoughtfully curated spaces throughout the home include a bespoke media room with soundproofed walls and a Savant sound system, a handsome study with custom built-in display cabinetry overlooking the pool, a fully reimagined bar and library, and a dedicated fitness studio complete with a steam shower—each space designed for both function and refined living. The estate is comprised of five well-appointed bedrooms, four of which feature en-suite baths, offering refined accommodations for both residents and guests alike. The Master Suite and Bath offer a true private retreat, enveloping you in comfort from head to toe. A tranquil sitting area overlooks the spa and pool, providing a serene backdrop for rest and reflection. Crown moldings and elegant casings throughout enhance the sense of refined craftsmanship, creating a space that feels like a peaceful escape—while remaining unmistakably at home. Following a complete renovation inside and out, the outdoor living spaces are equally compelling. An expansive, oversized porch is designed for rest and relaxation, offering an exceptional poolside setting framed by a preserved Wild Oak tree—an enchanting natural centerpiece that enhances the estate’s sense of serenity and timeless charm. Additional elevated improvements include two side-mounted car lifts, whole-house generator, dual dehumidification systems, a steam shower within the fitness studio underscoring the home’s exceptional level of care, resilience, and thoughtful investment.

1963 Gulf Shore Boulevard S, Naples

Courtesy of John R Wood Properties
$13,000,000
3 Beds ⋅ 4 Baths ⋅ 226004403 MLS
Awaken each morning to gentle Gulf breezes and the soothing rhythm of the surf in this thoughtfully designed Naples beachfront single-family residence. Tucked away at the end of a quiet lane, the home offers a spacious multiple level floor plan, convenient two car direct access garage, a private 3-floor elevator, and abundant storage. The primary living suites stretch majestically along the shoreline, capturing mesmerizing, unobstructed views of the Gulf, its crystalline coastline, and beautiful sunsets in the evening. Designed for relaxed coastal living and effortless entertaining, the open kitchen flows seamlessly into the great room where floor-to-ceiling sliding glass doors dissolve the boundary between indoors and out, opening to a covered balcony overlooking the beach. Hosting family and friends is a pleasure with well-appointed en suite guest bedrooms and endless outdoor activities at the beach or pool or on the expansive lawn. After a day at the sandy beach, rinse off and enjoy a refreshing dip in the pool before retreating to the comfort of the primary suites inside this lovely home. Perfectly positioned to offer both privacy and convenience, the residence is just moments from Naples’ renowned shopping and fine dining on 5th Avenue, allowing you to enjoy the best of coastal living without the compromise of walkability. This ideal beachfront home presents endless opportunities for personalized, easy living. It is truly a rare offering, and it is a once in a lifetime chance to own the sunset!

25 2nd Avenue S, Naples

Courtesy of Douglas Elliman Florida,LLC

Selling Office: .

$7,500,000
5 Beds ⋅ 9 Baths ⋅ 226005784 MLS
This 2022 custom-built home in Old Naples offers the perfect blend of luxury and resilience in an unbeatable location—just steps from NCH Baker Hospital, 5th Avenue South, and the beach. Transitional cottage-style residence with nearly 5,000 sq. ft. of air-conditioned living space, featuring 5 en-suite bedrooms (including a private guest cabana), a dedicated study, gourmet kitchen, wide-plank wood floors, and a spacious fenced backyard. Enjoy the saltwater pool and spa, covered outdoor kitchen, and fireplace—all elevated by concrete construction, natural gas, and impact glass. A rare opportunity to own an elegant, storm-ready coastal retreat in the heart of Old Naples.

739 5th Avenue N, Naples

Courtesy of Waterfront Realty Group Inc
$3,950,000
3 Beds ⋅ 5 Baths ⋅ 224103100 MLS
Nestled in the heart of beautiful Olde Naples, this exquisite single-family home epitomizes luxury living. Stunning and pristine classic coastal style home offering architectural beauty and sophistication. Enjoy sugar-sand beaches, famous Fifth Avenue, Cambier Park, Naples Bay, Dining & Shopping, all located a short distance away. This home has everything you could ask for with timeless style, and modern amenities. The open floor plan offers seamless transitions between the large kitchen, family room, and outdoor living spaces and is flooded with natural light beaming in from the ideal southern exposure and floor to ceiling windows. The chef inspired kitchen is perfect for culinary enthusiasts and offers Miele appliances, natural gas cooking with center island & custom cabinetry, quartz countertops and a hidden pantry. The interior also features Legno Bastone European wide plank flooring, automated window coverings throughout, and a private elevator. The luxury master suite is a heavenly retreat, and all bedrooms enjoy en-suite baths and a conveniently located upstairs laundry room. A highly desirable feature is the SEPARATE second floor cabana which can be utilized as your guest quarters, office, gym, or nanny suite and has two convenient separate entrances. The tropical private courtyard garden offers pool with color light show, spa, waterfall and fire bowl in the expansive outdoor living space complete with a pool bath and an outdoor kitchen, wine cooler and gas grill. No detail was spared! Amenities include a 2-year-old Kohler generator, house completely repainted only 2-years ago, Hurricane resistant windows & doors, Elan g! automation system with surveillance, sound and lighting package, Andersen windows and a 2-car garage. Concrete block construction and standing seam metal roof with custom color for durability and energy efficiency. For The Most Discerning Buyer!

992 9th Avenue S, Naples

Courtesy of William Raveis Real Estate

Selling Office: .

$7,600,000
5 Beds ⋅ 6 Baths ⋅ 226003867 MLS
Positioned on a charming corner at 2nd Street South and 7th Avenue South, this five-bedroom plus den residence is a rare blend of timeless Old Florida character and refined modern living. Tucked beneath a canopy of majestic oak trees, the home enjoys a desired southern exposure, filling the interiors with natural light and creating an inviting, airy coastal atmosphere throughout. Designed by MHK Architecture, the residence reimagines the classic Florida cottage with a sophisticated contemporary edge. Every finish has been carefully selected, striking a balance between warmth, elegance and livability. Ideally just two blocks from the beach and only a few short strolls from the renowned dining and shopping of 5th Avenue South, this home offers a walkable lifestyle that is relaxed and refined. A special opportunity in the heart of Old Naples, where coastal charm and modern luxury come together in harmony.

685 2nd Street S, Naples

Courtesy of Premier Sotheby's Int'l Realty

Selling Office: .

$8,995,000
4 Beds ⋅ 6 Baths ⋅ 226004868 MLS
Set along one of Old Naples’ quiet, palm-lined streets and just a short stroll from the Gulf and Third Street South, 835 11th Avenue South presents modern craftsmanship with timeless design. Built by Lotus Construction, in collaboration with MHK Architecture and Freestyle Interiors, the home reflects a thoughtful approach to scale, proportion, and livability rather than excess. The residence spans more than 4,700 square feet of interior living space and is arranged to support both privacy and connection, offering four ensuite bedrooms and six bathrooms featuring Neorest Toto toilets. On the main floor, the primary suite is intentionally positioned for convenience and discretion, featuring a spa-inspired bath with a soaking tub, glass-enclosed shower, floating dual vanities, private water closet, and the added luxury of an in-suite washer and dryer—ideal for true single-level living. The heart of the home is defined by soaring ceilings, abundant natural light, and a calm material palette. Wide-plank white oak flooring, tailored millwork, and soft neutral tones establish a refined backdrop for daily life. The kitchen is both elegant and highly functional, outfitted with integrated refrigeration, dual wall ovens, concealed storage, and streamlined cabinetry that transitions seamlessly into the dining and great room. Large hurricane-impact sliding doors open the interior to the outdoor living area, creating an effortless indoor-outdoor connection. A thoughtfully finished elevator provides smooth access between levels. Upstairs, a private VIP suite offers exceptional flexibility, complete with its own living area, full bath, and two balconies—well suited for extended guests or multi-generational living. Two additional guest suites and a dedicated laundry room complete the upper level, and a home generator is in place for additional peace of mind. Outdoors, the rear courtyard is designed for relaxed entertaining, centered around a custom pool and spa, covered lounge, full outdoor kitchen, and pool bath. The setting is private and quiet, enhanced by alley access. A three-car garage—an uncommon amenity in Old Naples—features extra ceiling height suitable for vehicle lifts or specialized storage. Just blocks from Naples’ most celebrated dining, boutiques, and cultural destinations, this home delivers a rare combination of architectural discipline, location, and immediate enjoyment. It is a residence defined by enduring quality and thoughtful design—crafted to be appreciated long after the first impression.

835 11TH Avenue S, Naples

Courtesy of William Raveis Real Estate
$3,000,000
3 Beds ⋅ 4 Baths ⋅ 226001858 MLS
New construction single family home in the heart of Olde Naples built in 2024 for under $3.5M! This never lived in distinguished two-story pool residence embodies the timeless charm of cottage living . Thoughtfully designed with 1,976 square feet under air, the home blends classic coastal architecture with elevated modern comforts. The gracious floor plan offers a spacious first-floor primary suite, providing a private sanctuary with a spa-inspired bath, walk-in closet, elegant finishes and serene proportions. Throughout the home, warm-toned wide-plank wood flooring creates continuity and warmth, bespoke detailing, plantation shutters and a curated selection of luxury appliances. The gourmet kitchen includes custom cabinetry, a beautiful wraparound backsplash, quartz countertops, soft brass finishes, and a convenient center island with a two-drawer refrigerator and freezer. Designed for formal and relaxed entertaining, the open great room with floor-to-ceiling tiled linear gas fireplace and TV shelf flows seamlessly into a beautiful, dedicated dining area, both overlooking the inviting and outdoor deck and pool, an ideal setting for intimate gatherings, morning coffee or quiet afternoons. The second level reveals a refined open loft, ideal for a sitting room or reading retreat, along with two generously sized en-suite guest bedrooms and a generous and thoughtfully designed laundry room. Clive Daniel Homes furnished the home, and it is being sold with furnishings. Positioned within short distance to Fifth Avenue South and just minutes from the Gulf beaches, this exceptional residence places you in the heart of downtown Naples, surrounded by fine dining, boutique shopping, galleries and theatres, capturing the spirit, and enduring coastal elegance and vibe of Old Naples.

810 9th Street S, Naples

Courtesy of Premier Sotheby's Int'l Realty

Selling Office: .

$32,000,000
6 Beds ⋅ 6 Baths ⋅ 226001239 MLS
An extraordinary Old Naples beachfront estate, this rare offering encompasses approximately .67 acres with an impressive 169 feet of pristine Gulf frontage, delivering an unparalleled combination of privacy, scale, and a prime location just blocks from the world-class boutiques, galleries, and dining of Fifth Avenue South and Third Street South. Designed by acclaimed architect Richard Morris, the art deco–inspired residence was masterfully conceived to frame sweeping Gulf views and sunsets, showcase fine art and create a seamless indoor–outdoor living experience that feels grand and intimate. A dramatic arrival unfolds into a soaring 22-foot foyer, where a sweeping staircase and private elevator lead to an elevated art gallery, immediately establishing the home’s architectural presence and refined elegance. The light-filled great room serves as the heart of the residence, flowing effortlessly into the dining area, expansive lanai and a sophisticated lounge highlighted by custom millwork and a wet bar, ideal for entertaining against a backdrop of endless blue horizons. A sculptural spiral staircase ascends to a private observation deck, offering breathtaking panoramic views of the Gulf and unforgettable sunsets. The generous kitchen suite is designed for effortless hosting, featuring an open-concept layout with indoor and outdoor dining counters, a walk-in pantry and high-end stainless-steel appliances. The primary suite is a secluded beachfront retreat with direct access to a Gulf-front balcony, pool and lanai, complemented by a spa-inspired bath with a glass-enclosed walk-in shower and mesmerizing water views. Just a short distance away, a private bedroom or den offers flexibility as a refined home office or serene sanctuary. The east wing of the home hosts four spacious en-suite bedrooms and a dedicated laundry, while the northeast bedroom, bathed in exceptional natural light with abundant storage, lends itself beautifully as an artist’s studio or creative space. Outdoors, an elevated screened courtyard and lushly landscaped gardens create a tranquil oasis for year-round enjoyment, while the expansive covered lanai, complete with a kitchenette and dining area, invites relaxed coastal entertaining. Built with exterior block construction, a first-floor elevation exceeding 19 feet above NGVD and electric storm shutters, the home offers exceptional peace of mind along with enduring quality. Professional landscaping, architectural lighting, and iconic outdoor sculptures complete this remarkable setting. Beyond its immediate beauty, the property also presents an extraordinary future opportunity, with the potential to create a 10,000–15,000 square-foot custom beachfront estate, making this a once-in-a-generation offering that blends luxury, lifestyle and limitless possibility in one of Naples desired beachfront locations.

30 3rd Avenue S, Naples

Courtesy of Premier Sotheby's Int'l Realty
$3,600,000
4 Beds ⋅ 4 Baths ⋅ 225082430 MLS
JUST REDUCED TO LOT VALUE! Situated in one of Old Naples desired coastal enclaves, just three blocks from pristine white sand beaches of the Gulf and a leisurely visit to iconic Fifth Avenue South and the new Four Seasons Naples Beach Resort, this private coastal residence presents an exceptional opportunity in an irreplaceable setting. On a desirable 0.23-acre corner homesite in the sought-after X Flood Zone, the property enjoys preferred southern and western exposure and is beautifully enveloped by mature landscaping, offering a rare sense of privacy in the heart of downtown. Influenced by mid-century architectural design, this four-bedroom residence, complemented by an office and an open loft, features a thoughtfully conceived floor plan within a generous two-story interior, creating an inviting backdrop for refined entertaining and future customization. Soaring ceilings and an open-concept living environment seamlessly connect the great room, kitchen and dining areas, all oriented toward a sun-filled outdoor oasis with an inviting swimming pool, classic paver decking, and a tranquil, landscaped backyard retreat, ideal for relaxed coastal living. Discreetly serviced by a two-car garage accessed via a private rear alley, the home’s elegant street presence is preserved, enhanced by a circular drive and curb appeal. For added peace of mind, the home is concrete block construction with steel roof trusses and situated in X-zone location. Set along one of Old Naples picturesque mahogany tree-lined streets, this exceptional offering blends timeless character, a premier location and limitless potential. Ideally just moments from the beach and world-class dining, refined boutiques, renowned galleries, theatres and vibrant coastal lifestyle that defines downtown Naples.

416 3rd Avenue N, Naples

Courtesy of Premier Sotheby's Int'l Realty

Selling Office: .

$3,000,000
3 Beds ⋅ 3 Baths ⋅ 226001862 MLS
This stylishly updated, fully furnished lakefront beach cottage in Olde Naples offers a bright and open first floor with new terrazzo marble floors, large windows, and contemporary furnishings. The primary bedroom on the first floor features new hardwood floors, a Samsung Art Screen TV, an Avocado organic mattress, and views of the garden, pool, and lake. The spa-like primary bathroom includes a soaking tub, double vanity with marble countertops, new bathroom hardware, elegant lighting, mirrors, and a newly tiled shower with dual high-pressure shower heads. The fully stocked kitchen is equipped with new marble countertops and backsplash, a new dishwasher, ample storage, and a farmhouse sink with a new Insinkerator. The dining area seats six, and the large first-floor laundry room has a new washer and dryer. A powder half bath on the first floor features a new vanity with a marble top. Upstairs, the two bedrooms have vaulted ceilings and can accommodate five people. The east-facing room has a queen bed, while the larger room, facing the backyard, has a king bed and a twin daybed. Both rooms have Samsung Art Screen TVs and generous closet storage. The backyard boasts a heated pool with ambient lighting, a screened-in lanai, a new BBQ gas grill, and a firepit. With views of the lake, the home is just steps away from the beach, the new Four Seasons complex, and a golf course. This property has excellent rental income potential year-round.

572 7th Avenue N, Naples

Courtesy of Alfred Robbins Realty Group

Selling Office: .

$12,995,000
5 Beds ⋅ 8 Baths ⋅ 226002046 MLS
A landmark, custom built, Old Naples estate just four homes from the Gulf. Elevated and recently renovated, this exceptional residence offers over 7,500 square feet of refined AC-living with timeless architecture and exquisite craftsmanship. Features include a grand two-story foyer, coffered ceilings, rich millwork, library, formal dining, and expansive living spaces filled with natural light. The chef’s kitchen boasts Wolf and Sub-Zero appliances, dual islands, marble prep areas, butler’s pantry, and wine cellar. The luxurious master suite offers a sitting area, dual walk-in closets, spa bath, and private balcony. Outdoor living includes a heated, salt system pool and spa, outdoor kitchen, fireplace, lush landscaping, and shaded entertaining areas. Rare, air-conditioned garage for 10+ vehicles, impact windows and doors, private elevator, and generator. High and dry, moments to beaches, dining, and shopping—this is Old Naples luxury at its finest.

140 3rd Avenue S, Naples

Courtesy of Gulf Coast International Prop
$12,000,000
6 Beds ⋅ 8 Baths ⋅ 226001745 MLS
Exceptional Old Florida-inspired residence built in 2020 by Griffin Builders and designed by MHK Architecture, just two blocks from the Gulf and near shopping and dining of 3rd St. S. and 5th Ave. S. Offered furnished, this six-bedroom, six full and two half-bath home showcases inviting coastal design throughout, with wide plank French oak floors, soaring ceilings, custom millwork and designer lighting. A glass-enclosed wine room opens to the great room, anchored by an elegant fireplace and flowing seamlessly into the show-stopping chef’s kitchen with dual islands, 60-inch Wolf range, dual Sub-Zero refrigerators, dual dishwashers, built-in coffee maker, dual sinks and premium fixtures. The light-filled Florida room with an outdoor kitchen opens to a backyard oasis with resort-style pool, spa, deck jets, AstroTurf, lush landscaping and a pool bath. The first floor includes the primary suite with spa-inspired bath and walk-in closet, plus an additional en-suite bedroom. Upstairs, accessible via private elevator or staircase, a versatile loft with wet bar and Pecky Cypress accents is surrounded by four en-suite bedrooms, ideal for entertaining, media or casual living. Additional features include a temperature-controlled garage, impact-resistant glass and 22-kilowatt generator. A rare opportunity to enjoy refined Old Naples living within a short distance of the Gulf and the city’s finest shopping and dining.

1040 2nd Street S, Naples

Courtesy of Premier Sotheby's Int'l Realty

Selling Office: .

$6,200,000
4 Beds ⋅ 3 Baths ⋅ 226000478 MLS
An extraordinary opportunity just moments from powder-white Gulf beaches and iconic Fifth Avenue South. Ideally positioned in the heart of Old Naples, this exceptional property offers both legacy charm and future potential. Just two blocks from the beach and four blocks from Fifth Avenue South, this rare corner lot sits only five homes from the Gulf. While offered at land value, the home itself is a gracious and substantial structure set on a beautifully proportioned, south-facing parcel. Elaborate English gardens and mature trees create a private, serene setting, along with convenient rear alley access. Freshly painted and featuring a newer roof (1997), this Old Naples home presents a remarkable opportunity to enjoy as-is, reimagine, or create an estate in one of Naples’ most coveted locations. A survey is available.

186 1st Avenue S, Naples

Courtesy of Gulf Coast International Prop

Selling Office: .

$3,800,000
226000909 MLS
Welcome to your future dream home site. Ideally located less than a one block walk from the fabulous 5th Ave South with its abundance of world class shopping, dining and entertainment. If the beach is your thing this lot is located a short 6 block walk or bike ride away. Enjoy the beautiful view of Cambier Park with access to tennis and so much more. The adjacent lot to the north is also available at $3.2 Mil. if your goal is to build that grand estate home. Take advantage of this ideal location to carve out your little slice paradise now!

680 Park Street, Naples

Courtesy of Tropics Real Estate, LLC
$3,200,000
226000901 MLS
Welcome to your future dream home site. Ideally located less than a one block walk from the fabulous 5th Ave South with its abundance of world class shopping, dining and entertainment. If the beach is your thing this lot is located a short 6 block walk or bike ride away. Enjoy the beautiful view of Cambier Park with access to tennis and so much more. The adjacent lot to the south is also available at $3.8 Mil. if your goal is to build that grand estate home. Take advantage of this ideal location to carve out your little slice paradise now!

670 Park Street, Naples

Courtesy of Tropics Real Estate, LLC
$10,750,000
4 Beds ⋅ 6 Baths ⋅ 226001032 MLS
Charming old Florida-style cottage built new in 2014, rich in architectural detail and timeless appeal. A classic white picket fence and lush, mature gardens set the tone, leading to a thoughtfully designed residence with three bedrooms plus a private study off the primary suite and a formal dining room. A wraparound porch frames an exceptional outdoor living space, overlooking a beautiful oval-shaped pool and creating a private, garden-like courtyard ideal for entertaining. The separate guest house offers a living room, kitchen and bedroom, providing flexibility for guests or extended stays. Ideally in Old Naples, moments from the beach and 5th Avenue South.

163 10th Avenue S, Naples

Courtesy of Premier Sotheby's Int'l Realty

Selling Office: .

$27,000,000
4 Beds ⋅ 7 Baths ⋅ 225085203 MLS
Incomparable Gulf and sunset views set a new standard for coastal living in this extremely rare, new, beachfront estate in Old Naples. Completed in 2025 on an expansive lot with 120 feet of frontage, this architecturally significant estate built by D. Garrett Construction offers a unique opportunity to own an estate of this scale, design and quality without enduring a several-year construction timeline. Decorator-ready interiors provide an exceptional canvas for personalization. Concrete construction on all levels and a private elevator servicing every floor, including the massive 5,000-plus-square-foot rooftop deck with 180-degree panoramic beach views, an extremely rare amenity, provides a one-of-a-kind beachfront experience. Two covered Gulf-front terraces, pool and spa, outdoor shower, fully fenced grounds, whole-house water filtration, generator, electric screens and shutters, and garage parking for six or more vehicles complete this unmatched offering, just three blocks from iconic Fifth Avenue South.

26 2nd Avenue S, Naples

Courtesy of Premier Sotheby's Int'l Realty

Selling Office: .

$4,995,000
3 Beds ⋅ 3 Baths ⋅ 226000549 MLS
Filled with every ounce of warmth, character, and history, the 1929 Captain Parker House captures the dream of Olde Naples and is located just steps to Cambier Park, 5th Avenue South, 3rd Street South, and Naples' sugar sand coastline. Having been fully restored over the years to create a perfect marriage between history and modern-day elegances, the romantically-set cottage features a gracious front porch, old-growth heart pine flooring, a fireplace enveloped in hand-picked oyster shells, ship-lap walls, whimsical tiling, stunning soaking tub, grotto style pool, and Hardie board siding. A number of other luxurious features are encompassed, such as a chef’s kitchen outfitted with a Lacanche gas range, Sub-Zero refrigerator and wine cooler, as well as a whole-house generator, impact glass, and a metal roof. The remainder of the parcel is enveloped in lush tropical foliage and includes vegetation such as a 50' Royal Poinciana tree, birds of paradise, banana, coffee, and coconut trees, as well as gardenias.

680 8th Avenue S, Naples

Courtesy of John R Wood Properties
$1,800,000
2 Beds ⋅ 3 Baths ⋅ 226000103 MLS
Luxury 3rd Floor Condo at The Mark on 8th – Downtown Naples Experience elevated living in this newly completed southern-exposure residence at The Mark on 8th. Offering over 1,700 sq. ft. of refined interior space and 2 garage parking spaces, this 3rd-floor condo features an open floor plan, floor-to-ceiling windows, and a spacious outdoor terrace ideal for relaxing or entertaining. The chef’s kitchen is equipped with Sub-Zero and Wolf appliances, custom cabinetry, and elegant finishes. Wide-plank Legno Bastone European oak floors run throughout. The luxurious primary suite includes two walk-in closets and a spa-like bath with dual vanities. Residents enjoy top-tier amenities including a spa and sauna, sun-shelf pool, outdoor grills and firepit, and a fitness center. Located just steps from 5th Avenue’s renowned shopping and dining, and minutes from the white-sand beaches of the Gulf, this is premier downtown Naples living.

201 8th Street S Unit 308, Naples

Courtesy of John R Wood Properties

Selling Office: .

$24,400,000
6 Beds ⋅ 8 Baths ⋅ 226000030 MLS
One of a kind TRIPLE lot (.96 acre | 41,864 Sq. Ft) idyllic, private–and certainly no shortage of luxurious. This uniquely rare property provides a true "estate like" setting, is nestled a mere four doors from the beach, and was designed by Kukk Architecture & Design while having been perfectly executed by The Williams Group. In its entirety, the estate hosts 6 bedrooms, 7 full and 1 half bathroom, a loft with wet bar, and two outdoor living areas comprised of a main house, detached guest house and an approximately 15,000 Sq. Ft. 3rd lot offering unequaled privacy. The gourmet kitchen offers numerous top-tier features including two-tone Ruffino custom cabinetry, quartz counters, a sprawling pantry, and Sub-Zero / Wolf appliances. The exterior living environs leave nothing to be desired and include a gas fire pit, sprawling wood deck, pool with sun shelf, bocce ball court, outdoor kitchen, and multiple uncovered/covered congregating spaces. Located off of the western portion of the parcel, a detached guest house offers 1 ensuite bedroom and fitness room. Additional features include Savant Smart Home Technology System, lift and slide doors, three sets of washer/dryers, 2 outdoor summer kitchens, 2 two-car climate-controlled garages off of the alley, wine room, full-house generator, conveniently close to the new Four Seasons and so much more.

225 4th Avenue N, Naples

Courtesy of John R Wood Properties

Selling Office: .

$5,595,000
4 Beds ⋅ 5 Baths ⋅ 225085032 MLS
Welcome to 770 Park St., with a superb location just steps from the heart of 5th Avenue South's world-class dining and shopping and 6 blocks to the pristine powder sand beaches of Naples. This polished, upscale property exudes sophisticated elegance with an inviting open feel and ample natural light throughout. This modern coastal gem was thoughtfully designed and built by MHK Architecture and Lotus Builders resulting in a peaceful retreat featuring a master bedroom downstairs facing an impressive outside pool|spa space and custom flowing water wall and a chef's oversized kitchen having a six burner gas Wolf stovetop, double oven, custom stove hood, SubZero refrigerator, large spectacular island and Ruffino custom cabinetry. The top of the stairs draws you into a delightful and fun loft room with a mini refrigerator, great for entertaining with a wow factor open to below showcasing twenty foot high ceilings. Three en-suite bedrooms with walk in built in California Closets finish off the upstairs fabulous layout great for family and guests. A lake sits directly behind the home so nothing will be built behind this residence, guaranteeing fabulous west sunset views daily over The Gulf. Take in these stunning views or sunbathe from the upstairs west facing balcony. Truly an entertainer's dream home awaits the most discerning buyer seeking a full-time residence, seasonal escape, or investment opportunity. 770 Park Street places you close to everything that makes Naples exceptional, while still offering a private residential setting. This is Florida living at its best, step out your front door into a world of Naples coastal lifestyle ease surrounded by bike riders, golf cart drivers and dog walkers galore, with tennis playing across the way, and of coarse the great energy and charm that 5th Avenue South and 3rd Street South always offer!

770 Park Street, Naples

Courtesy of Compass Florida LLC
$7,400,000
5 Beds ⋅ 6 Baths ⋅ 225080227 MLS
Exceptional new construction single-family home in Old Naples. 5,000 square feet of open-floor-plan living space. 5 bedrooms and 6 bathrooms. Walk or bike to the new Four Seasons Resort and restaurants. Sophisticated finishes throughout the home. Floor-to-ceiling windows and sliding doors at the great room open out to a covered patio, outdoor kitchen, and backyard lawn with a pool, spa, and fire table for effortless indoor/outdoor living. The ground floor includes an oversized master suite & sitting room with a spacious, sun-filled bathroom and two enormous walk-in closets. A guest bedroom with an en-suite bath is also located on the 1st floor. The kitchen is equipped with custom cabinetry, Wolf/Subzero appliances, two dishwashers and an island with seating for five. A walk-in pantry includes a wine cooler, pull-out refrigeration drawers, and open shelving. The 2nd floor has 3 additional large bedrooms with en-suite bathrooms and walk-in closets. All of the 2nd floor bedrooms open out to balconies for fresh air breezes and a seamless transition to an outdoor living experience. A large 2nd floor loft area also opens out to a sunning balcony overlooking the pool for a relaxing environment. The home has two laundry rooms, one up, one down, for ease of daily living. The 2nd floor also includes a morning bar with a sink and refrigeration drawers. A Control4 smart-home lighting system with audio/video is installed throughout the home along with a multiple camera security system. All systems can be run via a smartphone or iPad. Motorized roll-down screens and hurricane shutters at the outdoor patio. Anderson Windows and sliding doors are prewired for automated shades. Toto #700 series electronic toilets in all bathrooms. A 48kW Generac generator powered by natural gas is housed on a roof pad to run the entire home in the event of a power outage. Natural gas also fuels the Wolf six-burner range, an outdoor built-in grill, two fireplaces, tankless water heater, heated saltwater pool & spa, and an outdoor fire table. Three air-conditioning zones for maximum comfort control with linear vents for a sleek aesthetic appearance and optimal air distribution. Flood insurance is not required for this property (located in an X zone with a slab at over 11’ NAVD). For a quiet, serene outdoor environment, the home is not located in the Naples Airport landing and take-off flight paths. Designed by MHK Architecture, built by Lotus Construction, with interiors by Freestyle Interiors.

777 Broad Court S, Naples

Courtesy of William Raveis Real Estate

Selling Office: .

$2,500,000
225081363 MLS
245 5th Street North offers a truly rare opportunity to secure a premier residential homesite north of Central Avenue, an exceptional setting for a future coastal retreat in the heart of Old Naples. Ideally positioned just moments from the vibrant energy of 5th Avenue South, enjoy effortless access to acclaimed restaurants, upscale boutiques, and the relaxed Naples lifestyle. The pristine Gulf beaches are just around the corner, where spectacular sunrises can start your day and unforgettable sunsets can close your evenings. This fully cleared, build-ready lot is located on a peaceful, tree-lined street and features the added advantage of private alley access, perfect for a discreet rear-entry garage design while preserving a striking front elevation and maximizing curb appeal. Adding to its appeal, the lot provides close proximity to Naples Comprehensive Health hospital and sits just minutes from the newly opened Naples Beach Club, A Four Seasons Resort, offering world-class amenities and resort-inspired living at your doorstep. With desirable western exposure and tremendous architectural potential, this is a remarkable chance to build a custom residence in one of Naples’ most sought-after coastal enclaves.

245 5th Street N, Naples

Courtesy of Coldwell Banker Realty

Selling Office: .

$2,100,000
3 Beds ⋅ 2 Baths ⋅ 225080665 MLS
Location, Location, Location! Enjoy a dreamy coastal lifestyle in this charming beach bungalow. A short stroll or bike ride to the famous pristine white sand beaches of Naples, a mere mile from world renowned 5th Avenue South’s fabulous restaurants, entertainment & shopping; and just up the road from the new Four Seasons Resort and its exquisite amenities. This delightful home really is located exactly where you want to be. With volume ceilings and an abundance of natural light, this immaculate home has a flexible open floorplan perfect for entertaining friends and family. The split bedroom design ensures privacy for the owners and guests alike. The bright kitchen has quartz countertops; and the adjacent dining area & living room have pretty views to the inviting lanai, sparkling swimming pool & spa and tropical back yard. The mature landscaping and privacy hedge create a peaceful, private backyard oasis. Imagine wading in the warm tropical Gulf waters while watching the dolphins play during another dazzling sunset. All of this idyllic charm also comes with the assurance of knowing this home has never had hurricane damage or storm flooding. The Naples Community Hospital – named one of the top 50 Best Hospitals in 2025 is just a few blocks away.

732 7th Avenue N, Naples

Courtesy of Perrett Kennedy LLC

Selling Office: .

$11,495,000
5 Beds ⋅ 7 Baths ⋅ 225081393 MLS
Introducing 544 13th Avenue South — a newly completed Coastal Contemporary estate that sets a new standard for modern Old Naples living. The striking white façade, elevated entry, and meticulously curated landscaping create an immediate sense of presence and sophistication. Designed by Falcon Design, crafted by Waterside Builders, and finished by Dianna Horsley Design, this residence offers 6,760 sq. ft. under roof and 5,436 sq. ft. under air, delivering a flawless blend of architectural excellence and refined livability. The thoughtful layout provides two main-level bedrooms, including a serene primary suite with spa-quality finishes, and a second bedroom that functions beautifully as a guest suite or dedicated office. Inside, clean lines, designer lighting, and expansive windows fill the home with natural light. The gourmet kitchen is equipped with custom cabinetry, a large center island, top-tier appliances, and a discreet service kitchen ideal for hosting and catered events. The great room opens seamlessly to the outdoors through full-height sliders, creating effortless indoor–outdoor living. The outdoor environment is truly resort-caliber, featuring a stunning pool with sun shelf, expansive decking, integrated seating areas, and a fully equipped summer kitchen — all framed by lush tropical landscaping for beauty and privacy. Upstairs, a private guest suite with a balcony and kitchenette offers exceptional comfort for visitors. A spacious bonus room provides endless flexibility — perfect for a media lounge, gym, bunkroom, or additional bedroom. The second-floor serving bar opens to a large covered balcony overlooking the pool, creating an elevated entertaining space ideal for sunset gatherings. Additional features include a three-car garage, full smart-home integration, a whole-house generator, custom millwork, and a 10-foot elevated front elevation for enhanced peace of mind. Positioned just steps from Historic 3rd Street South, Fifth Avenue South, and the Gulf of America, this residence delivers the ultimate blend of craftsmanship, convenience, and the signature lifestyle that makes Old Naples so sought-after. A brand-new, move-in-ready masterpiece — now complete and ready to be enjoyed!

544 13th Avenue S, Naples

Courtesy of Waterfront Realty Group Inc
$6,450,000
3 Beds ⋅ 5 Baths ⋅ 225081202 MLS
Steps from the boutique shopping and dining of Crayton Cove and offering nearly 5,000 square feet of living space, this 2019-built townhouse is an exceptional option for both part-time and full-time Naples living. Blending the scale of a single-family home with the lock-and-leave convenience of a condominium, Le Petite Trianon features an attached two-car garage, private elevator, refined finishes, and two levels of light-filled living framed by impact glass. The main living level showcases a stunning chef’s kitchen with an oversized center island, double wall ovens, and gas range, all opening seamlessly to the spacious family room with stacked-stone fireplace and an inviting open-air balcony. The upper level is home to the impressive primary suite, designed for ultimate privacy with dual baths, separate vanities, a soaking tub, walk-through shower, and a generous closet—ideal for those who appreciate their own space. This level also includes a convenient laundry room and two ensuite guest bedrooms, each with access to an open-air balcony. Unique in its design and unmatched in lifestyle, this residence is the perfect finishing touch to the quintessential Naples retreat.

745 12th Avenue S Unit 103, Naples

Courtesy of Douglas Elliman Florida,LLC
$5,000,000
4 Beds ⋅ 4 Baths ⋅ 225074461 MLS
Positioned in one of Naples desired downtown neighborhoods, this beautifully appointed residence exudes timeless sophistication and ideal location, just a short stroll to the beach and the shimmering waters of the Gulf of Mexico. Designed for both comfort and style, this coastal-inspired home showcases a desirable split floor plan. An inviting front porch offers a tranquil and quiet setting to enjoy morning coffee and gather with neighbors and friends. The double-door entry welcomes you into an open foyer and elegant living room with soaring ceilings and a cozy fireplace. The gourmet kitchen, complete with a walk-in pantry and a casual morning room, leads to the formal dining area, creating a seamless flow for entertaining. An elegant primary suite featuring dual walk-in closets, a light-filled spa-like bath and private backyard access. Three spacious guest bedrooms, a private study, and three full and one-half baths provide ample space for family and guests. Expansive glass doors reveal a serene backyard retreat surrounded by lush tropical landscaping and covered lanai. The heated saltwater pool, with sun shelf and spa, complements the outdoor grilling station, offering a setting for relaxed afternoons or evening gatherings beneath Naples’ golden sunsets. Set on a meticulously landscaped 0.30-acre homesite with a side-load two-car garage, this residence blends privacy, elegance and convenience. Its premier location places you within a short distance of the new Four Seasons Naples Resort and just moments from fine dining, boutiques, galleries and theatres of downtown Naples. A rare opportunity to enjoy the best of luxury coastal living in Old Naples.

642 Bougainvillea Road, Naples

Courtesy of Premier Sotheby's Int'l Realty

Selling Office: .

$6,950,000
4 Beds ⋅ 5 Baths ⋅ 225077814 MLS
Just steps from the Gulf, this exceptional coastal contemporary residence offers the perfect blend of refined style and relaxed Naples living. Designed through the collaboration of Integral Builders, Lotus Architecture, and L1 Design, this two-story masterpiece spans over 4,100 square feet of sophisticated living space. A grand entry introduces the home’s light-filled interior, where soaring 22-foot ceilings and expansive glass walls create an effortless indoor-outdoor flow. The open-concept design centers around a dramatic great room with a striking feature wall and fireplace, seamlessly connected to a dining area and an elegant chef’s kitchen. Outfitted with Wolf and Sub-Zero appliances, an impressive waterfall-edge island, and a spacious walk-in pantry, the kitchen combines beauty and function in perfect harmony. The first floor features two serene bedroom suites, including a luxurious primary suite with shiplap ceiling detail, a spa-like bath, dual closets, and private access to a sunlit terrace. A dedicated study with sliding barn doors provides an ideal work-from-home retreat. Upstairs, guests are treated to two additional en suite bedrooms, a comfortable loft lounge, and a balcony overlooking the pool. Outdoors, the home’s resort-inspired design continues with a covered lanai, outdoor fireplace, full summer kitchen, and a sparkling pool and spa—an entertainer’s dream. Completing the property is a 4 bay garage, ideal for car enthusiasts or extra storage. Originally crafted as a model residence, this home showcases elevated design elements and thoughtful architectural details throughout—a stunning statement of coastal luxury just two blocks from the beach.

405 7TH Avenue N, Naples

Courtesy of John R Wood Properties
$7,000,000
5 Beds ⋅ 6 Baths ⋅ 225079910 MLS
Just 70 steps from the Gulf of America and an effortless stroll to both Third Street South and Fifth Avenue South, this 2018 Stofft Cooney–designed beach-block residence captures timeless architecture, exceptional craftsmanship, and an unmatched location. Spanning over 4,450 square feet of air-conditioned living, the home features five bedrooms, an upper-level lounge with dry bar, temperature-controlled wine room, and three-car garage. Refined interiors showcase wide-plank oak flooring, Ruffino cabinetry, Taj Mahal quartzite surfaces, Sub-Zero/Wolf appliances, elevator, and Control 4 home automation with integrated sound and security. The outdoor living experience is equally impressive with a heated pool accented by water bowls, full summer kitchen, automatic screens and shutters, and lush tropical landscaping for privacy. Built of solid concrete construction and elevated at 12 feet, the home sustained no flood damage in recent storm events, ensuring peace of mind. Furnishings are available and this exceptional property represents one of the most desirable opportunities in the heart of Old Naples.

1230 Gulf Shore Boulevard S, Naples

Courtesy of William Raveis Real Estate

Selling Office: .

$9,750,000
5 Beds ⋅ 6 Baths ⋅ 225079204 MLS
Steps from Third Street South. Moments from the Gulf. Built without compromise. This just-completed Olde Naples estate represents the full expression of what Naples luxury living can be — a collaboration between Kukk Architecture, T. Jerulle Construction, Freestyle Interiors, and Scott Wyndham Landscape Architecture, assembled with the singular intention of building something that endures. Spanning over 6,700 total square feet, the residence offers five private ensuite bedrooms, a dedicated office, private elevator, and a 3–6 car garage with lift capability. It is designed equally for grand entertaining and effortless daily living — and it does both without compromise. Inside, the architecture announces itself immediately. Stained oak beams anchor the great room and primary suite. Wide-plank wood floors with Francois & Co. herringbone inlays introduce warmth and movement. Custom beam detailing carries through the guest spaces. Designer lighting from Visual Comfort and Palecek layers the ambiance throughout. The kitchen is a showpiece in the truest sense — custom Goguen cabinetry, Cristallo quartzite surfaces, a Franke sink with Waterstone fixtures, and a complete Wolf, Sub-Zero, and Fisher & Paykel appliance suite. The dining room — appointed with Ruffino cabinetry, backlit Cristallo, and Sub-Zero wine storage — sets a stage worthy of the occasion. A fully equipped party pantry ensures seamless hosting at any scale. The primary suite offers genuine sanctuary. A spa-inspired bath appointed with Kallista fixtures. Generous walk-in closets. Lanai access. Detailed ceilings. The kind of space that makes the rest of the world feel very far away. Outside, the lanai is a private resort. Custom fireplace. Summer kitchen. Resort-style pool. Dining and lounge spaces that flow as naturally as the interior. The lush tropical setting — designed by Scott Wyndham — frames it all in refined coastal palette of sandy neutrals, soft grays, and tranquil blues. This is a never-lived-in, just-completed home in one of Naples' most coveted addresses — steps from the finest dining and boutiques on Third Street South, moments from the white-sand Gulf beaches. It is priced to sell and ready to be lived in today.

575 13th Avenue S, Naples

Courtesy of Compass Florida LLC

Selling Office: .

$7,495,000
5 Beds ⋅ 8 Baths ⋅ 225078798 MLS
Just blocks from Naples’ famous sugar sand beaches and the charm of downtown, this elegant Olde Naples residence sits on an oversized southern exposure corner lot within the highly desirable X500 flood zone. This custom home combines timeless design, modern craftsmanship, and a premier location to deliver an exceptional living experience. The five bedroom, seven and a half bath residence features a climate controlled four car garage with alley access, a circle driveway, mature manicured landscaping, and an oversized front porch with two charming porch swings that create a warm and welcoming sense of arrival. Inside, the light filled foyer opens to a spacious great room with custom built-in cabinetry and expansive glass doors leading to the covered lanai. The outdoor living space is ideal for entertaining year round, with a gas fireplace, outdoor kitchen, and a heated pool with sun shelf surrounded by lush tropical landscaping, elegant landscape lighting, and a rarely available large fenced in artificial grass yard perfect for outdoor activities many can only dream of in Old Naples. At the heart of the home, the gourmet kitchen impresses with a large center island, paneled Sub-Zero refrigerator and freezer, Wolf gas cooktop, double wall ovens, wine chiller, beverage center, and walk-in pantry. A custom breakfast banquette and formal dining room framed by French doors create a seamless indoor outdoor flow, perfect for gatherings of any size. The first floor primary suite is a private retreat offering two walk-in closets, a morning bar, and a spa inspired bath with dual vanities, a soaking tub, and a glass enclosed shower with bench seating and multiple shower heads. Four additional ensuite bedrooms provide comfort and privacy, including a separate guest casita with private entrance, kitchenette, and custom seating area. Additional features include a study, a flex or exercise room with wet bar, a loft, and a laundry room with built-in cabinetry, sink, and dual stacked washer dryer sets. The elevated homesite provides a rare combination of a large yard and resort style pool, a unique feature in Olde Naples. Designer finishes throughout include wide plank wood flooring, custom millwork, detailed ceilings, plantation shutters, and abundant storage. This remarkable home offers the best of Naples living, style, sophistication, and location. A sanctuary of elegance, innovation, and effortless luxury designed for those who seek the extraordinary. A must see!

550 4th Avenue N, Naples

Courtesy of William Raveis Real Estate

Selling Office: .

$8,050,000
5 Beds ⋅ 7 Baths ⋅ 225079530 MLS
Embodying timeless coastal elegance, Seaglass Cottage emerges as an architectural masterpiece in the heart of Old Naples, a short distance from paradise, just seven blocks to the pristine Gulf Shores, four blocks to the vibrant shopping and dining on 5th Avenue and 3rd Street, epitomizing the pinnacle of Old Naples lifestyle. Celebrated as Home & Design Magazine's Signature Home of the Year and masterfully designed by MHK Architecture, this residence, completed in 2017 features a convenient first-floor main suite plus four additional en suites, totaling 6 1/2 baths. Desirable southern exposure for ultimate refined living. The chef-inspired kitchen boasts premium finishes such as Cristallo quartzite countertops, Ruffino cabinetry and top-tier Sub-Zero/Wolf appliances. As one of the select homes in Old Naples, upgraded from a traditional propane tank to continuous natural gas service. The outdoor oasis rivals a luxury resort, complete with a saltwater pool featuring a sun shelf, spa and waterfall, alongside an outdoor kitchen and fireplace.

730 9th Avenue S, Naples

Courtesy of Premier Sotheby's Int'l Realty

Selling Office: .

$2,950,000
2 Beds ⋅ 3 Baths ⋅ 225078901 MLS
Experience the epitome of luxury living in the heart of downtown Naples, located above Provident Jewelers on prestigious 5th Avenue. This completely remodeled unit features 2 spacious bedrooms and 2.5 baths, all of which have been thoughtfully redesigned for modern living. Wide plank hardwood floors flow seamlessly throughout, while the chef's kitchen showcases high-gloss white cabinets, brushed gold hardware, BOSCH appliances, and stunning quartz countertops. The den area includes a built-in bar and shiplap wall accents, and the private laundry area offers ample storage. The owner's suite impresses with French door entry, hardwood floors, balcony access, and an en-suite bathroom with a large walk-in shower and floating tub. The guest suite features an en-suite bath, closet, and balcony access overlooking Cambier Park. Additionally, the residence boasts a rooftop swimming pool for owners and a reserved garage space secured under the building, just seconds away from sandy beaches, restaurants, and shops. There is nothing this convenient in downtown Old Naples with all these features and amenities. The very best available!

780 5th Avenue S Unit 305, Naples

Courtesy of John R Wood Properties
$5,250,000
4 Beds ⋅ 6 Baths ⋅ 225071233 MLS
On one of Old Naples' most coveted streets, this timeless residence captures the essence of refined coastal living. Just one block from Third Street’s acclaimed shops and dining, four blocks to the Gulf, and two blocks to the Naples Yacht Club and Bay, the lifestyle here is unmatched. Elegant limestone-trimmed doorways, marble countertops and a warm, inviting ambiance set this home apart. The chef’s kitchen features Wolf and Sub-Zero appliances, complemented by a spacious butler’s pantry. A large living room welcomes gatherings, while the intimate den with a fireplace offers a cozy retreat. The private pool area is surrounded by lush tropical landscaping. Upstairs, two en-suite bedrooms and a loft create an ideal family haven, with an additional en-suite guest suite via a private staircase. A rare opportunity to own a home that radiates character, charm and effortless livability in the heart of Old Naples.

429 14th Avenue S, Naples

Courtesy of Premier Sotheby's Int'l Realty

Selling Office: .

$6,295,000
4 Beds ⋅ 4 Baths ⋅ 225077400 MLS
Four blocks to the beach in the heart of Olde Naples, this fully renovated residence delivers the rare combination of location, structural integrity, and turnkey modern comfort. Built of concrete block on both levels and located in the desirable X500 flood zone, the home has been thoughtfully upgraded for both peace of mind and everyday luxury. A new 2025 standing-seam aluminum roof, impact windows and doors, provide storm-ready confidence, while a southern-exposure fills the interior with natural light. Designed for effortless living and entertaining, the open floor plan centers around a chef’s kitchen appointed with Wolf and Sub-Zero appliances, custom cabinetry, and island seating. The great room flows seamlessly to a private yard retreat featuring a heated saltwater pool with Pentair automation, new heater and chiller for year-round enjoyment. The first-floor primary suite offers privacy and ease, complemented by beautifully updated baths and refined finishes throughout. Upstairs, a spacious loft and guest suites open to a balcony overlooking the pool courtyard—ideal for visitors or multigenerational living. Additional features include a two-car garage, storage, updated mechanical systems, and close proximity to 5th Avenue South, 3rd Street South, the Naples Pier, and Gulf beaches. For buyers seeking an Olde Naples home that lives meticulously like new—with modern systems, elevated construction, and true walkability—this property represents a compelling opportunity in one of Naples’ most desirable neighborhoods.

570 2nd Avenue N, Naples

Courtesy of Douglas Elliman Florida, LLC
$6,050,000
4 Beds ⋅ 4 Baths ⋅ 225078668 MLS
Situated in one of the most desirable locations in Olde Naples—perfectly positioned between 5th Avenue South and 3rd Street South—you’re just steps from world-class dining, shopping, entertainment, and only 10 doors from Naples’ white-sand Gulf beaches. This is truly the ultimate walkable lifestyle: no car needed. Stroll to the beach for nightly sunsets, enjoy coffee on 5th Avenue, or dine on 3rd Street—everything is within minutes. This charming property sits on an oversized .34-acre (100' x 150') lot, an extremely rare offering in the heart of downtown. Located on the quiet, low-traffic 9th Avenue South, the home also features a rear alley for convenient access and privacy. You are also within walking distance to iconic Cambier Park—home to tennis courts, art shows, concerts, and year-round community events. Built in 2000, this four-bedroom, four-bath residence offers approximately 3,600 square feet under air with an exceptional open floor plan. The expansive great room seamlessly integrates a large kitchen, formal dining space, breakfast area, and comfortable living room—all overlooking the impressive outdoor living space. The backyard features a massive pool and spa, surrounded by a spacious, landscaped yard ideal for family and friends. The home is constructed of solid concrete block and already has a brand-new roof, creating the perfect opportunity for someone to renovate and enjoy for many years to come. Importantly, the house and lanai have remained completely dry during all previous hurricanes—providing peace of mind and confidence in its elevation and structural integrity. Additional highlights include a horseshoe-shaped driveway for easy in-and-out access, southern exposure, and one of the last remaining opportunities to secure an oversized lot in the most prime section of Olde Naples.

258 9th Avenue S, Naples

Courtesy of Coldwell Banker Realty

Selling Office: .

$2,325,000
3 Beds ⋅ 3 Baths ⋅ 225077860 MLS
Welcome home! This FULLY RENOVATED 3-bedroom, 3-bath WATERFALL POOL W/ SPA home is nestled in the heart of Old Naples—one of the most desirable locations in all of premier Southwest Florida. Located 6 blocks to 5th Ave, 4 blocks to 3rd Street, 7 blocks to the beach and pier, and just down the street from Cambier Park, this home is sure to satisfy everyone! Tons of upgrades include: propane tank, Generac generator, remodeled pool deck, tankless water heater, 2024 AC w/ raised air handler, mature landscaping with tall palm trees, pool heater, rain bird irrigation, plantation shutters, high end kitchenaid appliances, granite countertops, tile throughout, modern landscape lighting, shiplap ceiling in the livingroom, ADT security system w/ motion sensors, epoxy garage floor, water filtration system, lap pool views from the master bedroom, tile throughout master bath with dual vanities & walk in closet, windows and doors replaced, sophisticated light neutral palette, and much much more. Beautiful and serene street will WOW you right away. Do not miss this opportunity for your shot at Olde Naples, right before season begins, here in Paradise.

1135 7th Street S, Naples

Courtesy of Keller Williams Elite Realty

Selling Office: .

$1,900,000
225077852 MLS
Welcome to your future Olde Naples home! This vacant lot is nestled in the heart of Old Naples—one of the most desirable locations in all of premier Southwest Florida. Located 6 blocks to 5th Ave, 4 blocks to 3rd Street, 7 blocks to the beach and pier, and just down the street from Cambier Park, this future home is sure to satisfy everyone! Mature landscaping with tall palm trees, this beautiful and serene street will WOW you right away. Do not miss this opportunity for your shot at Olde Naples here in Paradise.

709 Broad Ave S, Naples

Courtesy of Keller Williams Elite Realty

Selling Office: .

$4,950,000
3 Beds ⋅ 4 Baths ⋅ 225070282 MLS
A once-in-a-generation offering in one of the most enchanting settings in all of Old Naples, this distinctive residence presents a rare opportunity to experience the essence of downtown Naples living. Perfectly positioned just moments from the sugar-sand beaches of the Gulf and only two blocks from the celebrated shopping and dining district of Third Street South, the location captures the very best of the Old Naples lifestyle. A handsome brick driveway and welcoming front porch set a gracious tone for this charming home, built in a timeless cottage vernacular that blends classic architecture with a relaxed coastal sensibility. Mature landscaping envelops the property, creating a private and picturesque retreat in the heart of historic Old Naples. Inside, an open and inviting floor plan reveals a thoughtful three-bedroom-plus-den design. A sweeping staircase lined with abundant windows and crowned by a graceful cupola fills the home with natural light, creating an airy and uplifting atmosphere. The spacious family room adjoins an open kitchen and flows seamlessly to the covered outdoor living area and expansive pool deck beyond—an idyllic setting for entertaining or quiet moments amid lush greenery. A tandem garage with garage doors on both the front of the home and rear, exiting to the alley, allows sufficient space for three vehicles. Lovingly maintained by the same family for over three decades, this residence represents a truly unique opportunity—one that seldom becomes available in this coveted neighborhood where charm, location, and legacy converge.

263 10th Avenue S, Naples

Courtesy of William Raveis Real Estate
$10,999,000
4 Beds ⋅ 6 Baths ⋅ 225077098 MLS
This extraordinary custom-designed home is the epitome of luxurious living in downtown Naples. A true collaboration of the distinguished C&E Builders and the celebrated Ruta Menaghlazi of Theory Design—this one-of-a-kind property effortlessly blends impeccable craftsmanship with modern elegance. Located just moments from the pristine sugar-sand beaches and within walking distance to the world-class shopping, dining, and entertainment of 5th Avenue South, 3rd Street, and the highly anticipated Naples Beach Club, it offers an unparalleled lifestyle. Upon entering, you are greeted by an breathtaking floating staircase that serves as a striking focal point of the home. The open-concept floorplan is bathed in natural light, with soaring ceilings adorned with wood beams that create a beautiful contrast against the sleek ebony accents throughout the home. This is no ordinary new construction—it's a masterpiece that balances warmth and sophistication in a way that feels uniquely refined and inviting. The heart of the home is its exquisite chef’s kitchen, where luxurious marble countertops and backsplashes provide a breathtaking backdrop to an expansive center island—perfect for entertaining and casual dining alike. This culinary haven features top-of-the-line Miele and Sub-Zero appliances, a dream for any gourmet chef, while the tastefully concealed butler’s pantry enhances the kitchen’s functionality, providing ample space for prep and storage. The primary suite is a retreat, curated for relaxation and comfort. The spa-like master bathroom features stunning marble tile, a luxurious soaking tub, and an oversized shower with multiple showerheads for a true resort experience. Step outside to the tranquil pool area, surrounded by lush landscaping. Designed for entertaining, this home boasts an exceptional indoor-outdoor flow. The outdoor space is adorned with a custom-built fireplace, a summer kitchen, and stunning marble accents, creating the perfect environment for alfresco dining or lounging by the pool. Upstairs, an additional living area serves as a versatile loft complete with a full wet bar—ideal for guests or family members to enjoy their own private space separate from the main living area downstairs. The upper level also features the VIP guest suite, equipped with a full kitchenette, making it the perfect in-law or au pair suite for extended stays. With over 5,000 square feet of thoughtfully designed living space, this home represents the pinnacle of indoor-outdoor living in Naples. The blend of European white oak wood flooring, elegant architectural details, and a sophisticated color palette sets the tone for a residence that is both timeless and contemporary. This custom-built masterpiece is more than just a home—it’s a testament to the finest in Naples living, where every detail has been carefully designed for those with discerning taste.

349 2nd Avenue N, Naples

Courtesy of Coldwell Banker Realty
$10,700,000
5 Beds ⋅ 7 Baths ⋅ 225077029 MLS
The timeless charm of an Old Florida cottage, but built solid for longevity, this 2014 Grand Bay home—designed by the acclaimed Weber Design Group—captures the essence of coastal living. Beautiful trim work, subtle contrasts, and a very comfortable layout create a home that feels freshly completed. That “new-home” feel is no illusion: concrete block construction, impact-resistant glass, a standing seam metal roof, and motorized rear shutters are all seamlessly integrated, while consistent, meticulous maintenance ensured enduring quality. Ideally situated just off Central Avenue in the very heart of Old Naples, on a full size 100 x 150 southern exposure site, this home is very conveniently located to the fine dining and shopping of 5th Avenue South, 3rd Street South, and just 2 blocks from the Gulf of America. Whether it’s shopping, dining, or sunsets on the beach, everything is within easy reach. With these attributes, the location remains serenely quiet, day and night. This is coastal living at its most refined: beautifully built, perfectly located, and designed for everyday elegance.

234 Central Avenue, Naples

Courtesy of Gulf Coast International Prop

Selling Office: .

$3,400,000
225076866 MLS
A rare opportunity in the heart of Old Naples. This premium .23-acre corner homesite sits at the sw corner of 1st Avenue South and 5th Street South, just 5 blocks from the beach and a short stroll to the world-class dining and boutique shopping of famed Fifth Avenue South. Located in sought after X500 flood plain, 490 1st Ave S offers long-term peace of mind, superior elevation, and build flexibility. No flood insurance required. Surrounded by mature banyan trees and lush palms, the property provides an inviting tropical landscape with excellent design potential. A private alley allows for rear-entry garage access, enhancing curb appeal while maximizing space for an impressive front façade and expansive outdoor living. Preliminary concept sketches by MHK Architecture illustrate a stunning 4,000+ sq ft custom home featuring 4 bedrooms, 4.5 baths, a private guest suite with elevator access, loft, additional laundry, spectacular pool, and oversized 2-car garage with alley access. Whether you envision timeless coastal architecture, West Indies charm, or a clean modern aesthetic, the design possibilities here are exceptional. Create your own piece of paradise in one of the most coveted walkable beach neighborhoods in Old Naples.

490 1st Avenue S, Naples

Courtesy of John R Wood Properties

Selling Office: .

$6,100,000
225076789 MLS
Prime Homesite in the Heart of Olde Naples with rear Alley Access – Steps from the Beach & Third Street South An extraordinary opportunity to build your dream home in one of the most coveted locations in all of Naples. This exceptional homesite on 11th Avenue South is ideally situated just one block from the sugar-sand beaches of the Gulf and one block from the world-class dining, galleries, and boutiques of Third Street South. Enjoy morning walks on the beach, sunset strolls to The Pier, and evenings exploring Naples’ most charming cafés—all just moments from your doorstep. This rare parcel offers the perfect canvas to create a bespoke coastal residence with room for a pool, outdoor living, and lush tropical landscaping. The quiet, tree-lined avenue captures the timeless charm of Olde Naples, while still placing you a short golf-cart ride from the excitement of Fifth Avenue South. Whether you envision a classic coastal cottage or a modern architectural masterpiece, this address represents the pinnacle of Naples living—where the beach, culture, and lifestyle converge in perfect harmony.

162 11th Avenue S, Naples

Courtesy of William Raveis Real Estate

Selling Office: .

$17,950,000
5 Beds ⋅ 8 Baths ⋅ 225073939 MLS
Step into refined coastal living with this exceptional new construction home located just two blocks from the beach in the heart of Olde Naples. Designed by Stofft Cooney Architects, built by Equinox Construction Group, and styled by Freestyle Interior Design, this residence blends timeless elegance with modern functionality. The spacious great room floor plan invites seamless indoor-outdoor living, ideal for both relaxed family life and sophisticated entertaining. A chef’s kitchen equipped with premium appliances and a separate prep kitchen offers versatility for everyday meals or catered gatherings. The home features five bedrooms, five full baths, and three half baths, including two luxurious master suites, one on each level, providing privacy and flexibility for family and guests. Additional spaces include a club room, two laundry rooms, and thoughtfully designed living areas throughout. A three-car garage with alley access preserves the classic charm of the front facade while adding convenience. With white oak wood flooring, high-end finishes, a whole-house generator, and an unbeatable location in one of Naples’ most coveted neighborhoods, this property presents a rare opportunity to enjoy brand-new luxury living just moments from the Gulf of Mexico.

285 Central Avenue, Naples

Courtesy of Waterfront Realty Group Inc
$6,100,000
4 Beds ⋅ 4 Baths ⋅ 225013303 MLS
Uniquely situated on a large corner lot on mahogany tree-lined 1st Avenue North, 455 offers single-story living at its best. Located in the coveted X500 flood zone, this gracious move-in ready home featuring four bedrooms, four baths, and upgrades galore has remained high and dry. French doors throughout offer views of the bougainvillea-laden outdoor retreat. Soaring ceilings, sprawling layout, and flexible fourth suite provide comfortable multi-generational living. Updated eat-in kitchen features Dacor, SubZero and Bosch appliances. Spa-like primary bath provides an escape from the world. Lush, updated outdoor area is highlighted by a reimagined saltwater pool and spa and enclosed yard with cane toad fencing, providing space for four-legged family members to roam. Full-house natural gas generator lends peace of mind, while rear driveway assures plentiful parking, additional privacy, and alley access. Nestled in a quiet block on a lot twice the size of much of the competition, this property offers livability and potential at a fraction of the cost of newer construction. A must-see.

455 1st Avenue N, Naples

Courtesy of Downing Frye Realty Inc.

Selling Office: .

$3,650,000
5 Beds ⋅ 5 Baths ⋅ 225075743 MLS
The perfect coastal retreat just four blocks from the beach and moments from the charm of downtown 5th Avenue South. Perfectly situated in the heart of Olde Naples, this residence blends timeless design with modern sophistication, offering five bedrooms plus a den, five baths, and over 4,300 square feet of refined living space. Every detail has been thoughtfully curated, from the Andersen hurricane-impact windows and doors to the dual Trane HVAC systems and integrated smart-home features that bring both comfort and peace of mind. Step inside and you’ll immediately feel the craftsmanship that defines this home. The main level showcases striking Turkish marble with onyx inlay flooring, while the upper level features warm Brazilian mahogany underfoot. The gourmet kitchen is the centerpiece of the home, complete with custom cabinetry, chef worthy appliances, granite countertops, and a reverse osmosis system - an ideal space for both everyday living and entertaining. The open and inviting layout flows effortlessly into multiple gathering areas, creating a sense of ease and connection throughout. Upstairs, the private bedroom suites provide serene escapes, each designed with elevated finishes and spa-inspired bathrooms. A versatile first-floor den offers flexibility for a home office, reading nook, or guest retreat, while dual laundry rooms add convenience to daily living. Outside, the property continues to impress with its lush landscaping, sparkling pool, and private, fenced backyard - perfect for entertaining or enjoying quiet evenings under the stars. The home also offers dual street access from both the front and rear alley, and engineered blueprints are available for a future two-story garage with an upstairs cabana for added versatility. Positioned within the desirable Flood Zone X500, the property remained high and dry during recent storms, offering both security and peace of mind. With its close proximity to Naples’ sugar-sand beaches, fine dining, boutique shopping, and the cultural energy of 5th Avenue, this home delivers the quintessential Olde Naples lifestyle. Experience the rare blend of coastal charm, luxury finishes, and everyday livability - schedule your private showing today and step into the lifestyle you’ve been dreaming of.

478 1st Avenue S, Naples

Courtesy of Alfred Robbins Realty Group

Selling Office: .

$1,885,000
3 Beds ⋅ 2 Baths ⋅ 225074413 MLS
Perfectly positioned in the heart of Old Naples, this charming 3 bedroom, 2 bath coastal cottage offers a rare opportunity to enjoy Naples living now, with exceptional potential for future redevelopment. Just a short stroll or bike ride to the pristine Gulf beaches and the vibrant shops and dining of 5th Avenue South, the home features an open floor plan, updated kitchen, and inviting indoor outdoor flow. The private backyard oasis showcases refreshed mature landscaping, a heated saltwater pool, and tranquil patio space ideal for entertaining or relaxing. Whether enjoyed as is, used as a seasonal retreat, or envisioned as a future new build, this property captures the best of Naples lifestyle and location.

725 Central Avenue, Naples

Courtesy of Douglas Elliman Florida,LLC

Selling Office: .

$2,500,000
3 Beds ⋅ 4 Baths ⋅ 225075574 MLS
Live the ultimate downtown Naples lifestyle at The Mark on 8th. This top-floor corner residence captures the perfect balance of coastal elegance and luxury city living. Ideally located in the heart of Old Naples, just two blocks from renowned Fifth Avenue South for world-class dining, boutiques, galleries, and special events, and moments from beach access and parks. Spanning 1,939 square feet, the Madison floor plan offers three bedrooms, three-and-a-half baths, and soaring 12-foot ceilings that fill the home with natural light. Expansive 9-foot pocketing sliders open the bright, open-concept great room to a wraparound balcony, an entertainer’s dream for sunsets or gatherings, while a private terrace off the primary suite provides a second outdoor retreat. Refined interiors showcase wide-plank oak flooring, Wolf and Sub-Zero appliances, and designer finishes throughout. Two assigned covered parking spaces are included. Residents enjoy resort-style amenities, including a heated pool and spa, community room, fitness center, sauna, golf simulator, and outdoor grilling and fire-pit lounge. Pets are welcome. Designed by MHK Architecture and Charles Design Studio, The Mark on 8th blends sophisticated contemporary architecture with convenience and a walkable downtown address in vibrant Old Naples.

201 8th Street Unit 301, Naples

Courtesy of Premier Sotheby's Int'l Realty

Selling Office: .

$6,800,000
4 Beds ⋅ 6 Baths ⋅ 225075413 MLS
In the heart of Old Naples on sought-after 11th Avenue S, this delightful cottage-style residence designed by MHK offers the ultimate in coastal living. Just a short stroll from the white sandy beaches and the vibrant shops and dining of 3rd Street S, this home is ideally located to embrace the best of Naples. This beautiful home makes an instant first impression, going past its white picket fence onto the charming covered porch framed by vibrant bougainvillea. Inside, the desirable large foyer leads to an open living space that features soaring ceilings and a bright, airy atmosphere that flows effortlessly into the gourmet kitchen. Equipped with Sub-Zero appliances, a gas range, a wine refrigeration, an ice maker and ample counter space, it’s a chef’s dream. The heart of this home is its inviting pool area with its spa and water features, full outdoor kitchen, separate pool bath, and versatile lanai/family room area, seamlessly blending indoor and outdoor living. The home’s serene primary suite is on the first floor, with an elegant bath and expansive walk-in closet. The second floor features two beautifully appointed bedrooms with en-suite baths and a versatile loft area ideal for a family room, game room or quiet retreat. Above the garage with a separate outside entrance, the fourth guest suite offers a private oasis showcasing a morning bar with an under-counter refrigerator and a private balcony, ideal for enjoying Naples’ warm, sunny mornings. Offered furnished with tasteful decor, this coastal retreat is ready for you to move in and live your dream life in Old Naples.

231 11th Avenue S, Naples

Courtesy of Premier Sotheby's Int'l Realty

Selling Office: .

$8,400,000
4 Beds ⋅ 3 Baths ⋅ 225074469 MLS
In the heart of Old Naples, 280 4th Avenue North sits on one of the largest and sought-after corner lots in the neighborhood — an expansive half-acre parcel (162 by 150 feet) surrounded by lush, manicured tropical landscaping. The original 1953 cottage evokes timeless Florida charm, while the grounds offer endless possibilities for creating your dream estate. Ideally just steps from Naples white-sand beaches, a few blocks to the new Four Seasons and its world-class amenities, and moments from Fifth Avenue South’s fine dining and boutiques, this property presents a rare opportunity to own a premier piece of Old Naples. Whether restoring the existing residence or designing a new masterpiece, the potential here is exceptional.

280 4th Avenue N, Naples

Courtesy of Premier Sotheby's Int'l Realty

Selling Office: .

$6,051,000
225073008 MLS
Directly adjoining the cottage property at 88 11th Ave. S,, this 70’ x 151’ vacant lot presents a rare opportunity to build in one of Naples’ most coveted neighborhoods. Situated within the beach block of Olde Naples, this homesite offers ample room for a custom estate. The lot’s size and location make it an ideal canvas for creating a coastal retreat that blends modern luxury with the timeless character of the surrounding community. Whether combined with the neighboring cottage property for a generational compound, or developed independently, this homesite is a prized offering in the historic "golden triangle" of Old Naples.

66 11th Avenue S, Naples

Courtesy of Gulf Coast International Prop

Selling Office: .

$6,750,000
3 Beds ⋅ 2 Baths ⋅ 225073005 MLS
Nestled on the beach block right in the heart of Olde Naples, this historic Florida cottage offers timeless charm on a spacious 108'x 150' corner lot. Built in 1940 and crafted from locally milled heart pine and cypress, the home embodies the inviting coastal lifestyle that first drew families to Naples. Inside, a wood-burning fireplace warms the combined living and dining room, while French doors, vaulted ceilings, and a sun-filled solarium add character and comfort. The master suite includes a sitting room and library/media space, complemented by two guest bedrooms and a newly remodeled kitchen overlooking lush gardens. A detached garage with a one-bedroom guest apartment provides additional flexibility. With its enviable location on the beach block, this residence offers a rare opportunity to enjoy classic Old Naples living or to reimagine the site for a future luxury home.

88 11th Avenue S, Naples

Courtesy of Gulf Coast International Prop

Selling Office: .

$8,500,000
5 Beds ⋅ 8 Baths ⋅ 225072774 MLS
Tucked away at one of Naples’ most coveted addresses, this extraordinary coastal retreat blends classic architectural charm and modern luxury with a private beach access just steps away to the Gulf’s shimmering shoreline. Set at the serene southern tip of Gulf Shore Boulevard on a pristine corner lot, this dual-drive bespoke residence offers a lifestyle defined by sun-soaked days, gentle sea breezes, and the effortless rhythm of beachfront living. Designed by the esteemed Stofft Cooney Architects, the home is a masterwork of Old Florida style reimagined with a contemporary sensibility. From the moment you enter, warm wood floors, custom finishes, and elegant millwork set a tone of understated sophistication. Light pours in through expansive windows, drawing your gaze toward tranquil garden views and a perfectly positioned southern-exposed pool. The heart of the home—a chef-inspired kitchen—seamlessly unites form and function with premium Wolf and Sub-Zero appliances, a generous island for casual gatherings, and both a butler’s pantry and wine bar for elevated entertaining. A series of open, flowing indoor and outdoor spaces create an inviting atmosphere for both intimate relaxation and grand celebrations. Outside, a private courtyard offers a lush tropical escape with a resort-style pool, summer kitchen, gas fireplace, and shaded dining areas designed for year-round enjoyment. Additionally, having a driveway placed on each side of this corner lot home allows for family & guests to maneuver with comfort and ease. The owner’s suite is a secluded retreat, complete with His & Hers baths, oversized closets, and a peaceful sitting area that invites morning coffee and quiet reflection. Guest accommodations are equally well-appointed, with a private first-floor suite, two additional ensuite bedrooms upstairs, and a private study that can easily transform into an additional bedroom. A separate guest residence with its own drive and entrance provides comfort and privacy for visitors or extended stays—complete with a spacious bedroom, sitting area, and full bath. For the car enthusiast or collector, two separate two-car garages—one with a lift system—offer room for up to six vehicles, while a full-house generator ensures uninterrupted comfort and convenience. Every detail of this home has been curated to reflect the relaxed luxury of life by the sea. Just a short stroll to the boutiques and restaurants of 3rd Street South, and mere steps from the beach, this is more than a home—it’s your coastal sanctuary in the heart of Naples.

1975 Gulf Shore Boulevard S, Naples

Courtesy of John R Wood Properties

Selling Office: .

$5,100,000
3 Beds ⋅ 4 Baths ⋅ 225072482 MLS
Unmatched location in the heart of Old Naples—just one block from 3rd Street South and three blocks to the beach. This timeless, elegantly updated home offers refined living steps from world-class dining, boutique shopping, and white sand shores. The light-filled layout features a dramatic entry, soaring ceilings, spacious living areas, and a state-of-the-art chef’s kitchen. Natural materials, custom finishes, and bold accents create a sophisticated yet comfortable atmosphere. Enjoy seamless indoor-outdoor living with a serene courtyard, pool, lanai, and private guest cabana. A rare opportunity for those seeking a low-maintenance ease, and a lock-and-leave lifestyle in one of Naples’ most desirable neighborhoods.

426 13th Avenue S, Naples

Courtesy of William Raveis Real Estate

Selling Office: .

$5,395,000
3 Beds ⋅ 5 Baths ⋅ 225072058 MLS
In the heart of Olde Naples, this 2020-built courtyard residence blends timeless coastal architecture with refined, resort-style living just moments from 3rd Street South and Naples’ pristine beaches. Shell-stone travertine floors introduce light-filled living and dining spaces designed for effortless entertaining. The chef’s kitchen is appointed with Sub-Zero refrigeration, Lacanche gas cooking, custom cabinetry, and a thoughtfully designed wet bar. A family room opens seamlessly to the private courtyard, creating true indoor-outdoor living. Upstairs, the serene primary suite offers volume ceilings, tailored millwork, and a spa-inspired bath, joined by two en-suite guest suites and a flexible den/office. A private elevator services both levels. The walled courtyard becomes a secluded retreat with heated plunge pool and spa, outdoor kitchen with built-in grill, surround sound, and lush vertical greenery for privacy. Impact-rated windows and doors, smart-home automation, natural gas, metal roof, and a generous two-car garage with storage complete this thoughtfully engineered residence. Beautifully scaled and impeccably maintained, 909 10th Avenue South offers the rare combination of walkability, architectural integrity, and lock-and-leave ease in Olde Naples.

909 10th Avenue S, Naples

Courtesy of Douglas Elliman Florida, LLC
$9,800,000
4 Beds ⋅ 6 Baths ⋅ 225073095 MLS
In the vibrant heart of Old Naples, this beautiful residence offers an unparalleled blend of elegance and coastal charm. Just a short distance from shopping and dining on Fifth Avenue and only five blocks from pristine gulf beaches, this exceptional property is the ideal retreat for those who crave luxury and convenience. Go inside to discover an open and airy floor plan, where natural light pours through expansive windows, illuminating stylish living spaces and linear stone fireplaces. The seamless indoor-outdoor flow invites you to relax in the private, lush landscaped backyard, complete with an inviting pool, tranquil fire pit, and multiple areas for lounging and entertaining. The spacious light-filled primary suite is a sanctuary, offering a serene retreat. The spa-like bath includes a soaking tub, a walk-in shower and dual vanities. The home also features four beautifully appointed upstairs guest suites, each designed for comfort and privacy, along with an additional upstairs living area. A generously sized laundry room and an oversized two-car garage complete the space, adding convenience and functionality to this remarkable home.

644 W Lake Drive, Naples

Courtesy of Premier Sotheby's Int'l Realty

Selling Office: .

$3,600,000
3 Beds ⋅ 2 Baths ⋅ 225005671 MLS
Just a few blocks from the beach, this 0.26-acre lot offers a rare opportunity to create your coastal vision. Offered at lot value only, with an existing main residence and guest house included as-is, the property sits in the desirable X500 flood zone. Beautiful, established landscaping adds to the peaceful and inviting surroundings. This prime location in Olde Naples embodies the quintessential coastal lifestyle—morning strolls to the beach, biking through charming tree-lined streets, and easy access to 5th Avenue’s world-class dining, shopping, and cultural attractions. Whether you’re looking to build your dream home or invest in one of Naples’ most coveted neighborhoods, this property offers the perfect blend of relaxed luxury and vibrant community living.

432 3rd Avenue N, Naples

Courtesy of Coldwell Banker Realty

Selling Office: .

$4,695,000
4 Beds ⋅ 4 Baths ⋅ 225070286 MLS
Situated in one of Olde Naples’ most sought-after locations, this high-elevation home offers unparalleled peace of mind with NO water damage and lower flood insurance costs thanks to its placement in the X500 flood zone. The property sits on a 14,000+ square foot corner lot with lush landscaping, offering privacy and a perfect blend of luxury, convenience, and coastal elegance. Recently remodeled between 2021- 2023, the home showcases top-tier finishes on par with brand-new construction built in 2022. The front elevation was expanded to include a new metal raised single-seam roof, an open 2-story foyer, glass double doors, and an elevator area. Inside, you will find European French white oak engineered hardwood flooring, soaring ceilings from 12 to 18 feet high, and IMPACT windows throughout. The chef’s kitchen is equipped with white shaker cabinetry, an oversized island with black accent cabinetry towards the dining room and luxurious quartz countertops with a waterfall edge, complemented by DACOR 6 burner 2 oven gas cooktop, VIKING microwave/convection oven, and a SUBZERO side-by-side refrigerator. The spacious home includes a music room, large den, open loft space, and an expanded laundry/butler’s pantry. The owner’s suite occupies its own private wing with a large walk-in closet, extra built-in doored storage & closet system, a bedroom with walls of windows and sliders leading to the private pool and spa. The spa-like bathroom featuring a walk-through shower with multiple shower heads, dual vanities, and a private water closet. Upstairs, the home offers three large guest suites, each with ample closet space, natural light, and balcony access from two of the suites. The exterior features the most thoughtfully mature plantings, trees and flower beds, Bahama shutter accents, LED landscape lighting, and a handcrafted shell-stone driveway and walkway. The covered lanai has new electric rolling “sun and storm” screens, and the pool and spa area are enclosed for added protection. All of this sits just three blocks from the beach, the new Four Seasons, NCH, and all the amenities of Olde Naples. Positioned on a quiet street with no thru traffic, this home is the ideal mix of modern design, top-of-the-line finishes, and the privacy and convenience you have been looking for. WITH NO hurricane damage at all, this home is ready for its next lucky owner.

367 5th Avenue N, Naples

Courtesy of John R Wood Properties

Selling Office: .

$6,200,000
3 Beds ⋅ 4 Baths ⋅ 224097135 MLS
Welcome to an extraordinary home that has been impeccably maintained and is conveniently located on a peaceful street in Old Naples. This residence, built in 2016 by London Bay and designed in collaboration with award-winning Romanza Interior Design, showcases a stunning blend of West Indies and Old Florida-inspired architecture, exuding exceptional curb appeal. The open great room plan features warm colors, exquisite finishes and furnishings, and thoughtful details throughout every space. The spacious kitchen includes built-in glass cabinetry, a breakfast nook, walk-in pantry, and a convenient built-in desk area, all complemented by a separate dining room for entertaining. Retreat to the primary suite, which allows for direct access to the beautifully landscaped backyard and boasts two walk-in closets along with a thoughtfully designed, light-filled bathroom leading to a remarkable private outdoor shower. Pocketing sliding glass doors in the main living area allow for an effortless flow to visually stunning and comfortable outdoor spaces including casual seating, dining, lounging area and fire pit. Your guests will be delighted with two spacious guest suites and a cozy loft area on the second floor. Situated in an X500 zone, this property sustained no damage from any storms and feels brand new.

631 Broad Court N, Naples

Courtesy of London Bay Realty Inc.

Selling Office: .

$2,650,000
3 Beds ⋅ 3 Baths ⋅ 225068533 MLS
Olde Naples currently lowest priced single family home with pool! This charming cottage is perfectly located in the heart of it all right near the beaches and 5th Avenue South's award winning restaurants and shops! Live the highly walkable, biking and golf carting lifestyle that this sought after beachside neighborhood provides. Upon entering the home you feel the freshly updated and coastal contemporary vibe throughout. Take in your own paradise retreat while soaking up the sun in the southern facing pool, grilling in the outdoor built in kitchen and covered lanai while also having a large grassy dog run along the entire side of the home for the pets! The floor plan provides both a living room and a separate family room, a spacious master bedroom, skylights, and a large U-shaped kitchen connecting the dining area to the family room. Have piece of mind knowing that this property remained high and dry during the hurricanes with no water intrusion, quality construction and a durable cement siding on exterior of the home. There's always plenty of parking at the circular front driveway and a 1-car detached over sized garage at the rear of the home with alley access. This is a must see adorable residence!

740 5th Avenue N, Naples

Courtesy of Compass Florida LLC

Selling Office: .

$11,995,000
5 Beds ⋅ 7 Baths ⋅ 225068377 MLS
Just minutes from the world class shopping and dining on 3rd Street South & Fifth Avenue South, this brand new, never lived in residence embodies refined living in the heart of the highly sought after Olde Naples neighborhood. Blending natural textures with contemporary elegance, the home offers five bedrooms + study, light-filled interiors, and a seamless connection to the outdoors. Walls of sliders open the flexible outdoor living area & kitchen to the pool, creating a harmonious flow between inside and out. Unwind as the sun sets, a glass in hand, embraced by the privacy of your own retreat. At the heart of the gourmet kitchen, a dramatic Calacatta Lasa quartzite island anchors the space, complemented by custom SOHO cabinetry and Wolf appliances, while a striking counter to ceiling window bathes the room in natural light. Multiple stone and wood selections throughout create a warm yet modern atmosphere, while the open design makes everyday living and special occasions effortless. The main level wet bar with chilled wine storage is detailed with a romantic blue Quartzite setting the scene for evenings of gathering, while the upstairs morning bar invites guests to begin each day with ease and elegance. Additional details of note include a built-in generator, motorized screens, Control 4 automation, three car garage and quality of construction to last a lifetime. This Olde Naples gem is the perfect balance of luxury, comfort, and location—steps from the Gulf and curated for the ultimate Naples lifestyle.

273 10th Avenue S, Naples

Courtesy of Douglas Elliman Florida,LLC
$4,000,000
2 Beds ⋅ 2 Baths ⋅ 225065708 MLS
Incredible building opportunity in the heart of Old Naples! Zoned as Single family and Multi-family there may be a possibility of putting a multifamily residence on the property. This generous sized property offers a ton of possibilities to design your dream home considering the very desirable building envelope. Perfectly positioned and close proximity to renowned 5th Avenue South shops and restaurants, 3rd Street South and its incredible dining options, and the pristine white sands of the Naples Pier and surrounding beaches. Building options of this scope are becoming more and more of a rarity downtown. Experience Old Naples living at its finest!

955 6th Street S, Naples

Courtesy of Gulf Coast International Prop

Selling Office: .

$2,400,000
225065447 MLS
Welcome to 76 4th Street North, a rare prime residential homesite perfectly positioned north of Central Avenue on a mahogany tree lined street in the heart of Old Naples most walkable and desirable enclave. Located within an X500 flood zone, the best rating for lowest flood risk, this cleared lot offers an exceptional foundation for a custom coastal residence. From this address, enjoy a true walking lifestyle just steps from the acclaimed shops, galleries, and restaurants of 5th Avenue South, the white sand beaches of the Gulf of Mexico, the farmers’ market, and Old Naples’ year round cultural events. Morning beach walks and evening sunsets can easily become part of everyday life. The lot benefits from rare rear alley access, allowing garage entry from the alley and a clean unobstructed front elevation. This highly desirable feature enhances curb appeal and provides architectural flexibility, something increasingly difficult to find in Old Naples. Buildability is a key strength of this property. The lot supports a residence of approximately 4,000 square feet including a three car garage and private pool, offering the scale and flexibility today’s luxury homeowners expect. Architectural sketches by MHK Architecture are available, providing a head start with a thoughtfully designed plan featuring three bedrooms plus a study, an upstairs loft, 3.5 bathrooms, open concept living, and seamless indoor outdoor flow. The property is centrally located within the core Old Naples envelope, where buildable and well located lots are exceptionally scarce. Of the limited number of remaining Old Naples parcels, very few combine walkability, alley access, flood zone security, and meaningful build potential. From a value standpoint, this is a rare opportunity to control design and cost basis in a neighborhood where new construction homes by premier builders are in high demand. This makes the lot especially compelling for buyers who understand construction economics and long term value in Old Naples. This offering is well suited for serious and informed buyers who recognize that there are very few comparable opportunities remaining. 76 4th Street North represents a rare chance to create a custom residence in one of Naples’ most prestigious and enduring neighborhoods, where lifestyle, location, and long term value converge. A must see!

76 4th Street N, Naples

Courtesy of William Raveis Real Estate

Selling Office: .

$4,950,000
6 Beds ⋅ 5 Baths ⋅ 225064774 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Price significantly reduced and now priced to sell. Offering nearly 6,000 square feet of luxurious living space, this exceptional Olde Naples residence features 6 bedrooms, 4.5 bathrooms, a private den, library, and an impressive third-floor bonus room ideal for entertaining, a media room, game room, or private retreat. Designed for both everyday living and grand-scale entertaining, the gourmet kitchen is a chef's dream, appointed with Sub-Zero and Wolf appliances, dual dishwashers, and an oversized walk in pantry. A dramatic two story foyer, illuminated by an imported chandelier, welcomes you inside and leads to an elegant second floor mezzanine, complemented by a grand staircase and solid mahogany doors throughout. The private backyard oasis features a heated saltwater pool with a tranquil water feature, surrounded by lush tropical landscaping and mature trees for exceptional privacy. From the expansive third floor terrace, enjoy spectacular bird's eye views while watching the City of Naples Fourth of July fireworks, an unforgettable experience from the comfort of your own home. Perfectly positioned in the heart of Olde Naples, this fully remodeled residence is just a short walk to world-class beaches, renowned dining, boutique shopping, and boating. Additional highlights include garage ceiling height designed to accommodate a future vehicle lift, plus multiple flexible living spaces including an exercise room, family room, media room, and bonus room to suit a variety of lifestyles. This is an exceptional opportunity to own one of Olde Naples' largest and most versatile homes at an outstanding value. Combining remarkable size, luxury finishes, and an unbeatable location, this move-in-ready residence is priced to attract immediate interest. Don't miss this rare opportunity, A must see!

1160 8th Street S, Naples

Courtesy of William Raveis Real Estate
$2,000,000
2 Beds ⋅ 2 Baths ⋅ 225064386 MLS
Rarely available! Spectacular 5th Avenue penthouse front and center to all that's special in Olde Naples! This gorgeous completely renovated condominium affords beautiful hardwood flooring, a fabulous kitchen with state of the art appliances including a kitchen island with a beverage refrigerator and microwave plus a new HVAC. Two exquisite bathrooms are equipped with unparalleled fixtures. Offer FURNISHED, you will be amazed at the dazzling luxury in this two bedroom unit! The double balcony is the perfect place to enjoy parades, annual car shows, morning coffee or quiet sunsets and al fresco dining. Two assigned parking places for the owners. Stroll the infamous 5th Avenue and enjoy a plethora of dining and shopping venues with this most enviable address. Only two blocks to the incredible Gulf beaches!

365 5th Avenue S Unit 304, Naples

Courtesy of The Willis Group, LLC

Selling Office: .

$3,750,000
4 Beds ⋅ 4 Baths ⋅ 224081049 MLS
An exciting building opportunity nestled between Gulf Shore Boulevard and 2nd Street South! Situated on one of the most desirable and quiet streets in Olde Naples, with close proximity to beach access and an easy walk to 5th Avenue South. The existing home is very liveable, with no flooding occurring in the main structure. The property has been handed down from generation to generation, and this is the first time it is being offered for sale. The home is being sold as-is.

155 1st Avenue S, Naples

Courtesy of Premier Sotheby's Int'l Realty

Selling Office: .

$3,650,000
3 Beds ⋅ 4 Baths ⋅ 224057537 MLS
Located in the heart of Olde Naples and designed by Jeff Harrell and Associates, the architecture of this beautiful 2-story home reflects a West Indies style with crisp white stucco and iris blue accents. Built in 2014, the Molineaux floor plan features three bedrooms, three baths and a powder room. With its open floor plan, soaring ceilings, floor-to-ceiling windows and numerous French doors, there is a view of the lushly landscaped lanai and pool from the main living areas. The pool area features an outdoor gas grill, plenty of patio area for lounging and dining along with a spa and fire bowl waterfalls. There is also a custom awning designed to offer shade over a portion of the lanai, a helpful addition for a break from the warm Naples sunshine. The chef’s kitchen with marble counter tops, Viking gas cooktop/oven, wine cooler, and Miele appliances including convection microwave, steam oven, refrigerator/freezer and dishwasher. The center island is the perfect place to gather for all types of dining/entertaining. The walk-in pantry with built-in shelving and sliding barn door is conveniently adjacent to the kitchen preparation areas. The kitchen, great room and dining area feel open and inviting, with natural light entering the space from both the front and back French doors. The first floor also features an indoor lanai/family room space, with built-in bar with marble top, wine cooler, wall of sliding glass doors and motorized screen. This space can be used with doors open and screen down during cooler weather or as additional air conditioned living space. Off this area is the first floor guest bedroom and full bath with access to the pool area. The powder room is tucked around the corner, at the front of the house. The second floor features another guest bedroom with bath and balcony and laundry with sink. The primary suite. with his and her walk-in closets, offers soaring ceilings, floor-to-ceiling windows with view of pool area. The primary bathroom with separate soaking tub, shower and dual vanities features floor-to-ceiling corner windows. Additional features include Legno Bastone European wide plank floors, impact doors and windows, concrete block construction on both floors, standing seam metal roof with custom color, automated window coverings throughout, tankless hot water heater, whole house generator, AC units w/ separate zones, Elan g! home automation system with surveillance, sound and lighting. Two car garage is accessed from private alley. Important to note that this area of Naples has natural ‘in-ground’ gas to service generator, hot water heater, pool heater, outdoor grill, kitchen gas cooktop, fire bowls.

982 9th Avenue S, Naples

Courtesy of John R Wood Properties

Selling Office: .

$6,517,927
225018327 MLS
Seize the rare opportunity to craft a bespoke residence on this expansive lot on famous 5th Avenue South, one of the desirable addresses in downtown Naples. With its enviable proximity, one home to the beach, your design would give views of the Gulf as you revel in the gentle ocean breezes, breathtaking sunsets and rhythmic sounds of the waves. The generous dimensions allow for an expansive residence, complete with lush landscaping, impressive pools, and inviting outdoor spaces to embrace the Naples indoor-outdoor lifestyle. In the desirable Old Naples community, this address offers effortless access and steps away to the world-class dining, upscale boutiques and vibrant cultural scene of Fifth Avenue South as this property embodies exclusivity and limitless potential. Whether you envision a striking contemporary residence or a timeless coastal sanctuary, the location of this lot provides an unparalleled opportunity to create a legacy home in one of Naples sought-after neighborhoods.

45 5th Avenue S, Naples

Courtesy of Premier Sotheby's Int'l Realty

Selling Office: .

$11,000,000
5 Beds ⋅ 7 Baths ⋅ 224079989 MLS
Welcome to an incredible and iconic custom built home situated on a rare oversized parcel in an enviable location right in the heart of Old Naples just steps from the Gulf of Mexico, world renowned 5th Avenue South, and Naples pristine white sand beaches. Exceptionally constructed, meticulously maintained, and beautifully landscaped, this timeless and classical residence offers an unparalleled combination of highlights including 5 bedrooms + study, over 7,300 sq/ft of air conditioned space, a generous open layout, chef’s kitchen with 3 islands, 7 car garage, rooftop sunset deck, private elevator, natural gas supply, extensive storage areas, and a generous covered outdoor kitchen and living space complete with massive 70’ pool and large yard space. This is a unique and extraordinary opportunity to own a one-of-a-kind home.

111 5th Avenue S, Naples

Courtesy of William Raveis Real Estate

Selling Office: .

$13,200,000
5 Beds ⋅ 8 Baths ⋅ 224101075 MLS
Ideally positioned just one block from the beach, this British West Indies estate, on an oversized .73-acre lot, is a rare opportunity. Featuring just under 7,000 square feet of interior living space, the expansive outdoor area includes a spacious covered lanai with inviting pool and spa, and outdoor kitchen, ideal for entertaining. High ceilings, new wood flooring and sophisticated finishes throughout offer a sense of luxury and comfort. The first-floor primary suite overlooks the backyard private oasis and lushly landscaped grounds, while the second level features a study, additional living space, four generous guestrooms with en suites and wraparound deck. The fully renovated kitchen, formal dining area and butler’s pantry is a chef’s dream with all new appliances, wine cooler and coffee machine. A three-car garage, elevator, generator and pool bath complete the northern exposure home. The anticipated new Four Seasons Beach Club, and downtown restaurants and shops are just a short distance away!

181 4th Avenue N, Naples

Courtesy of Premier Sotheby's Int'l Realty

Selling Office: .

$6,400,000
4 Beds ⋅ 6 Baths ⋅ 225021072 MLS
High and Dry – No Flooding from Storms! This stunning Olde Naples home has been completely transformed, with a total renovation completed in 2025, making it virtually brand new. Offering just under 3,000 sq. ft., 4 bedrooms, and 5.5 bathrooms, this home seamlessly blends modern luxury with timeless elegance. The open-concept design creates a perfect flow between living, dining, and kitchen spaces. The gourmet kitchen is a chef’s dream, featuring a Wolf 6-burner gas range, SubZero refrigerator, and SubZero wine cooler with a bottom refrigerator and ice drawer. Cristallo Quartzite countertops, a marble-wrapped island, and custom Crystal cabinetry elevate both style and function.The primary suite is a private retreat with vaulted ceilings, a sitting area, and pool views. The spa-inspired bath offers a Kohler soaking tub, a shower with body sprays and a rain shower head, and custom California Closets with integrated lighting.Step into the resort-style outdoor oasis, where a brand-new saltwater pool, integrated spa, and wading pool with a tranquil fountain create the ultimate escape. State-of-the-art Pentair equipment with a natural gas heater maintains perfect water temperature, all controlled from your mobile device. The fully equipped outdoor kitchen, complete with a grill, refrigerator, sink, and TV, is ideal for entertaining. Throughout the home, designer light fixtures from Visual Comfort and Ralph Lauren add warmth and sophistication, perfectly complementing the wide plank Legno Bastone French Oak flooring and Kohler plumbing fixtures. Smart home technology, including Control4 lighting, a full audio-video system, and exterior security cameras, enhances convenience and security. Impact windows and doors provide both style and protection. Located in the heart of Olde Naples, this home is just a short walk to Third Street South’s world-class dining and shopping, as well as the pristine beaches of the Gulf of Mexico. Offering an unbeatable location paired with luxurious finishes and modern conveniences, this move-in-ready masterpiece is the perfect Naples retreat.

1355 4th Street S, Naples

Courtesy of Compass Florida LLC

Selling Office: .

$16,000,000
6 Beds ⋅ 8 Baths ⋅ 224090306 MLS
Exclusive Naples property featuring approximately 108 feet of direct beach frontage along the breathtaking Gulf of Mexico with private flag driveway entrance from 7th Avenue South. With approximately 4,249 square feet of total living space, this inviting cottage includes six bedrooms, seven full baths and a spacious two-car garage. The interior offers ample room for gathering and picturesque water views throughout. This is a rare opportunity to experience the quintessential beachfront lifestyle in a tranquil yet prime Old Naples location.

30 7th Avenue S, Naples

Courtesy of Premier Sotheby's Int'l Realty

Selling Office: .

$2,250,000
224064167 MLS
***BACKUP OFFERS WELCOME***Friendly, cooperative listing agent wants to work with you and your buyers. Experience luxury living in the heart of Olde Naples with this rare opportunity to build your dream home on an oversized 72’ x 149’ corner lot in the most desirable area of Naples. Offered for the first time in almost 60 years, this is an exceptional opportunity. This property is the only available residential lot on the entire block of Cambier Park. The park offers a range of amenities, including a private tennis club, a recreation center, a softball field, basketball and playground. Just blocks from the crystal clear water and white-sandy beaches of the Gulf.

675 8TH Avenue S, Naples

Courtesy of EXP Realty LLC

Selling Office: .

$5,650,000
4 Beds ⋅ 5 Baths ⋅ 225054697 MLS
Don’t miss an exceptional opportunity to build your dream home in one of the most coveted locations in all of Naples. Exceptional location meets unlimited potential in this rare, as-is, lot-value offering just 2 blocks from the Gulf of Mexico. Nestled in the heart of Olde Naples, this property is perfectly positioned between 5th Avenue South and 3rd Street South—both less than four blocks away—putting world-class dining, shopping, and white-sand beaches all within easy walking distance. This property is a true gem for investors, builders, or buyers seeking the finest in location and the ultimate canvas to bring your vision to life.

238 9th Avenue S, Naples

Courtesy of Keller Williams Realty Naples

Selling Office: .

$2,175,000
3 Beds ⋅ 2 Baths ⋅ 223089795 MLS
PRICE IMPROVEMENT! Old Naples Charm Meets Key West Living. This beautifully renovated home captures the laid-back elegance of Old Naples with a touch of Key West flair. Fully redone with $500K in renovations, this move-in-ready retreat offers modern comfort while preserving its timeless charm. Enjoy the best of Naples—stunning beaches with turquoise waters just a short walk or bike ride away, plus top-rated restaurants and shopping just steps from your door. Conveniently located near RSW Airport, this home is perfect for those seeking both relaxation and accessibility. Looking for more space? MHK architectural drawings are already drafted for a future expansion to a stunning 3,600 sq. ft. home. Whether you move right in or dream big for the future, this home is an exceptional find in the heart of Naples.

540 7th Street N, Naples

Courtesy of William Raveis Real Estate

Selling Office: .

$6,500,000
225019863 MLS
Old Naples prime lot 143’ on 6TH Ave N and 108’ on Gulf Shore Blvd. Steps to white-sandy beach and a stroll to the highly anticipated Four Seasons, Naples Beach Club Resort. Collier County PID for this property is 14101200009. Timing is perfect to purchase this prime home site lot in the beach block and build your dream. No HOA’s. Your neighbors home values are $35,000,000 and up.

80 6th Avenue N, Naples

Courtesy of Coldwell Banker Realty

Selling Office: .

$9,450,000
224050004 MLS
Steps from the beautiful beaches of Downtown Naples and walking distance to 5th Ave and 3rd St restaurants. Here is your chance to build your dream home on Gulf Shore Blvd!!!

12 Gulf Shore Boulevard N, Naples

Courtesy of Downing Frye Realty Inc.
$17,500,000
6 Beds ⋅ 8 Baths ⋅ 225001455 MLS
Discover a one-of-a-kind new construction opportunity in the heart of Olde Naples. Located just six houses from the beach, this corner homesite offers a unique blend of modern luxury and timeless charm with alley access and grandfathered features. This stunning property includes: Main House: 5 bedrooms + den, 5 full baths and 1 half bath, Media room, 2 laundry rooms, Mudroom, Fireplace, Wine storage, Generator, Expansive second-floor terrace. Outdoor Living Area: Spacious living and dining areas, Outdoor kitchen and bar, Pool and spa, Fireplace and outdoor shower. Guest House: 1 bedroom, 1 bath, full Kitchen and living room. Cabana: A versatile space located above the 2-car garage. The property offers a total of 3 garage spaces and has been masterfully designed by MHK Architecture, built by Waterside Builders, with interior design by L Design. Perfectly situated, this home is just 3 blocks from the 3rd Street South shopping and dining district and 6 blocks from 5th Avenue South. This is a rare opportunity to own an irreplaceable gem in one of the most coveted locations in Naples. Don’t miss your chance to experience luxury living at its finest!

187 10th Avenue S, Naples

Courtesy of Compass Florida LLC
$7,995,000
3 Beds ⋅ 4 Baths ⋅ 225056030 MLS
Located in the heart of Old Naples on a quiet street, this incredible opportunity awaits. Completed in 2020, this custom home by London Bay showcases unrivaled finishes and meticulous details designed by Romanza Interior Design, executed to the highest level of quality. The timeless eclectic architecture features eye-catching elements such as an arched glass front door, a faux Juliet balcony, thoughtfully placed medallions, copper gutters, gas-lit lanterns, and a mitered tile roof all complemented by the flawless landscape. Venetian plaster adorns the entire first floor, which features a beautifully designed kitchen, a butler's pantry with a wet bar, a spacious great room, and a formal dining area, all enhanced by custom built-ins. The spectacular primary suite provides direct access to the rear yard and includes two walk-in custom closets, along with a bathroom finished in luxurious materials. On the second floor, you will find two bedroom suites, a study that can serve as additional sleeping space, and a loft that leads to a spacious covered balcony. Step outside to discover a true oasis, complete with casual seating, a dining table under a well-lit trellis, and an intimate fire pit area surrounded by beautiful landscaping and stunning features in vibrant colors. Additional noteworthy features include automated shutters and screens, elevated generator and air-conditioning units, tankless water heaters, and an air-conditioned garage equipped with a car lift. The property also boasts a storage closet off the garage and the convenience of natural gas service. This home must be seen to fully appreciate the exceptional attention to detail. Sustained no damage during any recent storms and is conveniently located in close proximity to the beach and all that downtown Naples has to offer.

167 4th Street N, Naples

Courtesy of London Bay Realty Inc.
$2,800,000
3 Beds ⋅ 3 Baths ⋅ 224095860 MLS
Built in 2012 and perfectly positioned in a coveted X500 flood zone, offering the peace of mind and exceptional appeal that come with its desirable elevated location, this home features three spacious bedrooms, including a first-floor primary suite and two private guest bedrooms on the second level. Thoughtfully designed and perfect for both daily living and entertaining with a versatile den on the main level for further flexibility as a home office, library, or creative space. Warm wood flooring flows seamlessly throughout, while tray ceilings with crown molding exude sophistication. The open-concept great room transitions effortlessly from the kitchen, which boasts stainless steel appliances, a central island with a breakfast bar, and generous storage perfect for casual dining or meal preparation. The first-floor primary suite is a private oasis, featuring a luxurious ensuite with a tub, walk-in shower, and dual sinks. Upstairs, the guest bedrooms are generously sized, offering comfort and privacy for family and friends. Outside is your private sanctuary, where a spacious covered lanai provides the perfect setting for tranquil evenings or lively gatherings. A sparkling pool, bathed in southern sunlight, is framed by a paver deck and lush, mature landscaping. With the beach just a short stroll away via 3rd Avenue North, you can enjoy breathtaking sunsets nightly. Practical features include a metal roof, a spacious garage, and a paver driveway, all adding to the home's curb appeal. Beyond the property, you’re moments from the best of Olde Naples. World famous sugar-sand beaches, vibrant dining and shopping on 5th Avenue S, and nearby parks and cultural attractions. This home is more than just a residence, it’s a lifestyle. With its impeccable design, prime location, and array of comforts, this property offers a rare opportunity to experience the very best of coastal living. A must see!

315 6th Street N, Naples

Courtesy of William Raveis Real Estate

Selling Office: .

$12,900,000
5 Beds ⋅ 7 Baths ⋅ 224012251 MLS
Recently completed! Experience luxury living at its finest in this new construction home nestled in the heart of sought-after Olde Naples. This Southern exposure two-story residence boasts 5 bedrooms + den (optional 6th Bedroom), 5 (2 Half) bathrooms, and multiple living areas including an upstairs loft complete with its own kitchen. The Butler's pantry complements the chef's kitchen featuring high-end appliances, including a gas cooktop and large island. With an open floor plan and a spa-like master suite, this home is designed for comfort and elegance. The outdoor kitchen, expansive outdoor living area, and resort-style pool with a spa offer an ideal setting for lavish entertaining. Waterside Builders, Falcon Design and DLY Design have come together to construct a showstopping masterpiece. Ideally located in the 100 Block of Olde Naples within walking and biking distance of downtown, 5th Avenue South's, and 3rd Street South's, fine dining, world-class, shopping entertainment, and white sand beaches.

128 1ST Avenue S, Naples

Courtesy of William Raveis Real Estate
$37,000,000
225018316 MLS
It is all about location! This once-in-a-lifetime property is ideally positioned on famous 5th Avenue South, one of the most desirable addresses in downtown Naples. With .34-acres on the corner of 5th Avenue South beach block and the prestigious Gulf Shore Boulevard South, this incredible lot offers a unique opportunity to build a dream residence, just two homes from the beach and gulf. Only a short distance from world-class dining, boutique shopping, and cultural experiences of 5th Avenue South, this location presents an unparalleled lifestyle in the heart of Naples. Lot evaluation and build coverage plan by Beck Architecture are available on request.

25 5th Avenue S, Naples

Courtesy of Premier Sotheby's Int'l Realty

Selling Office: .

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Olde Naples - Naples, FL Homes for Sale

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