Refine Search
Map
Sort by
$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: .

$5,195,000
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.
$15,100,000
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

Selling Office: .

$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: .

$5,500,000
4 Beds ⋅ 6 Baths ⋅ 223019703 MLS
Mustique of Old Naples a great private location just steps for the 5th Avenue action. As you approach the front entry door you will notice the beautifully manicured garden. This stunning custom-built home by Waterside Builders was finished in the spring of 2014. And looks as new as the day the present owners bought. Custom finishes, gourmet Kitchen are just part of the highlights of this 4-bedroom 4 bath and 2 half bath pool home. first and second level entertaining areas featuring a fireplace and summer kitchen on the pool level. One block from Fifth Ave S. and a short 5 blocks to the beach. The 4th bedroom/cabana is a guest house over the garage with its own private entrance. Wow! This a must see. You will be amazed with the finishes in this beautiful residence that you will want to call your home.

541 4th Avenue S, Naples

Courtesy of John R Wood Properties

Selling Office: .

The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of MLS Now and updated as of . Real estate listings held by brokerage firms other than Coldwell Banker Realty are marked with the Internet Data Exchange logo and detailed information about them includes the name of the listing broker(s).
IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
All information provided is deemed reliable but is not guaranteed and should be independently verified. © 2026 MLS Now. All Rights Reserved.