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$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: .

$6,100,000
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: .

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