Olde Naples Real Estate, Homes, Condos for Sale in Naples, FL

In the heart of Olde Naples, just three blocks from famed Fifth Avenue South and a short distance from the beach, this nearly new residence, constructed by Gulfstream Homes in 2025, captures the timeless charm of a classic Naples cottage while delivering the craftsmanship, sophistication and conveniences of a modern luxury home. Offered beautifully furnished, the residence feels distinctly at home among the enchanting streets of Olde Naples, with coastal architecture and thoughtful details creating an elegant sense of place from the moment you arrive. Inside, every square inch has been thoughtfully maximized for effortless resort-style living. The light-filled great room is wrapped in windows and opens seamlessly to the outdoor living areas, while warm wood flooring, detailed millwork and a beautifully crafted ceiling bring character and dimension. At the center of the home, a chef's kitchen pairs timeless cabinetry with an expansive island, gas cooking and Thermador appliances. A dedicated coffee bar and impressive butler's pantry elevate everyday living with an ice maker, second dishwasher and refrigerated beverage drawers. The adjoining dining area is designed equally for intimate dinners and lively gatherings, anchored by a dramatic bar feature wall with a full-size wine refrigerator and separate beverage refrigerator. Nearly every main living space is connected visually and physically to the home's sparkling pool and spa, creating the relaxed indoor-outdoor lifestyle for which Naples is celebrated. A bright, inviting sundeck extends along the side of the residence, and a charming side yard with a turf putting green adds another unexpected element of recreation. The first-floor primary suite is a serene, light-filled retreat, beautifully finished with a luxurious bath featuring a freestanding soaking tub, oversized shower and generous walk-in closet. Upstairs, guests enjoy an exceptional level of privacy with two beautifully appointed en-suite bedrooms, a second primary suite with a spa-inspired bath, dedicated den and a charming bunk room with accommodations for four. A second-floor washer and dryer adds thoughtful convenience for family and guests. Completing the residence is an oversized two-car garage with generous ceiling height and room for vehicle lifts, plus a full-home generator. With its combination of classic Olde Naples architecture, nearly new construction, sophisticated furnishings, and incredible location, this exceptional residence offers the rare opportunity to enjoy the character of a timeless coastal cottage without compromising the luxuries of a thoughtfully designed modern home.

844 8th ST S, Naples

Courtesy of Premier Sotheby's Int'l Realty.

$6,250,000

4 Beds ⋅ 4 Baths ⋅ 226031870 MLS

Rare opportunity in the heart of Olde Naples. Ideally positioned between Fifth Avenue South and historic Third Street South, this expansive 128' x 150' lot offers a rare opportunity to build a remarkable new residence in one of Olde Naples’ most desirable locations. Enjoy equal walking distance to Fifth Avenue South and Third Street South, with the Gulf, Naples Pier, Cambier Park, The Dock, Tin City, and many of downtown Naples’ most popular destinations all nearby. The generous lot dimensions, central location, and exceptional walkability create an outstanding setting for a thoughtfully designed new residence. The property may also offer the potential for a future lot split, creating additional redevelopment possibilities, subject to applicable approvals. Whether envisioned as a sophisticated coastal retreat or an impressive full-time residence, the property offers the space and setting to bring a distinctive vision to life while enjoying everything Olde Naples has to offer just moments away. The property is currently improved with a concrete block duplex-style residence and additional cottages, offering flexibility while planning for its future. A unique opportunity to build or redevelop on an exceptionally sized lot in the very center of Olde Naples.

560 9th AVE S, Naples

Courtesy of Waterfront Realty Group Inc.

$6,995,000

3 Beds ⋅ 4.5 Baths ⋅ 226031758 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 AVE S, Naples

Courtesy of Gulf Coast International Prop.

$8,995,000

4 Beds ⋅ 5.5 Baths ⋅ 226031431 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. 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 AVE S, Naples

Courtesy of William Raveis Real Estate.

$14,500,000

5 Beds ⋅ 6.5 Baths ⋅ 226031429 MLS

Set within the prestigious South Golf Drive corridor in the heart of Old Naples, this newly completed estate embodies a rare level of architectural excellence, craftsmanship, and thoughtful design. Masterfully envisioned by MHK Architecture and brought to life by Lotus Construction’s luxury division, the residence enjoys a premier setting directly across from the newly redeveloped Four Seasons Resort Naples Beach Club and its oceanfront golf and tennis campus, offering sweeping views across manicured fairways in one of Naples’ most exclusive and tightly held locations. Encompassing nearly 7,000 square feet of meticulously designed living space, the home balances grandeur with livability. Five generously proportioned bedroom suites, a private study, and seven baths are thoughtfully arranged within a floorplan that offers both open gathering spaces and intimate retreats. Interiors curated by Freestyle reflect a refined, modern coastal aesthetic, with bespoke millwork, curated materials, and an understated palette that allows the architecture and setting to take center stage. The chef’s kitchen is a statement of both form and function, anchored by a fully integrated Wolf and Sub-Zero appliance suite, Miele coffee system, and an expansive scullery designed for seamless entertaining. A climate-controlled wine room and discreetly integrated bar enhance the home’s capacity for sophisticated hosting, while thoughtful appointments—including dual laundry rooms, a commercial-grade sheet ironer, natural gas-powered rooftop generator, and intelligent Toto Neorest fixtures—underscore a commitment to comfort and operational excellence. Outdoor living is equally compelling, with a custom pool and spa surrounded by lush, mature tropical landscaping that provides exceptional privacy while preserving open golf course vistas. A Crestron whole-home automation system offers intuitive control of lighting, climate, security, and entertainment, ensuring effortless daily living. Completing the residence is a split three-car garage, offering both convenience and discretion. Built by EMB Custom Homes and offered fully furnished, this exceptional property presents a rare opportunity to acquire a turnkey estate of architectural significance in one of Naples’ most coveted coastal settings—just moments from the beach and the world-class dining, shopping, and cultural experiences of Fifth Avenue South and Third Street South.

774 S GOLF DR, Naples

Courtesy of William Raveis Real Estate.

$5,195,000

3 Beds ⋅ 4.5 Baths ⋅ 226031441 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, 5th Avenue 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 AVE S, Naples

Courtesy of Gulf Coast International Prop.

$6,100,000

4 Beds ⋅ 3.5 Baths ⋅ 226031446 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 Ave, 3rd St, 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 AVE N, Naples

Courtesy of Gulf Coast International Prop.

$4,599,000

3 Beds ⋅ 3.5 Baths ⋅ 226031335 MLS

Between the Gulf of Mexico and Naples Bay, this coastal contemporary home captures the charm of Old Florida living. Just six blocks to the beach and Naples Pier, and moments from 3rd Street South and 5th Avenue, it’s perfectly situated for the Olde Naples lifestyle. Filled with natural light, the home features 3 bedrooms plus a den, 3.5 baths, a gourmet kitchen, dining area, morning nook, and custom elevator. French doors open to rich wood floors and custom ceilings. Outdoor spaces include a front porch, second floor balcony, covered lanai, heated pool and spa, and lush tropical landscaping for privacy. Built to modern standards with impact windows, a whole-house generator, new A/C, and elevated construction that’s remained high and dry—this residence offers timeless coastal style and enduring quality in an exceptional location.

645 Broad AVE S, Naples

Courtesy of Compass Florida LLC. 239-860-9994

$6,490,000

5 Beds ⋅ 5 Baths ⋅ 226030692 MLS

Enjoy the southern end of Old Naples in the perfect spot between two of the most prized streets; Gulf Shore Blvd and Gordon Drive. Just a block from the beach and a minute distance from Third Street shopping/dining, this home is an ideal location for beach lovers and metropolitans who value their privacy. Unwind on the spacious, covered outdoor living area, or in the pool and spa at the end of a long day. The spacious master bedroom with dual walk-in closets is located next to the office. With a layout that lends itself to convenient living and spacious suites for guests, this home is perfect for any type of entertaining. Converted to Natural Gas in 2021 and re-roofed in 2024, this home has the convenience and peace of mind actions taken that one looks for in an Old Naples home. A rare opportunity to enjoy one of the most coveted locations in the nation.

155 20th AVE S, Naples

Courtesy of Gulf Coast International Prop.

$6,795,000

5 Beds ⋅ 5.5 Baths ⋅ 226029571 MLS

This exemplary home in a walk-to-beach-and-town location lives like brand new and is beautifully maintained. Built by Provident Beach Houses, this elegant home was featured in HGTV's Ultimate House Hunt as a 2023 Finalist for Amazing Kitchens. The gourmet kitchen features a Bertazzoni gas range, a huge center island, hidden pantry space, glass display cabinets and ample storage. The thoughtfully curated details throughout draw inspiration from tropical Dutch West Indies architecture, including wide smoked white oak hardwood flooring and 11 ft ceilings with whitewashed beams. The spacious primary suite opens directly to the pool and lanai and boasts a 15 ft beamed ceiling, motorized blinds and shades, enormous bath with double sinks, separate tub, multiple shower heads and a generous custom closet. The family room with built-ins opens seamlessly to the kitchen and lanai and a private office/5th bedroom wing offers a quiet retreat of its own. Upstairs, three additional en suite bedrooms surround an expansive game/living room with an exposed high-beam hip ceiling and built-in cabinetry complemented by a full second-floor laundry room and two balconies overlooking the pool and lanai. Outside, the tropical landscaping and full western exposure combine to capture those coveted Naples sunsets and a feeling of being on a perpetual vacation. The lanai is a true entertainer’s oasis with a summer kitchen featuring outdoor grill and sink, covered seating with retractable screens, a shell stone paver pool deck with glass railings, gas-heated pool, large party spa with LED accent lighting, sunny seating areas plus an outdoor shower. Additional features include plantation shutters and motorized shades new in 2024, wired for security and exterior cameras, Lutron lighting system, tankless hot water heater, whole house generator plus attached garage designed with room for car lifts.

1140 8th ST S, Naples

Courtesy of John R Wood Properties.

$2,695,000

3 Beds ⋅ 2.5 Baths ⋅ 226028107 MLS ⋅ Olde Naples BLDG.

Fantastic opportunity on 5th Avenue! Experience luxury downtown Naples living in this exceptional residence at 780 Fifth. This open and spacious floor plan features beautiful travertine flooring, elegant crown molding, and a stunning recently updated kitchen with quartz countertops and a large island perfect for entertaining. Offering two private suites plus a generous den with closet that easily converts to a third bedroom (with shared bath), the primary ensuite boasts wide-plank hardwood floors and spa-like comfort. Step outside to your spacious private balcony overlooking iconic 5th Avenue South— your front-row seat to the St. Patrick’s Day Parade, art shows, and spectacular nightly sunsets. Cambier Park is located just behind the building for added green space and events. Residents enjoy a rooftop pool with park and city views, under-building parking, and the ultimate walkable lifestyle. Restaurants, boutiques, galleries, and the beach are all right here. Live where every day feels like a vacation in the heart of Olde Naples.

780 5th AVE S Unit 203, Naples

Courtesy of Gulf Coast International Prop.

$13,500,000

5 Beds ⋅ 6.5 Baths ⋅ 226029919 MLS

Everyone Stops to Take a Picture. There are homes you walk past—and then there are homes that make you stop. Just one house from the beach in the heart of downtown Naples, this exceptional residence has become one of those unmistakable properties that catches the eye of nearly everyone who passes. People stop, admire it, and more often than not, take a picture. Inspired by the owners’ travels throughout the Mediterranean, the architecture is romantic, distinctive and beautifully detailed. At first glance, stately wrought-iron gates crowned with a pineapple finial welcome you to the property. Beyond them, twin limestone staircases gracefully sweep from either side toward the grand front entrance, creating an unforgettable sense of arrival. Look closer and the details become even more captivating: Juliet-style wrought-iron flower boxes, graceful fanlight transoms, open-air terraces, limestone accents and architectural elements reminiscent of a European villa. Then the grand front door opens to a dramatic foyer soaring 24 feet above—revealing that the magnificence of the exterior is only the beginning. It is a first impression you simply don’t forget. No wonder everyone stops to take a picture.

40 5th AVE S, Naples

Courtesy of Coldwell Banker Realty.

$2,700,000

3 Beds ⋅ 3 Baths ⋅ 226029118 MLS

Welcome to your private slice of paradise in the heart of Old Naples! This beautifully renovated 3-bedroom, 3-bath luxury cottage offers the quintessential Naples lifestyle, complete with a stunning waterfall pool and spa, lush mature landscaping, and an unbeatable location just minutes from the best of Old Naples. Positioned on a beautiful, serene street, this exceptional home is just 6 blocks from 5th Avenue South, 4 blocks from 3rd Street South, 7 blocks from the beach and Naples Pier, and moments from Cambier Park. Whether you're strolling to dinner, enjoying a day at the beach, or relaxing poolside at home, everything that makes Naples special is right outside your door. Inside, a sophisticated light-neutral palette, tile flooring throughout, plantation shutters, and a shiplap living room ceiling create a timeless, elevated coastal atmosphere. The beautifully appointed kitchen features high-end KitchenAid appliances and granite countertops, while the spacious primary suite enjoys serene views of the pool, a luxurious bath with dual vanities, and a walk-in closet. The outdoor living space is truly spectacular. The remodeled pool deck surrounds a heated waterfall pool and spa, creating a private resort-style retreat perfect for morning swims, afternoon lounging, and effortless entertaining beneath the Florida sun. Mature palms, lush landscaping, modern landscape lighting, and Rain Bird irrigation enhance the sense of privacy and tranquility. Extensive upgrades provide both luxury and peace of mind, including a 2024 A/C system with raised air handler, tankless water heater, Generac generator, propane tank, whole-home water filtration system, replaced windows, doors and sliders, ADT security system with motion sensors, epoxy-finished garage floor, pool heater, and more. This is more than a beautifully renovated home—it is an opportunity to experience the Old Naples lifestyle at its finest. With world-class dining, shopping, beaches, parks, and entertainment all within easy reach, this exceptional cottage is ready to welcome you home to Paradise. Don't miss your opportunity to own a truly special piece of Old Naples before the season begins!

1135 7th ST S, Naples

Courtesy of Premiere Plus Realty Company.

$5,000,000

226029373 MLS

One or more photo(s) has been virtually staged, AI generated or rendered.

541 3rd ST N, Naples

Courtesy of Douglas Elliman Florida,LLC.

Selling Office: William Raveis Real Estate.

$5,950,000

4 Beds ⋅ 5.5 Baths ⋅ 226026258 MLS

Olde Naples corner-lot estate pairs ultra-luxury design with elite walkability. Dramatic 20ft great room features floor-to-ceiling glass & crystal sphere chandelier. Light-washed oak floors flow into a culinary kitchen with professional gas range & artisan blue beaded statement chandelier. Main-floor primary sanctuary offers direct courtyard access, glass sitting lounge & spa bath with freestanding soaking tub. Upstairs, a sunlit mezzanine loft study overlooks the great room, plus 2 en-suite guest suites and a covered veranda. Detached private guest house with separate entry provides an exclusive retreat or studio. Private tropical courtyard rivals elite resorts, showcasing a pool with cobalt-blue tile spa, triple waterfall wall & loggia with summer kitchen & gas fireplace. Unrivaled walkable lifestyle: 6 blocks to pristine white-sand Gulf beaches, 5 blocks to elite dining/boutiques on 3rd St S & 5 blocks to world-class 5th Ave S shopping.

1011 6th ST S, Naples

Courtesy of Compass Florida LLC. 239-272-6917

$4,750,000

5 Beds ⋅ 5.5 Baths ⋅ 226025231 MLS

Exceptional Olde Naples living in the heart of it all. Ideally located just 5 blocks from Historic Fifth Avenue South, 8 blocks from Third Street South, and minutes to the City Dock, lovely park overlooking the bay across the street, 888 10th Avenue South offers a sophisticated blend of luxury, comfort, and effortless coastal living. The spacious residence features four bedrooms in the main house plus a private guest cabana above the garage, providing an ideal setting for family and guests. Soaring 11-foot ceilings, Legno Bastone flooring, UMI quartz countertops, and a Thermador Professional Series kitchen showcase the home's elevated finishes. Generously sized primary suites and laundry facilities on both levels add exceptional functionality. The outdoor living spaces are designed for quintessential Naples entertaining, with a fully equipped outdoor kitchen, grilling area, gas fireplace, retractable screens, and sun deck surrounding the beautiful pool and raised spa. Three additional balconies offer glimpses of Naples Bay and the surrounding area. A rare opportunity to enjoy the privacy and comfort of a refined Olde Naples residence within easy walking distance of the very best of downtown Naples.

888 10th AVE S, Naples

Courtesy of John R Wood Properties. 239-248-8825

$6,300,000

4 Beds ⋅ 5.5 Baths ⋅ 226024974 MLS

TWO EXCEPTIONAL OPPORTUNITIES. ONE EXTRAORDINARY ADDRESS. Perfectly positioned in the heart of Old Naples, this beautifully reimagined residence offers a rare opportunity to embrace today's luxury lifestyle while investing in tomorrow's possibilities. Just moments from the Gulf beaches, Fifth Avenue South, Third Street South, and the exciting transformation reshaping Downtown Naples, this exceptional property appeals to two distinct buyers: those seeking a sophisticated, move-in-ready luxury home and those who recognize the extraordinary long-term value of one of Old Naples' premier homesites. Thoughtfully reconstructed and beautifully updated, the home blends timeless coastal elegance with comfortable everyday living. Expansive open-concept gathering spaces flow effortlessly from the gourmet kitchen to the indoor and outdoor living areas, creating the perfect setting for everything from intimate family dinners to large-scale entertaining. A private upstairs guest retreat offers exceptional flexibility for extended family, visiting guests, or a secluded home office, while every space has been designed with both comfort and functionality in mind. Equally impressive is the outdoor setting. Unlike many Old Naples properties where the home occupies nearly the entire lot, this residence offers a southern-exposure backyard with room to truly enjoy the Florida lifestyle. Relax beside the pool and spa, envision a custom outdoor kitchen, entertain beneath the stars, or simply enjoy the rare open green space for children, grandchildren, or pets to play. Beyond the property itself lies one of its most compelling attributes; its location at the center of the next chapter of Old Naples. As remarkable new luxury developments, elevated hospitality experiences, world-class dining, boutique shopping, and exciting new destinations continue to redefine the downtown landscape, this already coveted neighborhood is becoming even more desirable. More than simply acquiring a beautiful home, you're investing in one of Old Naples' most coveted locations—offering the rare opportunity to enjoy TWO EXCEPTIONAL OPPORTUNITIES. ONE EXTRAORDINARY ADDRESS.

742 11th AVE S, Naples

Courtesy of Keller Williams Realty Naples.

$1,870,000

2 Beds ⋅ 2 Baths ⋅ 226027036 MLS ⋅ Olde Naples BLDG.

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 and only two blocks from the beach, 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 AVE S Unit 307, Naples

Courtesy of Compass Florida LLC. 239-261-2020

$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 AVE N, Naples

Courtesy of John R Wood Properties.

$5,850,000

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 AVE S, Naples

Courtesy of Coldwell Banker Realty.

Selling Office: Premier Sotheby's Int'l Realty.

$2,775,000

3 Beds ⋅ 3.5 Baths ⋅ 226025430 MLS ⋅ Olde Naples BLDG.

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 AVE S Unit 304, Naples

Courtesy of William Raveis Real Estate.

$22,995,000

6 Beds ⋅ 6.5 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 AVE S, Naples

Courtesy of Gulf Coast International Prop.

$25,000,000

6 Beds ⋅ 7.5 Baths ⋅ 226022104 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. An exceptional opportunity to own a newly constructed estate on one of Olde Naples’ most coveted beach-block streets, just one property from the sugar-sand beaches of the Gulf of America. With Third Street South only moments away, the home’s location offers effortless access to Naples’ finest dining, boutiques, galleries, and the beach—all within an easy walk. Scheduled for completion in 2027, this six-bedroom residence is the collaboration of Beck Architectural Group, acclaimed interior designer Ana Oates, and Kurtz Homes, one of Naples’ most respected custom builders. Together, they have created a home that pairs timeless coastal architecture with refined interiors and meticulous craftsmanship. Offering nearly 7,000 square feet of air-conditioned living space and more than 10,000 square feet under roof, the residence is designed for both elegant entertaining and relaxed everyday living. Expansive walls of glass blur the line between indoors and out, filling the home with natural light and opening to a private outdoor retreat. At its center is a beautifully appointed chef’s kitchen featuring a statement 60-inch La Cornue range, an oversized butler’s pantry, and extensive custom cabinetry. Generous gathering spaces flow effortlessly throughout the home, creating an ideal setting for intimate family living or large-scale entertaining. Outside, the resort-inspired grounds—thoughtfully designed by landscape architect Max Gooding—offer year-round enjoyment with a pool and spa, expansive covered terraces, open-air lounges, a fully equipped outdoor kitchen, and lush tropical landscaping that provides both beauty and privacy. The primary suite offers a tranquil retreat, while five additional guest suites ensure exceptional comfort for family and visitors. Every element of the home has been thoughtfully integrated, from premium materials and architectural detailing to the latest home technology. Few opportunities exist to acquire a newly built residence of this caliber in such an irreplaceable location. Just steps from the Gulf and moments from Third Street South, this is a home defined by exceptional design, enduring quality, and one of the most desirable addresses in Olde Naples.

1100 Gulf Shore BLVD S, Naples

Courtesy of William Raveis Real Estate.

$1,999,999

2 Beds ⋅ 2.5 Baths ⋅ 226025234 MLS ⋅ Olde Naples BLDG.

NEWER CONSTRUCTION + PRIME OLDE NAPLES LOCATION + RENTAL INCOME POTENTIAL! Welcome to Residence #208 at The Mark on 8th, a turnkey-furnished luxury condominium offering a compelling combination of location, lifestyle, and investment potential in the heart of Olde Naples. Built in 2021, The Mark on 8th gives buyers the advantages of newer construction in an established downtown location—just moments from 5th Avenue South, world-class dining, boutique shopping, galleries, entertainment, and Naples’ Gulf beaches. This walkable location is exactly what seasonal and vacation renters seek, helping create strong rental appeal while giving owners the opportunity to enjoy the residence themselves. Residence #208 is one of a limited number of condominium-hotel residences within the community, providing valuable weekly and monthly rental flexibility, subject to association rules and local regulations. With an established rental history and turnkey furnishings included, the residence offers buyers the ability to pursue rental income without the expense and time of furnishing and preparing a property from scratch. The spacious 2-bedroom, 2-bath residence offers approximately 1,756 square feet, desirable southern exposure, an open-concept design, expansive windows, designer finishes, premium lighting, and a private terrace. The gourmet kitchen features high-end appliances, custom cabinetry, and an oversized island ideal for entertaining. Its desirable amenity-level location provides convenient access to The Mark’s resort-style amenities, including a heated pool and spa, expansive sun deck, outdoor kitchen, fire pit, clubhouse, fitness center, sauna, and golf simulator. 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 the rarity of newer construction combined with the character, walkability, and demand of Olde Naples. For investors, the combination is hard to replicate: newer construction, turnkey furnishings, established rental history, flexible rental opportunities, limited condominium-hotel inventory, and a premier downtown Naples location. For owners, it provides the added benefit of enjoying a luxury Naples residence while maintaining the potential to generate income when not in use. The seller will consider flexible purchase terms, including potential seller financing or other mutually acceptable arrangements. Whether your goal is rental income, seasonal use, long-term investment, or a luxury downtown Naples retreat, Residence #208 at The Mark on 8th offers an exceptional opportunity to own in one of Naples’ most sought-after locations.

201 8th ST 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 ST S, Naples

Courtesy of Peake Ventures LLC.

$6,100,000

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 AVE S, Naples

Courtesy of Realty One Group MVP.

Selling Office: William Raveis Real Estate.

$2,295,000

3 Beds ⋅ 2.5 Baths ⋅ 226021276 MLS ⋅ Olde Naples BLDG.

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 AVE S Unit 302, Naples

Courtesy of John R Wood Properties.

$4,995,000

3 Beds ⋅ 3.5 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 pristine Gulf beaches and acclaimed dining, shopping and entertainment of Fifth Avenue South. 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 ideal 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 extraordinary convenient location, this residence represents a rare opportunity to enjoy a luxurious coastal lifestyle and best of Old Naples living.

32 6th ST S, Naples

Courtesy of Premier Sotheby's Int'l Realty.

$3,425,000

226021899 MLS

Lot in Olde Naples.

496 13th AVE S, Naples

Courtesy of NABOR.

Selling Office: William Raveis Real Estate.

$2,250,000

2 Beds ⋅ 2 Baths ⋅ 226018464 MLS ⋅ Olde Naples BLDG.

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 AVE S Unit 302, Naples

Courtesy of Naples Diamond Realty.

Selling Office: Downing Frye Realty Inc..

$6,495,000

5 Beds ⋅ 4.5 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 ST S, Naples

Courtesy of Harbour Point Real Estate Inc..

$9,750,000

4 Beds ⋅ 5.5 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 AVE S, Naples

Courtesy of John R Wood Properties.

$5,750,000

4 Beds ⋅ 4.5 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 AVE S, Naples

Courtesy of Waterfront Realty Group Inc.

Selling Office: Waterfront Realty Group Inc.

$4,950,000

4 Beds ⋅ 4.5 Baths ⋅ 226014208 MLS

(PRICE DECREASE 09/03/26: $5,195,000 - > $4,950,000) || Accented by the warm tones of morning-lit palms, this 2016 West Indies-style home by Jeff Harrell and Associates adds a modern touch to 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 AVE S, Naples

Courtesy of William Raveis Real Estate.

$27,900,000

6 Beds ⋅ 5.5 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.

$6,495,000

4 Beds ⋅ 5.5 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 AVE S, Naples

Courtesy of John R Wood Properties. 239-777-6622

$8,500,000

4 Beds ⋅ 5.5 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 AVE S, Naples

Courtesy of Coldwell Banker Realty.

Selling Office: John R Wood Properties.

$13,995,000

5 Beds ⋅ 6.5 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 AVE S, Naples

Courtesy of Compass Florida LLC. 239-216-6347

$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 AVE N, Naples

Courtesy of Naples Trust Real Estate Servi.

$2,399,500

3 Beds ⋅ 3.5 Baths ⋅ 226014192 MLS ⋅ Olde Naples BLDG.

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 ST S Unit #104, Naples

Courtesy of William Raveis Real Estate.

$2,900,000

4 Beds ⋅ 5.5 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 CT N, Naples

Courtesy of Waterfront Realty Group Inc.

Selling Office: Waterfront Realty Group Inc.

$6,495,000

4 Beds ⋅ 5.5 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 ST S, Naples

Courtesy of Premier Sotheby's Int'l Realty.

$6,950,000

4 Beds ⋅ 4.5 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 DR, Naples

Courtesy of Compass Florida LLC. 239-564-3819

$3,975,000

3 Beds ⋅ 3.5 Baths ⋅ 226009186 MLS ⋅ Olde Naples BLDG.

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 AVE S Unit 2, Naples

Courtesy of Premier Sotheby's Int'l Realty.

Selling Office: John R Wood Properties.

$4,900,000

4 Beds ⋅ 4.5 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 AVE S, Naples

Courtesy of Premier Sotheby's Int'l Realty.

$2,500,000

3 Beds ⋅ 3.5 Baths ⋅ 226006424 MLS ⋅ Olde Naples BLDG.

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 ST S Unit 206, Naples

Courtesy of William Raveis Real Estate.

Selling Office: William Raveis Real Estate.

$3,200,000

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 AVE S, Naples

Courtesy of Coldwell Banker Realty.

$6,592,500

3 Beds ⋅ 3.5 Baths ⋅ 225065717 MLS

A striking custom contemporary residence ideally positioned in one of downtown Naples’ most sought-after neighborhoods.

652 Bougainvillea RD, Naples

Courtesy of Premier Sotheby's Int'l Realty.

Selling Office: John R Wood Properties.

$6,900,000

3 Beds ⋅ 3.5 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 DR, Naples

Courtesy of John R Wood Properties. 239-777-6622

$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 AVE S, Naples

Courtesy of Gulf Coast International Prop.

Selling Office: Douglas Elliman Florida, LLC.

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