Homes for Sale Over $3,500,000 in Olde Naples, Naples, FL

3 Beds ⋅ 4 Baths ⋅ 226033993 MLS ⋅ Olde Naples BLDG.

One or more photo(s) has been virtually staged, AI generated or rendered. A rare Old Naples opportunity offering 0.35 acres and 96 feet of frontage, just a short walk to the beach and the newly completed Four Seasons Resort. Adding to its appeal, the property fronts the Four Seasons golf course, providing an open outlook and no residence directly across the street. MHK Architecture has prepared a report identifying an 8,427-square-foot buildable area and 5,422-square-foot allowable footprint, presenting an exceptional opportunity to create a substantial custom estate in one of Naples’ most coveted locations. The existing 3,016-square-foot residence offers 3 bedrooms plus a den/office, 4 baths, a private pool and spa, and a well-appointed kitchen. Significant improvements completed in 2023 include a new roof, pool heater, HVAC system, water heater, refrigerator and dishwasher, new carpet throughout, kitchen and guest bathroom countertops, and a new guest bathroom off the den. Whether envisioned as a sophisticated renovation or replaced with a new custom residence, this exceptional homesite offers possibilities rarely found in Old Naples. The Gulf beaches and Four Seasons are a short walk away, while 5th Avenue South and 3rd Street South are approximately five minutes by car, placing Naples’ finest dining, boutique shopping, galleries, and downtown amenities within easy reach. Rare land. Exceptional frontage. An open outlook across the Four Seasons golf course. And one of the most coveted locations in Old Naples.

250 S Golf Dr, Naples

$25,900,000

6 Beds ⋅ 11.5 Baths ⋅ 226035214 MLS ⋅ Olde Naples BLDG.

NOW COMPLETE! Commanding a rare western lakefront setting in the heart of Old Naples, this extraordinary new construction estate represents an exceptional achievement in architecture, craftsmanship and sophisticated resort-style living. Encompassing more than 9,400 square feet of interior living space, the residence was conceived as a private retreat where dramatic design and meticulous attention to detail come together effortlessly. Twin infinity-edge reflecting pools create a striking arrival, leading into a soaring two-story great room defined by precision millwork, architectural symmetry and a sculptural floating staircase. The formal dining room is enhanced by a dramatic glass-enclosed wine wall incorporated into bespoke cabinetry, while the chef’s kitchen features Wolf and Sub-Zero appliances, dual Miele coffee stations and a concealed butler’s pantry designed for seamless entertaining. The first-floor primary suite is a private sanctuary unto itself, complete with a dedicated study, two expansive dressing rooms, discreet laundry center and luxurious marble-clad bath with indoor and outdoor showers. Upstairs, five beautifully appointed bedroom suites are joined by a media lounge and concealed club room featuring a full bar and humidor. Equally impressive outdoor spaces were designed to showcase the spectacular western lake views and Naples sunsets. A 60-foot negative-edge pool spans the rear of the residence, with dramatic stepping-stones crossing the water to a sunken firepit lounge. An elevated spa, expansive covered loggia and fully equipped summer kitchen create an extraordinary setting for outdoor living and entertaining. A detached fitness pavilion overlooking the lake provides another remarkable element to this private resort environment. Additional features include an elevator, three laundry stations, commercial-grade sheet ironer, whole-home 60kW generator, comprehensive smart-home technology and a five-car split garage designed with the collector in mind. Created by EMB Custom Homes in collaboration with MHK Architecture, Lotus Construction and Freestyle Interiors, and offered fully furnished, this newly completed lakefront estate presents a rare opportunity to experience exceptional scale, design and craftsmanship in one of Old Naples’ most coveted settings.

616 Bougainvillea Rd, Naples

$12,900,000

5 Beds ⋅ 5.5 Baths ⋅ 226035032 MLS ⋅ Olde Naples BLDG.

Located on an oversized parcel in one of Old Naples’ most walkable residential enclaves, this newly constructed estate blends British West Indies architecture with uncompromising modern performance. Encompassing 5,449 square feet of interior living space, the residence was designed by MHK Architecture, built by Lotus Construction, and furnished by Freestyle Interiors - all under the direction of New England-based developers EMB Custom Homes. The layout is anchored by two full primary suites, one on each level - making the home ideal for multigenerational living or extended guest accommodations. The second floor is dedicated entirely to a private owner’s retreat, featuring a large bedroom, lounge-style family room, private fitness area, and dual balconies overlooking the manicured grounds. A total of five oversized bedrooms and six bathrooms are complemented by two laundry centers, a three-car split garage, and elevator access to all levels. Each bath is outfitted with Toto Neorest 700 intelligent toilets. The open living spaces are framed by custom millwork, generous ceiling heights, and seamless transitions to the outdoors. The chef’s kitchen features a full Wolf/Sub-Zero appliance suite, Miele coffee stations on both levels, and ample storage integrated into clean-lined cabinetry. Adjacent dining and living areas open directly to the custom pool and sunken spa, designed for both privacy and function. A full smart home automation system governs lighting, audio, HVAC, and security. Other features include custom closets throughout, a full-home generator, and mature landscaping designed to provide privacy while preserving the homes connection to its Old Naples setting. The gulf beaches, Fifth Avenue, and Third Street South’s dining and shopping are all within easy walking or biking distance - placing this property in a prime position for those seeking both proximity and discretion.

501 7th N Ave, Naples

$5,950,000

3 Beds ⋅ 3 Baths ⋅ 226034533 MLS ⋅ Olde Naples BLDG.

A beach bungalow in the heart of Old Naples, this charming three-bedroom, two-bath residence sits on an expansive 150-by-100-foot corner lot just three blocks from the Gulf. Surrounded by mature trees and lush landscaping, the property offers a wonderful sense of privacy while capturing the relaxed, timeless character of coastal Naples. The home is filled with natural light and offers inviting indoor-outdoor living, providing an opportunity to enjoy the property as it is, thoughtfully reimagine the existing residence or take advantage of the generous homesite to create a new custom home. Ideally at the corner of Third Street North and Fourth Avenue North, 444 Third Street North places the beach, Fifth Avenue South and Third Street South all within easy reach.

444 3rd N St, Naples

$5,299,000

3 Beds ⋅ 2 Baths ⋅ 226033966 MLS ⋅ Olde Naples BLDG.

This Old Naples Dolphin Cottage was built in 1935 and has been meticulously restored to reflect the owner's love of historic Old Naples. The home is a blend of classic and fresh design ideas, with tongue and groove ceilings, wide plank wood flooring and updated baths that are aglow with vibrant and classic colors. The rear porch that overlooks the freeform pool and lushly landscaped rear yard is a comfortable oasis to relax and unwind after a long day enjoying all Naples has to offer. Naples pristine beaches and the world-class dining and nightlife of Third Street South are just a short distance away. A unique home that brings you back to a bygone era and timeless charm of Old Naples.

244 11th S Ave, Naples

$6,495,000

4 Beds ⋅ 5 Baths ⋅ 226031105 MLS ⋅ Olde Naples BLDG.

BRAND-NEW 2026-BUILT LUXURY ESTATE—JUST COMPLETED AND NEVER LIVED IN—in the heart of OLDE NAPLES, about half a mile from the GULF BEACHES and less than 1 mile from 5TH AVENUE SOUTH dining, shopping and entertainment. The WEST-FACING POOL AND OUTDOOR LIVING AREA enjoy beautiful sunsets and optimal natural light/sunlight. Offering 4,730 SQ FT UNDER AIR, this modern coastal home features 4 bedrooms, 2 dens—including an upstairs loft/family room—5 baths, dual laundry rooms and a 3-CAR GARAGE. Highlights include HURRICANE-IMPACT WINDOWS, a METAL ROOF, soaring ceilings, wood beams, shiplap, a floating wood-and-glass staircase and two-story foyer. The chef’s kitchen offers quartz counters, white cabinetry, wood accents and a walk-in pantry. Fully pocketing sliders open to a RESORT-STYLE POOL AND SPA, entertainment deck, summer kitchen, covered lounge and outdoor fireplace. The MAIN-LEVEL PRIMARY SUITE features pool access, dual walk-in closets and a spa-like bath with soaking tub and oversized dual-entry shower. Upstairs, the loft with wet bar opens to a balcony. Near Third Street South, Venetian Village and Waterside Shops, the home is served by the A-RATED COLLIER COUNTY SCHOOL DISTRICT.

135 7th N St, Naples

$8,250,000

4 Beds ⋅ 4.5 Baths ⋅ 226028668 MLS ⋅ Olde Naples BLDG.

Ideally located in the heart of Olde Naples, just three blocks from the Gulf, this striking contemporary residence pairs innovative architectural design with exceptional finishes and effortless indoor/outdoor living. Set along one of Olde Naples’ most picturesque streets, north of Central Avenue and surrounded exclusively by single family homes, the property enjoys a lush, private setting with the added convenience of alley access. Built by respected luxury homebuilder Build., the residence showcases exceptional craftsmanship and thoughtful design throughout. Southern exposure fills the interiors with natural light, while soaring ceilings and expansive walls of glass create a bright, open atmosphere. The great room flows seamlessly to the outdoor living areas, creating an ideal setting for both everyday living and entertaining. The chef’s kitchen features sleek Italian cabinetry, premium Miele and Liebherr appliances, a built in coffee system, wine refrigeration, and an oversized island. Upstairs, the spacious primary suite offers a spa inspired bath with a freestanding soaking tub, oversized shower, and private outdoor shower. Three additional guest suites, each with an en-suite bath, provide comfortable and private accommodations for family and guests. Outside, the resort style pool and spa feature cascading water elements, a sun shelf, and LED lighting, all surrounded by lush landscaping for exceptional privacy. The covered lanai is designed for year-round entertaining with an outdoor kitchen, built in grill and refrigerator, roll down screens, fireplace, fire pit, and media lounge. A refined Olde Naples residence offering distinctive architecture, exceptional craftsmanship, and an outstanding location just moments from the Gulf, beaches, dining, and shopping.

376 1st N Ave, Naples

$6,450,000

4 Beds ⋅ 5.5 Baths ⋅ 226028669 MLS ⋅ Olde Naples BLDG.

Masterfully conceived and completed in 2025, this extraordinary Olde Naples residence represents the pinnacle of contemporary coastal design. Created by the acclaimed architectural team at H-Level in partnership with internationally recognized designers and expertly built by Alair Homes of Olde Naples, the home delivers an uncompromising blend of architectural excellence, refined craftsmanship, and effortless luxury. Just a few blocks from the Gulf's pristine beaches and within walking distance of the boutiques, galleries, and renowned restaurants of both 5th Avenue South and 3rd Street South, the location is simply unmatched. Designed for both everyday living and grand-scale entertaining, the residence encompasses nearly 4,000 square feet of thoughtfully designed interior living space and more than 5,200 square feet overall. Four spacious bedroom suites are complemented by a private office featuring custom built-ins, while six beautifully appointed bathrooms provide exceptional comfort for family and guests. The oversized 2½-car garage offers ample room for additional storage, a golf cart, or a Moke. A dramatic two-story entry introduces the home's striking architectural character, where soaring ceilings, a sculptural floating staircase, and walls of floor-to-ceiling impact glass create an immediate sense of openness and sophistication. Sunlight pours into the expansive great room, highlighting imported European flooring, clean contemporary lines, and a calming palette of warm neutral finishes. At the heart of the home, the designer kitchen combines sleek European styling with professional-grade Miele and Liebherr integrated appliances, creating an elegant space equally suited for everyday living and entertaining. The indoor living areas extend effortlessly to a spectacular private outdoor retreat designed for year-round enjoyment. A heated resort-style pool and spa are complemented by a custom water feature, expansive covered living areas, and a fully equipped summer kitchen, creating the ultimate setting for entertaining or relaxing in complete privacy. Occupying an oversized 84-by-115-foot corner homesite, the property is enveloped by lush tropical landscaping that enhances both beauty and seclusion. This exceptional residence presents a rare opportunity to enjoy a brand-new architectural showpiece in one of Naples' most desirable neighborhoods, where world-class beaches, fine dining, luxury shopping, and vibrant cultural attractions are all just moments from your front door.

788 7th N Ave, Naples

$6,290,000

4 Beds ⋅ 4.5 Baths ⋅ 226032568 MLS ⋅ Olde Naples BLDG.

In the heart of Old 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, a 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 Old 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 S St, Naples

$6,250,000

4 Beds ⋅ 4 Baths ⋅ 226031870 MLS ⋅ Olde Naples BLDG.

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

$8,995,000

4 Beds ⋅ 5.5 Baths ⋅ 226031431 MLS ⋅ Olde Naples BLDG.

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, and a private water closet. 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 S Ave, Naples

$14,500,000

5 Beds ⋅ 6.5 Baths ⋅ 226031429 MLS ⋅ Olde Naples BLDG.

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

Homes for Sale in Olde Naples, Naples, FL Over $3,500,000

All Olde Naples, Naples, FL Homes for Sale Over $3,500,000

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