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247 6th ST N, Naples
$12,900,000
3 Beds ⋅ 2.5 Baths ⋅ 226041498 MLS
A RARE 0.785-ACRE LEGACY ESTATE IN THE HEART OF OLDE NAPLES?.The property's lush landscaping and relaxed sophistication evoke the timeless elegance and ambiance of St. Barts. Offered for the first time in its history, 247 6th Street South presents a truly exceptional opportunity to acquire one of Olde Naples' most distinctive properties. Encompassing approximately 0.785 acres, this remarkable estate combines a charming renovated residence, magnificent established tropical gardens, an extraordinary collection of sculptures and statuary, and exceptional privacy, all within walking distance of 5th Avenue South, the Gulf of Mexico, and the Four Seasons Resort. The residence features three bedrooms, a dedicated office, inviting living and dining areas, and an open kitchen flowing seamlessly into the family room and covered outdoor living space. Expansive retractable, high-impact sliding glass doors create an effortless indoor-outdoor lifestyle, with the gardens providing a spectacular backdrop throughout. Additional features include a swimming pool, a separate sculpture-centered water feature, a two-car garage with substantial storage, and a whole-house generator. An additional vacant parcel across the alley is included in the offering, providing enhanced privacy, flexibility, and future potential. Notably, the property is located above the designated flood zone and has never experienced flooding. A truly irreplaceable offering distinguished by its extraordinary land, mature tropical gardens, significant art collection, privacy, and premier Olde Naples location. An exceptional opportunity to preserve this remarkable estate or create a magnificent new legacy on one of Naples' most distinctive landholdings.

247 6th ST N, Naples

Courtesy of Compass Florida LLC. 239-273-8374

1441 Gulf Shore BLVD S, Naples
$9,900,000
5 Beds ⋅ 5.5 Baths ⋅ 226036352 MLS
Intricate architectural details and exquisite finishes define this distinctive three-story residence in the heart of Olde Naples, just one block from the Gulf’s pristine shoreline. Offering five bedrooms plus a den, the home features thoughtfully designed living spaces across three levels, with Gulf views adding to its coveted costal setting. On the first level, a covered lanai, shimmering pool, and fully updated outdoor kitchen create an inviting setting for entertaining, framed by tranquil lake views. The second and third levels feature beautifully appointed bedrooms and grand living spaces, complemented by distinctive architectural details and unique finishes throughout. The expansive kitchen showcases an elegant Cristallo quartzite island with a waterfall edge and an extended quartzite backsplash. Crowning the residence, a rooftop entertainment deck offers an inviting setting for gathering beneath the stars or enjoying the coastal breeze. Ideally situated near the world-class shopping and dining of Fifth Avenue South and Third Street South, this remarkable residence captures the charm and character of the coveted Olde Naples lifestyle.

1441 Gulf Shore BLVD S, Naples

Courtesy of Harbour Point Real Estate Inc..

411 Palm CIR E, Naples
$18,995,000
5 Beds ⋅ 6.5 Baths ⋅ 226040608 MLS
Experience the pinnacle of turnkey quiet luxury in this newly constructed estate in the heart of Olde Naples. Masterfully built by Equinox Construction Company, with architecture by Stofft Cooney and bespoke interiors by Beasley & Henley, this designer furnished home showcases unparalleled quality craftsmanship. The over 6,100 sq ft expansive layout features 5 bedrooms, each with an ensuite luxuriously appointed bathrooms, plus 2 half baths. At the heart of the home is a chef’s kitchen equipped with top-tier, high-end appliances, an expansive prep island, and an adjacent pantry for discreet hosting and abundant storage. Designed for effortless entertaining, the residence boasts an impressive clubroom with a beautifully appointed bar that showcases a full wall of backlit Cristallo stone and distinct lounging area, an elevator, and a 4-car garage. Wall-to-wall glass transitions seamlessly to a resort style covered outdoor living space expanding your footprint, anchored by a custom outdoor kitchen, al fresco dining area, and a striking fireplace set against a backdrop of tranquil long lake views. Offering the ultimate location, this estate is steps from sugar-sand Gulf beaches, the historic Naples Pier, and world-class dining and boutiques on Fifth Avenue South and Third Street South and the Four Seasons Resort. This home is a must see.

411 Palm CIR E, Naples

Courtesy of Waterfront Realty Group Inc.

33 3rd ST S, Naples
$5,500,000
4 Beds ⋅ 4.5 Baths ⋅ 226040276 MLS
British Cayman–inspired architecture, fresh interiors, and a coveted Old Naples location come together at this beautifully remodeled residence. Just three blocks from the Gulf beaches and five blocks north of Fifth Avenue South, the home places shopping, dining, and days by the water within easy reach. The property remained free of water intrusion during both Hurricanes Ian and Milton. Set behind lush landscaping and a circular paver driveway, custom mahogany doors open to a spacious great room with views across the pool and tropical terrace. French oak flooring, a soft neutral palette, and carefully selected designer finishes bring warmth and continuity throughout the two-story layout, which includes four bedrooms, three full baths, and two half baths. The main-level primary suite features two walk-in closets and a beautifully appointed bath. A generous kitchen with premium appliances and a gas cooktop provides plenty of space to prepare meals and gather, while the outdoor kitchen makes alfresco entertaining equally inviting. Andersen impact windows and doors add to the home’s thoughtful appointments. Outside, the private heated pool and spa anchor a lush retreat with room for lounging, dining, and hosting friends. From quiet mornings on the terrace to beach afternoons and evenings on Fifth Avenue South, this home offers an effortless way to enjoy the Old Naples lifestyle.

33 3rd ST S, Naples

Courtesy of John R Wood Properties.

770 Park ST, Naples
$5,560,000
4 Beds ⋅ 4.5 Baths ⋅ 226034566 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to 770 Park Street, an architectural masterpiece built by Lotus Builders and designed by MHK Architecture. Perfectly positioned in one of the most highly sought after pockets of Olde Naples, this modern coastal retreat sits just a stone’s throw from the world-class dining and designer shopping of 5th Avenue South, and a short, scenic stroll just six blocks from Naples’ pristine, powder-sand beaches. Exuding sophisticated elegance, the home opens into a sun-drenched natural light sanctuary defined by towering 20-foot ceilings and a flawless open-concept design. Crafted for the culinary enthusiast, the chef’s kitchen serves as the home's centerpiece, boasting a premium six-burner Wolf gas cooktop with double ovens, Sub-Zero refrigeration, Ruffino custom wood cabinetry, and a spectacular oversized entertaining island. The main level is anchored by a luxurious downstairs primary suite, offering a peaceful escape with direct views of the stunning outdoor oasis—complete with a custom flowing water wall, a pristine pool, and a private spa. Ascend the stairs to find an open-to-below wow factor loft room equipped with a mini-refrigerator bar area, serving as an additional entertainment hub for family and guests. The upstairs layout features three generous en-suite guest bedrooms, each outfitted with custom California Closets, and a sprawling, west-facing balcony. Positioned directly in front of a tranquil lake, the property guarantees backyard tree and hedge privacy while offering unobstructed, front-row seats to Florida's legendary golden sunsets. Live the quintessential Naples lifestyle where a vibrant coastal energy right outside your front door meets an inviting peace upon entry into this seaside sanctuary. Take in the Olde Naples neighborhood known for it's golf-cart drivers galore, dog walkers, tennis across the way, and the walkability to the unparalleled charm of both 5th Avenue South and 3rd Street South. Whether envisioned as a full-time residence, a seasonal escape, or a premier investment opportunity, 770 Park Street represents Florida's luxury living at its absolute finest.

770 Park ST, Naples

Courtesy of Compass Florida LLC. 239-832-0812

1980 Gordon DR, Naples
$6,488,000
3 Beds ⋅ 3.5 Baths ⋅ 226040017 MLS
Excellent investment opportunity in one of the best locations in Old Naples. Recently updated with new flooring, appliances, washer, dryer, air conditioning, and pool equipment. Your new home is ready to use and enjoy this season. The home has beautiful natural light and contemporary design. A few steps from the beach, bike path and Third Street South amenities for your pleasure. This more than 3,100 square foot home under air, has everything you need. Three en-suite bedrooms along with a loft bedroom/office overlooking the pool. Plenty of live, work, and play areas, inside and outside spaces to entertain and relax. The kitchen and great room have terrific light and many seating areas with access to the outside patios and pool. The living room has soaring fifteen foot ceiling with views to the pool and the beautifully landscaped yard. Lush landscaping surrounds the home and a pond water feature, allow for beauty and privacy.

1980 Gordon DR, Naples

Courtesy of Waterfront Realty Group Inc.

597 3rd ST N, Naples
$9,450,000
6 Beds ⋅ 6.5 Baths ⋅ 226039858 MLS
A hidden retreat in the heart of Old Naples. At the end of a quiet, dead-end street shared by just four properties, this exceptional lakefront residence offers a rare combination of privacy, tranquility and proximity to Naples most celebrated destinations. Custom built in 2013 and offered for sale for the first time, the home is thoughtfully set back from the street, creating a secluded sanctuary just moments from the beach, Four Seasons and the charm of downtown Naples. Designed for gracious entertaining and everyday comfort, the residence features four en-suite guest bedrooms, a spacious primary suite, private office and additional loft area. The outdoor living experience is equally captivating, with a covered lanai, pool and spa overlooking the peaceful lake, a charming koi pond and private dock. One of the property's distinctive features is its detached guest suite, complete with a bedroom, full bath and kitchenette. This thoughtfully designed accommodation offers exceptional flexibility for visiting family, extended guests or live-in staff, providing privacy and independence from the main residence. With only four properties along this secluded stretch of Third Street North, opportunities to own in this intimate lakefront setting are exceptionally limited. A unique offering, combining the serenity of a private waterfront retreat with the convenience of Old Naples living.

597 3rd ST N, Naples

Courtesy of Premier Sotheby's Int'l Realty.

355 7th AVE S, Naples
$8,995,000
4 Beds ⋅ 4.5 Baths ⋅ 226035044 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Ideally situated on a peaceful street in the heart of Old Naples, this newly built custom home by London Bay is just three blocks from the beach and steps from the exceptional shopping and dining of 5th Avenue South and 3rd Street South. An open floor plan highlights luxurious finishes, thoughtful design, and meticulous attention to detail throughout. The spacious kitchen features a 13-foot island, an expansive walk-through pantry, and a striking combination of rift oak and high-gloss white cabinetry, complemented by wide-plank oak floors. An open formal dining room and generous great room with a bar flow seamlessly through pocketing sliding glass doors to the covered outdoor living area. Designed for entertaining and relaxation, the private outdoor retreat offers a fireplace, outdoor kitchen, automated screens, pool, tranquil pond and water feature, and a beautifully appointed garden shower, all surrounded by tropical landscaping. Upstairs, two guest suites and a comfortable bonus room accompany the primary suite, which features two walk-in closets and a private balcony overlooking the lush rear yard. Additional amenities include a two-and-a-half-car garage, elevated generator and air-conditioning units, tankless water heaters, and natural gas service.

355 7th AVE S, Naples

Courtesy of London Bay Realty Inc..

167 4th ST N, Naples
$7,995,000
3 Beds ⋅ 3.5 Baths ⋅ 226036927 MLS
Located on a quiet street in the heart of Old Naples, this exceptional custom home by London Bay pairs timeless architecture with exquisite interiors by Romanza Interior Design. Completed in 2020, the residence showcases meticulous craftsmanship and distinctive details, including an arched glass front door, a faux Juliet balcony, decorative medallions, copper gutters, gas lanterns, and a mitered tile roof, all framed by beautifully maintained landscaping. Venetian plaster extends throughout the first floor, where a thoughtfully designed kitchen, butler’s pantry with wet bar, spacious great room, and formal dining area are enhanced by custom built-ins. The luxurious primary suite offers direct access to the rear yard, two custom walk-in closets, and a beautifully appointed bath. Upstairs, two guest suites, a study that accommodates additional sleeping space, and a loft opening to a generous covered balcony provide inviting spaces for family and guests. The private rear yard offers a vibrant, landscaped retreat with casual seating, alfresco dining beneath an illuminated trellis, and an intimate fire pit area. Additional features include automated shutters and screens, elevated generator and air-conditioning units, tankless water heaters, natural gas service, and an air-conditioned garage with a car lift and adjacent storage closet. An exceptional opportunity to enjoy Old Naples living, close to the beach and downtown’s celebrated shopping and dining.

167 4th ST N, Naples

Courtesy of London Bay Realty Inc..

530 1st Ave N, Naples
$6,795,000
3 Beds ⋅ 4.5 Baths ⋅ 226038580 MLS
A private sanctuary of timeless elegance, where thoughtful architecture and tranquil outdoor living come together in one of Old Naples’ most desirable settings. Custom-built by Waterside Builders for its original owners, this beautifully appointed residence offers three bedrooms plus a den, blending sophisticated design with effortless coastal comfort. Refined interiors and inviting living spaces create an atmosphere of understated elegance throughout. Two distinct outdoor living areas offer exceptional opportunities for relaxation and entertaining, complemented by a peaceful pool setting that serves as a private retreat surrounded by tropical beauty. An air-conditioned three-car garage, discreetly accessed from the rear alley, provides exceptional convenience while preserving the home's attractive streetscape. Ideally on a high-and-dry homesite within Flood Zone X500, outside the high-risk Special Flood Hazard Area, this exceptional property offers an additional measure of peace of mind. Located along coveted First Avenue North, the residence provides convenient access to Naples’ pristine beaches, world-class dining and the celebrated boutiques of Fifth Avenue South and Third Street South. A distinctive opportunity to experience the charm, privacy and effortless lifestyle of Old Naples.

530 1st Ave N, Naples

Courtesy of Premier Sotheby's Int'l Realty.

365 5th AVE S Unit 305, Naples
$2,100,000
2 Beds ⋅ 2 Baths ⋅ 226038572 MLS ⋅ Olde Naples BLDG.
Live in the heart of Fifth Avenue South, where Naples' celebrated dining, upscale boutiques and vibrant downtown atmosphere are just outside your door. Perfectly positioned along one of the city's most recognized destinations, this turnkey furnished, two-bedroom, two-bath condominium offers a front-row perspective of the avenue below. The spacious, south-facing balcony is a highlight of the residence, offering a sun-filled setting to enjoy morning coffee, alfresco dining or an evening overlooking the activity along Fifth Avenue South. Inside, an updated kitchen features stone countertops and stainless-steel appliances, while renovated baths complement the furnished interiors. Two assigned parking spaces provide added convenience in this sought-after downtown location. Go downstairs to explore an array of restaurants, sidewalk cafes, galleries and boutiques or go approximately two blocks to Naples' Gulf beaches. The distinctive shopping and dining of Third Street South are also a short bicycle, golf cart or car ride away

365 5th AVE S Unit 305, Naples

Courtesy of Premier Sotheby's Int'l Realty.

636 13th AVE S, Naples
$9,900,000
4 Beds ⋅ 5.5 Baths ⋅ 226036618 MLS
Custom built and designed by Harrell & Co., this architecturally distinctive residence stands apart in Old Naples, showcasing clean lines, dramatic ceiling details, and expansive floor-to-ceiling glass. Situated on one of the area’s most desirable streets, just blocks from 3rd Street South and the Gulf’s white sand beaches, the home features four en-suite bedrooms, two powder rooms, a private den, and a separate casita. The open-concept interior blends thoughtful architecture with refined finishes, including bespoke cabinetry and millwork, Wolf and Sub-Zero appliances, and European oak flooring. Walls of glass connect seamlessly to the outdoor living area, complete with a summer kitchen, pool, and spa. An oversized lounging area with artificial turf and southern exposure provides an ideal setting for enjoying the Florida sunshine. Additional highlights include a Lutron lighting system, motorized shades, private elevator, dry bar with both bar and wine fridges, whole-house 48 kW generator, natural gas, and electric roll-down screens and shutters. All three garages are air-conditioned and with alley access. A rare combination of architectural distinction, exceptional functionality, and refined coastal living in the heart of Old Naples.

636 13th AVE S, Naples

Courtesy of Gulf Coast International Prop.

405 7TH AVE N, Naples
$6,750,000
4 Beds ⋅ 4.5 Baths ⋅ 226037076 MLS
An extraordinary expression of modern coastal luxury, this architecturally striking residence enjoys an enviable location just two blocks from the pristine shores of the Gulf. Conceived through the creative collaboration of Integral Builders, Lotus Architecture, and L1 Design, this exceptional two-story home offers 4,100 square feet of beautifully curated interiors, where sophisticated design, dramatic architectural elements, and effortless indoor-outdoor living come together in perfect harmony. Originally created as a model residence, the home showcases an impressive collection of designer finishes and distinctive details throughout. A spectacular entry reveals soaring 22-foot ceilings, expansive walls of glass, and an abundance of natural light, establishing an immediate sense of grandeur. The dramatic great room, anchored by a statement fireplace and architectural feature wall, flows seamlessly into an elegant dining area and a stunning chef’s kitchen appointed with premium Wolf and Sub-Zero appliances, a magnificent waterfall-edge island, custom cabinetry, and a generous walk-in pantry. The thoughtfully designed main level includes a luxurious primary retreat featuring distinctive shiplap ceiling accents, dual closets, a spa-inspired bath, and private terrace access. An additional guest suite and a beautifully appointed study with sliding barn doors provide exceptional comfort and versatility. Upstairs, two spacious en-suite guest bedrooms are complemented by an inviting loft lounge and a private balcony overlooking the resort-style outdoor living area. Designed for year-round enjoyment and exceptional entertaining, the outdoor sanctuary features a covered lanai, inviting fireplace, fully equipped summer kitchen, and a spectacular pool and spa surrounded by lush tropical ambiance. A rare four-bay garage offers outstanding flexibility for automobile enthusiasts, recreational vehicles, or additional storage. Combining timeless architectural sophistication with the relaxed elegance of Naples coastal living, this remarkable residence presents an exceptional opportunity to enjoy refined luxury just moments from the beach, Four Seasons as well as 5th Avenue and 3rd Street renowned for its fine dining and shopping.

405 7TH AVE N, Naples

Courtesy of John R Wood Properties.

757 Broad CT S, Naples
$5,757,000
4 Beds ⋅ 3 Baths ⋅ 226036320 MLS
Welcome to The Palm House Old Naples | New Construction | Private Guest Casita Welcome to The Palm House, a stunning new-construction residence in the heart of Old Naples, where timeless coastal charm meets sophisticated luxury. Thoughtfully designed and crafted with the finest materials, this exceptional four-bedroom, three-bath residence showcases impeccable craftsmanship, elegant finishes, and beautifully curated living spaces designed for both refined everyday living and effortless entertaining. Luxurious marble tile and countertops throughout the kitchen and bathrooms add a timeless elegance, complementing the home's sophisticated coastal aesthetic. A private casita offers an inviting retreat for visiting family and friends, complete with a thoughtfully designed morning bar and evening cocktail area—the perfect setting for leisurely mornings and sunset gatherings. Designed for the ease and elegance of Old Naples living, the property features a welcoming circular driveway ideal for convenient arrivals and effortless golf cart living, along with an enclosed garage discreetly accessed from the alleyway, providing secure and convenient parking for your vehicle. Ideally situated in one of Naples’ most coveted neighborhoods, The Palm House is next door to the newly opened, prestigious Four Seasons Resort Naples Beach Club, placing world-class hospitality, pristine beaches, acclaimed dining, charming boutiques, art galleries, and the vibrant energy of downtown Naples just moments away. Seamless indoor-outdoor living, exceptional materials, and impeccable craftsmanship capture the very best of the quintessential Old Naples lifestyle. Located in an X500 flood zone, this remarkable property presents a rare opportunity to own a newly constructed, beautifully appointed residence with a private guest retreat in one of Naples’ most desirable locations. The Palm House—where timeless coastal elegance meets the extraordinary Old Naples lifestyle.

757 Broad CT S, Naples

Courtesy of Compass Florida LLC. 847-913-6665

473 1st AVE S, Naples
$6,995,000
4 Beds ⋅ 5.5 Baths ⋅ 226019494 MLS
This exceptional Old Naples custom estate is was recently remodeled by Judith Liegeois Design. Showcasing sleek architectural elements, an open floor plan and enhanced through extensive upgrades, this residence epitomizes refined coastal living. Spanning 3,240 square feet under air and 4,872 total square feet, the residence offers five spacious bedrooms and five-and-a-half bathrooms. Every detail has been thoughtfully curated, from the striking modern staircase and pocketing sliders to the detailed crown moulding, oversized baseboards, and elegant wood coffered and tray ceilings. The gourmet kitchen features stainless steel appliances and custom triple-tier cabinetry with glass inserts. Custom wood and tile flooring, along with seamless indoor-outdoor transitions created by pocket sliding doors enhance the home's ambiance. The upper level includes a stylish wet bar and three ensuite guest bedrooms. The outdoor living area is a private tropical oasis, while the lanai features a resort-style pool and spa, an outdoor kitchen with BBQ, a generous seating area, and lush tropical landscaping. Just moments from Fifth Avenue South’s world-class dining, shopping, and white-sand beaches that make Naples one of Florida's most coveted destinations.

473 1st AVE S, Naples

Courtesy of Gulf Coast International Prop.

501 2nd AVE N, Naples
$8,995,000
4 Beds ⋅ 5 Baths ⋅ 226034117 MLS
Perfectly positioned on one of Old Naples’ most sought after, mahogany-lined avenues, this coastal casual masterpiece delivers over 5,000 square feet of refined, effortless luxury living. Classic, timeless, and exquisitely finished, the light-filled open floor plan showcases a stunning great room designed for elevated entertaining. Built in 2015, this meticulously maintained residence lives better than new, featuring wide-plank wood flooring, plantation shutters, and a gourmet chef’s kitchen appointed with Wolf and Sub-Zero appliances. The indulgent, 1,000+ square foot primary suite offers a serene sitting area, an expansive walk-in closet, a morning kitchen, dual water closets, and a private covered balcony overlooking the manicured grounds. A spacious ground floor VIP suite provides flexibility for a main-level primary, and the home includes provisions for a future elevator. Thoughtfully designed with abundant storage, extensive built-ins, and two laundry rooms, the home blends practicality with sophistication. Lush tropical landscaping, palms, and curated flower and herb gardens create a tranquil backdrop for the sun-drenched pool and spa. Moments to the beach and the best of Old Naples, this exceptional residence embodies luxury living at its finest.

501 2nd AVE N, Naples

Courtesy of Gulf Coast International Prop.

442 Central AVE, Naples
$3,250,000
2 Beds ⋅ 2 Baths ⋅ 226034990 MLS
LOCATION LOCATION LOCATION !! This charming shabby chic cottage-style residence on a spacious .22-acre lot is in the X-500 ZONE as confirmed by the GIS FEMA MAP and located 4 BLOCKS from the BEACH, 5 blocks to 5th Ave, 2 blocks to the library, 7 blocks to the new Gulfshore Playhouse and presents an exceptional opportunity for INVESTORS and BUILDERS seeking a site for a thoughtfully designed Luxury residence WITH NO HOA RESTRICTIONS. NO FLOODING from hurricane Irma, Ian or Milton makes this a solid investment opportunity for its REDEVELOPMENT potential. Build a spacious DREAM home with seamless indoor-outdoor living, and architectural details that capture the COASTAL LIFESTYLE located at the heart of the Naples renown Cultural Center and Art District. ROOM FOR A POOL and it's walkable to almost everything! Whether developing for resale or creating a private personal retreat with seasonal income, this is your opportunity! Central Ave offers ample street parking for overflow guests, short walk to boutiques, restaurants, and entertainment with a hospital conveniently located approximately a quarter mile away. Bring your Architect, Builder, or renovation vision to explore both paths: new construction or an income-producing Coastal Retreat. Schedule your private showing today!

442 Central AVE, Naples

Courtesy of Achieve Realty LLC.

275 Gulf Shore BLVD N, Naples
$39,000,000
226032729 MLS
Discover the exceptional opportunity to design and build a custom beachfront residence on this expansive Gulf-front property featuring approximately 190 feet of beach frontage—one of the most significant parcels in the heart of Old Naples. Perfectly positioned along the sugar-sand shores of the Gulf, this oversized lot offers the ideal canvas for designing a world-class estate that embodies the best of Naples’ coastal lifestyle. The exceptional lot depth and width provide ample space for a grand architectural statement—complete with lush tropical landscaping, an impressive pool, and generous outdoor living and entertaining areas to capture the essence of indoor-outdoor living. Residents will relish the tranquil sound of waves, spectacular sunsets, and the gentle Gulf breezes that define this rare seaside setting. Situated on Gulf Shore Boulevard, this address represents the pinnacle of Naples exclusivity—just moments from the renowned Third Street South and Fifth Avenue South districts, offering fine dining, boutique shopping, and vibrant cultural experiences. The property is also located within close proximity to the new Four Seasons Naples Beach Club, further enhancing its prestige and desirability. Whether envisioned as a modern architectural masterpiece or a timeless coastal retreat, this unparalleled site presents an opportunity to craft a true legacy home in one of Naples’ most coveted beachfront locations.

275 Gulf Shore BLVD N, Naples

Courtesy of William Raveis Real Estate.

680 8th AVE S, Naples
$4,995,000
3 Beds ⋅ 3 Baths ⋅ 226032348 MLS
Experience rare coastal charm and modern sophistication at the iconic Captain Parker House, ideally located within walking distance of 5th Ave S, 3rd St S, Cambier Park, and the beach. Meticulously restored throughout, the residence showcases old-growth heart pine flooring, shiplap detailing, whimsical designer tile, a freestanding soaking tub, and a bespoke fireplace surfaced in hand-picked oyster shells. The gourmet kitchen is appointed with a French Lacanche gas range, Sub-Zero refrigerator, and built-in wine cooler. Structural and mechanical updates include impact-resistant glass, a standing seam metal roof, Hardie board siding, and a whole-house backup generator. Outside, lush grounds host a grotto pool nestled amid a mature canopy of a 50-foot Royal Poinciana, coconut palms, banana trees, coffee plants, and flowering gardenias.

680 8th AVE S, Naples

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

1963 Gulf Shore BLVD S, Naples
$16,990,000
6 Beds ⋅ 7.5 Baths ⋅ 226034183 MLS
Quietly situated at the southernmost end of Gulf Shore Boulevard South, directly across from beach access, this exceptional Olde Naples estate is a true crown jewel, spanning more than one-half acre. Designed by John Cooney of Stofft Cooney Architects and meticulously refurbished throughout, the residence reflects uncompromising craftsmanship and timeless sophistication and can be acquired turnkey furnished for immediate occupancy. From the moment of arrival, the home makes a lasting impression. Flickering gas lanterns, a gracious front porch, and classic symmetrical architecture accented by exquisite millwork create an inviting sense of elegance. Inside, refined finishes abound, including mahogany front doors, rift-sawn white oak flooring, and a striking vaulted ceiling detail upon entry. The living room’s balanced symmetry and detailed millwork flow seamlessly into the gourmet kitchen and dining area, anchored by a 60" Wolf dual-fuel range featuring six burners, an infrared charbroiler, and an infrared griddle. Additional highlights include a Sub-Zero side-by-side refrigerator and freezer, integrated refrigerator drawer systems, and two Miele dishwashers—perfectly suited for both everyday living and entertaining. Thoughtfully curated spaces throughout the home include a bespoke media room with soundproofed walls and a Savant sound system, a handsome study with custom built-in display cabinetry overlooking the pool, a fully reimagined bar and library, and a dedicated fitness studio complete with a steam shower—each space designed for both function and refined living. The estate is comprised of five well-appointed bedrooms, four of which feature en-suite baths, offering refined accommodations for both residents and guests alike. The Master Suite and Bath offer a true private retreat, enveloping you in comfort from head to toe. A tranquil sitting area overlooks the spa and pool, providing a serene backdrop for rest and reflection. Crown moldings and elegant casings throughout enhance the sense of refined craftsmanship, creating a space that feels like a peaceful escape—while remaining unmistakably at home. Following a complete renovation inside and out, the outdoor living spaces are equally compelling. An expansive, oversized porch is designed for rest and relaxation, offering an exceptional poolside setting framed by a preserved Wild Oak tree—an enchanting natural centerpiece that enhances the estate’s sense of serenity and timeless charm. Additional elevated improvements include two side-mounted car lifts, whole-house generator, dual dehumidification systems, a steam shower within the fitness studio underscoring the home’s exceptional level of care, resilience, and thoughtful investment.

1963 Gulf Shore BLVD S, Naples

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

241 7TH AVE N, Naples
$10,395,000
5 Beds ⋅ 6.5 Baths ⋅ 226032954 MLS
An extraordinary expression of luxury living in Olde Naples steps from the brand new Four Seasons Resort. This exceptional estate offers an enviable lifestyle just a short stroll from the beach and moments from the celebrated dining, shopping and entertainment of downtown. Sophisticated yet effortlessly livable, the residence blends refined interiors with a spectacular private outdoor retreat. Beyond the interiors, a lush tropical oasis unfolds around a stunning resort-style pool and spa accented by dramatic water features. An impressive cabana-style bar and fully equipped outdoor kitchen anchor expansive covered living and dining areas, creating an exceptional setting for intimate evenings or grand-scale entertaining. A private guest cabana completes the resort experience, offering visitors their own secluded retreat. Inside, beautiful wood flooring, gracious proportions and sophisticated finishes establish an atmosphere of understated elegance. The main-level primary suite is a serene sanctuary, while the beautifully appointed chef’s kitchen combines high-end finishes and exceptional functionality for both everyday living and entertaining. Upstairs, additional bedroom suites are complemented by a generous loft providing a private secondary living space ideal for family and guests. Rarely does a residence so seamlessly combine the privacy and indulgence of a luxury resort with the quintessential Olde Naples lifestyle. With the Gulf beaches within walking distance and the boutiques, galleries and acclaimed restaurants of Fifth Avenue South and Third Street South just moments away, this exceptional estate offers an extraordinary opportunity to experience Naples living at its finest.

241 7TH AVE N, Naples

Courtesy of William Raveis Real Estate.

250 S Golf DR, Naples
$5,300,000
3 Beds ⋅ 4 Baths ⋅ 226033993 MLS
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

Courtesy of William Raveis Real Estate.

501 7TH AVE N, Naples
$12,900,000
5 Beds ⋅ 5.5 Baths ⋅ 226035032 MLS
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 AVE N, Naples

Courtesy of William Raveis Real Estate.

616 BOUGAINVILLEA RD, Naples
$25,900,000
6 Beds ⋅ 11.5 Baths ⋅ 226035214 MLS
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

Courtesy of William Raveis Real Estate.

444 3rd ST N, Naples
$5,950,000
3 Beds ⋅ 3 Baths ⋅ 226034533 MLS
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 ST N, Naples

Courtesy of Premier Sotheby's Int'l Realty.

244 11th AVE S, Naples
$5,299,000
3 Beds ⋅ 2 Baths ⋅ 226033966 MLS
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 AVE S, Naples

Courtesy of Premier Sotheby's Int'l Realty.

131 3rd ST N, Naples
$6,500,000
5 Beds ⋅ 4 Baths ⋅ 226033639 MLS
This home feels like a big hug! Just the right amount of indoor and outdoor living. Very private with Clusia and Podocarpus hedges surrounding the property for maximum privacy. A perfect retreat for individuals, family and friends. As you enter the home you are greeted by white washed wood flooring, open Great Room with volume ceilings that lead to a custom Cupola that reaches 26', to add light and architectural detail. Dining space that can easily seat 10-12 people, and bar area with a beverage refrigerator and wine/glass storage. The cook's kitchen features a large island (seating 6), ample storage and gas cooktop. Six sets of French doors open to the outdoor living areas, including a living/kitchen space with a gas grill and fireplace, along with a large covered lanai for entertaining and alfresco dining. The saltwater pool includes a spa and sun shelf. Primary suite has a spa like bath and two walk-in closets. From the bed and sitting area there are lovely views of the gardens and pool. This residence is situated on one of Old Naples most coveted and beautiful streets. There is a large side yard on the south side of the home perfect for outdoor games, reading, dogs, kids and/or grandkids. A quick walk to the beach, Fifth Avenue dining and shopping, NCH and so much more. The garage is situated off the alley with additional parking, along with a circular drive off of 3rd Street.

131 3rd ST N, Naples

Courtesy of John R Wood Properties.

Selling Office: John R Wood Properties.

185 North Lake DR, Naples
$7,499,000
4 Beds ⋅ 5.5 Baths ⋅ 226033005 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Six doors from the Gulf, exceptional single-level living in the heart of Old Naples. Set on a generous one-third-acre homesite along a quiet residential street, 185 North Lake Drive offers a contemporary way of living that is increasingly difficult to recreate. While much of today’s new construction reaches vertically, this thoughtfully designed residence lives entirely on one level, with soaring ceilings, abundant natural light and an effortless connection between indoors and out. At the heart of the home, a magazine-worthy kitchen makes a dramatic statement with a counter-to-ceiling ombré mosaic backsplash, sculptural hood and professional-grade Wolf appliances. The open great room flows naturally to the dining and family areas, while zero-corner sliders extend the living spaces to an expansive covered lanai. Designed for year-round entertaining, the outdoor living experience includes a fully equipped summer kitchen, bar and alfresco dining, custom-detailed ceilings, fireplace, generous lounge areas, and an elevated pool and integrated spa surrounded by lush privacy landscaping. The spacious primary suite offers room for a private office or sitting area and a serene, spa-inspired bath with freestanding tub, oversized multi-head shower, dual vanities and private water closet. Generously proportioned guest accommodations include a suite that lives like a second primary, with a walk-in closet and private outdoor access. Beyond the residence itself is the lifestyle that makes this location extraordinary. Stroll to the end of the block for sunset on the Gulf, enjoy cocktails at HB’s at Four Seasons Naples Beach Club, dinner on Fifth Avenue South, or the Farmers Market on Third Street South, then return to the privacy of North Lake Drive. Offered move-in ready and turnkey furnished, with an attached three-car garage, everything is already in place to enjoy the season ahead, without the wait of building or the task of furnishing a new home. A distinctive opportunity to enjoy the very best of Old Naples, six doors from the Gulf, beautifully private and entirely on one level.

185 North Lake DR, Naples

Courtesy of Coldwell Banker Realty.

135 7th ST N, Naples
$6,495,000
4 Beds ⋅ 5 Baths ⋅ 226031105 MLS
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 ST N, Naples

Courtesy of John R Wood Properties.

376 1ST AVE N, Naples
$8,250,000
4 Beds ⋅ 4.5 Baths ⋅ 226028668 MLS
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 AVE N, Naples

Courtesy of William Raveis Real Estate.

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.

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