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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

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 situated 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 1st 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

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. Step downstairs to explore an array of restaurants, sidewalk cafes, galleries and boutiques, or stroll 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

360 7th AVE S Unit 4, Naples
$2,300,000
3 Beds ⋅ 2 Baths ⋅ 226038442 MLS ⋅ Hamilton Club BLDG.
Naples lifestyle at its best with this updated and rarely available Hamilton Club condominium, perfectly situated on a quiet street just three short blocks from the sandy white beaches of the Gulf. Recent updates include coastal-inspired shiplap accent walls, new trim work, lighting fixtures, and modern hardware accents. Fresh paint completes the look, providing a canvas for your personal decorating touches. The open and airy floor plan seamlessly connects the living, dining, and kitchen areas, making it ideal for both entertaining and everyday living. The kitchen features quartz countertops and a convenient breakfast bar. Relax on the screened and shuttered balcony with its desirable southern exposure, overlooking the pool and lush tropical gardens. Just two blocks from Fifth Avenue South and one block from Third Street South, this charming retreat is in the heart of Olde Naples.

360 7th AVE S Unit 4, Naples

975 9th AVE S Unit 11, Naples
$324,900
2 Beds ⋅ 1 Baths ⋅ 226038217 MLS ⋅ Bayview BLDG.
PRICED TO SELL! BEAUTIFULLY UPDATED FIRST-FLOOR END UNIT IN THE HEART OF OLDE NAPLES! Enjoy downtown living in this lovingly maintained 2-bedroom condo, ideally situated just steps from 5th Avenue South, Cambier Park, and the Gulf’s white sand beaches. Surrounded by multimillion-dollar residences, this inviting retreat pairs a coveted location with thoughtful upgrades, VERY LOW HOA FEES, and a newly improved price. The WEST-FACING END UNIT welcomes abundant natural light and beautiful sunset views, creating a bright, comfortable setting with added privacy. Extensively updated interiors showcase NEW FLOORING, upgraded ceiling fans and light fixtures, and new closet doors. The RENOVATED KITCHEN features QUARTZ COUNTERTOPS, a sleek tile backsplash, and STAINLESS STEEL APPLIANCES, bringing a fresh, modern finish to the heart of the home. Additional highlights include HVAC & WATER HEATER (2022), a METAL ROOF & GUTTERS (2024), and CUSTOM REMOVABLE FLOOD GATES. Fresh exterior paint and lush, beautifully maintained landscaping enhance the community’s welcoming atmosphere. Whether you envision a full-time residence, seasonal getaway, or investment opportunity, this beautifully updated condo offers exceptional value in one of Naples’ most desirable neighborhoods. Enjoy easy access to celebrated dining, boutique shopping, downtown attractions, and relaxing days at the beach, all from your own Olde Naples retreat.

975 9th AVE S Unit 11, Naples

995 9th AVE S Unit 4, Naples
$1,274,900
2 Beds ⋅ 2.5 Baths ⋅ 226038264 MLS ⋅ Naples Marina Villas BLDG.
Rare opportunity to own a fully renovated, luxurious townhome in the heart of downtown Naples at an incredible value. Ideally located in the exclusive Naples Marina Villas, this residence offers a truly walkable lifestyle just steps from the Naples Boat Club, Tin City, Fifth Avenue South, Cambier Park, waterfront dining, boutique shopping, art galleries, marinas, and everything that makes downtown Naples one of the most desirable destinations in Florida. Opportunities to enjoy this level of convenience, lifestyle, and proximity to Naples' most coveted attractions at this price point are exceptionally rare. This spacious residence features two oversized primary suites, a spacious first floor den that can be used as a dedicated workspace/office or third bedroom, floor-to-ceiling impact glass, and four private balconies, perfect for enjoying Naples' year-round sunshine. A fully renovated up and upgraded kitchen features ample soft-close cabinetry, matching GE appliances and quartz counters with a waterfall edge. A private attached two-car garage is a highly sought-after and uncommon feature in Olde Naples, along with additional private and guest parking, which provides convenience rarely found in downtown living. The pet-friendly property also includes plenty of outdoor yard space, a new washer and dryer on the first floor, new HVAC and water heater as well as a newer roof on the building. Nestled within a quiet boutique community of only six residences, this impeccably maintained home offers the perfect combination of privacy and walkability. For investors, the property boasts a strong rental history and exceptional income-producing potential, allowing for both seasonal and long-term leasing opportunities. Memberships to the marina across the street for boat slip and pool access add even more lifestyle value. Whether you're seeking a full-time residence, the perfect seasonal retreat, or an investment property with strong income history, this downtown Naples gem delivers unmatched value, location, and flexibility.

995 9th AVE S Unit 4, Naples

666 3rd ST S Unit 101, Naples
$950,000
2 Beds ⋅ 2 Baths ⋅ 226038181 MLS ⋅ Colonnade Club BLDG.
Live where Naples’ best beaches, restaurants, and vibrant downtown lifestyle are just steps from your door! Ideally located just two blocks from the sugar-sand beaches of the Gulf and the world-class dining and shopping of 5th Avenue South, this beautifully updated 2-bedroom, 2-bathroom condo puts you right in the heart of everything that makes Naples so special. Inside, an inviting bright and open-concept layout is complemented by sleek ceramic tile flooring, neutral paint throughout, a renovated kitchen featuring high-end appliances and two wine coolers, accent crown moldings, and two beautifully remodeled bathrooms. Located on the sunny southwest corner of the building, this residence offers a desirable combination of natural light, privacy, and a quieter setting. The enclosed lanai with western exposure provides the perfect place to unwind with an evening cocktail while enjoying spectacular Florida sunsets. Additional features include impact-resistant windows and sliders, privacy screens, oversized in-unit storage, a new washer, and a designated parking space conveniently located just outside the unit. The Colonnade Club offers a charming, intimate community with beautiful curb appeal and a private community pool, perfect for cooling off after a day at the beach. Additional amenities include a BBQ area, secured lobby, laundry facilities, bike storage, and extra storage space. The Association is financially sound and all required improvements have been made. Whether you're looking for the perfect seasonal getaway, or your own full-time slice of paradise in Old Naples, this condo offers an exceptional opportunity to embrace the quintessential Naples lifestyle. At The Colonnade Club you can leave the car behind. Enjoy a morning beach walk and grab a coffee, followed by a leisurely lunch on 3rd Street and sunset over the Gulf, before heading to 5th Avenue South for an evening of incredible dining, shows, and drinks. The very best of Naples is right at your doorstep!

666 3rd ST S Unit 101, Naples

1021 3rd ST S Unit 110, Naples
$399,000
2 Beds ⋅ 2 Baths ⋅ 226037729 MLS ⋅ Town Manor BLDG.
Live the quintessential Olde Naples lifestyle in this renovated 2-bedroom, 2-bath residence at Town Manor, ideally located on prestigious 3rd Street South. Just one block from Naples’ iconic dining and shopping district, you’ll enjoy effortless access to celebrated restaurants including Campiello, The Continental, Tommy Bahama Restaurant & Bar, and Sea Salt, along with charming boutiques and cafes. Just two blocks from the sugar-white sands and turquoise waters of the Gulf, and only five blocks to the vibrant scene of Fifth Avenue South, this location offers an unmatched blend of beachside tranquility and world-class dining. Inside, the residence has been thoughtfully reimagined with a stunning kitchen featuring stone countertops, perfect for both entertaining and quiet evenings at home. Coastal-inspired wood-look flooring flows throughout, while abundant natural light fills every room, creating a bright and inviting atmosphere. Surrounded by multimillion-dollar estates—many ranging from $10 to $20 million—this property presents a rare opportunity to enjoy one of Naples’ most coveted neighborhoods at an exceptional value. Whether as a full-time residence, seasonal retreat, or investment, this is your chance to own a slice of paradise in the heart of Olde Naples.

1021 3rd ST S Unit 110, Naples

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

995 9th AVE S Unit 5, Naples
$1,350,000
3 Beds ⋅ 2.5 Baths ⋅ 226035932 MLS ⋅ Naples Marina Villas BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. Experience the best of downtown Naples living in this beautifully updated three-story townhouse villa, ideally located just moments from 5th Avenue South, Tin City, the Naples Marina, and the Cambier Park Tennis facility. Don't forget The Avenue that is under construction which will offer 75,000 sqft of retail and dining options. Offering 1,395 square feet of thoughtfully designed living space, this residence features three bedrooms plus a den, two full baths and 1 half bathroom, and the highly desirable convenience of a rare two-car garage. Filled with natural light, the home blends timeless character with modern updates. A beautifully renovated kitchen and updated baths complement the rich Opus hardwood flooring throughout the main living areas, tile in the baths, and durable vinyl flooring on the garage level. Hurricane-rated windows and doors provide added peace of mind, while generous pet and rental policies offer flexibility for both full-time residents and investors. Enjoy the convenience of being close to Naples' renowned dining, shopping, waterfront, parks, tennis, and entertainment—all without sacrificing the space and functionality of a true three-level home. No community pool. During Hurricane Ian, water intrusion was limited to the garage level, with no flooding to the upstairs living areas.

995 9th AVE S Unit 5, Naples

655 8th AVE S Unit 3, Naples
$425,000
1 Beds ⋅ 1 Baths ⋅ 226035917 MLS ⋅ Archway Villas BLDG.
A little slice of Olde Naples with your very own private patio! This remodeled first-floor, one-bedroom, one-bath end-unit condo is tucked into peaceful Olde Naples, just a 10 minute walk from 8th Ave S Beach Access. Take an even shorter stroll in different directions and you'll find yourself on Fifth Avenue South, Third Street South, or Cambier Park. Whether you love starting the day at the beach, heading downtown for dinner and a little shopping, or enjoying a concert or Art Fair or a little tennis match at nearby Cambier Park, there is so much to enjoy right outside your front door. The private patio is a "RARE FIND" in the heart of Olde Naples. It gives you your very own outdoor private enclave to soak up Florida's sunshine and beautiful blue skies. This remodeled unit includes your very own in-unit laundry and your own dedicated parking space for easy everyday living easy. New water heater and brand-new flood panels have been installed to all exterior windows and doors to provide added peace of mind during storm season. This meticulously cared for 6-unit condominium building and association is professionally managed - making ownership easy. As an owner in the Maison Du Soleil Condominium Assoc. you would own 15.36% of the Association. That includes The LAND, so consider what your portion of the value of the land would be in this very desirable area! There is also flexibility in how you use the property. Weekly rentals are permitted by the HOA documents, so it's possible to enjoy it as your own Naples getaway and/or have it rented while you are away. For buyers considering an investment, that opens the door to rental income alongside the long-term potential of owning a fractional share of land in the heart of desirable Olde Naples. HOA policies may be in conflict with alleged City of Naples rental rules so prospective buyers are encouraged to do their own research. With a remodeled interior, recent improvements, flexible HOA rental restrictions, and a location that puts so much within walking distance, this condo is well worth not just a look, but a second look.

655 8th AVE S Unit 3, Naples

900 8th AVE S Unit 102, Naples
$475,000
2 Beds ⋅ 2 Baths ⋅ 226037127 MLS ⋅ Neapolitan Club BLDG.
Welcome to the Neapolitan Club in the heart of Olde Naples, just three blocks to 5th Avenue South and minutes to the beach! This light-filled two-bedroom, two-bath corner residence has been recently remodeled, including a brand new A/C, and is offered turnkey furnished, making it truly move-in ready. The interior features new kitchen cabinetry, appliances, updated bathrooms, and clean coastal finishes throughout. The private corner lanai offers landscaped views, the perfect setting to relax and enjoy Naples’ sunshine and breezes. The Neapolitan Club offers a rare combination of flexibility and location, allowing monthly rentals and welcoming two pets, a rare pairing in this downtown price range. Whether you’re seeking a full-time residence, seasonal retreat, or income-producing property, this home offers versatility. Community amenities include a pool, assigned parking, and additional private storage. Ideally located near Cambier Park and within walking distance to pristine Gulf beaches, farmers markets, fine dining, and boutique shopping on 5th Avenue South and 3rd Street South, this property places you in the center of Olde Naples living. Location, lifestyle, and move-in-ready convenience, all in the heart of it.

900 8th AVE S Unit 102, Naples

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

666 3rd ST S Unit 202, Naples
$1,150,000
2 Beds ⋅ 2 Baths ⋅ 226034003 MLS ⋅ Colonnade Club BLDG.
Just one block from 5th Avenue South and minutes from the beach, this recently updated two bedroom, two bathroom condominium offers an exceptional opportunity to experience the best of downtown Naples. Ideally positioned near the city’s renowned dining, shopping, entertainment, and pristine white-sand beaches, this residence places the very best of Naples right at your doorstep. Inside, the residence is bright, inviting and thoughtfully appointed, with an open, comfortable layout and stylish updates throughout. The living area extends to a private balcony overlooking the community pool, where desirable western exposure creates an idyllic setting for an evening cocktail and spectacular Florida sunsets. Two spacious bedrooms and two full baths provide a comfortable and welcoming retreat for both owners and guests. Begin the morning with coffee nearby, spend the afternoon by the pool or along the Gulf, and enjoy an elegant dinner on 5th Avenue South, all within effortless reach of home. Whether envisioned as a refined seasonal retreat or a sophisticated year-round residence, this exceptional property offers the quintessential downtown Naples lifestyle.

666 3rd ST S Unit 202, Naples

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

536 2nd ST S Unit 536, Naples
$815,000
2 Beds ⋅ 2 Baths ⋅ 226035138 MLS ⋅ Buttonwood At Olde Naples BLDG.
COME EARLY AND QUICK to see this gem of a condo nestled in Olde Naples. Surrounded by multi-million-dollar homes on Second Street South in Downtown Naples, this bright, sunny end unit, 2Bedroom/ 2 Bath (0), 55+ and co-op condo is on the 2nd floor of “Buttonwood by the Beach” and has been totally renovated and boasts top design fixtures and state of the art full-size appliances (Bosch & Sharp), plus glass enclosed modern bathrooms! This unit is a “steal” with most same sized condos in the surrounding neighborhoods of Downtown, Naples Square, Venetian Village or the Moorings regularly priced in the $1.5 to $2.0 million and up and is not far from the luxury estate homes of Port Royal by the Gulf. In a low-density building (with only 6 units), this is a perfect “pied a terre” for the busy executive, newly or semi-retired couple who “want to get away from it all” and live in an exciting but peaceful area! No need to join a Fitness Spa here, the condo is located on a peaceful tree lined street, only two blocks from the white sandy beach or a walk up to our famous Fifth Avenue, noted for some great shopping and fabulous gourmet restaurants! Third Street is where our posh locals and tourists go out shopping, dining, or to their Saturday morning Farmers Market! Also, within walking distance or cycling is Cambier Park, the center of our Sunday concerts, or the Jazz Club at the Norris Center…and the city Tennis Club! The Contemporary Art Center is on Park, and up on 41 North near Waterside Shoppes is “Artis Naples” or the former Philharmonic Hall. For those addicted to pickleball, Naples boasts one of the largest Sports Centers, with National competitions all year long, out along US 41 East. So come see your new home, steps away from everything exciting. Drop off your bags, grab your beach towel and run to the beach to catch the setting sun…a quick change and meet your friends for dinner on 5th…then you’ll know you’re in PARADISE! Full details on this fantastic fully renovated condo are available for pickup when you come by to see the unit, which also has a small outside porch; sturdy carport space with tall ceilings; large secure storage lockers and ample space for residents to put their beach gear and bicycles. All Welcome…and at only $815,000!

536 2nd ST S Unit 536, Naples

473 1st AVE S, Naples
$6,995,000
5 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

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

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

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

640 2nd ST S Unit 2, Naples
$2,100,000
3 Beds ⋅ 3 Baths ⋅ 226034859 MLS ⋅ Windward Cay BLDG.
LOCATION, LIFESTYLE & INVESTMENT OPPORTUNITY! This fabulous 3-bedroom, 3-bath condo is located within walking distance to 5th Avenue South, 3rd Street South, and the Naples Pier, placing the best of downtown Naples right outside your door. You simply must see this property in person to truly appreciate its amazing location! Expansive windows fill the home with natural light, creating a bright and welcoming atmosphere throughout. The upper level features two bedrooms, two baths, a functional kitchen, and spacious living and dining areas perfect for entertaining. The first level offers a private bedroom and bath, comfortable sitting area, laundry, and an attached garage. Enjoy the ultimate Naples lifestyle with world-class dining, shopping, entertainment, and the beautiful Gulf beaches just a short stroll away. For investors, the property also offers an excellent opportunity with a renter already in place for the 2027 season. Whether you’re looking for a Naples getaway, full-time residence, or investment property, this exceptional location puts you in the heart of it all. Come see for yourself!

640 2nd ST S Unit 2, Naples

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

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

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

990 8TH ST S Unit 1C, Naples
$1,225,000
2 Beds ⋅ 2 Baths ⋅ 226035097 MLS ⋅ Cardinal Court BLDG.
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. Beautifully renovated in 2026, this sophisticated end-unit residence offers exceptional privacy, abundant natural light and an enviable location in the heart of Olde Naples. Thoughtfully redesigned with a bright, open-concept floor plan, the home features wide-plank tile flooring and refined finishes throughout. The stunning kitchen takes center stage with an oversized island, sleek custom cabinetry, designer stone countertops and full-height backsplash, complemented by premium Thermador appliances. The spacious living area flows seamlessly into an extended glass-enclosed lanai with impact-rated sliders, creating additional year-round living space surrounded by tranquil tropical views. The generous primary suite features a custom-designed closet and beautifully renovated bath with a walk-in shower and contemporary finishes. A comfortable guest bedroom and updated bath provide an inviting retreat for visitors. Additional features include impact windows and doors, in-unit laundry, private garage, additional storage and extra parking. Set within an intimate six-residence building, this desirable end unit combines privacy and lush garden views with an exceptional Olde Naples location. **The residence has never flooded**, offering an additional point of distinction in this highly desirable downtown setting. Just steps from Cambier Park and a short stroll to the renowned shopping, dining and entertainment of Fifth Avenue South, this beautifully renovated residence offers an effortless downtown Naples lifestyle.

990 8TH ST S Unit 1C, Naples

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

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

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 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

165 5TH ST S Unit 3, Naples
$2,700,000
3 Beds ⋅ 3 Baths ⋅ 226035212 MLS ⋅ Royal Palm Villas BLDG.
Perfectly positioned in the heart of Old Naples, this beautifully transformed two-story villa offers an exceptional combination of privacy, sophisticated coastal style and an enviable walkable lifestyle. Just three blocks from the renowned shopping and dining of Fifth Avenue South and five blocks from Naples’ white-sand beaches and the Gulf, the location is truly outstanding. Offering nearly 2,000 square feet, the light-filled residence features an open great room design with three spacious bedrooms, three full baths and a versatile loft/den ideal for an office, additional living area or guest space. Newly installed double sliding glass doors create a seamless connection to the completely redesigned private outdoor retreat. The resort-inspired pool and lanai have been beautifully enhanced with travertine decking, updated pool equipment and a tranquil waterfall feature. Removal of the former screen enclosure allows abundant sunshine and creates an open-air setting ideal for entertaining, relaxing poolside or enjoying the Naples lifestyle year-round. Inside, the renovated kitchen features quartz countertops and backsplash, premium finishes and an inviting layout that flows effortlessly into the dining and living areas. Large-format porcelain tile, rich wood flooring, crown molding, recessed lighting and impact-resistant windows further enhance the residence. Set within an intimate, pet-friendly enclave of only four villas, the community has recently received a new roof and fresh exterior paint. A private one-car garage adds convenience, while the residence is offered furnished for immediate enjoyment or investment potential. With exceptional privacy, beautifully updated indoor and outdoor living spaces, and Fifth Avenue South and the beach just blocks away, this distinctive villa offers an extraordinary opportunity to experience the very best of Old Naples.

165 5TH ST S Unit 3, Naples

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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