SIGN IN SAVED 0

Olde Naples Naples Florida Homes for Sale

Naples Florida Real Estate

Olde Naples Naples Real Estate

Homes For Sale69$295K - $89M
Condos For Sale112$295K - $10.5M
Land For Sale8$2.5M - $39M
Sold ( Past 6 Months )111$335K - $25M
Last updated at 12:28am 05/07/2026

  1. Main
  2. Naples Real Estate
  3. Olde Naples Homes for Sale
1 - 24 of 111
Previous
1
2
3
4
5


Save this Search Compare Properties

$89,000,000
Decrease*
$10M
View Details

Olde Naples

20 14th Ave S, Naples, FL 34102

Homes - 4,822 ft² / 7,897 ft²

0 Bed

Built 1962
Olde Naples Naples Homes for Sale: You’ve earned it. Now enjoy it in paradise. Sit back on your tropical loggia listening to the surf, with dolphins cavorting just a few yards off the beach. Miles of beautiful white sand stretch away in both directions. Watch glorious sunsets that seem exclusive to Naples, Florida. With an average winter temperature in the low 70s, it is near perfect. The number one destination in the US. You have found the ultimate jewel; the only remaining entire city block on the beach. Nearly 3 acres on the Paradise Coast. This property has been maintained by the owner organically without pesticides for decades. Located a short 3 minute stroll to the world class shopping and restaurants of the historic 3rd Street South, a property like this comes only once in a lifetime; a unicorn. An incredible opportunity!



$44,000,000
View Details

Olde Naples

71 18th Ave S, Naples, FL 34102

Homes - 5,052 ft² / 6,467 ft² - 3 Car Garage

6 or More / 4 Baths

Built 1951
Olde Naples Naples Homes for Sale: No damage to the house from hurricane Milton! Stunning Beachfront Property with 151 feet (.95 acres) of Beach frontage with views of the Naples Pier! Experience the pinnacle of seaside luxury at this exceptional estate located in distinguished Olde Naples, where direct access to the pristine Gulf of Mexico beach defines an elite living experience. This property, with a commanding presence and western exposure, offers awe-inspiring sunsets that paint the sky, visible from nearly every vantage point of this meticulous residence. Crafted with an uncompromising attention to detail, the estate unfolds over a sprawling single-story layout designed for the most discerning tastes. The expansive grounds are meticulously landscaped to ensure privacy while providing panoramic views of the Gulf’s turquoise waters. Inside, the residence features a strategically positioned dining area adjacent to a state-of-the-art kitchen. This space boasts picturesque windows that not only illuminate the interiors with natural light but also offer breathtaking ocean views, making every dining experience a scenic indulgence. Above the three-car garage lies a beautifully appointed guest suite, which doubles as a tranquil yoga fitness room with yoga walls and swings. This space is enhanced with a luxurious steam shower, offering a private retreat for relaxation and rejuvenation, all while enjoying elevated views of the coastal surroundings. There are also ocean kayaks and paddle boards for your enjoyment. This estate’s prime location in Olde Naples places it within close proximity to the iconic Naples Pier and the vibrant array of upscale shopping and dining options. The affluent lifestyle offered by this area is unparalleled, making it a coveted destination for those seeking exclusivity and convenience in a beachfront setting. 71 18th Ave S is more than just a home; it is a statement of luxury and an invitation to enjoy a life of opulence and serene beauty. With its direct beach access and sumptuous amenities, this estate is a rare jewel in Naples’ prestigious real estate market, crafted for the most prestigious buyers seeking a sanctuary of the highest caliber. Walking distance to famous 5th Ave and Third Street where you can enjoy the fine dining, boutique and antique stores, performing arts, car shows, art fairs right on 5th Ave, free concerts at Cambier Park, all of it just steps away.



$34,900,000
Decrease*
$4.1M
View Details

Olde Naples

26 2nd Ave S, Naples, FL 34102

Homes - 8,770 ft² / 26,127 ft² - 6 Car Garage

4+Den / 4 Baths / 3 Half / Pool / Spa

Built 2025
Olde Naples Naples Homes for Sale: Incomparable Gulf and sunset views set a new standard for coastal living in this extremely rare, new, beachfront estate in Old Naples. Completed in 2025 on an expansive lot with 120 feet of frontage, this architecturally significant estate built by D. Garrett Construction offers a unique opportunity to own an estate of this scale, design and quality without enduring a several-year construction timeline. Decorator-ready interiors provide an exceptional canvas for personalization. Concrete construction on all levels and a private elevator servicing every floor, including the massive 5,000-plus-square-foot rooftop deck with 180-degree panoramic beach views, an extremely rare amenity, provides a one-of-a-kind beachfront experience. Two covered Gulf-front terraces, pool and spa, outdoor shower, fully fenced grounds, whole-house water filtration, generator, electric screens and shutters, and garage parking for six or more vehicles complete this unmatched offering, just three blocks from iconic Fifth Avenue South.



$33,500,000
View Details

Olde Naples

30 3rd Ave S, Naples, FL 34102

Homes - 5,699 ft² / 10,119 ft² - 4 Car Garage

6 or More / 5 Baths / 1 Half / Pool

Built 1993
Olde Naples Naples Homes for Sale: An extraordinary Old Naples beachfront estate, this rare offering encompasses approximately .67 acres with an impressive 169 feet of pristine Gulf frontage, delivering an unparalleled combination of privacy, scale, and a prime location just blocks from the world-class boutiques, galleries, and dining of Fifth Avenue South and Third Street South. Designed by acclaimed architect Richard Morris, the art deco–inspired residence was masterfully conceived to frame sweeping Gulf views and sunsets, showcase fine art and create a seamless indoor–outdoor living experience that feels grand and intimate. A dramatic arrival unfolds into a soaring 22-foot foyer, where a sweeping staircase and private elevator lead to an elevated art gallery, immediately establishing the home’s architectural presence and refined elegance. The light-filled great room serves as the heart of the residence, flowing effortlessly into the dining area, expansive lanai and a sophisticated lounge highlighted by custom millwork and a wet bar, ideal for entertaining against a backdrop of endless blue horizons. A sculptural spiral staircase ascends to a private observation deck, offering breathtaking panoramic views of the Gulf and unforgettable sunsets. The generous kitchen suite is designed for effortless hosting, featuring an open-concept layout with indoor and outdoor dining counters, a walk-in pantry and high-end stainless-steel appliances. The primary suite is a secluded beachfront retreat with direct access to a Gulf-front balcony, pool and lanai, complemented by a spa-inspired bath with a glass-enclosed walk-in shower and mesmerizing water views. Just a short distance away, a private bedroom or den offers flexibility as a refined home office or serene sanctuary. The east wing of the home hosts four spacious en-suite bedrooms and a dedicated laundry, while the northeast bedroom, bathed in exceptional natural light with abundant storage, lends itself beautifully as an artist’s studio or creative space. Outdoors, an elevated screened courtyard and lushly landscaped gardens create a tranquil oasis for year-round enjoyment, while the expansive covered lanai, complete with a kitchenette and dining area, invites relaxed coastal entertaining. Built with exterior block construction, a first-floor elevation exceeding 19 feet above NGVD and electric storm shutters, the home offers exceptional peace of mind along with enduring quality. Professional landscaping, architectural lighting, and iconic outdoor sculptures complete this remarkable setting. Beyond its immediate beauty, the property also presents an extraordinary future opportunity, with the potential to create a 10,000–15,000 square-foot custom beachfront estate, making this a once-in-a-generation offering that blends luxury, lifestyle and limitless possibility in one of Naples desired beachfront locations.



$27,995,000
Increase*
$4.5M
View Details

Olde Naples

225 4th Ave N, Naples, FL 34102

Homes - 7,504 ft² / 10,567 ft² - 4 Car Garage

6 or More / 7 Baths / 1 Half / Pool

Built 2020
Olde Naples Naples Homes for Sale: One of a kind TRIPLE lot (.96 acre | 41,864 Sq. Ft) idyllic, private–and certainly no shortage of luxurious. This uniquely rare property provides a true "estate like" setting, is nestled a mere four doors from the beach, and was designed by Kukk Architecture & Design while having been perfectly executed by The Williams Group. In its entirety, the estate hosts 6 bedrooms, 7 full and 1 half bathroom, a loft with wet bar, and two outdoor living areas comprised of a main house, detached guest house and an approximately 15,000 Sq. Ft. 3rd lot offering unequaled privacy. The gourmet kitchen offers numerous top-tier features including two-tone Ruffino custom cabinetry, quartz counters, a sprawling pantry, and Sub-Zero / Wolf appliances. The exterior living environs leave nothing to be desired and include a gas fire pit, sprawling wood deck, pool with sun shelf, bocce ball court, outdoor kitchen, and multiple uncovered/covered congregating spaces. Located off of the western portion of the parcel, a detached guest house offers 1 ensuite bedroom and fitness room. Additional features include Savant Smart Home Technology System, lift and slide doors, three sets of washer/dryers, 2 outdoor summer kitchens, 2 two-car climate-controlled garages off of the alley, wine room, full-house generator, conveniently close to the new Four Seasons and so much more.



$25,900,000
View Details

Olde Naples

616 Bougainvillea Rd, Naples, FL 34102

Homes - 9,447 ft² / 13,409 ft² - 5 Car Garage

6 or More / 9 Baths / 3 Half / Pool / Spa

Built 2026
Olde Naples Naples Homes for Sale: NOW COMPLETE! Commanding a rare, western lakefront view in Old Naples, this new construction estate redefines scale, craftsmanship, and architectural clarity. Encompassing over 9,400 square feet of interior living space, the home was conceived as a private resort - where every element supports both the grand and granular aspects of daily living. Twin infinity-edge reflecting pools frame the entrance, opening into a dramatic two-story great room with precision millwork, architectural symmetry, and a sculptural floating staircase. Adjacent, a formal dining room is anchored by a custom, glass-enclosed wine wall integrated into bespoke cabinetry. The kitchen, defined by a curved steel-and-glass partition, includes Wolf/Sub-Zero appliances, dual Miele coffee stations, and a concealed butler’s pantry equipped for large-scale entertaining. Subtle finishes and architectural restraint elevate the overall atmosphere. The first-floor primary suite is entirely self-contained, featuring a private study, two oversized dressing rooms, a discreet laundry center, and a marble-clad bath with indoor/outdoor showers. Upstairs, five additional bedroom suites are complemented by a media lounge and a concealed club room with full bar and humidor. Outdoor architecture is equally refined. A 60-foot negative-edge pool extends across the rear elevation, interrupted by a series of stepping-stones that lead to a sunken firepit lounge surrounded by water. An elevated spa, covered loggia, and summer kitchen complete the space. Above it all, a detached fitness pavilion with breath-taking wide lake vistas, introducing a compelling architectural counterpoint. Additional features include 13x Toto Neorest toilets, three laundry stations, a commercial-grade sheet ironer, full-home generator, elevator, and a five-car split garage designed for collectors. A comprehensive smart home system governs all functions discreetly. Realized by New England based developer EMB Custom Homes, and executed by MHK Architecture, Lotus Construction, and Freestyle Interiors, this fully furnished residence is a singular opportunity in the Naples luxury market.



$18,900,000
Increase*
$1M
View Details

Olde Naples

190 7th Ave N, Naples, FL 34102

Homes - 6,409 ft² / 8,884 ft² - 4 Car Garage

5+Den / 5 Baths / 2 Half / Pool / Spa

Built 2026
Olde Naples Naples Homes for Sale: Discover Your Brand New Dream Home in Olde Naples – Just Steps from the Beach! Imagine living just a short stroll away from the pristine shores of Olde Naples! Offered Fully Furnished. Nestled less than four houses from the beach and the luxurious new Four Seasons Beach Resort, this property offers an unparalleled coastal lifestyle. Crafted by the esteemed Limitless Development and T Jerulle Construction, with stunning interiors by Knot and Tide, this residence is being offered with custom furnishings, and promises high-end finishes and top-of-the-line appliances throughout. The renowned custom floor plan, designed by MHK Architecture, maximizes both style and functionality, ensuring that every detail caters to modern living. Perfectly positioned, this home is not just about proximity to the beach; it's also within biking distance to the vibrant downtown areas of 5th Avenue South and 3rd Street South. Enjoy fine dining, world-class shopping, and a plethora of entertainment options, all while being surrounded by the beauty of white sand beaches. Don’t miss the opportunity to own a piece of paradise in Olde Naples. Your dream home awaits! Floor plans are available in the supplements for your review.



$17,999,000
Decrease*
$1.5M
View Details

Olde Naples

187 10th Ave S, Naples, FL 34102

Homes - 6,655 ft² / 8,366 ft² - 3 Car Garage

6 or More / 7 Baths / 1 Half / Pool / Spa

Built 2025
Olde Naples Naples Homes for Sale: Discover a one-of-a-kind new construction opportunity in the heart of Olde Naples. Located just six houses from the beach, this corner homesite offers a unique blend of modern luxury and timeless charm with alley access and grandfathered features. This stunning property includes: Main House: 5 bedrooms + den, 5 full baths and 1 half bath, Media room, 2 laundry rooms, Mudroom, Fireplace, Wine storage, Generator, Expansive second-floor terrace. Outdoor Living Area: Spacious living and dining areas, Outdoor kitchen and bar, Pool and spa, Fireplace and outdoor shower. Guest House: 1 bedroom, 1 bath, full Kitchen and living room. Cabana: A versatile space located above the 2-car garage. The property offers a total of 3 garage spaces and has been masterfully designed by MHK Architecture, built by Waterside Builders, with interior design by L Design. Perfectly situated, this home is just 3 blocks from the 3rd Street South shopping and dining district and 6 blocks from 5th Avenue South. This is a rare opportunity to own an irreplaceable gem in one of the most coveted locations in Naples. Don’t miss your chance to experience luxury living at its finest!



$17,995,000
Decrease*
$4.5M
View Details

Olde Naples

1963 Gulf Shore Blvd S, Naples, FL 34102

Homes - 9,047 ft² / 11,591 ft² - 3 Car Garage

6 or More / 5 Baths / 3 Half / Pool / Spa

Built 2016
Olde Naples Naples Homes for Sale: 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.



$17,950,000
View Details

Olde Naples

285 Central Ave, Naples, FL 34102

Homes - 6,822 ft² / 8,911 ft² - 3 Car Garage

5+Den / 5 Baths / 3 Half / Pool / Spa

Built 2025
Olde Naples Naples Homes for Sale: Step into refined coastal living with this exceptional new construction home located just two blocks from the beach in the heart of Olde Naples. Designed by Stofft Cooney Architects, built by Equinox Construction Group, and styled by Freestyle Interior Design, this residence blends timeless elegance with modern functionality. The spacious great room floor plan invites seamless indoor-outdoor living, ideal for both relaxed family life and sophisticated entertaining. A chef’s kitchen equipped with premium appliances and a separate prep kitchen offers versatility for everyday meals or catered gatherings. The home features five bedrooms, five full baths, and three half baths, including two luxurious master suites, one on each level, providing privacy and flexibility for family and guests. Additional spaces include a club room, two laundry rooms, and thoughtfully designed living areas throughout. A three-car garage with alley access preserves the classic charm of the front facade while adding convenience. With white oak wood flooring, high-end finishes, a whole-house generator, and an unbeatable location in one of Naples’ most coveted neighborhoods, this property presents a rare opportunity to enjoy brand-new luxury living just moments from the Gulf of Mexico.



$14,000,000
View Details

Olde Naples

25 2nd Ave S, Naples, FL 34102

Homes - 3,819 ft² / 5,729 ft² - 2 Car Garage

3+Den / 3 Baths / 1 Half / Pool / Spa

Built 2003
Olde Naples Naples Homes for Sale: Awaken each morning to gentle Gulf breezes and the soothing rhythm of the surf in this thoughtfully designed Naples beachfront single-family residence. Tucked away at the end of a quiet lane, the home offers a spacious multiple level floor plan, convenient two car direct access garage, a private 3-floor elevator, and abundant storage. The primary living suites stretch majestically along the shoreline, capturing mesmerizing, unobstructed views of the Gulf, its crystalline coastline, and beautiful sunsets in the evening. Designed for relaxed coastal living and effortless entertaining, the open kitchen flows seamlessly into the great room where floor-to-ceiling sliding glass doors dissolve the boundary between indoors and out, opening to a covered balcony overlooking the beach. Hosting family and friends is a pleasure with well-appointed en suite guest bedrooms and endless outdoor activities at the beach or pool or on the expansive lawn. After a day at the sandy beach, rinse off and enjoy a refreshing dip in the pool before retreating to the comfort of the primary suites inside this lovely home. Perfectly positioned to offer both privacy and convenience, the residence is just moments from Naples’ renowned shopping and fine dining on 5th Avenue, allowing you to enjoy the best of coastal living without the compromise of walkability. This ideal beachfront home presents endless opportunities for personalized, easy living. It is truly a rare offering, and it is a once in a lifetime chance to own the sunset!



$13,999,000
View Details

Olde Naples

544 13th Ave S, Naples, FL 34102

Homes - 5,436 ft² / 6,760 ft² - 3 Car Garage

5+Den / 6 Baths / 1 Half / Pool / Spa

Built 2026
Olde Naples Naples Homes for Sale: Introducing 544 13th Avenue South — a newly completed Coastal Contemporary estate that sets a new standard for modern Old Naples living. The striking white façade, elevated entry, and meticulously curated landscaping create an immediate sense of presence and sophistication. Designed by Falcon Design, crafted by Waterside Builders, and finished by Dianna Horsley Design, this residence offers 6,760 sq. ft. under roof and 5,436 sq. ft. under air, delivering a flawless blend of architectural excellence and refined livability. The thoughtful layout provides two main-level bedrooms, including a serene primary suite with spa-quality finishes, and a second bedroom that functions beautifully as a guest suite or dedicated office. Inside, clean lines, designer lighting, and expansive windows fill the home with natural light. The gourmet kitchen is equipped with custom cabinetry, a large center island, top-tier appliances, and a discreet service kitchen ideal for hosting and catered events. The great room opens seamlessly to the outdoors through full-height sliders, creating effortless indoor–outdoor living. The outdoor environment is truly resort-caliber, featuring a stunning pool with sun shelf, expansive decking, integrated seating areas, and a fully equipped summer kitchen — all framed by lush tropical landscaping for beauty and privacy. Upstairs, a private guest suite with a balcony and kitchenette offers exceptional comfort for visitors. A spacious bonus room provides endless flexibility — perfect for a media lounge, gym, bunkroom, or additional bedroom. The second-floor serving bar opens to a large covered balcony overlooking the pool, creating an elevated entertaining space ideal for sunset gatherings. Additional features include a three-car garage, full smart-home integration, a whole-house generator, custom millwork, and a 10-foot elevated front elevation for enhanced peace of mind. Positioned just steps from Historic 3rd Street South, Fifth Avenue South, and the Gulf of America, this residence delivers the ultimate blend of craftsmanship, convenience, and the signature lifestyle that makes Old Naples so sought-after. A brand-new, move-in-ready masterpiece — now complete and ready to be enjoyed!



$13,995,000
View Details

Olde Naples

264 8th Ave S, Naples, FL 34102

Homes - 5,057 ft² / 6,991 ft² - 3 Car Garage

5+Den / 5 Baths / 2 Half / Pool / Spa

Built 2026
Olde Naples Naples Homes for Sale: Steps from the shimmering Gulf waters, pristine white-sand beaches, and the vibrant charm of 5th Avenue South and 3rd Street South, 264 8th Avenue South offers the ultimate Olde Naples lifestyle—where prime location, refined luxury, and effortless living converge. Designed by Beck Architectural Group and recently completed by Wilder Builders, this stunning home sits on a premium southern-exposure lot in the heart of Olde Naples. The thoughtfully designed floor plan prioritizes main-level living, featuring an expansive great room, a chef’s kitchen, a luxurious primary suite, and a versatile private flex bedroom—ideal for guests, a home office, or a wellness space. Seamless indoor-outdoor flow leads to a private backyard retreat designed for year-round enjoyment. The covered outdoor living area is outfitted with a gourmet kitchen featuring a Lynx grill, refrigerated drawers, and a prep sink, along with a living space anchored by a feature wall with a television and gas fireplace. Beyond, the sun-drenched, fenced backyard is maximized with a large saltwater pool with a sun shelf, water features, and an integrated spa, all surrounded by ample deck space for lounging, low-maintenance turf for pets, and an outdoor shower. The designer kitchen by Design West is a true showpiece, appointed with custom cabinetry and top-of-the-line appliances, including a Wolf induction cooktop and oven; Sub-Zero refrigeration with wine storage and auxiliary beverage drawers; a Cove dishwasher; and Cristallo quartzite countertops. The adjacent butler’s pantry enhances functionality with additional prep space, a Wolf six-burner gas range, Wolf microwave, Asko dishwasher, and a generous walk-in pantry—perfectly tucked away for effortless entertaining. The main-level primary suite is a private sanctuary, featuring a vaulted ceiling, tranquil backyard views, and a spa-inspired bath with dual vanities, separate water closets, a soaking tub, a walk-in shower, and an oversized custom closet. Upstairs, three spacious bedrooms each offer en suite baths, complemented by a shared media room with a breakfast bar and private deck—an ideal vantage point for breathtaking western sunsets and seasonal fireworks. Throughout the home, rich hardwood flooring, custom retractable privacy shades, and refined architectural details—including 11-inch baseboards—create a sophisticated and cohesive aesthetic. Additional features include dual laundry rooms; a three-car garage with rear alley access and sufficient height to accommodate lifts in two bays; natural gas; a whole-house generator; water filtration and humidification systems; a private elevator; Lutron lighting; surround sound; and full home automation. The property is also situated on the same power grid as a nearby fire station, offering added peace of mind. This exceptional residence perfectly blends Olde Naples elegance with modern luxury—ideal for those seeking the very best in coastal living, location, and sophisticated design.



$12,995,000
Decrease*
$4M
View Details

Olde Naples

626 S Golf Dr, Naples, FL 34102

Homes - 6,255 ft² / 8,424 ft² - 3 Car Garage

6 or More / 5 Baths / 2 Half / Pool / Spa

Built 2023
Olde Naples Naples Homes for Sale: Just completed, this new home in Olde Naples with southern exposure is located just blocks to gulf beaches and the future Four Seasons Resort. Designed by Falconer Jones and built by Equinox Construction Group with 6 bedrooms and 5 full baths plus main level powder room & dedicated pool bath this professionally designed fully furnished home is a must see. The interior features include an elevator, main floor office, state of the art chef’s kitchen with butler's pantry, large dining area with wine cooler and glass sliding doors that completely pocket to open the house seamlessly to the large lanai. The outdoor living and entertaining area with summer kitchen surrounded by an oversized resort style pool and grand fire pit with built in seating offer the ideal setting to enjoy the Florida lifestyle. Exterior features include roll down screens and shutters, shell stone decking, whole house generator, full circular driveway and 3-car garage parking.



$12,995,000
Decrease*
$2M
View Details

Olde Naples

140 3rd Ave S, Naples, FL 34102

Homes - 7,537 ft² / 14,890 ft² - 10 Car Garage

5 Bed / 6 Baths / 2 Half / Pool / Spa

Built 2012
Olde Naples Naples Homes for Sale: A landmark, custom built, Old Naples estate just four homes from the Gulf. Elevated and recently renovated, this exceptional residence offers over 7,500 square feet of refined AC-living with timeless architecture and exquisite craftsmanship. Features include a grand two-story foyer, coffered ceilings, rich millwork, library, formal dining, and expansive living spaces filled with natural light. The chef’s kitchen boasts Wolf and Sub-Zero appliances, dual islands, marble prep areas, butler’s pantry, and wine cellar. The luxurious master suite offers a sitting area, dual walk-in closets, spa bath, and private balcony. Outdoor living includes a heated, salt system pool and spa, outdoor kitchen, fireplace, lush landscaping, and shaded entertaining areas. Rare, air-conditioned garage for 10+ vehicles, impact windows and doors, private elevator, and generator. High and dry, moments to beaches, dining, and shopping—this is Old Naples luxury at its finest.



$12,900,000
View Details

Olde Naples

247 6th St N, Naples, FL 34102

Homes - 3,298 ft² / 4,824 ft² - 2 Car Garage

3+Den / 2 Baths / 1 Half / Pool

Built 1957
Olde Naples Naples Homes for Sale: A truly exceptional assemblage set within one of the most coveted areas of Old Naples, this remarkable property is quietly positioned along picturesque, tree-lined streets that epitomize the charm and prestige of the neighborhood. Behind its gates lies what may be the most impressive private garden environment in the entire City of Naples - an enchanting landscape conceived to evoke a sense of history, classical order, and timeless beauty. Inspired by traditional English gardens and thoughtfully adapted to Florida’s climate, the grounds feature extraordinary specimen trees, lush native foliage, and natural stone elements. Meandering walking paths lead past curated sculptures, intimate seating areas, and tranquil vignettes that invite reflection and discovery. Celebrated in countless local and national publications over the years, these gardens are both a sanctuary and a work of art. The charming residence, substantially renovated in the early 2000s, is perfectly oriented to embrace its surroundings. Offering three bedrooms and a dedicated office, the home overlooks a sweeping pool and the gardens beyond. Entertain with ease in the intimate dining room and welcoming living room, featuring sliders that retract, dissolving the boundary between indoors and out and allowing the garden to become an extension of the living space. The open kitchen flows seamlessly into the family room, which extends to a covered outdoor living area - each setting thoughtfully designed to keep the gardens as the focal point. A large pool serves both a functional and sculptural role, beautifully complementing a secondary pool that cradles a striking centerpiece sculpture. Additional features include a two-car garage with substantial storage accessed via the alley, a generator, and, most notably, as part of the offering, a vacant parcel across the alleyway. This additional property provides a level of privacy, seclusion, and open space that is extraordinarily rare in Old Naples. Ideally located just moments from Fifth Avenue South, Naples’ white sandy beaches, and the conveniences of downtown and the hospital district, the property offers effortless access to everything while remaining remarkably private. Undoubtedly one of the most unique offerings ever presented in Old Naples, this is an extraordinary opportunity to enjoy a refined home enveloped by magical gardens, creating the feeling of complete seclusion while being in the very heart of Naples.



$12,900,000
View Details

Olde Naples

501 7th Ave N, Naples, FL 34102

Homes - 5,449 ft² / 7,566 ft² - 3 Car Garage

5+Den / 5 Baths / 1 Half / Pool / Spa

Built 2025
Olde Naples Naples Homes for Sale: Located on an oversized parcel in one of Old Naples’ most walkable residential enclaves, this construction 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, with completion scheduled for February 2026. 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 refined landscaping that maintains privacy without disconnecting from the neighborhood fabric. 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.



$12,900,000
View Details

Olde Naples

128 1st Ave S, Naples, FL 34102

Homes - 5,174 ft² / 6,378 ft² - 3 Car Garage

5+Den / 5 Baths / 2 Half / Pool / Spa

Built 2025
Olde Naples Naples Homes for Sale: Recently completed! Experience luxury living at its finest in this new construction home nestled in the heart of sought-after Olde Naples. This Southern exposure two-story residence boasts 5 bedrooms + den (optional 6th Bedroom), 5 (2 Half) bathrooms, and multiple living areas including an upstairs loft complete with its own kitchen. The Butler's pantry complements the chef's kitchen featuring high-end appliances, including a gas cooktop and large island. With an open floor plan and a spa-like master suite, this home is designed for comfort and elegance. The outdoor kitchen, expansive outdoor living area, and resort-style pool with a spa offer an ideal setting for lavish entertaining. Waterside Builders, Falcon Design and DLY Design have come together to construct a showstopping masterpiece. Ideally located in the 100 Block of Olde Naples within walking and biking distance of downtown, 5th Avenue South's, and 3rd Street South's, fine dining, world-class, shopping entertainment, and white sand beaches.



$12,750,000
Decrease*
$450K
View Details

Olde Naples

330 Broad Ave N, Naples, FL 34102

Homes - 5,674 ft² / 6,550 ft² - 3 Car Garage

5+Den / 5 Baths / 1 Half / Pool / Spa

Built 2024
Olde Naples Naples Homes for Sale: Privacy exemplified in this Stunning Luxury Estate located in Old Naples between the Four Seasons Naples Beach Resort and 5th Ave S. Entertainment District. This custom Old Naples home is expertly crafted through the combined vision of MHK Architecture & Planning, Freestyle Interior Design, and Gulfshore Homes. This spectacular 2024 home embodies sophistication, with 1,250 SF expansive primary suite includes a large bedroom and sitting area, dual closets completely finished with custom cabinetry and a home office with a stunning view through a full glass wall. Open flowing floor plan provides stunning views of a water feature as you enter the home. With 5,674 square feet of living area, the residence boasts an array of exquisite features, including extensive ceiling detailing and a spacious great room. 10’ tall sliding glass door walls accompanied by hidden electric screens and shades showcase the pool, sun area, fire pit, and spacious yard. The air-conditioned lanai features accordion style impact glass sliders, electric screens, summer kitchen and television/entertainment area. A kitchen that is a chef's dream features a under-lit Cristallo quartzite 104' x 54" island, Wolf® 8 burner gas range, top-of-the-line appliances, complemented by a butler’s pantry with a wine refrigerator, Miele steam oven, Miele coffee station, ice-maker, 2nd dishwasher, and more. Stunning bar off kitchen boasts an Alex Turco backlit back bar. Visually impressive glass wine cellar flanked by a stunning open staircase with spectacular multi-tiered chandelier. Second-floor guest bedrooms each offer en suite baths, a living room with option for complete privacy to main living area. Unique for Old Naples with features like a large .34 acre homesite featuring a 112’ wide elevation, a private extensively landscaped yard with full size pool, expansive sun deck, fire pit, and room for outdoor recreation, social gatherings, or private putting green. This amazing residence is located on an extremely quiet street with a large horseshoe drive with parking for 10 cars, and only 3 blocks to the beach. The roof deck offers a peek of the gulf and stunning views of three lakes. A fifth bedroom is currently set up as an exercise room with infrared sauna and a steam shower. Laundries are located on both the main living area and 2nd floor. The luxurious pool features a wading/sunning shelf and waterfall. For the automotive enthusiast, the 3-car garage with power outlet for electric vehicle charging and room for 3 lifts. 2nd story floor solid poured concrete for peace of mind quite separation. The home features a full home Generac® generator with transfer switch and 1000-gallon buried propane tank, along with Carrier’s most advanced HVAC, the Carrier Infinity®, with humidity and mold prevention. Home is prepped for installation of an elevator. Toto Washlet+® automatic water closets featured in the primary bath and powder room. This residence is truly a haven of tranquility and privacy.



$12,750,000
Decrease*
$11.3M
View Details

Olde Naples

40 5th Ave S, Naples, FL 34102

Homes - 7,635 ft² / 9,675 ft² - 3 Car Garage

5+Den / 6 Baths / 1 Half / Pool / Spa

Built 2002
Olde Naples Naples Homes for Sale: LOCATED IN BEACH BLOCK just steps from the beach and the vibrant lifestyle of 5th Avenue South, this exceptional residence embodies the very best of Old Naples living. Stroll the shoreline, bike along the coast, and enjoy the world-class dining, shopping, and culture that make Old Naples one of the most desirable destinations on the planet. Upon arrival, guests are greeted by 24-foot soaring ceilings, a stunning 6-foot John Walker chandelier, and an elegant curved mahogany staircase that sets the tone for timeless sophistication. Power gates, paver walkways, and lush tropical landscaping frame the generous 85' x 150' lot, while the rear alley leads to a 3-car garage and a private elevator servicing all levels. The fireplace living room flows seamlessly into an 800-bottle climate-controlled wine room, creating the perfect setting for intimate gatherings or memorable evenings with friends and family. Sunlight fills the inviting family room, where French doors open to a spacious open-air terrace with views of the Gulf. The chef’s kitchen is a culinary dream—equipped with a Viking gas range, expansive center island, and premium finishes. Nearby, a dramatic round dining room with rotunda ceiling comfortably seats ten, bathed in natural light. On the first level, the luxurious primary suite features French doors leading to a private terrace overlooking the pool and gardens—a serene retreat. The second level offers a speak easy lounge, a media/family room that flows easily into the adjacent office/library. French doors open to a magnificent terrace with sweeping Gulf views and unforgettable sunset skies. Four large guest suites, each with a private bath, provide comfort and privacy for all. An exterior spiral staircase leads to the rooftop deck, complete with built-in seating—an extraordinary vantage point to enjoy Naples’ moody skies and breathtaking sunsets. Outdoors, soak up the sun by the resort-style pool, unwind in the spa, or host gatherings in spaces designed for effortless entertaining. This home is ideal for philanthropic events, elegant soirées, and memorable family celebrations. Living on 5th Avenue South means you are footsteps from 41 restaurants, theaters, art galleries, Cambier Park, the tennis center, boutique shopping, and the newly opened Four Seasons nearby. Explore Tin City, charter a fishing boat, or sail into the sunset—the lifestyle here is vibrant, active, and endlessly inspiring.



$11,995,000
Decrease*
$905K
View Details

Olde Naples

273 10th Ave S, Naples, FL 34102

Homes - 4,787 ft² / 6,242 ft² - 3 Car Garage

5+Den / 5 Baths / 2 Half / Pool / Spa

Built 2025
Olde Naples Naples Homes for Sale: Just minutes from the world class shopping and dining on 3rd Street South & Fifth Avenue South, this brand new, never lived in residence embodies refined living in the heart of the highly sought after Olde Naples neighborhood. Blending natural textures with contemporary elegance, the home offers five bedrooms + study, light-filled interiors, and a seamless connection to the outdoors. Walls of sliders open the flexible outdoor living area & kitchen to the pool, creating a harmonious flow between inside and out. Unwind as the sun sets, a glass in hand, embraced by the privacy of your own retreat. At the heart of the gourmet kitchen, a dramatic Calacatta Lasa quartzite island anchors the space, complemented by custom SOHO cabinetry and Wolf appliances, while a striking counter to ceiling window bathes the room in natural light. Multiple stone and wood selections throughout create a warm yet modern atmosphere, while the open design makes everyday living and special occasions effortless. The main level wet bar with chilled wine storage is detailed with a romantic blue Quartzite setting the scene for evenings of gathering, while the upstairs morning bar invites guests to begin each day with ease and elegance. Additional details of note include a built-in generator, motorized screens, Control 4 automation, three car garage and quality of construction to last a lifetime. This Olde Naples gem is the perfect balance of luxury, comfort, and location—steps from the Gulf and curated for the ultimate Naples lifestyle.



$11,750,000
Decrease*
$1.2M
View Details

Olde Naples

774 Golf Dr, Naples, FL 34102

Homes - 6,882 ft² / 8,565 ft² - 3 Car Garage

5+Den / 6 Baths / 1 Half / Pool / Spa

Built 2024
Olde Naples Naples Homes for Sale: Set within the prestigious South Golf Drive corridor in the heart of Old Naples, this newly completed estate embodies a rare level of architectural excellence, craftsmanship, and thoughtful design. Masterfully envisioned by MHK Architecture and brought to life by Lotus Construction’s luxury division, the residence enjoys a premier setting directly across from the newly redeveloped Four Seasons Resort Naples Beach Club and its oceanfront golf and tennis campus, offering sweeping views across manicured fairways in one of Naples’ most exclusive and tightly held locations. Encompassing nearly 7,000 square feet of meticulously designed living space, the home balances grandeur with livability. Five generously proportioned bedroom suites, a private study, and seven baths are thoughtfully arranged within a floorplan that offers both open gathering spaces and intimate retreats. Interiors curated by Freestyle reflect a refined, modern coastal aesthetic, with bespoke millwork, curated materials, and an understated palette that allows the architecture and setting to take center stage. The chef’s kitchen is a statement of both form and function, anchored by a fully integrated Wolf and Sub-Zero appliance suite, Miele coffee system, and an expansive scullery designed for seamless entertaining. A climate-controlled wine room and discreetly integrated bar enhance the home’s capacity for sophisticated hosting, while thoughtful appointments—including dual laundry rooms, a commercial-grade sheet ironer, natural gas-powered rooftop generator, and intelligent Toto Neorest fixtures—underscore a commitment to comfort and operational excellence. Outdoor living is equally compelling, with a custom pool and spa surrounded by lush, mature tropical landscaping that provides exceptional privacy while preserving open golf course vistas. A Crestron whole-home automation system offers intuitive control of lighting, climate, security, and entertainment, ensuring effortless daily living. Completing the residence is a split three-car garage, offering both convenience and discretion. Built by EMB Custom Homes and offered fully furnished, this exceptional property presents a rare opportunity to acquire a turnkey estate of architectural significance in one of Naples’ most coveted coastal settings—just moments from the beach and the world-class dining, shopping, and cultural experiences of Fifth Avenue South and Third Street South.



$11,249,000
Decrease*
$1.1M
View Details

Olde Naples

581 14th Ave S, Naples, FL 34102

Homes - 4,534 ft² / 6,450 ft² - 3 Car Garage

4+Den / 4 Baths / 3 Half / Pool / Spa

Built 2026
Olde Naples Naples Homes for Sale: A masterfully crafted collaboration between Jeffrey Fisher Home, renowned architect JMDG, and the highly respected Waterside Builders; this newly completed Olde Naples residence blends elevated design with luxurious livability—just four blocks to the beach and two blocks from the charm of 3rd Street South. Every element of the home reflects attention to detail and timeless sophistication: European white oak floors, custom cabinetry and millwork, floor-to-ceiling glass, and intricate stained oak architectural ceilings. The open-concept floor plan flows through a sunlit study, elegant dining space, and stunning backlit bar into a designer kitchen outfitted with Miele, Wolf, and Sub-Zero appliances, plus a walk in pantry and first-floor laundry. The first-floor primary suite is a true retreat with immediate access to the pool and outdoor living areas. Framed by impact sliders, the living room opens to multiple covered spaces and a plunge / dipping pool and spa. A full summer kitchen and expansive outdoor deck make entertaining effortless. Upstairs offers exceptional flexibility and privacy with three en-suite bedrooms, a large bonus room, a second laundry, and a VIP guest suite. Control4 home automation, generator, natural gas, and electric roll-down screens and shutters provide ultimate comfort, security, and convenience. Positioned in one of the most sought-after pockets of Olde Naples, this bespoke property is a rare opportunity to own a truly exceptional new-construction home—steps from the Gulf, fine dining, and world-class shopping.



$10,999,000
Decrease*
$1.5M
View Details

Olde Naples

349 2nd Ave N, Naples, FL 34102

Homes - 5,017 ft² / 6,108 ft² - 3 Car Garage

4+Den / 4 Baths / 2 Half / Pool / Spa

Built 2025
Olde Naples Naples Homes for Sale: This extraordinary custom-designed home is the epitome of luxurious living in downtown Naples. A true collaboration of the distinguished C&E Builders and the celebrated Ruta Menaghlazi of Theory Design—this one-of-a-kind property effortlessly blends impeccable craftsmanship with modern elegance. Located just moments from the pristine sugar-sand beaches and within walking distance to the world-class shopping, dining, and entertainment of 5th Avenue South, 3rd Street, and the highly anticipated Naples Beach Club, it offers an unparalleled lifestyle. Upon entering, you are greeted by an breathtaking floating staircase that serves as a striking focal point of the home. The open-concept floorplan is bathed in natural light, with soaring ceilings adorned with wood beams that create a beautiful contrast against the sleek ebony accents throughout the home. This is no ordinary new construction—it's a masterpiece that balances warmth and sophistication in a way that feels uniquely refined and inviting. The heart of the home is its exquisite chef’s kitchen, where luxurious marble countertops and backsplashes provide a breathtaking backdrop to an expansive center island—perfect for entertaining and casual dining alike. This culinary haven features top-of-the-line Miele and Sub-Zero appliances, a dream for any gourmet chef, while the tastefully concealed butler’s pantry enhances the kitchen’s functionality, providing ample space for prep and storage. The primary suite is a retreat, curated for relaxation and comfort. The spa-like master bathroom features stunning marble tile, a luxurious soaking tub, and an oversized shower with multiple showerheads for a true resort experience. Step outside to the tranquil pool area, surrounded by lush landscaping. Designed for entertaining, this home boasts an exceptional indoor-outdoor flow. The outdoor space is adorned with a custom-built fireplace, a summer kitchen, and stunning marble accents, creating the perfect environment for alfresco dining or lounging by the pool. Upstairs, an additional living area serves as a versatile loft complete with a full wet bar—ideal for guests or family members to enjoy their own private space separate from the main living area downstairs. The upper level also features the VIP guest suite, equipped with a full kitchenette, making it the perfect in-law or au pair suite for extended stays. With over 5,000 square feet of thoughtfully designed living space, this home represents the pinnacle of indoor-outdoor living in Naples. The blend of European white oak wood flooring, elegant architectural details, and a sophisticated color palette sets the tone for a residence that is both timeless and contemporary. This custom-built masterpiece is more than just a home—it’s a testament to the finest in Naples living, where every detail has been carefully designed for those with discerning taste.




1 - 24 of 111
Previous
1
2
3
4
5


Contact Us
Need professional assistance selling your property at Olde Naples Naples? Find out how an Area Specialist can help to generate more property exposure in order to get the most money for your investment in the least amount of time.Contact Us.
*Just Listed: new properties that came on the market within the last 30 days.
*Decrease/Increase: listing values that are being recorded within the last 30 days.
*Foreclosures/Short Sale: Please note, all properties are subject to bank approval. Buyers must be pre-approved or show proof of funds before submitting an offer.

The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. The properties displayed may not be all of the properties in the MLS's database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker's logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.