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Homes for Sale with a Pool in 34108, Naples, FL

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Welcome to your dedicated resource for homes for sale with a pool in 34108, Naples, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As local 34108, Naples, FL agents, The Fortune Group specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the with a pool properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Homes for Sale with a Pool in 34108, Naples, FL

$2,299,000
4 Beds ⋅ 3 Baths ⋅ 226011413 MLS
Experience the ultimate Southwest Florida lifestyle at 480 Oak Avenue, a prime SOUTHERN EXPOSURE waterfront residence in the heart of North Naples. Positioned on a wide canal with beautiful water views just off the bay with view of Ritz-Carlton Residences of Naples. This exceptional property offers direct boating access to the Gulf of Mexico, allowing you to enjoy world-class fishing, island hopping, and breathtaking Gulf sunsets within minutes of leaving your dock. This 4-bedroom, 3-bathroom home features generous living spaces, a two-car garage, and a seamless indoor-outdoor design ideal for entertaining. The backyard is a private tropical retreat complete with a pool, waterfront patio, and boat dock, creating the perfect setting for relaxing after a day on the water. Located just minutes from the pristine beaches of Vanderbilt Beach and the upscale shopping, dining, and nightlife of Mercato, this property offers unmatched convenience in one of the most desirable areas of Naples. Whether you are seeking an exceptional primary residence, a seasonal coastal retreat, or a high-performing short-term rental investment, 480 Oak Avenue represents an exceptional opportunity to own waterfront property in one of Naples’ most sought-after locations.

480 Oak AVE, Naples
$1,450,000
5 Beds ⋅ 3 Baths ⋅ 226011400 MLS
Remarkable UNDER CONSTRUCTION luxury home located in a quiet, dead-end street at Naples Park. One of the last few areas of Naples that are LESS THAN 2 MILES from the ocean with NO HOA and NO RENTAL RESTRICTIONS. This beautiful 5 bed, 3 bath home will feature a modern design and high-quality build with a STEM WALL foundation, HIGH IMPACT RATED WINDOWS AND DOORS, and it is being offered FULLY and PROFESSIONALLY FURNISHED and DECORATED. The open-concept living space will feature wood plank style porcelain tile throughout, high ceilings, spacious kitchen with tons of cabinet space, stainless steel appliances, and quartz countertops. The outdoor area will offer everything you need to enjoy a comfortable coastal lifestyle - built-in grill area, private POOL with SPA, outdoor shower, an extensive paved pool deck offering tons of space to entertain. Located just minutes from Vanderbilt Beach, Wiggins Pass State Park, and premier shopping and dining at Mercato and Waterside Shops ***Pictures and video walkthrough posted are for reference only, taken from a finished property of the same model.

859 108th AVE N, Naples
$1,165,000
3 Beds ⋅ 2 Baths ⋅ 226011321 MLS
Discover a remarkable opportunity to own a beautifully renovated, turnkey furnished single-family home just steps from the beach! This pristine 3-bedroom, 2-bathroom residence offers an expansive 1,602 square feet of stylish living space, adorned with modern furnishings, top-of-the-line appliances, and tasteful decor throughout. Professionally designed for both comfort and elegance, this property features a brand-new pool and spa, perfect for relaxation and entertaining. Whether you're an investor seeking a lucrative vacation rental, a second-home buyer, or simply looking to enjoy a seasonal retreat, this exceptional residence is brimming with potential. Imagine spending your winters basking in the sun or enjoying holidays in this stunning getaway, while also having the option to generate rental income or create a peaceful retirement haven. Ideally situated, you’ll be within walking distance to the beach, Mercato, Waterside Shops, and the vibrant Downtown 5th Avenue of Naples, Florida. Best of all, you'll enjoy complete freedom with NO HOA rules, NO additional fees, and NO rental restrictions. Seize this incredible chance to own your slice of paradise in sunny Naples, Florida—your dream home awaits!

823 96th AVE N, Naples
$2,895,000
4 Beds ⋅ 4.5 Baths ⋅ 226010628 MLS
Exciting opportunity for new construction on a rare lot and a half in Naples Park! This spectacular 4 bedroom + den, 4.5 bath residence designed by South Florida Architecture showcases exceptional craftsmanship and elevated design throughout. The open-concept floor plan features wide plank wood flooring, hurricane-impact windows and doors, and Lutron smart lighting throughout. Each bedroom offers privacy and comfort with its own en-suite bathroom, creating an ideal layout for family and guests. The light-filled chef’s kitchen is beautifully appointed with custom high-end cabinetry, and JennAir appliances including a gas cooktop, seamlessly flowing into the main living and dining areas. A dramatic 90-degree sliding glass wall opens the home to an expansive outdoor living space complete with a summer kitchen, resort-style gas-heated pool and spa, and a poured concrete pool deck, creating the perfect setting for entertaining and embracing the Florida lifestyle. Built on an oversized lot with elevation exceeding current building requirements and finished with a durable metal roof, this home offers both quality construction and modern coastal design. This exceptional Naples Park residence combines luxury finishes, thoughtful design, and a prime location just minutes from Mercato, Vanderbilt Beach, and the best of North Naples dining and shopping.

766 95th AVE N, Naples
$1,425,000
3 Beds ⋅ 2 Baths ⋅ 226010371 MLS
Discover an exceptional opportunity in the heart of Naples Park, where location, privacy, and investment potential come together perfectly. Situated on one of the largest and most desirable double corner lots in Naples Park, this property offers a rare combination of space, privacy, and unbeatable proximity to Naples’ most sought-after destinations. Just minutes by bike or a short walk to the pristine sands of Vanderbilt Beach, Delnor- Wiggins Pass State Park and the Ritz Carlton- you will enjoy effortless access to some of Southwest Florida’s most breathtaking coastline. Directly across from Mercato, you’re steps away from some of the city’s best upscale dining, boutique shopping, entertainment, and nightlife — making this truly one of the most convenient and coveted locations in Naples. Inside, the home features beautifully upgraded interiors, including a renovated kitchen and stylishly updated bathrooms designed with both comfort and functionality in mind. With no carpet throughout, the home offers a clean, modern aesthetic that is both elegant and easy to maintain — ideal for full-time living or vacation rental guests. This home is also available fully furnished. The outdoor living space is where this property truly shines. Set on an expansive double corner lot, the fully fenced yard offers total privacy and the feeling of your own tropical retreat. The backyard has been thoughtfully designed as a true outdoor oasis, highlighted by an oversized pool with a sun deck perfect for lounging in the Florida sunshine or entertaining guests. The pool has been enhanced with a new pool heater, new pool pump, and a saltwater system. For investors, the property boasts an excellent rental history and strong income potential, with rental records available upon request. Whether you’re searching for a private coastal getaway, a high-performing vacation rental, or a future luxury build opportunity, this exceptional Naples Park property offers space, privacy, and an unbeatable location just moments from the beach and the best of Naples living.

800 100th AVE N, Naples
$12,995,000
6 Beds ⋅ 7.5 Baths ⋅ 226009848 MLS
An exceptional new construction estate at 117 West Street in Pine Ridge Estates sets a striking new benchmark for refined Naples living, where timeless architectural character meets a fresh, contemporary layout designed for today’s most elevated lifestyles. Envisioned by GNR Developers, thoughtfully designed by Unique Hite Designs, meticulously constructed by The Glendale Group of Southwest Florida, and beautifully curated by AZ Designs, this residence reflects the remarkable craftsmanship and aesthetic precision each is known for. Classic architectural detailing blends seamlessly with expansive, light-filled interiors, creating a home that feels both sophisticated and welcoming. Generous ceiling heights, large window expanses, and an effortless flow between indoor and outdoor spaces define the overall design. The gourmet kitchen serves as a dramatic centerpiece, appointed with premium Wolf, Miele, and Sub-Zero appliances, custom cabinetry, and a spacious layout designed for both everyday living and entertaining. A fully equipped prep kitchen adds another layer of convenience and refinement for hosting on any scale. Outdoor living is equally compelling. The resort-style pool and spa anchor a spectacular backyard setting framed by lush green space, multiple covered and open-air lounging areas, and an impressive fire pit gathering space designed for evenings under the Naples sky. The thoughtfully arranged floor plan offers three bedrooms on the main level and three additional bedrooms upstairs, complemented by a spacious bonus living and game area. A separate guest casita provides an exceptional private retreat with its own living room, kitchen, and utility space. For the automotive enthusiast, six garage bays with lift-height clearance and a generous motor court provide rare flexibility and scale. Set within the expansive estate lots of Pine Ridge Estates and moments from Naples’ celebrated dining, beaches, and cultural destinations, this remarkable property offers an extraordinary opportunity to experience luxury living at its most thoughtfully designed.

117 West ST, Naples
$550,000
2 Beds ⋅ 2 Baths ⋅ 226010380 MLS ⋅ Vanderbilt Towers BLDG.
This is your chance to live STEPS AWAY FROM THE BEACH! Just bring your toothbrush and move into this fully renovated 2 bedroom, 2 bathroom TURNKEY furnished condo features NEW AC, tile throughout for easy maintenance, a great room, large screened balcony and additional storage. Located in highly sought-after Vanderbilt Towers, the building offers on-site management, community pool, kayak storage, tennis courts, picnic area with outdoor grills and beach access to Delnor Wiggins State Park and just a few minutes to Vanderbilt beach. There are boat docks for lease and offer direct access to the Gulf of Mexico. Close to world class dining, shopping and entertainment at nearby Mercato, Ritz Carlton, La Playa and more. Grab your own piece of paradise on the sugar sand beaches today!

3 Bluebill AVE Unit 207, Naples
$5,850,000
4 Beds ⋅ 4.5 Baths ⋅ 226009871 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Welcome inside this one-of-a-kind 3,800-square-foot villa home that defines a new age of redevelopment for Pelican Bay's desired Grand Bay gated community and experience its luxury debut. Masterfully re-imagined by Fleming Architects and Glendale Group Builders, this luxurious home was expanded and rebuilt with refined modernity, unrestrained beauty and superior craftmanship. Enter the voluminous great room flanked by stunning 14-foot coffered ceilings and walls of glass that stream natural light throughout the day. Multiple living and dining areas are designed for ease and open flow of entertaining and modern living. The centerpiece gourmet kitchen is a chef’s dream with premium appliances and an expansive center island. A separate wine tasting and beverage bar holds 200 bottles of your finest. This impeccable residence boasts four bedrooms with four en-suite baths plus a powder room. Guests will feel especially welcome in the private Cabana bedroom suite and bath. Fine custom cabinetry and architectural millwork throughout the home ensure timeless and enduring design. New roof, impact windows and doors, electrical and plumbing, appliances, mechanicals and the finest of luxury hardwood and stone finishes dovetail with exceptional design to provide the ultimate living experience. Ideally near tram station for access to Pelican Bay’s world-class beach amenities. Superior elevation with no effect from Hurricane Ian, according to the owner. This exceptionally grand villa awaits its illustrious owner.

7963 Grand Bay DR Unit 11, Naples
$11,490,000
5 Beds ⋅ 6.5 Baths ⋅ 226009767 MLS
A meticulously curated home with a completion date of fall 2026 on a corner property with land, privacy, mature landmark trees, outdoor living amenities, sophisticated architectural details, and distinctive interior design! The next luxury spec in the portfolio of premier developer R.O.I. Naples, this 6,500-square foot Pine Ridge estate is adorned with majestic and commanding statement trees, like Banyan and Royal Poinciana, which provide the kind of sprawling, sky-reaching canopies only an experienced developer can appreciate when choosing the perfect land. A rare, glass-railed 2nd floor sun deck, flanked by a lit spiral staircase, provides a panoramic bird’s-eye view of the tennis court, pool, spa, water feature wall, & fire pit. Set on a private, 1.3-acre oversized corner lot, the property offers exceptional flexibility for outdoor living, recreation, and entertaining all while maintaining a sense of privacy and estate-like scale rarely found in newer developments. Sited & designed at the back of the grounds is an optional 12-Car Collector’s Retreat—which could add an additional 5,200 square feet under air—a detached, 2-story out building that would increase the total car capacity of the property to 17! The additional ensuite bedroom, gym, sauna, bar and living room is a car aficionado’s modern-day man cave. In the main home, Brazilian white oak chevron & plank flooring, water jet marble, limestone, venetian plaster and lime wash wall treatments, and an open tread staircase lined with side walls of unfilled travertine are among the highly unique custom details. Five ensuite bedrooms on 2 stories, an elevator, 2 laundry rooms, a whole-home generator, a 5-car garage within the main home, 2 family rooms, & 2 lanais complete this dream offering. The estate has undergone a comprehensive transformation right down to the studs and was stripped to its core, reconstructed with all-new electrical, plumbing, HVAC, insulation, windows, roofing, interior framing, & structural enhancements. Every major system is new. Furnishings, including luxury imported brands like Casa Italia, Roche Bobois, and At Faro, are available to purchase separately. Thoughtfully redesigned with a modern, open floor plan, the home features a Control 4 lighting system, home security technology and a partially fenced perimeter, and a Sonos sound system. Natural light fills the interiors, while carefully selected finishes and materials reflect a refined, contemporary aesthetic and a nod to midcentury modern. This was not a cosmetic renovation, but a true rebuild—executed with intention, precision, and long-term livability in mind—and reimagined from the ground up. Photos in this listing contain virtual renderings.

122 Caribbean RD, Naples
$2,200,000
3 Beds ⋅ 3 Baths ⋅ 226009689 MLS ⋅ St Pierre BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to Paradise in the Sky: PH1 at The St. Pierre. This is not just another penthouse it is the one buyers wait for, talk about, and almost never get the chance to own. Rare, Dramatic, Priced to sell. Perfectly positioned near the tram and scenic pathways to Pelican Bay’s private beach entrances, PH1 places the best of Naples coastal living right at your doorstep. Moments from Waterside Shops, neighborhood parks, museums, theaters, fine dining, and world-class shopping, the location is unmatched. The views are unforgettable: west to the Gulf, south to the horizon, and east across the lush fairways of Club Pelican Bay. With soaring ceilings, a rare wood-burning fireplace, three ensuite bedrooms, two parking spaces, and three in-building storage closets, PH1 delivers the scale, function, and lifestyle buyers rarely find in one offering. Opportunities like this do not sit. They get seen, remembered, and sold. PH1 at The St. Pierre is more than a home it is a once-in-a-blue-moon opportunity to own one of Pelican Bay’s most compelling penthouse offerings.

6825 Grenadier BLVD Unit PH1, Naples
$1,699,000
3 Beds ⋅ 3.5 Baths ⋅ 226004551 MLS
This stunning 2,000 square foot home in Naples Park offers luxury and comfort just minutes from Vanderbilt Beach. Featuring three bedrooms, four bathrooms, and a two-car garage with epoxy flooring, this residence is perfect for family living or entertaining. Enjoy a heated pool, hot tub, outdoor grilling area, dining space, fire pit, plus an outdoor bathroom and shower, ideal for relaxing or hosting guests. Inside, the open floor plan boasts quartz countertops, stainless steel appliances, large tiled floors, and both volume ceiling and tray ceilings that create a spacious, airy feel. The primary bedroom includes a private walkout to the lanai. For entertainment, 5 TVs and a state-of-the-art surround sound system provide a movie-like experience. The home comes fully furnished and turnkey, with bikes, pool, and beach accessories included. Security features include a fenced yard, security cameras, and well-designed lighting. The interlock driveway and lush landscaping add to the curb appeal. With excellent short-term rental history and proximity to the new Ritz Carlton Residences, the Ritz Carlton Hotel and Mercato shopping mall, this home combines beach lifestyle with investment potential. Your perfect Naples retreat awaits!

735 99th AVE N, Naples
$1,595,000
2 Beds ⋅ 2.5 Baths ⋅ 226010067 MLS ⋅ Coronado BLDG.
Exquisite and serene end unit with spacious and private west-facing screened-in lanai in the prestigious Coronado in Pelican Bay. The elevator opens to a tasteful and elegant hallway leading to your residence, boasting over 2,000 square feet of thoughtfully designed living space. The residence is complemented by two generous lanais, inviting you to savor spectacular sunrises and sunsets every day of the year. The meticulously crafted floor plan includes a luxurious primary suite with dual sinks, a guest bedroom with an en-suite bath, and a bright and cheery chef's kitchen that seamlessly flows into an inviting den area and an eat-in kitchen breakfast nook with an abundance of natural light. The decor and style are calming and soothing. The Coronado is a professionally managed building including a staffed front desk, an elegant social lounge, a resort-style pool, a well-equipped fitness center and guest suites for your visitors.

7225 Pelican Bay BLVD Unit 305, Naples
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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.