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Homes for Sale with a Pool in Naples, FL

Welcome to your dedicated resource for homes for sale with a pool in 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 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 Naples, FL

$985,000
3 Beds 2 Baths 226028848 MLS Viansa BLDG.
Experience refined luxury in this exceptional second-floor coach home in Viansa at Talis Park, where sophisticated design, exceptional craftsmanship, and effortless resort-style living converge. The residence features a private two-car garage with built-in storage and epoxy flooring, leading directly into a welcoming foyer with both a staircase and private elevator providing convenient access to the home. Once upstairs, the residence offers three spacious bedrooms plus a versatile den, creating an elegant and functional retreat designed for the most discerning buyer. From the moment you enter, an impressive level of detail is evident. Rich Brazilian wood flooring, custom lighting, remote-controlled shades, luxurious Masland carpeting, and exquisite Italian wallpaper create an atmosphere of timeless sophistication. A dramatic glass staircase serves as a stunning architectural focal point, while a custom-painted mural adds an exclusive artistic element and distinctive character. Thoughtfully designed for both everyday living and entertaining, the residence seamlessly blends beauty with convenience. The private screened lanai provides a tranquil setting to relax and enjoy the lush, peaceful surroundings. Move-in ready, this exceptional residence provides a rare opportunity to enjoy the elevated lifestyle of Talis Park without the wait of building new. Beyond the residence, Talis Park offers an extraordinary collection of resort-style amenities, including golf, tennis, multiple pools, a luxurious spa, state-of-the-art fitness center, and concierge services designed to effortlessly arrange activities, dining, social events, and more. This is more than a home—it is an invitation to experience the finest in Naples luxury living.

16356 Viansa WAY Unit 201, Naples

$799,000
3 Beds 2.5 Baths 226028911 MLS Bears Paw BLDG.
Exceptional Naples Golf Lifestyle at Bear’s Paw Country Club. Immediate Mandatory Full Golf Membership is available with the purchase of this exceptional residence at Bear’s Paw Country Club, offering an extraordinary opportunity to step immediately into the exclusive Naples golf lifestyle. Welcome to one of Bear’s Paw’s most desirable condominium floor plans. This spacious, light-filled 3-bedroom, 2.5-bath residence is located in an elevator building and offers the largest condominium floor plan in the community. The air conditioner, compressor, and air handler were replaced in 2026. The open concept interior features two generous living areas, a dining area, and a well-appointed kitchen with a charming breakfast nook and Corian countertops. Walls of glass open to a glass-enclosed lanai showcasing spectacular panoramic southern exposure views across the golf course and lake, which is the perfect setting for morning coffee, afternoon relaxation, or entertaining guests. A separate open-air lanai allows you to fully embrace the beauty of Naples’ year-round outdoor lifestyle. Beyond your residence, Bear’s Paw delivers an exceptional private club experience. Residents enjoy a new state-of-the-art clubhouse and fitness center, Jack Nicklaus Signature Golf Course, lighted pickleball and tennis courts, bocce, driving range, two putting greens, dog park, and a private marina with Gulf access. The community is gated and 24-hour manned, providing peace of mind and a welcoming private-club atmosphere. A scenic walking and biking path leads to downtown Naples, while the area’s world-renowned beaches, restaurants, shopping, and entertainment are just minutes away. Golf membership is mandatory, making this an exceptional opportunity for those seeking the complete Bear’s Paw experience, including private golf, boating, fitness, racquet sports, and an unparalleled Naples lifestyle, all in one of the area’s most established and sought-after communities.

425 Wildwood LN, Naples

$5,997,500
3 Beds 2.5 Baths 226029093 MLS
Welcome to one of Royal Harbor’s most extraordinary waterfront properties, an exceptionally private, over HALF-acre estate offering approx. 300 feet of waterfront, a wraparound dock, expansive yard & remarkable boating access just minutes from Naples Bay & the Gulf. More than twice the size of a standard Royal Harbor lot, this is one of only a select few properties capable of accommodating a large yacht. Tucked away on a quiet cul-de-sac shared by only five homes, this setting is nearly impossible to replicate. The property offers several possibilities. Enjoy the fully updated residence as is, reside while designing a future custom estate, rent it for healthy rental income while planning to build, or build your dream home now. For the serious boater, approx. 300 feet of waterfront provides room for an 80+ foot yacht with additional dockage. Its proximity to deep water provides convenient access to Naples Bay, while the quiet, slow-speed canal is perfect for paddleboarding, kayaking, & sheltered dockage. By boat, enjoy Hamilton Harbor, Naples Yacht Club, Keewaydin Island, Marco Island, Goodland, waterfront dining, fishing & the Gulf. The property offers an enormous fenced yard with sun & shade throughout the day, allowing for any exposure to work, mature tropical landscaping, abundant parking & exceptional privacy. Over $500K was invested in an extensive 2022 renovation. High ceilings & an open floor plan are complemented by new cabinetry & moldings, substantial wood doors with Emtek hardware & spectacular appliances. The chef’s kitchen features Sub-Zero refrigeration, freezer & beverage drawers, full-size wine refrigeration, Scotsman ice maker, Wolf six-burner dual-fuel range with griddle & a butler’s pantry. Nearly every room enjoys a water view, while expansive sliding & French doors open to the lanai, pool & waterfront. A picture window-style ExtremeView screen enclosure preserves the panoramic views & creates exceptional indoor-outdoor living. Designed for entertaining, the generous open spaces have hosted catered celebrations & large holiday gatherings. Three bedrooms include a distinctive bunk room with queen & double XL accommodations, allowing the residence to comfortably sleep 8 to 10 adults. Additional improvements include whole-house water purification, instant hot water, excellent water pressure & a newer quiet variable-speed A/C system. Downtown Naples, Fifth Avenue South, beaches, schools, groceries & dining are all just minutes away. Very few Royal Harbor properties combine more than twice the land of a typical lot, approx. 300 feet of waterfront, large yacht capability, exceptional dockage, an enormous usable yard, privacy, wide water views, quick access to deeper water & a beautifully renovated residence. Enjoy it today, generate rental income, build in the future or create your dream waterfront estate now. One or more photos have been virtually staged, AI-generated, or rendered.

2185 Trout CT, Naples

$1,075,000
2 Beds 2 Baths 226028976 MLS Vanderbilt Surf Colony BLDG.
Experience elevated coastal living in this exquisitely redesigned corner residence, where timeless design meets an exceptional waterfront setting. Recently completed and issued a new Certificate of Occupancy in July 2026, this residence offers the quality and feel of new construction within one of Vanderbilt Beach's most desirable waterfront communities. Encompassing 1,480 square feet under air and 1,835 square feet of total living space, the thoughtfully reimagined two-bedroom, two-bath floor plan is bathed in natural light and captures panoramic water views from every room. A spacious wrap around screened lanai, accessible from both the great room and the primary suite, creates a seamless transition between sophisticated interiors and the tranquil waterway beyond. Designed for both everyday living and effortless entertaining, the custom kitchen showcases European cabinetry, an oversized island, quartz countertops, premium Bosch appliances, an integrated wine bar with wine refrigerator, and refined designer finishes throughout. Natural wood flooring flows gracefully through the living spaces, complemented by porcelain tile baths, custom closet systems, spa-inspired glass-enclosed showers, and quartz vanities. A tankless water heater, storm-rated aluminum shutters, and a covered end parking space further enhance the home's exceptional quality and convenience. Curated Arhaus and Z Gallerie designer furnishings beautifully complement the residence and are available for purchase, creating a turnkey opportunity for buyers seeking an effortless move to the Naples waterfront. Residents enjoy a beautifully renovated lobby, fitness center, guest parking, and access to a private marina where boat slips may be leased, offering direct access to the boating lifestyle that defines Vanderbilt Beach. Perfectly positioned just steps from Vanderbilt Beach and Delnor-Wiggins Pass State Park, and only minutes from Mercato's acclaimed shopping, dining, and entertainment, the location is second to none. For investors, the community presents a compelling opportunity by allowing up to nine rentals per year, providing exceptional flexibility while maintaining an exclusive residential atmosphere. Equally important, the association has completed its required building reports, and all current assessments have been paid, offering buyers added confidence and peace of mind. An exceptional waterfront residence where timeless design, panoramic views, boating, investment flexibility, and the Naples beach lifestyle converge in one extraordinary offering.

11 Bluebill AVE Unit 606, Naples

$3,995,000
4 Beds 6.5 Baths 226028484 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Exceptional opportunity to own a completely renovated residence by Keystone Custom Homes in Terracina, located within the prestigious Estate section of The Vineyards. Scheduled to be completed by October 2026, this thoughtfully reimagined home offers four en-suite bedrooms, a private den, additional flex space ideal for a secondary office or lounge, and a three-car garage. White oak flooring flows throughout the main living areas and bedrooms, complemented by designer tile flooring and elevated marble detailing in the primary bath. The primary suite is a true retreat with a dramatic curved walk-in shower, freestanding soaking tub, dual vanity, expansive custom walk-in closet, plus a separate additional full bath and closet for exceptional his-and-hers functionality. Custom finishes are showcased throughout, including designer millwork, architectural niches, accent lighting, high-end cabinetry, and a dramatic feature wall with curved illuminated shelving and a Dimplex LED fireplace. The custom kitchen serves as the centerpiece of the home, designed with sophisticated finishes for both everyday living and entertaining. Outdoors, an exceptional west-facing lake and fountain view provides the backdrop for a huge screened lanai with picture-screen enclosure, oversized covered seating and entertaining area, full outdoor kitchen, large pool and spa, and mature landscaping providing privacy on both sides. An expansive driveway offers ample guest parking, while beautifully designed landscaping enhances the property throughout. Rarely does a home combine this level of renovation, scale, privacy, outdoor living, and western lake exposure within The Vineyards.

499 Terracina WAY, 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.