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Homes for Sale with a Pool in Naples, FL

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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

$5,395,000
4 Beds ⋅ 4.5 Baths ⋅ 226023652 MLS
Introducing the Crown Jewel of Isles of Capri – 18 Pelican St E defines modern coastal luxury. Perfectly positioned to capture breathtaking views of the Gulf of America and Marco Bay, this exceptional waterfront residence offers the ultimate boating lifestyle with deep-water dockage and direct gulf access without bridges. Masterfully reimagined in 2024 and boasting over 5,000 sq/ft under air, this expansive three-story open-floor plan is being offered designer furnished and includes 4 bedrooms plus den, 5 bathrooms, an expansive in-law suite, rare commercial-grade elevator and a 6-car garage. Built for complete peace-of-mind living, this home is equipped with a brand-new standing seam metal roof, new impact windows and doors, new aluminum flood barriers, Generac generator, deep piling construction, new perimeter aluminum fencing and automatic gate, and 500-gallon propane tank. As you enter through the grand contemporary front door, you are immediately struck by the soaring ceiling height, suspended spiral chandelier, floor-to-ceiling green wall and inviting seating area with imported pine pillars. Dramatic floor-to-ceiling glass walls fill the interior with natural light and views of the water from all areas of the home. The chef’s kitchen is a vision of form and function, featuring Thermador appliances, custom wood and glass cabinetry, a spacious pantry and a sliding glass wall to dissolve the boundaries between indoors and out. Beautifully renovated bathrooms feature premium finishes, electric smart toilets, and digital shower controls. Additional interior improvements include new flooring throughout, custom built-in closets, premium lighting and plumbing fixtures, Venetian plastered walls, built-in ceiling sound system and so much more. The expansive in-law suite is comparable to a 5-star boutique hotel, with its own luxury kitchen, living room area and full bathroom. Outside, enjoy direct waterfront access with a brand-new dock that boasts a 32,000-pound boat lift that can accommodate up to a 45' boat, dedicated small boat crane and concrete pad, new seawall and extended concrete cap—creating an ideal setup for boating enthusiasts. Recent mechanical improvements include new A/C units, A/C duct work, PEX plumbing and instant-hot water heaters. Additional exterior updates include new paver driveway, new garage doors, new gutters, new aluminum window awnings, new irrigation system, new landscaping, new decking and railings on upstairs balcony. Rarely does a waterfront property become available with this level of functionality and attention to detail. Combining luxury finishes, extensive mechanical and structural improvements, and exceptional boating amenities, this home represents a truly turnkey opportunity in one of Naples' most desirable waterfront settings.

18 Pelican ST E, Naples
$299,900
2 Beds ⋅ 2 Baths ⋅ 226027420 MLS ⋅ Terrace BLDG.
BACK ON THE MARKET with new paint and lighting/fixtures! BEST VALUE TERRACE UNIT IN HERITAGE BAY! Welcome to this meticuously-kept 2-bedroom, 2-bath Brookside model offering stunning golf course and pond views with beautiful western exposure — the perfect backdrop for breathtaking sunsets. Located on the first floor, this residence makes it easy to take your dog outside and enjoy quick access with no stairs. This turnkey condo has been beautifully maintained by its current owners, so you can move right in and start enjoying the Florida lifestyle on Closing day. The home features a newer A/C unit and hot water heater, providing peace of mind and comfort year-round. Heritage Bay is a premier bundled golf community, offering an immediate golf membership with ownership, and is one of the best golf VALUES in all of Naples. Enjoy recently updated resort-style amenities including championship golf, tennis, pickleball, fitness center, and dining options. A covered carport space and private storage unit are also included. Experience the best of Naples living with this spotless, move-in-ready condo in one of the area’s most sought-after golf communities!

10285 Heritage Bay BLVD Unit 817, Naples
$350,000
2 Beds ⋅ 2 Baths ⋅ 226024860 MLS ⋅ Central Garden BLDG.
Discover an effortless downtown Naples lifestyle in this first-floor, two-bedroom, two-bathroom condominium offering 855 square feet of air-conditioned living space within the highly desirable Central Garden community in Olde Naples. Positioned perfectly for buyers searching for a ground-floor condo near 5th Avenue South, this residence provides seamless walkability to the area's best dining, shopping, and entertainment. As a turn-key unit, it presents a rare opportunity to immediately secure a move-in ready home in one of Southwest Florida's most sought-after locations at a great price. The spatial flow of the home is designed for easy coastal living, emphasizing comfort and accessibility. The living spaces transition smoothly out to a 100-square-foot screened lanai, expanding your daily living area and inviting the Florida breeze indoors. Because this is a ground-floor residence, you have immediate and effortless access directly to the community’s oversized, heated pool and surrounding courtyard. The layout intelligently separates the bedrooms to ensure privacy, while the central living and dining areas serve as a comfortable gathering space after a day at the beach. Living at Central Garden means embracing the ultimate walkable Naples experience. From your front door, you are just four blocks from the world-class restaurants of 5th Avenue and only seven blocks from the white sands of Naples Beach. Essential conveniences, including Wynn’s Market, local bakeries, coffee shops, and the hospital, are all situated within a beautifully brief walking or biking distance. The community itself enhances this low-maintenance lifestyle with amenities that include a poolside grilling area, extra storage space, and inclusive high-speed internet and cable. This property is an exceptional foundation for anyone seeking a vibrant, highly walkable, and relaxed coastal lifestyle in the heart of downtown Naples.

766 Central AVE Unit 119, Naples
$265,000
3 Beds ⋅ 2 Baths ⋅ 226027086 MLS ⋅ Bradstrom Village BLDG.
Welcome to this light, bright, and beautifully inviting 3-bedroom, 2-bathroom condo perfectly situated in a fantastic Naples location! Spanning 1,257 square feet of comfortable living space, this home features modern laminate flooring throughout and an open layout that maximizes natural light. A highly desirable find, this property features three actual, distinct bedrooms, offering excellent flexibility for family, guests, or a dedicated home office. The seamless flow leads out to a private, screened lanai where you can relax and enjoy the peaceful surrounding greenery. Complete with a well-appointed kitchen featuring a breakfast bar and built-in cabinetry, convenient in-unit laundry appliances, and a dedicated carport space, this low-maintenance gem delivers the perfect blend of everyday convenience and the highly desirable Naples lifestyle.

328 Bradstrom CIR Unit E101, Naples
$489,000
3 Beds ⋅ 2 Baths ⋅ 226027883 MLS
Beautiful New Home! Bright and open floor plan with a split bedroom* Home is sitting in 1.14 acres, featuring 3 bedrooms, 2 bathrooms, 2 car garage. The kitchen has upgraded wood cabinets and quartz countertops, stainless steel appliances and beautiful floor tiles throughout the house. Impact doors and windows, paved driveway, this it time to buy. BUILDER OFFER ONE YEAR WARRANTY. *Upland lot*

5233 44 ST NE, Naples
$?
226027857 MLS
Office & Warehouse Space for Lease | 1791 Trade Center Way, Unit A | Naples, FL Now available for lease, Unit A at 1791 Trade Center Way offers 4,161 square feet of well-designed office and warehouse space in the heart of Naples' premier industrial district. Available October 1, 2026, this versatile property is ideal for contractors, service businesses, distributors, professional offices, medical support services, and companies seeking a functional office/warehouse combination. The space features 1,750 square feet of professionally finished office space on the ground floor, 981 square feet of second-floor office space, and 1,430 square feet of warehouse space, providing the perfect balance of administrative, customer-facing, and operational areas. Located just off Airport-Pulling Road in one of Naples' most sought-after commercial locations, the property offers convenient access to major business corridors, making it an excellent choice for companies serving clients throughout Southwest Florida. Property Features: ? 4,161 SF Total ? 1,750 SF Ground Floor Office ? 981 SF Second Floor Office ? 1,430 SF Warehouse Space ? Base Rent: $24.00 PSF ? Available October 1, 2026 ? Prime Naples Industrial Location ? Excellent Access Just Off Airport-Pulling Road Quality office and warehouse space in Naples remains in limited supply. Secure your business location now and position your company in one of Southwest Florida's most desirable industrial markets.

1791 Trade Center WAY Unit A, Naples
$5,295,000
3 Beds ⋅ 3.5 Baths ⋅ 226027846 MLS ⋅ Brittany BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. PERCHED ON THE 9TH FLOOR, This meticulously remodeled residence at THE BRITTANY delivers sweeping views of the Gulf of Mexico and Venetian Bay! Completely Reimagined with Modern Coastal Elegance, this light-filled home features an open-concept layout, premium flooring, custom cabinetry, and a gourmet kitchen equipped with high-end quartz counters and top-tier appliances. Every detail has been thoughtfully updated to blend luxury with everyday comfort. The Views & Outdoor Living: Enjoy dual vistas framing brilliant sunrise morning light over the bay and magnificent western sunsets over the sugar-white sand beaches from your expansive private lanai. Building Amenities & Location: Residents of this premier Park Shore address enjoy top-tier amenities including 24-hour security, a newly enhanced beachfront pool and spa, a fitness center, tennis courts, and private beach access. Located just a short stroll from fine dining and boutique shopping at The Village. Two of the best located, most envied parking spaces close and convenient to elevator entry. Bedroom # 2 - presently being used a TV Entertainment room - and photographs of furnished bedroom is AI created for your convenience. The sweeping redesigned floor plan room dimensions will vary, and you are encouraged to verify if needed.

4021 Gulf Shore BLVD N Unit 903, Naples
$1,485,000
226027833 MLS
1.91 Acres. Unlimited Possibilities. Rarely does a property this close to Downtown Naples offer this level of flexibility. RMS-6 zoning and utilities at the site allow everything from one extraordinary private estate to a residential development of up to 11 residences, including townhomes, 1-3 estate homesites, or a boutique neighborhood of single-family homes, all without the need for rezoning. The previous residence has been demolished, impact fee credits are available, and the beautifully vegetated property features 8+ mature mango trees, a tranquil lake, and a natural preserve, creating an exceptional private setting rarely found in this location. Bordering Windstar Country Club and just minutes from Naples Botanical Garden, Bayview Park Marina, waterfront dining, art galleries, Gulf access, and Downtown Naples. Located within the rapidly transforming Bayshore Gateway Triangle Redevelopment District, this is one of the last development-ready properties in the area, offering exceptional flexibility, location, and long-term value for developers, investors, builders, or those seeking to create a legacy estate.

4750 Pine ST, Naples
$799,000
4 Beds ⋅ 2 Baths ⋅ 226027003 MLS
Discover this impeccably maintained four-bedroom, two-bathroom POOL HOME located in the coveted neighborhood of Imperial Golf Estates. Adorned by lush landscaping and MINUTES to the Gulf, this home is situated on an OVERSIZED lot in Southwest Florida’s premier GOLF community. This home has been meticulously cared for by its original owner and is awaiting your personal touch! Spend warm, leisurely days floating in the pool while enjoying ultimate privacy. Admire colorful sunset skies all winter long as this home features WESTERN exposure. Designed for entertaining, there are so many special spaces to host guests. In the evening, retreat to your primary suite overlooking the pool, featuring a 4th bedroom off the primary currently utilized as a den, while additional guest bedrooms are privately tucked away on the northern side of the home. Additional highlights include stainless appliances, hurricane impact windows and doors, a newer roof (2019), a 50-gallon electric water heater, a fenced-in solar-heated pool with a large sun shelf, a spacious two-car garage, and a separate generator hookup. Imperial Golf Estates offers multiple membership options. This is the PERFECT home in the PERFECT location—minutes from gulf beaches, Naples 5th Avenue, shopping, downtown Bonita Springs, and RSW International Airport! Do not miss your opportunity to experience all that Southwest Florida has to offer, not only in a community, but especially in a home!

1839 Imperial Golf Co BLVD, Naples
$629,500
3 Beds ⋅ 2 Baths ⋅ 226027528 MLS
LOT VALUE ONLY!!! Nearly an acre of waterfront opportunity just 2.8 miles from downtown 5th Avenue South with access to the Gulf of Mexico. This is the kind of lot that rarely comes available in this location: room to design and build your dream home from the ground up, or a prime redevelopment play for the savvy investor or builder. Enjoy boating, fishing, and sunset views right from your backyard, all while staying minutes from Naples’ world-class dining, shopping, and beaches. Whether you’re envisioning a custom estate or a smart investment, this rare combination of space, water access, and proximity to downtown is nearly impossible to replicate at this price point. Incredible value for waterfront land this close to 5th Ave this won’t last long. Bring your builder and your vision!

3400 Okeechobee ST, Naples
$895,000
2 Beds ⋅ 2 Baths ⋅ 226027492 MLS ⋅ Naples Continental BLDG.
Experience refined beachfront living at **Naples Continental Club**, one of Gulf Shore Boulevard North's most desirable Gulf-front communities. Beautifully renovated, Residence 710 showcases breathtaking panoramic Gulf views, direct private beach access, and an effortless blend of elegance and comfort. Residents enjoy an exceptional resort-style lifestyle with a newly redesigned grand lobby, heated beachfront pool, fitness center, social room, barbecue area, on-site management, secure entry, and the rare convenience of **two beautifully appointed guest suites** for visiting family and friends. Ideally located just minutes from Venetian Village, Waterside Shops, and Downtown Naples, this residence offers not only an extraordinary coastal lifestyle but also the enduring value of owning in one of Naples' most sought-after beachfront addresses.

3443 Gulf Shore BLVD N Unit 710, Naples
$437,000
3 Beds ⋅ 2 Baths ⋅ 226021164 MLS
Welcome home to this beautifully renovated property nestled on 1.59 private acres in the highly desirable Golden Gate Estates! This stunning home features 3 spacious bedrooms, 2 bathrooms, plus a versatile den—perfect for a home office, playroom, or guest space. Recent updates include: Brand-new flooring, Fresh interior paint, Fully fenced dog run for your four-legged family members, One-stall horse area with water and electricity, making this property ideal for equestrian enthusiasts! A detached one car, garage or workspace perfect for a man cave! Enjoy the perfect combination of modern updates, country charm, and room to roam—all while being conveniently located near everything Naples has to offer. Located in an excellent school district. Don’t miss your opportunity to own this move-in-ready slice of paradise!

2910 6th AVE SE, 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.