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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

$585,000
3 Beds ⋅ 2.5 Baths ⋅ 226029522 MLS
Move-in ready and beautifully furnished, this spacious 3-bedroom-plus-flex-space home offers 2,032 square feet in gated Fronterra and most of the nearly new furnishings are available to remain. Built in 2018, the home features an open great-room design, luxury vinyl plank flooring throughout, granite countertops, stainless-steel appliances, a breakfast bar and a custom coffee and beverage station. Upstairs, the private owner’s suite includes a dual vanity, walk-in glass shower and generous storage, while the additional bedrooms and flexible den/loft provide room for guests, work or recreation. Sliding doors open to a screened paver lanai with ceiling fans, dining and grilling space, a privacy-fenced yard and tropical landscaping. Additional highlights include a new washer and dryer, manual storm shutters, a two-car garage and low HOA fees of only $150 per month. Fronterra residents enjoy gated entry, sidewalks and a resort-style community pool and cabana all approximately 15 minutes from Fifth Avenue South and Naples beaches, with convenient access to I-75, shopping and dining.

8785 Madrid CIR, Naples
$680,000
3 Beds ⋅ 2 Baths ⋅ 226031161 MLS
Welcome home to this 2024-built residence set on a private, wooded 2.50-acre homesite in Golden Gate Estates, with no HOA. This 3-bedroom, 2-bathroom home offers approximately 1,509 square feet of living area under air and 1,974 square feet total, built of concrete block construction under a tile roof, with impact-resistant windows and doors. The property is served by a private well with a whole-house reverse osmosis filtration system and a septic system. Mature trees surround this wooded homesite, offering privacy. A peaceful Golden Gate Estates setting with room to grow.

3234 22nd AVE SE, Naples
$569,000
3 Beds ⋅ 3 Baths ⋅ 226031215 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Beautifully designed 3-bedroom, 3-bath home situated on a 1.14-acre lot that is 100% upland, offering plenty of usable land and privacy. The home features two spacious master suites and a well-appointed open floor plan. The primary master suite offers a private bathroom with a relaxing tub, separate shower, and dual-sink vanity. The second master suite provides added privacy and flexibility for family or guests. The spacious kitchen boasts abundant cabinetry, granite countertops, and a full granite backsplash, offering plenty of storage and workspace. High ceilings create an open, bright, and welcoming atmosphere throughout the home. Enjoy the expansive covered terrace, perfect for relaxing or entertaining. The home is built on a solid stem wall foundation and features quality construction and elegant finishes throughout. A wonderful opportunity to own a home that combines comfort, functionality, privacy, and style.

4369 54th AVE NE, Naples
$699,000
4 Beds ⋅ 3 Baths ⋅ 226031223 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Beautiful 4-bedroom, 3-bathroom home situated on 1.64 acres of 100% upland in a fantastic location. This spacious property features an open-concept design, offering a seamless flow between the living, dining, and kitchen areas—perfect for everyday living and entertaining. Enjoy Florida outdoor living with a covered terrace, outdoor kitchen, and a full bathroom with direct terrace access, making it ideal for a future pool. With plenty of usable land and endless possibilities, this property offers the perfect combination of space, comfort, privacy, and convenience.

3983 33rd AVE NE, Naples
$395,500
226030964 MLS
Prime 1.67-acre parcel located on Oil Well Road in a rapidly growing area of Northeast Collier County. This property offers an excellent opportunity to build, invest, or hold for future potential. Conveniently located near Publix at The Shoppes at Orange Blossom, restaurants, retail, banking, schools, and everyday conveniences, while also being surrounded by continued residential, commercial, and infrastructure development. The area is experiencing significant growth with new communities and planned development along the Oil Well Road corridor, providing an exciting opportunity to own land in an evolving area of Southwest Florida. Enjoy convenient access to Immokalee Road, SR 29, Ave Maria, Naples, and surrounding communities, as well as nearby recreation at Big Corkscrew Island Regional Park. Whether you're looking for a future homesite or an investment opportunity, this 1.67-acre property on Oil Well Road in Golden Gate Estates is worth a closer look.

XXXX OIL WELL RD, Naples
$244,999
2 Beds ⋅ 2 Baths ⋅ 226030919 MLS
This bright and cheerful 2 bedrooms, 2 baths home is clean as a whistle and ideally situated on a quiet cul-de-sac in an active and friendly 55+ community. Lovingly maintained and thoughtfully improved, this home features LED lighting throughout, CoreLuxe wood flooring including a moisture barrier, new bedroom carpeting, an updated primary bath, walk-in showers, a walk-in primary closet, new dishwasher and ice maker, newer range vent, water softener, screened front porch and vinyl-windowed/screened rear porch. Major improvements include air conditioner in 2024, roof resealed in 2024, fresh interior paint, and 4-zone sprinkler system with timer. There is also a 10’ x 10’ utility room with washer and dryer. Offered partially furnished making this an especially easy move-in opportunity. The fun continues outside your front door with a community pool, clubhouse, fitness center, club house, library, pickleball, bocce, bike paths, billiards, poker and darts. Pet friendly with wonderfully low fees and just 15 minutes from Downtown Naples and our world famous beaches. This is a fantastic value for anyone looking for an affordable Naples home with a genuinely active, welcoming lifestyle. Sunny, spotless and ready to enjoy!

115 Calais CT, Naples
$505,000
3 Beds ⋅ 2 Baths ⋅ 226031210 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. BEAUTIFUL, MOVE-IN READY & METICULOUSLY CARED FOR! From the moment you arrive, this home welcomes you with attractive architectural details and a warm, inviting feel. Step inside to a bright, open-concept great room designed for comfortable everyday living and entertaining. The spacious living area flows effortlessly into the kitchen while a designated dining area provides the defined space buyers appreciate without sacrificing the openness of the floor plan. At the heart of the home is a beautiful modern kitchen featuring shaker-style cabinetry, granite countertops, stainless-steel appliances, generous counter space and a breakfast bar overlooking the great room—perfect for casual meals or gathering with family and friends. The interior is enhanced by high ceilings, tray ceiling details, crown molding, recessed lighting and tile flooring, creating a clean, contemporary feel throughout the main living areas. Large windows and glass entry doors fill the home with natural light, while the tasteful finishes add warmth and character. This is a home that has been truly loved and exceptionally well maintained. Stylish, comfortable and ready to enjoy from day one—simply bring your belongings and make it your own. Outside, the entire lot is fully fenced, providing additional privacy and creating a versatile outdoor space for relaxing, entertaining, pets and everyday enjoyment. Homes offering this combination of move-in-ready condition, style and a fully fenced lot are always in demand. Don’t miss this opportunity—call today to schedule your private showing! SOME PICTURES HAVE BEEN VIRTUALLY STAGED.

3711 43rd AVE NE, Naples
$259,900
2 Beds ⋅ 2 Baths ⋅ 226030364 MLS ⋅ Winterpark BLDG.
Lake views and a prime in-town Naples location define this move-in-ready 2-bedroom, 2-bath second-floor condo in Naples Winterpark IV. Enjoy open water views over the community lake from a screened porch made for Southwest Florida mornings and evenings. The bright split-bedroom plan offers comfortable living and dining space, a full appliance package, and ceiling fans throughout. Ownership includes membership in the Winterpark Tennis and Pool Club, putting the community pool and tennis courts at your doorstep, plus a bike-path easement for easy rides and walks. The quarterly fee covers cable, insurance, grounds and landscaping, exterior and building maintenance, a pest and termite program, roof reserves, management, and trash for true lock-and-leave living. You are about two miles from Celebration Park and the Bayshore Arts District, under three miles from downtown Naples, 5th Avenue South, and Tin City, and roughly three and a half miles from the Naples Botanical Garden, with a Publix under two miles away. World-class beaches, dining, and shopping are all a short drive. A market-timely plus: this is a two-story building, so it is not subject to Florida's milestone inspection or structural integrity reserve study requirements, which apply to buildings three stories and up. Ideal as a seasonal retreat, investment, or easy year-round home.

4038 Northlight DR Unit 1506, Naples
$648,000
3 Beds ⋅ 3 Baths ⋅ 226030633 MLS
Welcome to 2160 Holiday Lane, a beautifully renovated pool home in Brookside, one of Naples’ most rapidly evolving in-town neighborhoods. Ideally positioned approximately 1.5 miles from Downtown Naples and the white-sand beaches of the Gulf, this home offers a combination of location, lifestyle, and value. **Currently utilized as a successful short-term rental with no HOA or rental restrictions, the property also presents an opportunity for investors seeking flexibility and income potential.** Thoughtfully remodeled, the three-bedroom, three-bath residence features a light-filled, open layout with updated flooring, a stylish kitchen, refreshed baths, and an attached one-car garage. Outside, the private pool and fenced backyard create an inviting setting for relaxing, entertaining, and enjoying the Southwest Florida lifestyle year-round. What truly sets this property apart is its location. Tucked into an established residential neighborhood just minutes from Fifth Avenue South and the beach, Brookside sits alongside the Davis Boulevard corridor—an area currently experiencing significant new investment and redevelopment. With new luxury residential and waterfront projects taking shape nearby, this pocket of Naples continues to attract attention while retaining the charm and convenience of an established neighborhood. Whether searching for a full-time residence, seasonal retreat, or Naples investment, 2160 Holiday Lane offers the opportunity to own a renovated pool home remarkably close to everything that makes Naples such a desirable place to live—with the added advantage of established short-term rental use and no HOA or rental restrictions.

2160 Holiday LN, Naples
$300,000
2 Beds ⋅ 2 Baths ⋅ 226031179 MLS ⋅ Eagle Creek BLDG.
Are you searching for the perfect retreat in a premier golf community? This is a wonderful opportunity for golf enthusiasts who want to enjoy the lifestyle now while planning for future membership. Although full golf membership currently has an estimated 1–2 year waiting list, residents still have opportunities to play and enjoy the golf experience while awaiting membership availability. This beautifully furnished 2-bedroom, 2-bath condo in Eagle Creek Golf and Country Club offers the best of both worlds—exclusive access to a premier golf club for players of every level and an array of resort-style amenities for those who simply love the lifestyle. This unit is situated close to the newly renovated clubhouse. Serene natural setting near the Gulf beaches of Naples and Marco Island, this light and bright residence features an open floor plan, a spacious kitchen with a breakfast bar, an inviting dining area, and generously sized bedrooms. The grand 15' x 42' Florida room spans the length of the home with 40 feet of Plexiglass sliders, creating an expansive indoor-outdoor living space and offering breathtaking views of the picturesque 3rd hole. Enjoy the refreshing breeze by opening the sliders or close them to relax in comfort any season. Beyond the fairways, Eagle Creek delivers an exceptional social experience with a clubhouse grille and bar, the Crystal Lake Café, spa services, a state-of-the-art fitness complex, 7 Har-Tru tennis courts, 3 grass bocce courts, and a junior Olympic-sized pool and whirlpool. Whether perfecting your golf swing or simply soaking in the vibrant community atmosphere, this condo provides an unmatched opportunity to embrace the ultimate resort lifestyle—just minutes from the nightlife and fine dining of downtown Olde Naples.

88 Cypress View DR Unit F88, Naples
$595,000
3 Beds ⋅ 2.5 Baths ⋅ 226031196 MLS
DUPLEX-STYLE LAYOUT – SINGLE-FAMILY RESIDENCE. Spacious 3-bedroom + Den, 2.5-bath home with 2,014 sq. ft. of living area. Featuring two kitchens, two laundry areas, and two A/C systems, this home offers a unique and flexible floor plan with multiple configuration possibilities, including a private office, multigenerational setup, or separate living areas. Open living space with plenty of flexibility to make this home work for your needs.

4164 Everglades BLVD N, Naples
$569,000
3 Beds ⋅ 2 Baths ⋅ 226030976 MLS
Must See ALL UPLANDS 2.5 Acres property under construction!! This absolutely beautiful house is surrounded by pine trees and simply perfect for anyone looking for space, rural, peaceful living while having access to all the amenities of close proximity to town WITH the benefits of a brand new construction! The ample floor plan features almost 1700 sq ft of living space; a split floor plan boasting spacious bedrooms and living room; 9'4" high ceilings with 10' tall tray ceilings; tile carried out throughout the house creating a clean, seamless, and spacious look; a fresh modern kitchen with all CUSTOM CABINETS, quartz countertop, a waterfall island; charming electric fireplace feature wall in the living room; crown molding on main living area and master bedroom; 6" baseboards throughout; 8-ft doors; and beautiful, modern bathrooms and custom cabinetry throughout. ALL IMPACT RESISTANT WINDOWS AND DOORS. Automated sprinkler system and asphalted driveway. This 2.58 acre lot allows plenty of space for a pool, a garden, a shop, boats, horses, chickens, you name it! ***MLS pictures are a REPRESENTATION OF A SIMILAR MODEL- ONLY, actual finishes vary.

876 DESOTO AVE S, 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.