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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

$858,000
3 Beds 2 Baths 226031039 MLS
Welcome to 15850 Secoya Reserve Circle, a beautifully designed single-story residence by Stock Development, offering an inviting blend of indoor-outdoor living in an intimate gated North Naples community. Featuring 3 bedrooms plus a versatile den, 2 baths, 1,974 square feet of living space and an attached 2-car garage, the home is thoughtfully designed for both everyday comfort and effortless entertaining. The open great room and split-bedroom floor plan is enhanced by volume and tray ceilings, abundant natural light and multiple dining areas. At the heart of the home, the kitchen flows seamlessly into the main living and casual dining spaces, with views extending toward the screened lanai and pool. The private primary suite features a spacious bath with dual vanities, soaking tub and separate shower, while the den offers flexibility as a home office, study, media room or additional living space. Sliding doors extend the living space outdoors to a screened lanai and private pool surrounded by lush tropical landscaping. Eastern rear exposure provides a beautiful setting for morning light, while the secluded outdoor environment creates an inviting backdrop for coffee by the pool, afternoon swims and relaxed evenings outdoors. Set on approximately .23 acres, the property offers a desirable balance of privacy, outdoor living and low-maintenance convenience. Secoya Reserve is an intimate gated community of just 57 residences, offering a peaceful residential setting with sidewalks, streetlights and beautifully maintained surroundings. Association services include lawn and landscape maintenance, irrigation water, security and streetlights, allowing for a convenient, low-maintenance lifestyle. Ideally located in North Naples, this residence combines the privacy of a boutique community with convenient access to the shopping, dining, beaches and everyday amenities that make the area so desirable.

15850 Secoya Reserve CIR, Naples

$5,995,000
4 Beds 4.5 Baths 226030980 MLS
Introducing an extraordinary brand-new 3 waterfront residences in the heart of Bayshore, one of Naples’ most exciting and sought-after neighborhoods. Perfectly positioned directly on the canal with a new seawall and private dock, this exceptional four-bedroom home has been thoughtfully designed and meticulously executed to deliver sophisticated modern living with an unmistakable sense of luxury. From the moment you enter, soaring ceilings, expansive walls of glass and wide-plank European white oak flooring create a light-filled interior where clean architectural lines are balanced by warmth and refinement. Ten-foot sliding glass doors seamlessly connect the interior to the outdoor living spaces, while custom millwork, designer lighting, bespoke ceiling details and a striking architectural staircase demonstrate the remarkable attention to detail found throughout the home. A private elevator provides effortless access between levels. At the center of the residence is a spectacular chef’s kitchen designed for both everyday living and entertaining. Custom cabinetry is complemented by an impressive collection of Sub-Zero, Wolf and Cove appliances, including integrated refrigeration, dedicated wine preservation and professional-grade cooking equipment. The open living spaces flow naturally toward the waterfront, creating an ideal setting for intimate gatherings or larger-scale entertaining. Each of the four bedrooms enjoys the privacy of its own beautifully appointed en suite bath, while two additional powder baths accommodate guests. The bathrooms have been conceived as private retreats with exceptional stonework, custom quartzite vanities, illuminated mirrors, curbless showers and sophisticated fixtures. Outdoor living is equally impressive, with extensive natural marble surfaces, a fully equipped summer kitchen and beautifully landscaped grounds framed by mature palms and privacy hedging. Beyond lies the canal, private dock and the relaxed waterfront lifestyle that makes Bayshore so desirable. Impact-resistant windows and doors, high-efficiency climate systems, smart-home technology, whole-home connectivity and substantial construction upgrades have been incorporated throughout, combining modern convenience with exceptional quality. Brand new, beautifully finished and completely move-in ready, this is a rare opportunity to enjoy new-construction waterfront living in Bayshore—a distinctive Naples residence where exceptional design, craftsmanship and an effortless indoor-outdoor lifestyle come together.

2949 CYPRESS ST, Naples

$195,000
2 Beds 2 Baths 226030414 MLS Glades Country Club BLDG.
Immediate Golf in Naples! Welcome to 116 Harrison Rd N3, a turnkey 2-bedroom, 2-bath villa in the highly desirable Glades Country Club, where golf, convenience, and the Naples lifestyle come together. For golfers looking to spend more time on the course and less time waiting, The Glades offers access to two 18-hole golf courses, making it an exceptional option for a seasonal escape or full-time residence. Start your morning with a round, return home for lunch, and head back out for another nine, all within your own community. This well-maintained villa features a bright, comfortable floor plan with impact glass and doors, offering move-in-ready convenience with the opportunity to add your own personal touches. The kitchen includes beautiful cabinetry and appliances, durable vinyl countertops, luxury vinyl flooring, and an easy-flowing layout designed for relaxed Florida living. A private wraparound patio extends from the front entry to the primary bedroom, creating an inviting outdoor retreat for morning coffee before your tee time, post-round cocktails, or simply enjoying the Naples sunshine. Beyond golf, residents of The Glades enjoy an impressive collection of resort-style amenities, including tennis and pickleball courts, swimming pools, bocce, billiards, common laundry facilities, a new clubhouse, and more. Located just minutes from Downtown Naples, world-class beaches, dining, shopping, and entertainment, 116 Harrison Rd N3 puts you close to everything while offering the convenience of golf right outside your door. If your ideal Naples lifestyle includes more tee times, sunshine, and easy living, this is an opportunity you won’t want to miss.

116 Harrison RD Unit 3, Naples

$5,600,000
6 Beds 6.5 Baths 226029979 MLS
Welcome to Luxury Resort-Style Living at 4860 Sycamore Drive, an exceptional estate in desirable Logan Woods. Offering privacy, space, luxury, and convenience with NO HOA, this one-of-a-kind property has been meticulously updated for resort-style living. A long paver driveway framed by lush tropical landscaping and illuminated Royal Palms creates a grand first impression, with about $250,000 invested in updated landscaping. The renovated main residence offers 4 bedrooms, 4 full baths, and over 4,400 square feet of living space, with marble flooring, plantation shutters, fresh interior paint, recessed lighting, and designer finishes throughout. The chef’s kitchen features WOLF and SUB-ZERO appliances, propane gas cooking, an oversized custom hood, quartz countertops, a walk-in pantry, and bar seating for up to 8. Updated bathrooms include Taj Mahal stone countertops, frameless glass shower doors, modern mirrors, and finished showers. The primary suite offers wood-look tile flooring, 3 custom walk-in closets, dual sinks, and a large walk-in shower. Step outside to more than 5,700 square feet of resort-style outdoor living and entertaining space. This private oasis features a saltwater pool with a dramatic waterfall, fully equipped outdoor kitchen with gas stove, outdoor fireplace, and multiple covered living and dining areas designed for year-round Southwest Florida living. Connected to the outdoor living area is a guest residence offering just under 2,500 square feet. Far more than a traditional guest house, it features 2 oversized primary-style suites, each with a full bath and custom walk-in closet, plus a half bath. The guest residence also includes an updated kitchen with quartzite countertops, new cabinetry, propane gas stove, spacious living and dining areas, private entrance, and additional storage—ideal for extended family, long-term guests, or multigenerational living. The property also offers a huge private office with its own entrance and private bath, ideal for working from home, meeting clients, or operating a home-based business. Together, the estate offers 6 bedrooms, 6 full baths and 1 half bath, plus 6 refrigerators/refrigeration units throughout. A 500-gallon propane tank serves the main residence and the outdoor kitchen while the guest house has its own 125-gallon tank. Toward the rear is a detached storage/workshop building, perfect for hobbies, equipment, additional storage, or business use. Additional upgrades include a new tile roof in 2024, reverse osmosis for both residences and outdoor kitchen, and extensive high-end improvements throughout. Enjoy the privacy and freedom of Logan Woods while remaining minutes from Physicians Regional Medical Center, I-75, fine dining, Mercato, Waterside Shops, entertainment, and Naples’ world-renowned beaches. With two beautifully updated residences, incredible outdoor living, luxury finishes, and NO HOA, 4860 Sycamore Drive is more than a home—it is your own private Naples resort.

4860 Sycamore DR, Naples

$1,048,000
2 Beds 2 Baths 226030885 MLS The Strada BLDG.
Discover The Sweet Life, "La Dolce Vita" in the Heart of Mercato - Walk Everywhere and Minutes to the Beach. Beautiful Residence, providing 2 ensuite Bedrooms, with Walk-in Closet & Built-in cabinets. 2 ensuite Bathrooms w/shower & separate soaking tub and double sinks. The Residence offers 2 assigned Covered Parking Garage spaces, a climate-controlled Storage Space, a New Water Heater and farily new A/C system. The private Patio is an inviting space for a morning coffee or a glass of wine to enjoy the Sunsets.The Gorgeous Kitchen features stylish Cabinets with elegant tiled backsplash, New Gas Stove and Double Oven , New Dishwasher and other S/S Appliances , a Pantry and a Breakfast Bar with Seatings. The fabulous Open Floor concept Living and Dining area is filled with Natural Light and Updated Lighting. The separate Laundry Area presents a New Washer/New Dryer and Built-in cabinets for storage. All of this is complimented with an exceptional amenity package which includes a Gated Security Entrance with video monitoring and 24/7 Mercato Security, a Resort Style 52 foot rooftop Swimming Pool, Spa Hot-Tub, 2 Outdoor Grills, Fitness center, Fire pit, Dog Run and a Clubhouse with Catering Kitchen. This impressive Community is situated steps from The Ritz Carlton Beach Resort , Boutique shopping, Up scale Restaurants, Whole Foods, Movie Theater, Nightlife, Pilates and Cycling Studios, Day Spa plus 15 minutes drive from Downtown Naples & Naples Pier. Your Next Chapter awaits your Arrival.

9115 Strada PL Unit 5314, Naples

$650,000
4 Beds 4 Baths 226031094 MLS
WELCOME TO THE PERFECT HOME FOR A LARGE OR MULTIGENERATIONAL FAMILY! This spacious pool home with a beautiful canal view is located in the heart of Golden Gate City and offers the space, comfort, and flexibility your family has been looking for. The property features 4 bedrooms and 4 bathrooms, including two attached mother-in-law suites, each offering 1 bedroom, 1 bathroom, and a private entrance—ideal for extended family, guests, or anyone looking for additional privacy and independence while still being close to loved ones. Enjoy Florida living at its best with your own private swimming pool, perfect for relaxing, entertaining, and creating unforgettable moments with family and friends. The canal view provides a peaceful backdrop and adds to the home’s inviting atmosphere. Major improvements include a roof that is only approximately 3 years old, providing peace of mind for years to come, as well as a recently remodeled guest bathroom. The solar panels will remain with the property, adding another valuable feature to this home. Conveniently located directly across the street from Herbert Cambridge Elementary School and just minutes from shopping, restaurants, entertainment, and Southwest Florida’s beautiful beaches. With generous living space, multiple private areas, a pool, canal view, newer roof, and solar panels included, this home offers an exceptional combination of comfort and versatility for a growing or multigenerational family. SELLER IS MOTIVATED! Schedule your private showing today and come see everything this wonderful property has to offer. PROPERTY IS NOT LOCATED IN A FLOOD ZONE.

2154 50th TER SW, Naples

$1,449,000
3 Beds 2.5 Baths 226031027 MLS Wing South Airpark BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to Wing South Airpark, where luxury living and aviation come together in one of Southwest Florida's premier private fly-in communities. Designed for pilots and aviation enthusiasts, this exceptional custom hangar residence is offered well below the cost to replicate its design, aviation infrastructure, and extensive upgrades, presenting an outstanding value in today's market. One of the newest and most complete storm-ready homes in the community, this thoughtfully engineered residence blends modern comfort with exceptional durability. Features include a 22KW Generac whole-home generator, 500-gallon LP tank, tankless gas water heater, impact-rated windows and doors, whole-home fire suppression system, spray foam insulation, private elevator, and a comprehensive whole-home data network with wireless access points and integrated Sonos audio. Dual air filtration with UV light technology further enhances indoor comfort and air quality. Purpose-built for aviation, the insulated, climate-controlled hangar measures approximately 42' x 33' with 13.5-foot clearance and a 40' x 12' hydraulic door rated to withstand 180 mph winds, accommodating a variety of aircraft. Pilots enjoy direct access to the community's newly paved, lighted 4,400-foot runway, along with an on-site fuel station and tie-down facilities. Outdoor living is equally impressive, featuring a fully automated saltwater pool with UV sterilization, advanced chemical management, LED lighting, and a 140,000 BTU heat pump, creating a private resort-style retreat. Ideally located just minutes from downtown Naples, world-class dining, luxury shopping, and the Gulf's renowned white sand beaches, Wing South Airpark offers a lifestyle unlike any other. With limited private hangar inventory available in Southwest Florida, this is a rare opportunity to own one of the community's most thoughtfully designed residences. Schedule your private showing, or better yet, fly in and experience this exceptional lifestyle firsthand.

3967 Skyway DR, 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.