Homes for Sale with a Pool in Naples, FL

3 Beds ⋅ 3 Baths ⋅ 226030633 MLS ⋅ Brookside BLDG.

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

$779,000

2 Beds ⋅ 2 Baths ⋅ 226031112 MLS ⋅ Greyhawk At Golf Club Of The Everglades BLDG.

Welcome to Greyhawk at Golf Club of the Everglades, where immediate golf is available and membership transfer is negotiable, offering a rare opportunity to enjoy the Greyhawk lifestyle without waiting. This beautifully maintained Abbeyville residence, built in 2020, offers 1,805 square feet with two bedrooms, a den and two baths. The home features a screened pool and spa, two-car garage, Storm Smart protection and impact glass. Thoughtful interior selections include stainless steel gas appliances, quartz countertops, tray ceilings, a sunroom, coffee nook and water filtration system. Greyhawk offers an exceptional resort lifestyle centered around its 18-hole championship golf course and impressive amenities, including a state-of-the-art sports complex with pickleball, bocce and tennis, a pro shop, indoor and outdoor fine and casual dining, tiki bar and fire pit area, resort-style heated pool with extended lap lanes and spa, fitness center, movement studio and card room. Ideally near an array of shopping and dining options, including Founders Square, Greyhawk is also approximately 13 miles from Vanderbilt Beach. With immediate golf available and a negotiable membership transfer, this home presents an outstanding opportunity to begin enjoying the Greyhawk lifestyle right away.

9406 Greyhawk Trl, Naples

$1,099,000

4 Beds ⋅ 3 Baths ⋅ 226031113 MLS ⋅ Hilltop BLDG.

Modern updates, generous living space and an expansive backyard come together in this central Naples pool home with no HOA. Light and bright, the residence features a spacious open layout with a split-bedroom floor plan, four bedrooms plus a den or flex space, and three full baths. A custom built-in anchors the living room and includes a wine and beverage cooler, while the beautifully appointed kitchen offers refined finishes, generous workspace and a gas range. The oversized laundry and utility room provides abundant storage, a utility sink and an additional refrigerator/freezer. Recent improvements include fresh interior paint and new luxury vinyl plank flooring throughout 2026, along with impact glass windows and doors, a metal roof, exterior paint and an alarm system completed in 2022. Lush landscaping and a paver driveway welcome you home, while the expansive fenced backyard features a swimming pool, storage shed and ample outdoor space. The home’s incredible location adjacent to Park Shore offers convenient access to Venetian Village, Waterside Shops, dining, shopping and Naples Gulf beaches.

1128 Hilltop Dr, Naples

$858,000

3 Beds ⋅ 2 Baths ⋅ 226031039 MLS ⋅ Secoya Reserve BLDG.

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 ⋅ Demere Landing BLDG.

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

$5,600,000

6 Beds ⋅ 6.5 Baths ⋅ 226029979 MLS ⋅ Logan Woods BLDG.

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

$650,000

4 Beds ⋅ 4 Baths ⋅ 226031094 MLS ⋅ Golden Gate City BLDG.

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 Sw Ter, 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

$1,299,000

3 Beds ⋅ 3 Baths ⋅ 226027753 MLS ⋅ Valencia Trails BLDG.

The sellers called this their “forever home” and spared no expense on the upgrades, details, and precision of this newly built residence. With over $450,000 in builder upgrades and aftermarket enhancements, this home simply cannot be recreated for the list price. Meanwhile, the gorgeous water view steals the show at this pristine 2024 Pearl model in Valencia Trails. Start with the obvious: a luxurious saltwater pool, spa, and waterfall paired with an oversized lanai, all protected by a no-see-um screen enclosure and electric roll-down screens on every side of the covered outdoor living space. Soaring 14-foot ceilings greet you in the entry foyer, 10-foot ceilings continue throughout the home, a tray ceiling crowns the primary bedroom, and 8-foot solid core doors complete the elevated feel. The garage received the Builders 2-foot depth extension (now a 21' 8" deep) along with a mini-split and epoxy floors. Inside you’ll find hardwood flooring throughout and upgraded porcelain tile in the bathrooms. NO CARPET! The kitchen is a standout—gorgeous white, double-stacked, soft-close cabinets that reach the ceiling with lighted glass display cases, pull-out pantry drawers, and sleek pull-out drawers in every lower cabinet for effortless organization and storage. GE Profile appliances and quartz countertops complete the space. Premium systems include the highest-level Carrier Infinity Series HVAC with UV air sanitizer and air purifier, a tankless water heater, water softener, and a whole-house generator. Custom designer light fixtures and fans, abundant recessed lighting in every room, Closet Factory custom closets, and built-in shelving in the great room and office elevate the details. Plantation shutters cover all windows, with added blackout blinds in the primary bedroom. **Impact glass windows and doors, a concrete tile roof, X flood zone, and that whole-house generator mean you’ll outlast any storm.** New, professionally mounted and installed televisions in the great room, primary suite and front bedroom stay with the home. This home sits in a quiet pocket on the south side of the community—closer to the new Vanderbilt Beach Road entrance for easy coming and going, yet near the preserve and the peaceful tranquility of Olde Florida Golf Course.

12227 Lotus Ave, Naples

$561,990

4 Beds ⋅ 2 Baths ⋅ 226031045 MLS ⋅ Golden Gate Estates BLDG.

"Welcome Home!! Looking for space, privacy, and room to enjoy the Florida lifestyle? This beautiful 4-bedroom,2-bath home sits on a spacious 1.5 acres and has so much to offer. Enjoy relaxing by the above-ground pool, plenty of storage with the shed, and huge covered RV structure measuring 42'x22'x14'- with dedicated 20-amp outlet perfect for your RV, boat, vehicles, or outdoor toy. Seller will give credit for roof repair.

4295 14th Ne St, Naples

$799,000

3 Beds ⋅ 2.5 Baths ⋅ 226030850 MLS ⋅ Compass Landing BLDG.

Inviting curb appeal and a welcoming front porch set the tone for the Florida lifestyle. Eight-foot doors open to a bright, airy interior enhanced by classic crown molding and a thoughtfully designed open-concept floor plan. The modern white kitchen features rich 42-inch cabinetry, light granite countertops, a new Midea refrigerator, and a walk-in pantry with custom shelving. Well-planned organization continues in the dedicated laundry room with built-ins and throughout the spacious primary suite, complete with a generously sized custom-fitted walk-in closet and an extended walk-in shower. Beyond the fully pocketing glass sliders lies a private outdoor retreat designed for effortless entertaining and everyday enjoyment. A heated saltwater pool and spa take center stage, recently upgraded with a new pump and actuator, while the full summer kitchen, convenient pool bath, and expansive covered lanai create an ideal setting for enjoying Southwest Florida’s year-round outdoor living. The lanai was re-screened in 2026 with heavy-duty Super Screen for added durability. Built for comfort and peace of mind, the residence features complete hurricane-impact windows and doors, double attic insulation, and overhead garage storage above the two-car garage. Located in the gated North Naples community of Compass Landing, residents enjoy convenient access to the amenity center with resort-style clubhouse, pool and spa, fitness center, and playground. The location is equally appealing, just minutes from dining, shopping, coffee shops, and wellness destinations at Founders Square and Mercato, with easy access to medical facilities, Southwest Florida International Airport, Gulf Coast beaches, and the restaurants, boutiques, and entertainment of Fifth Avenue South. Top-rated “A” schools further enhance the appeal of this exceptional North Naples home.

3636 Pilot Cir, Naples

$11,249,000

6 Beds ⋅ 6.5 Baths ⋅ 226030531 MLS ⋅ Quail West BLDG.

BRAND-NEW CONSTRUCTION | PRESTIGIOUS GOLF-TENNIS-PICKLEBALL | WATERFRONT ESTATE | FULLY FURNISHED | IMMEDIATE SOCIAL MEMBERSHIP Experience an exceptional expression of luxury living in Quail West with this extraordinary FIVE Bedroom plus a Flex room (optional sixth bedroom), brand-new waterfront estate, impeccably furnished and designed for the most discerning buyer. Privately positioned to capture magnificent eastern sunrise/western sunset views across the water, this remarkable residence seamlessly blends sophisticated architecture, elevated interiors, and resort-inspired outdoor living. A spectacular private outdoor sanctuary awaits, featuring an expansive covered lanai, custom pool and spa, and tranquil waterfront vistas. Designed for effortless entertaining or quiet moments of relaxation, unparalleled setting for morning coffee, leisurely afternoons, and elegant evenings in beautiful southwest Florida! For those who appreciate the finest in country-club lifestyle, this residence is offered with an immediate Social Membership at Quail West Golf & Country Club, providing access to an exceptional collection of resort-style amenities, social experiences, tennis, dining, and club activities. Inside, a sophisticated Modern Coastal aesthetic is elevated by an exceptional selection of finishes and custom details. The interiors showcase dramatic large-format porcelain accent walls, bespoke premium cabinetry, distinctive quartzite countertops, contemporary designer appliances, exquisite flooring, statement lighting, and architectural accent illumination—all thoughtfully curated to create an atmosphere of understated elegance. Soaring ceilings reaching nearly 19 feet, paired with expansive floor-to-ceiling windows, create an extraordinary sense of scale while drawing abundant natural light throughout the residence and showcasing the serene waterfront setting. The oversized four-car garage, complete with dedicated golf-cart capacity and generous additional storage, provides the ultimate combination of convenience, functionality, and luxury. Every aspect of this exceptional property has been meticulously curated for the buyer who desires: brand-new construction, sophisticated interiors with exclusive designer furnishings, resort-style outdoor living, serene waterfront views—all within the prestigious gated community of Quail West. This is more than a residence—it is an elevated Florida lifestyle!

13681 Pondview Cir, Naples

Homes for Sale with a Pool in Naples, FL

All Homes for Sale with a Pool in Naples, FL

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