Homes for Sale with a Pool in Naples, FL

3 Beds ⋅ 2 Baths ⋅ 226024092 MLS ⋅ Olde Cypress BLDG.

This charming 3Br/2Ba detached villa offers the perfect blend of comfort and privacy situated on a private corner lot. This home features a spacious open-concept living and dining area. A bright kitchen with Raised panel Cherry cabinets, ample storage, offers granite countertops, tile backsplash, kitchen island w/ cook-top, wall oven & microwave, and breakfast bar. Great room features plantation shutters, tray ceiling w/ recessed lighting and French doors to the lanai pool area. The master bedroom offers a private door to a side patio, his & her walk-in closets, tray ceiling, walk-in shower, dual sinks and ladies seated vanity. Other features: Additional Guest room and second full bath with tub and shower. Neutral tile flooring and wood floors throughout main living area, private pool w/ privacy wall, expansive yard, volume ceilings, & recessed lighting. Olde Cypress is a low-density gated community with 550 single family homes, located in North Naples, the Social Membership allows residents to use the clubhouse facilities which include club activities, fine & casual dining, tennis, pickleball, swimming pool, fitness and meeting rooms. Residences of the community may enhance their privileges by upgrading to a Golf Membership on the prestigious P.B Dye 18-hole designed course. New renovated Clubhouse brings Olde Cypress to a class of it own. Olde Cypress is located just off I-75, allowing easy access to Fort Myers airport, numerous restaurants, beaches and shopping.

3155 Santorini Ct, Naples

$3,000,000

2 Beds ⋅ 3 Baths ⋅ 226023942 MLS ⋅ Coquina Sands BLDG.

EXCEPTIONAL OPPORTUNITY, RARE FIND IN "COQUINA SANDS" SPACICIOUS 1/2 ACRE LOT ON CRAYTON ROAD! Walk to the beach from your spacious Coquina Sands half-acre luxury home lot! The home and property are being sold 'as-is' for land value and location only. The property fronts prestigious tree-lined Crayton Road and is within EASY WALKING DISTANCE TO NAPLES FAMOUS WHITE SAND BEACHES AND THE NEW FOUR SEASONS BEACHFRONT RESORT. This hard-to-find "OVERSIZED" lot is ideal for luxury home builder, investor, or buyer looking to create a custom dream home. PROPERTY HAS IT'S OWN WELL FOR IRRIGATION AND HAS A HIGHER PROPERTY ELEVATION THEN THE AREA IN GENERAL, SO A LOT LESS FILL REQUIRMENT! Imagine building your dream home just steps from the beach as well as close proximity DOWNTOWN 5TH and all of the best of OLD NAPLES offering upscale shopping, fine dining, and cultural venues. Few opportunities like this remain in Coquina Sands. This property is for the most discerning buyers and presents a rare chance to design and build in one of Naples' most desirable neighborhoods.

1608 Crayton Rd, Naples

$699,000

5 Beds ⋅ 4.5 Baths ⋅ 226022428 MLS ⋅ Orange Blossom Ranch BLDG.

NO CDD on this rarely available Sorrento model in The Groves at Orange Blossom Ranch! This expansive 5-bedroom, 4.5-bath residence offers an exceptional blend of luxury, space, and functionality with over 3,400 square feet of thoughtfully designed living space. A dramatic open-air loft overlooks the main living area, creating an impressive sense of volume and natural light. The home showcases tile flooring throughout the entire main level, beautiful hardwood flooring upstairs, and custom stone and tile accent walls that add warmth and sophistication. The open-concept kitchen flows seamlessly into the living and dining areas, making it ideal for entertaining or everyday living. Designed for convenience, this unique property features two separate driveways with individual garages, providing abundant parking, storage, and flexibility for multi-generational living or guests. Accordion hurricane shutters offer peace of mind, while the screened lanai with a private pool creates the perfect outdoor retreat for enjoying Southwest Florida year-round. Located within one of Naples' fastest-growing communities, residents enjoy resort-style amenities with low HOA fees and are just minutes from A-rated schools, Big Corkscrew Island Regional Park, the brand-new Publix shopping center, and an ever-growing selection of restaurants, shopping, and everyday conveniences. Opportunities to own this highly sought-after Sorrento floor plan are few and far between—schedule your private showing today and experience everything this exceptional home has to offer!

2262 Vermont Ln, Naples

$8,295,000

5 Beds ⋅ 6.5 Baths ⋅ 226023534 MLS ⋅ Moorings BLDG.

Set in the heart of the Moorings, this exceptional new construction residence masterfully blends coastal transitional design with timeless sophistication. Spanning 5,405 square feet across two levels of thoughtfully curated living space, the home offers five bedrooms plus a den and is perfectly positioned to capture coveted western exposure, bathing the interiors in warm afternoon light and delivering spectacular sunset skies over the resort-inspired outdoor oasis. Inside, the soaring two-story great room creates a stunning first impression, with dramatic ceiling heights and expansive glass inviting the outdoors in. Entertain effortlessly on the covered lanai, where a beautifully crafted two-sided fireplace featuring distinctive tabby detailing serves as a sophisticated gathering space for relaxing evenings or hosting guests. The luxurious primary suite is a serene retreat, flooded with natural light and designed with comfort and elegance in mind. The spa-inspired bath boasts dual vanities, a dedicated makeup vanity, a modern freestanding soaking tub, and an oversized walk-in shower accented by a dramatic floor-to-ceiling tiled feature wall. With impeccable craftsmanship, sophisticated finishes, and a backyard reminiscent of a private resort, this extraordinary residence embodies the very best of Naples luxury living. Moorings residents also have the option to join the Moorings beach association for private beach parking.

1985 Crayton Rd, Naples

$669,900

3 Beds ⋅ 2 Baths ⋅ 226023880 MLS ⋅ Willoughby Acres BLDG.

Best Priced Home in Willoughby Acres. No HOA! Welcome to 59 Wickliffe Drive, a beautifully maintained pool home in the highly desirable Willoughby Acres community of North Naples. Perfectly positioned on an oversized lot with no HOA fees or rental restrictions, this residence offers the flexibility of a primary residence, seasonal retreat, or income-producing investment property. Designed for the Southwest Florida lifestyle, this three-bedroom, two-bath home features an open and inviting floor plan with tile flooring throughout, creating a seamless flow between living, dining, and entertaining spaces. Step outside to your private backyard oasis where a spacious screened lanai and sparkling pool create the perfect setting for year-round outdoor living. Whether enjoying your morning coffee, hosting family gatherings, or relaxing after a day at the beach, this outdoor space was designed to be enjoyed. Recent improvements, including a newer roof in 2022 which provides peace of mind and the recently renovated bathrooms enhance the home's move-in-ready appeal. The generous lot offers ample space for pets, gardening, recreation, or future enhancements. Located in the heart of North Naples, Willoughby Acres remains one of the area's most sought-after neighborhoods due to its convenient location, A-rated school district, and lack of HOA restrictions. Residents enjoy quick access to world-class beaches, Mercato, Waterside Shops, fine dining, shopping, entertainment, golf courses, and Interstate 75. Vanderbilt Beach, Delnor-Wiggins Pass State Park, and the vibrant Naples lifestyle are all just minutes away. Whether you're searching for a full-time residence, vacation getaway, or investment opportunity, 59 Wickliffe Drive delivers the perfect combination of location, lifestyle, and value in one of Naples' most established communities.

59 Wickliffe Dr, Naples

$4,575,000

4 Beds ⋅ 5.5 Baths ⋅ 226023932 MLS ⋅ Opus Stone BLDG.

One or more photo(s) has been virtually staged, AI generated or rendered. Move-in ready Summer 2027. Seagate Development Group and Theory Design proudly present the designer-furnished Crestwood Model Home in Opus Stone, Seagate’s newest gated estate community in Naples, Florida. This exceptional residence is the result of a collaboration between Seagate Development Group, Theory Design, RG Designs, and Outside Productions, blending award-winning architecture, interior design, and landscape design into a stunning organic modern masterpiece. Warm earthy tones, natural materials, and refined neutral finishes create an inviting atmosphere, while thoughtfully integrated indoor and outdoor living spaces embrace biophilic design through curated greenery, organic textures, and natural elements. The interior features a sophisticated mix of warm wood cabinetry and rich ebony accents, balancing grand architectural statements with intimate, livable spaces. Residents enjoy the privacy and exclusivity of estate living while remaining just minutes from Naples’ renowned shopping, dining, entertainment, and white-sand Gulf beaches. Golf enthusiasts will appreciate close proximity to prestigious private clubs including Olde Florida Golf Club and Calusa Pines Golf Club. Opus Stone offers a limited collection of luxury estate homesites and thoughtfully curated floor plans, delivering an unparalleled custom homebuilding experience in one of Naples’ most desirable locations.

940 Chimney Rock Rd, Naples

$850,000

4 Beds ⋅ 3 Baths ⋅ 226024040 MLS ⋅ Valencia Lakes BLDG.

You won't find a larger lanai and pool space anywhere! Welcome to this spacious 4 bed plus den home in Valencia Lakes. This well-appointed family home boasts wide open lake views from the great room and outdoor space. The kitchen is a chef's dream complete with updated luxury appliances, large prep space, island and granite countertops. Upgrades include a new roof in 2020, built-in cabinetry, wood flooring, plantation shutters and a soothing waterfall overlooking the lake. Valencia Lakes is an active community with low fees just minutes from shopping and restaurants. Come and take a look at this beautiful home!

2111 Grove Dr, Naples

$1,625,000

3 Beds ⋅ 3 Baths ⋅ 226023800 MLS ⋅ Sienna Reserve BLDG.

True entertainer's delight! Discover luxury living in this meticulously designed and maintained 3 bedroom plus den, single-family home. Upon entry, you are greeted by a grand foyer that opens into a spacious, airy open floor plan. The heart of the home is an eat-in kitchen. A chef's dream, with top-of-the-line WOLF APPLIANCES, to include; 4-burner gas cooktop with a griddle, wall oven, steam oven, and built-in coffee station. The SUB-ZERO refrigerator flows seamlessly into the matching cabinetry, while the wine cooler completes the serving area with extra sink. This beautiful kitchen is perfect for culinary enthusiasts and casual dining alike. The separate dining room provides an elegant space for hosting dinner parties, flowing seamlessly into the large living area, where luxury finishes accentuate every detail. Retreat to the spacious primary suite, a haven of relaxation featuring dual his/her closets for ample storage. Experience the ultimate in comfort and style, complete with an outdoor kitchen and a luxurious SALTWATER POOL, perfect for entertaining or relaxing in the sunshine. Protect your outdoor furniture with electric hurricane shutters. This home is not just a residence, but a statement of luxury and sophistication, tailored for those who love to entertain and appreciate the finer details. Throughout the home, you'll find solid surface flooring, upgraded light fixtures, and custom cabinetry that add both elegance and functionality. The large two-car side-load garage features 2024 epoxy floor and generous storage capabilities. As part of the intimate and gated community of Sienna Reserve, which consists of just 45 homes, this home is situated on a quiet lot near the beautiful community fountain. Sienna Reserve is in a fantastic location with all that North Naples has to offer, including gated access to North Collier Regional Park, stunning beaches, and shopping destinations like Mercato and Seed to Table. This property truly embodies the best of Florida living!

14726 Reserve Ln, Naples

$1,595,000

3 Beds ⋅ 3 Baths ⋅ 226024011 MLS ⋅ Esplanade BLDG.

LIVE A VACATION LIFESTYLE IN ESPLANADE! FULL GOLF MEMBERSHIP & FURNITURE/DECOR/TVS INCLUDED! This immaculate and well maintained “Lazio” is situated on an oversized private corner lot overlooking a pristine preserve and is just steps away from the club and all that Esplanade has to offer! Inside, you will find 3 bedrooms plus den, 3 full baths, and almost 2,300 sq ft of open concept living space. From the moment you walk in the door, you are greeted with tile floors throughout the common areas and two sets of sliding glass doors to the extended covered lanai with outdoor kitchen that can be enclosed by brand new motorized roll down hurricane screens. Enjoy days around the GAS heated pool/spa with plenty of deck space for sunbathing. Enjoy beautiful Naples sunsets 365 days a year with this home’s western rear exposure. The kitchen is the heart of the home and features shaker style cabinetry, extra thick quartz countertops, and stainless steel appliances including a GAS cooktop, wall oven, and new Bosch dishwasher. Other fine appointments include: oversized 2 car garage (20’x24’); brand new Trane HVAC (2024); LVP flooring in the bedrooms (no carpet anywhere); custom den doors; freshly painted interior & exterior; courtyard style entry with gate & stacked stone elevation detail; crown molding & wainscoting details; upgraded lights/fans throughout; hurricane impact front door with matching sidelights; spacious Laundry Room with cabinetry; 8' doors/10' ceilings; and more! Esplanade Golf & Country Club of North Naples offers a true “Lifestyle Community” with world-class amenities, including a resort pool with cabanas and the popular “Bahama Bar,” tennis, pickleball, bocce, a 14-mile network of bike/walking trails, and an 18-hole private golf course. The impressive 15,000 Sq Ft clubhouse features a restaurant, bar, wine-tasting room, wine lockers, and a Starbucks-style café. Best of all, the property’s landscaping, irrigation, golf membership, and all community amenities are covered under a quarterly fee of just $3,743—no additional fees or memberships required! Don't miss your opportunity to own this exceptional home in one of Naples’ most sought-after communities. Schedule your tour of this stunning home and Esplanade Golf & Country Club today! COMING SOON TO ESPLANADE (2026): Fully renovated and expanded poolside Bahama Bar; expanded outdoor bar at the Barrel House; expanded golf practice range; and an AIR CONDITIONED INDOOR PICKLEBALL COMPLEX with four indoor courts.

8879 Vaccaro Ct, Naples

$624,900

4 Beds ⋅ 2 Baths ⋅ 2026024986 MLS ⋅ Golden Gate Estates BLDG.

1.17 ACRES | HEATED POOL | 4 BEDROOMS + DEN | IMPACT WINDOWS | NO HOA! Discover the space, privacy, and freedom of Golden Gate Estates in this beautifully upgraded, move-in-ready Naples home. Situated on 1.17 acres, this impressive 4-bedroom + den, 2-bath pool home combines an expansive property with the upgrades today's buyers are looking for. Step inside to soaring 10-foot ceilings, 8-foot doors, an open-concept floor plan, formal dining room, breakfast nook, and a private enclosed den with pocket doors, perfect for a home office, playroom, or additional guest space. The updated kitchen features refaced cabinetry, under-cabinet lighting, smart lighting, upgraded fixtures, and a full-home reverse osmosis system. Step outside and discover your own private Florida retreat. Enjoy the heated pool, expansive screened lanai, oversized fenced backyard, and plenty of room to entertain, relax, or simply enjoy the privacy that acreage provides. The extended paved driveway offers additional space for vehicles, an RV, or boat, with no HOA restrictions limiting your lifestyle. Major improvements add tremendous value and peace of mind, including hurricane-impact windows, roof (2019), HVAC (2023), updated flooring, enhanced laundry room, garage storage, and numerous thoughtful upgrades throughout. Conveniently located near shopping, dining, parks, and schools while still offering the space and privacy of Golden Gate Estates, this home delivers a combination that's increasingly difficult to find in Naples. Acreage. Pool. Privacy. No HOA. Move-in ready. Come experience the Golden Gate Estates lifestyle for yourself!

4110 Randall Blvd, Naples

$1,550,000

4 Beds ⋅ 4.5 Baths ⋅ 226023672 MLS ⋅ Stonecreek BLDG.

One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to 4509 Azalea Drive, an exceptional Carlyle Grande floor plan residence in StoneCreek, one of Naples most sought-after gated communities. This beautifully upgraded 4-bedroom + den + loft, 4.5-bath pool home offers the perfect blend of luxury, functionality, and resort-style living in a top-rated school district. From the moment you step inside, you'll appreciate the bright open-concept floor plan, soaring ceilings, abundant natural light, and thoughtfully designed living spaces. Contemporary finishes blend seamlessly with timeless elegance, creating a home that is both sophisticated and welcoming. At the heart of the home is the chef-inspired kitchen, featuring natural gas cooking, stainless-steel appliances, quartz countertops, custom cabinetry, island with a vegetable sink, and abundant storage. The kitchen flows effortlessly into the great room and dining area, making it ideal for everyday living and entertaining. The private first-floor den, complete with its own separate entrance, offers incredible flexibility as a home office, library, fitness room, art studio, or guest retreat. Upstairs, the spacious loft provides additional living space and can easily function as a media room, playroom, second family room, home office, or guest lounge. The primary suite serves as a private retreat, featuring two walk-in closets, dual vanities, a soaking tub, and a walk-in shower. Designer upgrades are found throughout the home, including upgraded tile flooring throughout the first floor, custom accent walls with built-in storage, crown molding, custom closet systems, designer lighting imported from Italy, and thoughtfully curated finishes that elevate the home's contemporary coastal aesthetic. Step outside to your private outdoor oasis. The western-facing screened lanai provides the perfect setting to enjoy breathtaking sunsets while overlooking the resort-style pool. The generous outdoor living space is ideal for relaxing or entertaining year-round. Additional highlights include a three-car garage, spacious driveway, dual-zone HVAC systems, natural gas, and extensive custom storage solutions throughout the home. StoneCreek is one of North Naples' premier natural gas communities and offers an unmatched amenity package, including a resort-style pool, lap pool, spa, fitness center, indoor basketball court, tennis courts, pickleball courts, playground, splash park, billiards room, social gathering spaces, and a full-time activities director coordinating year-round events. Residents enjoy 24-hour guard-gated security, low HOA fees, and no CDD. Ideally located just minutes from Naples' world-class beaches, Mercato, Waterside Shops, Seed to Table, fine dining, shopping, golf, hospitals, and SWFL Int Airport. This exceptional residence offers a lifestyle defined by luxury, convenience, and resort-style living in one of North Naples' most prestigious and desirable communities.

4509 Azalea Dr, Naples

$649,900

4 Beds ⋅ 3 Baths ⋅ 226024009 MLS ⋅ Valencia Country Club BLDG.

Beautiful Trevi model built in 2023 by Lennar in Valencia Golf and Country Club. Home upgrades from builder include:Diamond white quartz countertops throughout, 6 inch tile flooring throughout, oversized master standup shower, all hurricane impact glass, heated pool and spa with 10 ft lanai extension from builder. Move in ready Like-new home in a great community low HOA fees. No flood insurance required.

1385 Birdie Dr, Naples

Homes for Sale with a Pool in Naples, FL

All Homes for Sale with a Pool in Naples, FL

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