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 a local Naples, FL agent, Blair White 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

$3,100,000

2 Beds ⋅ 3 Baths ⋅ 226023942 MLS

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. 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

$900,000

3 Beds ⋅ 2 Baths ⋅ 226023924 MLS

Beautifully updated Naples Park designer furnished pool home. Light, bright open layout, kitchen features island, quartz counters and stainless appliances. Three bedrooms, two baths offering modern style and easy living. Fresh interior/exterior paint, impact doors & windows (2025) 1 car garage. Enjoy sunny afternoons by your BRAND NEW private pool and spacious outdoor area, perfect for relaxing or entertaining on your overized lot. Prime location just minutes to Vanderbilt Beach, Mercato dining and shopping. No HOA—ideal as a primary residence, vacation home, or investment opportunity.

821 105th AVE N, Naples

$739,000

5 Beds ⋅ 4.5 Baths ⋅ 226022428 MLS

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

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

$1,988,000

6 Beds ⋅ 6 Baths ⋅ 226023958 MLS

Some Homes Check the Boxes. This one creates the moments you'll remember FOREVER. Imagine ending each day with a spectacular Naples sunset from your private backyard retreat. Where the pool sparkles, the spa is warm, dinner is on the grill, and friends gather around the outdoor fireplace or where your golf skills get mastered daily on your private putting green. This beautifully upgraded 6-bedroom, 6-bath Catalina model in Stonecreek was designed for making memories, offering nearly 5,000 square feet of elegant living space, a stunning chef's kitchen, luxurious first-floor owner's suite, a spacious loft, and room for everyone to spread out and still feel at home. Every detail has been thoughtfully curated, from the resort-style indoor and outdoor living to impact glass, hurricane screens, Tesla charger, and countless upgrades throughout. Located in one of Naples' most sought-after gated communities with world-class amenities and just minutes from beaches, dining, and shopping, this is more than a home, it's the Florida lifestyle you've been dreaming about...

4541 Azalea DR, Naples

$669,900

3 Beds ⋅ 2 Baths ⋅ 226023880 MLS

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

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

$974,999

3 Beds ⋅ 2.5 Baths ⋅ 226023706 MLS

This beautifully appointed 3-bedroom plus den, 2.5-bath home offers 2,213 square feet of thoughtfully designed living space and a private pool (2020) for year-round enjoyment. At the heart of the home is an open-concept living area where the kitchen, dining room, and family room flow seamlessly together, creating an inviting atmosphere perfect for entertaining and everyday living. The well-appointed kitchen features elegant quartz countertops, abundant cabinetry, and ample workspace for meal preparation and gathering with family and friends. Quartz countertops continue throughout all bathrooms, providing a cohesive and upscale feel. Thoughtfully crafted with both comfort and style in mind, this home showcases a desirable split-bedroom floor plan that provides privacy for the spacious primary suite while keeping family and guests comfortably accommodated in their own wing of the home while the versatile den can easily function as a home office, study, hobby room, or media space to suit your lifestyle needs. Beautiful crown molding throughout the main living areas and primary suite adds architectural character and sophistication. The thoughtfully designed layout maximizes both functionality and comfort, offering spacious living areas that are ideal for both everyday living and entertaining. Step outside to your own private backyard featuring a sparkling pool and ample space for outdoor dining, relaxation, and entertaining. Whether enjoying a quiet morning swim, hosting weekend gatherings, or simply unwinding after a long day, this outdoor living space is sure to impress. Beyond the home, residents enjoy an exceptional amenity-rich lifestyle. The community boasts a spectacular resort-style pool, lap pool, spa, children's splash pad, fitness center, indoor and outdoor basketball court, tennis courts, pickleball courts, and beach volleyball offering endless opportunities for recreation, fitness, and social activities right outside your door. Combining modern construction, luxury finishes, outstanding community amenities, and a functional floor plan designed for today's lifestyle, this move-in-ready home offers the perfect blend of comfort, elegance, and Florida living at its finest.

4113 Amelia WAY, Naples

$850,000

4 Beds ⋅ 3 Baths ⋅ 226024040 MLS

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

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

$1,599,000

3 Beds ⋅ 3 Baths ⋅ 226024011 MLS

LIVE A VACATION LIFESTYLE IN ESPLANADE! FULL GOLF MEMBERSHIP 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

Why wait to build when this beautifully upgraded, move-in-ready estate has it all? Nestled on 1.17 acres in Golden Gate Estates with no HOA restrictions, this exceptional 4-bedroom + den, 2-bath pool home offers the perfect blend of privacy, luxury, and everyday functionality. Step inside to soaring 10-foot ceilings, 8-foot doors, an open-concept layout, formal dining room, breakfast nook, and a versatile enclosed den with pocket doors, ideal for a home office, playroom, or guest space. The designer kitchen features refaced cabinetry, under-cabinet lighting, smart lighting, upgraded fixtures, and a full-home reverse osmosis system, making it perfect for entertaining. Outside, enjoy your own private oasis with a heated pool, expansive screened lanai, oversized fenced backyard, and extended paved driveway with plenty of room for extra vehicles, RV, or boat parking. Major updates provide peace of mind, including hurricane impact windows, a 30-year roof (2019), new HVAC (2023), updated flooring, enhanced laundry room, garage storage, and numerous thoughtful improvements throughout. Conveniently located just minutes from shopping, dining, parks, and schools, this property offers the space, freedom, and lifestyle today's buyers are searching for. Don't miss this rare opportunity to own a move-in-ready estate with acreage in one of Naples' most desirable growing areas!

4110 Randall BLVD, 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.