Homes for Sale with a Pool in Naples, FL

One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to an exceptional Starlight home in the highly sought-after SKYSAIL community of Naples! Offering 2,235 sf of beautifully designed living space, this impressive single-story home features 3 bedroom, 2.5 baths, a private office/den, and a 2-car garage. Designed for effortless Florida living and entertaining, the open-concept floor plan flows beautifully from the spacious great room and dining area into the well-appointed kitchen with a generous walk-in pantry. The private primary suite featuring two walk-in closets and a spacious bath with a large walk-in shower, while two additional bedrooms offer plenty of space for family and guests. The showstopper is outdoors! Step into your own private tropical retreat featuring a gorgeous ins ground pool and outdoor kitchen- the perfect backdrop for sunny Naples afternoons, weekend gatherings, and year-round outdoor living. Located in SkySail, one of Naples' most exciting communities, this home delivers the lifestyle - beautiful indoor spaces, incredible outdoor living, and outstanding community amenities. This is more than a home- it's the Naples lifestyle you've been waiting for!

4056 PEGASUS WAY, Naples

$729,000

3 Beds ⋅ 2 Baths ⋅ 226034752 MLS

FINANCING FELL THROUGH — AND NOW THIS EXTRAORDINARY OPPORTUNITY IS YOURS! Imagine arriving home through your private gated entrance and knowing that 2.27 acres of 100% upland property are yours to enjoy. Space, privacy, flexibility, and modern comfort come together in this beautifully maintained 2018-built home, offering nearly 2,800 square feet of living space designed for the way you want to live. Inside, the first thing you’ll notice is the incredible sense of openness. 12-foot ceilings, 8-foot doors, and an expansive great room create an impressive yet welcoming atmosphere. The open-concept design brings the living, dining, and entertaining spaces together beautifully, while still providing plenty of room to spread out. The home features 3 spacious bedrooms, a versatile den, 2 full bathrooms, formal and casual dining areas, and a large recreation room that can become whatever you need it to be—Mother-in-law suite, game room, home gym, home business, or the ultimate gathering spot for family and friends. This home has beautiful upgrades including, marble windowsills, a stunning dining-room picture window, beautiful porcelain tile flooring throughout the main living areas, den, recreation room and bathrooms, and warm wood flooring in the bedrooms give the home an elevated, timeless feel. EXTENSIVELY UPDATED & MOVE-IN READY Recent improvements include: Fresh interior and exterior paint, New whole-house reverse osmosis system, New A/C system, New water heater, New dishwasher, New stove and range hood, New faucets and lighting fixtures, New Quartz kitchen countertops, Beautiful new farmhouse sink, Updated bathrooms with new fixtures, mirrors, lighting, and glass enclosures. Outside, the property becomes an extension of your living space. Enjoy the pool and newly paved pool patio, surrounded by a new pool fence, while the lightly cleared preserve area adds another layer of privacy and natural beauty. And because you’re sitting on over two acres of 100% upland property, you have something incredibly valuable. There’s room for your boat. Your RV. Your pets. Your garden. Your toys. Your hobbies. Your future plans. The additional fencing and ample parking give you the flexibility to create the outdoor lifestyle you’ve always wanted—without feeling boxed in by neighboring homes. THIS IS MORE THAN A HOUSE. IT’S A LIFESTYLE. It’s the freedom of acreage. It’s the privacy of a gated property. It’s the comfort of a beautifully updated home. It’s the space to entertain, relax, work, play, and make memories. And it’s the rare opportunity to have all of it in one property. Come through the gate. Walk the property. Step inside. Experience the space. You may find that this is the property you’ve been waiting for.

3451 12th AVE SE, Naples

$625,000

3 Beds ⋅ 2 Baths ⋅ 226034452 MLS

Escape cookie-cutter living at 7670 Jacaranda, where custom millwork, extensive built-ins and thoughtful upgrades give this 2018-built home a character all its own. The open kitchen anchors the main living area with upgraded Samsung smart appliances, natural gas range, custom built-in coffee bar, sleek cabinetry and quartz counters, flowing naturally into the dining and living spaces. High ceilings with crown molding and transom windows create a light and bright interior with the utmost in privacy. The living room features a custom entertainment wall with fireplace and built-in cabinetry for a striking focal point. The attention to detail continues into the primary suite, where a dramatic ceiling treatment adds architectural interest and a spacious bath with dual vanities and an oversized glass-enclosed shower. The custom walk-in closet is beautifully finished with extensive cabinetry, drawers, shelving and hanging space. Additional bedrooms are sunny and inviting, while a dedicated laundry room adds excellent storage and everyday functionality. Handcrafted storage options have been thoughtfully tucked in throughout the residence, allowing the square footage to live large. Outside, the home shifts seamlessly into Florida living. The expansive screened lanai surrounds a sparkling gas-heated saltwater pool with a cascading water feature and generous space for lounging and entertaining, while the covered outdoor living area with built-in outdoor kitchen creates a true extension of the interior. Beyond the enclosure, find a lush and private yard with mature landscaping for additional green space and privacy. The attached two car-garage is fully insulated with built-in shelving and an expanded attic space for even more storage, plus two 15-amp circuits, making it a breeze to add EV charging. Winding Cypress is a unique guarded and gated community with an emphasis on natural spaces, thanks to over 800 acres of natural preserves alongside 80 acres of lakes, all adjacent to the Picayune Strand State Forest. The community's wooden boardwalk is perfect for morning walks and birdwatching or visit the extensive amenities center anchoring the neighborhood. There you'll find a resort-style pool and spa, state-of-the-art fitness center, tennis, pickleball and bocce courts, dog park, walking and biking opportunities and the popular Shady Palm Cafe for casual dining and drinks close to home. An active social calendar and inviting gathering spaces create plenty of opportunities to connect, while the community’s preserve setting gives it a peaceful, distinctly Florida feel. Thoughtfully customized, impeccably maintained and surrounded by the natural beauty of Winding Cypress, 7670 Jacaranda offers a distinctly different take on Naples living.

7670 Jacaranda LN, Naples

$925,000

3 Beds ⋅ 2 Baths ⋅ 226034404 MLS

A tranquil escape nestled in the heart of the Sterling Oaks community! Don’t miss out on this stunning 3 bed, 2 bath, 1564 sf Naples residence where sophisticated design meets effortless Florida living. This home offers a fresh, modern aesthetic with thoughtful upgrades throughout and a seamless connection to its private outdoor retreat. At the heart of the home is an expansive kitchen featuring quartz countertops, a striking waterfall island, and custom shaker-style cabinetry with soft-close doors and drawers. The open-concept design creates an inviting space for everyday living and entertaining, while the carefully selected finishes bring a timeless, elevated feel. The primary suite offers a peaceful escape, highlighted by an elegant bathroom with a spacious walk-in shower designed for a luxurious, spa-like experience. Every detail of the home has been thoughtfully considered to create a space that feels both stylish and comfortable. Step outside and discover your own private oasis. The screened lanai overlooks a sparkling plunge pool/spa, creating the perfect setting for morning coffee, afternoon relaxation, or evening entertaining. Beyond the lanai, the tranquil backyard space provides a serene backdrop. The private, gated community of Sterling Oaks offers 12 Har-Tru Tennis courts (10 lighted), 5 Pickleball courts, a 135,000-gallon community pool, pool-side cabana, elegant clubhouse with 100 seat “Oak Room” dining venue, state-of-the-art fitness facility, and a social calendar that will always keep you entertained. If luxury living, resort amenities, and close beach proximity is what you have been searching for, look no further!...... Capture the Naples Lifestyle!

1511 Whispering Oaks CIR, Naples

$1,195,000

5 Beds ⋅ 4.5 Baths ⋅ 226033951 MLS

Welcome to the elevated American Dream—where space, privacy, and multi-generational living come together on 2.5 cleared, fully fenced acres in Golden Gate Estates. This exceptional 5-bedroom, 4.5-bath home offers soaring ceilings and room for everyone, including a secondary primary suite and an attached in-law suite with its own bedroom, bathroom, and living space—perfect for extended family or guests. Outside, an expansive screened lanai surrounds the pool and spa, creating the perfect setting for entertaining, relaxing, and watching Florida sunsets through the trees. A circular driveway, 2-car garage, storage shed, and additional space to build a detached garage provide plenty of room for vehicles, recreational toys, and more. Additional features include a whole-house water treatment and reverse osmosis system, plus an X flood zone location where flood insurance is generally not required by lenders. Just minutes from the new Vanderbilt Beach Road extension, enjoy peaceful Estates living with convenient access to town, shopping, dining, entertainment, and Naples' beautiful beaches. This is Golden Gate Estates living at its best. Welcome home!

260 20th AVE NE, Naples

$1,498,900

3 Beds ⋅ 3 Baths ⋅ 226034344 MLS

This exceptional, fully reimagined Pinnacle model showcases modern luxury at its finest in the amenity-rich community of Greyhawk at Golf Club of the Everglades. Updated with high-end designer finishes, the home offers a sophisticated yet comfortable living experience with meticulous attention to detail throughout. The stunning and functional custom kitchen serves as the centerpiece of the home, featuring Wolf cooktop, updated quartz countertops, and premium custom cabinetry. The great room impresses with a Venetian-plaster accent wall complemented by elegant sconces, all opening through zero-corner impact sliders to a breathtaking outdoor oasis. The expansive lanai is designed for year-round enjoyment with stone pavers, a full custom outdoor kitchen, Wind Safe hurricane protection, storm shutters, and a custom heated saltwater iAquaLink pool with calming waterfall—perfectly positioned to capture tranquil sunset water views. ***New Pool Heater just installed April 2026*** Inside, refined upgrades include custom wood accents, coffered ceilings, designer lighting, and elevated finishes throughout. The primary suite offers beautifully updated ensuite bath with an oversized walk-in shower. All bathrooms and the laundry room feature quartz countertops, upgraded fixtures, and modern tilework. Additional highlights include a whole-house Generac generator, full-home surge protection, water filtration systems, and a security system with outdoor cameras. The extended 4-ft garage is finished with epoxy flooring, insulated doors, a split A/C system, and a remote-controlled storage lift. Perfectly situated on one of Greyhawk’s most desirable cul-de-sacs, this home provides access to exceptional amenities including a resort-style pool and spa, fire pit, bocce, tennis, pickleball, fitness center, 2-full-service restaurants, tiki bar, and a social golf membership or you can elevate your experience to a full golf membership at Golf Club of the Everglades. The Greyhawk community is perfectly positioned on a private 18-hole Rees Jones–designed golf course. Ideally situated central to premier shopping, dining, and Naples’ renowned beaches, this extraordinary residence delivers luxury, lifestyle, and location—offering the very best of Florida living. Best of all—no CDD!

8876 Spotted Towhee DR, Naples

$750,000

3 Beds ⋅ 2 Baths ⋅ 226033798 MLS

Ideally situated in the desirable Forest Hills neighborhood of Lely Golf Estates, this inviting three-bedroom, two-bath residence is filled with natural light and offers a relaxed Naples lifestyle with a private pool and generous outdoor living space. Designed to embrace Florida’s year-round sunshine, the home opens to a spacious screened lanai and pool area, creating an ideal setting for entertaining, dining alfresco, or simply unwinding in the privacy of your own backyard retreat. Impact-resistant windows provide added peace of mind, while the roof, replaced in 2018, adds to the home’s appeal. The comfortable three-bedroom floor plan offers flexibility for family and guests, complemented by two full baths and light-filled living spaces. Set within the established Lely Golf Estates community, this residence offers an exceptional opportunity to enjoy poolside living in a convenient Naples location with easy access to shopping, dining, golf and the area’s renowned Gulf beaches.

394 Bay Meadows DR, Naples

$1,778,000

3 Beds ⋅ 3.5 Baths ⋅ 226034512 MLS

An exceptional Naples lakefront stunning home in Imperial Golf Estates of Naples that sits on an impressive almost 1-acre lot and showcases a beautifully renovated interior and exterior with a tile roof and fresh paint throughout. Home creates a bright and welcoming atmosphere you'll discover with a spacious open floor plan and soaring high-volume ceilings. Kitchen area has a gas propane cooktop, white cabinetry, a skylight and eat in area, great for get togethers. Laundry area is unique with built in desk area, shelving and countertop. The abundant natural light flows through the home seamlessly into the generous lanai area features a swimming pool and perfect space for entertaining. The sparkling lake views from your outdoor spaces provide a serene backdrop, while convenient proximity to Vanderbilt Beach, premier shopping, and upscale dining venues ensures you're never far from the best Naples has to offer. Additional highlights include a 3-car garage with an epoxy floor for added durability and style, making this lakefront gem an outstanding opportunity to embrace the elegant Gulf Coast lifestyle in one of Naples' most desirable gated communities.

1936 Empress CT, Naples

$849,000

3 Beds ⋅ 2.5 Baths ⋅ 226034703 MLS

Beautiful Rare Dunwoody Model on gorgeous Point of Cul de Sac with extra long Lake Views including Bridges! This home has been meticulously cared for with 2 yr Old A/C, 2 yr old Refrigerator, New Pool Pump, New Pool Light, and Spa equipment. Bedroom carpets have just been cleaned. Home is being offered Turnkey. There is a Golf Cart and a Treadmill that will convey as well. Check out the VeronaWalk Amenities: Tennis, Pickleball, Clubs, Full Time Lifestyle Coordinator, Ice Cream Shop, and a Restaurant and Post Office as well as a Gas Station. 2 Pools at the Towncenter. VeronaWalk is run by a Resident Board of Directors and meetings and sub committees are available to join should you wish. This is a wonderful community with friendly active residents of all ages.

8650 Palermo CT, Naples

$895,000

3 Beds ⋅ 2 Baths ⋅ 226033588 MLS

Gulf Bay’s 3 Bed + 2 Bath Larkspur model offers refined living in the prestigious community of Fiddler’s Creek. The welcoming entry sets an elegant first impression as the foyer opens to a bright, airy interior with Travertine Tile Flooring (2022) throughout and statement lighting fixtures that draw your eyes toward the soaring ceilings. Natural light fills the home through well-placed accent windows throughout the kitchen, which also features a Large Center Island, Granite Countertops, Marble Backsplash (2022), Stainless Steel Appliances (2022/Dishwasher 2026) and a Natural Gas Range with a stainless steel Range Hood (2025). Step through the sliders, onto the lanai, and take in tranquil creek views through a Panoramic Screen Enclosure (2026) and Newer Cage (2019). Enjoy a dip in your Private Pool - your own private oasis. The primary suite is a peaceful retreat with dual walk-in closets and a versatile sitting area, perfect for a desk or reading nook. In the Primary Bath, Italian Marble (2022) stretches from floor to ceiling creating a luxurious accent wall behind the Euro-Glass Shower Enclosure (2022) with Pebble Tile Flooring (2022) and the separate Soaking Tub (2022). You will also find a dual vanity with Marble Countertops (2026), White Cabinetry, and Modern Mirrors (2026) with built in lighting. Guests will enjoy their own spa-like experience with a renovated guest bathroom (2022) featuring a Stunning Marble-Top Vanity, a shower with a Euro-Glass Enclosure, Italian Marble shower tile, and Pebble Tile Flooring to mirror that of the master suite. Additional features includes a newer Roof (2019), a Generac Whole-House Generator (2022), newer Water Heater (2024), newer AC and Duct Work throughout (2022), an Epoxied Garage Floor & Paint (2026), Pool Pump (2026), and Bath Exhaust Fans (2024) & Toilets (2022). Debt Service Portion of CDD PAID IN FULL. This home effortlessly combines luxury, functionality, and natural beauty in one of Naples’ most sought-after communities. The Village of Cranberry Crossing is only a short walk, ride, or drive from the Fiddler's Creek Club and Spa, which is further enhance by a fitness center, swimming pools, two golf courses, tennis courts, pickleball courts, a bocce court, fine and casual dining, social activities, and miles of biking and walking paths. Optional beach club and marina memberships are available. Experience the epitome of luxury living, where every detail is thoughtfully curated to complement your lifestyle. One or more photo(s) has been virtually staged, AI generated or rendered.

8956 Cherry Oaks TRL, Naples

$2,800,000

3 Beds ⋅ 2.5 Baths ⋅ 226033377 MLS

A rare opportunity in Pelican Bay, this beautifully reimagined 3-bedroom, 2.5-bath Beauville villa combines the privacy and feel of a single-family home with effortless, low-maintenance living. Set on an oversized corner lot, this light-filled, single-story residence is designed around relaxed Naples living, with refined interiors opening to a secluded, resort-style pool and garden retreat. Inside, the thoughtfully updated floor plan features a chef’s kitchen, open great room and dining area, inviting sunroom, attached two-car garage, fresh paint, a soft neutral palette, and new flooring throughout. Impact-resistant windows and doors add comfort, security, and peace of mind. Step outside to one of the home’s most impressive features, a private, southern-exposure pool area filled with Florida sunshine. Lush tropical landscaping, a privacy wall, brick paver decking, outdoor shower, and recently added landscape lighting create an exceptional setting for entertaining, dining outdoors, or simply relaxing in complete privacy. Beauville is one of Pelican Bay’s intimate villa neighborhoods, distinguished by charming architecture, brick-paver streets, low HOA dues, and pet- and rental-friendly policies. Pelican Bay residents enjoy one of Naples’ most sought-after lifestyles, with miles of white-sand beach, two private beachfront facilities, beachfront dining, 18 Har-Tru tennis courts, fitness facilities, and an extraordinary natural setting encompassing 570 acres of estuaries and 43 acres of parks.

807 Rue Deville Unit 2.11, Naples

$1,495,000

3 Beds ⋅ 3 Baths ⋅ 226034448 MLS

Welcome to 8333 Promoso Court in Esplanade at Hacienda Lakes, where sophisticated design, extensive upgrades and exceptional indoor-outdoor living come together in this beautifully appointed Palazzio floor plan. Offering approximately 3,095 square feet of living area with 3 bedrooms plus a den and 3 full baths, this move-in-ready residence features soaring 10-foot ceilings, elegant crown molding, tray ceilings in the main living area and primary suite, upgraded lighting and ceiling fans throughout, and impact-resistant windows and doors for added peace of mind. At the heart of the home is an impressive gourmet kitchen designed for both entertaining and everyday living. Upgraded cabinetry, countertops and flooring are complemented by premium Café appliances, desirable natural gas cooking, and upper and lower cabinet lighting that adds both ambiance and functionality. An oversized prep island with a sink and additional cabinetry along the front provides exceptional workspace and storage. The open-concept design creates an effortless connection between the kitchen, dining and main living areas while drawing your eye toward the expansive outdoor living space. The extended covered lanai transforms the backyard into a private resort-style retreat. Enjoy a saltwater pool and spa, outdoor gas kitchen and gas fireplace with generous space for dining, entertaining or simply relaxing outdoors. Upgraded landscaping and thoughtfully designed outdoor landscape lighting enhance the setting, creating a beautiful backdrop both day and night. Electric hurricane/storm screens provide added protection while allowing outdoor furnishings to remain conveniently secured on the lanai when needed. The spacious primary suite offers a private retreat highlighted by a tray ceiling and beautifully designed custom closet. The bathrooms are further elevated by striking floor-to-ceiling shower tile towers, adding a sophisticated, custom-finished look. Guest bedrooms are equally inviting, with elegant bay windows adding architectural character and natural light. The separate den provides flexible space for a home office, media room or additional gathering area. With three full baths, the home is exceptionally well suited for both everyday living and overnight guests. Thoughtful upgrades continue throughout, including upgraded cabinetry and carefully selected lighting, ceiling fans and finishes that elevate both style and functionality. Located within the gated, resort-style community, residents enjoy an impressive collection of amenities designed around the Southwest Florida lifestyle. The community features a resort-style pool, resistance lap pool and spa, state-of-the-art fitness center, pickleball, tennis and bocce courts, clubhouse, yoga studio, dog park, playground and a variety of social activities. HOA services include access to community amenities and maintenance of common areas, contributing to an easy, low-maintenance lifestyle.

8333 Promoso CT, Naples

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