Homes for Sale with a Pool in Naples, FL

Advanced Search Market Reports Home Value Connect

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.

< Back to all Homes for Sale in Naples, FL

Search Naples, FL by Lifestyle

All Homes for Sale with a Pool in Naples, FL

$940,000

3 Beds ⋅ 2 Baths ⋅ 226015175 MLS

Investors will appreciate this turnkey furnished, 3 Bedroom 2 Bath property in the sought after 600 block of Naples Park. Located within a mile from Vanderbilt Beach. This rental delivers proven rental success on VRBO and Airbnb with Superhost Status and a strong booking history. Future bookings are $53,9936.44 as of April 2026. Key features include a large Kitchen wit granite countertops and breakfast bar, Vaulted ceiling, Heated inground pool and spa, Wifi Pentair Screen Logic Cell Phone pool control App, Privacy Vinyl fence, newer AC system and security alarm system. No HOA restrictions add flexibility for owners. Ideally positioned near Delanor Wiggins State Park, the Mercato shopping and restaurant area, Whole Foods, Ritz Carlton and the Pavillion shopping and restaurant area. This property blends strong cash flow, Luxury beaches and effortless management in Naples prime short term rental market.

637 95th AVE N, Naples

$2,299,999

4 Beds ⋅ 3 Baths ⋅ 226015220 MLS

Welcome to your private retreat in one of Naples’ most coveted neighborhoods—Livingston Woods, where elegance meets everyday comfort. This stunning 4-bedroom, 3-bath residence rests on a sprawling, secluded lot, offering the perfect balance of tranquility and convenience. Expansive Primary Suite: A peaceful haven featuring generous space, serene views, and a spa-inspired atmosphere. Chef’s Kitchen: Beautifully updated with brand-new, high-end appliances, sleek finishes, and abundant counter space—perfect for both casual dining and entertaining. Resort-Style Outdoor Living: The oversized screened lanai and sparkling pool create your very own private oasis, ideal for relaxing or hosting under the Florida sun. With its prime location, timeless design, and inviting layout, this home captures the essence of luxury living in Naples. Experience the serenity, space, and sophistication that make Livingston Woods one of the most desirable addresses in Southwest Florida.

6423 Livingston Woods LN, Naples

$2,850,000

3 Beds ⋅ 3 Baths ⋅ 226015203 MLS

Perfectly positioned within the sought-after Avila neighborhood of Grey Oaks Country Club, this Landmark-built courtyard residence offers a true front-row center seat to the home hole of the Pine Course—an exceptional vantage point for the avid golf enthusiast. Overlooking the iconic 18th hole, with a private garden terrace facing the Club, the setting captures both the energy of the course and the tranquility of a quiet interior enclave. Built in 2000 and encompassing over 2,500 square feet under air, the residence is thoughtfully designed around a private courtyard pool, creating a seamless connection between indoor and outdoor living. Neutral tile flooring, high ceilings, and generous moldings establish a timeless aesthetic, while natural light fills the home and frames sweeping views of the finishing hole, Clubhouse, and lush surroundings. The living room offers an elegant yet comfortable gathering space, with expansive views directly down the 18th fairway and toward the green—an ever-changing backdrop that defines the home. The dining room is equally impressive, designed for entertaining with beautiful sightlines to the course and Club. A charming dinette with built-in banquette provides a relaxed setting overlooking the courtyard pool and garden. The kitchen is well-appointed with custom cabinetry, abundant storage, and a functional layout suited for both everyday living and hosting. The primary suite is privately situated and enjoys dual perspectives—overlooking the courtyard pool as well as the 18th hole and Clubhouse beyond. French doors open directly to the courtyard, enhancing the indoor-outdoor lifestyle. The bath offers dual vanities, a soaking tub, and a separate shower, creating a comfortable retreat. A separate guest cabana suite provides exceptional privacy, complete with its own courtyard entrance, walk-in closet, and kitchenette—ideal for hosting visiting guests. An additional guest suite also opens to the courtyard, offering a cohesive and inviting layout. Outdoor living is central to the experience. The screened lanai with pool and spa provides a private space for relaxation, while the garden terrace overlooking the 18th hole offers a rare opportunity to enjoy the excitement of play, stunning sunsets, and the beauty of the course from your own home. Additional features include a new roof (2021), updated mechanical systems, and a two-car garage with dedicated golf cart space—perfect for embracing the Grey Oaks golf lifestyle. Grey Oaks is one of Naples’ most prestigious private golf communities, offering three championship golf courses, two clubhouses, and multiple dining venues. Residents enjoy a 30,000-square-foot Wellness Center with spa services, tennis, pickleball, bocce, and a vibrant social calendar. Ideally located near downtown Naples, the Gulf’s white-sand beaches, and exceptional shopping and dining, Grey Oaks delivers a lifestyle defined by ease, connection, and understated luxury.

2595 Twinflower LN, Naples

$13,995,000

5 Beds ⋅ 6.5 Baths ⋅ 226013404 MLS

Steps from the shimmering Gulf waters, pristine white-sand beaches, and the vibrant charm of 5th Avenue South and 3rd Street South, 264 8th Avenue South offers the ultimate Olde Naples lifestyle—where prime location, refined luxury, and effortless living converge. Designed by Beck Architectural Group, this stunning home sits on a premium southern-exposure lot in the heart of Olde Naples. The thoughtfully designed floor plan prioritizes main-level living, featuring an expansive great room, a chef’s kitchen, a luxurious primary suite, and a versatile private flex bedroom—ideal for guests, a home office, or a wellness space. Seamless indoor-outdoor flow leads to a private backyard retreat designed for year-round enjoyment. The covered outdoor living area is outfitted with a gourmet kitchen featuring a Lynx grill, refrigerated drawers, and a prep sink, along with a living space anchored by a feature wall with a television and gas fireplace. Beyond, the sun-drenched, fenced backyard is maximized with a large saltwater pool with a sun shelf, water features, and an integrated spa, all surrounded by ample deck space for lounging, low-maintenance turf for pets, and an outdoor shower. The designer kitchen by Design West is a true showpiece, appointed with custom cabinetry and top-of-the-line appliances, including a Wolf induction cooktop and oven; Sub-Zero refrigeration with wine storage and auxiliary beverage drawers; a Cove dishwasher; and Cristallo quartzite countertops. The adjacent butler’s pantry enhances functionality with additional prep space, a Wolf six-burner gas range, Wolf microwave, Asko dishwasher, and a generous walk-in pantry—perfectly tucked away for effortless entertaining. The main-level primary suite is a private sanctuary, featuring a vaulted ceiling, tranquil backyard views, and a spa-inspired bath with dual vanities, separate water closets, a soaking tub, a walk-in shower, and an oversized custom closet. Upstairs, three spacious bedrooms each offer en suite baths, complemented by a shared media room with a breakfast bar and private deck—an ideal vantage point for breathtaking western sunsets and seasonal fireworks. Throughout the home, rich hardwood flooring, custom retractable privacy shades, and refined architectural details—including 11-inch baseboards—create a sophisticated and cohesive aesthetic. Additional features include dual laundry rooms; a three-car garage with rear alley access and sufficient height to accommodate lifts in two bays; natural gas; a whole-house generator; water filtration and humidification systems; a private elevator; Lutron lighting; surround sound; and full home automation. The property is also situated on the same power grid as a nearby fire station, offering added peace of mind. This exceptional residence perfectly blends Olde Naples elegance with modern luxury—ideal for those seeking the very best in coastal living, location, and sophisticated design.

264 8th AVE S, Naples

$2,900,000

4 Beds ⋅ 3 Baths ⋅ 226015187 MLS

Nestled in the heart of Park Shore, this beautiful home sits on an oversized corner lot with a circular driveway, surrounded by captivating homes on a quiet street. Inside, you’ll find a fully renovated, modern space with 4 bedrooms and 3 full bathrooms. It’s a quick walk to Venetian Village or Park Shore’s private beach. The home features thoughtful upgrades throughout, including limestone flooring, a well-designed kitchen with quartzite countertops, Bosch appliances, and a custom pantry. A dry bar with two drink fridges adds extra convenience for entertaining. All bathrooms have been completely updated with clean, modern finishes. Recent improvements include a new HVAC system, water heater, pool equipment, epoxied garage floor, garage door opener, washer and dryer, and all kitchen appliances. Custom closets throughout provide plenty of storage. The primary bedroom includes a standout custom design, while the spacious, rescreened lanai and newly resurfaced saltwater pool create a great space to relax or entertain. An outdoor kitchen area completes this move-in-ready home.

3777 Fountainhead LN, Naples

$749,000

3 Beds ⋅ 2 Baths ⋅ 226015081 MLS

A rare opportunity to own a waterfront retreat with boating access, a private “beachfront” lounging area, and resort-style outdoor living in the gated community of Forest Park. This beautifully maintained 3-bedroom, 2-bath home is tucked away on a quiet cul-de-sac and sits on an oversized lot, offering the flexibility to expand and add additional square footage. Set along a canal, the backyard creates a one-of-a-kind setting for relaxing or entertaining. The outdoor space is designed to impress, featuring a stunning pool with travertine decking, a tranquil water feature, lush tropical landscaping, and a dedicated fire pit area. Roll-down rear shutters provide added protection and peace of mind. Residents of Forest Park enjoy a wide range of amenities, including a resort-style pool, clubhouse, fitness center, billiards room, and scenic walking trails. The community is active and welcoming, with committees that host events and activities throughout the year. The low HOA fee covers landscaping, cable, and internet. Conveniently located near world-renowned beaches, premier golf courses, and upscale shopping and dining at Waterside Shops and Mercato, with easy access to Marco Island and downtown Naples. PID #33140000568.

3638 Zion Park CT, Naples

$1,650,000

3 Beds ⋅ 4 Baths ⋅ 226015163 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. Nestled in the heart of Naples, this beautiful courtyard pool home offers the perfect blend of privacy, flexibility, and resort-style living. Spanning over 3200 sf, the residence features 3 bedrooms, a den, 4 bathrooms, and a thoughtfully designed layout for both everyday living and entertainment. A standout feature of the property is the spacious detached casita, providing the ultimate in versatility. Whether used as an in-law suite, guest suite, private retreat for visitors, or a comfortable space for teens, the casita offers independence while still being connected to the main living area - an increasingly sought-after feature for today's lifestyle. Inside the main home, the layout is both functional and inviting, with living spaces that open toward the courtyard. The owner’s suite is set apart for privacy and offers views of both the courtyard pool and lake. The en-suite bathroom includes a walk-in shower, jetted tub, and a large walk-in closet. The den provides additional flexibility and offers direct access to the rear lanai, making it suitable for use as a home office, media space, or additional sleeping area. The kitchen features quartz countertops, all-new appliances, and is thoughtfully positioned to overlook the pool area. At the center of the home, a stunning courtyard pool creates a true private oasis, seamlessly connecting indoor and outdoor spaces while filling the interiors with natural light. This unique design offers exceptional privacy, making it perfect for relaxing, hosting guests, or enjoying Naples' year-round sunshine. Recent updates include a roof replacement in 2023, two air conditioning systems, fresh interior and exterior paint, and a new pool heater. Additional features include a two-car garage with newly applied epoxy flooring and hurricane-rated garage and front doors. The property is not located in a flood zone and has low community fees. Located within a gated community west of Interstate 75, residents enjoy access to two lakes, walking paths, and preserved green space. The property is positioned just minutes to downtown Naples, shopping, beaches, and more.

2844 Coco Lakes DR, Naples

$865,000

4 Beds ⋅ 3 Baths ⋅ 226014621 MLS

GORGEOUS $1,000,000 LAKEFRONT VIEWS ON LAKE BRIARWOOD! SOUTHERN EXPOSURE! UPGRADES & RENOVATION ($100,000+/-) 4 BEDROOM (Two Master Suites), 3 BATH, 2 CAR GARAGE & Solar HEATED POOL IN PRISTINE CONDITION!!! Swim endless pool machine included (12000 USD), New Hwac, pool pump, Heatpump. This home has great CURB APPEAL with lots of mature, NEWER LUSH LANDSCAPING ($20,000), providing total privacy. Big OPEN FLOOR PLAN, 16' CEILINGS IN FAMILY ROOM, 12' IN THE LIVING AREAS. With Southern Exposure, lots of glass windows and sliders the home is LIGHT-BRIGHT-SUNNY, all year round. All tile floors in all living, family, kitchen, halls and baths and ALL bedrooms, have wood flooring, both for easy maintenance. "CHEFS" KITCHEN with wood cabinets, stainless steel appliances. Two Masters with large walk-in closets, dual sinks, soaking tub and all glass & tile walk-in showers. HOME HAS NEWER ROOF 2021, INCLUDING "MONEY SAVER" SOLAR FOR THE POOL, INCLUDING A "SWIM ENDLESS" MACHINE ($12,000), NEW A/C, POOL PUMP & POOL HEATER. MAYBE THE LARGEST POOL IN BRIARWOOD! BRIARWOOD, ALLOWS WEEKLY RENTALS (A REAL RARITY FOR GATED HOA COMMUNITY). Vacation rental income is approximately $85,000 per year, when not in use if you choose. HOME COMES WITH ONE YEAR STANDARD "HOME WARRANTY" FOR TOTAL BUYER COMFORT. Briarwood, is a gated upscale community, close to A-RATED SCHOOLS, ALL MAJOR SHOPPING, THE BEACHES, HOSPITALS, CHURCHES, RESTAURANTS AND ALL THE BEST OF NAPLES ENTERTAINMENT. This will be a 1031 Exchange

1954 Terrazzo LN, Naples

$5,448,000

4 Beds ⋅ 5.5 Baths ⋅ 225076107 MLS

Welcome to Prato Grand Estates at Talis Park, where timeless architecture, privacy, and resort-style living come together in one of Naples’ most exclusive enclaves. Situated on nearly half an acre along the golf course, this impressive estate offers elegance and sophistication at every turn. From the moment you arrive, the long paved driveway, tile roof, and stately presence make a striking first impression. Inside, the home is light and bright, featuring soaring ceilings, rich wood flooring, and exquisite ceiling details throughout. The living area showcases a grand fireplace and flows effortlessly into an expansive entertaining space that includes a stunning built-in bar with a beautifully lit stone countertop—truly a showpiece. The gourmet kitchen is designed for the discerning chef, offering gas appliances, a butler’s pantry, and a separate dining space. A custom wine cellar adds an elegant touch, while the private home office provides a quiet retreat. The primary suite is a luxurious escape with a resort-style bath featuring a freestanding soaking tub and an expansive walk-through shower. Multiple guest bedrooms ensure space and comfort for family and visitors alike. Step outside to your private lanai, where a full outdoor kitchen with gas grill overlooks the sparkling pool and spa with serene views of the golf course—a perfect setting for both relaxation and entertaining. For added peace of mind and uninterrupted comfort, the home is equipped with a whole-house generator, ensuring seamless power and convenience year-round. Residents of Talis Park enjoy an unmatched lifestyle with world-class amenities including a championship golf course, clubhouse, resort and lap pools, attended fitness center and full-service spa, tennis and pickleball courts, bocce, concierge services, dining venues, dog park, and scenic walking and biking paths. This remarkable home in Prato Grand Estates at Talis Park embodies the essence of Naples luxury living—spacious, elegant, and designed for those who appreciate the very best.

16747 Prato WAY, Naples

$639,000

3 Beds ⋅ 2 Baths ⋅ 226014344 MLS

Set on a peaceful cul-de-sac, this stunning three-bedroom plus den, two-bath home offers a perfect balance of comfort and modern design. The open layout creates a natural flow between the main living and dining spaces, making it easy to host gatherings or enjoy everyday living. The kitchen serves as a central hub, featuring a spacious island that’s ideal for cooking, casual meals, or spending time with guests. The primary suite provides a relaxing escape, complete with generous closet space and a private bathroom designed for comfort. Step outside to a screened lanai overlooking a sparkling pool and tranquil lake views, creating a private outdoor oasis perfect for both entertaining and quiet moments in the Florida sunshine.

14484 Jekyll Island CT, Naples

$1,790,000

4 Beds ⋅ 4.5 Baths ⋅ 226014754 MLS

This exceptional and spacious two-story Stonewater floor plan offers four bedrooms plus an office, four full baths, a dedicated pool bath, and a three-car garage with a four-foot extension and epoxy flooring. Thoughtfully designed with both comfort and style in mind, the home features numerous upgrades, including an extended custom pool and spa with private, landscaped views, a second-floor loft with a wet bar and an additional storage closet. The upgraded gourmet kitchen is a standout, complete with stacked upper cabinetry, decorative lighting, a built-in refrigerator, a gas cooktop, double ovens and quartz countertops that carry throughout the home. The open floor plan is perfect for entertaining and family gatherings. The expansive primary suite is conveniently located on the main floor and includes a custom walk-in closet. Two additional en-suite guest rooms on the main level provide excellent privacy, while the second-floor bedroom and bath create an ideal private retreat for guests. Luxury vinyl flooring runs throughout the first floor, with solid-core doors throughout, and impact-resistant windows and doors offer added peace of mind. Located within Greyhawk, an amenity-rich community, residents enjoy access to a championship 18-hole golf course designed by Rees Jones, along with a grand clubhouse, full-service restaurant with indoor/outdoor bar, resort-style pool and spa with lap lanes, fire pit, fitness center and courts for tennis, pickleball, and bocce. A social golf membership is required, with full golf membership available. Experience relaxed, upscale living in this exceptional home and enjoy all that Naples has to offer.

9607 Everglades DR, Naples

$647,000

3 Beds ⋅ 2 Baths ⋅ 2026016758 MLS

Enchanting 2.27 acre homesite in a natural rule location with a variety of beautiful trees. Quiet neighborhood. Close to Ave Maria, shopping and schools. 45 minutes from downtown Naples. Feel safe and healthy with children and pets, in this upgraded home with a metal roof, whole house, reverse osmosis, water, filtration system, new, upgraded electric panel, new AC, water heater, and large fenced in yards. Enjoy sunsets on the back of eye, swim and a 15 x 30 pool heated spa. Experience living with wildlife and beauty at its finest.

4665 47th AVE NE, Naples

Start Your Search

Prev
1
...
53
54
55
...
101
of 101
Next

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.