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

$3,999,000

3 Beds ⋅ 3.5 Baths ⋅ 226013587 MLS

Premier waterfront residence at 1510 Chesapeake Ave with direct, no bridge boating access to Naples Bay and the Gulf via Gordon Pass. Set along one of the widest and most navigable canals in Oyster Bay and Royal Harbor, this custom built concrete block home offers a true boater’s lifestyle with distinctive lighthouse inspired architecture and a striking presence. A large double entrance circular driveway and herringbone brick paver entry create a strong first impression. Inside, the home offers three bedrooms plus a den, three and a half baths, soaring ceilings, custom millwork, hand applied trompe l’oeil detail, and abundant natural light that showcases every inch of the interior. The den can easily function as a fourth bedroom. The primary suite and one guest bedroom open directly to the pool, while the additional guest room and den each feature covered outdoor sitting areas, creating a seamless connection to the waterfront setting. From there, the home flows naturally to the dock and spa, extending the living experience outdoors. The custom Ipe hardwood dock, widely regarded as the gold standard in waterfront decking, offers exceptional durability, low maintenance, timeless aesthetic appeal, and a premium gateway to the Gulf. The large garage includes an oversized storage closet, ideal for organizing fishing tackle, rods, boating gear, and other coastal lifestyle essentials. Never flooded and ideally located just minutes from Tin City, Bayfront, Cabana on the Bay, and Downtown Fifth Avenue, this property combines architectural character, premier canal frontage, and exceptional access by both land and water.

1510 Chesapeake AVE, Naples

$1,285,000

2 Beds ⋅ 3.5 Baths ⋅ 226014272 MLS

One of the largest floor plans in Hollybrook with a true southern exposure and long views of the 10th and 11th fairways. This Minto -built 2+den home offers 2,916 square feet of refined living in prestigious TwinEagles community and includes a full golf membership. Designed around a bright, open great room with large-format porcelain tile, this home captures natural light throughout the day and offers effortless flow between the kitchen, dining and living spaces. The kitchen features a generous island, stainless appliances, walk-in pantry and abundant cabinetry. The primary suite enjoys peaceful golf views and includes an oversized closet. A private guest suite and a separate den provide flexibility for visiting guests, a home office or a quiet retreat. Outdoor living is a highlight with a large screened lanai, built-in outdoor kitchen, half bath, and a solar-heated pool with the ideal southern exposure for year-round enjoyment. A mature clusia hedge provides privacy while still allowing filtered golf and landscape views. Impact-resistant windows, a hurricane-rated lanai screen, porcelain tile throughout, and 3-car tandem garage add to the home's comfort and convenience. TwinEagles has recently completed significant enhancements to the clubhouse, fitness center, resort-style pool and amenities. Premium exposure, privacy and exceptional indoor-outdoor living -- this home represents outstanding value in TwinEagles.

11942 Heather Woods CT, Naples

$6,999,500

5 Beds ⋅ 5.5 Baths ⋅ 226014485 MLS

A Modern Coastal Masterpiece in the heart of prestigious Park Shore- offering exclusive access to the private beach park and the opportunity to own or lease a boat slip at the Venetian Bay Yacht Club. 767 Park Shore Dr is a newly constructed architectural statement just moments from the Gulf’s sugar-white sands, where refined design, modern innovation, and effortless coastal living converge. Spanning nearly 6,500 square feet, this exceptional residence features five en-suite bedrooms, a private study/office, first and second floor laundry, and a bonus/family room-all connected by a private elevator or grand staircase. The home showcases a mastery of craftsmanship, including a climate-controlled wine room, soaring detailed ceilings, bespoke millwork, wide-plank European white oak flooring, and curated designer lighting. The great room, anchored by striking architectural detailing, floor-to-ceiling sliders, and a statement fireplace, flows seamlessly outdoors-blending interior elegance with resort-style living. Outdoors enjoy a private resort setting with a saltwater pool, integrated spa, swim-up bar seating, expansive entertaining areas, lush landscaping, and a fully equipped outdoor kitchen. Motorized integrated screens and Storm Smart hurricane shutters allow for year-round enjoyment. Smart home technology, integrated AV and lighting, advanced security, automated blinds, and a whole-house generator provide modern convenience. The chef’s kitchen features custom cabinetry, dual islands, side-by-side refrigerator/freezers, an 8-burner Miele range, and a Miele steam oven, complemented by a fully equipped butler’s pantry with a built-in Miele coffee and cappuccino station and additional Fisher & Paykel dishwasher drawers. The primary suite is a private sanctuary with a wet bar, soaring beamed ceilings, and dual spa-inspired baths with separate water closets, an expansive multi-function shower, and custom his-and-her closets. Set at 12 feet (per elevation cert) in Zone X the property offers elevation, privacy, and space, complete with a circular drive and split 3-car garage. More than a home, 767 Park Shore Dr is a legacy property minutes to Waterside Shops, 5th Ave S, Third Street S, and Mercato, thoughtfully designed for those who expect nothing less than exceptional.

767 Park Shore DR, Naples

$525,000

3 Beds ⋅ 2 Baths ⋅ 226013471 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. This APPEALING 3-bedroom, 2-bath single-family home offers 1,744 sq ft of living space under air and features an updated kitchen with new cabinets and countertops, wide-plank vinyl flooring throughout, and a primary bath with a walk-in shower. Situated on a larger lot with a fully fenced backyard, it provides excellent privacy and is ideal for pet owners or anyone seeking a peaceful, secluded setting. Conveniently located just 15 minutes from downtown Naples and close to Hibiscus Golf Club as well as the Mustang and Flamingo public golf courses in Lely, this home blends comfort, convenience, and a sense of quiet retreat. One of the LOWEST HOA'S in the area!

225 Pebble Beach CIR, Naples

$975,000

3 Beds ⋅ 2 Baths ⋅ 226014333 MLS

CALLING ALL INVESTORS! Looking for a property that already has great rental success and is on track for an even better 2027? Or how about a stunning move in ready vacation home steps from the white sand beaches of the Gulf? Welcome to 630 99th Street —an exceptional opportunity in the highly sought-after Naples Park community. This beautifully furnished 3-bedroom, 2-bathroom ranch-style home offers the perfect blend of comfort, style and coastal charm. Ideally located within walking distance to the stunning Gulf beaches, this home invites you to enjoy the very best of the Naples lifestyle. Inside, you’ll find a fully updated kitchen featuring modern finishes,stainless steel appliances, new flooring throughout and updated light fixtures, ideal for both everyday living and entertaining. Step outside to a spacious lanai complete with a private pool—perfect for relaxing, hosting guests, or enjoying sunny Florida days year-round. With no rental restrictions, this property is a prime opportunity for short-term rentals or a high-performing income-producing investment. Whether you're seeking a personal getaway, full-time residence, or vacation rental, this Naples Park gem checks every box. Located minutes from Vanderbilt Beach and Delnor Wiggins State Park, Mercato, top restaurants, and easy highway access, this one is too good to pass up! Don’t miss your chance to own a piece of paradise in one of Naples’ most desirable locations.

630 99th AVE N, Naples

$1,700,000

4 Beds ⋅ 2 Baths ⋅ 226014313 MLS

Most-awaited, one-of-a-kind TURNKEY heated pool home on 91st Street — the southernmost end of Naples Park. Welcome to this luxury remodeled 4-bedroom, 2-bath residence with a 2-car garage, where modern elegance meets comfort and effortless coastal living. Thoughtfully designed and meticulously updated, this home features custom built-in cabinetry, a stunning quartz kitchen island, stainless steel appliances, sleek tile flooring, and updated lighting throughout.Impact-resistant windows and doors provide peace of mind and help lower energy costs. Step outside to your private outdoor oasis—fully fenced backyard, creating your own private retreat, complete with a heated pool and spacious lounging and seating areas—perfect for entertaining or unwinding in a serene, sun-filled atmosphere. This home truly captures the essence of the Southwest Florida lifestyle. Ideally located on the southernmost end of Naples Park along 91st Street—this exceptional setting, with no history of flooding, offers the complete Southwest Florida lifestyle. You’re just a short stroll to Mercato’s premier shopping, dining, and nightlife. Vanderbilt Beach, the Ritz-Carlton Beach Resort, and Delnor-Wiggins Pass State Park are all within close proximity, while Waterside Shops and downtown Naples are just a short drive away. With no HOA and no rental restrictions, this property offers exceptional flexibility—ideal as a primary residence, seasonal retreat, or a high-performing income-producing asset. It also features a proven rental history with strong income already generated; details available upon request

841 91st AVE N, Naples

$2,593,000

3 Beds ⋅ 3 Baths ⋅ 226014309 MLS

Prime Olde Naples homesite on a quiet Broad Ct S street, offering southern rear exposure and desirable "high and dry" X500 elevation. This 74’ x 115’ interior lot provides flexibility for future design and construction while allowing immediate enjoyment of the existing residence. The property’s location supports convenient access to nearby beaches, downtown shopping, dining, and cultural amenities. Alley access enhances future architectural possibilities, including garage placement and courtyard configurations. Mature landscaping and a private setting create a comfortable environment today, with fine opportunity for redevelopment. Whether planning a new residence or seeking an Olde Naples location with immediate usability, this property offers a balanced opportunity combining elevation, exposure, and neighborhood setting. Compare this lot with other Old Naples land or redevelopment offerings.

778 Broad CT S, Naples

$1,150,000

3 Beds ⋅ 2 Baths ⋅ 226013166 MLS

Back on the Market — Buyer Financing Fell Through! Welcome to this exquisitely updated 3-bedroom, 2-bath residence nestled within the highly sought-after community of Lakewood Park. Through no fault of the home, the previous buyer's financing fell through, creating a wonderful opportunity for a new buyer to make this exceptional property their own. Showcasing a refined blend of modern elegance and effortless comfort, this home has been thoughtfully curated with high-end finishes, enhancing its original character while introducing a fresh, sophisticated feel throughout. Step inside to a light-filled, open-concept floor plan designed for both relaxed living and entertaining. The beautifully appointed kitchen features a large island, quartz countertops, and high-end stainless steel appliances, including a premium Electrolux range—perfect for the home chef who appreciates both performance and style. Spacious living areas flow seamlessly, while the dining room is enhanced by custom built-in cabinetry, offering timeless elegance and functional appeal for hosting intimate dinners or lively gatherings. Outdoors, a private sanctuary awaits. The fully fenced backyard is a lush tropical retreat, impeccably landscaped to create a sense of serenity and seclusion. Enjoy the ultimate in Florida living with a sparkling pool and spa, complemented by a retractable sunshade for effortless comfort while entertaining or relaxing on the back patio. Additional highlights include a mini-split system in the garage, providing a cool and comfortable space ideal for a home gym, workshop, or extra storage. Perfectly positioned in one of Naples' most convenient locations, just moments from premier shopping, fine dining, championship golf, and the pristine Gulf beaches, this exceptional property offers an unparalleled lifestyle defined by luxury, comfort, and coastal charm. ?? Second chances don't come around often—schedule your private showing today!

1063 22nd AVE N, Naples

$1,890,000

4 Beds ⋅ 4.5 Baths ⋅ 226013007 MLS

**Lakewood Park Luxury New Construction** Welcome to exceptional value, design, and location in the highly desirable Lakewood Park neighborhood. This stunning newly built residence offers the lowest price per square foot currently available, making it one of the most compelling opportunities in today’s market. Thoughtfully designed for modern luxury living, this rare home features 4 spacious bedrooms, each with its own private en-suite bathroom plus an additional half bath, a layout that is virtually unheard of in the area. The open-concept floor plan showcases soaring ceilings, expansive impact glass doors, designer lighting, and wide plank flooring throughout, creating a bright and seamless indoor-outdoor lifestyle. The chef’s kitchen anchors the main living space with custom cabinetry, premium finishes, elegant pendant lighting, and a striking island perfect for entertaining. Over-sized glass doors open to your private outdoor retreat featuring a saltwater pool and expansive paver deck, ideal for year-round enjoyment and effortless hosting. The luxurious primary suite and spa-inspired bath provide a serene escape, highlighted by statement tile work, a freestanding soaking tub, and refined fixtures. Every bedroom offers comfort, privacy, and upscale detail. Perfectly positioned just minutes from Naples’ pristine white-sand beaches, the world-class dining and boutiques of Fifth Avenue South, and premier shopping. This home delivers both lifestyle and investment value. A rare combination of price, location, and unique en-suite bedroom configuration, this Lakewood Park residence stands out as one of the best opportunities currently available.

1257 22nd AVE N, Naples

$1,160,000

5 Beds ⋅ 4.5 Baths ⋅ 226012204 MLS

Welcome to an exceptional residence in the highly sought-after Ventana Pointe community of Naples, where space, comfort, and thoughtful design come together beautifully. Upgrades abound throughout this expansive two-story home offering 5 bedrooms, 4.5 baths, a den, a private office, and an impressive upstairs media/game room—perfect for both everyday living and entertaining. The first floor features a seamless open-concept layout with a spacious kitchen with extended eat-at island, dining area, and living room that flow effortlessly together. A dedicated office provides the ideal work-from-home space, while the generous den offers flexibility as an additional guest room or lounge. A convenient half bath and a private guest suite with its own en-suite bath complete the main level. Upstairs, you’ll find four additional bedrooms, including a luxurious primary suite with a beautifully upgraded bathroom designed for relaxation and style. One secondary bedroom also enjoys its own en-suite bath, while a full hall bath serves the remaining rooms. The oversized media/game room creates the perfect setting for movie nights, gaming, or gathering with friends and family. For added convenience, the laundry room is located on the second floor. Step outside to your private oasis featuring a sparkling pool and spa enclosed within a screened lanai, all overlooking serene lake views—an ideal backdrop for enjoying Southwest Florida’s outdoor lifestyle. Additional highlights include an oversized two-car garage, hurricane impact windows and doors for peace of mind, and a gas tankless water heater. This must-see property is ideally situated near popular shopping and dining destinations, Founders Square, Publix, and NCH North Hospital, with our beautiful Gulf beaches just a short drive away.

10428 Ventana LN, Naples

$999,999

4 Beds ⋅ 3.5 Baths ⋅ 226013806 MLS ⋅ Naples Bath And Tennis Club BLDG.

The Absolute BEST Location in Naples ~ Just a few miles from WORLD-CLASS, Sugar-sand beaches!! SUPER Convenient, walk through the neighborhood pedestrian gate to your favorite restaurants, baristas, shopping and so much more! This QUIET, Gated community is what you've been looking for! Feel like you're in your own Lush, Tropical Oasis - yet so close to all the desirable amenities. ONE-Level living ~ Airy, Light and Bright with soaring ceilings. Mid-Century touches throughout, make this a unique home ~ from skylights, to angles, this place will have you wanting to move in TODAY! Floor to ceiling, IMPACT windows showcase lovely Pool & LAKE views. Newer Pool and Hot tub w/ overflow edge for a delightful vibe and hours of relaxation and fun. Newer AC Units. **Propane GENERATOR, for worry free storm protection!**Updated, Light & Bright Kitchen in late 2023 with white cabs/counters + Stainless appliances. XL Primary has been upgraded in 2023 with a spa-like bathroom: walk-in shower area, complete with river rock floors and ample shower space + soaking tub and long, dual sink vanity. 3 full baths + one half/powder bath. The split floor plan is great for privacy, as 2 bedrooms are on one side and 2 are on the other. Both the Primary and one of the guest rooms have sliders leading to the STUNNING, 1,000+ sq ft screened lanai with picture window screen/outdoor kitchen/grill/etc. Tons of lounging space to enjoy. Massive wall of sliders in living room opens ALL THE WAY UP, to allow for an amazing indoor/outdoor living experience like no other. LARGE, Tropical YARD with privacy-hedges on both sides, gives you some room to breathe and is perfect for birdwatching, soccer games, sunbathing, etc. 2 car attached garage Includes heavy-duty ceiling rack STORAGE AREA. Get ready to fall in love with Southwest Florida living, right here in Naples Bath and Tennis! Top ranked Junior and Pro tennis tournaments right in your backyard, at the 38 tennis court Emilio Sanchez International Tennis Academy. Don't miss this Incredible Opportunity to be in PRIME TIME NAPLES FL!

1380 Bald Eagle DR, Naples

$825,000

5 Beds ⋅ 2 Baths ⋅ 226014094 MLS

Prime opportunity in the highly sought-after Naples Park neMercatoood just minutes from Vanderbilt Beach and Delnor-Wiggins Pass State Park. This beautifully updated turnkey 5-bedroom, 2-bath residence offers exceptional value in one of Naples’ fastest-growing coastal communities. Designed for both comfort and entertaining, the home features tile flooring throughout and a fully upgraded kitchen with modern finishes. Multiple sliding glass doors enhance the indoor-outdoor living experience, including direct access from two bedrooms to the pool deck and an additional kitchen sliding door leading to the spacious outdoor living area. Step outside and enjoy your own private retreat featuring a large pool and an expansive screened lanai extending from the pool deck along the side of the home, creating a generous space ideal for entertaining, relaxing, and enjoying the Florida lifestyle. The fully fenced backyard provides additional privacy and security, while decorative stone accents along the walkways and rear exterior create an attractive and low-maintenance outdoor setting. Additional features include a professionally installed ADT security system already connected and in place for added peace of mind. No HOA restrictions, this move-in-ready turn-key , home offers flexibility for full-time residents, seasonal owners, investors seeking rental potential, or buyers looking for a Naples retreat. Conveniently located near world-class dining, shopping at Mercato, top-rated schools, and pristine Gulf beaches, this home delivers the perfect combination of lifestyle, location, and value.

770 93rd AVE N, 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.