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Homes for Sale with a Pool in Bonita Springs, FL

Welcome to your dedicated resource for homes for sale with a pool in Bonita Springs, 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 Bonita Springs, FL agent, Broker Brothers 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 Bonita Springs, FL

27109 Holly Ln, Bonita Springs
$1,289,999
3 Beds ⋅ 3 Baths ⋅ 226034516 MLS ⋅ Hidden Cove BLDG.
Welcome to your own tropical waterfront oasis, where spacious living, boating, and the Southwest Florida lifestyle come together! This magnificent 3-bedroom home has NEVER flooded inside (only the garage from Ian) offering peace of mind with more than 2,700 square feet of living space, providing plenty of room to relax, entertain, and enjoy everything this exceptional waterfront setting has to offer. Step outside and discover your own private retreat featuring a resort-style pool and private dock right in your backyard. Boaters will love being just a short ride down the Imperial River to the Gulf, making it easy to spend your days cruising, fishing, exploring the waterways, or heading out for a day on the Gulf. Prefer the beach? You're also just a short 10-minute drive from the beautiful Gulf beaches, giving you the best of both boating and beachside living. The expansive outdoor area creates the perfect setting for enjoying Florida's year-round sunshine. Lounge poolside, entertain family and friends, enjoy dinner outdoors, or simply unwind and take in the peaceful waterfront surroundings. With your pool and boat just steps from your door, every day can feel like a vacation. Inside, the home offers generous square footage and spacious living areas, giving you the flexibility to create comfortable gathering spaces while still having plenty of room to spread out. The property has also been well maintained with NEWER A/C units, a 2018 roof, and a resurfaced pool, adding to the home's appeal. Another important feature: water has only entered the garage from Ian only—no water has ever entered the main living area of the home. Whether you're searching for a full-time residence, seasonal escape, or simply a place where you can embrace the waterfront lifestyle, this property offers an incredible combination of space, boating access, a private dock, resort-style pool, and proximity to the Gulf beaches. Come experience your own piece of paradise and start enjoying the Southwest Florida lifestyle you've been dreaming about!

27109 Holly Ln, Bonita Springs

26394 Clarkston Dr, Bonita Springs
$639,000
3 Beds ⋅ 2 Baths ⋅ 226029927 MLS ⋅ Highland Woods BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to your new favorite spot in Highland Woods! This remodeled Cheshire Villa is the perfect blend of modern style and total comfort. Right when you walk in, the open-concept layout hits you with that "I’m home" feeling, featuring gorgeous luxury vinyl floors and crisp crown molding that makes the whole space pop. One of the best parts about this specific home is the layout. While most Cheshire models have a den, this one has been smartly converted into a true third bedroom, giving you that extra dedicated space that’s so hard to find. Plus, with a brand-new A/C system, you’ll be staying cool and worry-free all year long. If you love being outside, just wait until you see the backyard. The lanai has been expanded to create a massive outdoor hangout spot, complete with your own private pool. It’s the ultimate place to relax while looking out over the lush, green preserve—it feels like your own private tropical retreat. The Highland Woods Lifestyle Living here means diving into the Highland Woods lifestyle. It’s a fun, active bundled golf community where there’s always something happening at the clubhouse, the fitness center, or on the tennis and pickleball courts. Everything is at your fingertips since you’re right in the heart of Bonita Springs, you’re just minutes away from the area's best dining and shopping at Coconut Point, and of course, those stunning Gulf beaches. It’s easy, breezy Florida living at its finest.

26394 Clarkston Dr, Bonita Springs

4911 Esplanade St, Bonita Springs
$1,250,000
3 Beds ⋅ 2 Baths ⋅ 226034341 MLS ⋅ Imperial Shores BLDG.
Tropical Living, Beautifully Renovated. Relax and enjoy this tropical paradise with fantastic private preserve views This completely renovated three-bedroom, two-bathroom home features upscale finishes and is beautifully maintained throughout. The open floor plan centers on a spacious kitchen with a large quartz waterfall island, offering generous seating and plenty of room for entertaining. Exceptional Outdoor Living Overlooking a pristine natural preserve, the outdoor living area includes: • A heated saltwater swimming pool • An expansive paver pool deck • A generously sized covered lanai with dual ceiling fans • Spacious dock area with plenty of room for seating and fishing. The owner’s suite features a deluxe walk-in shower and a separate soaking-tub room. The garage includes a dedicated air-conditioning system and custom storage closets, making the property well suited for an owner or landlord. Energy Efficiency and Recent Upgrades, A solar photovoltaic electric system helps keep the average monthly electric bill to approximately $67. Recent updates include: • New roof in 2023 • New air-conditioning system • New pool heater • New pool automation system • New tankless water heater • Fully renovated kitchen and bathrooms • New appliances and finishes This beautifully updated property is a must-see for boating enthusiasts. Featuring a deep water canal that leads to Fishtrap Bay, Little Hickory Bay the Imperial River and Estero Bay with direct Gulf Access to the north or south to Wiggins Pass.

4911 Esplanade St, Bonita Springs

207 San Mateo Dr, Bonita Springs
$2,995,000
5 Beds ⋅ 4.5 Baths ⋅ 226031205 MLS ⋅ Barefoot Beach BLDG.
Beautifully updated home with spectacular water views, just a few-minute walk to the beach in North Naples’ highly coveted Barefoot Beach community. Ideally situated within the exclusive double-gated enclave of Southport on the Bay. This coastal retreat offers desirable western exposure, with breathtaking sunsets from multiple balconies and prime sun over the pool. Enjoy the ultimate boating lifestyle with convenient access to multiple nearby marinas and Gulf-access luxury boat clubs located within 1–2 miles. An entertainer’s dream, this impressive residence offers nearly 5,000 square feet under air with 5 bedrooms + den, a spacious open floor plan, and soaring ceilings. Additional features include new hurricane-impact windows throughout (2024), custom-built flood barriers, a metal roof, private elevator, and versatile lower-level flex space. The beautifully updated chef’s kitchen features white cabinetry, light granite countertops, and a generous breakfast bar ideal for casual dining. The main living area is filled with natural light from ample windows and gorgeous French doors that open to an expansive screened lanai overlooking the lake. Below, your private outdoor oasis awaits with a pool and spa, summer kitchen, ample space for lounging and entertaining, and a fully fenced yard with plenty of green space. The expansive primary suite features soaring vaulted ceilings and access to a private open-air balcony, the perfect setting to unwind while taking in spectacular sunsets. The spa-like primary bath offers dual vanities, a separate soaking tub, and a glass-enclosed shower. Optional membership to the exclusive Club at Barefoot Beach provides access to tennis courts, two restaurants, and beachside and poolside food and beverage service. Ideally located near world-class dining, upscale shopping at Mercato and Waterside Shops, Southwest Florida International Airport, and just a short drive to renowned Fifth Avenue South.

207 San Mateo Dr, Bonita Springs

27659 Franklin St, Bonita Springs
$1,200,000
4 Beds ⋅ 4.5 Baths ⋅ 2026039738 MLS ⋅ Imperial Shores BLDG.
CUSTOM LUXURY DESIGNED FOR THE SOUTHWEST FLORIDA LIFESTYLE. This extraordinary custom-built residence blends sophisticated design, exceptional craftsmanship, and seamless indoor-outdoor living. Clean architectural lines, refined finishes, and thoughtfully designed spaces create an elegant home that feels both impressive and inviting. The expansive, light-filled floor plan offers four private ensuite bedrooms, four-and-a-half luxurious baths, soaring ceilings, oversized porcelain tile flooring, designer lighting, and walls of glass that create an effortless connection between the refined interior and spectacular outdoor living spaces. At the heart of the home is an impressive chef’s kitchen featuring custom cabinetry, quartz countertops, stainless steel appliances, and a dramatic waterfall island with generous seating. The adjoining dining area and spacious great room provide an elegant yet comfortable setting for intimate dinners, everyday living, and memorable celebrations. Expansive sliding glass doors open to a private, resort-inspired retreat designed for year-round enjoyment. Relax in the heated saltwater pool and spa, prepare meals in the fully equipped outdoor kitchen, or unwind beneath the covered lanai while taking in the home’s coveted western rear exposure and spectacular Southwest Florida sunsets. The owner’s suite is a serene sanctuary with direct lanai access, generous walk-in closets, and a beautifully appointed spa-inspired bath. Each guest suite includes its own private bathroom, providing exceptional comfort and privacy. Built with lasting quality and peace of mind, the residence features a standing-seam metal roof, impact-resistant windows and doors, energy-efficient construction, and superior craftsmanship throughout. Even better—NO HOA FEES, NO CDD, AND NO RENTAL RESTRICTIONS—offering exceptional flexibility as a primary residence, seasonal retreat, or investment opportunity. Ideally located near the sugar-white sands of Bonita Beach and Barefoot Beach, championship golf, boating, upscale shopping and dining at Mercato, and Southwest Florida International Airport, this remarkable property combines outstanding convenience with the privacy and character of an established neighborhood. Elegant yet welcoming and sophisticated yet effortlessly livable, this is more than a home—it is a lifestyle. Discover a rare opportunity to own an exceptional custom residence where modern coastal design and the very best of Southwest Florida living come together beautifully. Some photographs have been virtually staged to illustrate the home’s design and furnishing potential.

27659 Franklin St, Bonita Springs

27500 Riverbank Dr, Bonita Springs
$1,499,000
3 Beds ⋅ 4 Baths ⋅ 226029925 MLS ⋅ Bonita Bay BLDG.
Beautifully situated at the end of a quiet cul-de-sac in Anchorage at Bonita Bay, this 3-bedroom plus den home offers exceptional privacy, a private guest casita, and beautiful views in every direction. Enjoy peaceful lake views to the south and preserve views to the west from this truly special setting. The warmth and character continue inside, where Brazilian teak flooring extends throughout the kitchen, living, and dining areas. The spacious kitchen features quartz countertops, ample cabinetry and updated appliances, while expansive windows and sliding glass doors showcase the surrounding lake and preserve views. The primary suite is a true retreat overlooking the lake, featuring hickory flooring, floor-to-ceiling windows, two custom walk-in closets, and the rare luxury of two private en-suite bathrooms, including walk-in showers and a jetted soaking tub. The primary suite also includes a private sitting/TV room, with a spiral staircase leading to a versatile second-floor bonus room. Guests enjoy exceptional privacy in the separate casita, creating a comfortable retreat away from the main living spaces. An additional guest suite in the main home offers an en suite full bathroom and direct access to the pool and lanai. Outdoor living is equally impressive, with a private pool and spa overlooking the peaceful natural surroundings. Recent improvements include programmable pool lighting, a Jandy pool system, a pool and spa heater, a newer pool cage, extensive electric storm shutter protection, 2024 exterior paint, and a 2019 roof. With exceptional privacy, beautiful lake and preserve views, a private guest casita, and wonderful indoor-outdoor living, this home truly stands apart. The peaceful cul-de-sac setting, spacious primary retreat, and inviting pool and spa create a property that is equally suited for entertaining family and friends or simply enjoying the beauty and privacy of Bonita Bay. The Bonita Bay lifestyle is truly unmatched. Set within 1,400 acres along the shores of Estero Bay, this extraordinary gated community is known for its natural beauty, miles of walking and biking paths, waterfront parks, private beach facilities, and on-site marina. Optional membership in the renowned Bonita Bay Club opens the door to five championship golf courses, exceptional tennis and pickleball, state-of-the-art fitness and spa facilities, multiple dining venues, and an active social lifestyle. All of this is in the heart of Bonita Springs, just minutes from Gulf beaches, exceptional dining and shopping, and Southwest Florida International Airport. This is Southwest Florida living at its finest.

27500 Riverbank Dr, Bonita Springs

24377 Stillwell Pkwy, Bonita Springs
$2,250,000
5 Beds ⋅ 3.5 Baths ⋅ 226033640 MLS ⋅ San Carlos Estates BLDG.
LIFE SHOULD BE FUN! Luxury homes are supposed to be beautiful. They’re supposed to have impressive finishes, incredible spaces and all the extras. This home checks all of those boxes—but where it truly separates itself is the FUN FACTOR and the lifestyle it brings! Set on 1.25 PRIVATE ACRES behind a fenced yard and powered entry gate, this extraordinary 5-bedroom, 3.5-bath estate has been transformed into a private luxury resort designed for living big and entertaining often. From the moment you arrive, the attention to detail is obvious. An extended paver driveway, new lawn and landscaping, privacy hedges, landscape lighting and new double front doors create an impressive entrance. The exterior and interior were painted in 2024, while impact glass windows, a whole-house water filtration system, 1,000-gallon propane tank and whole-house propane generator add comfort, protection and peace of mind. Inside, luxury meets relaxed sophistication with new wide-plank LVP flooring, plantation shutters, tray ceilings, custom closets and all-new fans and lighting. The living room makes a statement with a shiplap TV wall and fireplace, while the updated kitchen features quartz countertops, Sub-Zero refrigerator/freezer, KitchenAid 6-burner gas range and updated cabinetry. The spacious primary suite feels like its own private retreat, highlighted by an all-new, spa-worthy primary bath. The remodeled guest bath features dual sinks and a new walk-in shower, and a newly added powder bath brings even more convenience. But this is where the home goes from luxurious to UNFORGETTABLE. Step outside and discover your own private playground. The NEW SALTWATER POOL AND SUNKEN SPA, COMPLETED IN 2025, are surrounded by gorgeous limestone and turf decking. Three fire features—including dramatic two-way fireplaces—create an incredible atmosphere after sunset. The outdoor kitchen is ready for serious entertaining with refrigerators, an ice maker and gas grill; while an incredible 85-inch hidden pop-up outdoor TV takes game day, movie night and pool parties to another level. A Bose outdoor sound system provides the soundtrack, and two outdoor showers complete the resort experience. Why stop there? Challenge your friends to pickleball or basketball on your private court. Get a game going on your own beach volleyball court. Work out in the dedicated gym shed with mini-split A/C. Adding even more versatility is the BRAND-NEW 2026 POOL HOUSE, featuring 1 bedroom, a full bathroom, wet bar and surround sound—an incredible space for guests, entertaining or simply escaping. This isn't just a home with a pool. It's a private resort. A gathering place. A playground. A staycation you never have to leave. It checks the boxes for luxury, privacy, technology, quality and design—but plenty of beautiful homes can do that. What makes this one different? It reminds you that LIFE SHOULD BE FUN! Furniture is negotiable and the location cannot be beat! Call for private showing!! WATCH VIDEO!!

24377 Stillwell Pkwy, Bonita Springs

28023 Dorado Dr, Bonita Springs
$620,000
2 Beds ⋅ 2 Baths ⋅ 226032287 MLS ⋅ Village Walk Of Bonita Springs BLDG.
Welcome to 28023 Dorado Drive, where easy Florida living meets comfort, style, and resort-inspired amenities. This beautifully maintained, turnkey Capri villa offers 2 bedrooms, 2 baths, a versatile open den, and a bright, open layout designed for relaxed everyday living and effortless entertaining. Step outside to your private screened lanai and heated pool, where peaceful lake views create the perfect setting for morning coffee, afternoon swims, or quiet evenings at home. The interior is bright and inviting, with volume ceilings, abundant natural light, porcelain tile flooring, plantation shutters, granite countertops, stainless steel appliances, under-cabinet lighting, and generous storage throughout. The split-bedroom floor plan offers privacy for owners and guests, while the spacious primary suite features a walk-in closet and private bath with dual sinks and a walk-in shower. Additional highlights include accordion hurricane shutters, a newer pool heater, and an attached 2-car garage. Located in the highly desirable gated community of Village Walk of Bonita Springs, residents enjoy resort-style pools, fitness center, tennis, pickleball, bocce, walking and biking paths, clubhouse, restaurant, salon, post office, gas station, and more, all right within the neighborhood. Whether you’re looking for a full-time residence or the perfect Southwest Florida retreat, this is the kind of home that makes it easy to settle in and enjoy the Florida lifestyle from day one.

28023 Dorado Dr, Bonita Springs

220 Barefoot Beach Blvd, Bonita Springs
$3,999,000
4 Beds ⋅ 4.5 Baths ⋅ 226033290 MLS ⋅ Barefoot Beach BLDG.
Beautifully renovated estate with breathtaking wide bay views in North Naples’ premier community of “Barefoot Beach”. A true boater and beach lover’s paradise, this home features deeded beach access only a 2-minute walk away and direct Gulf-access from your private dock with a brand-new boat lift. Every detail of this residence has been thoughtfully upgraded, including a new roof, elegant travertine and wood flooring, hurricane-impact windows and doors, and soaring coffered ceilings. Spanning 5,000 sq ft under air, this home offers 4 spacious bedrooms + a den, 4.5 bathrooms, a separate guest villa, dual laundry rooms, a private elevator and a ground-floor flex space. The outdoor space is truly an entertainer’s dream, offering sweeping bay views, an elevated pool and spa, an outdoor shower, and ample lounging areas—both covered and open. The oversized chef’s kitchen is a true masterpiece, featuring sleek quartz countertops, beautiful mahogany wood cabinetry, an induction cooktop, a breakfast bar, and an inviting eat-in area. The luxurious primary suite is a serene retreat, offering direct access to a private balcony overlooking the water—ideal for enjoying your morning coffee. A spacious office/sitting room, a fireplace, a wet bar with a built-in fridge, and a spa-like bathroom with dual vanities, a separate jetted tub, and a large frameless glass shower complete this tranquil sanctuary. The separate guest suite is perfect for hosting, offering 2 bedrooms, 2 bathrooms, and its own laundry facilities for added privacy. This is the epitome of coastal living. Optional membership to the exclusive "Club at Barefoot" provides access to tennis, two restaurants, beachside food and beverage service, and more. Conveniently located near fine dining, RSW Airport, Mercato, and Waterside Shops, and just 15 miles from the renowned Fifth Avenue in Naples, this home is a true gem in the heart of Barefoot Beach.

220 Barefoot Beach Blvd, Bonita Springs

197 San Mateo Dr, Bonita Springs
$3,275,000
4 Beds ⋅ 3 Baths ⋅ 226033288 MLS ⋅ Barefoot Beach BLDG.
Stunning home nestled on a tranquil peninsula in the double-gated Southport on the Bay in North Naples’ premier community of Barefoot Beach offers breathtaking bay views from nearly every window. A true paradise for boaters and beach lovers, this property boasts direct Gulf-access in minutes (no bridges) and is just a short 5-minute walk to the pristine shores of Barefoot Beach. Designed for the ultimate waterfront lifestyle, this home features a private boat dock, dual boat lifts with 16,000 lb and 10,000 lb capacities, and a dedicated fish cleaning station for avid anglers. Inside, you’ll find 4 spacious bedrooms, tile flooring, wood flooring (Bamboo), and gorgeous wood-paneled ceilings. The home is equipped with brand-new hurricane impact windows (2025), hurricane shutters (electric hurricane shutters on main lanai and front door), new hurricane garage doors (2022), and 32-inch Garrison Flood Panels on the garage and lower-level doors, along with new HVACs, and a new water heater. The house is equipped with an elevator shaft which makes the home ready for future elevator installation. Additional features include a versatile ground-floor flex space and a newly epoxied garage that can accommodate 4+ cars. Outside, step into your own outdoor haven, complete with a summer kitchen ideal for al fresco dining while soaking in breathtaking bay views. Perfect for entertaining, the expansive lanai features a brand-new picture screen enclosure, a newly resurfaced pool, an outdoor shower, stone waterfall, and a bar area. The beautiful chef’s kitchen features white cabinetry, soft close cabinets, granite countertops, stainless steel appliances, an eat-in area, and a breakfast bar for casual dining. The primary suite serves as a private retreat with its own balcony overlooking the water, and a spa-like bathroom complete with dual vanities, a glass-enclosed shower, and a separate jetted tub. Conveniently located near fine dining, RSW Airport, Mercato, and Waterside Shops, and just 15 miles from the renowned Fifth Avenue in Naples, this home is a true gem in the heart of Southport in Barefoot Beach.

197 San Mateo Dr, Bonita Springs

26372 Mahogany Pointe Ct, Bonita Springs
$1,749,000
4 Beds ⋅ 5.5 Baths ⋅ 226033423 MLS ⋅ Bonita Bay BLDG.
Welcome to Mahogany Ridge, an intimate enclave within the prestigious Bonita Bay community. This exceptional residence offers over 3,500 square feet of light filled living, featuring four bedrooms, a dedicated media room, four full baths, and two half baths—all thoughtfully designed for comfort, style, and effortless Florida living. A new roof in 2025 and newer HVAC systems provide highest value structural improvements. Perfectly positioned along a tranquil preserve, the home enjoys a peaceful, park like backdrop that defines the Bonita Bay lifestyle. Designed for seamless indoor outdoor living, the interior showcases refined architectural details and an inviting layout that encourages relaxation and connection. An expansive covered lanai with an entertainment area and large pool frames the lush preserve views, creating a lifestyle from the moment you enter. From this peaceful outdoor retreat, enjoy views of the golf course in the distance while watching the wildlife that frequents the pond—an ever changing natural backdrop that enhances the home’s serene appeal. The well appointed kitchen offers generous workspace and storage, featuring a gas cooktop and a new refrigerator, ideal for both everyday living and entertaining. The owner’s suite is a private sanctuary with calming views and a spa inspired bath, while three additional guest suites ensure comfort and privacy for family and visitors. A versatile media room provides the perfect space for movie nights, hobbies, or a private office. Set within one of Southwest Florida’s most celebrated communities, Bonita Bay residents enjoy five championship golf courses, a private beach park, a full service marina, miles of scenic walking and biking trails, tennis, pickleball, and an array of resort style amenities. Natural beauty, curated luxury, and a vibrant social lifestyle come together seamlessly, making this home an exceptional opportunity in Mahogany Ridge. A serene preserve setting, thoughtful design, and the unmatched Bonita Bay lifestyle—this residence offers the best of it all.

26372 Mahogany Pointe Ct, Bonita Springs

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