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Homes for Sale with a Pool in Bonita Springs, FL

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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 local Bonita Springs, FL agents, The Fortune Group 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

$2,250,000
4 Beds ⋅ 4 Baths ⋅ 226017064 MLS
Welcome to one of the finest new construction estate homes available in San Carlos Estates—a rare opportunity to own a custom-built masterpiece by Castlerock Construction, perfectly positioned on an expansive 1.25-acre, 100% uplands homesite offering exceptional privacy, unmatched flexibility, and the freedom of NO HOA. Unlike many neighboring properties, this premium estate lot provides abundant room to create your dream family compound, while preserving the peaceful estate setting that makes San Carlos Estates one of Southwest Florida's most desirable communities. Designed for those who appreciate timeless architecture and refined craftsmanship, this extraordinary residence offers over 2,700 square feet of thoughtfully curated living space where elegance meets everyday comfort. Soaring ceilings, expansive impact glass, and an open-concept floor plan fill the home with natural light while creating a seamless connection between the sophisticated interior and the spectacular outdoor living spaces. At the heart of the home is a stunning chef's kitchen designed to impress both family and guests. Premium appliances, designer finishes, a massive center island, and generous entertaining space create an ideal setting for everything from intimate dinners to unforgettable celebrations. The luxurious owner's retreat is a private sanctuary featuring oversized dual walk-in closets and a spa-inspired bath complete with a freestanding soaking tub, an oversized walk-in shower, and elegant designer finishes. Each additional bedroom offers exceptional comfort with beautifully appointed bathrooms featuring spacious walk-in showers and premium finishes throughout. Step outside and discover what truly separates this home from the competition. The expansive covered lanai overlooks a spectacular oversized resort-style pool and spa, creating a private backyard oasis designed for year-round Florida living. The fully equipped outdoor kitchen and generous entertaining areas provide the perfect setting for relaxing afternoons, elegant evening gatherings, or weekend celebrations surrounded by the beauty and privacy of your estate-sized property. Built without compromise, this home features hurricane-impact windows and doors, spray-foam insulation for superior energy efficiency, premium construction materials throughout, and a 1,000-gallon propane system designed for long-term performance, comfort, and peace of mind. Location is equally exceptional. Just minutes from Gulf beaches, Coconut Point, the revitalized Old 41 district, fine dining, championship golf, Downtown Naples, and Southwest Florida International Airport, this property offers the perfect balance of luxury, convenience, and privacy. Luxury homes come and go. Estate-sized 100% uplands properties with new custom construction, oversized outdoor living, room to expand, and no HOA restrictions are exceptionally rare. This is more than a home—it is a legacy property built for generations to enjoy.

24265 Cock Robin LN, Bonita Springs
$350,000
2 Beds ⋅ 2 Baths ⋅ 226016870 MLS ⋅ Terrace I BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. Imagine ending your day with a glass of wine in hand, watching the sun melt into the golf course right from your own living room. That’s everyday life in this top-floor, end-unit condo in Highland Woods Golf and Country Club, a bundled golf community. This 2-bedroom, 2-bath condo has been thoughtfully updated so you can move right in and start enjoying it, and is being offered turnkey. The kitchen feels fresh and inviting with shaker cabinets, granite countertops, and stainless steel appliances. Perfect whether you're hosting friends or just making a quiet dinner at home. The bathrooms have been upgraded, and the tile flooring and neutral paint throughout give the entire space a clean, modern feel. The newer AC and No-See-em screens offer additional piece of mind. Being a top-floor end unit means more light, more privacy, and some of the best views in the community. You’ll love the peaceful golf course backdrop and those stunning Southwest Florida sunsets that never get old! Plus, there’s an oversized private storage unit right outside your door, something you don’t always find. Life at Highland Woods is about more than just the condo, it’s about how you live. Spend your mornings on the 18-hole golf course, afternoons by the resort-style pool, or stay active with tennis, pickleball, bocce, and a full fitness center. When it’s time to unwind, grab a drink at the Woods Cafe cabana bar or enjoy dinner with friends, whether casual or a little more elevated. And the location makes everything easy. You’re just minutes from the Bonita and Barefoot Beaches, close to everyday conveniences at The Promenade, and a short drive to Coconut Point Mall, Mercato, and Southwest Florida International Airport. Whether you're looking for a seasonal escape or a full-time home, this is the kind of place where life feels a little lighter, a little easier, and a lot more enjoyable. Come see it for yourself, you’ll understand the moment you walk in!

9350 Highland Woods BLVD Unit 4401, Bonita Springs
$1,295,000
3 Beds ⋅ 3 Baths ⋅ 226018472 MLS ⋅ Estancia BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. Experience the VIEW of a lifetime from this exquisitely designed 10th-floor “03” residence in Estancia at Bonita Bay. Virtual staging illustrates the home’s potential with updated paint and furnishings. This luxury 3-bedroom, 3-bath home captures panoramic views of Estero Bay, the Gulf, the golf course, and the resort-style pool. From the moment you enter, the views captivate. At construction, this residence received the highest level of upgrades, with interiors by award-winning designers Collins & Dupont, including natural stone flooring with marble accents. The seamless architectural flow & uninterrupted scenery set the tone for refined coastal living. The living & dining areas feature gorgeous ceiling details and open effortlessly to the screened balcony, where spectacular views create the ideal setting for unforgettable sunsets. A spacious family room also opens to the balcony, offering multiple gathering spaces for entertaining and everyday comfort. The elegant, functional kitchen features stainless steel Monogram appliances, an induction cooktop, and granite countertops. It opens to the breakfast nook and family room, all perfectly positioned to capture natural light and breathtaking views. The luxurious primary suite is a private retreat with direct access to the screened balcony, two custom walk-in closets with wood shelving and built-in drawers, & a spacious ensuite bath. The spa-inspired bathroom includes separate sinks, a dedicated vanity area, a walk-in shower, & a soaking tub. Two well-appointed guest suites are thoughtfully positioned for privacy. Both offer direct access to an open-air balcony with eastern views of Bonita Bay & the golf course, and each features an ensuite bathroom. The residence is further enhanced by electric hurricane shutters, BRAND-NEW impact windows (2026), fresh exterior paint (2026), & a new roof completed in 2024. These improvements offer peace of mind & long-term value. Three balconies, including screened & open-air spaces, provide exceptional outdoor living from nearly every room. Custom walk-in closets throughout add thoughtful storage & refined detail. Estancia offers resort-style amenities including a pool & spa, fitness center, social room, guest suites, grills & onsite management. Bonita Bay’s exceptional lifestyle includes a private beach club, marina, waterfront dining, miles of trails, parks & kayaking, plus optional golf, tennis, pickleball, fitness & dining memberships. Minutes from Gulf beaches, shopping, dining, Naples & RSW Airport.

4801 Bonita Bay BLVD Unit 1003, Bonita Springs
$899,000
3 Beds ⋅ 3.5 Baths ⋅ 226018840 MLS
Discover an extraordinary hidden gem in the heart of Bonita Springs! This unique property in Bonita Brookside Estates offers natural beauty with lush trees creating a serene atmosphere, ideal for those seeking a tranquil escape without sacrificing convenience. This property has potential to be a multi acre estate (an additional 3 acres are available for purchase.) Located just one mile west of I-75, four miles to Bonita Beach, and 10 minutes from everything you could need. The main house, located on a picturesque street in Bonita, is a spacious two-story home with four bedrooms, three and a half baths, and a beautiful pool and spa on a half-acre lot. But this estate has even more to offer—a second home on an additional three acres IS AVAILABLE FOR PURCHASE and is accessible by its own driveway off Livingston Road, ensuring complete privacy. It is ideal for RV and boat storage, workshops, or livestock, a remarkable 4,000-square-foot shop sits backed up to the peaceful Oak Creek. Zoned Agriculture 2, this estate is a dream for equestrian lovers or anyone desiring a ranch-style lifestyle. This private urban estate embodies serene country living with all the benefits of a prime location. Stop by and see this incredible property for yourself—because seeing is believing, and your dreams await!

28056 East Brook DR, Bonita Springs
$620,000
3 Beds ⋅ 3 Baths ⋅ 226018918 MLS ⋅ The Enclave BLDG.
This family-friendly condo offers a comfortable, custom-designed living space. It boasts two full-size refrigerators upstairs, an elevator, and abundant lighting, and multiple added electric outlets, cable outlets, and phone jacks. Light fixtures have been updated from the original Toll Brothers designs. The living room and dining room areas are open, with no "knee wall" separation. A custom-built under-stairway storage area easily stores luggage. California closets are found throughout. Carpeting is much thicker than the maximum upgrade level that was offered by Toll Brothers, and is in pristine condition. Upgraded sound proof insulation in the interior walls at time of construction helps with dampening noise. This home has been meticulously maintained by a single owner for over 19 years, and it has been their year-round residence. Master bathroom sinks are spread far apart, and a sliding pocket door separates the bathroom from the bedroom. All doors are solid and heavy, not hollow-core. Recent updates include a new Carrier A/C system (installed in 2022), a new hot water heater (2023), and a new microwave and garbage disposal.

28652 San Lucas LN Unit 202, Bonita Springs
$625,000
226018880 MLS
Welcome to this exceptional waterfront lot located in the desirable Spring Creek area, just across from the vibrant Coconut Mall. With 85 feet of canal frontage, this 7,916 sqft parcel offers the perfect setting to build your dream home or vacation getaway. Enjoy direct access to Estero Bay in just 2 minutes, and only 5 minutes to the Gulf of Mexico and its pristine beaches. The lot is equipped with a 7,500 lb boat lift, ideal for water enthusiasts and boaters. The dock features durable and low-maintenance Azek decking, providing a sleek and long-lasting surface to enjoy your time on the water. The canal is approximately 6 feet deep, offering ample space for your boat and easy access to the open waters. Whether you love fishing, boating, or simply soaking up the serene views, this lot has it all. Located just minutes from Coconut Mall, you’ll have access to over 100 shops, including Apple, Nordstrom, and Dillard's, plus 25 dining options—ensuring you'll have everything you need right at your doorstep. Don’t miss out on this rare opportunity to own a piece of paradise with unbeatable location and water access.

24587 Redfish ST, Bonita Springs
$874,900
4 Beds ⋅ 2 Baths ⋅ 226018560 MLS
Prefer a waterfront Residence or Investment? This ‘close to the beach’ location makes for a great SW FL hide-a-way or can generate up to $50K in annual income. The 75-foot seawall and 13,000 lb. boat lift were replaced in 2020. Imagine having your own elevated dream home on this wide-water canal. Boaters enjoy quick two-way access to the Gulf by cruising N. to New Pass or S. to Wiggins Pass. Each side is nicely finished and furnished, providing flexible possibilities for guests, family, or simply rental income. Bonita Beach, Doc’s Beach House and Coconut Jack’s are just over a mile away, making it easy to enjoy the beach, dining, and biking! See it today and start planning your Florida future!

4818 Regal DR, Bonita Springs
$175,000
2 Beds ⋅ 2 Baths ⋅ 226018282 MLS ⋅ Bonita St James Village BLDG.
Welcome to your affordable piece of paradise in the heart of Southwest Florida! Nestled within the highly desirable Bonita St. James Village, a welcoming 55+ co-op community, this meticulously maintained two-bedroom, two-bathroom manufactured home offers the perfect blend of comfort, convenience, and resort-style Florida living. Completely turnkey and fully furnished, this charming residence is ready for you to move right in and start enjoying the sunshine—just bring your toothbrush! Inside, the bright and spacious open-concept floor plan creates an inviting atmosphere, with the full-sized kitchen and dining area flowing seamlessly into the comfortable living room, making it ideal for both everyday living and entertaining. A beautiful sun-filled Florida Room provides additional living space, while the oversized laundry, storage, and utility workroom offers plenty of practical space for organization and hobbies. What truly sets this property apart is the included Co-Op ownership share, helping keep monthly HOA fees remarkably low at just $95. This exceptional value includes access to the community pool, spa, and community center, as well as trash removal, road maintenance, a fenced storage area, and complete lawn care—including mowing, edging, and tree maintenance. Bonita St. James Village is a beautifully maintained and active community featuring 118 homesites, with approximately one-third occupied by friendly year-round residents. Community guidelines help preserve the peaceful atmosphere, requiring at least one resident to be 55 or older, while a second resident may be 45 or older. Leasing and pets are also permitted with certain restrictions. Location is another major advantage, with shopping, dining, and everyday conveniences just minutes away. The post office is less than a mile from home, the public library is under two miles away, and the pristine sands of Bonita Beach are only 6.5 miles away. Whether you're looking for a comfortable seasonal retreat, a full-time Florida residence, or an affordable way to enjoy the Southwest Florida lifestyle, this exceptional home offers it all. Come discover the sunshine, natural beauty, and relaxed coastal lifestyle you've been waiting for!

10651 Wales LOOP, Bonita Springs
$399,000
2 Beds ⋅ 2 Baths ⋅ 226018486 MLS ⋅ St Andrews Verandas BLDG.
Enjoy Resort-Style Living with IMMEDIATE GOLF ACCESS! Welcome to Highland Woods Golf & Country Club, one of Bonita Springs most sought after bundled golf communities. The beautifully furnished top-floor Carlton Veranda offers 2 bedrooms and 2 bathrooms with a split bedroom design and a detached garage - perfect as a full-time residence or seasonal retreat. Step onto your private balcony and take in sweeping views of the golf course, lighted fountain and lake views. Offered turnkey, this home is move-in ready and includes electric hurricane shutters for peace of mind. Highland Woods residents enjoy exceptional amenities, including a beautiful club house, 18-hole Gordon Lewis-designed championship golf course, resort-style pool and spa, state-of-the-art fitness center, newly resurfaced tennis courts, pickleball, bocce, multiple dining venues from casual to formal, plus an outdoor cabana bar and restaurant and an active social events calendar. Ideally located across from the Promenade of Bonita Bay and just minutes to Coconut Point Mall, this community also puts you within 5 miles of Bonita and Barefoot Beaches and 20 miles from RSW Airport. Experience the perfect blend of luxury, leisure, and convenience!

26841 Clarkston DR Unit 202, Bonita Springs
$949,000
3 Beds ⋅ 2.5 Baths ⋅ 226018515 MLS
Live the ultimate coastal lifestyle in this meticulously renovated estate. It has it all - a rare gem! Perfectly positioned 1 mile from Barefoot Bech, 3,000 feet from the Gulf, fully fenced 0.29 acres oversized lot, not in a flood zone, no HOA fees, no rental restrictions, new irrigation well, and a deeded boat ramp. Priceless! This 3-bed/ 2.5-bath sanctuary provides a rare freedom to use the property as a private oasis or a high-yield investment. It sits on a raised building pad in X, ie no-flood zone. It has emerged after every major storm including Hurricane Ian completely unscathed. The extensive top-to-bottom remodel features a new chef’s kitchen, designer bathrooms, and contemporary flooring, even in the super clean 2 car garage. Major system upgrades include a full house re-plumbing to eliminate under-slab leaks common in Florida's humid soil, a new high-efficiency AC, new landscaping, brand-new pool equipment for the heated private pool, brand new irrigation well that provides free water for the lush landscaping and exotic fruit trees. Offered fully furnished and stocked, this home is ready for immediate move-in, or to capture the rental income.

74 8th ST, Bonita Springs
$1,269,900
4 Beds ⋅ 4 Baths ⋅ 226018181 MLS
BOATERS & BEACH LOVERS — YOUR FLORIDA DREAM STARTS HERE! Enjoy instant backyard access to your boat or jet ski from this elevated, high-and-dry duplex, ideally located on one of the area’s best wide-water canals. With approximately 15-minute access to the Gulf and beaches, you can spend your days cruising the backwaters, heading out to the Gulf, or simply enjoying everything Southwest Florida has to offer. Each side of this unique duplex features 2 bedrooms and 2 bathrooms, along with a double-car garage, making this an excellent opportunity for an investment property, vacation rental, or primary residence with income potential. Live in one side and rent the other, or maximize the investment potential with both units. Potential rental income is estimated at $75,000+ annually. For boating enthusiasts, the property features three boat lifts, giving you plenty of room for your boats, jet skis, and other water toys. The wide canal provides convenient two-way boating access to the Gulf, with routes north toward New Pass or south toward Wiggins Pass. Beach lovers will appreciate being just over a mile from Bonita Beach and Doc’s Beach House, with easy opportunities to walk or bike to the sand, dining, and waterfront fun. The lower level provides approximately 1,638 square feet of uninsured space, plus approximately 874 square feet of garage area, offering exceptional flexibility for storage, hobbies, recreation, or future use. Outside, enjoy the saltwater pool and enclosed sun deck, all within a spacious pool cage. A new front deck and staircase are currently being completed, adding to the property’s appeal. See it today and start Living Your Florida Dream!

4822-4824 Gary RD Unit A & B, Bonita Springs
$269,900
2 Beds ⋅ 2 Baths ⋅ 226018255 MLS ⋅ Gardens Of Bonita Springs BLDG.
Welcome to this charming fully remodeled 2 bedroom + den condominium in Bonita Springs, FL. Nestled in a serene community close to shopping, restaurants and expanding fun in downtown Bonita. This unit has a spacious vaulted ceiling layout with two bedrooms and two bathrooms. Enjoy the open concept living area, great for family and entertaining, plus a private balcony for relaxation. The community is pet friendly with many amenities including a clubhouse, swimming pool and fitness center, play area, library, resident activities and more. Conveniently located near shopping, dining, and and the beautiful Gulf beaches. Experience the Florida lifestyle in this quiet delightful condo. New A/C, Fully Furnished.

27111 Matheson AVE Unit 207, Bonita Springs
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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.