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Bonita Springs, FL with a Pool for Sale Map Search

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 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

27706 Hickory BLVD, Bonita Springs
$14,900,000
225071335 MLS
A Once-in-a-Lifetime BEACH TO BAY OPPORTUNITY on Bonita Beach! When people dream of owning a Gulf-front retreat, they imagine toes in the sand, sweeping sunset views, and the sound of the waves just outside their door. But what if that dream could be elevated? Imagine walking across the street to your own private dock, stepping aboard your boat, and cruising directly into the Gulf of Mexico. This is that rare and remarkable opportunity. For the first time, an offering unlike any other on Bonita Beach: a 100-foot wide Gulf-front lot (27706 Hickory Blvd & 27714 Hickory Blvd) paired with a 100-foot Bay-front lot directly across the street (27715 Hickory Blvd), complete with a private dock and unrestricted Gulf access. Together, they create the potential for an extraordinary Beach-to-Bay compound, blending coastal elegance with boating convenience in one seamless estate. The Gulf-front site, double the width of standard 50-foot lots, offers unmatched design flexibility, architectural freedom, and privacy—ideal for crafting an iconic custom estate without the constraints of neighboring proximity. The Bayfront lot provides endless versatility: perfect for a guest cottage, boat house, or income-producing rental. With a private dock and direct Gulf access, it elevates the lifestyle even further, creating the ultimate waterfront experience. This is more than property—it’s an opportunity to build a legacy compound that embodies the very best of coastal living—one that captures the essence of waterfront living on both sides of the shoreline.

27706 Hickory BLVD, Bonita Springs

13936 Southampton DR Unit 3901, Bonita Springs
$395,000
2 Beds ⋅ 2 Baths ⋅ 225071205 MLS ⋅ Wedgewood Fountain BLDG.
PRICE REDUCED — OUTSTANDING VALUE! A 2027 seasonal rental is already in place from January 15 through April 15, providing rental income for the new owner! Enjoy the convenience of 1st-floor living with no stairs in this turnkey carriage home located in the highly desirable Wedgewood Fountain neighborhood. Set on a quiet street with plenty of parking, this home offers a peaceful pond and fountain view with no cart path behind the property. The enclosed lanai adds approximately 200 sq. ft. of additional living space, creating the perfect spot for morning coffee, entertaining, or simply relaxing and enjoying the view. Just three buildings from the neighborhood pool and pickleball courts, this beautifully maintained home features an open floor plan, updated bathrooms, electric hurricane shutters, and thoughtful upgrades throughout. Enjoy immediate access to the championship golf course, where members may use their own golf carts. The community offers an active lifestyle with tennis, pickleball, bocce, fitness center, resort-style pool, dining, games, dances, and activities for every interest. Exciting community improvements include a brand-new cabana with expanded outdoor dining and bar areas, resurfaced tennis and pickleball courts, and new roofs for the Wedgewood Fountain neighborhood—all with no assessment or added debt to homeowners. Conveniently located near Gulf beaches, shopping, dining, and the airport, this home delivers the ease of first-floor living, a peaceful setting, outstanding amenities, and exceptional value in one of the community’s most desirable neighborhoods.

13936 Southampton DR Unit 3901, Bonita Springs

9450 Highland Woods BLVD Unit 6203, Bonita Springs
$399,999
2 Beds ⋅ 2 Baths ⋅ 225065160 MLS ⋅ Terrace Iii BLDG.
Beautifully remodeled and tastefully turnkey furnished 2-bedroom, 2-bath second-floor condo with breathtaking western exposure, delivering spectacular Florida sunsets night after night. This exceptional residence also offers a strong proven rental history, making it an outstanding opportunity for both personal enjoyment and investment potential. Even better, the golf membership does not need to transfer with rentals, allowing owners to continue enjoying full golf and community privileges year-round while generating income. Step inside to discover a light, bright, coastal-inspired interior featuring luxury vinyl plank wood-look flooring throughout, an updated kitchen with granite countertops and stylish shaker cabinetry, and beautifully refreshed bathrooms with newer vanities, fixtures, and a remodeled walk-in shower in the primary suite. Additional upgrades include impact-resistant windows, newer air conditioning system, and a newer water heater, providing both comfort and peace of mind. This residence is located within one of Southwest Florida’s most desirable bundled golf communities, offering an incredible lifestyle centered around a championship 18-hole golf course and resort-style amenities. Residents enjoy a stunning new resort pool and spa, poolside cabana bar, beautifully renovated clubhouse and restaurant, active tennis and newly added pickleball courts, pro shop, fitness opportunities, and an incredibly social and welcoming atmosphere with exceptional dining and friendly staff. Perfectly positioned just minutes from Bonita Beach, world-class shopping, dining, entertainment, and every convenience imaginable, this condo truly captures the best of the Southwest Florida lifestyle. As an added bonus, the property already includes $18,000 in secured rental income for January, February, and March of 2027, offering immediate value and exceptional seasonal demand potential.

9450 Highland Woods BLVD Unit 6203, 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.

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