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Homes for Sale with a Pool in Kensington, Naples, FL

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Welcome to your dedicated resource for homes for sale with a pool in Kensington, 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 Kensington, Naples, 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 Kensington, Naples, FL

3 Beds ⋅ 3.5 Baths ⋅ 226014303 MLS ⋅ Kensington BLDG.

This beautifully reimagined two-story residence in Kensington Golf & Country Club pairs warm, natural finishes with a crisp, contemporary aesthetic—all set against sweeping golf course views. From the moment you step inside, the home feels light, grounded, and cohesive, anchored by wide-plank wood-style flooring in a soft, sand-toned hue that flows seamlessly throughout. Thoughtful 2024 interior renovations—including updated lighting, ceiling fans, door hardware and locks, and a refined paint palette—create a clean, elevated backdrop that feels both current and timeless. The layout is as functional as it is inviting, offering 3 bedrooms plus a den and the rare advantage of two primary suites. The main-level primary serves as a private retreat with a spacious ensuite bath and direct lanai access, while the upstairs suite lives like a true VIP experience—complete with its own sitting area, ensuite bath, and a screened balcony overlooking the course. Designed for effortless indoor-outdoor living, the main living areas open to a screened lanai where a resurfaced heated pool and spa—with updated Wi-Fi and wall controls—are framed by tranquil fairway views. New pavers, motorized screens, and multiple lounging areas create a space that transitions seamlessly from sun-soaked afternoons to relaxed evenings outdoors. A second-floor screened balcony extends the experience, offering a quiet perch above it all. An impressive list of recent improvements enhances both peace of mind and everyday living, including a 2024 roof replacement, full interior updates, new flooring throughout, refreshed pool and deck surfaces, upgraded systems, and a 2026 exterior repaint. Additional features such as a Nest thermostat and Blink camera system bring modern convenience into the fold. Set within the gates of Kensington—one of Naples’ premier golf and country club communities—this residence offers a refined yet relaxed lifestyle with optional membership opportunities and a central location just minutes from Gulf beaches, dining, and shopping.

4232 Kensington High St, Naples

4 Beds ⋅ 4 Baths ⋅ 226013087 MLS ⋅ Kensington BLDG.

Brand new to market and not previously listed. Rare DOUBLE LOT that is west facing with views over the pool area / backyard to the lake to the golf course (added plus the cart path is on the other side of the lake). FABULOUS layout in this very grand and spacious one-story home with a 3-car side entry garage. Nearly ¾ of one acre with over 5,500 square feet of air-conditioned living space plus 10’ to 12’ ceilings throughout all the living areas and bedrooms. There are no small spaces here, all is wonderfully proportional and functionally designed, OUSTANDING large kitchen with island that has a big breakfast bar, plus a morning area overlooking the pool area to the lake and to the golf course, plus large walk-in pantry and also a butler’s pantry adjacent to the kitchen area. Kitchen is open to the family room with sliders out to pool area and large covered lanai. Superbly sized primary suite and primary bath with separate sitting area that is the equivalent size of a moderate bedroom. Motorized awnings at 3 different locations around the pool area for when you feel like you want some extra shade while still enjoying being outdoors poolside. Home also has a whole house generator system! No mandatory memberships here at Kensington, the Director of Memberships is terrific and more than glad to talk with those for whom some type of membership is of interest. For the optional private club and golf course facilities prepare to be delighted, magnificent 38,000 square foot renovated clubhouse, Par 71 Robert Trent Jones Jr. designed 18-hole golf course, tennis as well as pickle ball courts, large resort styled pool, fitness, bocce, dining … the works. Kensington is a gated golf and tennis community that offers a spectacularly convenient location with several different types of memberships if so desired. If you are looking for an authentically understated yet lovely grand home to make your home the way you want it without paying for other people’s choices, then run and do not walk to make an appointment to see this property because this is not a value that can be comparably duplicated and has no close 2nd competitor. Home is located on a quiet interior street, and, it is not a thru street. This is a TREMENDOUSLY EXCITING property to bring to the market … come see for yourself you will be glad you took the time to come by! Note the 2nd bedroom is currently purposed as a media room but it is a true and full oversized bedroom with ensuite bath and closet per the attached floor plan in MLS.

5215 Old Gallows Way, Naples

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