Tanglewood Homes for Sale

Welcome to Tanglewood, a hidden gem nestled in the heart of Fort Myers, Florida! Known for its lush landscapes and serene atmosphere, Tanglewood is a charming neighborhood that perfectly balances tranquility with convenience. With its tree-lined streets and friendly community vibe, this area is ideal for families, retirees, and everyone in between.

Tanglewood boasts a variety of homes for sale, catering to diverse tastes and budgets. From cozy single-family residences to spacious modern designs, each property offers unique features that reflect the warmth and character of the neighborhood. Many homes come equipped with beautiful outdoor spaces, perfect for enjoying the Florida sunshine or hosting gatherings with friends and family.

Residents of Tanglewood enjoy easy access to a plethora of amenities. Just a short drive away, you’ll find shopping centers, dining options, and recreational facilities, including parks and golf courses. The neighborhood is also conveniently located near major highways, making it easy to explore all that Fort Myers and the surrounding areas have to offer.

For those who appreciate nature, Tanglewood is close to stunning beaches and nature preserves, providing endless opportunities for outdoor activities. Whether you’re looking to take a leisurely stroll along the shore or embark on an adventurous hike, the natural beauty of Southwest Florida is right at your doorstep.

If you’re considering a move to Tanglewood, now is the perfect time to explore the homes for sale in this vibrant community. Experience the charm, warmth, and convenience that Tanglewood has to offer—you won’t be disappointed!

Newest Tanglewood Homes for Sale

$370,500

3 Beds ⋅ 2 Baths ⋅ 2026032301 MLS

Discover the charm and space this well-maintained home offers in the desirable Tanglewood community of Fort Myers! Built in 1968 and offering 1,908 square feet of living space, this 3-bedroom, 2-bath residence sits on a spacious .25-acre lot with mature landscaping and plenty of room to enjoy the Florida lifestyle. A welcoming circular driveway provides excellent curb appeal and ample parking for family and guests. Inside, you'll find a comfortable floor plan with generous living spaces designed for both everyday living and entertaining. Step outside to your private backyard retreat featuring a covered patio overlooking a beautiful in-ground swimming pool—the perfect setting for relaxing, hosting gatherings, or enjoying sunny Southwest Florida days year-round. Conveniently located near shopping, dining, schools, parks, and all that Fort Myers has to offer, this home presents an excellent opportunity to own in the established Tanglewood community. Schedule your private showing today and see all the possibilities this property has to offer!

1446 Cumberland CT, Fort Myers

$499,000

3 Beds ⋅ 2 Baths ⋅ 2026027151 MLS

Welcome to this beautifully maintained, NO FLOOD ZONE, two-owner home in the highly desirable Tanglewood community bordering Whiskey Creek. Offering approximately 2,085 square feet, this spacious split-bedroom floor plan features luxury 9” vinyl plank flooring throughout, fresh interior paint, contemporary LED lighting, and elegant 5” baseboards. All rooms have custom window treatments- including wall and vertical blinds. The heart of the home is the updated kitchen with a tray ceiling, breakfast area, generous bar seating, and an open layout overlooking the expansive family room—perfect for everyday living and entertaining. A formal dining room and inviting foyer provide additional gathering space, while the functional brick fireplace adds warmth and character on cooler Florida evenings. The primary suite offers a large walk-in closet, and both bathrooms have been tastefully updated with Kohler toilets. Step outside to enjoy the newly screened lanai with a bronze locking security door, overlooking the private fenced backyard with plenty of room to add a pool or spa. Recent improvements provide peace of mind, including a 2022 roof with third nail, Storm Smart hurricane protection with Storm Catcher screen system, updated electrical with GFCI receptacles, 4-ton Rheem heat pump, 2023 submersible irrigation well pump, programmable thermostat, new exterior lighting, matte stainless, irrigation system with Hunter X-Core controller, and a spacious oversized garage featuring an epoxy floor and utility sink. Located in a quiet, established neighborhood with convenient access to shopping, dining, beaches, downtown Fort Myers, and Southwest Florida International Airport. While Tanglewood does not have its own golf course, optional membership to Whiskey Creek Country Club offers golf, social amenities, and golf cart access for an additional membership fee. The oversized circular driveway provides ample parking for multiple vehicles while enhancing the home’s curb appeal. Move-in ready and meticulously maintained, this home combines timeless quality, thoughtful updates, and an unbeatable location.

1442 Woodwind CT, Fort Myers

$495,000

4 Beds ⋅ 3 Baths ⋅ 2026016775 MLS

Welcome home to a beautifully maintained Michigan-constructed home in the desirable Tanglewood community. Known for quality craftsmanship and solid construction! Come see why this home offers outstanding value in one of Fort Myers' most desirable neighborhoods. Tanglewood community is off the iconic Royal Palm lined street of McGregor Blvd! Situated on a spacious corner lot, this beautifully maintained 2259-SF, 4-bedroom, 3-bath home offers the perfect blend of comfort, flexibility, and peace of mind. One of the bedrooms provides the perfect opportunity for a home office, den, hobby room, or guest space, ideal for today’s flexible lifestyle needs. You even have your very own adult, fully grown Royal Palm in your front yard! Enjoy valuable features including a 2020 roof, hurricane impact windows, manual hurricane shutters on all openings of the home, air purifier system, and a new stove, giving buyers confidence from day one! Tanglewood is loved for its mature landscaping, charming streets for those sunrise or sunset walks, and convenient Fort Myers location near dining, shopping, beaches, and downtown attractions. This deed-restricted community maintains its appeal with a voluntary fee of only $75 per year. The owner is very motivated to sell!! So whether you’re searching for your primary Florida home, seasonal escape, or the next chapter in paradise, this Tanglewood home is one you won’t want to miss! *Seller is actively addressing a previously identified mold condition and is working with licensed professionals. Details and documentation are available upon request.*

5148 Fairfield DR, Fort Myers

$515,000

3 Beds ⋅ 2 Baths ⋅ 2026010792 MLS

Beautifully remodeled 3-bedroom, 2-bathroom pool home located in the desirable Tanglewood neighborhood. This home sits in a NO flood zone and offers comfort, style, and numerous upgrades. Step inside to discover luxury vinyl flooring throughout, fresh interior and exterior paint, and stylish new light fixtures with remote-controlled fans. The fully upgraded kitchen features shaker cabinets, a large island with granite countertops, a pantry, and new smart appliances that can be controlled directly from your phone. Additional upgrades include new doors throughout the home, a new front door, hurricane-impact windows, and a new water heater. The roof is only 5 years old. The home also offers a 2-car garage and a fenced backyard. Enjoy Florida living in the screened-in courtyard pool area, pool deck features a new rubber surface coating for added comfort and durability. Located in a quiet, non-gated neighborhood, this property is just minutes from Fort Myers Beach, Sanibel Island, and Downtown Fort Myers. Close to Whiskey Creek and Fort Myers Country Club, as well as shopping, dining, biking and jogging paths, top-rated schools, and the airport. A great opportunity to own a move-in-ready home in a prime Fort Myers location.

5051 Fairfield DR, Fort Myers

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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.