Tanglewood Real Estate

Welcome to Tanglewood, a hidden gem nestled in the heart of Florida that perfectly blends suburban charm with vibrant community spirit. Known for its lush greenery and picturesque landscapes, Tanglewood offers residents a serene retreat from the hustle and bustle of city life while still providing easy access to urban amenities.

As you stroll through the tree-lined streets of Tanglewood, you’ll discover a welcoming atmosphere characterized by friendly neighbors and a strong sense of community. The neighborhood is adorned with beautiful single-family homes, many featuring spacious yards and inviting porches that beckon you to enjoy the outdoors. Families will appreciate the top-rated schools nearby, making this area a fantastic place to raise children.

Tanglewood is also conveniently located near a variety of shopping, dining, and recreational options. Enjoy a leisurely weekend at the local parks, where you can partake in picnics, sports, or simply bask in the Florida sun. For the avid shopper, the nearby shopping centers boast a mix of boutique stores and well-known retailers, ensuring you have everything you need just a stone’s throw away.

Food enthusiasts will delight in the diverse culinary scene, with an array of restaurants offering everything from gourmet dining to cozy cafés. Whether you’re in the mood for fresh seafood or international flavors, Tanglewood has something to satisfy every palate.

In Tanglewood, you’ll find more than just a place to live; you’ll discover a vibrant community that feels like home. Come and experience the charm of Tanglewood for yourself—where every day feels like a vacation!

Newest Listings in Tanglewood

$475,000

3 Beds ⋅ 2 Baths ⋅ 226030035 MLS ⋅ Tanglewood BLDG.

Beautifully updated3-bedroom,2-bath villa in Tanglewood I at Lely Country Club. Features a recently remodeled kitchen with modern finishes, a new roof installed in 2024, an attached garage, screened lanai with tranquil lake view. Open, functional layout with peaceful surroundings. Convenient to shopping, dining, golf, downtown Naples, and Gulf beaches. Low maintenance living in a well-established community.

561 Saint Andrews, Naples

$445,000

2 Beds ⋅ 2 Baths ⋅ 226028185 MLS

Welcome to this beautiful 2-bedroom, 2-bath home tucked away in the desirable Tanglewood neighborhood, just off the palm tree-lined McGregor Boulevard. This charming home offers a wonderful combination of comfort, style, and location. Step inside to a spacious living area featuring elegant French doors that open to a stunning pool and beautifully landscaped backyard. The screened-in lanai provides the perfect setting for relaxing or entertaining while enjoying the Florida lifestyle. The kitchen is a standout, with a unique “fishbowl” style window offering beautiful views of the pool and lanai. Welcome to this beautiful 2-bedroom, 2-bath home tucked away in the desirable Tanglewood neighborhood, just off the palm tree-lined McGregor Boulevard. This charming home offers a wonderful combination of comfort, style, and location. Step inside to a spacious living area featuring elegant French doors that open to a stunning pool and beautifully landscaped backyard. The screened-in lanai provides the perfect setting for relaxing or entertaining while enjoying the Florida lifestyle. This home features ceramic tile in the kitchen creating a clean and cohesive look, while the windows fill the space with plenty of natural light.. The kitchen is a standout, with a unique “fishbowl” style window offering beautiful views of the pool and lanai. Wood flooring is featured in the rest of the home. The spacious primary bedroom includes a walk-in closet, while the additional bedroom and bath provide comfortable accommodations for family or guests. The air-conditioned 2-car garage offers exceptional versatility and can easily be used as a bonus room, home office, hobby space, or additional living area. You’ll be close to restaurants, shopping, and everyday conveniences, while Fort Myers Beach and Sanibel Island are approximately 20 minutes away. Recent updates include a roof replaced in 2020 and an A/C system and ductwork that are approximately two years old. A wonderful opportunity to enjoy a beautiful home, private pool, lush landscaping, and an excellent Fort Myers location!. The spacious primary bedroom includes a walk-in closet, while the additional bedroom and bath provide comfortable accommodations for family or guests. The air-conditioned 2-car garage offers exceptional versatility and can easily be used as a bonus room, home office, hobby space, or additional living area. Located in a great neighborhood within walking distance of Tanglewood Elementary School, this home is conveniently situated off McGregor Boulevard between College Parkway and Colonial Boulevard. You’ll be close to restaurants, shopping, and everyday conveniences, while Fort Myers Beach and Sanibel Island are approximately 20 minutes away. Recent updates include a roof replaced in 2020 and an A/C system and ductwork that are approximately two years old. A wonderful opportunity to enjoy a beautiful home, private pool, lush landscaping, and an excellent Fort Myers location!

1352 Oaklawn CT, Fort Myers

$469,990

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!

5148 Fairfield DR, Fort Myers

$515,000

3 Beds ⋅ 2 Baths ⋅ 2026010792 MLS

$ 10,000.00 offered to buyer for closing costs. 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.