Tanglewood Real Estate

Welcome to Tanglewood, a hidden gem nestled in the heart of Florida that perfectly blends suburban tranquility with vibrant community spirit. This charming neighborhood is known for its lush greenery, picturesque landscapes, and a warm, welcoming atmosphere that makes it a wonderful place to call home.

Tanglewood boasts a diverse array of beautifully maintained homes, ranging from cozy single-family residences to elegant townhouses, catering to families, retirees, and everyone in between. The tree-lined streets create a serene environment, perfect for evening strolls or morning jogs, while the well-kept parks provide ample space for outdoor activities and family gatherings.

One of the standout features of Tanglewood is its strong sense of community. Residents often come together for neighborhood events, farmers' markets, and seasonal festivities, fostering connections that turn neighbors into lifelong friends. The local schools are highly regarded, making Tanglewood an excellent choice for families seeking quality education for their children.

Conveniently located, Tanglewood offers easy access to major highways, ensuring that you’re just a short drive away from the bustling attractions of nearby cities. Shopping, dining, and entertainment options abound, with everything from quaint local boutiques to popular restaurants just around the corner.

Whether you're looking for a peaceful retreat or an active lifestyle, Tanglewood has something for everyone. Explore the beauty and charm of this delightful neighborhood, and discover why so many people are proud to call Tanglewood home. Your dream home awaits in this idyllic slice of Florida paradise!

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 to 5148 Fairfield Dr, a spacious 4-bedroom, 3-bath home offering 2,259 sq. ft. of living space on a beautiful oversized corner lot in the highly desirable Tanglewood community of Fort Myers. This Michigan-built home is known for its solid construction and quality craftsmanship, offering a wonderful combination of character, space and potential. Located just off the iconic, Royal Palm-lined McGregor Boulevard, the home features a NEWER ROOF (2020), HURRICANE IMPACT WINDOWS AND GARAGE DOOR, a 3-ZONE HVAC SYSTEM, manual hurricane shutters, central air purifier system and a new stove. The flexible floor plan includes four bedrooms, with one that can easily serve as a home office, den, hobby room or guest space. Enjoy the charm of an established neighborhood with mature landscaping where GOLF CARTS ARE PERMITTED, and Tanglewood Elementary School is conveniently located just down the street! Ideally located near shopping, dining, Downtown Fort Myers, Fort Myers Beach, Sanibel Island and many of Southwest Florida's favorite attractions. Whether you're enjoying a peaceful sunrise stroll or an evening sunset walk, Tanglewood is a wonderful neighborhood to call home. If you're looking for a primary residence, seasonal Florida getaway or a home you can update and make your own, this property offers tremendous potential. SELLER IS MOTIVATED AND READY TO REVIEW OFFERS! Schedule your private showing today!

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.