Tanglewood Real Estate

Welcome to Tanglewood, a charming subdivision nestled in the heart of Florida, where serene landscapes and vibrant community living come together to create the perfect blend of comfort and convenience. Tanglewood is more than just a neighborhood; it’s a lifestyle choice that offers residents a peaceful retreat from the hustle and bustle of everyday life.

As you stroll through the tree-lined streets of Tanglewood, you’ll be greeted by beautifully manicured lawns and a friendly atmosphere that fosters community spirit. The subdivision boasts a variety of well-designed homes, each reflecting the unique character of its residents. Whether you’re seeking a cozy single-family home or a spacious residence for your growing family, Tanglewood has something to suit every taste and budget.

One of the standout features of Tanglewood is its prime location. Residents have easy access to a wealth of local amenities, including shopping centers, dining options, and recreational parks. Families will appreciate the proximity to highly-rated schools, ensuring that education is just a stone’s throw away. For those who love the outdoors, nearby parks and nature trails provide ample opportunity for hiking, biking, and enjoying the beautiful Florida sunshine.

Community events throughout the year foster a sense of belonging, making it easy to connect with neighbors and forge lasting friendships. From seasonal gatherings to weekend barbecues, Tanglewood is a place where memories are made.

Discover the charm of Tanglewood, where your dream home awaits in a community that feels like family. Come and experience the warmth and vibrancy of this delightful Florida subdivision!

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

$375,000

3 Beds ⋅ 2 Baths ⋅ 226026666 MLS

Terrific opportunity to own this move-in-ready 3-bedroom villa with a desirable two-car garage and spectacular long lake and golf course views. Enjoy breathtaking sunrises from the oversized, fully enclosed lanai while sipping your morning coffee and taking in the peaceful setting. This well-maintained home features a brand-new roof installed less than a month ago and has been freshly painted throughout within the past week. The spacious great room boasts soaring cathedral ceilings, creating an open and inviting atmosphere. The kitchen offers stainless steel appliances and an enlarged pass-through to the great room, making it perfect for entertaining. Electric shutters on the lanai provide added convenience and peace of mind when traveling or during inclement weather. Ideally located just minutes from wonderful downtown Naples, world-class dining, shopping, and our beautiful Gulf beaches, this villa offers the perfect combination of comfort, convenience, and Florida lifestyle.

447 Saint Andrews BLVD Unit 144-0, Naples

$849,000

3 Beds ⋅ 2 Baths ⋅ 226026156 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. Golfer’s Paradise in Prestigious Lely Country Club. Welcome to a rare opportunity to own one of the largest homesites in the established and highly sought-after Lely Country Club. Situated on an expansive 0.9-acre lot backing to a private nature preserve, this exceptional property offers a level of privacy, tranquility, and outdoor living that is increasingly difficult to find in Naples. Renowned for its mature tree-lined streets, oversized homesites, and championship golf, Lely Country Club offers an authentic Naples golf lifestyle without the density of newer communities. Residents enjoy optional golf memberships, beautifully maintained courses, peaceful walking and biking, and a prime location just minutes from downtown Naples, world-class beaches, shopping, dining, and boating. Surrounded by lush tropical landscaping, mature palms, flowering plants, and an assortment of fruit trees, the property feels like your own private botanical garden. Enjoy peaceful mornings beneath mature mango trees as deer frequently wander through the preserve, creating a serene backdrop that feels worlds away while remaining close to everything Naples has to offer. The oversized screened lanai creates an exceptional outdoor living space where you can relax, entertain, and enjoy year-round indoor-outdoor living with tranquil preserve views. Complete wraparound electric storm shutters protect the lanai, while the front entrance also features an electric storm screen for added convenience and peace of mind. Inside, soaring ceilings, skylights, and sun tunnels fill the home with abundant natural light, creating a bright, open, and inviting atmosphere. The spacious floor plan flows seamlessly into the kitchen, which features newer appliances, generous counter space, and abundant cabinetry—perfect for everyday living or entertaining guests. The private primary suite is accessed through elegant double doors and offers a large walk-in closet along with a spacious ensuite bath featuring both a walk-in soaking tub and a separate walk-in shower. Additional upgrades include new luxury vinyl plank flooring throughout, a new HVAC system, and a whole-house emergency generator, providing comfort, efficiency, and security. Whether you’re an avid golfer, nature enthusiast, or simply searching for an exceptional Naples property with privacy, character, and an unbeatable lifestyle, this home offers a rare combination of space, serenity, and location. One or more photo(s) has been virtually staged, AI generated or rendered.

764 Saint Andrews BLVD, Naples

$380,000

3 Beds ⋅ 2 Baths ⋅ 226026670 MLS

Step into this home featuring new luxury vinyl flooring throughout and soaring vaulted ceilings in both the great room and primary bedroom, creating a bright, open, and spacious feel. The remodeled kitchen has been enhanced with an expanded pass-through, newer stainless-steel appliances, granite countertops, a tiled backsplash, and a sunny breakfast area with a large window that fills the space with natural light. The primary suite offers an updated bath with dual sinks and a generous walk-in closet. A standout feature is the oversized enclosed lanai complete with its own air conditioner, providing comfortable year-round living space. Outdoors, enjoy a private brick paver patio surrounded by mature fruit trees, perfect for relaxing or entertaining. With low HOA fees, this home offers exceptional value and is conveniently located just minutes from wonderful downtown Naples, world-class shopping, dining, and our beautiful Gulf beaches.

510 Saint Andrews BLVD Unit 16, Naples

$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

$493,000

3 Beds ⋅ 2 Baths ⋅ 226021315 MLS

Welcome to this beautifully renovated, move-in-ready villa where the expensive updates have already been completed for you. Thoughtfully remodeled from top to bottom, this exceptional home features a new high-definition shingle roof, hurricane-impact windows, new water lines throughout the home, a recently replaced A/C system and water heater, new gutters, fresh exterior paint, professionally cleaned HVAC ducts, and fresh interior paint on the walls, ceilings, and trim—providing peace of mind and significantly reducing future maintenance costs. The stunning kitchen has been completely redesigned with custom Amish-built soft-close cabinetry, elegant quartz countertops, a marble backsplash, new Samsung smart appliances, a wall oven, refrigerator with dual ice makers, new sinks, and LED lighting above and below the cabinetry. Luxury vinyl plank flooring flows throughout the home, complemented by new window blinds, updated light fixtures, smoke detectors, a Wi-Fi smart thermostat, and a redesigned primary bedroom closet. Both bathrooms have been tastefully updated with new vanities, a completely remodeled primary shower, new toilets, and new exhaust fans. Additional improvements include laundry and garage cabinetry, a new interior garage access door, a new garage door opener, and replaced rollers on the living room sliding glass doors. Outdoor living is equally impressive with epoxy-coated garage, lanai, and front entry floors, a garage screen enclosure, a motorized hurricane-rated lanai screen, manual hurricane shutters, and professionally updated landscaping, creating an ideal space to enjoy Southwest Florida living year-round. This is far more than a home with cosmetic improvements—it’s a property where the major systems and big-ticket items have already been addressed. From the impact windows and newer roof to the updated plumbing, HVAC, kitchen, and bathrooms, this home offers exceptional value, quality, and peace of mind. Combined with its desirable Lely Country Club location, golf course setting, low HOA fees, vaulted ceilings, and close proximity to downtown Naples, Gulf beaches, shopping, and dining, this is truly one of the most move-in-ready and competitively updated homes available in the community.

657 Saint Andrews BLVD, Naples

$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

$460,000

3 Beds ⋅ 2 Baths ⋅ 226013766 MLS

Beautifully fully renovated and move-in ready, this stunning 3-bedroom, 2-bath attached villa with a 2-car garage. The home has been completely rehabbed and features a brand-new roof, offering peace of mind and modern finishes throughout. This bright and spacious residence offers an open floor plan with abundant natural light and thoughtfully updated living spaces. The upgraded kitchen flows seamlessly into the main living and dining areas, creating the perfect setting for both everyday living and entertaining. The primary suite provides a comfortable retreat with a private bath and generous closet space, while two additional bedrooms offer flexibility for guests, a home office, or additional living space. Offered fully furnished, this home is truly turnkey—perfect for seasonal residents, investors, or anyone looking to enjoy the Naples lifestyle immediately.

480 Saint Andrews BLVD Unit 14, Naples

$695,000

3 Beds ⋅ 2 Baths ⋅ 226011105 MLS

Welcome to this beautifully remodeled single-family home offering stunning views of the Royal Palm Golf Course. From the moment you arrive, the circular driveway and elegant cut-glass double entry doors set the stage for the impressive interior. Step inside and immediately enjoy sweeping views through the living room to the sparkling pool and golf course beyond. The living area features vaulted ceilings along with a blend of new tile and wood flooring, creating a bright and spacious atmosphere. Adjacent to the living room is a formal dining area highlighted by a large window that fills the space with natural light. The completely remodeled kitchen is designed for both style and function, showcasing newer stainless-steel appliances, solid wood cabinetry, light-colored countertops, and a unique backsplash that adds a distinctive touch. Just off the kitchen is a convenient butler’s pantry/dry bar complete with abundant cabinetry and a wine refrigerator. The kitchen flows seamlessly into the family room—an ideal space for relaxing, watching TV, or simply enjoying tranquil views of the pool and golf course. The spacious primary suite features two walk-in closets for ample storage. The beautifully updated primary bathroom offers an exquisite new shower, new vanities, and dual his-and-hers sinks. Two guest bedrooms feature new tile flooring and ceiling fans, and they share a tastefully remodeled bathroom. Step outside to the covered lanai where beautiful tile flooring and generous shaded space create the perfect setting for outdoor dining, entertaining, or relaxing poolside while enjoying the scenic golf course backdrop. Enjoy the proximity to Naples wonderful downtown area and it’s beautiful beaches.

681 Saint Andrews BLVD, Naples

$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

$430,000

3 Beds ⋅ 2 Baths ⋅ 226006515 MLS

Move-in ready 3-bedroom, 2-bath attached villa with an attached 2-car garage, Split bedrooms, ideally located in the Tanglewood community of Lely Country Club. This light-filled, single-story home features a desirable split floor plan, vaulted ceilings, and an open living and dining area perfect for everyday living or entertaining. The spacious primary suite offers a walk-in closet and private bath, while two additional bedrooms provide flexibility for guests, a home office, or seasonal living. Enjoy the Florida lifestyle from the screened lanai, just steps from the community pool. Additional highlights include electric storm shutters, breakfast bar, ample storage, and a low-maintenance lifestyle with low HOA fees. Conveniently located minutes from downtown Naples, 5th Avenue South, beaches, Marco Island, shopping, dining, and golf (no mandatory membership). Ideal as a full-time residence, seasonal retreat, or investment opportunity.

494 Saint Andrews BLVD Unit 14, Naples

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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.