Highland Woods – Bonita Springs, FL

Highland Woods Golf & Community Club is one of the area’s most attractive golf communities. Bonita Springs, which is where Highland Woods is located, is known for its elegant luxury real estate communities and Highland Woods is definitely on the list. This luxurious community boasts its 800 homes—consisting of everything from villas to single family homes and condos—has a fitness center, tennis courts, driving range, swimming pool, 72 hole golf course, and much more. Definitely consider Highland Woods Golf & Community Club if you are looking for an investment property—Bonita Springs style.

 

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Homes For Sale In Highland Woods:

Nestled in the prestigious Highland Woods Golf and Country Club, this stunning home is a true masterpiece of style, comfort, and functionality. From the moment you pull up, the curb appeal will captivate you—custom lighting, a newly paved driveway and walkway framed by an elegant stone border, and low-maintenance lush landscaping with river rock accents set the tone for what’s inside.Step through the doors and into a completely renovated interior that exudes modern sophistication. The engineered wood flooring flows seamlessly throughout, complemented by custom cabinetry, gleaming granite countertops, and stainless steel appliances in the kitchen. The open den features new fixtures and a thoughtfully designed custom bar (complete with a wine fridge and ice maker), making it a dream for entertainers. Every detail has been meticulously curated, right down to the Hunter Douglas blinds and the remodeled master bath.The upgrades don’t stop there. New sliding doors and windows flood the home with natural light while offering full hurricane protection for peace of mind. Step out onto the expansive lanai, where you’ll find a heated pool and spa overlooking breathtaking golf course and lake views—the perfect backdrop for morning coffee or sunset gatherings.With a recently replaced roof, air conditioner, and water heater, this home is as move-in ready as it gets. Highland Woods isn’t just a community—it’s a lifestyle. At the heart of it all is the renowned Gordon Lewis-designed golf course, complemented by a newly completed pro shop, six pickleball courts, a resort-style pool with a chic cabana bar, and a state-of-the-art fitness center. The grand clubhouse offers dining options to suit every mood, from a casual grill room to elegant formal dining and picturesque al fresco spots where you can soak in Florida’s sunshine. For recreation, enjoy bocce, tennis, or simply relax in the lush, manicured surroundings.Beyond the gates, you’re just moments from The Promenade in Bonita, a vibrant hub for upscale shopping, dining, and entertainment. And when it’s time to hit the sand, the pristine shores of Bonita Beach and Barefoot Beach are just a short drive away, offering warm Gulf waters and those postcard-perfect sunsets this area is famous for. This home is the ultimate blend of luxury, leisure, and location. $1,150,000 Active

26481 Summer Greens Drive Bonita Springs, Florida

3 Beds 2 Baths 2,124 Sq Ft

Welcome to Highland Woods Golf and Country Club. This impressive Cheshire villa is pristine. Totally renovated from top to bottom. Kitchen has quartz countertops, stainless steel appliances and beautiful built in cabinetry. Luxury vinyl flooring throughout the living area. Both baths have been updated as well. The split floor plan ensures ample space and privacy for family and guests. All windows and sliders are hurricane impact rated and are treated on the inside with plantation shutters. The roof is less than four years old and the air conditioning unit was replaced in November 2025. The spacious lanai with its picture window screening makes for great entertaining space. Highland Woods is an amenity rich community with a resort style pool, golf, tennis, pickleball, bocce, two restaurants and fitness center. If an active lifestyle is something you want this is the place for you. $749,900 Active

26065 Clarkston Drive Bonita Springs, Florida

3 Beds 2 Baths 1,735 Sq Ft

Welcome to your dream home in the picturesque and vibrant community of Highland Woods. This beautifully remodeled Cheshire Villa is situated in a coveted bundled golf neighborhood, offering a luxurious and comfortable lifestyle. The heart of this home, the kitchen, has been meticulously remodeled and expanded, creating a perfect setting for entertaining guests. With modern amenities and increased space, it's the ideal spot to gather with family and friends. The living area has also seen significant enhancements with the addition of new vinyl flooring and the conversion of the covered lanai into an inviting interior space. The guest bathroom now features a new vanity and upgraded lighting, while the master bathroom has been transformed into a spa-like retreat with a large walk-in shower. Outdoors, enjoy the wavered lanai with a new cage and picture frame window—perfect for taking in stunning lake, golf course, and sunset views. A recently replaced roof and storm-protected openings provide peace of mind, ensuring your new home is not only beautiful but also secure. The community has recently seen significant upgrades, boasting a resort-style pool, a cabana bar and restaurant, pickleball courts, resurfaced tennis courts, a new pro shop, and an expansive putting green, enhancing its recreational appeal. Residents can participate in a lively social calendar with card and tennis leagues, weekly club events, and access to a cutting-edge fitness facility. Perfectly positioned across from The Promenade of Bonita, residents have convenient access to dining, shopping, a vibrant farmers market, and live music. Furthermore, key destinations such as the Gulf of Mexico beaches, Mercato's upscale shops and restaurants, Coconut Point mall, and RSW airport are just a short distance away. Highland Woods combines luxurious amenities, an excellent location, and an active lifestyle, making it a truly exceptional place to call home. $699,999 Active

26025 Clarkston Drive Bonita Springs, Florida

3 Beds 2 Baths 1,888 Sq Ft

This stunning Cheshire Villa, nestled within the exclusive gated community of Highland Woods, perfectly marries luxury with comfort. From the moment you step inside, you'll be captivated by the thoughtful upgrades and elegant details throughout. The bathrooms have been beautifully updated with granite countertops, chic new vanities, and modern fixtures, while the master bathroom features a spacious walk-in shower. The bedrooms showcase luxurious laminate flooring, and the entire villa is accented with plantation shutters and crown molding, adding timeless sophistication. Step outside to your recently upgraded lanai, complete with a picture window for uninterrupted views, or enjoy the peace of mind that comes with a new roof and gutters (2020) and high-impact windows that make the entire home hurricane-protected (2023). Additional upgrades include epoxy flooring in the garage (2024), a new front lanai cage (2025), whole-home surround sound, and refreshed landscaping with river rock along the back lanai—every detail designed with convenience and style in mind. Highland Woods offers an unparalleled lifestyle for its residents, with access to an 18-hole championship golf course, three bocce courts, three tennis courts, six pickleball courts, and a large resort-style pool complete with a cabana bar and restaurant. The community also features a state-of-the-art fitness center and a beautifully appointed clubhouse with indoor and al fresco dining options. Beyond the gates, the villa’s prime southwest Florida location puts you moments away from the best the area has to offer. The Promenade of Bonita Springs is right across the street, while Coconut Point Mall, the Shops at Mercato, and the pristine Gulf beaches are all just a short drive away. Don’t miss your chance to live the ultimate Florida lifestyle in this exceptional villa, where elegance, convenience, and vibrant community living come together seamlessly. $674,900 Active

26466 Clarkston Drive Bonita Springs, Florida

2 Beds 2 Baths 1,728 Sq Ft

$10,000. BUYER CONCESSION OFFERED FROM SELLER!!! Welcome to Highland Woods Golf & Country Club — where pristine living meets resort-style amenities.This beautifully maintained 3-bedroom, large kitchen and family room home is ideally situated in one of Naples’ most desirable bundled golf communities, featuring an 18-hole prestige championship course and a vibrant country club lifestyle.Step inside to find stylish vinyl flooring, a spacious family room, and a large eat-in kitchen perfect for gatherings. Enjoy peace of mind with key updates including a brand-new water heater (2017), AC system replaced in October 2025, large utility sink in laundry area and a new roof maintained by the HOA.The highlight of the home is the expansive screened lanai with a private pool—offering up to 6 feet of depth—creating the perfect retreat for relaxation or entertaining.Experience the best of Naples living in this pristine Highland Woods residence, where comfort, community, and convenience come together $639,000 Active

26394 Clarkston Drive Bonita Springs, Florida

3 Beds 2 Baths 1,743 Sq Ft

This exquisite Cheshire Villa, located in the prestigious gated community of Highland Woods, offers a perfect blend of luxury and comfort. The villa boasts an updated kitchen featuring quartz countertops and refaced cabinetry, complemented by luxury vinyl flooring. Elegant touches such as plantation shutters and crown molding throughout enhance its charm. Enjoy outdoor relaxation with a recently upgraded lanai cage complete with a picture window, and rest easy knowing a new roof was been installed in 2022. Nestled within the fantastic bundled golf community of Highland Woods, residents enjoy access to eighteen holes of championship golf, three bocce courts, three tennis courts, six pickle ball courts a new large resort style community pool with a cabana bar and restaurant, a state-of-the-art fitness center, and a stunning clubhouse with dining and grill rooms along with al fresco outdoor dining. The villa's prime location in southwest Florida provides convenient access to everything the area has to offer. Just across the street lies the Promenade of Bonita Springs, with Coconut Point Mall and the Shops at Mercato only a short drive away. Plus, the pristine shores of the Gulf of Mexico are a mere four miles from your doorstep. Experience the ultimate Florida lifestyle in this gorgeous villa, where comfort, convenience, and community come together seamlessly. $639,000 Active

26053 Clarkston Drive Bonita Springs, Florida

2 Beds 2 Baths 1,752 Sq Ft

Discover the ultimate bundled golf and resort-style lifestyle in the highly sought-after gated community of Highland Woods Golf & Country Club! This vibrant community offers everything you need to enjoy the full Southwest Florida experience including championship golf, top-tier amenities, an active social atmosphere, and an unbeatable location close to beaches, shopping, and dining!From your Cheshire Villa, you’ll appreciate a beautiful view of the green on Hole 13, along with the privacy of the surrounding preserve. The spacious lanai is ideal for relaxation or entertaining and includes a built-in hot tub, perfect for unwinding after a round of golf. Inside, the villa features a kitchen with granite countertops and stainless steel appliances, plus a remodeled guest bathroom. You’ll have peace of mind with storm shutters on all windows, a Storm Smart electric shutter for the covered lanai, new roof in 2023 and a new water heater in 2020. Offered turnkey so pack your suitcase and start enjoying Your Piece of Paradise!Residents of Highland Woods enjoy 18 holes of championship golf, three Har-Tru tennis courts, six pickleball courts, three bocce courts, a large resort-style pool with cabana bar and restaurant, and a state-of-the-art fitness center, all included through bundled membership!Located just steps from the Promenade at Bonita Bay, minutes to Coconut Point Mall and Mercato, and about four miles from the sandy beaches and world-class sunsets of the Gulf of America, Highland Woods provides one of the most convenient and desirable locations in Bonita Springs. $638,000 Active

26406 Clarkston Drive Bonita Springs, Florida

2 Beds 2 Baths 1,707 Sq Ft

Discover an exquisite second-floor Barrington veranda located in the prestigious Highland Woods Golf and Country Club. This stunning home features two bedrooms, two bathrooms, and a versatile den, all beautifully revamped within the last two years to offer an unparalleled blend of comfort and elegance. The property boasts tastefully tiled lanais, providing an ideal space for relaxation and social gatherings, while the sophisticated Luxury Vinyl Plank flooring runs seamlessly throughout the home to enhance its modern appeal. The kitchen is a culinary enthusiast’s dream, equipped with quartz countertops and 42-inch shaker-style wood cabinetry, perfect for both everyday cooking and entertaining guests. Both the guest and master bathrooms have been elegantly updated with quartz countertops and sleek glass shower enclosures, creating a spa-like ambiance. To complement its luxurious interior, the home includes contemporary upgrades such as new fixtures, refined lighting with added can lights, and a storm shade on the rear lanai for enhanced comfort and protection.Situated in a community celebrated for its exceptional amenities, Highland Woods offers an 18-hole golf course, bocce and tennis courts, multiple community pools, and a state-of-the-art fitness center. The newly completed resort-style pool and spa, along with a cabana bar, restaurant, and pickleball courts, further enrich the community’s allure. Conveniently located just minutes from the Promenade of Bonita Springs, the residence provides easy access to a variety of dining, shopping, and entertainment options. Plus, the pristine beaches of the Gulf of Mexico are a mere 4 miles away, presenting the perfect combination of luxury, convenience, and prime location. Don’t miss this incredible opportunity to own your piece of paradise! $525,000 Active

26370 Sunderland Drive 4202 Bonita Springs, Florida

2 Beds 2 Baths 1,414 Sq Ft

Recently Sold Homes In Highland Woods:

  • $1,090,750 26351 Summer Greens Drive Bonita Springs, Florida 4 Beds 3 Baths 2,336 Sq Ft

  • $1,015,000 26337 Clarkston Drive Bonita Springs, Florida 3 Beds 4 Baths 2,749 Sq Ft

  • $925,000 26470 Summer Greens Drive Bonita Springs, Florida 4 Beds 3 Baths 2,553 Sq Ft

  • $1,025,000 26380 Summer Greens Drive Bonita Springs, Florida 3 Beds 3 Baths 2,202 Sq Ft

  • $970,000 26280 Summer Greens Drive Bonita Springs, Florida 3 Beds 2 Baths 1,974 Sq Ft

  • $950,000 26430 Summer Greens Drive Bonita Springs, Florida 4 Beds 3 Baths 2,657 Sq Ft

  • $750,000 26211 Summer Greens Drive Bonita Springs, Florida 3 Beds 2 Baths 2,275 Sq Ft

  • $705,000 26530 Clarkston Drive Bonita Springs, Florida 2 Beds 3 Baths 2,359 Sq Ft

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