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Highland Woods Bonita Springs Florida Homes for Sale

Naples Florida Real Estate

Highland Woods Bonita Springs Real EstateHighland Woods Bonita Springs

Homes For Sale1$1.1M
Condos For Sale13$299K - $485K
Sold ( Past 6 Months )20$198K - $750K
Last updated at 12:07am 09/10/2026

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$1,099,000
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Highland Woods NEW

26481 Summer Greens Dr, Bonita Springs, FL 34135

Homes - 2,124 ft² / 2,599 ft² - 2 Car Garage

3 Bed / 2 Baths / Pool / Spa

Built 1996
Highland Woods Bonita Springs Homes for Sale: Welcome to a true masterpiece of style and modern sophistication, tucked away in the highly sought-after Highland Woods Golf and Country Club. From the moment you arrive, the custom lighting and newly paved driveway with elegant stone borders signal that every detail here has been meticulously curated. Step inside to find a completely transformed interior where engineered wood flooring flows seamlessly underfoot. The kitchen is a chef’s delight, boasting custom cabinetry, gleaming granite countertops, and premium stainless steel appliances. For those who love to host, the open den features a thoughtfully designed custom bar, complete with a wine fridge and beverage cooler. The primary suite serves as a private retreat, featuring a beautifully remodeled bathroom and elegant Hunter Douglas blinds. Beyond the aesthetics, this home offers total peace of mind with new hurricane-protected windows and sliding doors, along with a recently replaced roof, AC, and water heater. The living space extends effortlessly to an expansive lanai, where a heated pool and spa overlook breathtaking views of the golf course and lake—the ultimate backdrop for morning coffee or evening relaxation. Life in Highland Woods is all about the experience. The community centers around a renowned Gordon Lewis-designed golf course and features a brand-new pro shop, six pickleball courts, a state-of-the-art fitness center, and a resort-style pool with a chic cabana bar. The grand clubhouse offers everything from casual grill room bites to elegant formal dining. When you’re ready to explore, you are just moments from the upscale shopping and dining at The Promenade at Bonita Springs. Plus, the pristine sands of Bonita Beach and Barefoot Beach are just a quick drive away. This is more than just a home; it’s a gateway to the very best of the Florida lifestyle.



$749,900
Sold Price:
$715,000
Sold Date:
04/09/2026
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Highland Woods

26065 Clarkston Dr, Bonita Springs, FL 34135

Homes - 1,735 ft² / 2,359 ft² - 2 Car Garage

3 Bed / 2 Baths

Built 1998
Highland Woods Bonita Springs Homes: 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.



$699,900
Sold Price:
$687,500
Sold Date:
05/27/2026
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Highland Woods Villas at Highland Woods

26476 Clarkston Dr, Bonita Springs, FL 34135

Homes - 1,748 ft² / 2,223 ft² - 2 Car Garage

2+Den / 2 Baths / Pool

Built 1998
Highland Woods Villas Highland Woods Bonita Springs Homes: Step into the epitome of Florida living with this exquisite Cheshire Villa, nestled in the coveted gated, bundled golf community of Highland Woods. This home is a true retreat, featuring a spacious paver lanai with a sparkling pool surrounded by lush landscaping for ultimate privacy. Equipped with storm shutters on every door and window, you’ll enjoy peace of mind year-round. Inside, the open floor plan is perfect for entertaining, with updated bathrooms, fresh paint, elegant crown molding, and tasteful furnishings—all included in the sale. Every detail has been thoughtfully designed to create a warm, inviting, and move-in-ready space. Highland Woods offers an unparalleled lifestyle with endless amenities: an 18-hole championship golf course, three bocce courts, three tennis courts, six pickleball courts, and a resort-style pool complete with a cabana bar and restaurant. Stay active in the state-of-the-art fitness center or unwind at the beautifully appointed clubhouse featuring both indoor and al fresco dining. And the location? Unbeatable. Just outside the gates, you’re mere moments from the Promenade at Bonita Springs, Coconut Point Mall, the Shops at Mercato, and, of course, the stunning Gulf beaches. Don’t miss this opportunity to experience the perfect balance of elegance, convenience, and vibrant community living. This villa is your gateway to the ultimate southwest Florida lifestyle!



$638,000
Sold Price:
$605,000
Sold Date:
05/21/2026
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Highland Woods Villas at Highland Woods

26406 Clarkston Dr, Bonita Springs, FL 34135

Homes - 1,707 ft² / 2,173 ft² - 2 Car Garage

2+Den / 2 Baths / Spa

Built 1996
Highland Woods Villas Highland Woods Bonita Springs Homes: 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.



$529,000
Sold Price:
$500,000
Sold Date:
09/03/2026
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Highland Woods Villas at Highland Woods

26057 Clarkston Dr W, Bonita Springs, FL 34135

Homes - 1,550 ft² / 2,604 ft² - 2 Car Garage

2+Den / 2 Baths

Built 2001
Highland Woods Villas Highland Woods Bonita Springs Homes: This is a wonderful opportunity to own this beautiful villa in one of the sought-after golf communities in Southwest Florida, Highland Woods Golf & Country Club. This impeccably maintained, beautiful two-bedroom, two-bath with a den/office home with a two-car attached garage with golf course, sunset and water views. Enjoy granite countertops, tiled flooring throughout. This villa has a new roof in 2020, new patio screening and decking and storm shutters. Highland Woods is a bundled golf community with an abundance of amenities such as seven pools, two fabulous restaurants, The Grille Room and the Woods Cafe poolside, a modern health club, six new pickleball courts, three new tennis courts, bocce courts,18 hole professional golf course. Putting chipping and driving range. Highland Woods is conveniently 19 miles from SW Florida International Airport, minutes from world-class shopping and dining, only two miles from the gulf for boating, swimming, fishing and more. Enjoy this home and the lifestyle.




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*Just Listed: new properties that came on the market within the last 5 days.
*Decrease/Increase: listing values that are being recorded within the last 30 days.
*Foreclosures/Short Sale: Please note, all properties are subject to bank approval. Buyers must be pre-approved or show proof of funds before submitting an offer.

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