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Highland Woods Villas Real Estate For Sale

Highland Woods Golf & Country Club contains (7) subdivisions

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Highland Woods Villas, 26530 Clarkston Dr, Bonita Springs, Florida 34135, image 1
$729,000
  • 2 Beds
  • 21/2 Baths
  • 2,359 SqFt
  • $309/SqFt
Villa for sale in Highland Woods Villas
26530 Clarkston Dr, Bonita Springs, FL 34135
Want to be a part of one of the best bundled golf communities in swfl, well here is your chance. This two story devonshire villa in the gated bundled golf community of highland woods offers so much. This villa in particular boasts a renovated kitchen with stainless steel appliances and granite countertops, 20 ft. Vaulted ceilings, an abundance of natural light, ample storage with two walk-in closets in the master bedroom plus a fully updated master bath, an updated guest bathroom with quartz countertops, a loft space that would make a great office for spill over guests, a lovely downstairs den space, electric storm shutters and a beautiful/private outdoor space with pool and spa for those hots days or cool evenings. New roof completed - 2020, a/c 2021, & water heater - 2022. Highland woods is situated in the heart of bonita, with dining/shopping/entertainment right outside the gate. Within the gates you have a fantastic clubhouse, top notch fitness facility with on staff instructor, three lit bocce courts, a high quality championship golf course, & soon to come pickle ball and resort style pool with cabana bar. This is an amazing opportunity to have your little piece of paradise.
Highland Woods Villas, 26550 Clarkston Dr, Bonita Springs, Florida 34135, image 1
$565,000 $47K
  • 2 Beds
  • 2 Baths
  • 1,756 SqFt
  • $322/SqFt
Villa for sale in Highland Woods Villas
26550 Clarkston Dr, Bonita Springs, FL 34135
Welcome to the stunning cheshire villa, located in the exclusive gated community of highland woods in bonita springs, fl. This delightful home features 2 spacious bedrooms, 2 bathrooms, a den, and a private pool. As you step inside, you'll find an open living and dining area filled with natural light, perfect for both entertaining and relaxation. The villa is elegantly appointed with plantation shutters, crown moldings, and a custom kitchen backsplash. The master suite is a private retreat, complete with a walk-in shower and a large walk-in closet. The den, with its built-in desk, is ideal for a home office or study. Upgrades include a new roof in 2021, full storm protection with shutters, and an air-conditioned garage. Last, but certainly not least, are the spectacular unobstructed golf course views. Highland woods offers a wealth of amenities, including an 18-hole golf course, bocce and tennis courts, multiple community pools, and a top-tier fitness center. The community's appeal is further enhanced by a newly completed resort-style pool and spa, cabana bar, restaurant, and 6 pickleball courts. Ideally located, this home is just a short distance from the promenade of bonita springs, providing access to dining, shopping, and entertainment. With the beautiful beaches of the gulf of mexico only 4 miles away, this villa offers the perfect blend of luxury, comfort, and location. Don't miss out on this exceptional opportunity
Highland Woods Villas, 26443 Clarkston Dr, Bonita Springs, Florida 34135, image 1
$675,000
  • 2 Beds
  • 2 Baths
  • 1,882 SqFt
  • $359/SqFt
Villa for sale in Highland Woods Villas
26443 Clarkston Dr, Bonita Springs, FL 34135
Discover the charm of this exceptional cheshire villa nestled in the gated bundled golf neighborhood of highland woods. Boasting captivating water front views and panoramic golf course vistas from across the lake, this unit offers a blend of modern updates and timeless elegance. Inside, you'll find features such as granite countertops, engineered wood floors, updated bathrooms, crown moldings, and a host of recent upgrades including a new a/c, water heater, roof, gutters, washer & dryer, and pristine guest bedroom carpet. The seamless extension of the interior space effortlessly brings the outdoors in, offering additional comfort and a perfect setting for potential pool installation. Highland woods is undergoing an impressive transformation with the addition of a resort-style pool, cabana bar and restaurant, pickleball courts, tennis court resurfacing, a new pro shop, and a sprawling putting green – all designed to elevate the community's recreational appeal. Beyond the gates, residents enjoy a vibrant social scene with card leagues, tennis leagues, and weekly club events, as well as access to a state-of-the-art fitness facility. Convenience is key, as the property is conveniently located across from the promenade of bonita, which offers an array of dining and shopping options, a lively farmers market, and live music at the center bar. The beautiful gulf of mexico beaches, upscale shops and restaurants at mercato, and the coconut point mall are all within easy reach. Additionally, the rsw airport is just a short twenty-minute drive away. It's rare to find a neighborhood that combines such a rich array of amenities, prime location, convenience, and lifestyle. Come and experience the unique allure of highland woods for yourself.
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Highland Woods Villas, 26053 Clarkston Dr, Bonita Springs, Florida 34135, image 1
$639,000
  • 2 Beds
  • 2 Baths
  • 1,752 SqFt
  • $365/SqFt
Villa for sale in Highland Woods Villas
26053 Clarkston Dr, Bonita Springs, FL 34135
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.
Highland Woods Villas, 26406 Clarkston Dr, Bonita Springs, Florida 34135, image 1
$650,000
  • 2 Beds
  • 2 Baths
  • 1,707 SqFt
  • $381/SqFt
Villa for sale in Highland Woods Villas
26406 Clarkston Dr, Bonita Springs, FL 34135
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.
Highland Woods Villas, 26394 Clarkston Dr, Bonita Springs, Florida 34135, image 1
$665,000
  • 3 Beds
  • 2 Baths
  • 1,743 SqFt
  • $382/SqFt
Villa for sale in Highland Woods Villas
26394 Clarkston Dr, Bonita Springs, FL 34135
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
Highland Woods Villas, 26025 Clarkston Dr, Bonita Springs, Florida 34135, image 1
$725,000
  • 3 Beds
  • 2 Baths
  • 1,888 SqFt
  • $384/SqFt
House for sale in Highland Woods Villas
26025 Clarkston Dr, Bonita Springs, FL 34135
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.
Highland Woods Villas, 26007 Clarkston Dr, Bonita Springs, Florida 34135, image 1
$599,950
  • 2 Beds
  • 2 Baths
  • 1,514 SqFt
  • $396/SqFt
Villa for sale in Highland Woods Villas
26007 Clarkston Dr, Bonita Springs, FL 34135
Experience elevated florida living in this exceptionally remodeled villa, where modern luxury meets effortless convenience, perfectly situated in the prestigious highland woods community. From the moment you step inside, you’ll be captivated by the thoughtfully redesigned interiors, featuring a beautifully refinished kitchen complete with a wine cooler, as well as updated bathrooms that exude spa-like elegance. An expansive floor plan invites you to entertain in style or simply unwind in comfort, as wide windows and high ceilings fill the space with natural light. The den provides a versatile area—ideal for a home office, cozy reading nook, or media room. Step into your personal oasis as you head out to the west-facing backyard, where you can delight in breathtaking sunsets over the serene lake and meticulously maintained golf course. Best of all, you have your very own pool—an uncommon luxury in the villas—offering the perfect spot for refreshing dips or poolside gatherings. This home is being sold, turn-key furnished. Set in the heart of bonita springs, you’re only minutes away from gorgeous beaches, shopping destinations, and a variety of dining options. Whether you’re looking for a relaxed afternoon along the gulf coast or an evening out on the town, the best of southwest florida awaits right outside your doorstep. Highland woods is more than just a neighborhood—it’s an experience, where residents enjoy a beautifully maintained golf course, dining options ranging from casual bites to fine cuisine, a busy calendar of social events, and an active lifestyle featuring pickleball, tennis, bocce, and a brand-new zero-entry pool complete with tiki bar and food service. With every detail polished and ready, all you need to do is arrive.
Highland Woods Villas, 26466 Clarkston Dr, Bonita Springs, Florida 34135, image 1
$699,000
  • 2 Beds
  • 2 Baths
  • 1,728 SqFt
  • $405/SqFt
Villa for sale in Highland Woods Villas
26466 Clarkston Dr, Bonita Springs, FL 34135
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.
Highland Woods Villas, 26481 Clarkston Dr, Bonita Springs, Florida 34135, image 1
$675,000
  • 2 Beds
  • 2 Baths
  • 1,533 SqFt
  • $440/SqFt
Villa for sale in Highland Woods Villas
26481 Clarkston Dr, Bonita Springs, FL 34135
Welcome to your "coastal cottage" villa in the gated bundled golf community of highland woods. This charming villa has undergone a complete renovation, featuring lvt vinyl flooring & new baseboards throughout. The kitchen boasts stainless steel appliances, granite countertops, & refaced cabinets, while the guest & master bathrooms shine with granite countertops & new cabinetry. The real showstopper, however, is the outdoor space. Built in 2021, the oversized lanai & pool, adorned with marble pavers & a picture screen window pool cage, offer breathtaking views of the lake & fountain by the 14th tee. Additionally, the roof was replaced in 2020, ensuring both beauty and functionality for years to come. Highland woods is renowned for its bundled golf community and offers an array of amenities, including a clubhouse with a grill room, dining room, al fresca dining, a gordon lewis designed golf course, bocce courts, tennis courts, & fitness facility. The location is unbeatable, with close proximity to the promenade in bonita for shopping, dining, and entertainment, as well as easy access to the beautiful bonita beach and barefoot beach, just 3-4 miles away.
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Subdivision Amenities

Bocce Court
Business Center
Cabana
Clubhouse
Community Room
Fitness Center
Golf Course
Internet Access
Library
Pickleball
Play Area
Pool
Private Membership
Putting Green
Restaurant
Sidewalk
Spa/Hot Tub
Streetlight
Tennis Court(s)
Underground Utility
Barbecue
Bocce Court
Pool
Streetlight

Frequently Asked Questions

The current monthly maintenance fee at Highland Woods Villas is ~0.17 per unit SqFt.

The villa dues at Highland Woods Villas cover: Cable, Golf Course, Internet/Wi Fi Access, Lawn/Land Maintenance, Manager, Pest Control Exterior, Pest Control Interior, Rec Facilities, Reserve, Security, Street Lights, Street Maintenance, Trash Removal, , Insurance, Irrigation Water, Legal/Accounting, Repairs, Sewer, Legal/Accounting, Master Antenna/Satellite, Master Assn. Fee Included, Golf Course, Water.

Highland Woods Villas Interior features include: Laundry Tub, Pull Down Stairs, Smoke Detectors, French Doors, Pantry, Smoke Detectors, Walk-In Closet(s), Window Coverings, Foyer, Vaulted Ceiling(s), Wet Bar, Pantry, Built-In Cabinets, Bar, Closet Cabinets, Custom Mirrors, Foyer, Laundry Tub, Volume Ceiling, Built-In Cabinets, Fire Sprinkler, French Doors, Cathedral Ceiling(s), Wired for Sound, Fire Sprinkler

Highland Woods Villas unit views: Golf Course, Preserve, Lake, Preserve, Lake, Landscaped Area, Water, Landscaped Area, Mangroves, Trees/Woods

Scores

Walk Score®

Car-Dependent. Almost all errands require a car.

22

100

Transit Score®

No data.

N/A

Bike Score®

Bikeable. Some bike infrastructure.

55

100

Sound Score®

No data.

N/A

Highland Woods Golf & Country Club Communities in Bonita Springs, FL

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