Highland Woods Homes with Attached Parking Features

Welcome to Highland Woods, a hidden gem nestled in the heart of Bonita Springs, Florida. This charming neighborhood is renowned for its tranquil atmosphere, lush landscapes, and a vibrant community spirit that welcomes residents with open arms. Highland Woods offers a unique blend of natural beauty and modern convenience, making it an ideal place to call home.

As you stroll through the tree-lined streets of Highland Woods, you'll be captivated by the stunning homes that showcase a variety of architectural styles. Each residence is thoughtfully designed to provide comfort and functionality, with many featuring attached parking options that make coming and going a breeze. Whether you have a single vehicle or a growing family fleet, the convenience of attached parking is a significant advantage in this serene setting.

Highland Woods is not just about beautiful homes; it’s also about an active lifestyle. Residents enjoy access to a range of amenities, including a community clubhouse, swimming pools, and well-maintained walking trails. The neighborhood is perfectly situated, just a short drive from the pristine beaches of Bonita Springs, where you can soak up the sun or indulge in water sports.

In addition to its natural beauty, Highland Woods is conveniently located near shopping, dining, and entertainment options, ensuring that you’re never far from what you need. With its friendly ambiance and well-appointed homes, Highland Woods is more than just a neighborhood; it’s a community where you can truly thrive. Come explore the charm of Highland Woods and discover your perfect slice of paradise in Bonita Springs!

Newest Highland Woods Homes with Attached Parking Features

$550,000

2 Beds ⋅ 2 Baths ⋅ 226033614 MLS

If you’ve been looking for that perfect spot to kick back and enjoy the Florida sunshine, this Brittany floorplan villa in Highland Woods Golf and Country Club is calling your name. It’s being sold turnkey and is already tastefully decorated, so you can skip the stress of moving furniture and head straight for the pool. Inside, the layout is open and easygoing, featuring two comfortable bedrooms, two bathrooms, and a versatile den that’s perfect for a home office or a quiet reading nook. You’ll also have total peace of mind with impact windows throughout. The real magic, though, happens out on the lanai. With a private pool and a specialized picture window screen, you get a crystal-clear, front-row seat to the 13th hole. Plus, the western exposure means you’ll have a front-row seat for those famous, glowy Florida sunsets every single evening. Life in Highland Woods feels like being on a permanent vacation. Whether you’re into championship golf, tennis, pickleball, or just grabbing a cold drink at the cabana bar by the resort pool, there’s always something fun going on. When you do decide to venture out, you’re in a prime spot. The Gulf beaches are just three miles away, and you’re minutes from the best shopping and dining at Mercato and Coconut Point. With grocery stores and cafes right around the corner and RSW airport nearby, everything you need is within easy reach. It’s casual, coastal living at its best.

26496 Clarkston DR, Bonita Springs

$950,000

3 Beds ⋅ 2 Baths ⋅ 226033524 MLS

Imagine a home where the boundaries between indoors and out simply melt away. From the moment you step inside this St. Charles floor plan, your eyes are drawn straight through the light-filled living area to the massive 55-foot lanai. It’s the true heart of the residence—a warm, airy, and expansive space designed for the way we love to live. Whether you’re sliding back the doors to let the breeze flow through or hosting a sunset gathering by the sparkling pool and spa, the transition is effortless. The lanai feels like a private sanctuary, offering a front-row seat to the lush, manicured grounds of the 11th hole. The quality of the home provides a sophisticated backdrop to this lifestyle, beginning with the curb appeal. The grounds are beautifully landscaped, featuring thoughtfully designed flowing beds, decorative rock, and low-maintenance greenery that makes a striking first impression. Inside, plantation shutters throughout allow you to control the natural light with ease, while genuine teak flooring adds a layer of organic warmth to the den and bedrooms. Soaring tray ceilings and crown molding give the open layout a sense of architectural grace. Because this home is offered turnkey and fully furnished, the transition to your new life is as seamless as the floor plan itself. You’ll also enjoy deep peace of mind with high-caliber upgrades, including PGT triple-impact windows, a 2020 roof, and recently updated mechanical systems. Life in Highland Woods Golf and Country Club is vibrant and active. Between rounds on the Gordon Lewis designed 18-hole championship course, you can find your rhythm at the fully staffed state-of-the-art fitness center, on the tennis and bocce courts, or at the brand-new pickleball facility. The resort-style pool and cabana bar are perfect for casual afternoons, while the clubhouse offers everything from a quick bite to eat or fine dining experience. The location puts the best of the Gulf Coast right at your doorstep. You’re just minutes from local favorites for dining, grocery runs, and the seasonal farmers market. When the coast calls, the white sands of the beach are only three miles away. With the upscale shopping of Mercato, Coconut Point Mall, and RSW International Airport all within easy reach, this is more than just a home—it’s an invitation to the very best of Florida living.

26307 Clarkston DR, Bonita Springs

$469,000

2 Beds ⋅ 2 Baths ⋅ 226032352 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. Step into the highly sought-after lifestyle of Highland Woods Golf & Country Club with this Ashmoor Villa, a property that offers the perfect canvas for your personal vision. If you’ve been searching for a home with "great bones" in a premier gated community, this is the one. Major capital improvements are already crossed off the list, including a new roof installed in 2021 and a fresh AC system from 2019, allowing you to focus your energy on the fun part—interior updates and design. The layout is bright and open, providing a seamless flow that’s just waiting for a modern touch. Outside, the villa lifestyle means less time on maintenance and more time enjoying the incredible bundled golf amenities. Highland Woods is known for its championship golf course, but the perks don't stop at the greens. Residents enjoy a vibrant clubhouse, a state-of-the-art fitness center, tennis and bocce courts, and a resort-style pool. Location is everything, and this neighborhood sits right in the heart of Bonita Springs. You are positioned moments away from the high-end shopping and dining at Promenade at Bonita Bay and Coconut Point Mall. When you're craving the Gulf breeze, the white sandy beaches are just a quick drive away. Whether you are looking for a seasonal retreat or a creative renovation project, this villa represents a rare opportunity to build equity in one of the area’s most established bundled golf communities. Bring your toolkit and your imagination—the potential here is limitless.

26504 Clarkston DR, Bonita Springs

$649,000

2 Beds ⋅ 2 Baths ⋅ 226031518 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. This stunning Cheshire Villa in the gated enclave of Highland Woods is the kind of home that makes you exhale the moment you walk through the door. It’s a seamless blend of high-end upgrades and effortless comfort, designed for those who appreciate the finer details. Inside, the villa shines with timeless touches like crown molding and plantation shutters throughout. The bathrooms have been completely refreshed with granite countertops, stylish new vanities, and modern fixtures, including a spacious walk-in shower in the primary suite. The bedrooms feature sleek, high-end laminate flooring, while the rest of the home is wired for sound with a whole-house system—perfect for setting the mood whether you're hosting a dinner party or relaxing on a Sunday morning. Major updates provide total peace of mind, including a new roof and gutters (2020) and high-impact windows (2023) for full hurricane protection. The exterior is just as impressive, featuring a recently upgraded back lanai with a picture-window screen for clear, expansive views, refreshed landscaping with elegant river rock, and a brand-new front lanai cage (2025). Even the garage got a makeover with fresh epoxy flooring in 2024. Living in Highland Woods means embracing a vibrant, active lifestyle. The community is packed with amenities, from the 18-hole championship golf course and resort-style pool with a cabana bar to the tennis, pickleball, and bocce courts. You can hit the state-of-the-art fitness center or enjoy a meal at the clubhouse, which offers both indoor and al fresco dining. The location is truly unbeatable. You’re right across the street from the Promenade at Bonita Springs and just a quick drive from the high-end shopping and dining at Coconut Point and Mercato. Plus, the white sands of the Gulf beaches are only minutes away. This is more than just a villa; it’s your gateway to the very best of Southwest Florida living.

26466 Clarkston DR, Bonita Springs

$1,099,000

3 Beds ⋅ 2 Baths ⋅ 226032344 MLS

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.

26481 Summer Greens DR, Bonita Springs

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