Highland Woods, Bonita Springs, FL Real Estate Search

Highland Woods, Bonita Springs, FL Single Family Homes for Sale

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Newest Highland Woods, Bonita Springs, FL Single Family Homes for Sale

26367 Clarkston DR, Bonita Springs
$895,000
2 Beds ⋅ 2 Baths ⋅ 226037919 MLS
Welcome to the heart of Southwest Florida’s most exciting transformation. Nestled within the prestigious Highland Woods Golf & Country Club, this stunning Canterbury floor plan residence offers a front-row seat to the incredible growth defining the Bonita Springs and Estero corridor. Step inside to an airy, open-concept sanctuary where vaulted ceilings and stylish LVP flooring create a sense of modern elegance. The living space flows effortlessly toward the screened lanai, where you can spend your afternoons lounging by the private pool while taking in peaceful views of the manicured fairways. It’s a home designed for both relaxation and effortless entertaining. Beyond the gates, the local landscape is evolving into a world-class destination. Just to the north, the arrival of The Ritz-Carlton Residences at Estero Bay signals a new era of luxury for the area. You’ll feel that same vibrant energy in downtown Bonita Springs, where the Riverside Park renovations and the chic boutiques and eateries at The Promenade at Bonita Bay have created a bustling social hub. When you aren't enjoying the championship golf and club amenities, you are perfectly positioned to explore the region’s natural beauty. Whether it’s a day spent on the pristine sands of Lovers Key State Park or a quiet morning discovering the ancient cypress forests of Corkscrew Swamp Sanctuary, the best of Florida’s outdoors is right at your fingertips. This isn’t just a home; it’s an invitation to experience the lifestyle, luxury, and momentum of one of the Gulf Coast’s most sought-after communities.

26367 Clarkston DR, Bonita Springs
26370 Summer Greens DR, Bonita Springs
$995,000
4 Beds ⋅ 3 Baths ⋅ 226036247 MLS
This York floor plan in Highland Woods isn't just a house; it’s a front-row seat to the best of Florida living. Positioned right on the 10th hole, the home features a massive "picture window" screen on the lanai that completely eliminates obstructions. You get a crystal-clear, panoramic view of the lake and the fairways—the perfect backdrop for your morning brew or an evening glass of wine. Inside, the vibe is fresh, modern, and totally relaxed. We’ve skipped the carpet in favor of stylish LVP flooring in all four bedrooms, complemented by gorgeous granite countertops throughout the entire home. The primary suite has been transformed into a personal sanctuary, featuring a fully remodeled bath with a rain shower head that makes every morning feel like a spa day. We know the practical stuff matters, too. With a three-car garage, there’s plenty of room for vehicles, golf clubs, and gear. The "big ticket" items are already checked off your list with a newer roof, a newer A/C system, and storm shutters for total peace of mind. Living in Highland Woods means leaning into a lifestyle of leisure. As a bundled golf community, your days can be as active or as chilled-out as you like—whether that’s hitting the links, meeting friends at the clubhouse, or enjoying the amenities. Plus, being in the heart of Bonita Springs puts you just a short drive from the sands of the Gulf and the dining and shopping at Coconut Point and the Promenade. It’s updated, it’s effortless, and it’s ready for you to move in and start enjoying the view. Come see what life on the 10th hole is all about!

26370 Summer Greens DR, Bonita Springs
26394 Clarkston DR, Bonita Springs
$639,000
3 Beds ⋅ 2 Baths ⋅ 226029927 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to your new favorite spot in Highland Woods! This remodeled Cheshire Villa is the perfect blend of modern style and total comfort. Right when you walk in, the open-concept layout hits you with that "I’m home" feeling, featuring gorgeous luxury vinyl floors and crisp crown molding that makes the whole space pop. One of the best parts about this specific home is the layout. While most Cheshire models have a den, this one has been smartly converted into a true third bedroom, giving you that extra dedicated space that’s so hard to find. Plus, with a brand-new A/C system, you’ll be staying cool and worry-free all year long. If you love being outside, just wait until you see the backyard. The lanai has been expanded to create a massive outdoor hangout spot, complete with your own private pool. It’s the ultimate place to relax while looking out over the lush, green preserve—it feels like your own private tropical retreat. The Highland Woods Lifestyle Living here means diving into the Highland Woods lifestyle. It’s a fun, active bundled golf community where there’s always something happening at the clubhouse, the fitness center, or on the tennis and pickleball courts. Everything is at your fingertips since you’re right in the heart of Bonita Springs, you’re just minutes away from the area's best dining and shopping at Coconut Point, and of course, those stunning Gulf beaches. It’s easy, breezy Florida living at its finest.

26394 Clarkston DR, Bonita Springs
26504 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. * Seller will provide a $10K credit at closing for flooring *

26504 Clarkston DR, Bonita Springs
26466 Clarkston DR, Bonita Springs
$599,000
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
26481 Summer Greens 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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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.

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