Highland Woods Homes with Cabana Amenities

Highland Woods Homes with Cabana Amenities

Welcome to Highland Woods, a hidden gem nestled in the heart of Bonita Springs, Florida. This vibrant neighborhood offers a perfect blend of tranquility and community spirit, making it an ideal place for families, retirees, and everyone in between. With its lush landscapes and picturesque streets, Highland Woods is not just a place to live; it’s a lifestyle to embrace.

One of the standout features of Highland Woods is its exceptional homes, many of which boast luxurious cabana amenities. Imagine stepping out of your beautifully designed home and into your own private cabana, where you can unwind by the poolside or entertain friends and family in style. These cabanas serve as a perfect oasis, providing a seamless indoor-outdoor living experience that is synonymous with Florida’s sunny climate.

The neighborhood is also known for its active lifestyle, with access to top-notch amenities, including golf courses, tennis courts, and scenic walking trails. Residents can indulge in a variety of recreational activities or simply enjoy the serene surroundings. The community spirit is palpable, with regular events and gatherings that foster connections among neighbors.

Conveniently located near the best of Bonita Springs, Highland Woods offers easy access to pristine beaches, shopping, dining, and cultural attractions. Whether you’re an outdoor enthusiast or someone who enjoys the finer things in life, this neighborhood has something for everyone.

Discover the charm of Highland Woods and experience the perfect blend of comfort, luxury, and community. Your dream home awaits in this idyllic Florida paradise!

Newest Highland Woods Homes with Cabana Amenities

$375,000
2 Beds ⋅ 2 Baths ⋅ 226033772 MLS ⋅ St Andrews Verandas BLDG.
Step into an elevated lifestyle with this elegant second-floor Barrington Veranda, offered fully furnished and in pristine condition. The moment you enter, vaulted ceilings create an airy, expansive feel while large windows frame breathtaking views, offering a daily backdrop of natural beauty, while the layout provides ample storage and the convenience of a one-car detached garage. Living in Highland Woods means enjoying a resort-inspired lifestyle every single day. The community is packed with high-end amenities, including a championship 18-hole golf course, a modern fitness center, and a vibrant social scene. Whether you’re looking to play a match on the tennis or new pickleball courts, try your hand at bocce ball, or relax by the stunning resort-style pool and spa, there is always something to do. Dining options abound right within the gates, from casual bites at the cabana bar and grill room to sophisticated formal dining experiences. The location is truly hard to beat for convenience. You’ll find grocery stores, banks, fine dining, and a seasonal farmers market just moments away—many within walking distance. When you’re ready to explore further, the sparkling Gulf beaches are only three miles from your door. With quick access to the Shoppes at Mercato, Coconut Point Mall, and RSW airport, everything Southwest Florida has to offer is right at your fingertips. Don’t miss the chance to call this beautiful Veranda your own piece of paradise.

26841 Clarkston DR Unit 204, Bonita Springs
$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
$405,000
2 Beds ⋅ 2 Baths ⋅ 226033334 MLS ⋅ St Andrews Verandas BLDG.
Imagine ending every single day with a front-row seat to those legendary Southwest Florida sunsets, drink in hand, right from your own private veranda. This Carlton Veranda in Highland Woods isn't just a home; it’s basically a permanent vacation pass. Inside, it’s all about easy, breezy living. We’re talking a smart split-bedroom layout that gives everyone their own space, sleek tile floors that stay cool underfoot, and a kitchen featuring granite counters and stylish raised-panel cabinets. Plus, with high-impact windows and an electric storm shutter, you can truly relax knowing everything is tucked away and secure. But let’s be real—you’re here for the lifestyle. Highland Woods is buzzing with energy. Whether you’re hitting the 18-hole course, getting a match in on the brand-new pickleball or tennis courts, or just lounging by the resort-style pool and spa, there’s always something to do. When hunger hits, grab a casual bite at the cabana bar or enjoy a nice al fresco dinner at the club. The location is the cherry on top. You’ve got grocery stores, local boutiques, and a seasonal farmers market just a stone’s throw away. When you’re craving some salt air, the Gulf beaches are only three miles from your door, and favorites like Mercato and Coconut Point are just a quick drive away. Ready to trade the grind for golf views and poolside hangs? Come see why life is just better here.

26490 Sunderland DR Unit 1102, Bonita Springs
$479,000
2 Beds ⋅ 2 Baths ⋅ 226033228 MLS ⋅ St Andrews Verandas BLDG.
Experience the seamless blend of luxury and leisure in this first-floor Abbey Model Veranda, perfectly positioned within the sought-after Highland Woods bundled golf community. From the moment you step inside, the attention to detail is evident, featuring elegant crown molding, a mix of warm wood and sleek tile flooring, and the peace of mind provided by electric and manual storm shutters. The heart of this home is the screened lanai with its "picture frame" screening, offering an unobstructed, panoramic view of the lush fairways. It’s the perfect spot for a morning coffee or an evening glass of wine while soaking in the scenery. A detached one-car garage adds convenience and extra storage for your coastal lifestyle. Living in Highland Woods means embracing a resort-inspired pace. The community has recently elevated its offerings with a brand-new resort-style pool and spa, a cabana bar and restaurant for casual afternoons, and freshly resurfaced tennis and pickleball courts. Golf enthusiasts will appreciate the championship eighteen-hole course, while the fitness center and bocce courts keep the social calendar full. Whether you prefer the casual atmosphere of the grill room or the elegance of formal dining, the culinary options are right at your fingertips. The location is truly unbeatable. You are mere minutes from everyday essentials, including upscale shopping, diverse dining, and seasonal farmers markets. When the Gulf calls, the area’s pristine beaches are only three miles away. With easy access to the Shoppes at Mercato, Coconut Point Mall, and RSW airport, everything Southwest Florida has to offer is within reach. Come see why this Veranda is the perfect place to claim your slice of paradise.

26841 Clarkston DR Unit 101, 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
$435,000
2 Beds ⋅ 2 Baths ⋅ 226032374 MLS ⋅ St Andrews Verandas BLDG.
Discover this elegant second-floor Barrington Veranda, fully furnished and ready for you to move right in. The interior is in pristine condition, featuring a fresh coat of paint throughout and brand-new tile floors in the den that add a sleek, modern touch. You’ll love the airy feel of the vaulted ceilings and the convenience of ample storage space, plus a one-car detached garage. Highland Woods offers an incredible lifestyle with amenities that truly set it apart. Between the 18-hole golf course, modern fitness center, and illuminated bocce and tennis courts, there is always something to do. The community recently leveled up with a resort-style pool and spa, a cabana bar and restaurant, and new pickleball courts. When it comes to dining, you can choose between the casual grill room, formal dining, or a meal outdoors to soak up the atmosphere. Situated in a prime location, this home puts grocery stores, shopping, and a variety of local restaurants right at your fingertips. Plus, the beautiful sands of Bonita Beach and Barefoot Beach are just a quick drive away. It’s the perfect spot to experience the very best of the Florida lifestyle.

26190 Clarkston DR Unit 203, 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
$389,000
2 Beds ⋅ 2 Baths ⋅ 226031933 MLS ⋅ St Andrews Verandas BLDG.
Step into a lifestyle of effortless luxury with this stunning first-floor Barrington Veranda, perfectly positioned within the vibrant Highland Woods community. This isn't just a place to live; it’s a turnkey sanctuary where every detail has been handled. From the moment you walk in, the upgrades shine—think sleek stainless steel appliances, refreshed cabinetry, and a seamless flow of tile through the main living areas. The bedrooms and den are finished with high-end laminate, creating a space that feels both modern and warm. Living here means enjoying total peace of mind, thanks to high-impact windows at the rear and electric storm shutters protecting both lanais. Whether you’re sipping your morning coffee or winding down in the evening breeze, these outdoor spaces are designed for year-round enjoyment. And since it’s being offered fully furnished, the transition to your new Florida life is as simple as unpacking a suitcase. Highland Woods is famous for its energetic, social atmosphere. The amenities are world-class, featuring an 18-hole championship golf course, a state-of-the-art fitness center, and seven sparkling pools—including a resort-style oasis with a cabana bar. Between the tennis, pickleball, and bocce courts, there is always a way to stay active. When it's time to relax, the clubhouse offers everything from casual bites in the grill room to elegant Al Fresco dining. The location is truly unbeatable. You are moments away from the upscale shopping and dining at the Promenade at Bonita Bay, and just a short drive from the white sands of Bonita Beach and Barefoot Beach. With Coconut Point Mall and RSW Airport nearby, everything you need is right at your fingertips. Come see why this Veranda is the gem of Highland Woods.

26931 Clarkston DR Unit 104, Bonita Springs
$369,000
2 Beds ⋅ 2 Baths ⋅ 226014141 MLS ⋅ St Andrews Verandas BLDG.
Welcome to your new sanctuary—a meticulously updated two-bedroom, two-bathroom Carlton Veranda tucked away in the prestigious gated community of Highland Woods. This isn’t just a home; it’s a gateway to the quintessential Florida lifestyle, where every day feels like a stay at a five-star resort. From the moment you step inside, the attention to detail is clear. The desirable split floor plan offers a sense of privacy and flow, anchored by elegant laminate wood flooring and the timeless charm of plantation shutters. The kitchen is a chef’s delight, boasting brand-new stainless steel appliances that shine against the natural light. Peace of mind comes standard here, with a brand-new A/C system installed in 2024 to keep you cool while you soak in the view. And what a view it is—enjoy your morning coffee or evening cocktail while overlooking the lush fairways and shimmering lake waters. Life in Highland Woods is all about the "bundled golf" experience. Whether you’re an avid golfer ready to tackle the 18-hole championship course or looking to stay active at the state-of-the-art fitness center, there is something for everyone. The community has recently elevated its game with a stunning new resort-style pool and spa, a vibrant cabana bar, and brand-new pickleball courts to complement the tennis and bocce facilities. Location is everything, and this address delivers. You are mere minutes from a variety of local dining, high-end shopping, and daily conveniences. When the Gulf of Mexico calls, the white sands of the local beaches are just three miles from your front door. With the Shoppes at Mercato, Coconut Point Mall, and RSW Airport all within easy reach, you are perfectly positioned to enjoy the very best of Southwest Florida. Come see why this Carlton Veranda is the perfect place to call home. Your piece of paradise is waiting.

26991 Clarkston DR Unit 8202, Bonita Springs
$299,000
2 Beds ⋅ 2 Baths ⋅ 226026036 MLS ⋅ Heathermoor BLDG.
Some homes simply make you exhale the moment you walk through the door and this top-floor condo is one of them. Freshly painted from top to bottom with Dove White on the walls, this neutral palette is perfect for the new owner. With soaring vaulted ceilings, beautiful natural light, and panoramic views from the double-sided screened lanai, this home offers the perfect setting to enjoy everything that makes Southwest Florida so special. With quartz countertops in the kitchen, granite countertops in both bathrooms, a beautifully remodeled guest bath, custom woodwork, plantation shutters, crown molding, and tasteful finishes that create a warm, welcoming feel. Whether you're hosting family and friends or enjoying a quiet evening at home, every space has been designed for comfort and easy Florida living. The expansive lanai quickly becomes your favorite room in the house. It's the perfect place to sip your morning coffee as the community comes to life on the first fairway or unwind in the evening while taking in spectacular sunsets from your top-floor vantage point! Located in the highly sought-after bundled golf community of Highland Woods Golf & Country Club, you'll enjoy unlimited opportunities to stay active and social. With bundled golf, a state-of-the-art fitness center, pickleball, tennis, bocce, multiple dining venues, and a vibrant calendar of social events. The recently renovated clubhouse, resort-style pool and spa, and popular Woods Cafe cabana bar create the perfect place to relax after a round of golf or spend the afternoon with friends. Outside the gates, everything you need is just minutes away. Walk to grocery stores, restaurants, coffee shops, banking, shopping, and the seasonal farmers market. Bonita Beach and Barefoot Beach are only three miles away, while Coconut Point, Mercato, and Southwest Florida International Airport are all within an easy drive. Whether you're searching for a seasonal getaway, an investment opportunity, or your forever Florida home, this move-in-ready condo offers the views, upgrades, amenities, and location that make Highland Woods one of Bonita Springs' most desirable bundled golf communities. Come experience the lifestyle for yoursel, you may never want to leave!

9300 Highland Woods BLVD Unit 3307, Bonita Springs
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