Explore Homes for Sale in Highland Woods, Bonita Springs, FL
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Highland Woods Homes for Sale in Bonita Springs, FL: Your Gated Golf Community Awaits

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Discover an exquisite selection ofHighland Woods homes for salein beautiful Bonita Springs, FL. This sought-after, bundled golf community offers an unparalleled lifestyle, making it a prime destination for those seeking a vibrant Southwest Florida experience. From charming verandas overlooking lush fairways to spacious single-family residences, the real estate market in Highland Woods caters to diverse preferences. Explore available properties, understand the unique benefits of a bundled golf membership, and find your perfect piece of paradise within this meticulously maintained, gated community. Broker Brothers is your local expert for navigating Highland Woods real estate.

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Exploring Highland Woods Real Estate Opportunities

Types of Homes for Sale in Highland Woods

When consideringHighland Woods homes for sale, prospective buyers will find a diverse range of property types to suit various needs and budgets. The community primarily features elegant low-rise condominiums, known as verandas, which often boast serene lake or golf course views. These popular units provide a maintenance-free lifestyle ideal for seasonal residents or those seeking convenience. Additionally, there are charming attached villas and spacious single-family homes, offering more square footage and private outdoor living spaces. Each property type in Highland Woods is thoughtfully designed, ensuring residents enjoy the unique ambiance of this bundled golf community. Whether you're searching for a cozy retreat or a larger family home, the options within this Bonita Springs gem are plentiful.

The Bundled Golf Lifestyle at Highland Woods

A defining feature of theHighland Woods homes for saleexperience is the coveted bundled golf membership, which is included with every property. This means residents automatically gain access to the championship 18-hole golf course, designed to challenge and delight players of all skill levels. Beyond golf, the community offers a state-of-the-art fitness center, a resort-style swimming pool, tennis courts, and bocce ball courts, fostering an active and social atmosphere. The elegant clubhouse serves as the hub for dining, social events, and community gatherings, making it easy to connect with neighbors and friends. This comprehensive array of amenities enhances the value proposition of owning real estate within Highland Woods, offering a true country club lifestyle without additional membership fees.

Life Beyond the Fairways: Bonita Springs Living

Proximity to Beaches and Attractions

Choosing one of thehomes for sale in Highland Woodsalso means embracing the enviable Southwest Florida lifestyle, renowned for its stunning natural beauty and vibrant attractions. Residents are just a short drive from the pristine sands of Bonita Beach and Barefoot Beach, offering opportunities for sunbathing, swimming, and shelling. The area is also conveniently located near Lovers Key State Park, a haven for nature enthusiasts. For cultural experiences and family fun, the abundance of local parks, nature preserves, and recreational facilities ensures there's always something to do. The ease of access to US-41 and I-75 makes exploring broader Southwest Florida a breeze.

Dining and Shopping Near Highland Woods

Living in Highland Woods places you at the heart of Bonita Springs' thriving culinary and retail scene. From upscale dining establishments to casual eateries, a diverse array of restaurants can be found just minutes away at destinations like The Promenade at Bonita Bay and Coconut Point Mall. These popular centers also host a variety of boutiques, major retailers, and entertainment options. Additionally, Mercato in Naples, a short drive south, offers an even broader selection of high-end shopping, fine dining, and lively nightlife. The convenience of these amenities significantly enhances the appeal ofHighland Woods real estate, providing everything residents need within easy reach.

Finding Your Dream Home with Broker Brothers

As local Bonita Springs real estate experts, Broker Brothers specializes in connecting buyers with their idealHighland Woods homes for sale. With an intimate understanding of the community's unique offerings, market trends, and lifestyle benefits, we are uniquely positioned to assist you in your search. Whether you're seeking a golf course view veranda, a spacious single-family residence, or an attached villa, our team provides personalized service to help you navigate the options in this esteemed bundled golf community. Trust Broker Brothers to guide you through finding your perfect property in Highland Woods, Bonita Springs, FL.

Newest Homes for Sale in Highland Woods, Bonita Springs, FL

26150 Summer Greens Dr, Bonita Springs
$949,000
3 Beds ⋅ 2 Baths ⋅ 226039412 MLS ⋅ Highland Woods BLDG.
Experience the quintessential Florida lifestyle in this beautifully updated St. Charles floor plan, perfectly situated within the prestigious Highland Woods Golf and Country Club. This home captures the essence of modern elegance, featuring an open-concept layout that flows seamlessly from one room to the next, accented by sophisticated trey ceilings that add depth and character to the living spaces. At the heart of the home, the kitchen has been thoughtfully reimagined with sleek quartz countertops and contemporary finishes—a theme that carries through to the fully updated bathrooms. Large sliders lead out to a private backyard oasis, where the southern exposure ensures the pool area is bathed in sunlight all day long. Whether you’re hosting a weekend gathering or enjoying a quiet morning coffee, this outdoor space offers a serene and secluded retreat. Living in Highland Woods means more than just a beautiful home; it’s about the vibrant community and world-class amenities. Residents enjoy access to a championship golf course, pickleball, tennis, a state-of-the-art fitness center, and a bustling clubhouse with formal, casual, and outside dining; along with a full social calendar. Beyond the gates, the location is unbeatable. You are just moments away the crystal blue waters of the Gulf, minutes away from the revitalized downtown Bonita Springs area, which has become a local hotspot for new boutique shopping, artisanal dining, and charming riverside parks. Walking distance to the Promenade of Bonita, which offers shopping, dining and entertainment. This property offers the perfect balance of a private sanctuary and proximity to the very best of Southwest Florida living.

26150 Summer Greens Dr, Bonita Springs
26367 Clarkston Dr, Bonita Springs
$895,000
2 Beds ⋅ 2 Baths ⋅ 226037919 MLS ⋅ Highland Woods BLDG.
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
9500 Highland Woods Blvd Unit 7107, Bonita Springs
$309,000
2 Beds ⋅ 2 Baths ⋅ 226037374 MLS ⋅ Highland Woods BLDG.
This is a wonderful opportunity to purchase this beautiful condominium in one of the most sought-after communities in Southwest Florida, Highland Woods Golf & Country Club. This two-bedroom, two-bath home, with granite countertop kitchen and baths, has easy access first-floor living with golf course and sunset views. Enjoy ample amenities consisting of an 18-hole professional golf course, seven community swimming pools, including a new resort pool and spa with the poolside Woods Cafe. Enjoy the driving range, putting and chipping greens, bocce courts, six pickleball courts and new tennis courts. It also has a modern staffed health club. There is also the ever-popular Grille Room with picturesque lakefront and golf-view patio dining. Just 19 miles from Southwest Florida International Airport, minutes from world-class dining and shopping, beaches and boating. Wonderful lifestyle is included.

9500 Highland Woods Blvd Unit 7107, Bonita Springs
26811 Clarkston Dr Unit 101, Bonita Springs
$445,000
2 Beds ⋅ 2 Baths ⋅ 226037426 MLS ⋅ Highland Woods BLDG.
If you’ve been looking for that perfect spot to lean into the Florida lifestyle, this Abbey model Veranda in Highland Woods is it. It’s rare to find a place that feels this fresh and well-cared-for, but from the moment you step inside, the natural light tells you everything you need to know—it’s bright, airy, and just feels like home. One of the biggest perks here is the peace of mind that comes with full impact glass windows and doors. But the real "wow" factor? The remodeled primary suite. The primary bathroom has been turned into a total spa retreat, featuring a massive walk-in shower with multiple shower heads. It’s the kind of upgrade you’ll appreciate every single morning. Practicality is covered, too, with plenty of storage and your own detached garage. When you’re ready to unwind, head out to the screened lanai. The views across the golf course are fantastic and provide a beautiful, lush backdrop for your morning coffee or a sunset drink. Living in Highland Woods means you’re moving into a premier bundled golf community where the amenities are truly top-tier. Golf enthusiasts will love the championship 18-hole course, which offers a challenging yet scenic experience right in your backyard. The heart of the community is the recently renovated clubhouse—a stunning, modern space where neighbors become friends. Whether you’re looking for a sophisticated evening at the fine dining room or a relaxed afternoon at the casual grill, the culinary options here are exceptional. The active lifestyle doesn't stop at the greens. You'll have access to a state-of-the-art fitness center, along with vibrant tennis, bocce, and pickleball courts for some friendly competition. With a packed social calendar full of events and gatherings, there is always something happening. Plus, you’re in a prime spot to enjoy the best of Bonita Springs—from the nearby Gulf beaches to the dining and shopping at Coconut Point and the Promenade. It’s not just a condo; it’s an invitation to a whole new way of living. Come see why life is just better at Highland Woods.

26811 Clarkston Dr Unit 101, Bonita Springs
9500 Highland Woods Blvd Unit 7101, Bonita Springs
$425,000
2 Beds ⋅ 2 Baths ⋅ 226033509 MLS ⋅ Highland Woods BLDG.
SUNSETS, GOLF VIEWS AND BEAUTIFULLY UPDATED THROUGHOUT! This stunning two-bedroom plus a den, two-bath END-UNIT in Highland Woods offers the perfect combination of style, location, and the highly sought-after bundled golf lifestyle. With this end-unit and its location, when you enter, you'll immediately feel the light, bright, and beautifully updated interior where the work has already been done for you. The renovated kitchen features quartz countertops, updated cabinetry, and finishes, creating a fresh, modern space perfect for everyday living and entertaining. Both bathrooms have also been thoughtfully remodeled. The guest bath features a new vanity and walk-in shower, while the spacious primary suite includes new dual-sink vanities and a beautifully updated walk-in shower. But the real showstopper may be outside. With its coveted WEST-FACING exposure, this home delivers spectacular Southwest Florida sunsets night after night. Relax on the lanai while overlooking the eighth green, with an additional side view of a beautiful lake - a special combination of golf, water, and sunset views that truly captures the Florida lifestyle! At Highland Woods Golf and Country Club, you're not simply buying a home—you're embracing an active, social Southwest Florida lifestyle. Your bundled golf membership provides access to the 18-hole golf course along with an impressive collection of amenities, including the resort-style pool and spa, outdoor Woods Café bar and restaurant, clubhouse dining, fitness center, tennis, pickleball, bocce, and a full calendar of social activities and events. And the location is hard to beat! Highland Woods is conveniently located near the Promenade at Bonita Bay, Coconut Point, dining, shopping, and entertainment, with the beautiful Gulf beaches just minutes away. Beautifully updated. End-unit privacy. Golf and lake views. Incredible sunsets. Bundled golf. This is Southwest Florida living at its best!

9500 Highland Woods Blvd Unit 7101, Bonita Springs
26370 Summer Greens Dr, Bonita Springs
$995,000
4 Beds ⋅ 3 Baths ⋅ 226036247 MLS ⋅ Highland Woods BLDG.
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
26751 Clarkston Dr Unit 205, Bonita Springs
$374,900
2 Beds ⋅ 2 Baths ⋅ 226035915 MLS ⋅ Highland Woods BLDG.
Welcome to the Carlton Veranda, a beautifully updated 2-bedroom, 2-bathroom residence that perfectly captures the relaxed, upscale lifestyle of Highland Woods. This isn't just a home; it’s your gateway to one of the most vibrant bundled golf communities in the area. Step inside to a bright, modern interior where the kitchen steals the show, featuring crisp white shaker cabinetry, elegant granite countertops, and sleek stainless steel appliances. The updates continue through both bathrooms, and the entire home offers total peace of mind with high-impact windows and doors throughout. A detached garage provides extra convenience and storage, while the screened veranda serves as the perfect spot to take in those lush, sweeping golf course views. The Highland Woods lifestyle has never been better, thanks to a massive recent transformation. You’ll have access to a brand-new resort-style pool, a cabana bar and restaurant for easy afternoons, and a top-tier fitness facility. Whether you’re hitting the resurfaced tennis courts, joining a pickleball match, or practicing on the expansive new putting green, there is always something to do. Location is everything here. You are perfectly positioned directly across from The Promenade at Bonita Springs, putting high-end dining, boutique shopping, and live music right at your doorstep. Plus, when you’re ready to explore further, the white sands of the Gulf of Mexico, the nightlife at Mercato, and the shops at Coconut Point are all just a quick drive away. This is Florida living, elevated.

26751 Clarkston Dr Unit 205, Bonita Springs
26394 Clarkston Dr, Bonita Springs
$639,000
3 Beds ⋅ 2 Baths ⋅ 226029927 MLS ⋅ Highland Woods BLDG.
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
9300 Highland Woods Blvd Unit 3305, Bonita Springs
$300,000
2 Beds ⋅ 2 Baths ⋅ 226030939 MLS ⋅ Highland Woods BLDG.
With vaulted ceilings, abundant natural light and an expansive screened lanai overlooking the 1st fairway, this home offers the perfect combination of comfort, views and the highly sought-after bundled golf lifestyle! LOOKING FOR RENTAL INCOME? This property offers an added advantage with renters already in place for October 2026 and February through April 2027, providing a new owner with built-in rental opportunities while still allowing the flexibility to enjoy the property personally during other times of the year. Inside, you'll find granite kitchen countertops, quartz bathroom surfaces and an open, airy floor plan ideal for both relaxing and entertaining. Step onto the spacious lanai to enjoy your morning coffee, evening cocktail or simply take in the peaceful golf course setting. A new A/C installed January 2026 adds even more value and peace of mind. At Highland Woods, you're not simply buying a home, you're embracing an active, social Southwest Florida lifestyle. Your bundled membership provides access to the 18-hole golf course along with an impressive array of amenities, including a resort-style pool, outdoor Woods Cafe bar and restaurant, tennis, pickleball, bocce, fitness facilities, clubhouse dining and an active calendar of golf, social and recreational events. Meet friends for a round of golf, spend the afternoon by the pool, enjoy dinner and drinks overlooking the 18th green, or take advantage of everything Highland Woods has to offer! The location is hard to beat! Highland Woods is just minutes from the white-sand beaches of the Gulf and close to The Promenade at Bonita Bay, Coconut Point, Mercato, restaurants, shopping. It's everything that makes Southwest Florida such a desirable destination!

9300 Highland Woods Blvd Unit 3305, Bonita Springs
26841 Clarkston Dr Unit 204, Bonita Springs
$375,000
2 Beds ⋅ 2 Baths ⋅ 226033772 MLS ⋅ Highland Woods 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
26190 Clarkston Dr Unit 104, Bonita Springs
$379,000
2 Beds ⋅ 2 Baths ⋅ 2026037852 MLS ⋅ Highland Woods BLDG.
Welcome to 26190 Clarkston Dr, Unit 104, a charming first-floor condo nestled within the gated Highland Woods Golf & Country Club in desirable Bonita Springs. Offering approximately 1,327 square feet, this well-maintained 2-bedroom, 2-bath residence provides a comfortable blend of space, natural light, and relaxed Florida living. From the moment you enter, the home feels bright and inviting, with an open-concept layout that connects the kitchen, dining area, and living room. The kitchen features white cabinetry, granite countertops, a breakfast bar, pantry storage, and a full appliance package, making it both functional and welcoming. The spacious dining and living areas provide plenty of room for entertaining or relaxing, while large windows and glass doors bring in an abundance of natural light. Step through to the screened lanai, a wonderful extension of the living space where you can enjoy outdoor dining, morning coffee, or an evening beverage while taking in the peaceful landscaped surroundings. The primary bedroom offers generous proportions, a ceiling fan, ample closet space, and an ensuite bath featuring a dual-sink vanity and walk-in shower. A second bedroom provides flexibility for guests, an office, or additional living space. The home also offers a dedicated office/den area, ideal for working from home or pursuing hobbies. Additional features include wood-style flooring in the main living areas, tile flooring in the kitchen and bathrooms, ceiling fans, abundant storage, and a bright, neutral interior. The screened entry and lanai provide comfortable indoor-outdoor living throughout the year. Enjoy the amenities and welcoming atmosphere of Highland Woods while being conveniently located near Bonita Springs' beautiful Gulf beaches, shopping, dining, entertainment, and everyday conveniences. This is an excellent opportunity to enjoy the relaxed Southwest Florida lifestyle in a desirable gated community.

26190 Clarkston Dr Unit 104, Bonita Springs
26490 Sunderland Dr Unit 1102, Bonita Springs
$405,000
2 Beds ⋅ 2 Baths ⋅ 226033334 MLS ⋅ Highland Woods 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
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