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Highland Woods Bonita Springs Florida Condos for Sale

Naples Florida Real Estate

Highland Woods Bonita Springs Real EstateHighland Woods Bonita Springs

Homes For Sale6$469K - $1.1M
Condos For Sale19$299K - $485K
Sold ( Past 6 Months )19$198K - $749K
Last updated at 5:14pm 10/11/2026

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$485,000
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St Andrews Verandas at Highland Woods

26160 Clarkston Dr 201, Bonita Springs, FL 34135

Condos - 1,661 ft² / 1,998 ft² - 1 Car Garage

2+Den / 2 Baths

Built 2000
St Andrews Verandas Highland Woods Bonita Springs Condos for Sale: Step into the quintessential Florida lifestyle with this beautifully appointed two bedroom two bathroom plus den Abbey Model Veranda. Perched on the second floor, this home is perfectly positioned to capture sweeping golf course vistas and those iconic golden sunrises that make mornings here so special. Inside, the space feels light and elevated, featuring airy vaulted ceilings accented by elegant crown molding. The kitchen is a chef’s delight with sleek granite countertops and updated appliances, while plantation shutters and enclosed lanais add a sophisticated, polished touch to the entire layout. Living in Highland Woods is about more than a beautiful interior; it’s about joining a vibrant, active community. This bundled golf destination is currently leveling up its amenities, with a resort-style pool, spa, cabana bar, and brand-new pickleball courts all nearing completion. Whether you’re hitting the links, enjoying a match on the lit bocce or tennis courts, or heading to the fitness center, the options for staying active are endless. When it’s time to unwind, choose between a casual bite in the grill room, an elegant meal in the formal dining room, or sunset drinks al-fresco. The location offers incredible convenience for everyday living. You’re just moments away from high-end shopping, local boutiques, and an array of dining options. The seasonal farmers market is a local favorite, and the pristine Gulf beaches are only three miles away. Complete with a detached one-car garage and storm shutters for added peace of mind, this Veranda offers the perfect blend of luxury and easy living. Don't miss the chance to secure your own slice of paradise in one of the area's most sought-after communities.



$479,000
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St Andrews Verandas at Highland Woods

26841 Clarkston Dr 101, Bonita Springs, FL 34135

Condos - 1,661 ft² / 1,998 ft² - 1 Car Garage

2+Den / 2 Baths

Built 1997
St Andrews Verandas Highland Woods Bonita Springs Condos for Sale: 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.



$435,000
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St Andrews Verandas at Highland Woods

26190 Clarkston Dr 203, Bonita Springs, FL 34135

Condos - 1,414 ft² / 1,576 ft² - 1 Car Garage

2+Den / 2 Baths

Built 1999
St Andrews Verandas Highland Woods Bonita Springs Condos for Sale: 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.



$425,000
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St Andrews Verandas at Highland Woods

26841 Clarkston Dr 105, Bonita Springs, FL 34135

Condos - 1,256 ft² / 1,633 ft² - 1 Car Garage

2 Bed / 2 Baths

Built 1997
St Andrews Verandas Highland Woods Bonita Springs Condos for Sale: Welcome to effortless Southwest Florida living at 26841 Clarkston Dr #105 in Bonita Springs. This beautifully maintained first-floor residence invites you in with a bright, open layout designed for comfort and ease. Natural light fills the main living area, creating a warm and welcoming space where relaxing and entertaining feel natural. The kitchen offers generous counter space and storage, making everyday living simple and enjoyable. The primary suite provides a peaceful retreat with a spacious layout and a well-appointed bath, while additional living space gives you flexibility for guests, a home office, or quiet downtime. Step outside to your private screened lanai and enjoy the calm surroundings—perfect for morning coffee or unwinding after a long day. Located in a well-kept community, you’ll enjoy convenient access to shopping, dining, and the beautiful Gulf beaches just a short drive away. This is the kind of property that fits your lifestyle, whether you’re here full-time or seasonally. If you’ve been waiting for the right opportunity in Bonita Springs, this is it. Schedule your private showing today and experience it for yourself.



$425,000
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Terrace Iv at Highland Woods NEW

9500 Highland Woods Blvd 7101, Bonita Springs, FL 34135

Condos - 1,423 ft² / 1,423 ft² - 1 Carport

2+Den / 2 Baths

Built 1998
Terrace Iv Highland Woods Bonita Springs Condos for Sale: 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!



$405,000
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St Andrews Verandas at Highland Woods

26490 Sunderland Dr 1102, Bonita Springs, FL 34135

Condos - 1,333 ft² / 1,576 ft² - 1 Car Garage

2 Bed / 2 Baths

Built 1996
St Andrews Verandas Highland Woods Bonita Springs Condos for Sale: 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.



$399,999
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Terrace Iii at Highland Woods

9450 Highland Woods Blvd 6203, Bonita Springs, FL 34135

Condos - 1,162 ft² / 1,232 ft² - 1 Carport

2 Bed / 2 Baths

Built 1997
Terrace Iii Highland Woods Bonita Springs Condos for Sale: Beautifully remodeled and tastefully turnkey furnished 2-bedroom, 2-bath second-floor condo with breathtaking western exposure, delivering spectacular Florida sunsets night after night. This exceptional residence also offers a strong proven rental history, making it an outstanding opportunity for both personal enjoyment and investment potential. Even better, the golf membership does not need to transfer with rentals, allowing owners to continue enjoying full golf and community privileges year-round while generating income. Step inside to discover a light, bright, coastal-inspired interior featuring luxury vinyl plank wood-look flooring throughout, an updated kitchen with granite countertops and stylish shaker cabinetry, and beautifully refreshed bathrooms with newer vanities, fixtures, and a remodeled walk-in shower in the primary suite. Additional upgrades include impact-resistant windows, newer air conditioning system, and a newer water heater, providing both comfort and peace of mind. This residence is located within one of Southwest Florida’s most desirable bundled golf communities, offering an incredible lifestyle centered around a championship 18-hole golf course and resort-style amenities. Residents enjoy a stunning new resort pool and spa, poolside cabana bar, beautifully renovated clubhouse and restaurant, active tennis and newly added pickleball courts, pro shop, fitness opportunities, and an incredibly social and welcoming atmosphere with exceptional dining and friendly staff. Perfectly positioned just minutes from Bonita Beach, world-class shopping, dining, entertainment, and every convenience imaginable, this condo truly captures the best of the Southwest Florida lifestyle. As an added bonus, the property already includes $18,000 in secured rental income for January, February, and March of 2027, offering immediate value and exceptional seasonal demand potential.



$399,000
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St Andrews Verandas at Highland Woods

26841 Clarkston Dr 202, Bonita Springs, FL 34135

Condos - 1,256 ft² / 1,256 ft² - 1 Car Garage

2 Bed / 2 Baths

Built 1997
St Andrews Verandas Highland Woods Bonita Springs Condos for Sale: Enjoy Resort-Style Living with IMMEDIATE GOLF ACCESS! Welcome to Highland Woods Golf & Country Club, one of Bonita Springs most sought after bundled golf communities. The beautifully furnished top-floor Carlton Veranda offers 2 bedrooms and 2 bathrooms with a split bedroom design and a detached garage - perfect as a full-time residence or seasonal retreat. Step onto your private balcony and take in sweeping views of the golf course, lighted fountain and lake views. Offered turnkey, this home is move-in ready and includes electric hurricane shutters for peace of mind. Highland Woods residents enjoy exceptional amenities, including a beautiful club house, 18-hole Gordon Lewis-designed championship golf course, resort-style pool and spa, state-of-the-art fitness center, newly resurfaced tennis courts, pickleball, bocce, multiple dining venues from casual to formal, plus an outdoor cabana bar and restaurant and an active social events calendar. Ideally located across from the Promenade of Bonita Bay and just minutes to Coconut Point Mall, this community also puts you within 5 miles of Bonita and Barefoot Beaches and 20 miles from RSW Airport. Experience the perfect blend of luxury, leisure, and convenience!



$395,000
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St Andrews Verandas at Highland Woods

26190 Clarkston Dr 104, Bonita Springs, FL 34135

Condos - 1,327 ft² / 1,327 ft² - 1 Car Garage

2 Bed / 2 Baths

Built 1999
St Andrews Verandas Highland Woods Bonita Springs Condos for Sale: 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.



$389,000
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St Andrews Verandas at Highland Woods

26931 Clarkston Dr 104, Bonita Springs, FL 34135

Condos - 1,414 ft² / 1,717 ft² - 1 Car Garage

2+Den / 2 Baths

Built 1996
St Andrews Verandas Highland Woods Bonita Springs Condos for Sale: 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.



$375,000
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St Andrews Verandas at Highland Woods

26841 Clarkston Dr 204, Bonita Springs, FL 34135

Condos - 1,327 ft² / 1,327 ft² - 1 Car Garage

2+Den / 2 Baths

Built 1997
St Andrews Verandas Highland Woods Bonita Springs Condos for Sale: 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.



$374,900
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St Andrews Verandas at Highland Woods NEW

26751 Clarkston Dr 205, Bonita Springs, FL 34135

Condos - 1,333 ft² / 1,576 ft² - 1 Car Garage

2 Bed / 2 Baths

Built 1998
St Andrews Verandas Highland Woods Bonita Springs Condos for Sale: 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.



$369,000
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St Andrews Verandas at Highland Woods

26991 Clarkston Dr 8202, Bonita Springs, FL 34135

Condos - 1,333 ft² / 1,556 ft² - 1 Car Garage

2 Bed / 2 Baths

Built 1996
St Andrews Verandas Highland Woods Bonita Springs Condos for Sale: 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.



$359,900
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Terrace I at Highland Woods

9350 Highland Woods Blvd 4308, Bonita Springs, FL 34135

Condos - 1,294 ft² / 1,294 ft² - 1 Carport

2+Den / 2 Baths

Built 1997
Terrace I Highland Woods Bonita Springs Condos for Sale: Experience the relaxed lifestyle of Highland Woods Golf & Country Club from this beautifully maintained third-floor condominium in one of Bonita Springs' most desirable bundled golf communities. This move-in-ready, unfurnished 2-bedroom PLUS den, 2-bath residence offers the perfect opportunity to make it your own while enjoying the best of Southwest Florida living. Filled with natural light, the open-concept floor plan creates a warm and inviting atmosphere. The kitchen features granite countertops, stainless steel appliances, ample cabinetry, and a functional layout that's perfect for everyday living or entertaining guests. Neutral paint, tile flooring throughout the main living areas, and carpet in the den create a clean and comfortable feel, while plantation shutters throughout the home add timeless style, privacy, and elegant coastal charm. Step onto the screened lanai and enjoy peaceful views of the beautifully landscaped grounds with partial views of the golf course—the perfect place to relax with your morning coffee or unwind at the end of the day. An oversized private storage unit just outside the front door provides plenty of room for golf clubs, bicycles, beach gear, and seasonal items. As a resident of Highland Woods Golf & Country Club, you'll enjoy an exceptional array of amenities, including bundled golf on the 18-hole championship course, resort-style pools and spa, tennis, pickleball, bocce, a state-of-the-art fitness center, and an active social calendar. Meet friends for lunch at the Woods Café, enjoy drinks at the cabana bar, or dine at the beautifully renovated clubhouse. Ideally located in the heart of Bonita Springs, you're just minutes from Bonita Beach and Barefoot Beach, as well as premier shopping, dining, and entertainment at The Promenade, Coconut Point, and Mercato. Southwest Florida International Airport is also conveniently nearby. Whether you're looking for a full-time residence, seasonal getaway, or investment opportunity, this well-maintained condominium offers exceptional value, outstanding amenities, and the resort-style lifestyle that makes Highland Woods Golf & Country Club one of Southwest Florida's most sought-after communities.



$350,000
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Terrace I at Highland Woods

9350 Highland Woods Blvd 4401, Bonita Springs, FL 34135

Condos - 1,162 ft² / 1,162 ft² - 1 Carport

2 Bed / 2 Baths

Built 1997
Terrace I Highland Woods Bonita Springs Condos for Sale: One or more photo(s) has been virtually staged, AI generated or rendered. Imagine ending your day with a glass of wine in hand, watching the sun melt into the golf course right from your own living room. That’s everyday life in this top-floor, end-unit condo in Highland Woods Golf and Country Club, a bundled golf community. This 2-bedroom, 2-bath condo has been thoughtfully updated so you can move right in and start enjoying it, and is being offered turnkey. The kitchen feels fresh and inviting with shaker cabinets, granite countertops, and stainless steel appliances. Perfect whether you're hosting friends or just making a quiet dinner at home. The bathrooms have been upgraded, and the tile flooring and neutral paint throughout give the entire space a clean, modern feel. The newer AC and No-See-em screens offer additional piece of mind. Being a top-floor end unit means more light, more privacy, and some of the best views in the community. You’ll love the peaceful golf course backdrop and those stunning Southwest Florida sunsets that never get old! Plus, there’s an oversized private storage unit right outside your door, something you don’t always find. Life at Highland Woods is about more than just the condo, it’s about how you live. Spend your mornings on the 18-hole golf course, afternoons by the resort-style pool, or stay active with tennis, pickleball, bocce, and a full fitness center. When it’s time to unwind, grab a drink at the Woods Cafe cabana bar or enjoy dinner with friends, whether casual or a little more elevated. And the location makes everything easy. You’re just minutes from the Bonita and Barefoot Beaches, close to everyday conveniences at The Promenade, and a short drive to Coconut Point Mall, Mercato, and Southwest Florida International Airport. Whether you're looking for a seasonal escape or a full-time home, this is the kind of place where life feels a little lighter, a little easier, and a lot more enjoyable. Come see it for yourself, you’ll understand the moment you walk in!



$349,900
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Terrace Iv at Highland Woods

9500 Highland Woods Blvd 105, Bonita Springs, FL 34135

Condos - 1,130 ft² / 1,130 ft² - 1 Carport

2 Bed / 2 Baths

Built 1998
Terrace Iv Highland Woods Bonita Springs Condos for Sale: Life feels a little different when your backyard is a beautifully manicured golf course and every evening ends with a spectacular Southwest Florida sunset. Nestled within Highland Woods Golf & Country Club, this thoughtfully updated condo blends modern style, comfortable living, and the resort-inspired lifestyle that makes Bonita Springs such a sought-after destination. From the moment you step inside, you'll appreciate the thoughtful updates throughout. The stunning kitchen is the heart of the home, featuring white shaker cabinetry, quartz countertops, stainless steel appliances, and a built-in wine fridge, perfect for entertaining friends or enjoying a quiet evening at home. Contemporary dark tile flooring flows throughout the residence, while the updated bathrooms showcase designer-inspired vanities, stylish lighting, and timeless subway tile showers. The lanai is where this home truly shines. Overlooking the golf course, it's the perfect place to relax, watch the sunset paint the sky, and enjoy Florida's year-round outdoor living! Living in Highland Woods means enjoying one of Bonita Springs' most desirable bundled golf communities. In addition, the resort-style pool and spa, outdoor Woods Cafe cabana bar, state-of-the-art fitness center, pickleball, tennis, bocce, multiple dining venues, and a vibrant social calendar filled with activities and events await its new owners. Location is everything, and this home delivers! You're just minutes from Bonita Beach and Barefoot Beach, Coconut Point Mall, Mercato, fine dining, shopping, entertainment, and Southwest Florida International Airport. Everyday conveniences including grocery stores, banking, restaurants, and a seasonal farmers market are all just moments away. Whether you're searching for a seasonal retreat, an investment property, or your full-time Florida home, this condo offers the lifestyle, amenities, and location that make Southwest Florida one of the most sought-after destinations in the country.



$330,000
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Terrace I at Highland Woods

9350 Highland Woods Blvd 4405, Bonita Springs, FL 34135

Condos - 1,162 ft² / 1,162 ft² - 1 Carport

2 Bed / 2 Baths

Built 1997
Terrace I Highland Woods Bonita Springs Condos for Sale: Welcome to the Southwest Florida lifestyle you’ve been dreaming about! Perfectly positioned on the fourth floor in the highly sought-after Highland Woods Golf & Country Club community, this beautiful condo offers some of the most spectacular views you’ll find — overlooking five different golf holes, sparkling lakes, and unforgettable sunsets that turn every evening into something special. Imagine starting your mornings with a cup of coffee as the sun fills your home with natural light and golfers make their way along the perfectly manicured fairways. From sunrise to sunset, this bright and inviting space captures everything people love about Florida living. Inside, you’ll find a thoughtfully designed home that blends comfort and convenience. The kitchen features granite countertops, stainless steel appliances, and a charming eat-in area surrounded by peaceful golf course views. The open living space is ideal for relaxing or entertaining, and the dining area offers a custom built-in Murphy bed — a smart addition that creates extra sleeping space for visiting family and friends while maintaining the elegance and functionality of the room. Beyond your front door, Highland Woods offers the resort-style lifestyle buyers are searching for. Enjoy an 18-hole championship golf course, state-of-the-art fitness center, tennis, pickleball, bocce, multiple dining venues, and a vibrant social calendar filled with activities and events. Spend your afternoons relaxing by the newly added resort-style pool and spa, meeting friends at the cabana bar, or enjoying dinner at the clubhouse. One of the best parts of Highland Woods is the unbeatable Bonita Springs location. You’re just minutes from everyday conveniences including grocery stores, restaurants, shopping, and a seasonal farmers market — plus only 3 miles from the beautiful Gulf beaches. With Coconut Point, Mercato, Naples, and RSW International Airport all nearby, everything you love about Southwest Florida is within easy reach. This is more than a condo, it’s your opportunity to enjoy golf, sunsets, friendships, and the carefree Florida lifestyle you’ve been waiting for. Your Piece of Paradise is ready!



$300,000
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Heathermoor at Highland Woods

9300 Highland Woods Blvd 3305, Bonita Springs, FL 34135

Condos - 1,042 ft² / 1,042 ft² - 1 Carport

2 Bed / 2 Baths

Built 1996
Heathermoor Highland Woods Bonita Springs Condos for Sale: 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!



$299,000
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Heathermoor at Highland Woods

9300 Highland Woods Blvd 3307, Bonita Springs, FL 34135

Condos - 1,042 ft² / 1,042 ft² - 1 Carport

2 Bed / 2 Baths

Built 1996
Heathermoor Highland Woods Bonita Springs Condos for Sale: 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!



$398,900
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St Andrews Verandas at Highland Woods

26290 Sunderland Dr 6104, Bonita Springs, FL 34135

Condos - 1,414 ft² / 1,717 ft² - 1 Car Garage

2+Den / 2 Baths

Built 1996
St Andrews Verandas Highland Woods Bonita Springs Condos Under Contract: Welcome to your slice of paradise in the highly sought-after gated and bundled golf community of Highland Woods Golf & Country Club in Bonita Springs, FL. This beautifully updated first-floor condo offers a perfect blend of comfort, style, and resort-style living. Featuring tile flooring throughout, an updated kitchen with granite countertops, and renovated bathrooms, this veranda condo is move-in ready and designed for easy Florida living. Step out onto the screened lanai and take in the breathtaking views of the golf course, where lush fairways and serene landscapes create the perfect backdrop for your morning coffee or evening glass of wine. The detached one-car garage provides convenience and extra storage, while the condo’s prime location within the community ensures easy access to all the fantastic amenities Highland Woods has to offer. The recently renovated amenity center is truly exceptional — featuring a resort-style pool, tiki bar and grille, state-of-the-art fitness center, and clubhouse with panoramic views overlooking the finishing holes of the golf course. Enjoy casual or fine dining, unwind at the bar, or take advantage of the aqua driving range to perfect your swing. Additional amenities include tennis and pickleball courts, bocce courts, and a fully attended fitness center, ensuring there’s always something to do for everyone. Highland Woods offers an active, social lifestyle just minutes from world-class dining, shopping, and the white-sand beaches of Bonita Springs and Naples. Watch unforgettable sunsets along the Gulf, then return home to the comfort and charm of your private retreat. Whether you’re looking for a seasonal getaway or a year-round residence, this condo offers the perfect balance of luxury, leisure, and location.



$500,000
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St Andrews Verandas at Highland Woods

26190 Clarkston Dr 206, Bonita Springs, FL 34135

Condos - 1,556 ft² / 1,556 ft² - 1 Car Garage

2 Bed / 2 Baths

Built 1999
St Andrews Verandas Highland Woods Bonita Springs Condos Under Contract: This beautifully updated Abbey end-unit Veranda in Highland Woods Golf & Country Club is ready to welcome you home! If you’ve been dreaming of a Southwest Florida lifestyle where bundled golf, sunshine, resort-style amenities and beautiful beaches are all part of everyday life, look no further. Designed for effortless Florida living, this spacious home offers two enclosed lanais that feature sliding glass panels, allowing you to open the interior sliders and create an expansive indoor-outdoor living space. A sparkling pond and golf course views create the perfect backdrop for morning coffee, afternoon cocktails or simply relaxing while watching the action around the 4th and 5th holes. Inside, thoughtful updates and a warm, inviting design make this home ideal for both seasonal escapes and year-round living. The spacious primary suite offers an updated bathroom with a walk-in shower and double sink vanity. And the kitchen is light and bright with new quart countertops and upgraded cabinets! But the real luxury is the Highland Woods lifestyle. This gated, bundled-golf community offers the opportunity to enjoy the best of Southwest Florida without ever leaving your neighborhood. Start your morning with a round on the 18-hole golf course, meet friends for pickleball, tennis or bocce, work out in the fitness center, then spend the afternoon relaxing at the resort-style pool before enjoying dinner and drinks at the outdoor Woods Cafe cabana bar or clubhouse. Residents also enjoy six pickleball courts, a new Golf Shop, indoor and outdoor dining, an active social calendar and a welcoming country club atmosphere. And when you’re ready to venture out, the location is hard to beat. Highland Woods is directly across from The Promenade at Bonita Bay, putting dining, shopping and entertainment just minutes away, while Bonita Beach and Barefoot Beach are only a short drive from home. Whether you’re searching for a winter retreat, full-time Florida residence or the perfect place to enjoy golf and an active country club lifestyle, this home offers the opportunity to live the Southwest Florida lifestyle you’ve been waiting for.



$749,000
Sold Price:
$725,000
Sold Date:
09/14/2026
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Highland Woods Villas at Highland Woods

26036 Clarkston Dr, Bonita Springs, FL 34135

Condos - 1,496 ft² / 1,981 ft² - 2 Car Garage

2+Den / 2 Baths / Pool

Built 1998
Highland Woods Villas Highland Woods Bonita Springs Condos: Imagine waking up in your completely renovated Florida home, enjoying coffee by your private saltwater pool, then heading out for a round of golf, pickleball with friends, or lunch at the Club, all just steps from your door. This stunning 2-bedroom + den pool home in highly sought-after Highland Woods Golf & Country Club. Designed for effortless Florida living and offered furnished, this home has been extensively renovated with a fresh, sophisticated coastal feel. The completely redesigned 2024 kitchen is the heart of the home, featuring high-end quartz countertops, beautiful cabinetry and upgraded appliances including an induction range with air-fryer oven, drawer microwave and upgraded dishwasher. Porcelain tile flows throughout the main living areas, bedrooms and baths, while the den features real wood flooring. Both bathrooms have been beautifully remodeled, and plantation shutters, updated lighting and fixtures add to the home's polished feel. Open the doors and step into your own private outdoor retreat. The resurfaced saltwater pool with solar heat, new pool deck and new no-see-um screened enclosure create the perfect setting for sunny afternoons, evening cocktails and entertaining friends. New pool equipment, landscaping and landscape lighting complete the space. Major improvements provide added peace of mind, including a 2021 roof, 2024 A/C and water heater and 2024 electric storm shutters. And then there’s the lifestyle. Highland Woods offers 18 holes of golf, pickleball, Har Tru tennis courts, bocce, fitness center, resort-style and lap pool, hot tub, outdoor bar and restaurant Woods Cafe! Located just minutes from Gulf beaches, dining, shopping, entertainment and RSW International Airport, this is more than a beautifully renovated home, it’s an opportunity to step right into the Southwest Florida lifestyle you've been waiting for.



$525,000
Sold Price:
$500,000
Sold Date:
04/27/2026
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St Andrews Verandas at Highland Woods

26370 Sunderland Dr 4202, Bonita Springs, FL 34135

Condos - 1,414 ft² / 1,717 ft² - 1 Car Garage

2+Den / 2 Baths

Built 1996
St Andrews Verandas Highland Woods Bonita Springs Condos: Discover an exquisite second-floor Barrington veranda located in the prestigious Highland Woods Golf and Country Club. This stunning home features two bedrooms, two bathrooms, and a versatile den, all beautifully revamped within the last two years to offer an unparalleled blend of comfort and elegance. The property boasts tastefully tiled lanais, providing an ideal space for relaxation and social gatherings, while the sophisticated Luxury Vinyl Plank flooring runs seamlessly throughout the home to enhance its modern appeal. The kitchen is a culinary enthusiast’s dream, equipped with quartz countertops and 42-inch shaker-style wood cabinetry, perfect for both everyday cooking and entertaining guests. Both the guest and master bathrooms have been elegantly updated with quartz countertops and sleek glass shower enclosures, creating a spa-like ambiance. To complement its luxurious interior, the home includes contemporary upgrades such as new fixtures, refined lighting with added can lights, and a storm shade on the rear lanai for enhanced comfort and protection. Situated in a community celebrated for its exceptional amenities, Highland Woods offers an 18-hole golf course, bocce and tennis courts, multiple community pools, and a state-of-the-art fitness center. The newly completed resort-style pool and spa, along with a cabana bar, restaurant, and pickleball courts, further enrich the community’s allure. Conveniently located just minutes from the Promenade of Bonita Springs, the residence provides easy access to a variety of dining, shopping, and entertainment options. Plus, the pristine beaches of the Gulf of Mexico are a mere 4 miles away, presenting the perfect combination of luxury, convenience, and prime location. Don’t miss this incredible opportunity to own your piece of paradise!



$475,000
Sold Price:
$460,000
Sold Date:
04/30/2026
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St Andrews Verandas at Highland Woods

26961 Clarkston Dr 9108, Bonita Springs, FL 34135

Condos - 1,661 ft² / 1,661 ft² - 1 Car Garage

2+Den / 2 Baths

Built 1996
St Andrews Verandas Highland Woods Bonita Springs Condos: If you’ve been dreaming about a place in Southwest Florida that feels like a true escape, this beautifully updated Abbey end unit in Highland Woods Golf & Country Club might be the one. From the moment you walk in, the home feels inviting with every detail being cared for and thoughtfully designed. The gorgeous tile flooring flows effortlessly from the front Veranda lanai, through the entire home, and out to the back lanai gives the whole space a clean and cohesive look. Talk about a spectacular view, this home looks over of the waters of the sparkling pond while watching your friends and neighbors on the prestigious green on Hole 8. For additional piece of mind, the AC and hot water heater were replaced in 2023. The primary suite feels like your own personal sanctuary. The walk-in shower and soaking tub that practically invites you to slow down and relax. Plantation shutters, a brand-new privacy screen and electric hurricane shutter on the back lanai offers both style and peace of mind. And then there’s the Highland Woods lifestyle, truly one of the biggest perks of living here! This gated bundled golf community is located right across from The Promenade in Bonita Springs, so you’re just minutes from great restaurants, shopping, and entertainment. Bonita Beach and Barefoot Beach are a quick drive away when you’re ready for sunsets and sandy toes. The community itself feels like a resort. You’ll enjoy a brand-new Golf Shop, six pickleball courts, a resort-style pool with a Cabana Bar, a beautiful clubhouse with indoor and outdoor dining, a Gordon Lewis–designed golf course, bocce, tennis, a fitness center, and so much more. If you’re looking for a home that feels luxurious but still warm and comfortable in a community that makes every day feel like vacation, this one truly stands out.




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