Highland Woods Homes with Pool Amenities

Welcome to Highland Woods, a hidden gem nestled in the heart of Bonita Springs, Florida. This vibrant neighborhood invites you to experience the perfect blend of luxury, comfort, and community spirit. With its lush landscaping and serene atmosphere, Highland Woods offers a tranquil escape while still being conveniently close to the bustling attractions of Southwest Florida.

One of the standout features of Highland Woods is its stunning homes, many of which come complete with inviting pool amenities. Imagine stepping into your backyard oasis, where you can unwind by your private pool, bask in the warm Florida sun, and enjoy alfresco dining with family and friends. These homes are designed for both relaxation and entertainment, making them ideal for those who love to host gatherings or simply enjoy a peaceful day by the water.

The neighborhood itself is rich in amenities, including a community clubhouse, fitness center, and tennis courts, ensuring that residents have ample opportunities for recreation and socialization. Highland Woods is also conveniently located near Bonita Springs’ stunning beaches, shopping centers, and dining options, making it easy to enjoy all the best that the area has to offer.

Whether you’re seeking a seasonal retreat or a permanent residence, Highland Woods promises a lifestyle of leisure and luxury. Discover the charm of this exceptional community and find your dream home with a pool in Highland Woods today!

Newest Highland Woods Homes with Pool Amenities

$485,000

2 Beds ⋅ 2 Baths ⋅ 226027309 MLS ⋅ St Andrews Verandas BLDG.

Step into the quintessential Florida lifestyle with this beautifully appointed 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.

26160 Clarkston DR Unit 201, Bonita Springs

$330,000

2 Beds ⋅ 2 Baths ⋅ 226025602 MLS ⋅ Terrace I BLDG.

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!

9350 Highland Woods BLVD Unit 4405, Bonita Springs

$259,500

2 Beds ⋅ 2 Baths ⋅ 226022421 MLS ⋅ Heathermoor BLDG.

Welcome to the easy, carefree Florida lifestyle you've been dreaming about! This entire condo has been freshly painted with a creamy neutral Dove White, including trim, ceilings, doors and closets! This creates a bright, refreshed interior that feels welcoming, well cared for, and ready for its next owner! Perfectly positioned along the first fairway in Highland Woods Golf & Country Club, this charming 2-bedroom, 2-bath condo offers beautiful golf course views, a welcoming atmosphere, and the opportunity to enjoy resort-style living every day. Picture yourself starting the morning on the lanai with a cup of coffee as golfers make their way down the fairway, then spending the afternoon by the resort-style pool or enjoying a round of golf just steps from your door. Inside, you'll find a bright and comfortable living space featuring granite countertops, laminate flooring, electric storm shutters and a new water heater. Highland Woods is one of Bonita Springs' most sought-after bundled golf communities, offering an exceptional combination of value, amenities, and location. Residents enjoy a state-of-the-art fitness center, tennis, pickleball, bocce, multiple dining venues, and a vibrant social calendar filled with activities and events. The recently renovated clubhouse amenities, resort-style pool and spa, and popular Woods Cafe cabana bar create the perfect setting for relaxing, socializing, and making new friends. Beyond the gates, convenience is everywhere. Grocery stores, restaurants, banking, and a seasonal farmers market are within walking distance, while Bonita and Barefoot Beaches are just minutes away. Coconut Point, Mercato, and Southwest Florida International Airport are all easily accessible. Whether you're searching for a warm winter escape or your own year-round Piece of Paradise, this Highland Woods condo offers the lifestyle, location, and amenities that make Southwest Florida living so special.

9300 Highland Woods BLVD Unit 3206, Bonita Springs

$359,900

2 Beds ⋅ 2 Baths ⋅ 2026029004 MLS ⋅ Terrace I BLDG.

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.

9350 Highland Woods BLVD Unit 4308, Bonita Springs

$349,900

2 Beds ⋅ 2 Baths ⋅ 226022422 MLS ⋅ Terrace Iv BLDG.

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.

9500 Highland Woods BLVD Unit 105, Bonita Springs

$350,000

2 Beds ⋅ 2 Baths ⋅ 226016870 MLS ⋅ Terrace I BLDG.

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!

9350 Highland Woods BLVD Unit 4401, Bonita Springs

$399,000

2 Beds ⋅ 2 Baths ⋅ 226018486 MLS ⋅ St Andrews Verandas BLDG.

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!

26841 Clarkston DR Unit 202, Bonita Springs

$295,000

2 Beds ⋅ 2 Baths ⋅ 226018233 MLS ⋅ Terrace Iv BLDG.

This is a wonderful opportunity to purchase a condominium in one of the most sought-after gated bundled golf communities in Southwest Florida, Highland Woods Golf and Country Club. This beautiful two-bedroom, two-bath condominium with easy access first-floor living has sunset and golf course views and is in short distance to the immense amenities consisting of seven community pools, including a new resort pool and spa and the Poolside Woods Cafe; an 18-hole championship golf course with a driving range, putting and chipping greens, and full golf membership included for two, and new pickleball courts, tennis and bocce courts and a modern 24 hour health club, with ample guest parking. There is also the ever-popular Grille Room with beautiful patio dining looking over the 18th green and fairway. Just 19 miles from Southwest Florida International Airport, minutes from world-class dining and shopping, as well as Gulf Coast beaches for bathing, fishing and boating. Enjoy your morning coffee and an evening cocktail on your beautiful lanai. You will love the lifestyle. A New Air Conditioning Unit was recently installed March 2026.

9500 Highland Woods BLVD Unit 7107, Bonita Springs

$425,000

2 Beds ⋅ 2 Baths ⋅ 226015149 MLS ⋅ St Andrews Verandas BLDG.

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.

26841 Clarkston DR Unit 105, Bonita Springs

$419,000

2 Beds ⋅ 2 Baths ⋅ 225076297 MLS ⋅ St Andrews Verandas BLDG.

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.

26290 Sunderland DR Unit 6104, Bonita Springs

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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.