Highland Woods Homes with Sidewalk Amenities

Welcome to Highland Woods, a charming neighborhood nestled in the heart of Bonita Springs, Florida. This vibrant community is the perfect blend of tranquility and convenience, offering residents a serene escape while being just moments away from the bustling attractions of Southwest Florida.

Highland Woods is renowned for its picturesque streets lined with lush greenery and well-maintained sidewalks, making it an ideal place for morning jogs, leisurely strolls, or evening bike rides with family and friends. The neighborhood boasts a strong sense of community, where neighbors become friends and gatherings are a common occurrence. With a variety of amenities at your fingertips, including a beautiful clubhouse, resort-style pool, and tennis courts, Highland Woods truly exemplifies the Florida lifestyle.

The homes in Highland Woods are thoughtfully designed, featuring a range of architectural styles that cater to diverse tastes. Many properties come equipped with spacious layouts, modern finishes, and private outdoor spaces, perfect for enjoying the year-round sunshine. With sidewalks that encourage an active lifestyle, residents can easily connect with one another and explore the scenic surroundings.

Location is key in Highland Woods, as you’re just a short drive from Bonita Springs' pristine beaches, upscale shopping, and delectable dining options. Whether you’re looking to relax on the sandy shores or indulge in local cuisine, everything you need is within reach.

Discover the charm of Highland Woods, where community spirit meets the beauty of Florida living. Come home to a neighborhood that truly has it all!

Newest Highland Woods Homes with Sidewalk Amenities

$299,000

2 Beds ⋅ 2 Baths ⋅ 226026036 MLS ⋅ Heathermoor BLDG.

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

9300 Highland Woods BLVD Unit 3307, Bonita Springs

$485,000

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

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.

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

$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

$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

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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.