Highland Woods Real Estate, Homes, Condos for Sale in Bonita Springs, FL

Welcome to a true masterpiece of style and modern sophistication, tucked away in the highly sought-after Highland Woods Golf and Country Club. From the moment you arrive, the custom lighting and newly paved driveway with elegant stone borders signal that every detail here has been meticulously curated. Step inside to find a completely transformed interior where engineered wood flooring flows seamlessly underfoot. The kitchen is a chef’s delight, boasting custom cabinetry, gleaming granite countertops, and premium stainless steel appliances. For those who love to host, the open den features a thoughtfully designed custom bar, complete with a wine fridge and beverage cooler. The primary suite serves as a private retreat, featuring a beautifully remodeled bathroom and elegant Hunter Douglas blinds. Beyond the aesthetics, this home offers total peace of mind with new hurricane-protected windows and sliding doors, along with a recently replaced roof, AC, and water heater. The living space extends effortlessly to an expansive lanai, where a heated pool and spa overlook breathtaking views of the golf course and lake—the ultimate backdrop for morning coffee or evening relaxation. Life in Highland Woods is all about the experience. The community centers around a renowned Gordon Lewis-designed golf course and features a brand-new pro shop, six pickleball courts, a state-of-the-art fitness center, and a resort-style pool with a chic cabana bar. The grand clubhouse offers everything from casual grill room bites to elegant formal dining. When you’re ready to explore, you are just moments from the upscale shopping and dining at The Promenade at Bonita Springs. Plus, the pristine sands of Bonita Beach and Barefoot Beach are just a quick drive away. This is more than just a home; it’s a gateway to the very best of the Florida lifestyle.

26481 Summer Greens DR, Bonita Springs

Courtesy of Compass Florida LLC. 804-614-5667

$715,000

3 Beds ⋅ 2 Baths ⋅ 226002052 MLS

Welcome to Highland Woods Golf and Country Club. This impressive Cheshire villa is pristine. Totally renovated from top to bottom. Kitchen has quartz countertops, stainless steel appliances and beautiful built in cabinetry. Luxury vinyl flooring throughout the living area. Both baths have been updated as well. The split floor plan ensures ample space and privacy for family and guests. All windows and sliders are hurricane impact rated and are treated on the inside with plantation shutters. The roof is less than four years old and the air conditioning unit was replaced in November 2025. The spacious lanai with its picture window screening makes for great entertaining space. Highland Woods is an amenity rich community with a resort style pool, golf, tennis, pickleball, bocce, two restaurants and fitness center. If an active lifestyle is something you want this is the place for you.

26065 Clarkston DR, Bonita Springs

Courtesy of Premiere Plus Realty Company.

Selling Office: Premiere Plus Realty Company.

$1,065,000

3 Beds ⋅ 3 Baths ⋅ 226000427 MLS

This stunning, remodeled Pinehurst model home in the coveted Highland Woods Golf and Country Club is truly one of a kind. Featuring three spacious bedrooms and three full bathrooms, this residence has been thoughtfully designed with an open-concept layout that’s perfect for entertaining and free of wasted space. Every detail exudes quality and charm, from the high-impact windows and doors to the custom woodwork, crown moldings, plantation shutters, and custom closet systems. The outdoor space is a showstopper—a sprawling area with a covered lanai, paver patio, and a picture-window lanai cage that perfectly frames the breathtaking golf course views. Plus, with a new A/C, water heater, and pool heater all replaced in the past three years, this home is as functional as it is beautiful. Highland Woods isn’t just a community—it’s a lifestyle. At the heart of it all is the renowned Gordon Lewis-designed golf course, complemented by a newly completed pro shop, six pickleball courts, a resort-style pool with a chic cabana bar, and a state-of-the-art fitness center. The grand clubhouse offers dining options to suit every mood, from a casual grill room to elegant formal dining and picturesque al fresco spots where you can soak in Florida’s sunshine. For recreation, enjoy bocce, tennis, or simply relax in the lush, manicured surroundings. Beyond the gates, you’re just moments from The Promenade in Bonita, a vibrant hub for upscale shopping, dining, and entertainment. And when it’s time to hit the sand, the pristine shores of Bonita Beach and Barefoot Beach are just a short drive away, offering warm Gulf waters and those postcard-perfect sunsets this area is famous for. This home is the ultimate blend of luxury, leisure, and location. Your dream lifestyle awaits!

26421 Summer Greens DR, Bonita Springs

Courtesy of Compass Florida LLC.

Selling Office: DomainRealty.com LLC.

$925,000

4 Beds ⋅ 3 Baths ⋅ 225070829 MLS

Welcome to this magnificent single-family home located in the exclusive, gated, bundled golf community of Highland Woods. Rarely on the market, this property offers a 3-car garage and picturesque lake views. It comprises 4 generously sized bedrooms and 3 full bathrooms. The home’s interior features soaring vaulted ceilings, and is equipped with impact windows and storm shutters for added security. Enjoy sweeping sunset views from the comfort of your home. Recent updates include a newly installed roof in 2024 and a modernized kitchen, enhancing its many standout features. Highland Woods is celebrated for its outstanding amenities, including an 18-hole championship golf course, three bocce courts, four tennis courts, a large community pool complete with a cabana bar and restaurant, a cutting-edge fitness center, and a stunning clubhouse featuring dining and grill rooms. Situated in the vibrant heart of sunny Southwest Florida, this home is conveniently located near the Promenade of Bonita Springs, Coconut Point Mall, the Shops at Mercato, and the stunning Gulf of Mexico, just four miles away. This property promises a relaxed, luxurious lifestyle in a prime setting. Don’t miss the opportunity to make this exceptional home yours—schedule a viewing today and experience the unparalleled offerings of Highland Woods.

26470 Summer Greens DR, Bonita Springs

Courtesy of Compass Florida LLC.

Selling Office: Compass Florida LLC.

$225,000

2 Beds ⋅ 2 Baths ⋅ 225057000 MLS ⋅ Highland Woods BLDG.

TURNKEY FIRST FLOOR CONDO WITH GOLF COURSE VIEWS & NEW LUXURY VINYL PLANK FLOORING – SELLER IS MOTIVATED!! Discover the perfect blend of comfort and convenience in this meticulously maintained first-floor condo located in Highland Woods. With an included golf membership and stunning views of the first fairway, this turnkey home is move-in ready, featuring granite countertops, stainless steel appliances, and refaced cabinetry in both the kitchen and bathrooms. The property also includes a less than 2 year old furnace and ac unit. Residents can enjoy 18 holes of championship golf, three bocce courts, four tennis courts, a BRAND-NEW RESORT STYLE POOL AND CAFE, and a state-of-the-art fitness center. The newly renovated clubhouse features dining and a new grill room, while the outdoor patio with fire pits is perfect for socializing. Whether you’re dining al fresco, playing pickleball, or relaxing by the pool, Highland Woods ensures there’s always something to do. Centrally located in Bonita Springs, Highland Woods provides easy access to the best of Southwest Florida. With RSW Airport only 20 minutes away, this condo offers unparalleled convenience in an unbeatable location. Don’t miss the chance to call this stunning home your own and enjoy the ultimate Florida lifestyle! **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.** Photos in this listing have been virtually rendered.

9300 Highland Woods BLVD Unit 3105, Bonita Springs

Courtesy of EXP Realty LLC.

Selling Office: Coldwell Banker Realty.

$970,000

3 Beds ⋅ 2 Baths ⋅ 225031900 MLS

This beautifully renovated St. Charles floor plan home in the Highland Woods Golf and Country Club offers an exquisite blend of luxury and convenience. Featuring tile "wood-like" floors throughout, the home boasts a remodeled kitchen complete with new white shaker cabinetry, quartzite countertops, convection cooktop, wall oven, and a large 10 ft island with seating for six. The bathrooms have also been updated with new vanities with under mount lighting, stunning countertops, and walk-in showers with custom tile and French drains. Plantation shutters and all-new fixtures and fans add a modern touch to the space. Enjoy a fantastic unobstructed golf course view with western exposure, and lush landscaping that provides privacy from neighbors. This home, practically like new, is nestled within the exceptional bundled golf community of Highland Woods. Residents have the privilege of accessing eighteen holes of championship golf, three bocce courts, three tennis courts, and six pickleball courts. The community also features a new large resort-style pool with a cabana bar and restaurant, a state-of-the-art fitness center, and a stunning clubhouse with dining and grill rooms, along with al fresco outdoor dining options. Located in prime southwest Florida, this home offers convenient access to a wealth of amenities and attractions. The Promenade of Bonita Springs is just across the street, while Coconut Point Mall and the Shops at Mercato are a short drive away. Additionally, the pristine shores of the Gulf of Mexico are only four miles from your doorstep. Experience the ultimate Florida lifestyle in this gorgeous home, where comfort, convenience, and community come together seamlessly.

26280 Summer Greens DR, Bonita Springs

Courtesy of Compass Florida LLC.

Selling Office: Compass Florida LLC.

$1,025,000

3 Beds ⋅ 3 Baths ⋅ 225024228 MLS

Welcome to this beautifully updated Trenton floor plan nestled in the picturesque bundled golf neighborhood of Highland Woods. This three-bedroom, three-bathroom home boasts a recently renovated kitchen with new cabinets, granite countertops, a glass tile backsplash, and new appliances. The bathrooms have been upgraded with new vanities, fixtures, retiled showers, and glass enclosure. Bedrooms feature new flooring, complemented by plantation shutters and crown moldings throughout. The two-car garage has been outfitted with added storage, a workbench, and an epoxy-coated floor. The oversized lanai offers wonderful golf course views and western exposure for stunning Florida sunsets. Additional enhancements include a new pool heater, a new A/C system, a recently replaced roof (2019), high-impact windows and doors, a new paver driveway, and a fresh coat of paint applied in 2022. This home is truly move-in ready. Highland Woods has recently undergone a major renovation, making the community a top-tier package. Enjoy a variety of amenities, including an 18-hole golf course designed by Gordon Lewis, a new resort-style pool and spa with a cabana bar and restaurant, as well as Har-Tru tennis and pickleball courts. Experience alfresco dining, unwind in the grill room, or enjoy an elegant evening in the formal dining room. This ideally located home offers proximity to high-end dining and shopping at Coconut Point, Mercato of Naples, and The Promenade of Bonita Springs. The pristine beaches of Barefoot, Vanderbilt, and Bonita are just a few miles away, and RSW Airport is easily accessible. Blending lifestyle, convenience, and relaxation in a vibrant community, this home captures the essence of Southwest Florida living. With its exceptional upgrades, prime location, and outstanding amenities, it promises a fantastic living experience. Don’t miss the opportunity to make this gem your own and enjoy all that this wonderful area has to offer

26380 Summer Greens DR, Bonita Springs

Courtesy of Compass Florida LLC.

Selling Office: Premiere Plus Realty Company.

$1,090,750

4 Beds ⋅ 3 Baths ⋅ 225016200 MLS

Welcome to this stunning modified York floorplan single-family home, nestled within the spectacular bundled golf community of Highland Woods Golf & Country Club. This expansive residence boasts four bedrooms, three full bathrooms, and a versatile den space. Designed with a modified open concept, the home offers unobstructed views from the front door through to the main living space and out to the exquisite outdoor area, featuring a newly paved lanai and a renovated pool. The pool enhancements include new gunite, a modern tile pool surround, a tiled water feature, plus newly installed electric storm shutters for added convenience and safety. Inside, this professionally decorated turnkey home features upgrades such as plantation shutters, new tile flooring, updated vanities, and countertops in every bathroom. The kitchen has been thoughtfully updated with new 42" cabinets, linen finished marble countertops, and state-of-the-art appliances, complemented by modern fixtures throughout. The exterior is equally impressive, with fresh landscaping, a newly paved driveway and entryway, and a roof replacement completed in 2019. The extensive list of improvements ensures this home is move-in ready and beautifully updated. Highland Woods has recently undergone a major renovation making the community second to none as a total package. Enjoy an array of amenities, including an 18-hole Gordon Lewis-designed golf course, a new resort-style pool and spa with a cabana bar and restaurant, as well as Har-Tru tennis and pickleball courts. Experience alfresco dining, relax in the grill room, or get dressed to impress for a nice night in the formal dining room. Ideally located, this home offers proximity to high end dining, shopping at Coconut Point, Mercato of Naples, and The Promenade of Bonita Springs. The pristine area beaches at Barefoot, Vanderbilt and Bonita are just a few miles away. Last but not least, is the easy access to RSW Airport. This home really captures the best of the Southwest Florida blending lifestyle, convenience, and relaxation in a lively community. With its top-notch upgrades, great location, and amazing amenities, it offers a fantastic living experience. Don't miss out on making this gem your own and enjoying all that this wonderful area has to offer!

26351 Summer Greens DR, Bonita Springs

Courtesy of Compass Florida LLC.

Selling Office: Coldwell Banker Realty.

$1,015,000

3 Beds ⋅ 3.5 Baths ⋅ 224084514 MLS

Welcome to this exceptional home in the renowned Highland Woods Golf and Country Club! This property offers a spacious layout with 3 bedrooms, a den, and 3.5 bathrooms, including a convenient pool bath. Revel in the luxurious finishes throughout, such as granite countertops, updated kitchen and baths, custom lighting, crown molding, and vaulted ceilings. The home also features stainless steel appliances, a 3-car garage, and a large lanai with a pool for ultimate relaxation and entertainment. Highland Woods is renowned for its top-tier amenities, including an 18-hole championship golf course, three bocce courts, four tennis courts, a large community pool with a cabana, a state-of-the-art fitness center, and a stunning clubhouse with dining and grill rooms. Situated in the heart of sunny Southwest Florida, this home offers proximity to the Promenade of Bonita Springs, Coconut Point Mall, the Shops at Mercato, and the breathtaking Gulf of Mexico, just four miles away. This property is your gateway to a laid-back, luxurious lifestyle in a prime location. Don't miss the chance to make this phenomenal home yours—schedule a viewing today and experience everything Highland Woods has to offer.

26337 Clarkston DR, Bonita Springs

Courtesy of Compass Florida LLC.

Selling Office: John R. Wood Properties.

$950,000

4 Beds ⋅ 3 Baths ⋅ 224024280 MLS

Consider this exceptionally appointed single family home in the most desirable area of Highland Woods! This four 4 bedroom, 3 bath home, offers an oversized double garage with in-ground pool overlooking beautiful landscaped areas with expansive lake views. The kitchen and master bath room have been exquisitely updated. Highland Woods is a bundled golf community undergoing phenomenal improvements with the addition of a resort-style pool, outdoor cafe, & 4 pickle-ball courts , along with the resurfacing of their tennis courts. All special assessment for these improvements are paid in full. Additional amenities include an modern fitness center and bocce complex. Don't miss the opportunity to own in this private, yet centrally located community close to shopping, dinning and entertainment along with the best of natural beauty this beach resort community has to offer.

26430 Summer Greens DR, Bonita Springs

Courtesy of Amerivest Realty.

Selling Office: Compass Florida LLC.

$750,000

3 Beds ⋅ 2 Baths ⋅ 223077743 MLS

The sellers will look at offers. This move-in ready pool home includes golf and is located in the prestigious Highland Woods Golf & Country Club in Bonita Springs Florida. A gracious floorplan with 3 bedrooms and a den, this property offers ample indoor and outdoor spaces. The primary suite features an additional flex room. Prepare culinary delights in the large gourmet kitchen and Enjoy sweeping views of the picturesque golf course from many vantage points. This home has been meticulously maintained, with a freshly painted interior, a new roof installed in 2018 & a new AC in 2020, ensuring optimal peace of mind. The lanai is equipped with electric hurricane shutters. Highland Woods is undergoing a HUGE improvement with the addition of a resort-style pool, outdoor cafe, & 4 pickleball courts , along with the resurfacing of the tennis courts. The sellers have paid the special assessment for these improvements in full. Additional amenities include an exquisite fitness center, bundled golf & bocce complex. With easy access to world-renowned beaches, you don't want to miss the opportunity to own this piece of paradise.

26211 Summer Greens DR, Bonita Springs

Courtesy of DomainRealty.com LLC. annebutcherhomes@gmail.com

Selling Office: William Raveis Real Estate.

Browse All Highland Woods Properties for Sale

Highland Woods Real Estate & Homes