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$2,750,000
5 Beds ⋅ 5 Baths ⋅ Forest At The Hi Hat Ranch SubDv. ⋅ 34241 Zip Code
Tucked away on a quiet, oversized 3 Acre homesite in The Forest at Hi Hat Ranch, this 2021-built estate offers the kind of space and privacy that is becoming increasingly hard to find. It’s a home designed for those who want a true connection to nature without sacrificing a bit of modern comfort or high-end style. Inside, the 4,200 square feet feels remarkably easy to live in. The main living areas are bathed in natural light, featuring soaring ceilings and warm wood accents that add character to the contemporary design. The chef’s kitchen flows seamlessly into the dining and great room, creating a perfect hub for hosting friends or just enjoying a quiet morning at home. The primary suite serves as a true main-level retreat, while the rest of the home offers total flexibility—whether you need a dedicated home office, a fitness space, or room for a growing family. The backyard is where the property really distinguishes itself. The screened-in pool and spa area feels like a private sanctuary, overlooking a peaceful pond and a lush, natural landscape of mature trees. Just beyond the pool, you’ll find one of the most unique features in Sarasota: a custom-built treehouse tucked into the woods. It’s an incredible creative escape or a one-of-a-kind play space that you won't find anywhere else. Living in Hi Hat Ranch gives you that secluded "estate" feel, yet you’re still just a short drive from the shopping and dining at Lakewood Ranch, the vibrant scene at Waterside, and the world-class beaches of Sarasota. This isn't just a house; it’s a place to slow down, spread out, and actually enjoy the Florida lifestyle.

10790 Leafwing Drive, Sarasota

$2,600,000
4 Beds ⋅ 5 Baths ⋅ Forest At The Hi Hat Ranch SubDv. ⋅ 34241 Zip Code
Welcome to 10808 Leafwing Drive, a private 3.64-acre estate in Sarasota’s exclusive gated community, The Forest at Hi Hat Ranch. Designed and built in 2021, this custom-crafted residence—known as The David—is a rare opportunity to experience modern luxury seamlessly blended with the tranquility of nature. Every element of this home was thoughtfully designed to deliver sophistication, privacy, and the finest in Florida living. The main residence spans more than 5,500 square feet in total, with 3,352 square feet of air-conditioned living space centered around an open, airy floorplan. A dramatic 23-by-34-foot great room serves as the heart of the home, with soaring ceilings, a fireplace, and expansive glass doors that frame peaceful views of Lake Wood and the surrounding conservation land. The chef’s kitchen is equally impressive, featuring custom wood cabinetry, stone counters, top-tier appliances, walk-in pantry, and generous workspace for both everyday living and large-scale entertaining. There are a total of 4 bedrooms - 1 is currently used as an office which has an adjacent bathroom. The primary suite was designed as a private retreat, complete with a spa-inspired bath featuring a soaking tub, oversized walk-in shower, dual vanities, and a spacious custom closet. Two additional guest suites with walk-in closets and en suite baths lend comfort and privacy. A versatile study with its own walk-in closet provides flexibility as a home office, library, or additional bedroom. Enhancing the property’s versatility, a detached casita offers an additional 600 square feet with a private bath and kitchenette—perfect for extended family, long-term guests, or multigenerational living. Outdoor living takes center stage in this estate, with a heated saltwater pool featuring a sun shelf, fiber optic lighting, and an integrated spa. The expansive screened lanai with summer kitchen, outdoor dining, and multiple lounge areas creates a seamless indoor-outdoor lifestyle. Mature landscaping, irrigation system, and private fencing further enhance the serene setting. Additional features include a four-car garage with carport parking, golf cart and RV accommodations, storm protection, whole-house water filtration and reverse osmosis systems, and energy-efficient design throughout. Beyond the property, residents of The Forest at Hi Hat Ranch enjoy the rare combination of seclusion and convenience. Just minutes from downtown Sarasota, world-class beaches, fine dining, golf, and cultural venues, this estate provides both privacy and access to everything that makes Sarasota one of Florida’s most desirable destinations. 10808 Leafwing Drive is more than a residence—it is an estate of distinction that offers timeless craftsmanship, luxurious amenities, and an unparalleled Florida lifestyle.

10808 Leafwing Drive, Sarasota

$2,425,000
4 Beds ⋅ 4 Baths ⋅ Forest At The Hi Hat Ranch SubDv. ⋅ 34241 Zip Code
Welcome to 9489 Swaying Branch Road, a beautifully designed residence located within The Forest at Hi Hat Ranch, an exclusive 270-acre gated community comprised of just 54 estate-sized homesites. This intimate Sarasota enclave is defined by its no-repeat architectural rule, ensuring every home is custom built and truly one of a kind. Surrounded by mature landscaping and preserved natural beauty, the community offers a rare balance of luxury, privacy, and tranquility. This thoughtfully crafted 4-bedroom, 4-bathroom single-family home spans over 4,500 square feet of living space and is ideally positioned on a premium homesite that is over 3 Acres with peaceful lake views from the rear, along with conservation and street views that enhance both privacy and scenery. The open, flexible floor plan is designed for effortless entertaining and everyday comfort, featuring expansive living areas, soaring ceilings, and abundant natural light throughout. At the heart of the home, the kitchen is designed for both function and gathering, showcasing quality finishes, generous cabinetry, and seamless flow into the main living spaces. Well-appointed bedrooms and bathrooms provide comfort and privacy for family and guests, while additional bonus spaces provide versatility for a home office, media room, or flex living area. Outdoor living is equally impressive, with a screened pool and spa, covered lanai, and tranquil views that create an ideal setting for year-round enjoyment. Notable upgrades include impact-rated windows for hurricane protection, a whole-home generator for uninterrupted peace of mind, a 4-car garage, irrigation system, and a private setting immersed in nature. Residents of The Forest at Hi Hat Ranch enjoy a secure, gated lifestyle just minutes from Sarasota’s top-rated schools, shopping, dining, and cultural attractions—while still feeling worlds away from it all. This is a rare opportunity to own a spacious, custom home in one of Sarasota’s most exclusive low-density communities.

9489 Swaying Branch Road, Sarasota

$2,040,000
3 Beds ⋅ 3 Baths ⋅ Forest At The Hi Hat Ranch SubDv. ⋅ 34241 Zip Code
Welcome to 9291 Swaying Branch Road—a luxurious private retreat set on one of the largest estate lots in The Forest at Hi Hat Ranch. This exclusive 270-acre gated enclave in the heart of Sarasota, Florida, is home to only 54 custom residences, each uniquely designed with no architectural repeats, offering an unmatched level of privacy, character, and distinction. Enjoy the rare expanse of a 5.95-acre homesite, providing an exceptional sense of space and seclusion. This single-story residence blends elegance, functionality, and thoughtful design throughout. Inside, three generously sized bedrooms—each with its own en suite bathroom—ensure comfort and privacy for family and guests. The home also features two dedicated studies, ideal for dual work-from-home needs, plus a versatile bonus room that can transform into a game room, theater, gym, or even a fourth bedroom. Step outside to your personal resort-style sanctuary. The saltwater pool is positioned for maximum privacy and surrounded by lush, mature landscaping and expansive patio space. A gourmet outdoor kitchen, cozy fire pit, and covered lanai create the perfect setting for year-round entertaining or peaceful relaxation. Built to current hurricane codes, the home offers full hurricane-impact windows for maximum peace of mind. Foam insulation in the attic enhances energy efficiency, and a whole-home water system—with reverse osmosis in the kitchen—ensures exceptional water quality. The property is also prewired for a whole-home generator, providing an added level of security and readiness during storm season. The chef’s kitchen impresses with premier appliances including a Sub-Zero refrigerator, Miele range and oven, and a dedicated wet bar with wine fridge—ideal for effortless entertaining. Tucked within a quiet, gated community and just minutes from top-rated schools, upscale shopping, fine dining, and Sarasota’s vibrant cultural amenities, this home offers the pinnacle of privacy and convenience. 9291 Swaying Branch Road is more than a home—it’s a lifestyle. Schedule your private showing today and experience the space, serenity, and sophistication of this exceptional Sarasota estate.

9291 Swaying Branch Road, Sarasota

$445,000
Forest At The Hi Hat Ranch SubDv. ⋅ 34241 Zip Code
Welcome to The Forest at Hi Hat Ranch, an exclusive gated acreage community encompassing 270 pristine acres and limited to just 54 private homesites. This exceptional, beautifully wooded property represents the largest remaining homesite in the community, offering a generous building envelope and unparalleled privacy amid a serene natural backdrop. Every residence within The Forest at Hi Hat Ranch is custom designed with a strict no-repeat architectural standard, ensuring each home is truly distinctive. Residents enjoy the tranquility of two private lakes, abundant wildlife, and scenic surroundings that seamlessly blend luxury living with nature. The community features an Approved Builder Program, granting access to Sarasota’s most respected custom home builders, including Arthur Rutenberg Homes, Lee Wetherington Homes, Anchor Builders, John Cannon Homes, Yoder Homes, Nautilus Homes, and Nutter Construction. Opportunities to own a premium acreage homesite of this quality and scale are increasingly rare. Schedule your private tour today to experience the quiet elegance, privacy, and natural beauty that define The Forest at Hi Hat Ranch

10709 Leafwing Drive, Sarasota

$435,000
Forest At The Hi Hat Ranch SubDv. ⋅ 34241 Zip Code
Welcome to the Forest at Hi Hat Ranch- a place where nature and tranquility continue to exist. Now available is this spacious custom homesite which spans almost 4 acres and contains lovely trees and ample elbow room to unwind and enjoy peaceful surroundings. The Forest is a truly unique community, located on SR72, the conveniences of Sarasota are nearby but you might feel as if you're in a slice of old Florida. With 54 homesites, all from 3 to 5 acres, the Forest is a uniquely upscale acreage development. Purchasers may choose from a list of approved builders that includes Anchor, Rutenberg, John Cannon, Lee Wetherington, Nautilus, Neal Homes and Yoder Homes. Partner with any of these builder to create your ultimate acreage estate!

9435 Swaying Branch Road, Sarasota