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$2,275,000
6 Beds 6 Baths Overlook At Hamlin SubDv. 34787 Zip Code
Experience lakefront luxury at its finest. Situated on the pristine shores of Lake Hancock in Overlook at Hamlin, this 2020-built Mediterranean masterpiece offers the perfect blend of elegance and recreation. Boasting 6 spacious bedrooms and 5.5 baths, this home features an open-concept layout with soaring cathedral ceilings and high-end finishes throughout. The gourmet kitchen, complete with a massive island and walk-in pantry, flows seamlessly into the living areas—all offering stunning water views. Step outside to your private oasis featuring a salt-water pool and a custom composite dock (2022) ready for skiing or sunset cruises. With the primary suite on the main floor and a massive upstairs game room, there is space for everyone. Enjoy the best of Winter Garden living with top-rated schools and world-class community amenities.

7460 John Hancock Drive, Winter Garden

$1,250,000
4 Beds 4 Baths Overlook At Hamlin SubDv. 34787 Zip Code
Welcome to Horizon West living at its finest in the highly sought-after Overlook at Hamlin community, home of top-rated schools. This exceptional pool home is perfectly positioned on a premium oversized lot offering over 4k SF with lake views in the front and fireworks views in the back. The thoughtfully designed living space has a northwest-facing orientation, allowing you to enjoy breathtaking sunrise views from your backyard oasis and stunning sunset views from the front. This luxurious and meticulously maintained upgraded home features 4 to 6 bedrooms, 3.5 bathrooms, and a highly desirable first-floor primary suite designed for comfort and privacy. The open-concept floor plan is enhanced by a spacious loft and multiple flex spaces, including dedicated offices or additional bedrooms on both levels, each with elegant French doors. The expansive living area is anchored by a custom 20-foot entertainment wall complete with built-ins, a fireplace, and integrated sound, creating the perfect setting for both relaxation and entertaining. The chef’s kitchen is a true showpiece, upgraded with brand-new commercial-style Café luxury appliances (2026), gas cooktop, custom cabinetry with soft-close features, designer backsplash, upgraded lighting, and an oversized custom pantry with a butler’s area. Multiple dining spaces, including a formal dining room and eat-in kitchen, offer versatility for gatherings both large and intimate. Additional major upgrades provide peace of mind and modern efficiency; two brand-new Carrier AC systems (2026) with a 10-year warranty, whole-house water purification and softener system, and new LED lighting in the pool. The home also includes 2 tankless gas water heaters and features high-end finishes throughout, including commercial-grade luxury vinyl flooring, premium carpeting, fresh interior paint, designer lighting, and smart home enhancements such as remote-controlled window treatments and extensive wall-mounted TV connections. Step outside to your private resort-style retreat, featuring a custom 600-square-foot saltwater pool with marble decking, sun shelf, waterfall features, and panoramic screened enclosure designed to maximize views of Disney fireworks. A separate spa, added in 2024, creates the ultimate relaxation experience. The outdoor living space is complete with a fully equipped summer kitchen, built-in bar, tongue-and-groove ceilings, and professionally designed landscaping with privacy hedges and palm trees. With no direct rear neighbors and a dry retention pond behind, this home offers exceptional privacy and serene surroundings. Additional exterior highlights include an extended driveway, oversized two-car garage with space for a golf cart, full fencing with multiple access points, exterior lighting, gutters, and security features, including cameras and motion lighting. Located just a half-mile from Hamlin Town Center, this home is accessible via walking trails, golf cart, or a 1-minute drive to shopping, dining, and entertainment. Residents of the Overlook community enjoy resort-style amenities, including a clubhouse, fitness center, community pool with splash area, walking trails, dog park, playgrounds, fishing pier, and private boat ramp access to Lake Hancock. This is a rare opportunity to own a move-in-ready luxury home in one of Winter Garden’s most desirable locations, where you can experience elevated Florida living at its best. Set up a showing today before it's gone.

5401 Bowman Drive, Winter Garden

$826,000
4 Beds 3 Baths Overlook At Hamlin SubDv. 34787 Zip Code
Welcome to 5743 Thomas Square Drive, an exceptional single-story pool home located in the lakefront community of The Cove at Hamlin in Winter Garden. Built in 2018, this beautifully upgraded Jamestown model offers 4 bedrooms, 2.5 bathrooms, 2,917 square feet, and a thoughtfully designed split floor plan that combines comfort, style, and effortless Florida living. Inside, engineered hardwood floors, custom archways, high ceilings, and abundant natural light lead into an expansive open-concept living space. The kitchen serves as the heart of the home with quartz countertops, stainless steel appliances, generous cabinetry, and seamless flow into the dining and living areas. One of the home's most impressive features is the massive owner's suite. Offering an exceptional amount of space rarely found in homes of this size, the suite easily accommodates a full bedroom setup with room for a sitting area, additional furnishings, or a private retreat within the room. A spacious owner's bath and generous custom closet complete the suite, while three additional bedrooms provide flexibility for family, guests, or a home office. Step outside to an extended screened lanai overlooking the private saltwater pool and beautifully landscaped fenced backyard. Solar and natural gas pool heating, built-in lighting, a fire pit, and a gas connection for an outdoor grill create a backyard designed for entertaining and enjoying the Florida lifestyle year-round. Lake views complete the setting, along with the opportunity to enjoy nightly Disney fireworks from home. Beyond the home, one of the biggest draws is the incredible Hamlin lifestyle just minutes from your front door. Spend an evening putting at PopStroke, catch a movie from a luxury recliner at Cinépolis, grab dinner at Ford's Garage or Agave Bandido, meet friends at Home State Brewing Co., or start the morning with coffee and breakfast at Toastique. Hamlin continues to offer an exciting mix of restaurants, entertainment, shopping, fitness, community events, and everyday conveniences, making it easy to enjoy a night out without traveling far from home. The Cove at Hamlin offers its own impressive collection of amenities, including a resort-style community pool, clubhouse, fitness center, splash pad, playgrounds, dog park, walking trails, outdoor gathering spaces, and private access to Lake Hancock with a community boat ramp and dock. With easy access to SR 429, Walt Disney World, Hamlin Town Center, and everything Horizon West has to offer, 5743 Thomas Square Drive is more than a beautiful pool home. It offers the opportunity to live in the heart of one of Central Florida's most exciting and rapidly growing communities.

5743 Thomas Square Drive, Winter Garden

$578,000
4 Beds 4 Baths Overlook At Hamlin SubDv. 34787 Zip Code
Welcome to this beautiful 4-bedroom, 3.5-bath home in the highly sought-after Overlook at Hamlin community of Winter Garden. Ideally positioned with a serene front lake view, this well-maintained residence offers over 2,400 square feet of thoughtfully designed living space. The open-concept floor plan features a spacious kitchen overlooking the main living and dining areas, perfect for everyday living and entertaining. Upstairs, the generous primary suite and additional bedrooms provide comfort and privacy for the whole family. Enjoy outdoor living from the rear patio and the convenience of nearby Hamlin Town Center shopping, dining, parks, and top-rated schools, with easy access to FL-429. A wonderful opportunity to own in one of Winter Garden’s most desirable communities.

5596 Thomas Square Dr, Winter Garden

$550,000
3 Beds 4 Baths Overlook At Hamlin SubDv. 34787 Zip Code
**Video Tour Available** Welcome to Overlook at Hamlin, where an active, vibrant lifestyle is built right into your everyday routine. Just minutes from restaurants and entertainment including PopStroke, Ford’s Garage, Agave Bandido, Cinepolis and world-famous theme parks, this home places you at the center of it all while offering peaceful views of Lake Hancock from its inviting front porch—perfect for morning coffee or winding down after a full day. Inside, the layout is designed to keep up with your pace. A bright, private office with French doors makes working from home or managing your schedule effortless. The open-concept family room flows seamlessly into the eat-in kitchen, creating a natural hub for gathering and staying connected. With granite countertops, stainless steel appliances, a gas range, a walk-in pantry and a spacious island, this kitchen is ready for everything from quick breakfasts to hosting friends. Outside you’ll find a generous screened patio—ideal for relaxing, stretching, or enjoying Florida’s year-round sunshine. There’s even a removable fence to create a separate play space! The detached garage has a covered walkway to the main house, so there are no worries about carrying groceries in during one of our famous Florida rain showers. The garage apartment adds incredible flexibility, featuring a kitchenette, full bath, and large closet—perfect for guests, a home studio, or a private fitness or wellness space. In the main house, you’ll find a versatile loft that can easily transform into a home gym, yoga studio, or creative retreat. The primary suite offers a calming escape with a tray ceiling, spa-like bathroom with a frameless tiled shower, and a walk-in closet. A 2nd upstairs bedroom and full bath provide comfortable accommodations for family or guests. Thoughtful upgrades like plantation shutters, ceiling fans, fire sprinklers in the home to help keep insurance rates low and durable large plank tile flooring enhance both style and functionality, while the upstairs laundry room and downstairs half bath add everyday convenience. Best of all, the HOA takes care of lawn maintenance—freeing up your time to enjoy the community’s exceptional amenities, including a beautiful pool, fitness center, and fishing pier. Cap off your evenings with breathtaking rocket launches and nightly theme park fireworks lighting up the sky. This is more than a home—it’s a lifestyle designed to keep you moving, connected, and inspired.

5460 Bowman Drive, Winter Garden