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5340 Bowman Drive, Winter Garden
$2,050,000
5 Beds ⋅ 7 Baths ⋅ Overlook 2/Hamlin Ph 1 & 6 SubDv. ⋅ 34787 Zip Code
Lakefront living, done at scale. Set along approximately 160 feet of shoreline on Lake Hancock, this five-bedroom, six-and-a-half-bath residence delivers expansive water views, refined finishes, and a layout designed for both everyday living and effortless entertaining. From the moment you enter, soaring ceilings, arched architectural details, and wide-plank hardwood floors create a sense of openness and flow. A wall of arched windows floods the home with natural light and draws your eye straight through to the lake beyond. At the center, a chef’s kitchen anchors the space—featuring a generous island, porcelain farm sink, custom cabinetry, glass tile backsplash, and a full suite of Wolf and Sub-Zero appliances. The kitchen opens seamlessly to the family room and breakfast area, all positioned to capture the view. The primary suite is tucked privately on the main level, offering a true retreat with tranquil lake views, a spa-style bath with soaking tub and walk-in shower, dual vanities, and an oversized closet. Upstairs, four additional bedrooms with en-suite baths are complemented by a spacious game room and dedicated media room—creating separation and flexibility for guests or family. Outdoor living is just as compelling. A covered lanai and upper-level balcony overlook the water, with ample space to design a custom pool and private dock. Located near Hamlin Town Center, Winter Garden Village, and major roadways, the home offers both convenience and a true waterfront lifestyle, with community amenities including a pool, fitness center, playgrounds, and dock access

5340 Bowman Drive, Winter Garden

5513 Thomas Square Drive, Winter Garden
$1,225,000
4 Beds ⋅ 4 Baths ⋅ Overlook 2/Hamlin Ph 1 & 6 SubDv. ⋅ 34787 Zip Code
Designed to impress and crafted for everyday living, 5513 Thomas Square Drive is a beautifully upgraded pool home in one of Hamlin's most sought-after communities. Offering 4 bedrooms, 3.5 bathrooms, a private office, an oversized loft, a versatile flex room, and a saltwater pool, this exceptional residence seamlessly blends timeless design with modern comfort. From the moment you arrive, the stone-accented elevation, oversized driveway, and manicured landscaping create unforgettable curb appeal. Inside, soaring ceilings, abundant natural light, crown molding, custom trim work, 8-foot doors, and wood-look tile flooring establish an elegant yet welcoming atmosphere. The dramatic two-story great room is the undeniable centerpiece of the home, showcasing a custom floor-to-ceiling built-in with cabinetry, open shelving, and a heat-producing electric fireplace, beautifully complemented by decorative wood ceiling beams that add warmth and architectural character. The open-concept kitchen is equally impressive, featuring white cabinetry, granite countertops, an oversized center island, stainless steel appliances, a gas cooktop, walk-in pantry, expansive butler's pantry, and a dedicated breakfast nook overlooking the backyard. Privately tucked away on the first floor, the primary suite offers engineered hardwood flooring, dual walk-in closets with custom shelving, and a spa-inspired bath with separate vanities, a soaking tub, and an oversized walk-in shower. A private office with matching engineered hardwood flooring, formal dining room, laundry room, and powder bath complete the main level. Upstairs, three spacious bedrooms, two full bathrooms, an oversized loft, and a flexible bonus room provide endless possibilities for a media room, fitness space, playroom, or potential fifth bedroom. Step outside to your own private retreat featuring a saltwater pool with water features, covered lanai, fenced backyard, and the added privacy of no rear neighbors. Thoughtful enhancements throughout the home include the custom family room built-in with electric fireplace, decorative ceiling beams, engineered hardwood flooring in the primary suite and office, permanent exterior architectural trim lighting, a whole-home security camera system, overhead garage storage, newer kitchen appliances, a new microwave, a newer pool pump, and spray foam insulation for enhanced energy efficiency. Residents enjoy resort-style amenities including a clubhouse, community pool, playground, and dog park, all just minutes from Hamlin Town Center, top-rated schools, shopping, dining, major highways, and Walt Disney World. Blending timeless design, quality craftsmanship, and an unbeatable location, 5513 Thomas Square Drive is a rare opportunity to own a truly move-in-ready home in the heart of Winter Garden.

5513 Thomas Square Drive, Winter Garden

5365 Bowman Drive, Winter Garden
$1,150,000
4 Beds ⋅ 4 Baths ⋅ Overlook 2/Hamlin Ph 1 & 6 SubDv. ⋅ 34787 Zip Code
One or more photo(s) has been virtually staged. Welcome to 5365 Bowman Drive, an extensively updated and thoughtfully curated residence in one of Winter Garden’s most desirable communities. Blending architectural presence, meaningful recent upgrades, and unforgettable lifestyle features, this home offers a rare opportunity to own something truly special. A dramatic two-story foyer sets the tone upon entry, opening to an equally stunning two-story living room filled with natural light and architectural volume. The expansive layout creates an immediate sense of openness while maintaining warmth and livability throughout. In preparation for listing, the home has undergone substantial enhancements designed for both comfort and long-term peace of mind. Two brand-new HVAC systems ensure efficient climate control year-round. The exterior has been meticulously refreshed with professional stucco refinishing and a full repaint, delivering crisp curb appeal and a refined aesthetic. The driveway has been extended to comfortably accommodate an additional full-size vehicle with added maneuvering space — a rare and practical upgrade. Inside, fresh interior paint and brand-new carpet throughout create a clean, cohesive, move-in-ready presentation. The kitchen is well-appointed for both everyday living and entertaining, featuring a gas range that will delight culinary enthusiasts. An intelligently designed floor plan includes an isolated guest suite with its own full bath, offering privacy and flexibility for visitors or multigenerational living. Entertainment and leisure take center stage in this home. A custom Star Wars-themed theatre room creates a truly immersive cinematic experience — a one-of-a-kind feature that transforms movie nights into events. Step outside to your private outdoor retreat, where a heated saltwater pool and screened-in lanai invite year-round enjoyment. The backyard backs to a peaceful retention pond, offering added privacy and tranquil views. The oversized garage provides generous storage and flexibility for vehicles, hobbies, or recreational equipment. And as a uniquely Central Florida bonus, rocket launches from Cape Canaveral can be viewed right from your own front doorstep — an awe-inspiring experience that never gets old. Ideally located just minutes from Winter Garden Village, Historic Downtown Winter Garden, the West Orange Trail, and world-renowned theme parks including Walt Disney World, this home offers exceptional convenience while maintaining the charm and tranquility of a well-established neighborhood. 5365 Bowman Drive is more than a residence — it is a lifestyle property that seamlessly combines thoughtful upgrades, architectural elegance, resort-style amenities, and an extraordinary location. An exceptional offering in the heart of Winter Garden.

5365 Bowman Drive, Winter Garden

5518 Thomas Square Drive, Winter Garden
$585,000
5 Beds ⋅ 5 Baths ⋅ Overlook 2/Hamlin Ph 1 & 6 SubDv. ⋅ 34787 Zip Code
One or more photo(s) has been virtually staged. This house has one of the Popular floor plans From Taylor Morrison on large corner lot in the sought-after community of The Cove at Hamlin! This home offers 4 bedrooms and 3.5 baths in the main home building with a bonus suite above the garage with full bath, kitchenette, and walk-in closet, great for 5th bedroom, home office or game room! The home opens to a soaring two story, light filled foyer that leads to the open concept main level with upgraded tile, crown molding, multiple can lights, half bath and rear door to lanai and garage. The upgraded kitchen will delight any cook with large center island, pendant lights, granite counter tops, backsplash, under counter lighting, and stainless-steel appliances including a free-standing range, vented microwave and built-in French door refrigerator. The kitchen also includes an upgraded cabinet layout that includes 42" cabinets, drawer stack, trash/recycle bin drawer, classic crown molding.The kitchen also includes a large sunny dining area along with space at the counter and a large walk-in pantry with extra storage under the staircase. Just off of the kitchen is the large family room with plenty of windows looking out to the lanai, and an extra area perfect for a desk! A bedroom suite can be found on the main level just off the foyer with full bath and large closet. The owner's suite is found on the upper level and contains double entry doors, crown molding, owner's bath with dual sinks, linen closet, frameless shower enclosure. Just outside this bedroom is a sitting area, a large storage closet and laundry room. Also found on the upper level is two nice size bedrooms that share a hall bath. Some of the features of this home include a glass inserted front door, fans, tankless gas water heater, gutters, blinds, crown molding in all common areas and window treatments throughout the home. No need to worry about the yard because the HOA fee includes yard maintenance. This home is located in the master planned community of the Overlook at Hamlin, a waterfront community with resort style pool and splash pad, spacious clubhouse, fitness center, parks, walking trails and a boat ramp with fishing pier. This sought-after Horizon West community is part of one of the fastest growing communities in the country with shopping, restaurants, movie theater, schools, parks and a hospital all walking distance to the home

5518 Thomas Square Drive, Winter Garden

15524 Aviation Alley, Winter Garden
$560,000
3 Beds ⋅ 4 Baths ⋅ Overlook 2/Hamlin Ph 1 & 6 SubDv. ⋅ 34787 Zip Code
Welcome home to this updated 3 bedroom, 3.5 bath urban cottage in The Cove at Hamlin with large covered front porch that overlooks a greenbelt. The home offers a bright and sunny 2-story foyer, an inviting kitchen with breakfast area, a large great room with recessed lighting, crown molding and a wall of sliders that open to the covered, screened lanai which allows for that indoor-outdoor Florida living. The kitchen offers 42” cabinets, granite countertops, stainless steel appliances, including a gas range, a large walk-in pantry and center island with space for stools. You will also find a guest bedroom suite with walk-in closet and full bath on the main level in addition to the half bath off the kitchen area. The owner’s suite is found on the second level and is highlighted by French doors, tray ceiling and large windows. The en-suite bathroom has duel sinks, large counter space, frameless glass shower and a walk-in closet with custom closet organizer. You will also find on the second level a quiet nook with a window (perfect for a desk), the third bedroom and bath and the laundry room with cabinets. Some of the additional upgrades in the home are 8’ doors, Plantation blinds, wrought iron bannister, crown molding and a tankless water heater. The exterior features a screened paved lanai, fenced yard, and new turf that was just added to the side yard. The home has a rear two car garage with ample ceiling storage racks. This sought after community is walkable to the Hamlin Town Center that features stores, restaurants, medical services and is highlighted by Popstroke miniature golf and the Cinepolis movie theater. The community offers a resort style pool with splash pad, clubhouse, fitness center, playgrounds and dog park and is located with easy access to SR429 and the Florida Turnpike. A bonus is the accessibility to Disney and nightly views of the fireworks throughout the community. Come make this your NEW home!

15524 Aviation Alley, Winter Garden

5539 Bowman Drive, Winter Garden
$524,000
3 Beds ⋅ 4 Baths ⋅ Overlook 2/Hamlin Ph 1 & 6 SubDv. ⋅ 34787 Zip Code
PRICED TO SELL! MOTIVATED SELLER! Don't miss out on this incredible opportunity and step into one of the most coveted communities in HAMLIN, with A-RATED SCHOOLS, to discover this exquisite, move-in-ready Craftsman-style residence. From the moment you enter, the soaring two-story foyer sets the tone for the ELEGANCE AND CHARM this home offers. The FIRST FLOOR features a versatile ENSUITE, perfect as a guest bedroom, home office, or in-law suite. Love to cook and entertain? The spacious kitchen is a chef’s dream, boasting 42-inch cabinets, granite countertops, an oversized island, GE stainless steel appliances, a gas range, and a custom-built walk-in pantry. For those who enjoy outdoor living, the SCREENED-IN PATIO with pavers and the fenced-in side yard provide the perfect spaces for relaxing or hosting gatherings. Inside, the home is free of carpet, with wood and laminate flooring extending throughout the bedrooms, staircase, and upstairs living areas. Upstairs, you’ll find a third bedroom with an adjacent full bath, as well as a walk-in laundry room conveniently located down the hall. The loft area just outside the master suite offers a cozy nook for a sitting area or additional office space. French doors lead to the spacious master bedroom, complete with a luxurious ensuite featuring dual sinks, a large walk-in shower, and an expansive walk-in closet with custom shelving. This vibrant community is packed with amenities, including a resort-style pool, clubhouse with fitness center, playground, dog park, and even a private boat ramp for accessing the shimmering waters of Lake Hancock. Plus, lawn care is included, giving you more time to enjoy life with loved ones. Conveniently located just half a mile from Hamlin Town Center, you’ll have Publix, a variety of restaurants and bars, and the Cinépolis Luxury Cinemas right at your doorstep. With Disney World, Orlando Health, and endless shopping and dining options nearby in Horizon West, this home truly offers the best of Central Florida living. Schedule your showing today!

5539 Bowman Drive, Winter Garden

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