Hickory Hammock Homes 

Hickory Hammock is a desirable gated community located in Winter Garden, FL, offering an array of attractive real estate options. The community features beautifully designed homes that cater to various preferences and needs, providing residents with a comfortable and stylish living environment. The gated nature of Hickory Hammock ensures a secure and peaceful atmosphere for homeowners.

Apart from its appealing real estate, Hickory Hammock boasts a range of amenities for residents to enjoy. The community offers a sparkling swimming pool, a clubhouse for social gatherings, a fitness center for active lifestyles, and tennis courts for sports enthusiasts. These amenities enhance the quality of life for residents, providing ample opportunities for relaxation, exercise, and community engagement.

Hickory Hammock benefits from its proximity to several nearby attractions. Residents can explore the charming downtown area of Winter Garden, known for its quaint shops, restaurants, and weekly farmer's market. The community is also conveniently located near popular destinations like Walt Disney World Resort and Universal Orlando Resort, offering endless entertainment options for residents and their guests.

Available Hickory Hammock Homes For Sale

$465,000
3 Beds ⋅ 3 Baths ⋅ O6435567 MLS ⋅ 00 BLDG.
Virtually Staged. Welcome Home to 15163 Orange Harvest Drive! YOUR oportunity to live in this incredible neighborhood, is HERE! Move-in ready and beautifully maintained, this townhome offers 3 bedrooms, 2.5 baths, and a bright, open layout perfect for modern living. A paver driveway and charming stucco exterior with mature landscaping set the tone before you even step inside. The main level features a spacious open-concept living and dining area with tile flooring throughout. Sliding glass doors lead out to a private patio, offering a peaceful spot to unwind while overlooking green common space. The kitchen is a standout, showcasing rich espresso cabinetry, gleaming granite countertops, a designer mosaic tile backsplash, stainless steel appliances, and a large island with pendant lighting — ideal for entertaining or casual family meals. Upstairs, the generously sized primary suite includes plush carpet and an en-suite bath with dual sinks, a walk-in shower, and a linen closet. A second full bath serves the additional bedrooms with a dual-sink vanity and a tub/shower combo, and a convenient half bath is located on the main level for guests. As part of a sought-after community, residents enjoy resort-style amenities including a sparkling community pool, tennis courts, a playground, and scenic lakefront views — all just minutes from Winter Garden's shops, dining, and amazing schools. Don't miss your chance to own this stylish, low-maintenance townhome in one of Winter Garden's most desirable communities!

15613 Orange Harvest Loop, Winter Garden

Courtesy of CHARLES RUTENBERG REALTY ORLANDO

$2,099,000
5 Beds ⋅ 5 Baths ⋅ O6426648 MLS
Commanding stunning views of Johns Lake, 16038 Johns Lake Overlook Dr rests in the desirable Hickory Hammock community of Winter Garden a lakefront enclave where natural beauty meets elevated, everyday luxury. This is more than a home; it's a lifestyle designed for those who appreciate space, comfort, and the calming presence of water just beyond their windows. Inside, 4,139 square feet unfold across a thoughtful, flexible layout with five bedrooms and five bathrooms. The main level anchors the home with two generous suites, including a refined primary and an oversized guest suite. Each offers serene water views, spa-inspired bathrooms, and a true sense of privacy that makes hosting effortless. Venture upstairs to discover a second secluded primary suite your personal sanctuary. Here, you can wake to panoramic lake views, relax in the garden bath, or step onto your private balcony to take in unforgettable sunsets over the water. The heart of the home is an open concept living area that flows seamlessly into a chef's dream kitchen. Premium appliances, gleaming granite countertops, and custom cabinetry create a space equally suited for quiet mornings and lively gatherings. When it's time to unwind, a dedicated theatre loft provides the perfect setting for movie nights and lazy weekend afternoons. Step outside, and the entertaining possibilities feel endless. The expansive outdoor living area boasts a full outdoor kitchen finished in Brazilian granite, a sparkling pool with an infinity edge hot tub, and multiple spaces for lounging and dining beneath the Florida sky. Just steps away, your covered private boat dock complete with boat and jet ski lifts opens the door to endless days of boating, fishing, and watersports on Johns Lake. For those who love to play, the backyard even includes a 5-hole putting green and a 2-hole chipping green, ideal for sharpening your short game without ever leaving home. Every detail here reflects a rare blend of craftsmanship, comfort, and connection to the water. Surrounded by natural beauty and premium amenities, this property delivers the kind of tranquil lakefront living that so many search for and so few ever find. Opportunities to own a home like this, in one of Winter Garden's most sought after communities, simply don't come along often. Come experience it for yourself, and imagine the life waiting here. Schedule your private showing today before this exceptional retreat is gone!

16038 Johns Lake Overlook Drive, Winter Garden

Courtesy of COMPASS FLORIDA LLC

$515,000
3 Beds ⋅ 3 Baths ⋅ O6422130 MLS ⋅ 15680 BLDG.
Welcome to your own private retreat, where every day feels like a vacation. Nestled within a gated community with no direct rear neighbors, providing added privacy and open space behind the home, this beautifully maintained 3-bedroom, 2.5-bath townhouse, built in 2016, offers over 2,200 square feet of thoughtfully designed living space, a spacious 2-car garage, and premium upgrades throughout. The monthly HOA fee of just $366 provides exceptional value while supporting the community's outstanding amenities and low-maintenance lifestyle. This exceptional home features a whole-house water filtration system, durable epoxy-coated garage floors, and double-pane, hurricane-impact tinted windows that provide enhanced energy efficiency, comfort, storm protection, and added privacy. From the moment you step inside, you'll feel right at home. The open-concept floor plan is warm and inviting, creating the perfect setting for everyday living and unforgettable gatherings. The modern kitchen flows effortlessly into the spacious living and dining areas, making it easy to stay connected with family and friends. Step outside to your private covered lanai, where you can enjoy your morning coffee, unwind after a long day, and relax in the privacy of your backyard with no direct rear neighbors—the perfect setting for peaceful mornings, quiet evenings, and enjoying the beauty of nature. Upstairs, a generous loft provides the flexibility today's homeowners desire. Whether you envision a cozy media room, productive home office, children's playroom, fitness area, or a second family room, this versatile space easily adapts to your lifestyle. Beyond your front door, you'll discover a community designed for relaxation and recreation. Residents enjoy resort-style amenities, including a sparkling swimming pool, an elegant clubhouse, scenic walking trails, a private boat dock with beautiful water views, and a family-friendly park with open green spaces perfect for picnics, outdoor activities, and creating lasting memories. Perfectly located, this home offers the ideal blend of convenience, privacy, and low-maintenance living. Families will appreciate the proximity to Whispering Oak Elementary, Hamlin Middle School, and West Orange High School. You'll also be just minutes from healthcare facilities, Publix, shopping, dining, entertainment, and major highways, making commuting throughout Central Florida quick and convenient. Whether you're searching for your first home, upgrading your lifestyle, or looking for the perfect low-maintenance retreat, this home offers more than just beautiful living space—it offers comfort, quality, and a place where lasting memories are made. Move in with confidence and enjoy the perfect combination of modern upgrades, resort-style amenities, and a prime location. Schedule your private showing today and discover why this exceptional home is the perfect place to begin your next chapter.

15680 Orange Harvest Loop, Winter Garden

Courtesy of MARK SPAIN REAL ESTATE

$1,060,000
5 Beds ⋅ 4 Baths ⋅ O6419284 MLS
Welcome to this exceptional pool home in the highly sought-after gated community of Hickory Hammock in Winter Garden. Recent enhancements showcase true pride of ownership and include fresh EXTERIOR (8/26) and INTERIOR (7/26) repaint, whole-home pressure washing (7/26), refreshed landscaping (7/26), and a professionally serviced and cleaned air conditioning system (7/26). Offering more than 3,600 square feet beautifully designed living space, this impressive five bedroom, four bathroom, 4 car garage residence blends timeless elegance with everyday functionality. From the moment you step inside, you'll be captivated by soaring ceilings, georgous formal dining space, elegant coffered and wainscoting details, custom built-ins, and an abundance of natural light. The open concept floor plan creates an effortless flow, making the home ideal for both intimate gatherings and grand entertaining. At the heart of the home, the gourmet kitchen overlooks the expansive living and dining areas, it features quartz counter tops, abundant cabinetry, generous prep space, and a layout designed for both entertaining and everyday living. A downstairs private home office offers a refined work from home setting, while the expansive upstairs loft is an entertainer's dream, complete with a projector and oversized movie screen, creating the perfect setting for cinematic experiences, game days, or a stylish media lounge. The luxurious primary suite serves as a peaceful retreat with a spacious walk-in closet and spa-inspired ensuite bath. Thoughtfully designed secondary bedrooms and bathrooms provide comfort and privacy for family and guests. Step outside to your own private outdoor oasis where a screened resort-style pool and covered lanai create the ultimate setting for year-round Florida living. Whether hosting guests or enjoying a quiet evening at home, this backyard is designed for relaxation and entertaining. Recent enhancements that showcase true pride of ownership, including a freshly repainted interior, whole home pressure washing, new landscape, and a professionally serviced and cleaned air conditioning system. Residents of the gated community of Hickory Hammock enjoy an exceptional lifestyle with resort-style amenities including a clubhouse, fitness center, community pool, playgrounds, dog park, scenic walking trails, fishing pier, and boat ramp access to the beauty of Johns Lake. Ideally located just minutes from Historic Downtown Winter Garden, Winter Garden Village, top rated schools, shopping, dining, SR 429, Walt Disney World, and Orlando's world class attractions, this remarkable home offers the perfect balance of luxury, lifestyle, and convenience. Schedule your showing today!

16044 Citrus Knoll Drive, Winter Garden

Courtesy of HOGAN REALTY GROUP INC

$699,995
4 Beds ⋅ 3 Baths ⋅ O6400896 MLS
PREMIUM CONSERVATION LOT offering privacy and natural beauty, with a GREEN SPACE on the right side of the home and a park with sitting benches and sidewalks located across the street. Discover exceptional value and picturesque Florida living in this beautifully appointed 4-bedroom, 2.5-bath home offering 2931 square feet of thoughtfully designed living space. Enjoy tranquil views of the Lake Burnett inlet from the screened lanai. Inside, a bright open-concept floor plan showcases tile flooring throughout the first floor, luxury vinyl plank flooring upstairs, crown molding, custom window casings, a designer feature wall in the dining room, and elegant finishes throughout. The spacious kitchen is the heart of the home, featuring 42-inch cabinetry, stainless steel appliances, a walk-in pantry, a kitchen island, and seamless flow into the great room and dining areas—perfect for entertaining and everyday living. A flex room / office on the first floor, provides ideal additional living area or work-from-home space. Upstairs, the game room offers even more flexibility. Double doors lead to the spacious primary suite, featuring a charming window bench seat, large walk-in closet, dual vanities, soaking tub, walk-in shower, and private water closet. Generously sized secondary bedrooms provide ample space, with two bedrooms featuring walk-in closets. Step outside where peaceful conservation views create the perfect backdrop for relaxing or entertaining. Additional upgrades include fresh exterior paint, a new water heater, new dishwasher, newer washer and dryer, gutters with premium leaf protection, and pre-wiring for a security system. Residents of Hickory Hammock enjoy resort-style amenities including a clubhouse, pool, fitness center, tennis courts, sand volleyball courts, fishing pier, playground, walking trails, community parks, and golf cart-friendly streets. Conveniently located just 10 minutes from the 429, connecting you to the Turnpike and I-4. A quick 10 minutes to the Winter Garden Village and Downtown Winter Garden, you'll enjoy easy access to boutique shopping, restaurants, coffee shops, Plant Street Market, and the popular Saturday Farmers Market. Now offered at an exceptional value, this home presents an outstanding opportunity to enjoy the Florida lifestyle you've been dreaming of. Schedule your private showing today. WELCOME HOME!

15665 Citrus Harvest Road, Winter Garden

Courtesy of CARIS REALTY AND INVESTMENTS INC

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