Hickory Hammock Homes & Townhouses for Sale

Hickory Hammock Homes & Townhouses for Sale

15688 Orange Harvest Loop, Winter Garden
$473,000
3 Beds ⋅ 3 Baths ⋅ O6445205 MLS ⋅ N/A BLDG.
Welcome to your own piece of paradise in the prestigious dual-gated enclave of Hickory Hammock at Johns Lake! This magnificent 3-bedroom, 2.5-bathroom former builder’s model townhome offers the perfect blend of luxury, comfort, and Florida’s natural beauty. Set amidst THREE breathtaking waterways—the 2,500-acre Johns Lake, Lake Burnett, and Lake Claire—this home delivers a serene lifestyle surrounded by lush landscapes and wildlife. Hickory Hammock is filled with resort-style amenities, including a zero-entry community pool, clubhouse, fitness center, tennis and sand volleyball courts, dog park, playgrounds, parks, walking trails, and a community pier perfect for sunset strolls and lakeside relaxation. Step inside to discover a home that feels brand new. The sellers have just replaced the entire carpet, installed an UV lights for HVAC system, freshly painted the interior, updated the exterior pavers, and installed a brand-new lanai screen, giving the home a crisp, move-in-ready feel from the moment you arrive. The light-filled living area features modern finishes and opens seamlessly to the dining space and gourmet kitchen—an entertainer’s dream with its energy-efficient appliances, stylish countertops, and abundant storage. Enjoy peaceful pond views from your living room and kitchen, making everyday moments feel like a retreat. Upstairs, a versatile loft offers the flexibility for a home office, media room, playroom, or additional guest space. The expansive primary suite is your private sanctuary, complete with a luxurious en-suite bathroom featuring a walk-in shower, dual vanities, and abundant natural light. Designed with exceptional energy efficiency, this home includes block foam insulation, high-performance windows and doors, and a high-efficiency HVAC system, all contributing to lower energy bills and year-round comfort. Perfectly situated in the heart of Winter Garden, you’ll be just minutes from Downtown Winter Garden, Winter Garden Village, Highway 429, the Florida Turnpike, top-rated K–12 schools, Foundation Academy, Montverde Academy, and Windermere Prep. And of course—just a few minutes from Walt Disney World and close to all major shopping, dining, and Orlando attractions. Don’t miss your chance to experience this serene, luxury, resort-style lifestyle. Schedule your private tour today and make this beautifully updated retreat your next home!

15688 Orange Harvest Loop, Winter Garden

Listing courtesy of EMPIRE NETWORK REALTY. 407-440-3798

15199 Lake Claire Overlook Drive, Winter Garden
$924,900
3 Beds ⋅ 4 Baths ⋅ O6443038 MLS
Under contract-accepting backup offers. Set along the water with peaceful views woven into everyday living, this beautifully maintained home offers an inviting blend of comfort, space, and relaxed waterfront living. An open, thoughtfully designed layout creates an effortless flow for daily life and entertaining, while abundant natural light, warm finishes, and colorful landscaping add to the home’s welcoming feel. The main living areas are enhanced by quality vinyl plank flooring, quartz countertops, Pottery Barn light fixtures, and a spacious kitchen with white cabinetry, stainless appliances, a large island with seating, and direct sightlines to the dining and living spaces. A Sonos whole-house audio system adds integrated sound throughout the home, while concealed living-room TV wiring keeps the installation clean and streamlined. Additional upgrades include higher ceilings, a tray ceiling in the primary bedroom, upgraded window treatments, whole-house water filtration, irrigation, and HVAC air-quality enhancements with a UV/blacklight component. The primary suite offers a relaxing retreat with peaceful water views, dual vanities, a soaking tub, walk-in closet, and an upgraded walk-in shower with dual shower heads/spouts, including a rain shower. Upstairs, a generous bonus/loft area provides flexible space for a media room, home office, playroom, or additional lounge. Outdoor living is equally inviting, with a screened lanai overlooking the water, a fenced backyard, and upgraded electrical capacity designed to support the higher-output requirements of a large hot tub or spa. The setting is ideal for enjoying morning coffee, evening sunsets, and the quiet rhythm of waterfront living. Located within gated Hickory Hammock at Johns Lake, the community is surrounded by Johns Lake, Lake Burnett, and Lake Claire. Johns Lake spans approximately 2,500 acres and is known for bass fishing and water recreation. Community amenities include a resort-style pool with beach entry, clubhouse, fitness center, tennis courts, sand volleyball/multipurpose court, playgrounds, kids’ soccer area, public fishing pier, dog park, and nature trails through wooded areas and native Florida vegetation. With water views from multiple living spaces, thoughtful interior upgrades, flexible living areas, a screened lanai, fenced backyard, and a wide range of community amenities, this home offers a polished and comfortable waterfront lifestyle in a setting designed for both everyday living and leisure.

15199 Lake Claire Overlook Drive, Winter Garden

Listing courtesy of LPT REALTY, LLC. 877-366-2213

15613 Orange Harvest Loop, Winter Garden
$410,000
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

Listing courtesy of CHARLES RUTENBERG REALTY ORLANDO. 407-622-2122

16038 Johns Lake Overlook Drive, Winter Garden
$1,999,999
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

Listing courtesy of COMPASS FLORIDA LLC. 407-203-9441

16044 Citrus Knoll Drive, Winter Garden
$1,020,000
5 Beds ⋅ 4 Baths ⋅ O6419284 MLS
Under contract-accepting backup offers. PRICE IMPROVEMENT & SELLER OFFERING UP TO $10k TOWARDS BUYERS CLOSING COSTS WITH AN ACCEPTABLE OFFER! 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

Listing courtesy of HOGAN REALTY GROUP INC. 321-202-5235

Start Your Search

The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of MLS Now and updated as of . Real estate listings held by brokerage firms other than Coldwell Banker Realty are marked with the Internet Data Exchange logo and detailed information about them includes the name of the listing broker(s).
IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
All information provided is deemed reliable but is not guaranteed and should be independently verified. © 2026 MLS Now. All Rights Reserved.

board logo

The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of the Dayton Area Board of Realtors® MLS IDX Database. Real estate listings from the Dayton Area Board of Realtors® MLS IDX Database held by brokerage firms other than Coldwell Banker Realty are marked with the IDX logo and are provided by the Dayton Area Board of Realtors® MLS IDX Database. Information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in. Copyright© 2026 Dayton Area Board of Realtors®

Hickory Hammock - Winter Garden Florida Homes & Townhouses for Sale

Search all homes and townhouses for sale in Hickory Hammock, Winter Garden Florida. View photos, prices, maps and more for Hickory Hammock in Winter Garden FL.

Call or Text (239) 880-8873 to schedule a showing on any home in Hickory Hammock Today!

How much is your home worth?

Get instant property value now!