Hickory Hammock Homes for Sale in Winter Garden - 7 homes

Remarks: Welcome to 15684 Orange Harvest Loop, a 3-bedroom, 2.5-bath townhouse with a loft, located in the highly desirable Hickory Hammock neighborhood of Winter Garden, Florida. Known for its charming architecture and resort-style amenities, Hickory Hammock offers an exceptional lifestyle in one of Winter Garden's most sought-after communities. This inviting townhouse features a bright, open floor plan designed for both everyday living and entertaining. The main living areas create a warm and welcoming atmosphere that flows seamlessly into the kitchen, which offers ample cabinet and counter space for cooking, hosting, and gathering with family and friends. Upstairs, the spacious loft provides flexible living space ideal for a home office, media room, play area, or additional lounge. All three bedrooms are well sized, offering comfort and privacy. The primary suite serves as a relaxing retreat with an en-suite bathroom with dual vanities, while the additional bedrooms share a conveniently located full bath with a double sink vanity. A half bath on the main level adds extra convenience for guests. Residents of Hickory Hammock enjoy a wide array of resort-style amenities including a community pool, clubhouse, fitness center, playgrounds, walking trails, tennis courts, a dog park, scenic parks, and a fishing pier. Ideally located near Disney World, downtown Winter Garden, top-rated schools, shopping, dining, and major roadways such as SR 429, this home offers both convenience and an active, community-focused lifestyle. Schedule your private showing today and experience everything this wonderful townhouse has to offer.

Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)

Listing Agent: Mary Sue Piesik (352-232-6873)

Remarks: Tucked away on a Private Street within a quiet cul-de-sac in the highly sought-after Gated community of Hickory Hammock, this exceptional 5 Bedroom, 4 Bathroom residence offers 3,908 sqft of thoughtfully designed living space with captivating views of Lake Burnett. Perfectly positioned to capture both Lake and Conservation Vistas, this home delivers the rare combination of Privacy, Comfort, and an Elevated Lifestyle in one of Winter Garden’s Most Desirable Neighborhoods. From the moment you enter, soaring 20-foot Ceilings in the foyer create a grand sense of arrival, complemented by a Formal Dining Room and immediate Sightlines to the Sparkling Pool and Tranquil Lake beyond, an unforgettable first impression that sets the tone for the entire home. Designed for both everyday living and entertaining, the first floor features Wood Plank tile throughout and an open, functional layout. The kitchen serves as the heart of the home, appointed with New Quartz Countertops, Stainless Steel Appliances, a Double Oven, abundant cabinetry, and an expansive Walk-in Pantry just off the Butler’s Pantry, complete with a JennAir Beverage and Wine Fridge. Thoughtful Lighting throughout enhances the warmth and livability of each space. Step outside to your Private Outdoor Retreat, where a Covered and Screened Lanai frames Peaceful Lake and Conservation Views. The Saltwater Pool with a Baja Shelf and Heated (electric) Spa invites year-round enjoyment, while the Spacious Backyard offers Plenty of Room for Kids or Pets to play, all while enjoying Stunning SUNSET VIEWS each evening over Lake Burnett and the Johns Lake Conservation area. A First-Floor Bedroom with a Full Bath provides flexibility for guests or multi-generational living. Upstairs, a generous Bonus Room offers endless possibilities for a media room, playroom, or additional living space. The Primary Suite is a true retreat, featuring Double Tray Ceilings and a Private Screened Balcony overlooking Lake Burnett, offering the perfect setting to take in breathtaking Sunset Views each evening. Secondary Bedrooms are well-appointed with Walk-in Closets, including one bedroom with an Ensuite Bathroom, while the remaining 2 Bedrooms share a well-designed bath. The tandem 3-Car Garage provides ample space for vehicles and storage, complemented by a spacious first-floor Laundry Room featuring New Quartz Countertops, a Sink, ample Cabinetry, and a Walk-in Closet. Residents of Hickory Hammock enjoy an impressive array of amenities including a Clubhouse, Fitness Center, Resort-style Pool, Fishing Pier, Tennis Courts, Sand Volleyball Courts, Dog Park, Playground, Walking Trails, and Golf-Cart-friendly streets. Conveniently located near Downtown Winter Garden, Winter Garden Village, major highways, Top-Rated Schools, and approximately 20 miles to Orlando International Airport. This home offers the Perfect Blend of Space, Functionality, and Desirable Water View Living - schedule your private showing TODAY.

Listing is courtesy of: CLOCK TOWER REALTY (407-832-7332)

Listing Agent: Denise Gregorie (407-463-0080)

Remarks: (Professional pics coming soon) FULLY FURNISHED, HEATED POOL HOME IN A GATED COMMUNITY WITH TOP-RATED SCHOOLS AND RESORT-STYLE AMENITIES — A TRUE TURNKEY OPPORTUNITY. This stunning one-story home, located in the highly desirable gated community of Hickory Hammock in Winter Garden, is loaded with upgrades. Situated on a premium corner lot, the property features a fully fenced yard with a heated saltwater pool, travertine deck, and a versatile basketball court, all surrounded by additional green space—perfect entertaining, kids and pets. Inside, the open-concept layout centers around an oversized Silestone kitchen island, creating a seamless flow between the main living areas. The home offers a thoughtfully designed floor plan with generous living, ideal for keeping the family connected and hosting. Designer upgrades throughout include engineered hardwood flooring, crown molding, upgraded lighting, window treatments, motorized shades, and a 4-zone A/C system allowing customized temperature control across the home. Additional features include a security system, outdoor surround sound, and a termite bond for added peace of mind. This home is being sold fully furnished and truly turnkey, featuring high-quality pieces from Z-Gallerie, Pottery Barn, Sealy, Samsung, Sony, LG, GE, and Char-Broil. Residents of Hickory Hammock enjoy resort-style amenities, including a clubhouse, community pool, fitness center, tennis and volleyball courts, playgrounds, walking trails, dog park, and fishing pier. Conveniently located near Downtown Winter Garden, shopping, dining, Disney, major highways, and Orlando International Airport, and zoned for top-rated schools, this home offers the best of Central Florida living. A full list of upgrades is available in the attachments.

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Mariana Cezar Ovalle (407-427-3559)

Remarks: Welcome to 15183 Sunrise Grove Court, a beautiful townhome located in the highly sought-after Hickory Hammock community in Winter Garden, Florida, where comfort, lifestyle, and an excellent location come together perfectly. Offering 1,844 square feet of living space and 2,393 total square feet, this property features 3 bedrooms, 2 full bathrooms, and 1 half bath, providing the layout and space today’s families truly value. From the moment you enter, you are welcomed by a bright, open design filled with natural light that creates a sense of spaciousness and warmth. The seamless connection between the living room, dining area, and kitchen creates the perfect environment for family gatherings, entertaining guests, or simply enjoying everyday life in comfort. The kitchen becomes the heart of the home, strategically connected to the main living areas so you can always stay part of every moment. Whether hosting special gatherings or enjoying quiet evenings at home, this space easily adapts to your lifestyle. On the second level, the primary suite offers a private retreat ideal for rest and relaxation. Spacious and thoughtfully designed, it provides both comfort and privacy. The additional bedrooms are versatile and can easily be used as family bedrooms, guest rooms, or a home office. Hickory Hammock is more than just a community—it’s a lifestyle. Residents enjoy resort-style amenities including a clubhouse, pool, fitness center, playground, and scenic walking trails surrounded by beautifully maintained green spaces. It’s a place where neighbors connect, families spend time together, and the atmosphere is peaceful and welcoming. Strategically located in Winter Garden near Horizon West, the property offers convenient access to highly rated schools, shopping centers, restaurants, major roadways, and the charm of Historic Downtown Winter Garden. It is also just a short drive from Orlando’s major employment centers and the area’s most popular attractions. Homes in this community are highly sought after and do not stay on the market for long. If you are looking for a home that combines space, comfort, and a true sense of belonging, 15183 Sunrise Grove Court may be exactly what you have been waiting for. Schedule your private showing today and come experience it in person.

Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)

Listing Agent: Natsue Siqueira (407-722-0850)

Remarks: Under contract-accepting backup offers. Exceptional Lakefront Pool Home in the Gated Community of Hickory Hammock in Winter Garden. Positioned on a quiet cul-de-sac overlooking Lake Claire and Johns Lake Conservation, this impeccably maintained 4-bedroom, 3-bath residence showcases 3,844 square feet of thoughtfully designed living space and a 3-car tandem garage, seamlessly blending luxury, comfort, and the Florida lakefront lifestyle. The private outdoor retreat is designed for unforgettable entertaining, featuring a resort-style saltwater pool and spa with sun shelf, pool heater (2017), fire bowls, and wireless controls for the pool, spa, lighting, and water bowl. A dramatic two-story screened enclosure frames the outdoor living space while preserving peaceful lake and conservation views, creating the perfect setting for relaxing or entertaining while enjoying the tranquil waterfront setting. Inside, the home blends elegance and functionality with tile flooring throughout the first floor and engineered hardwood on the stairs and bonus room. The expansive family room features a stacked stone fireplace with wood mantle, creating a warm focal point for gatherings. Crown molding, upgraded lighting, and thoughtful details are carried throughout. The chef’s kitchen is ideal for everyday living and entertaining, showcasing espresso cabinetry, a large quartz island, glass tile backsplash, and an updated butler’s pantry and bar area with quartz counters, custom shelving, and designer tile accents. The first floor includes a bedroom and full bath, ideal for guests or multi-generational living, and all secondary bathrooms throughout the home have been beautifully updated, creating a cohesive, move-in-ready feel. An oversized custom laundry room features a sink, folding station, walk-in storage, quartz counters, and negotiable washer and dryer. Upstairs, the primary suite offers a private balcony with sweeping views of Lake Claire, conservation, and the sparkling pool below. Step onto the private balcony and take in the serene views of the pool and Lake Claire, creating a peaceful retreat to start or end your day. The fully renovated spa-style primary bathroom includes dual vanities, a glass-enclosed tile shower with rain head, and a freestanding soaking tub. A custom primary closet and flex room perfect for an office or nursery, separated by a barn door, add versatility. Additional upgrades include smart heated toilets throughout, Sonos sound system with three zones, Trex garage flooring, a 50-amp EV charger, whole-house water softener and filtration system, new dishwasher (2025), and interior and exterior paint within the last four years. The solar panels will be paid off at closing, providing energy savings, and a termite bond is in place. Residents of Hickory Hammock enjoy resort-style amenities including a clubhouse, fitness center, community pool, fishing pier, tennis courts, volleyball courts, dog park, playground, walking trails, and golf-cart friendly streets. Conveniently located near downtown Winter Garden, Winter Garden Village, major highways, and approximately 20 miles to Orlando International Airport. A rare opportunity to enjoy private lakefront living in one of Winter Garden’s most desirable gated communities.

Listing is courtesy of: CLOCK TOWER REALTY (407-832-7332)

Listing Agent: Denise Gregorie (407-463-0080)

Remarks: Under contract-accepting backup offers. Imagine a life where lakeside serenity meets modern sophistication. Tucked behind the private gates of Hickory Hammock, this John’s Lake retreat welcomes you with an airy, open-concept design where the gourmet kitchen—dripping in "Crema Pearl" granite and rich, dark cabinetry—serves as the heart of the home. Whether you're hosting in the expansive great room or retreating to the massive second-floor loft, the layout is masterfully crafted for both connection and quiet. And if tranquility is what you seek you'll love not having any rear neighbors. The "split" design ensures ultimate privacy, placing the sanctuary of the master suite at the rear of the home, while guests and family enjoy two bright bedrooms at the front. Beyond its beauty, the home is a feat of modern engineering. Built as an M/I "Whole Home" with Energy Star 3.1 certification, it features an industrial-strength foundation and high-performance insulation that keep the interior cool and quiet. It is a high-performance haven that is as affordable to run as it is breathtaking to behold. It’s not just a place to live; it’s a high-performance sanctuary on the water’s edge. While by the lake enjoy Hickory Hammock’s resort style pool, clubhouse, playground and tennis courts. If location is a priority you are minutes from SR-429 and a short drive to Historic Downtown Winter Garden, where the streets are lined with old brick and the air feels a little more relaxed. On Saturdays, the Farmers Market comes alive with fresh produce, local vendors, and neighbors greeting one another like old friends. Throughout the year, festivals fill the streets with music and boutique shops, cozy cafés, and countless dining spots make it easy to turn a simple afternoon into a full day out. Families find comfort here, too, with access to one of the area’s most sought-after K–12 schools nearby plus with convenient access to grocery stores, pharmacies, and coffee shops. Florida living at it’s finest awaits at Hickory Hammock so schedule your private showing today.

Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)

Listing Agent: Alex Gallinal (407-491-7333)

Remarks: Discover lakefront luxury at its finest in the coveted community of Hickory Hammock - where peaceful water views greet you from both the front and back of this extraordinary Winter Garden residence. Perfectly positioned on the shimmering shores of Johns Lake, this home offers a rare blend of elegance, privacy, and resort-style living that feels like a vacation every single day.Step inside and experience over-the-top comfort in this expansive 5-bedroom home, complete with a theatre/loft, 5 full bathrooms, and a breathtaking outdoor oasis. Designed with multigenerational living in mind, the main level features two generous suites, including a luxurious primary and an oversized guest suite - each offering serene views, spa-inspired bathrooms, and exceptional privacy.Upstairs, a second secluded primary suite becomes your personal sanctuary. Wake up to panoramic lake views, unwind in the garden bath, or step onto your private balcony to savor unforgettable sunsets over the water.At the heart of the home, an open-concept living area flows effortlessly into a chef’s dream kitchen, showcasing premium appliances, granite countertops, and custom cabinetry. Whether you're hosting intimate dinners or lively gatherings, this space is built for connection and celebration.Slide open the doors and step into your own private resort. The expansive outdoor living area features a full outdoor kitchen with Brazilian granite, a sparkling pool with infinity-edge hot tub, and multiple spaces for lounging, dining, and entertaining. Just steps away, your covered private boat dock - complete with boat and jet ski lifts - invites endless days of boating, fishing, and watersports on Johns Lake.For those who love to play, the backyard also includes a 5-hole putting green and 2-hole chipping green, perfect for sharpening your short game without ever leaving home.This property is more than a home - it’s a lifestyle. A rare opportunity to live in one of Winter Garden’s most desirable communities, surrounded by natural beauty, premium amenities, and the tranquility of lakefront living.Homes like this don’t come along often. Schedule your private showing today and experience firsthand what it feels like to live in your own slice of paradise.

Listing is courtesy of: WHEATLEY REALTY GROUP (352-227-3834)

Listing Agent: Bradley Gruber (407-810-3938)