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Winter Garden is a bustling urban town with over 38,000 residents. It is almost the home of several schools, like Lake Whitney Elementary School, Bridgewater Middle School, and West Orange High School. Only 30 minutes out of Orlando, the town is the perfect distance from the city for commuters.

Community and Events

Winter Garden bolsters its sense of community with a plethora of events, especially around the holidays. For example, in December, they proudly present a number of activities for families to attend: light shows, hayrides, movie nights, a parade, musical performances, and some Santa Clause sightings of course! Some year-round events include live performances every Friday at the Plaza in Downtown Winter Garden and their weekly Farmers Market. If you're looking for things to do inside, Winter Garden provides several options. Their Heritage Museum delves into the town's past with over 5,000 artifacts to look through. The Central Florida Railroad Museum explores the role of the railroad in Florida's past -- a fun history lesson for people of all ages. The Winter Garden's Art Association's community center offers a neat gallery with exhibits and workshops for all. When you need to check out a book, make sure to visit the Winter Garden Branch of the Orange County Library System. Go to the Garden Theatre for a wonderful performance for a night out.

See more Winter Garden Events on their website!

Brand Winter Garden Listings

$625,000
5 Beds 2.5 Baths Lakeview Pointe/Horizon West P SubDv. 34787 Zip Code
This masterfully crafted home is next to the ''Happiest Place on Earth'', while becoming your Very Own Place of Happiness! This ideal corner lot showcases great views of DISNEY FIREWORKS EVERY NIGHT! Carefully designed with intricate attention to detail, your next home has 5bedrooms (1 that can alternate as a Study/flex room), 2.5 baths and boasts a plethora of luxury upgrades: beautiful crown molding, a gourmet kitchen, 42'' cabinets, an oversized walk-in pantry, refined quartz countertops, stainless steel appliances, & plantation shutters. The coveted community of Horizon West features HOA maintained lawns, its own gym, pool, kid’s splash pad, and a playground. Strategically placed, there’s built in privacy of not having neighbors in the front and a beautifully covered, brick paved, terrace with a functional breezeway for those hot summer days. Lakeview Pointe is near the New Hamlin Village shopping center, Hwy 429, great restaurants, Publix, Walmart, not far from Downtown Orlando/City Walk and not to mention zoned for Windermere High school! This home has a new a/c unit and a roof that's only seven(7) years old. Words can only do so much to describe this gem, come lay eyes on and feel the comfort of your next home today! Contact me today!!! The listing agent(s) and broker are committed to ensuring that the listing is accurate. However, we make no warranty or guarantee regarding the accuracy of the content on this site and strongly advise any potential buyers to thoroughly vet the information with a professional for accuracy.

14278 Murcott Blossom Boulevard, Winter Garden

$389,900
2 Beds 2.5 Baths Signature Lks-Pcl 01a SubDv. 34787 Zip Code
Welcome to this charming new listing at 14420 Pleach Street. A delightful two-bedroom, 2.5-bathroom townhouse in the vibrant community of Horizon West in Winter Garden, Florida. With a generous interior space of 1,448 square feet this home offers stylish living and modern comforts perfect for anyone looking for a contemporary lifestyle. Step inside to discover a light-filled open floor plan that seamlessly connects the living room to the kitchen, featuring modern appliances and ample counter space for your culinary endeavors. Each bedroom upstairs offers privacy and tranquility, complete with ensuite bathrooms that are practical and elegantly designed. Beyond the walls of this beautiful home, you are located within a friendly neighborhood surrounded by convenient amenities. The home is just a short distance from Tower Green, a serene park ideal for morning jogs and weekend picnics, only 303 meters away. For your grocery needs, the Publix Super Market at Cornerstone at Summerport provides everything you need and is an easy 2047 meters away. Transportation is a breeze with nearby access to the Frontierland Railroad and Monorail Station at Magic Kingdom, making commuting or leisure travel convenient. This townhouse not only promises a comfortable living environment but also provides the perks of residing near Disney World – perfect for weekend fun! Don't miss the opportunity to own this lovely townhouse where every convenience is a stone's throw away. Anyone looking for a blend of suburban charm and modern lifestyle. Schedule your private showing today!

14420 Pleach Street, Winter Garden

$775,000
4 Beds 3 Baths Reserve/Carriage Point Ph 1 SubDv. 34787 Zip Code
The Reserve at Carriage Pointe. Highly desired GATED Community in Winter Garden featuring 4 Bedrooms/3 Baths/+Office. Spanning 3235 sq ft all on ONE LEVEL. This open floor plan offers 10ft ceilings throughout with Tray ceilings in the Entry, Gathering Room and Primary Suite. As you enter the home, you will be wowed with the amount of space in each room which flows effortlessly from the foyer to the Formal dining room to the open concept Living area, right into your Chef's Kitchen and large walk-in oversized Pantry. The Gourmet Kitchen overlooks the gathering area and boasts white Kitchen cabinets, equipped with a built-in natural gas cooktop, undermount farmhouse sink, Pot filler, Vented Hood, and a large center island with ample counter & cabinet space. The Main Living area is the main focal point of the home that leads out to a large extended screened Lanai with beautiful scenery and NO rear neighbors and plenty of room to add your pool and enjoy your Florida lifestyle. The Primary suite is tucked in the back of the home and is a luxurious retreat with its own added sitting room w/French doors that can be used for an additional home office, or gym. The Primary bath is generous in size with a soaking tub, large walk-in shower, rain head and beautiful customized walk in Master Closet. The remaining 3 bedrooms are also generous in size, providing privacy and comfort for family and guests. Additional features of the home include Crown Molding & Hard Wood flooring throughout, ( No Carpet) Wainscoting and a large walk in Laundry with built in cabinetry, and laundry sink. Customization has also been done in all the closets and Pantry. The residents of The Reserve at Carriage Pointe will enjoy GATED ACCESS, a community park and playground. The location is prime to local restaurants, shopping , major roadways and the world-renowned theme parks. This home is truly a gem! Schedule your showing today to see what this home has to offer.

15461 Sandfield Loop, Winter Garden

$1,249,900
5 Beds 5 Baths Bronsons Lndgs F & M SubDv. 34787 Zip Code
Welcome to the luxurious lifestyle in the beautiful gated community of Bronson's Landing in Winter Garden. This magnificent estate boasts over 4100 Sqft that features 5 spacious bedrooms and 5 baths, ensuring ample space for both relaxation and entertainment. Upon entering through the arched 8’ solid-wood double-entry doors, you are greeted by a 2 story grand foyer that opens up to the living room with a fireplace and sweeping views of the sparkling pool. The master bedroom is conveniently located on the first floor with its expansive walk-in closet and bathroom. It also includes a wet bar and French doors to the pool. On the first floor is also a library which is perfect for remote work at home. The pool bath with a shower provides convenience for outdoor entertainment of the stunning heated pool and spa, creating a private oasis for relaxation and enjoyment. Ascending to the second floor, you'll discover the expansive second master bedroom/suite complete with a kitchen, dining area and its own full bathroom which is just right as an in-law suite or guest bedroom. There is a princess suite with its own bathroom and sitting area. 2 other bedrooms sharing a Jack & Jill bathroom. Step outside to your own personal oasis and take a refreshing swim or simply relax on the sun-drenched poolside terrace, basking in the warm Florida sunshine or create a bbq masterpiece on the spacious deck area. Overlooking a picturesque pond, the outdoor space provides a tranquil escape from the hustle and bustle of daily life. The HOA fee includes Spectrum cable and High-Speed Internet. Recent upgrades include the brand new cooktop, downstairs ACand the master bathroom shower glass enclosure. All photos are for reference only. All descriptions, room measurements, HOA restrictions & Fees are approximates and should be independently verified by buyer/buyer's agent. All information contained in this listing is believed to be reliable but is not guaranteed or warranted.

2211 Rickover Place, Winter Garden

$465,000
3 Beds 2.5 Baths Signature Lakes SubDv. 34787 Zip Code
Welcome to 5746 New Independence Parkway—a beautifully appointed townhome offering 2080 square feet of luxurious living space. This meticulously maintained property features 3 spacious bedrooms and 2.5 baths, providing ample space for comfortable living and entertaining. Step inside to discover an inviting open-concept layout, highlighted by stylish finishes and modern amenities throughout. The gourmet kitchen boasts sleek countertops, stainless steel appliances, and ample cabinet space, perfect for culinary enthusiasts and hosting gatherings with loved ones. Escape to the spacious master suite, complete with a private ensuite bath featuring dual vanities, a luxurious soaking tub, and a separate shower. Two additional well-appointed bedrooms offer flexibility for guests, home offices, or hobbies. Outside, the expansive backyard provides the ideal setting for outdoor enjoyment and relaxation, with plenty of space for gardening, entertaining, or simply soaking in the Florida sunshine. Conveniently located in a pretty neighborhood, this exceptional property offers easy access to major routes meaning all of Florida's beaches are quickly reached be they either the Space Coast or Gulf Coast in addition to a plethora of shopping, dining, famous theme parks, & entertainment venues. This ensures a lifestyle of convenience and enjoyment for its fortunate new owners. Don't miss your chance to make this dream home yours—schedule your showing today and experience the epitome of Florida living at 5746 New Independence Parkway!

5746 New Independence Parkway, Winter Garden

$700,000
4 Beds 3.5 Baths Summerlake Pd Ph 1b/Replat SubDv. 34787 Zip Code
Welcome to Summerlake and 14708 Spotted Sandpiper Blvd! This incredible residence boasts four bedrooms, three full bathrooms, three expansive living areas, a gourmet kitchen, with an expansive fenced backyard and no rear neighbors. As you enter, you will be greeted by the first of two downstairs living rooms, complete with a drop zone, half bathroom, and convenient access to the tandem 3-car garage. Continuing through the dining room, you will find the spacious open family room and kitchen area, adorned with beautiful luxury vinyl plank flooring. The kitchen is equipped with 42-inch cabinets, granite counters with a stylish backsplash, a breakfast bar, and stainless steel appliances including natural gas cooktop. A sliding patio door provides a picturesque view of the extended screened lanai, perfect for entertaining and enjoying the outdoors. Upstairs, the large primary bedroom offers a breathtaking view of the Disney fireworks, while the primary bath offers dual granite counters, a separate shower, and a luxurious soaking tub. Two secondary bedrooms share a Jack & Jill bathroom, while another bedroom has its own private en suite with access to the upstairs bonus room. The spacious upstairs bonus room provides ample space for relaxation or play. The Summerlake community offers an array of amenities, including yard maintenance, a resort-style pool, clubhouse, fitness center, tennis courts, and a fishing pier. This remarkable home is minutes away from top-rated schools and the exciting new Hamlin Town Center, as well as easy access to area attractions and downtown Orlando. Contact us today to schedule your private showing!

14708 Spotted Sandpiper Boulevard, Winter Garden

$685,000
4 Beds 2.5 Baths Summerlake Pd Ph 3c SubDv. 34787 Zip Code
Welcome to your dream home! This beautiful residence seamlessly blends MODERN DESIGN with CHARMING DETAILS, creating a warm and inviting atmosphere. As you step onto the inviting front porch, you'll immediately feel the welcoming ambiance. Inside, the home boasts 4 spacious bedrooms and 2.5 baths, providing ample space for your family to grow and thrive. The versatile FLEX SPACE can be transformed into a home office, playroom, or TV room, tailored to your needs. The heart of this home is its LARGE, FENCED BACKYARD, where a pergola adjacent to the lanai offers a perfect setting for outdoor gatherings and relaxation. Imagine hosting barbecues, enjoying morning coffee, or watching your kids and pets play in this serene outdoor space. Living in this community means enjoying TOP-RATED SCHOOLS and a wealth of amenities, including a POOL, CLUBHOUSE, DOG PARK, FITNESS CENTER, PLAYGROUND, and TENNIS COURTS. There’s always something fun and exciting to do just steps from your front door. The home's thoughtful design places all bedrooms upstairs (including the master), providing a peaceful retreat while keeping you close to your kids. The PAVED DRIVEWAY adds to the home's CURB APPEAL, offering plenty of parking for your family and guests. Discover the perfect blend of comfort, style, and community at 15251 Night Heron Drive! Contact us today to schedule a private showing and start the next chapter of your life in this exceptional home!

15251 Night Heron Drive, Winter Garden

$1,080,000
5 Beds 3.5 Baths West Lake Hancock Estates SubDv. 34787 Zip Code
One or more photo(s) has been virtually staged. Welcome to this 5-bedroom stunner in Overlook at Hamlin, with upgrades and designer finishes you won’t find anywhere else on the market. The enticing curb appeal includes fresh exterior paint, a side-entry garage, a newly sealed paver driveway and a professionally landscaped front yard. Inside the front door, you’ll find a great layout with beautiful tile flooring throughput, along with soaring ceilings, archways and crown molding. The stylish formal dining room sits on one side of the foyer, with a home office on the other. The office has been upgraded with French doors and floor-to-ceiling built-in storage. At the rear of the floorplan, the timeless kitchen is open to the living room. The kitchen features a dining nook, a huge pantry, new stainless appliances, granite countertops, a glass backsplash, an island and a long breakfast bar with seating & pendant lights. You’ll spend all summer on the back lanai, with space in the lush yard for a playscape, garden or firepit. The property also backs up to green space, so you have no back neighbors! The lovely primary suite occupies an entire wing of the main level. The bedroom includes tray ceilings and double walk-in closets, while the ensuite boasts his&her vanities, a corner soaking tub and a frameless glass shower. At the top of the stairs, you’ll find a massive family room. The four guest rooms offer ample privacy, as each is located in a different corner of the house. There are also two full bathrooms on the upper level. Don’t forget about the drop/zone laundry room at the entrance of the 2-car garage. Overlook at Hamlin is an amenity-rich community located at the edge of Lake Hancock and it’s zoned to top-ranked schools. Residents have access to serene walking paths, multiple resort-style pools, a splash pad, a lakefront clubhouse, a fitness center, and a waterfront park with a boat launch and playground. You’ll be just 5 mins from Publix and all the shopping & dining at Hamlin Mall. You can hop on Rt. 429 in no time at all, plus Disney & all the theme parks are less than 15 mins from your front door. Less than half an hour to Orlando!

14620 Black Quill Drive, Winter Garden

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