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$575,000
4 Beds ⋅ 4 Baths ⋅ Waterleigh Ph 4a SubDv. ⋅ 34787 Zip Code
Discover 11045 BOSTWICK ALY in Winter Garden—where you’ll live in one of the most sought-after neighborhoods with top-rated A+ schools just steps away. Imagine your mornings: a quick walk to school, serene landscaping views from your porch, and all the best resort-style amenities at your fingertips—playgrounds, fitness centers, nature trails, and more! This gorgeous 4-bedroom, 3.5-bath home is built for modern living with smart home features, energy-saving solar panels (paid by the seller!), and easy access to everything Winter Garden offers—charming shops, amazing restaurants, and vibrant downtown. All concrete block construction on both first and second floor single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you’ll find the first bedroom complete with ensuite bathroom and a powder room across the hall. The well-appointed kitchen overlooking the great room, dining room, and oversized outdoor lanai. The kitchen features granite countertops, stainless steel appliances, spacious walk-in pantry and an island with bar seating. As we head up to the second floor, we are greeted with a loft area and additional three bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity sinks and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor for convenience. This home features a two car garage located at the rear of the home with drop zone as you enter the first floor. Waterleigh community is well know for prime location with a lot of lifestyles amenities such Playgrounds & Sports Fields, Indoor Fitness Centers, Scenic Lakes and Ponds, Community Garden Mini-Golf, Walking & Nature Trails, Beach Volleyball & Hammock Beach This prime location with this particular meticulous home is great spot that leads you to enjoy easy access to a vibrant array of shops, restaurants, and entertainment options. The historic downtown area offers charming boutiques and family-owned eateries, while the nearby Winter Garden Village provides a more modern shopping experience with over 100 retailers.

11045 Bostwick Alley, Winter Garden
$414,000
34787 Zip Code
Established boba tea business with high gross sales. Cash buyers only! NDA and proof of funds are required!

Winter Garden
$799,900
Acreage & Unrec SubDv. ⋅ 34787 Zip Code
Serene 5 acre property! Zoned for residential and agricultural use. Whether you envision building your dream home, farming or simply enjoying the peaceful landscape, this land offers country living without sacrificing city amenities. For those looking for a turnkey solution, the property is also available as a to-be-built custom home opportunity with Lionshead Homes, allowing buyers to design and build a luxury residence tailored to their lifestyle. Conveniently located just 7 minutes to Publix at Hamlin or Publix at Stoneybrook. Shopping, dining, medical offices, hospitals, movie theater are all close by! Disney World 20 minutes. Orlando International Airport 35 min. Contact us for additional information and take the first step towards owning your slice of rural paradise!

9940 Black Bear Lane, Winter Garden
$655,000
5 Beds ⋅ 3 Baths ⋅ Lake Hancock Preserve SubDv. ⋅ 34787 Zip Code
Welcome to 8018 Bowery Drive, a spacious 5-bedroom, 3-bathroom home perfectly positioned in Winter Garden right on the edge of Windermere. This layout offers flexibility and comfort for everyday living while also providing the space to entertain. Upstairs, you’ll find the private primary suite, a generous loft, a full bathroom, and three additional bedrooms, two of which offer nightly views of Disney fireworks right from the window. Downstairs features two separate living spaces, plus a conveniently located bedroom and full bathroom ideal for guests or in-laws. Step outside through the telescoping sliding glass door to enjoy a large covered porch and private backyard with no rear or side neighbors. Curb appeal shines with a paver driveway and charming wrap-around front porch. Just minutes from the 429, Disney, and all that Windermere has to offer, this home blends location, privacy, and everyday convenience. Don’t miss the chance to make this beautiful home yours!

8018 Bowery Drive, Winter Garden
$989,000
4 Beds ⋅ 4 Baths ⋅ Summerlake Reserve SubDv. ⋅ 34787 Zip Code
We present an impeccable, newly built home in brand-new condition, ready to welcome you and your family with comfort, modernity, and style. Located in the sought-after Summerlake Reserve community in Horizon West, this home surprises with every detail. Upon arrival, the charming porch with its well-kept garden gives you a taste of what lies ahead. Upon entering, the integrated living, dining, and kitchen areas create a feeling of spaciousness and warmth, perfect for those who value open, well-lit spaces. Large sliding doors allow for abundant natural light and connect the interior with the exterior. With high ceilings of almost 3 meters, the home exudes elegance and sophistication. The kitchen is a true highlight: equipped with modern appliances, high-end wood cabinetry, a large central island, and a spacious pantry—ideal for those who love cooking and entertaining. The four bedrooms are spacious, well-appointed, and designed to offer maximum comfort. There are three and a half bathrooms, all with quality finishes and tasteful furnishings. The laundry room offers a functional space and is already equipped to make daily life easier. The garage accommodates three cars and has an automatic gate, ensuring convenience and security. All this in a prime location, close to schools, shops, restaurants, and all the amenities that make Horizon West one of the most valued areas in Florida. If you're looking for a new, modern home in a complete community, this is the perfect opportunity. Schedule your visit and come see for yourself!

9493 Emerald Berry Drive, Winter Garden
$2,700,000
Lake Avalon Groves Rep SubDv. ⋅ 34787 Zip Code
Probably the finest site for a huge estate home in Orange County! No need to move almost an hour away to Montverde just to find enough land to build your private estate or Equestrian estate when this gem is minutes to Windermere and everywhere you want to be. This highly sought after 10 acre property in the Lake Avalon rural settlement, is a declining citrus grove and sits on the highest elevation in West Orange County, which affords it incredible views in every direction. If you build a two story home on the property with a balcony situated just right, you can see all the way to Orlando, Windermere, and the nightly Walt Disney World fireworks. There is a contract in place for reclaimed water for irrigation and a clean well on the property for drinking water. This dream property is just minutes from the thriving downtown Winter Garden Village, Hamlin center, downtown Windermere and minutes to the 429 expressway to downtown Orlando, Disney, and all major shopping , dining, and attractions. This lot is a rare find! There is nothing like it on the market, and there never will be again, as quality parcels of country real estate are disappearing. Don't miss your chance to own your dream piece of country paradise!

17902 Seidner Road, Winter Garden
$2,050,000
4 Beds ⋅ 5 Baths ⋅ Acreage & Unrec SubDv. ⋅ 34787 Zip Code
Pre-Construction. To be built. This Custom Single-Story Modern Farmhouse by Lionshead Homes is a showstopper! Set on a serene 5-acre private oasis. Plenty of space for farm animals or just enjoy the open space and tranquil surroundings. Lionshead Homes has recently built custom homes near this property. So Buyers may view a recently completed home to get an idea of fit and finish and our quality craftmanship. Located in the Avalon Rural Settlement, you'll enjoy the country lifestyle without sacrificing proximity to shopping, entertainment and the suburban lifestyle of Hamlin and Winter Garden. Call for more information or to schedule a viewing appointment.

9940 Black Bear Lane, Winter Garden
$1,000,000
Overstreet Crate SubDv. ⋅ 34787 Zip Code
VERY RARE FIND . EXCELLENT LOCATION IN WINTER GARDEN . CLOSE TO HWY 50 ON 9TH STREET . SITE APPROVED FOR 5400 SQ FOOT BLD MANY USES . COMES WITH BUILDING PLANS AS WELL , READY TO BUILD . GROUND LEASE OPTION IS ALSO AVAIABLE .

851 9th Street, Winter Garden
$2,500,000
34787 Zip Code
Fantastic opportunity to purchase 12+ acres of private, quiet lake front property in Winter Garden/Windermere area on West Lake Butler Blvd. with 4+ acres high and dry and no HOA. Property currently boasts dock with electricity and boat lift on a skiable lake. There is an existing house that could be remodeled or torn down and start fresh. Home is 4961 square feet and built in 1990 with approximately 844 linear feet of lakefront property on Lake Roper. Home could also be rebuilt as a multigen and could be larger if needed with ample room for multiple garage spaces as well (example of possible home and floor plan attached in photos). This is a RARE OPPORTUNITY to acquire this much lakefront property and land but be in close proximity to city center, major thoroughfares, restaurants, theme parks, international airports. Example photos of possible home and floor plan provided by custom home builder, David Konkol Custom Homes.

13377 Lake Butler Boulevard, Winter Garden
$635,000
4 Beds ⋅ 3 Baths ⋅ Silverleaf Reserve At Hamlin SubDv. ⋅ 34787 Zip Code
JUST REDUCED - SELLER MOTIVATED! Step right into the highly sought-after Winter Garden lifestyle with this beautiful 4-bedroom, 3-bathroom home in the premier Silverleaf Reserve community. Designed to impress, the expansive open floor plan boasts soaring high ceilings and an abundance of natural light, creating a seamless flow for entertaining and daily living. The modern kitchen is equipped with sleek stainless steel appliances and opens directly into the spacious main living areas. Retreat to your primary suite, a true sanctuary featuring a massive walk-in closet and a luxurious spa-like bathroom designed for ultimate relaxation. Outside, enjoy the beautiful Florida weather year-round on your covered lanai, which overlooks a private, landscaped backyard. Location is everything, and this property delivers unparalleled convenience—you are just a few blocks away from highly rated Hamlin Elementary and Middle Schools, the vibrant dining, shopping, and entertainment at Hamlin Town Center, and major highways for a quick, stress-free commute throughout the Orlando area. This home offers the perfect blend of modern comfort, space, and prime accessibility. Turnkey properties in this neighborhood are in high demand and move fast. Call today to schedule your private showing before this exceptional opportunity is gone!

16271 Silver Grove Blvd, Winter Garden
$2,999,000
Fries Winter Garden SubDv. ⋅ 34787 Zip Code
COMMERCIAL property in downtown WINTER GARDEN! Located directly on PLANT STREET in the Historic District Overlay this property offers great exposure. It is currently zoned C-1 and has many permitted uses such as retail establishments, eating and drinking establishments, office & studios, financial institutions, private club, personal service, church and more. Permitted use list available upon request. Total property consist of over 3300 square feet and almost 2700 square feet of interior space. Property is split up unit two units. The first unit is approximately 1050 interior space offering a main retail area measuring 25x22, an office 9x14 and additional room 18x8. There is additional walkway space and two restrooms. The second unit is approximately 2050 interior space offering a 31x14 retail space, and additional spaces measuring 6x14, 8x12,10x17,18x24 and 7x15. There is additional walkway space and one restroom plus rear entrance/exit ability. ENJOY the downtown Winter Garden life.

18 & 20 E Plant Street, Winter Garden
$160,000
. SubDv. ⋅ 34787 Zip Code
Business for Sale Only - Exceptional opportunity to own a well-established beauty Salon in the heart of Winter Garden. Great Located. This Beauty Salon offers unbeatable visibility and foot traffic, making it a high-demand business with strong revenue potential. Key Features: Turnkey Operation: Fully equipped with modern chairs, mirrors, workstations, and a reception area. High-traffic, constant flow of customers. Established Clientele: has built a solid reputation and loyal customer base. This business is perfect for an owner-operator or an investor looking to step into a thriving market with significant foot traffic. With its prime location and steady clientele, this is poised for continued growth. Call to set an appointment.

120 S Dillard Street, Winter Garden
$2,500,000
3 Beds ⋅ 3 Baths ⋅ Lake Avalon Groves SubDv. ⋅ 34787 Zip Code
Great Opportunity that you wont find in winter garden 9 acres available for you. Home has been remodeled and can be build home at every 4 acres . You can build your dream home , no hoa.

2827 Sanctuary Lane, Winter Garden
$2,550,000
4 Beds ⋅ 5 Baths ⋅ Lake Avalon Groves Rep SubDv. ⋅ 34787 Zip Code
Pre-Construction. To be built. 4633 sq ft of living space, set on a sprawling 2.5 acre lot. Choose from this 4 Bedroom, 4.5 Bathroom, 4 Car Garage Custom Home or Lionshead Homes will design an alternative floor plan just for you! The property exudes tranquility with its lush mature landscape, offering ample room for a pool, outdoor activities, gardening, or farm animals. Inside, the home features a modern layout with luxurious finishes, a spacious kitchen, formal and informal dining, office, game room and a lavish Master Suite which features double tray ceilings, his and her closests, large shower and a freestanding tub. Outside, the large lot provides privacy and a peaceful escape, while still being conveniently close to Winter Garden’s vibrant amenities, including shopping, dining and top-rated schools. Ideal for Homeowners seeking a rural escape without compromising accessibility. Alternative floor plans for this homesite are available upon request.

17144 Phil C Peters Road, Winter Garden
$975,000
Lake Avalon Groves Rep SubDv. ⋅ 34787 Zip Code
Cleared and ready for your dream home! Welcome to 17144 Phil C Peters Road, a serene retreat nestled in Winter Garden, where country charm meets modern convenience. The large 2.5 acre property is high and dry with direct frontage on Phil C Peters Rd. The front of the property is dotted with a mature oaks, canopy and the middle and rear of the property is mostly open and flat providing plenty of space for a new custom home and potential barn, garage, garden, etc. Farm animals are welcome! This property is perfect for those craving space and tranquility while staying connected to city conveniences. Located just 5 minutes from shopping and dining in Hamlin and Stoneybrook West. Close proximity to top rated public and private schools. Property comes with impact fee credits and a newer well already onsite. Listing Broker is the owner of Lionshead Homes. Lionshead Homes will design and build your new custom dream home, if desired. Floor Plans available upon request.

17144 Phil C Peters Road, Winter Garden
$59,000
Loveless J S Add 01 SubDv. ⋅ 34787 Zip Code
Excellent parcel in downtown Winter Garden. Great location.

764 Klondike Street, Winter Garden
$400,000
34787 Zip Code
This is a wetland property. W Orange Country Club Drive in Winter Garden, Florida 34787. "Zoning: C-2" Nestled in a desirable and well-established area. This county currently is not allowing anything to be built on it. Pin Location: Latitude 28.49896925, Longitude -81.58828662. Note: buyers I emphasize the importance of conducting thorough due diligence to ensure that the property meets your expectations and requirements.

W Orange Country Club Drive, Winter Garden
$129,900
Siplin Heights SubDv. ⋅ 34787 Zip Code
JUST REDUCED No homeowner association, two separate entrances. Existing home was demolished in 1999. Build your dream home on this beautiful lot, almost half acre lot, located in the heart of Winter Garden close to newly build homes. This vacant lot is 140’ in width. The average home lots in the area is 45’ in width. Just blocks away from many schools, restaurants, shops, major Hwy's and the Crooked Can Brewery. Enjoy the farmers market every Saturday or keep active at the West Orange Trail.

14577 Siplin Road, Winter Garden
$1,250,000
Avalon Hills Sub SubDv. ⋅ 34787 Zip Code
Discover 5.1 beautiful acres in Avalon Hills, an exclusive community featuring just 16 premium luxury home 5 acre lots. No need to move almost an hour away just to find some land and more privacy when this gem is minutes to Windermere and everywhere you want to be. This vacant land represents the essence of premium real estate, nestled at the end of a one-way street ending in a serene cul-de-sac bordered by State conservation land that will never be developed. Imagine crafting your dream home on the premier lot, perched on a gentle hill overlooking the entire neighborhood. The elevation advantage allows for breathtaking sunset views that you can relish right from your front door. Numerous mature oak trees throughout the property offer splendid options for integrating them into your home's design. While maintaining the tranquil country atmosphere, you'll still enjoy all the advantages of a Winter Garden zip code while paying Lake County taxes and still be minutes to Windermere and surrounding areas. Nearby luxury estates ensure your new home will fit seamlessly into this elegant neighborhood. It gets better, you will have the freedom to choose any builder you prefer. Minutes to Windermere, Hamlin, Winter Garden Village, and the 429 Expressway to Disney, Downtown Orlando, and all major shopping, restaurants, and attractions. This lot is truly a rare find, as there's nothing quite like it currently on the market. Don't miss this chance to own your piece of paradise! all measurements and zoning restrictions to be verified by the buyer/ buyers agent.

10133 Colt Lane, Winter Garden
$7,500,000
34787 Zip Code
Vacant Land For Sale! This property offers a very unique opportunity. Property located in “Village I” of Horizon West Master Development Plan created by Orange County to proactively manage the considerable population and housing growth in southwest orange County. A total area of 28,000 acres was zoned appropriately and 45,000 households, 6 villages, a Town Center, Golf Courses and more expected at completion. 1 miles west of Expressway 429. Minutes from Windermere, Downtown Orlando and Disney. Area has seen a increase in land value. Trend should continue as residential and commercial development plans go up.

17999 Old Ymca Road, Winter Garden
$1,800,000
Overstreet Crate SubDv. ⋅ 34787 Zip Code
CITY OF WINTER GARDEN HAS APPROVED A NEW OVER LAY ALLOWING 10 UNITS PER GROSS ACRE HIGH DENSITY ZONING~THIS PART OF A BEAUTIFCATION OF EAST WINTER GARDEN AREA MAY ALLOW FOR ADDITTIONAL FINANCIAL INCENTIVES FOR THE DEVELOPER~THE PROPERTY IS 1.8 ACRES, ZONED FOR 10 UNITS PER ACRE, AND IS LOCATED ACROSS FROM THE AUTO AUCTION, ADJACENT TO THE CROWN, CORK AND SEAL, VERY CLOSE TO HIGH TECH INDUSTRIAL PARK, AND NEW APARTMENT COMPLEX OFF OF PLANT STREET. QUICK ACCESS TO THE 429 AND HWY 50, WITHIN 2 MILES FROM DOWNTOWN HISTORIC WINTER GARDEN. PROPERTY IS BEING SOLD "AS IS" SEE ATTACHMENTS FOR MORE INFORMATION~CITY OF WINTER GARDEN WILL LOOK AT DRAWINGS OF DEVELOPMENT PROPOSAL TO APPROVE ANY ZONING CHANGES~HIGHLY DESIRABLE HISTORIC WINTER GARDEN LOCATION~WINTER GARDEN EAST SIDE DEVELOPMENT OVERLAY IN PLACE.

1211 E Maple Street, Winter Garden
$16,000,000
34787 Zip Code
This property is made up of 4 parcels totaling 99.86 acres and offers a very unique opportunity. Property located in “Village I” of Horizon West Master Development Plan created by Orange County to proactively manage the considerable population and housing growth in southwest orange County. A total area of 28,000 acres was zoned appropriately and 45,000 households, 6 villages, a Town Center, Golf Courses and more expected at completion. Property has 424’ feet of frontage. 1 miles west of Expressway 429. Area has seen a increase in land value. Trend should continue as residential and commercial development plans go up. Minutes from Windermere, Downtown Orlando and Disney.

17802 Old Ymca Road, Winter Garden