Homes for Sale in Winter Garden

Whether you’re looking to move-up or downsize, Winter Garden has the perfect living space for you. Winter Garden’s active downtown, with an award-winning farmer’s market, bike trail, and brewery, has been a favorite of locals for years. Buyer’s can choose homes located next to the 22-mile West Orange trail, countless restaurants in the historic downtown or in new communities of the surrounding suburbs.

As Winter Garden’s top Buyer’s Agent, the Erica Diaz Team has the experience to find what you’re looking for; find your Winter Garden Home using the filter below, or explore what else Winter Garden has to offer.

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$449,949

15066 CHAPTER WAY
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
61Picture(s)
1,717Sqft
Welcome to Storey Grove! This elegant corner unit (Lancaster floor plan) covers two stories and includes three bedrooms, two and one-half bathrooms, and a two-car rear-load garage. Experience open concept at its best with a combination of living and dining room. A fully equipped kitchen with 42” cabinets, upgraded appliances, and quartz countertops.

$1,749,900

812 JOHNS POINT DRIVE
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
55Picture(s)
4,373Sqft
Presenting an exclusive opportunity to acquire a distinguished residence nestled within the gates of Johns Cove. This exquisite lakefront property on the shores of Johns Lake epitomizes the epitome of luxurious living, meticulously designed for both indoor and outdoor entertainment.

$845,000

14498 SUNBRIDGE CIRCLE
WINTER GARDEN, Florida

5Bedroom(s)
5Bathroom(s)
57Picture(s)
3,366Sqft
In the beautiful gated community of Bradford Creek, you are greeted with the neighborhood park as you enter the neighborhood, setting the tone for this 5 bed, 5 bath retreat. Designed for life, created with elegance, and crafted for comfort - your haven awaits.

$659,820

9529 EMERALD BERRY DRIVE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
1Picture(s)
2,060Sqft
Under Construction. Summerlake Reserve is an intimate community of 41 homesites, nestled in a tranquil setting, with the convenience of being close to everything Horizon West has to offer; A rated schools, shopping, dining, & entertainment! The Adair II is a luxurious, single story, open floorplan that will exceed your expectations! With 3 bedrooms, 2.

$1,600,000

16882 SANCTUARY DRIVE
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
45Picture(s)
4,038Sqft
This beautiful panoramic lakefront view home is a stunning masterpiece built in 2022 on half an acre of land. This luxurious home features 5 bedrooms and 4 and half bathrooms, offering ample space for a large family or guests. With a total of 4038 sq feet, this 2-story home boasts every upgrade imaginable, ensuring a high level of comfort and style with over 1/2 acre of land.

$574,900

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
29Picture(s)
1,396Sqft
Welcome to your dream escape at the Grove Resort! Picture yourself in this 3-bedroom, 2-bathroom Condo Hotel Unit on the 5th floor, where you can soak in breathtaking views of the pool and amenities right from your balcony.

$534,900

9309 JAYWOOD ROAD
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
55Picture(s)
2,027Sqft
Prepare to be amazed by what this house has to offer. This stunning home appears as though it was just built in 2021, boasting a fresh and modern aesthetic. The interior has been upgraded throughout, with a standout feature being the recently added contemporary wood accent wall in the living room. Another notable enhancement is the newly painted garage floor, giving the space a polished look.

$549,999

14055 LOCHEND WAY
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
12Picture(s)
1,936Sqft
READY TO MOVE-IN !!! QUICK CLOSE!!! Welcome to luxury living at its finest in this stunning 4-bedroom, 3-bathroom corner townhome! Nestled in the heart of Winter Garden/Horizon West, this exquisite residence offers unparalleled elegance and comfort.

$449,900

6301 GLORY BOWER DRIVE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
35Picture(s)
1,714Sqft
Spacious End-Unit Townhome in Desirable Horizon West! This beautiful 3-bedroom, 2.5-bathroom townhome, built in 2020, offers a bright and open floor plan with tons of natural light and modern finishes throughout. Perfect for those seeking a convenient location in the heart of Hamlin! This prime location puts you close to everything you need.

$700,000

10265 SPRING SHORES DRIVE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
27Picture(s)
2,909Sqft
Welcome to the Winter Garden community of Waterleigh and this feels like new 4-bedroom, 3-full bath home featuring a MAIN FLOOR BED/BATH, light and bright OPEN CONCEPT, main floor FLEX ROOM and a huge upstairs LOFT! Thoughtful landscaping, a paver driveway, covered front porch and stacked stone accents welcome you home and invite you to come inside.

$519,000

12127 BRACCO STREET
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
30Picture(s)
2,114Sqft
I'm beautiful inside! Built 2023. SELLER IS OFFERING A $10,000 CLOSING COST CONTRIBUTION on this stunning 4-bedroom 2.5 bath home with a loft available in the desirable new community of Highland Ridge. CONSTRUCTION COMPLETED May of 2023! Priced $26,000 below current starting price of the Ellison Model, with thousands in extras.

$443,043

13140 CALMING BREEZE WAY
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
22Picture(s)
1,644Sqft
One or more photo(s) has been virtually staged. Under Construction. Images shown are for illustrative purposes only and will differ from the actual home. The harbor Townhome on lot 76 Ready WINTER 2024 offers 3 Bedrooms, and 2.5 Baths. Discover the allure of the Horizon West area and the vibrant pulse of Downtown Orlando, where Dream Finders Homes proudly presents Serenade at Ovation.

$437,772

13120 CALMING BREEZE WAY
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
26Picture(s)
1,715Sqft
One or more photo(s) has been virtually staged. Under Construction. Images shown are for illustrative purposes only and will differ from the actual home. The PORTER Townhome on lot 71 Ready WINTER 2024 offers 3 Bedrooms, Flex/Office space on the 1st floor and 3 Baths.

$432,598

13128 CALMING BREEZE WAY
WINTER GARDEN, Florida

3Bedroom(s)
3Bathroom(s)
26Picture(s)
1,715Sqft
One or more photo(s) has been virtually staged. Under Construction. Images shown are for illustrative purposes only and will differ from the actual home. The PORTER Townhome on lot 70 Ready WINTER 2024 offers 3 Bedrooms, Flex/Office space on the 1st floor and 3 Baths.

$584,900

1425 WILLIAMS ROAD
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
65Picture(s)
2,492Sqft
Welcome to this exquisite home located in the beautifully manicured community of Waterside in Winter Garden. Built in 2022, this like-new, meticulously crafted two-story residence boasts contemporary comforts and numerous thoughtful upgrades throughout. With 4 bedrooms, 3.5 baths, and a loft, this home offers an ideal balance of space and privacy.

$1,295,000

16832 BROADWATER AVE
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
100Picture(s)
3,776Sqft
Step into luxury with this stunning 5 bedroom, 4 and a half bath home in one of Winter Garden's Finest Gated Communities. Starting with the amazing curb appeal, the Mediterranean style home offers a paved driveway, 3 car garage and beautiful landscaping.

$950,000

5180 CITRUS LEAF BOULEVARD
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
57Picture(s)
3,899Sqft
AMAZING OPPORTUNITY! This new construction home will not last long! With an open floorplan and a lot of natural light, this 5 bedroom house is perfect for you and your family! Located pretty close to great schools Hamlin Elementary, Hamlin Middle school and Horizon Hight School.

$652,000

3306 HANGING TIDE STREET
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
30Picture(s)
2,894Sqft
EXTREMELY MOTIVATED SELLER, Discover your ideal retreat nestled in the heart of Winter Garden, Florida, just moments from the vibrant Winter Garden Village shopping center. This charming single-family residence offers four generous bedrooms and three pristine bathrooms across 2,894 square feet of thoughtfully laid-out living space.

$449,000

6217 ARALIA IVY LANE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
36Picture(s)
1,589Sqft
Discover Luxury at 6217 Aralia Ivy Lane! Embrace the modern charm of this 3-bed, 2.5-bath town home on a corner lot, ideally situated near the magical attractions of Disney. Constructed in 2020, this residence features an open-concept design, a stylish kitchen with sleek countertops and premium appliances, and a master suite offering a private retreat with an en suite bathroom and walk-in closet.

$1,675,000

2400 WILLIAMS ROAD
WINTER GARDEN, Florida

5Bedroom(s)
5Bathroom(s)
91Picture(s)
4,190Sqft
Unicorn property awaiting one lucky buyer in very sought after area of Winter Garden. Almost 5 acres of tranquility set on one of the highest elevations in all Orange County with no HOA in the rural settlement of Avalon Hills. Three detached dwellings on one parcel, giving you the rare opportunity for a turnkey multi-generational compound.

$705,000

7617 LAKE HANCOCK BOULEVARD
WINTER GARDEN, Florida

5Bedroom(s)
3Bathroom(s)
33Picture(s)
3,306Sqft
HUGE PRICE REDUCTION! Beautiful and spacious home featuring 5 bedrooms & 3 baths with approximate 3306 sqft, at a great community - Summerlake in Winter Garden. All appliances stay. It has a large kitchen integrated with a dining room and living room. Nice fenced backyard with a screened in porch.

$794,500

8905 SONOMA COAST DRIVE
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
54Picture(s)
2,866Sqft
Amazing, 5 bedroom, 4 bath, water front home in highly desirable Waterleigh west of Disney. This amazing home has a large covered and paved front porch to watch the day go by and a large covered back paved patio to enjoy those peaceful, colorful, sunsets by the water.

$875,000

16771 OAKBORO STREET
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
69Picture(s)
2,866Sqft
One or more photo(s) has been virtually staged. DON'T MISS OUT ON THIS BEAUTIFUL CUSTOM Home! UPGRADE GALORE! This STUNNING 5 bedroom home boasts a unique combination of luxury and comfortable living. As soon as you enter the property, you'll immediately notice the tasteful details, such as the beautiful crown molding throughout the home, elevating your home atmosphere.

$529,999

14071 LOCHEND WAY
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
9Picture(s)
1,863Sqft
LOCATION!!! LOCATION!!! Brand New, Winter Garden Horizonwest. Luxury townhome Crowley plan from toll Brothers. This home features a covered entry that opens to the expansive space. The living area includes a dining room, kitchen with breakfast bar great room, and access to the courtyard.
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Erica Diaz - Winter Garden Realtor

Who’s Your Winter Garden Buyer’s Agent?

Every home shopper should have a Buyer’s Agent – it’s free to the buyer. Agents at the Erica Diaz Team know Winter Garden best! They know how to help you negotiate a better deal, and close faster than the average Winter Garden Realtor. Ask us about the local neighborhoods, we’ll know where to find the best homes for your goals in each price range.