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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$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.

$432,692

13124 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 72 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.

$1,325,000

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.

$990,000

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.

$665,000

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)
10Picture(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.

$950,000

420 LONE HERON WAY
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
56Picture(s)
3,885Sqft
Prepare to be enchanted by this charming family abode nestled in the heart of Downtown Winter Garden! Don't let this chance slip by to reside in a welcoming, golf cart-friendly community. Situated on a serene cul-de-sac within the historic Winter Garden city limits, this exquisite home is situated in the downtown area's sole gated community with two entrances.

$745,000

7617 LAKE HANCOCK BOULEVARD
WINTER GARDEN, Florida

5Bedroom(s)
3Bathroom(s)
33Picture(s)
3,306Sqft
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.

$820,000

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.

$622,440

16306 HONEY HARVEST STREET
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
17Picture(s)
2,441Sqft
Pre-Construction. To be built. MLS # T3512753 REPRESENTATIVE PHOTOS ADDED. Step into the serene sanctuary that embodies the Baldwin bungalow floor plan. This two-story home spans 2,441 square feet, offering 4 bedrooms, 3.5 bathrooms, and a 2-car detached garage, catering to the needs of modern homeowners seeking both inviting living spaces and ample room for entertaining and relaxation.

$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.

$729,900

7536 TANGERINE KNOLL LOOP
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
29Picture(s)
2,270Sqft
Introducing this meticulously maintained four-bedroom, three-bath home, built in 2018 and boasting a plethora of desirable features. As you enter, be greeted by beautiful tongue-and-groove tray ceilings adorning both the foyer and the inviting front porch.

$999,000

15668 COLONIAL DRIVE
WINTER GARDEN, Florida

6Bedroom(s)
5Bathroom(s)
50Picture(s)
6,022Sqft
Indulge in the epitome of luxury living with this extraordinary Winter Garden Florida estate, a hidden gem sprawling over 1.5 acres. This distinguished property features not just one, but two homes, offering unparalleled privacy and grandeur. The main home is a masterpiece of design and functionality, boasting an oversized pool, perfect for refreshing swims under the sun.

$515,000

15381 AVENUE OF THE ARBORS
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
39Picture(s)
1,867Sqft
This modern and stylish townhouse offers 4 bedrooms and 2.5 bathrooms. With equipped kitchen. The suite is conveniently located on the first level, while a spacious brick patio and two-car garage add practicality. On the second floor, three spacious bedrooms share a full bathroom.

$400,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
51Picture(s)
1,434Sqft
Welcome to luxury living at The Grove Resort in Orlando! This stunning condo offers comfort and convenience with its spacious two-bed, two-bath layout. Retreat to the master suite, where tranquility awaits. This private oasis features a generously sized bedroom, walk-in closet, and an ensuite bathroom complete with dual vanities and a luxurious soaking tub.

$2,375,000

16150 JOHNS LAKE OVERLOOK DRIVE
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
74Picture(s)
4,477Sqft
ENJOY LAKEFRONT ELEGANCE IN THIS IMMACULATE, LUXURY HOME IN POPULAR GATED COMMUNITY. Imagine enjoying nightly sunsets on the shores of pristine Johns Lake in the privacy of your own outdoor, landscaped oasis. Amazing sunset views are just one of the many features that make this home truly special.

$295,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
41Picture(s)
1,265Sqft
FIRST FLOOR 2 BEDROOM PLAN !! SOARING CEILINGS AND GREAT LOCATION. This condo is on the FIRST floor just steps away from the amenities and waterpark. The Grove Resort Orlando has become a world-famous destination for vacationers. The luxury amenities and family fun for all visitors make it a destination in itself or a fantastic break from the Orlando theme parks.

$306,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
41Picture(s)
1,265Sqft
***WOW - TOP FLOOR*** This two-bedroom, two-bathroom unit is on the seventh floor of The Grove Resort, looking out over the fountain and to the west to get the beautiful sunsets from the balcony! This condo has a king bedroom, a queen bedroom, and a sleeper sofa in the living room. Full kitchen, with washer and dryer in separate room.

$340,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
1Picture(s)
1,375Sqft
Fifth floor GARDEN VIEW! This sought-after Birch plan has 2 master bedrooms and plenty of space. The second bedroom features direct access to the oversized balcony. This is part of the last phase and has the most updates and a very modern look. Everyone loves The Grove. There is absolutely nothing like it in the Disney area.

$950,000

14716 SCOTT KEY DRIVE
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
44Picture(s)
3,925Sqft
We present a stunning residence located in Watermark Community. It's strategically situated near by the shopping center, Panther Lake Elementary School and Horizon High School. With 5 bedrooms, 4 full bathrooms, every detail has been carefully planned. The kitchen is gorgeous, with an island that accommodates the entire family.
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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.