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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$581,000

7820 WINTER WREN STREET
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
33Picture(s)
1,997Sqft
One or more photo(s) has been virtually staged. Ask seller about a 2-1 buy down credit. Welcome to this charming home that boasts a natural color palette, creating a serene ambiance throughout the space. The kitchen features a center island, providing a focal point for meal preparation. A stunning backsplash adds a stylish touch to the kitchen's aesthetic.

$430,000

14501 GROVE RESORT AVE AVENUE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
6Picture(s)
1,396Sqft
Great commissions and easy to show!! Come One, Come All! This is perfect for a family or anyone looking to use as an investment home. This beautiful home comes FULLY FURNISHED with really thought-out details to make you feel right at home.

$766,780

9427 EMERALD BERRY DRIVE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
1Picture(s)
3,211Sqft
Pre-Construction. To be built.

$449,000

6143 ELFIN HERB WAY
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
25Picture(s)
1,560Sqft
Pristine MOVE-IN-READY Independence Crossing/Hamilton Gardens townhome **BUILT IN 2020** with PLANTATION SHUTTERS on all the DOUBLE PANE WINDOWS, LUXURY VINYL WIDE PLANK floors throughout the main living areas and a light and bright OPEN CONCEPT that will make you feel at home from the moment you step through the front door! A generous living area opens up to a chef's dream kitchen and spacious di

$460,000

5813 CHESTNUT CHASE ROAD
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
56Picture(s)
1,712Sqft
Beautiful location – right across from one of the community parks and playgrounds and a pond view. This well maintained townhouse has an open floor plan with ample natural lights. Ceramic tile floor throughout the entire main floor. Spacious kitchen with plenty of cabinets, quartz counter tops, subway tile backsplash, stainless steel appliances, an island and custom shelves in the pantry.

$735,000

15062 LAKE BESSIE LOOP
WINTER GARDEN, Florida

5Bedroom(s)
3Bathroom(s)
37Picture(s)
3,099Sqft
Welcome to your dream home in the Lakeside/Hamlin neighborhood, where luxury meets living. Built in 2023, this stunning 5-bedroom, 3.5-bathroom residence offers an array of amenities. The open concept floor living and dining area seamlessly flows into the gourmet kitchen complete with an island, breakfast bar, eye-catching plenty of space cabinetry, and state-of-the-art stainless-steel appliances.

$716,080

9463 EMERALD BERRY DRIVE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
8Picture(s)
2,923Sqft
Pre-Construction. To be built. 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 Baldwin - A home that harmonizes with your every need - space, style, and versatility - is the epitome of good living.

$749,000

391 FLORAL DR
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
23Picture(s)
1,728Sqft
Property in the highly desirable golf cart district of Historic Downtown Winter Garden. Home has had a complete facelift! Completely remodeled kitchen featuring stainless steel appliances and brand new countertops with huge island offering seating for 4. New bathrooms, roof, a/c system and pool built in 2022 turns your backyard into your new oasis.

$1,299,999

9591 BOLERO ROAD
WINTER GARDEN, Florida

4Bedroom(s)
4Bathroom(s)
70Picture(s)
3,416Sqft
LUXURY POOL HOME ON SPECTACULAR HOMESITE! HUGE 1/3 Acre FENCED YARD is 145 FEET WIDE along the back on a SECLUDED Cul-de-sac Surrounded by WATER AND CONSERVATION! This Nearly NEW Kallan Floor Plan has 4 Bedrooms, 4.

$481,920

7025 TWILIGHT BAY DRIVE
WINTER GARDEN, Florida

3Bedroom(s)
3Bathroom(s)
14Picture(s)
2,024Sqft
Mezzano is Park Square Homes new community in the desirable Horizons West area in Winter Garden. The A covered front porch leads into the Madison floor plan with 3 bedrooms and three full bathrooms in 2,024 Sq. Ft. Bedroom 2 and a full bath are featured on the first floor. Entertaining in this home is easy with the kitchen, dining room and gathering room all sharing open space.

$1,019,995

14054 LOCHEND WAY
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
3Picture(s)
4,094Sqft
Under Construction. Toll Brothers New Construction at Winter Garden Horizonwest. Estimate completion summer 2024. The arched openings in the foyer create an impressive entry into this home, with large formal dining room and spacious kitchen. The well-equipped kitchen features a walk-in pantry and an open view of the breakfast area and great room. The great room opens out to a covered lanai.

$845,441

18416 OLIVER TWIST WAY
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
41Picture(s)
2,866Sqft
Under Construction. Amazing Floor plan and great location inside our Waterleigh community! This Brand new Cresswell home will be completed soon. Open bright design perfect for entertaining and everyday enjoyment.

$545,990

11151 SOUND SHORE DRIVE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
35Picture(s)
2,027Sqft
Under Construction. The CORDALE, in the Waterleigh community, is great for entertaining with the cafe just off the kitchen for casual dining. The master bedroom conveniently located on the first floor with a bathroom that features double sink with granite tops.

$625,000

16059 HAMPTON CROSSING DRIVE
WINTER GARDEN, Florida

3Bedroom(s)
3Bathroom(s)
49Picture(s)
2,025Sqft
This Arbor model is located in the highly demanded Waterleigh - Marina Bay neighborhood within Winter Garden's Master Planned Horizon West community. Enjoy the views from your front porch, including the nightly fireworks from the nearby theme parks, or quiet time on the screened-in back porch and extended paved patio.

$970,688

15042 BRODIE LANE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
1Picture(s)
3,004Sqft
New construction in Horizon West!

$560,000

17125 QUICKSILVER AVENUE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
62Picture(s)
2,522Sqft
Welcome 17125 Quicksilver Ave, a stunning home that was built in 2021. Situated on a desirable corner lot, this property boasts a modern and stylish design. Step inside to discover a thoughtfully designed open floor plan that creates a seamless flow throughout the main living areas.

$595,000

7536 SUMMERLAKE GROVES STREET
WINTER GARDEN, Florida

5Bedroom(s)
3Bathroom(s)
44Picture(s)
2,461Sqft
Nestled within the embrace of the prestigious Orange County National Golf Center and Lodge, this home stands as a testament to luxury living in a community designed for those who crave an active lifestyle.

$359,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
58Picture(s)
1,396Sqft
Discover your dream investment opportunity and retreat in the heart of Orlando at the Grove Resort! This exquisite condo hotel unit on the 5th floor offers 3 expansive bedrooms and 2 modern bathrooms and is surrounded by serene tree-lined vistas for a truly relaxing stay.

$825,000

351 FLORAL DRIVE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
25Picture(s)
1,722Sqft
Welcome to a prime corner lot property in Historic Downtown Winter Garden. While the home has been in the seller's family for three generations, it was fully remodeled in 2019 and updated again in 2023 with Smart Home Technology, A/C and irrigation. This home sits on 1/3 acre in the highly coveted North Side of Downtown.

$350,000

14501 GROVE RESORT AVENUE
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
16Picture(s)
1,375Sqft
This spectacular 2-bedroom condo is a true paradise offering stunning views of the fountain from the 4th floor, both through its large windows and from its private balcony. Fully furnished and ready to enjoy, this is a true real estate investment oasis for your vacation.

$949,995

14090 LOCHEND WAY
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
3Picture(s)
3,256Sqft
Under Construction. Brand New home. Move-in late spring, early summer Five bedroom 4 bath home. Primary suite down stairs. Two story foyer with open stair railing on first and second floor . Other features include over size master suite, gourmet kitchen, large loft area, extended lanai and vaulted ceilings.

$729,000

14799 OLD THICKET TRACE
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
62Picture(s)
2,698Sqft
Check out this INCREDIBLE, WELL-MAINTAINED home in the HIGHLY SOUGHT-AFTER Signature Lakes Community at Independence Winter Garden.

$1,199,999

7808 FREESTYLE LANE
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
20Picture(s)
2,572Sqft
Welcome to this stunning home located in the gated community of Isles of Lake Hancock. The beautiful waterski community offers the perfect opportunity to indulge in waterskiing on Lake Hancock. Residents can make use of the community boat ramp and also have access to a professional waterski school.

$475,000

14862 DRIFTWATER DRIVE
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
52Picture(s)
1,997Sqft
Location, Location! DO NOT MISS THIS RARE OPORTUNITY! This lovingly maintained townhome, both inside and out, this beautiful house has 4 bedroom, 2.5 bathroom. The townhome features an open-concept floor plan with a combination of living, dining, and kitchen. The first floor offers a primary bedroom, second floor has all other 3 bedrooms.
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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.