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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$1,100,000

14492 SUNBRIDGE CIRCLE
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
50Picture(s)
4,436Sqft
LOCATION, LOCATION, LOCATION! Come see this amazing LUXURY 5-Bedroom, 4-Bath, 4,436 sq. ft. SMART HOME! This home has it all. Make your appointment today to tour this home or take a virtual tour here http://14492sunbridge.site/Video-MLS. Entering the home, you will find French doors to a well-lit office overlooking your front patio.

$1,900,000

7424 JOHN HANCOCK DRIVE
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
93Picture(s)
3,972Sqft
Overlook at Hamlin in Winter Garden situated on the shores of the 475-acre Lake Hancock! Water enthusiasts know that this gorgeous lake is suited for boating and skiing alike. Taylor Morrison built this fantastic open floorplan that offers fantastic views of Disney Fireworks every evening, and incredible natural light during the day.

$765,525

16001 GILDEN
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
12Picture(s)
2,343Sqft
Under Construction. The Cambridge is a single-story home featuring a bungalow-inspired exterior elevation with details such as craftsman-style columns and split-carriage style garage doors, brick paver driveway, lead walk and covered porch. This three-way split floorplan has a bedroom with its own full bath at the front of the home for out of town guests or parent.

$551,740

11057 BOSTWICK ALLEY
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
7Picture(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.

$565,900

15066 MARBLED GODWIT DRIVE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
72Picture(s)
2,156Sqft
Available immediately!!! This upgraded three-bedroom, two-and-a-half-bath home in one of Winter Garden’s most sought-after neighborhoods, Summerlake, is fenced and in front of the community park. Originally built by M/I Homes, this floor plan features 2,156 square feet with a large open concept main floor.

$769,900

142 HAMMOCK PRESERVE LOOP
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
7Picture(s)
2,247Sqft
Pre-Construction. To be built. This Craftsman-style home, The Jefferson, features 3 bedrooms and 2.

$415,900

990 GLENVIEW CIRCLE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
27Picture(s)
1,444Sqft
Back on the market with price reduced and all new plumbing! This is your oasis on a nearly half acre lot with a creek running through it only minutes from downtown Winter Garden. Sit and relax on your back patio and view the beautiful mature landscaping while listening to the sounds of the creek.

$349,900

333 WINTER NELLIS CIRCLE
WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
24Picture(s)
1,644Sqft
Welcome home to this beautiful townhouse in a sought after community in the heart of Winter Garden, The Orchards. Located minutes from major highways, Winter Garden Village Shopping Plaza and Downtown Winter Garden. This home features an open floor plan which includes a spacious kitchen, a large pantry area, living room/dining room combo and a half bath, all downstairs.

$590,000

1831 BURDOCK DRIVE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
36Picture(s)
2,780Sqft
Beautiful 4 bedroom 3 bath home in the gated community of Carriage Pointe exudes beautiful curb appeal with custom stone front, brick paver 3 car driveway and sidewalk that leads to a large covered front porch. Inside, an open triple split floor plan offers plenty of space to enjoy with family and friends.

$459,990

6518 PASTURELANDS PLACE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
24Picture(s)
2,159Sqft
This great corner townhouse immediately impresses your with its beautiful waterfront view. The charming covered front porch greets you as you make your way into the home and enter the light-filled great room with open living and dining spaces. Open to the kitchen is the family room with doors leading to the back patio and a detached two-car garage.

$310,000

120 FLORIDA AVENUE
WINTER GARDEN, Florida

3Bedroom(s)
1Bathroom(s)
20Picture(s)
1,086Sqft
LOCATION, LOCATION, LOCATION! This charming and cozy home is located at walking distance to the amazing downtown Winter Garden and easy access to West Orange Trail. Built on a corner lot, this property has a lot of character and features a brand new roof, new exterior and interior painting, new light fixtures with LED lights, a refreshed bathroom and a huge fenced backyard.

$334,900

1532 SCARLET OAK LOOP
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
10Picture(s)
1,544Sqft
Welcome to Tucker Oaks and this move in ready 3 bedroom 2 1/2 bath condo waiting for it’s next family. Recently painted and has brand new carpet upstairs. Open concept with tile floors downstairs , living/dining room , laundry area and half bath. The kitchen features 32 in cabinets, granite countertops and dark appliances.

$753,660

898 MCKINNON SQUARE
WINTER GARDEN, Florida

4Bedroom(s)
4Bathroom(s)
14Picture(s)
2,822Sqft
Under Construction. Exquisite refinements and innovative comforts combine in The Stoneycreek family home plan. Vibrant space , an abundance of natural light, and limitless potential make the open-concept living floor plan a decorator’s dream. The versatile dining area complements the kitchen to make preparing and sharing family meals an everyday joy.

$531,050

13798 WERRINGTON DRIVE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
13Picture(s)
1,803Sqft
Under Construction. Fall in love with this 3-bedroom, 2.5-bath, 1,832 square foot home with 2-car ally-load garage. This versatile plan will wow you the minute you enter, with its impressive 2- story foyer.

$514,999

10083 TAWNY MEADOW ALLEY
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
37Picture(s)
2,200Sqft
Almost-New two-story home in the Pristine community of Waterleigh in Winter Garden. 3 bedrooms & 2.5 baths + first floor Den/Office/Flex room! Lot conveniently located nearby lake and clubhouse! Zoned for excellent schools including: Windermere High School(public), Windermere Preparatory School(private).

$614,900

16172 STUBING ALLEY
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
40Picture(s)
2,152Sqft
Expect to be impressed with this stunning home in the Winding Bay community. Completed July 2020 by the award winning KHOV builders, this is as close as you can get to a new build without the wait! This gorgeous two-story home has a bright and open floor plan featuring 4 bedrooms, 3.5 bathrooms, and a loft.

$515,000

52 TEMPLE GROVE DRIVE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
23Picture(s)
1,917Sqft
LOCATION, LOCATION, LOCATION!!! This 3 Bedroom, 2 Bath home sits in the heart of Downtown Winter Garden. Golf cart, walk, or bicycle to restaurants, shoppings, bars, and much more. The West orange trail is just a few hundred yards away. The home sits on almost a 3rd of an acre, has beautiful wood floors, a wood burning fireplace and a split floor plan.

$504,900

16125 AZURE KEY STREET
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
35Picture(s)
1,685Sqft
Back on the market! Buyer failed to secure financing, Your gain!! Don't let this highly desirable single-story home in the Waterleigh community pass you by in the heart of Horizon's West! This charming 3-bedroom, 2 bathroom "Laurel" plan features a beautiful kitchen that opens to a spacious tiled family room overlooking your private paved lanai.

$474,999

1010 BENDING OAK TRAIL
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
47Picture(s)
1,663Sqft
Walking distance to Downtown Winter Garden! Freshly painted throughout and new flooring makes this home ready for move in! Do not miss this One Story 4 bedroom/ 2 Bathroom open floor plan Single Family Home close to all the Downtown Winter Garden restaurants, shops and the West Orange Bike Trail! This home is tucked away towards the back of the Quiet neighborhood of Oaks at Brandy Lake and feature

$519,900

1515 CASHIERS DRIVE
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
42Picture(s)
2,083Sqft
WOW! Located only a short golf-cart ride away from the beautiful Historic Downtown Winter Garden, you will find this incredible 4-bedroom 2 bathroom home on a large corner lot. The location is second to none. This wonderfully remodeled home is tucked away near a quiet cul-de-sac in one of Winter Garden's absolute favorite communities, Tuscany.

$538,000

16134 HARBOR MIST ALLEY
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
47Picture(s)
2,014Sqft
WOW!! Here's a golden opportunity to get your hands on a beautiful 3 bedroom, 2.5 bathroom, 2 car garage Cordale model in Waterleigh Phase 2 in Winter Garden! One owner, immaculately maintained like new, a MUST SEE! Cozy porch out front, garage entry to the rear, super curb appeal! The front entryway opens to a kitchen with granite counters, white cabinets, and eating space on an island.

$645,000

14741 BAHAMA SWALLOW BOULEVARD
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
40Picture(s)
2,962Sqft
Beautiful and spacious residence in the Summerlake community with stunning kitchen upgrades designed for convenience. Ceramic wood tiles span throughout the first floor all the way up to the loft area. First floor bedroom that can be used as an office or den area with french doors.

$779,900

233 HAMMOCK PRESERVE LOOP
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
7Picture(s)
2,254Sqft
Pre-Construction. To be built. Pre-Construction.

$509,900

9261 GRAND ISLAND WAY
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
50Picture(s)
2,037Sqft
This amazing home with three bedrooms, two and half bath and a two car garage is located at the great community of Watermark in Winter Garden, one of the most desired places to live in Florida.
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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.