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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$1,744,000

7591 GREEN MOUNTAIN WAY
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
44Picture(s)
4,082Sqft
Dream waterfront home on lake hancock which is 480 acres of ski lake for residents only. Home sits on 9 acres of land of which approx 2.8 acre is the dry land. Home sits at higher elevation with breathtaking water views. Can see disney fireworks nightly from the back patio. Onyx floors in living, dining and kitchen area. wood foor in family room and carpets in bedrooms. Home has two master suites.

$184,900

1807 GARDEN LAKE DRIVE
WINTER HAVEN, Florida

2Bedroom(s)
2Bathroom(s)
57Picture(s)
1,103Sqft
WATERFRONT! WATERFRONT! WATERFRONT!! Here is your opportunity to enjoy the well sought after country club lifestyle of one of Winter Haven's finest communities ~WINTERSET. The pristine lavish setting of Winterset features heated pool and spa, tennis courts, and community pier located on Lake Winterset for all to enjoy.

$715,000

11023 ROBERT FROST DRIVE
WINTER GARDEN, Florida

5Bedroom(s)
3Bathroom(s)
38Picture(s)
3,296Sqft
One or more photo(s) has been virtually staged. Welcome to the ultimate in elegance and comfort. This lavishly designed home encompasses a serene, neutral color paint scheme that exudes tranquility throughout. Anchored by a commodious kitchen island, the kitchen boasts an elegant accent backsplash that adds visual interest.

$599,000

3251 BUOY CIRCLE
WINTER GARDEN, Florida

5Bedroom(s)
3Bathroom(s)
61Picture(s)
2,444Sqft
This is the best 5 bedroom option in Winter Garden for less than $600k! The smart layout has 5 bedrooms, 3 bathrooms, a spacious and private back yard, AND multiple storage closets. Yes, you read that right. This Central Florida home has more storage and closet space than many similar homes in the area.

$647,000

15742 SWEET LIMETTA DRIVE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
24Picture(s)
2,195Sqft
Your home search is over. Welcome yourself to your new home in the highly sought after Highlands of SummerLake in beautiful Horizon West. This 4 bedroom/ 3 bathroom home has everything you need to have friends and family over to entertain. One of the few bungalow homes in Horizon West with a huge SCREENED IN POOL. The beautiful pool is SALTWATER HEATED via gas heat.

$359,900

577 MAXEY AVENUE
WINTER GARDEN, Florida

5Bedroom(s)
3Bathroom(s)
27Picture(s)
1,764Sqft
This Property a cash cow. Have you ever thought of having someone ELSE pay for your mortgage? This property will allow you to live in one side of the home and rent out the other side or just use it as an in-law suite. BOTH units have a separate kitchen, water heather hook up, and separate entrances for added privacy.

$650,000

15485 MURCOTT BLOSSOM BOULEVARD
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
40Picture(s)
2,425Sqft
Discover the perfect blend of comfort and versatility in this FULLY FURNISHED home. For an additional $40,000 the Furniture and houseware package includes: furnishings, blinds, drapes, TV's, Artwork, Kitchen essentials, dishware, linens, and much more.

$629,900

621 MEADOW GLADE DRIVE
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
30Picture(s)
2,274Sqft
WINTER GARDEN COVINGTON CHASE, GOLF CART APPROVED and minutes to HISTORIC DOWNTOWN WINTER GARDEN with quaint shops, restaurants, weekly Farmer's Market and monthly planned activities. No need to leave town you will have it ALL! This home is the PRIME LOT in the development with "WIDE OPEN GREEN SPACE" to the rear and a STEPS AWAY to the pool and playground.

$315,000

316 SOUTHERN PECAN CIRCLE
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
34Picture(s)
1,340Sqft
Lovely 3-bedroom, 2-bath condo, with office, in the highly sought-after gated community of Southern Pines. FRESHLY PAINTED. NEW CARPET. Many amenities, including community pool/spa, Fitness Center, Clubhouse with TV, tennis courts, playground, carwash, and in-door basketball/racquetball court.

$445,000

5412 NEW INDEPENDENCE PARKWAY
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
53Picture(s)
1,626Sqft
Home Sweet Home in Independence, this is a fantastic community with many amenities. The community offers 2 pools, 2 dog parks, tennis and basketball courts, clubhouses which included arcades and fitness centers and a scenic trail. Inside this beautiful townhome you have 3 comfortable sized bedrooms and 2 and half bathrooms. Downstairs is a beautiful open concept with plenty of room.

$780,000

5613 TIGER WAY
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
38Picture(s)
2,917Sqft
Professional pictures will be added 4/25/2024. Welcome to the highly sought-after community of OVERLOOK AT HAMLIN! This popular "Jamestown" plan, built by Taylor Morrison, features 4 bedrooms and 2.5 bathrooms.

$541,375

12223 BRACCO STREET
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
1Picture(s)
2,114Sqft
Under Construction. Brand new, energy-efficient home available by May 2024! Open first floor boasts a spacious great room and dining area that flow seamlessly together. Upstairs primary suite features an oversized walk-in closet, dual sinks, and a standing shower. Visit the Highland Ridge community and explore new bungalow homes for sale in Winter Garden, FL.

$672,000

14354 WHITE MOSS WAY
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
57Picture(s)
2,731Sqft
A beautiful home in a well known neighborhood of Orchard Hills of Winter Garden. The community is well known for family community events and resort style pool. The community us rated for Windermere A rated schools. The home site on a CORNER LOT and is 4 bedroom 3.5 bath, 2700 plus square ft two-story home is picture perfect and READY FOR MOVE-IN.

$620,000

711 MEADOW GLADE DRIVE
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
48Picture(s)
2,436Sqft
Brand New Roof! Discover your dream home nestled in the welcoming embrace of Covington Park, a prime location within the Golf Cart District that offers seamless access to vibrant shopping venues, tantalizing restaurants, and the enchanting downtown Winter Garden. Just a stone's throw away from the 429, this community is not just a place to live; it's a lifestyle waiting to be embraced.

$532,305

14098 FRASIER STREET
WINTER GARDEN, Florida

4Bedroom(s)
2Bathroom(s)
1Picture(s)
2,011Sqft
Under Construction. Brand new, energy-efficient home available by May 2024! Enjoy the functionality of the open designer curated kitchen, spacious great room and dining area. Flex space can be configured as a home office, hobby space, or play area for kids. Visit the Highland Ridge community and explore new bungalow homes for sale in Winter Garden, FL.

$519,730

14134 FRASIER STREET
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
1Picture(s)
1,788Sqft
Under Construction. Brand new, energy-efficient home available by Jun 2024! Beautiful open kitchen features a large island that overlooks the combo spacious dining area and family room. Upstairs loft offers extra space to be configured to best fit your family's needs. Visit the Highland Ridge community and explore new bungalow homes for sale in Winter Garden, FL.

$535,120

14114 FRASIER STREET
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
1Picture(s)
1,985Sqft
Under Construction. Brand new, energy-efficient home available by Jun 2024! This plan offers a large, covered front porch and spacious, open first floor. Upstairs boasts a game room for entertaining friends and family, versatile loft that can be configured as a home office or play area and a private primary suite.

$799,900

1632 HIGHBANKS CIRCLE
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
69Picture(s)
3,397Sqft
Welcome to your new home in Winter Garden's Gated Roper Reserve Subdivision! This stunning property features 5 bedrooms, 4.5 bathrooms, and 3,397 square feet of living space on a 0.21-acre lot with a 3 CAR TANDEM GARAGE. Built in 2018, it offers an open floor plan, gourmet kitchen, and luxurious touches throughout.

$808,000

626 DUFF DRIVE
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
60Picture(s)
3,398Sqft
Welcome to your luxurious Winter Garden retreat in this stunning property located in a gated community. Boasting 3 bedrooms with 3 full baths downstairs for each bedroom, along with a convenient half bath, this home offers ultimate comfort and convenience. The downstairs features a spacious granite kitchen, a home office, and a large indoor laundry room.

$1,575,777

15511 SHOREBIRD LANE
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
46Picture(s)
3,653Sqft
Welcome Home! This 4 Bedroom, 4 bathroom is on a spacious .38 acre lakefront lot! Built by Toll Brothers in 2020, the home has an open floor plan that allows for endless possibilities when it comes to layout and design.

$2,649,000

15223 FARM STAND COURT
WINTER GARDEN, Florida

5Bedroom(s)
4Bathroom(s)
18Picture(s)
5,175Sqft
Pre-Construction. To be built. Here is your opportunity to own a home in one of the most sought after neighborhoods near downtown Winter Garden. Situated on a cul-de-sac, this is one of only 17 oversized luxury custom homes. It is nestled among beautiful live oak trees, which were preserved to maintain the natural beauty of the Oakland Hills community.

$247,000


WINTER GARDEN, Florida

2Bedroom(s)
2Bathroom(s)
20Picture(s)
930Sqft
Quaint, Quiet and Cute. 2 Bedroom 2 bath Townhome located just minutes from the heart of downtown Winter Garden. Close to shopping, the 429 and several wonderful restaurants. Perfect for the first time home buyer, someone looking to downsize or even a vacation home. Both bathrooms completely renovated. Ready for immediate Occupancy.

$925,000

8984 SONOMA COAST DRIVE
WINTER GARDEN, Florida

4Bedroom(s)
3Bathroom(s)
66Picture(s)
2,929Sqft
Amazing beautiful single family with Lake View in Waterleigh Phase 3!!! 4 bedrooms ,3.5 bath, and 3 garages. As you enter the front door, you’ll immediately notice an amazing bonus space is off the front door currently used as a work from home space with the formal dining room across the way. The kitchen features cabinetry, quartz countertops, and stainless-steel appliances.

$450,000

1052 NARROW GAUGE COURT
WINTER GARDEN, Florida

3Bedroom(s)
2Bathroom(s)
33Picture(s)
1,767Sqft
West Orange Trail is just two blocks from this home! In a fantastic location and community, this home sits on a 1/4-acre cul-de-sac lot offering privacy, a fenced rear yard with a shed, and a new roof in 2024! The floor plan is fantastic.
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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.