Search All Winter Garden Real Estate

The cozy community of Winter Garden, Florida, is an excellent place to buy a home, just fifteen miles from Orlando. Roughly forty thousand people reside in the city and enjoy its long list of advantageous features, services, and amenities. Though near Orlando and all of its hustle and bustle, Winter Garden has a relaxed, laid-back vibe, and the abundance of natural beauty contributes to its tranquility. Other appealing qualities include a charming historic downtown that is listed on the National Register of Historic Places. Moreover, Downtown Winter Garden encompasses a theatre, several museums, small shops, restaurants, and cafes.

Winter Garden residents also enjoy quick and convenient access to significant transportation routes, including the Western Beltway, County Road 545, and County Road 535. The area also offers recreation and leisure opportunities in multiple lovely parks, including Oakland Nature Preserve, Chapin Station, and one of the region's largest farmer's markets. These and other destination opportunities include scenic hiking and biking trails, wide-open green spaces, sports courts, playgrounds, and similar features. All of these spectacular options for recreation, entertainment, shopping, and dining contribute to the enduring appeal of Winter Garden real estate.

Real estate in Winter Garden includes residences of varying floor plans, including attached and detached homes. While these homes exist on a spectrum, the average Winter Garden home offers around three thousand five hundred square feet of living space. Homes for sale in Winter Garden are of varying architectural styles, including Modern, Traditional, and Mediterranean. Winter Garden properties are also of varying ages so you can just as easily find a historic home as new construction. We will happily answer all of your questions, so if you would like to learn more about currently listed properties in Winter Garden, Florida, please contact us as soon as it is convenient.

Our website features the best Winter Garden real estate search for homes, condos, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes.

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Newest Winter Garden Homes & Condos for Sale

13995 Magnolia Ridge Loop, Winter Garden image

13995 Magnolia Ridge Loop, Winter Garden $485,000

MUST SEE! Welcome to the BEAUTIFUL subdivision of Orchard Hills in Winter Garden. This 4 bedroom, 2.5 bathroom home is conveniently located with TOP RATED SCHOOLS, just 1...

4 Beds
2 Baths
Orchard Hills Ph 2 SubDv.
34787 Zip Code

1354 Winter Green Way, Winter Garden image

1354 Winter Green Way, Winter Garden — 1354 $197,000

HURRY this gorgeous 2 bedroom 1.5 bath townhouse beautiful Winter Garden is going to SELL FAST. This 2 level home is newly remodeled with stylish paint, solid wood cabine...

2 Beds
1 Baths
Village Grove Ph 02 SubDv.
34787 Zip Code

1354 Winter Green Way, Winter Garden $197,000 ▼

HURRY this gorgeous 2 bedroom 1.5 bath townhouse beautiful Winter Garden is going to SELL FAST. This 2 level home is newly remodeled with stylish paint, solid wood cabine...

Village Grove Ph 02 SubDv.
34787 Zip Code

143 Southern Pecan Circle Unit 203, Winter Garden image

143 Southern Pecan Circle Unit 203, Winter Garden — 143 $200,000

Great Opportunity to stop renting and Own this beautiful Condo!!Come move to The Southern Pines Condo Community where you can make this Spacious 2 bed plus bonus room, 2 ...

2 Beds
2 Baths
Southern Pines Condo SubDv.
34787 Zip Code

9067 Bradleigh Drive, Winter Garden image

9067 Bradleigh Drive, Winter Garden $599,000

Welcome to your new Home! Gorgeous homes located in the highly sought Latham Park. This home has no rear neighbors and backs up to pond area, has a sunny bright, open kit...

4 Beds
3 Baths
Latham Park South SubDv.
34787 Zip Code

1000 Portmoor Way, Winter Garden $430,000

Beautiful 4/2½ home in prestigious Stoneybrook West in vibrant Winter Garden in SW Orlando. This spacious 2,009 square-feet home has a brand new roof, brand new AC unit a...

4 Beds
2 Baths
Stoneybrook West 44/134 SubDv.
34787 Zip Code

820 S Park Avenue, Winter Garden $2,260,000

This is a highly sought-after opportunity to secure 6 lots currently zoned residential/commercial (mixed use) just minutes away from the City’s Historic Downtown Walkable...

Burchshire SubDv.
34787 Zip Code

15554 Gwinnett Drive, Winter Garden image

15554 Gwinnett Drive, Winter Garden $490,000

One or more photo(s) has been virtually staged. Built in 2015, this Winter Garden two-story home offers granite countertops, and a two-car garage.

3 Beds
3 Baths
Overlook 2/Hamlin Ph 1 & 6 SubDv.
34787 Zip Code

14501 Grove Resort Avenue Unit 1712, Winter Garden image

14501 Grove Resort Avenue Unit 1712, Winter Garden $324,500

Set on Lake Austin and amid a portion of Central Florida’s conservation grounds, The Grove Resort & Water Park is a sanctuary from the boisterous pace of the outside worl...

2 Beds
2 Baths
Grove Resort And Waterpark SubDv.
34787 Zip Code

509 E Gulley Avenue, Oakland $499,000

The home has been kept in pristine condition — new roof, plantation shutters added throughout the entire home and beautiful landscaping on the large corner lot with no re...

4 Beds
3 Baths
Winters Lndg Ph 01 A D F & G SubDv.
34787 Zip Code

225 Southern Pecan Circle Unit 201, Winter Garden image

225 Southern Pecan Circle Unit 201, Winter Garden — 225 $200,000

Two bedroom, two bath condo in Southern Pines. Perfect for investor or owner occupied buyer, as tenants are on a one year lease with 30 days written notice. Rent is $1425...

2 Beds
2 Baths
Southern Pines Condo SubDv.
34787 Zip Code

2151 White Feather Loop, Oakland $399,000

Welcome to this beautiful, move-in ready 3-bedroom, 2.5-bath home located in the highly sought after community of Oakland Trails! This community features an oasis pool, p...

3 Beds
2 Baths
Oakland Trls Ph 2 SubDv.
34787 Zip Code

9579 Waterway Passage Drive, Winter Garden image

9579 Waterway Passage Drive, Winter Garden $489,900

This well-maintained 4 bedroom, 3 bathroom home is located in the rapidly developing Horizon West community. The amenities featured in both phases of the Waterleigh c...

4 Beds
3 Baths
Water Leigh Phase 2b SubDv.
34787 Zip Code

715 Hull Island Drive, Oakland $599,900 ▼

Welcome to OAKLAND. NO HOA!!!! This beautiful five bedroom/three bath home has been freshly **PAINTED**NEW CARPET**NEW SOD/LANDSCAPING* When you enter you will notice the...

5 Beds
3 Baths
Hull Island Reserve 50 48 SubDv.
34787 Zip Code

13187 Spring Grove Way, Winter Garden image

13187 Spring Grove Way, Winter Garden $499,990

This Beautiful Upgrades Galore Home is located in the charming town of Winter Garden in Orange County and is part of the sought-after and award-winning, master planned co...

3 Beds
2 Baths
Encore/Ovation-Ph 2 SubDv.
34787 Zip Code

1429 Eastover Loop, Winter Garden — Na $590,000

Check out this spacious townhome with a private backyard in Oakland Park, right on the West Orange Trail and convenient access to downtown Winter Garden. This unique town...

3 Beds
3 Baths
Oakland Parka F1 & F2 SubDv.
34787 Zip Code

3196 Winesap Way, Winter Garden $499,900

Welcome to beautiful Subdivision ORCHARD PARK in Winter Garden. Corner lot home with no back neighbor. Home comes with lots of upgrades. Upgraded white 42" kitchen cabine...

3 Beds
2 Baths
Orchard Pk/Stillwater Xing #2 SubDv.
34787 Zip Code

15651 Panther Lake Drive, Winter Garden image

15651 Panther Lake Drive, Winter Garden $1,799,000

Absolutely stunning Smart House, this 5 bedroom, 4 and 2 half bath home has automation system control cable lights, music electronics and more. Much thought and detail w...

5 Beds
4 Baths
Lakeshore Preserve Ph 2 SubDv.
34787 Zip Code

9457 Komika Lane, Winter Garden $425,000

WE ARE ACCEPTING HIGHEST AND BEST OFFERS BY 1PM ON TUESDAY, JUNE 22. Shows like a model! You'll be thoroughly impressed with this practically brand new home in the desi...

3 Beds
2 Baths
Waterleigh Ph 3a SubDv.
34787 Zip Code

627 Hearthglen Boulevard, Winter Garden image

627 Hearthglen Boulevard, Winter Garden $459,900

Beautiful 4 bedroom, 3 bathroom home nestled in highly sought after Oakglen Estates. This home sits on an oversized lot with no visible rear neighbors. The open floor pla...

4 Beds
3 Baths
Oakglen Estates SubDv.
34787 Zip Code

14061 Snowy Owl Lane, Winter Garden image

14061 Snowy Owl Lane, Winter Garden $580,000

Beautiful 5 bed and 3 bath two-story CORNER LOT HOME located in the sought-after Summerlake Community in Horizon West. It comes with a TANDEM GARAGE which provides 3 car ...

5 Beds
3 Baths
Summerlake Pd Ph 3b SubDv.
34787 Zip Code

15636 Kinnow Mandarin Lane, Winter Garden image

15636 Kinnow Mandarin Lane, Winter Garden $585,000

Stunning home located on an oversized corner lot in the highly sought-after area of Horizon West in Winter Garden. Upon entering this 5 bedroom, 4.5 bathroom home, you wi...

5 Beds
4 Baths
Highlands/Summerlake Grvs Ph 1 SubDv.
34787 Zip Code

14376 Shocklach Drive, Winter Garden image

14376 Shocklach Drive, Winter Garden $579,900

Beautiful two-story home READY FOR NEW OWNERS! Large open living area, high ceilings and tile flooring throughout downstairs. Large kitchen tons of storage, whirlpool sta...

3 Beds
2 Baths
Latham Park North SubDv.
34787 Zip Code

14354 Orchard Hills Boulevard, Winter Garden image

14354 Orchard Hills Boulevard, Winter Garden $485,000

This beautiful home has been well maintained. The kitchen has 42 inch cabinets and corian counter tops. Rod iron railing to the second floor. Two bedrooms on the second f...

4 Beds
2 Baths
Orchard Hills Phase 2 SubDv.
34787 Zip Code

8256 Bayview Crossing Drive, Winter Garden image

8256 Bayview Crossing Drive, Winter Garden $545,000

Enjoy life’s best offerings by making this pristine, private, 4-bedroom, 3.5-bathroom, 2 story POOL Home Oasis on a corner lot, yours! Entering this home, you are welcome...