Winter Garden Real Estate

Some of the best housing options in Orange County are in the Winter Garden Real Estate market, with a variety of single family homes for sale priced between $225,000 and as high as $5,995,000 two to nine bedroom homes that range in size from 696 to 13,250 square feet. Options for Condos in Winter Garden range from $159,000 for an apartment with one bedroom and one bathroom to three bedrooms and three bathroom luxury condominiums that sell for up to $460,000. Suppose a Townhome for sale in Winter Garden is what you are looking for, a two-bedroom, one bathroom 938 square foot villa or a four-bed, four-bath home as large as 662,499 sq ft ranging in price from $220,000 to $1,849,000.

We have detailed information regarding 127 communities in Winter Garden, including 84 non-gated communities of single family homes, seven condo buildings, 26 gated communities, one waterfront community, one country club, and one rental community including some new construction opportunities and open houses. Winter Garden real estate activity on the MLS indicates 977 properties are currently on the market (as of May 14th, 2026). Whether relocating to Winter Garden from another state or upsizing or downsizing, whichever of the many luxury homes for sale in Winter Garden and the entire Central Florida region you choose, our professional Realtors in Winter Garden Florida can guide you through the home-buying process.

Winter Garden Homes For Sale

$5.995 Million

MLS#MFRO6325350

13377 Lake Butler Blvd
Winter Garden, FL 34787

5

6

6

6,500 SqFt

Pool

12.42 Acres

301 Days

New Construction

Reduced

$3,380,000

$3,480,000

Independence

14544 Avenue Of The Rushes
Winter Garden, FL 34787

5

6

3

6,537 SqFt

Pool

Water Front

1.18 Acres

442 Days

$3,330,000

Isles Of Lake Hancock

14511 Isleview Dr
Winter Garden, FL 34787

6

6

2

6,188 SqFt

Pool

Water Front

1.14 Acres

15 Days

Reduced

$2,999,990

$3,297,199

Lakeview Pointe

14168 Larkspur Lake Dr
Winter Garden, FL 34787

6

8

4

6,442 SqFt

Water Front

0.68 Acres

232 Days

New Construction

$2.9 Million

MLS#MFRO6395737

4004 Rex Dr
Winter Garden, FL 34787

4

2

2,068 SqFt

8.92 Acres

41 Days

$2,850,000

Lakeshore

15522 Shorebird Ln
Winter Garden, FL 34787

7

7

2

7,902 SqFt

Pool

0.37 Acres

17 Days

$2,799,000

MLS#MFRO6389101

9751 Quiet Ln
Winter Garden, FL 34787

3

4

6

4,541 SqFt

Water Front

5.06 Acres

46 Days

Reduced

$2,750,000

$3,500,000

MLS#MFRO6271646

2827 Sanctuary Ln
Winter Garden, FL 34787

3

3

3

4,096 SqFt

4.53 Acres

485 Days

Reduced

$2,550,000

$2,700,000

MLS#MFRO6260561

17144 Phil C Peters Rd
Winter Garden, FL 34787

4

5

6,526 SqFt

2.5 Acres

517 Days

New Construction

$2.5 Million

MLS#MFRO6303366

13377 Lake Butler Blvd
Winter Garden, FL 34787

4

5

4

6,725 SqFt

Pool

Water Front

12.42 Acres

380 Days

Under Contract

$2.5 Million

$4,000,000

MLS#MFRO6274608

4230 Rex Dr
Winter Garden, FL 34787

9

6

5

10,634 SqFt

Pool

9.75 Acres

469 Days

$2,445,000

Overlook At Hamlin

7460 John Hancock Dr
Winter Garden, FL 34787

6

6

3

5,507 SqFt

Pool

Water Front

0.29 Acres

23 Days

977 Active Listings in Winter Garden, FL

• ›

81 more pages

Living in Winter Garden affords you easy access to nearby golf courses, fine dining, entertainment venues and various other amenities and conveniences in the city of Winter Garden. The I-4 or Florida's Turnpike provide an easy transition to nearby cities such as Labelle, Windermere, Ocoee, Gotha, Orlando, Apopka, Wesley Chapel, Oakland, Winter Park, Poinciana, Maitland, Clermont, and Montverde.

Boating and watersports are integral to the Central Florida lifestyle, offering year-round access to an abundance of lakes, vibrant marine life, and a culture centered around outdoor leisure and recreation. Winter Garden real estate prices are directly correlated to it's proximity to these amenities.

Additionally, four local airports are easily accessible - Orlando Executive (ORL), Orlando International (MCO), Kissimmee Gateway (ISM) in Orlando, and Orlando Sanford International (SFB).

The data relating to homes for sale or lease or other real estate for sale or for rent on the BEX Realty website comes in part from a cooperative data exchange program of the MLS in which this Broker participates. The real estate displayed may not be all of the homes in the database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Homes for sale that are listed by Brokers other than this Broker are marked with either the listing Broker's name or the MLS name or a logo provided by the MLS and the details page about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. BEX Realty, the Florida Association of Realtors and its cooperating Multiple Listing Services do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law including the fair housing act prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.