Winter Garden, FL Real Estate & Homes for Sale

40 of 211 results

Residential
Active
$1,630,000
3 bd • 2 ba • 3,576 sq ft
WINDERMERE, FL
Residential
Residential
Active
$214,000
2 bd • 2 ba • 918 sq ft
WINTER GARDEN, FL
Residential
Residential
Active
$2,500,000
4 bd • 5 ba • 6,725 sq ft
WINTER GARDEN, FL
Residential
Residential
Active
$5,995,000
5 bd • 6 ba • 6,500 sq ft
WINTER GARDEN, FL
Residential
Residential
Active
$295,000
3 bd • 2 ba • 1,453 sq ft
WINTER GARDEN, FL
Residential
Residential
Active
$18,500,000
7 bd • 9 ba • 22,728 sq ft
WINDERMERE, FL
Residential
Residential
Active
$285,000
2 bd • 1 ba • 696 sq ft
WINTER GARDEN, FL
Residential
Residential
Active
$1,998,000
4 bd • 4 ba • 6,280 sq ft
OAKLAND, FL
Residential
Residential
Active
$1,939,999
3 bd • 4 ba • 4,496 sq ft
WINDERMERE, FL
Residential
Residential
Active
$1,775,000
3 bd • 3 ba • 5,205 sq ft
WINDERMERE, FL
Residential
Active
$2,750,000
3 bd • 3 ba • 4,096 sq ft
WINTER GARDEN, FL
Residential
Active
$660,000
4 bd • 3 ba • 3,169 sq ft
WINTER GARDEN, FL
Residential
Active
$585,000
4 bd • 2 ba • 2,399 sq ft
WINTER GARDEN, FL
Residential
Active
$740,000
5 bd • 4 ba • 3,760 sq ft
WINTER GARDEN, FL
Residential
Active
$342,000
2 bd • 1 ba • 1,050 sq ft
WINTER GARDEN, FL
Residential
Active
$496,000
3 bd • 2 ba • 2,377 sq ft
WINTER GARDEN, FL
Residential
Active
$1,290,000
5 bd • 5 ba • 5,560 sq ft
WINTER GARDEN, FL
Residential
Active
$218,000
2 bd • 2 ba • 918 sq ft
WINTER GARDEN, FL
Residential
Active
$900,000
5 bd • 5 ba • 3,398 sq ft
WINTER GARDEN, FL
Residential
Active
$815,000
5 bd • 3 ba • 3,211 sq ft
WINDERMERE, FL
Residential
Active
$2,130,760
5 bd • 6 ba • 4,924 sq ft
OAKLAND, FL
Residential
Active
$1,975,000
5 bd • 6 ba • 5,911 sq ft
OAKLAND, FL
Residential
Active
$2,238,120
5 bd • 6 ba • 5,799 sq ft
OAKLAND, FL
Residential
Active
$4,599,000
5 bd • 6 ba • 9,774 sq ft
WINDERMERE, FL
Residential
Active
$220,000
3 bd • 2 ba • 1,276 sq ft
WINTER GARDEN, FL
Residential
Active
$1,200,000
4 bd • 3 ba • 2,819 sq ft
WINTER GARDEN, FL
Residential
Active
$1,899,000
4 bd • 5 ba • 5,247 sq ft
WINTER GARDEN, FL
Residential
Active
$315,000
3 bd • 2 ba • 1,453 sq ft
WINTER GARDEN, FL
Residential
Active
$2,599,000
4 bd • 5 ba • 6,526 sq ft
WINTER GARDEN, FL
Residential
Active
$479,000
3 bd • 3 ba • 2,451 sq ft
WINTER GARDEN, FL
Residential
Active
$625,000
4 bd • 2 ba • 2,125 sq ft
WINTER GARDEN, FL
Residential
Active
$980,000
7 bd • 4 ba • 5,284 sq ft
WINTER GARDEN, FL
Residential
Active
$260,000
3 bd • 2 ba • 2,043 sq ft
WINTER GARDEN, FL
Residential
Active
$550,000
4 bd • 2 ba • 2,541 sq ft
WINTER GARDEN, FL
Residential
Active
$395,000
3 bd • 3 ba • 2,275 sq ft
OAKLAND, FL
Residential
Active
$400,000
3 bd • 2 ba • 1,764 sq ft
WINTER GARDEN, FL
Residential
Active
$375,000
2 bd • 3 ba • 2,275 sq ft
OAKLAND, FL
Residential
Active
$899,840
4 bd • 4 ba • 3,092 sq ft
WINTER GARDEN, FL
Residential
Active
$720,000
5 bd • 4 ba • 4,382 sq ft
WINTER GARDEN, FL
Residential
Active
$614,500
3 bd • 3 ba • 2,278 sq ft
WINTER GARDEN, FL
Residential
Page 1 of 6 (211 results)
Unlock MLS

Based on information from Unlock MLS (alternatively, from ACTRIS) for the period through 2026-02-11 05:12:32 PST. Neither the Board nor ACTRIS guarantees or is in any way responsible for its accuracy. All data is provided "AS IS" and with all faults. Data maintained by the Board or ACTRIS may not reflect all real estate activity in the market. Information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some IDX listings have been excluded from this website. Click here for more information

LERA

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.

Houston REALTORS® Information Service

Copyright 2026, Houston REALTORS® Information Service, Inc. The information provided is exclusively for consumers' 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.

Lubbock Association of REALTORS®

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.

Greater El Paso Association of REALTORS®

The data relating to real estate for sale on this web site comes in part from the IDX Program of the Greater El Paso Association of REALTORS®. Real estate listings held by brokerage firms other than Zillow, Inc are marked with the IDX logo or the IDX thumbnail logo and detailed information about them includes the name of the listing brokers. Listing data is deemed reliable but not guaranteed. Copyright 2026 the Greater El Paso Association of REALTORS®, MLS Inc. All rights reserved.

Laredo Association of REALTORS®

© 2026 Laredo Multiple Listing Service. Information is deemed to be reliable but not guaranteed. Information is provided exclusively for consumers personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Central Texas MLS

Listing and property data is from an Internet Data Exchange (IDX) provided by the Central Texas MLS. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. 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. Copyright 2026 Central Texas MLS, All Rights Reserved.

Greater Tyler Association of REALTORS®

IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed to be reliable but not guaranteed.

Odessa Board of REALTORS®

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.

Winter Garden Area Overview

Population47,872
Median Household Income$106,495
Median Age40.1
Land Area16.39 sq mi
Water Area1.65 sq mi
Population Density2,920.6 / sq mi
Owner-Occupied Housing65.7%

Source: U.S. Census Bureau (ACS 5-year estimates)