797 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 5971 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5107163
$849,970
5

Beds

4.1

Baths

3,076

Sq.Ft.

5971 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 13900 LANYARD WAY Winter Garden, FL MLS# O6353670
$849,900
5

Beds

4.1

Baths

3,687

Sq.Ft.

13900 LANYARD WAY

Winter Garden, FL

Courtesy of PREFERRED REAL ESTATE BROKERS
View 6517 SHORE JUNIPER STREET Winter Garden, FL MLS# G5104657
$849,625
4

Beds

3.0

Baths

2,879

Sq.Ft.

6517 SHORE JUNIPER STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 14150 ALDFORD DRIVE Winter Garden, FL MLS# O6283901
$849,000
5

Beds

4.1

Baths

3,602

Sq.Ft.

14150 ALDFORD DRIVE

Winter Garden, FL

Courtesy of BLUE CHIP INTERNATIONAL REALTY LLC
View 1368 UNION CLUB DRIVE Winter Garden, FL MLS# G5100879
$849,000
3

Beds

2.1

Baths

2,484

Sq.Ft.

1368 UNION CLUB DRIVE

Winter Garden, FL

Courtesy of DENIZ REALTY PARTNERS LLC
View 5949 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5107173
$845,340
5

Beds

4.1

Baths

3,076

Sq.Ft.

5949 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 7165 TICKLEGRASS STREET Winter Garden, FL MLS# O6360419
$844,900
5

Beds

4.0

Baths

3,459

Sq.Ft.

7165 TICKLEGRASS STREET

Winter Garden, FL

Courtesy of SIGNATURE LAKES REALTY LLC
View 6013 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5107300
$842,350
5

Beds

4.1

Baths

3,076

Sq.Ft.

6013 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 9008 SONOMA COAST DRIVE Winter Garden, FL MLS# O6328849
$839,950
3

Beds

2.1

Baths

2,348

Sq.Ft.

9008 SONOMA COAST DRIVE

Winter Garden, FL

Courtesy of RE/MAX CENTRAL REALTY
View 17330 LAKE STAR ROAD Winter Garden, FL MLS# O6362471
$839,000
4

Beds

3.0

Baths

2,795

Sq.Ft.

17330 LAKE STAR ROAD

Winter Garden, FL

Courtesy of TALENT REALTY SOLUTIONS
View 5128 BREEZY ACRES STREET Winter Garden, FL MLS# O6371382
$839,000
5

Beds

3.1

Baths

3,631

Sq.Ft.

5128 BREEZY ACRES STREET

Winter Garden, FL

Courtesy of REALSTOCK ELITE PROPERTIES
View 2145 TILLMAN AVENUE Winter Garden, FL MLS# G5106370
  • Recently Listed with Virtual Tour
1 of 63
$835,000
5

Beds

4.0

Baths

3,735

Sq.Ft.

2145 TILLMAN AVENUE

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 14931 LEBEAU LOOP Winter Garden, FL MLS# O6364989
$834,000
4

Beds

3.1

Baths

2,832

Sq.Ft.

14931 LEBEAU LOOP

Winter Garden, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 16377 ORANGE SEED LANE Winter Garden, FL MLS# O6376161
  • Recently Listed with Virtual Tour
1 of 42
$830,000
5

Beds

3.1

Baths

3,599

Sq.Ft.

16377 ORANGE SEED LANE

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 17652 JAPONICA BLOOM DRIVE Winter Garden, FL MLS# TB8438268
  • New Construction with Virtual Tour
1 of 44
$829,990
5

Beds

4.1

Baths

3,545

Sq.Ft.

17652 JAPONICA BLOOM DRIVE

Winter Garden, FL

Courtesy of ASHTON WOODS FLORIDA REALTY LLC
View 5931 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5102265
$829,965
4

Beds

3.1

Baths

2,688

Sq.Ft.

5931 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 15301 HAYWORTH DRIVE Winter Garden, FL MLS# O6346422
$825,000
7

Beds

5.0

Baths

5,081

Sq.Ft.

15301 HAYWORTH DRIVE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 13978 LANYARD WAY Winter Garden, FL MLS# O6159176
$819,990
5

Beds

4.0

Baths

3,610

Sq.Ft.

13978 LANYARD WAY

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 5427 ORANGE ORCHARD DRIVE Winter Garden, FL MLS# O6329946
$819,900
4

Beds

4.0

Baths

3,278

Sq.Ft.

5427 ORANGE ORCHARD DRIVE

Winter Garden, FL

Courtesy of SERHANT
View 1061 SPRING MILL DRIVE Winter Garden, FL MLS# O6345657
$819,900
5

Beds

3.0

Baths

3,502

Sq.Ft.

1061 SPRING MILL DRIVE

Winter Garden, FL

Courtesy of RE/MAX SELECT GROUP

About Winter Garden

The balance between reverence for yesterday and vibrant growth is reflected in the Winter Garden slogan, "A City with a Future…Preserving Its Past."  Walking down historic Plant Street or catching a glimpse of landmark buildings like Tanner Hall immediately creates an image of small-town life at its finest in the heart of this quaint Main Street community. At the same time, redevelopment and growth are evident at every turn.  Antique stores, ice cream shops, and charming cafés combine with dynamic new businesses and residential development.  Covering approximately 17 square miles, Winter Garden offers access to the West Orange Trail for biking or jogging in a naturally beautiful setting.  Other amenities include large parks, a public boat ramp on Lake Apopka, and recreational complexes for tennis, swimming, and sports play.  This vast area once covered by citrus groves is rapidly transforming into a suburban environment that preserves the friendly, intimate spirit of yesterday.  Residents enjoy easy access to Highway 50, the East West Expressway, and the Florida Turnpike.

Listings in Winter Garden, FL

821

Estimated median home price

$590,700
Winter Garden FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Winter Garden, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winter Garden, FL.

Homes for Sale by Price in Winter Garden, FL

PriceCount
$0 - 100K7
$100K - 200K11
$200K - 300K74
$300K - 400K80
$400K - 500K144
$500K - 600K115
$600K - 700K103
$700K - 800K76
$800K - 900K70
$900K - 1M49
$1M - Max92

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family539
Townhouse126
Condo115
Commercial7
Rental243
Lots and Land32
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 1/27/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

The 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.

Data is updated as of 1/28/2026.

The 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.

The data relating to real estate for sale/lease on this web site come in part from the New Smyrna Beach Board of REALTORS® Multiple Listing Service (MLS) in which this real estate firm (Broker) participates. The properties displayed may not be all of the properties in the MLS's database, or all of the properties listed with the Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with the MLS IDX logo. 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. Federal law prohibits discrimination on the basis of race, color, sex, religion, handicap, familial status or national origin in the sale, rental or financing of housing.

This data updated periodically, at an interval not to exceed 7 days.

IDX information 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 properties which appear for sale on this website may subsequently have sold and may no longer be available.

© Copyright 2026 New Smyrna Beach Board of REALTORS, Inc. All rights Reserved.

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

The 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.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

Copyright 2026 BeachesMLS, Inc. All rights reserved.

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed.

The 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.

Data is updated as of 1/28/2026.

Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved

Data is updated as of 1/28/2026.