259 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 4642 PRAIRIE CREEK STREET Winter Garden, FL MLS# S5144794
$580,000
4

Beds

2.1

Baths

2,149

Sq.Ft.

4642 PRAIRIE CREEK STREET

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE III
View 1966 PANTHEON DRIVE Winter Garden, FL MLS# O6386961
$525,000
4

Beds

3.0

Baths

2,076

Sq.Ft.

1966 PANTHEON DRIVE

Winter Garden, FL

Courtesy of SIMPLY HOME REALTY
View 5706 CYPRESS HILL ROAD Winter Garden, FL MLS# O6386620
$460,000
3

Beds

2.1

Baths

1,712

Sq.Ft.

5706 CYPRESS HILL ROAD

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 18167 CIDER MILL LANE Winter Garden, FL MLS# O6386278
  • New Construction with Virtual Tour
1 of 15
$469,990
3

Beds

2.1

Baths

1,817

Sq.Ft.

18167 CIDER MILL LANE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 14326 MURCOTT BLOSSOM BOULEVARD Winter Garden, FL MLS# O6386513
$511,500
3

Beds

2.1

Baths

1,936

Sq.Ft.

14326 MURCOTT BLOSSOM BOULEVARD

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 8113 RED STOPPER LANE Winter Garden, FL MLS# O6386525
$444,000
3

Beds

2.1

Baths

1,725

Sq.Ft.

8113 RED STOPPER LANE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 15813 SWEET LEMON WAY Winter Garden, FL MLS# O6386264
$575,000
3

Beds

2.1

Baths

2,119

Sq.Ft.

15813 SWEET LEMON WAY

Winter Garden, FL

Courtesy of LAKEFIELD REALTY GROUP LLC
View 648 ORANGE BELT LOOP Winter Garden, FL MLS# S5144591
  • Virtual Tour
1 of 34
OPEN HOUSE: Saturday 5/30 10:00 AM - 1:00 PM
$499,990
3

Beds

2.1

Baths

1,688

Sq.Ft.

648 ORANGE BELT LOOP

Winter Garden, FL

Courtesy of CORCORAN CONNECT LLC
View 5374 LAKE VIRGINIA STREET Winter Garden, FL MLS# O6385721
$571,900
4

Beds

3.0

Baths

2,038

Sq.Ft.

5374 LAKE VIRGINIA STREET

Winter Garden, FL

Courtesy of MY REALTY GROUP, LLC.
View 6421 NEW INDEPENDENCE PARKWAY Winter Garden, FL MLS# O6386906
$539,900
3

Beds

2.0

Baths

1,863

Sq.Ft.

6421 NEW INDEPENDENCE PARKWAY

Winter Garden, FL

Courtesy of BHHS FLORIDA REALTY
View 15444 LEBEAU LOOP Winter Garden, FL MLS# O6385396
$580,000
4

Beds

3.1

Baths

2,415

Sq.Ft.

15444 LEBEAU LOOP

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 14058 FRASIER STREET Winter Garden, FL MLS# V4947394
$459,000
4

Beds

2.1

Baths

1,996

Sq.Ft.

14058 FRASIER STREET

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 15050 GROVESIDE ROAD Winter Garden, FL MLS# O6384403
  • New Construction with Virtual Tour
1 of 55
$492,670
3

Beds

2.1

Baths

1,846

Sq.Ft.

15050 GROVESIDE ROAD

Winter Garden, FL

Courtesy of DRB GROUP REALTY, LLC
View 14740 FIELD DAISY DRIVE Winter Garden, FL MLS# O6383531
  • New Construction with Virtual Tour
1 of 49
$510,000
3

Beds

2.1

Baths

1,992

Sq.Ft.

14740 FIELD DAISY DRIVE

Winter Garden, FL

Courtesy of TAYLOR MORRISON REALTY OF FLORIDA INC
View 7361 SILVER MEADOW STREET Winter Garden, FL MLS# G5108434
$581,220
4

Beds

3.0

Baths

2,102

Sq.Ft.

7361 SILVER MEADOW STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 13946 TITLE WAY Winter Garden, FL MLS# O6384098
$438,000
4

Beds

2.1

Baths

1,992

Sq.Ft.

13946 TITLE WAY

Winter Garden, FL

Courtesy of RC GROUP REALTY LLC
View 15878 MOONLIGHT BAY STREET Winter Garden, FL MLS# O6384745
$540,000
4

Beds

3.1

Baths

2,472

Sq.Ft.

15878 MOONLIGHT BAY STREET

Winter Garden, FL

Courtesy of LIFESTYLE INTERNATIONAL REALTY
View 16425 PRAIRIE SCHOOL DRIVE Winter Garden, FL MLS# O6383709
$435,000
3

Beds

2.1

Baths

1,662

Sq.Ft.

16425 PRAIRIE SCHOOL DRIVE

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 14372 BREDA CENTER LOOP Winter Garden, FL MLS# O6385377
$580,000
4

Beds

2.1

Baths

2,700

Sq.Ft.

14372 BREDA CENTER LOOP

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 17724 PORTER ROAD Winter Garden, FL MLS# G5108345
  • New Construction
1 of 3
$471,735
3

Beds

2.1

Baths

1,644

Sq.Ft.

17724 PORTER ROAD

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC

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

1,045

Estimated median home price

$609,000
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 - 100K2
$100K - 200K23
$200K - 300K97
$300K - 400K83
$400K - 500K143
$500K - 600K171
$600K - 700K124
$700K - 800K118
$800K - 900K86
$900K - 1M73
$1M - Max125

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family717
Townhouse142
Condo144
Commercial10
Rental216
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home2
Farms0

(Data as of 5/27/2026)

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 5/28/2026.

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

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.

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 5/28/2026.

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 5/28/2026.