411 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 14501 GROVE RESORT AVENUE 1732 Winter Garden, FL MLS# O6388585
$189,950
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 1732

Winter Garden, FL

Courtesy of GENSTONE REALTY
View 15528 BLACKBEAD STREET Winter Garden, FL MLS# O6390461
$465,000
3

Beds

2.1

Baths

1,861

Sq.Ft.

15528 BLACKBEAD STREET

Winter Garden, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 14736 FIELD DAISY DRIVE Winter Garden, FL MLS# O6391435
  • New Construction with Virtual Tour
1 of 43
$550,000
3

Beds

3.1

Baths

2,149

Sq.Ft.

14736 FIELD DAISY DRIVE

Winter Garden, FL

Courtesy of TAYLOR MORRISON REALTY OF FLORIDA INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 9107 GRAND ISLAND WAY Winter Garden, FL MLS# O6391117
$505,000
3

Beds

2.1

Baths

2,082

Sq.Ft.

9107 GRAND ISLAND WAY

Winter Garden, FL

Courtesy of FHG REALTY, LLC
View 107 TRADITIONS DRIVE Winter Garden, FL MLS# S5145650
$474,975
3

Beds

2.0

Baths

1,582

Sq.Ft.

107 TRADITIONS DRIVE

Winter Garden, FL

Courtesy of WATSON REALTY CORP
View 680 DUNBAR AVENUE Winter Garden, FL MLS# O6389210
  • New Construction with Virtual Tour
1 of 6
$465,000
4

Beds

2.0

Baths

1,713

Sq.Ft.

680 DUNBAR AVENUE

Winter Garden, FL

Courtesy of LA ROSA REALTY LLC
View 13705 GOLDEN RUSSET DRIVE Winter Garden, FL MLS# O6390740
$359,900
3

Beds

2.1

Baths

1,590

Sq.Ft.

13705 GOLDEN RUSSET DRIVE

Winter Garden, FL

Courtesy of LAKEFIELD REALTY GROUP LLC
View 1836 WINGED ELM PLACE Winter Garden, FL MLS# O6390771
$435,000
4

Beds

2.0

Baths

1,712

Sq.Ft.

1836 WINGED ELM PLACE

Winter Garden, FL

Courtesy of MARK SPAIN REAL ESTATE
View 14267 AVENUE OF THE GROVES Winter Garden, FL MLS# O6390455
$350,000
2

Beds

2.1

Baths

1,289

Sq.Ft.

14267 AVENUE OF THE GROVES

Winter Garden, FL

Courtesy of DENIZ REALTY PARTNERS LLC
View 14501 GROVE RESORT AVENUE 2530 Winter Garden, FL MLS# S5145845
$275,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 2530

Winter Garden, FL

Courtesy of FLARE PROPERTIES LLC
View 14501 GROVE RESORT AVENUE 2532 Winter Garden, FL MLS# S5145848
$275,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 2532

Winter Garden, FL

Courtesy of FLARE PROPERTIES LLC
View 14501 GROVE RESORT AVENUE 1629 Winter Garden, FL MLS# S5144771
$290,000
3

Beds

3.0

Baths

1,544

Sq.Ft.

14501 GROVE RESORT AVENUE 1629

Winter Garden, FL

Courtesy of GLASSTONE GROUP INC
View 884 KLONDIKE STREET Winter Garden, FL MLS# O6389922
$375,000
4

Beds

2.0

Baths

1,485

Sq.Ft.

884 KLONDIKE STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 1408 SPRING RIDGE DRIVE Winter Garden, FL MLS# O6390610
$459,000
3

Beds

2.0

Baths

1,614

Sq.Ft.

1408 SPRING RIDGE DRIVE

Winter Garden, FL

Courtesy of SOUTHERN HERITAGE REALTY, INC
View 6530 PASTURELANDS PLACE Winter Garden, FL MLS# O6390459
$479,999
3

Beds

2.1

Baths

2,067

Sq.Ft.

6530 PASTURELANDS PLACE

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 8156 WOOD SAGE DRIVE Winter Garden, FL MLS# V4947783
  • Adult Community with Virtual Tour
1 of 42
$449,000
3

Beds

2.1

Baths

1,853

Sq.Ft.

8156 WOOD SAGE DRIVE

Winter Garden, FL

Courtesy of APARO-GRIFFIN PROPERTIES INC
View 1009 STUCKI TERRACE Winter Garden, FL MLS# O6390192
$249,900
3

Beds

2.0

Baths

984

Sq.Ft.

1009 STUCKI TERRACE

Winter Garden, FL

Courtesy of FATHOM REALTY FL LLC
View 1419 HUNTERMAN LANE Winter Garden, FL MLS# O6390064
$479,900
5

Beds

4.1

Baths

2,840

Sq.Ft.

1419 HUNTERMAN LANE

Winter Garden, FL

Courtesy of ENTERA REALTY LLC
View 122 WINDTREE LANE O-204 Winter Garden, FL MLS# S5145241
$229,995
2

Beds

2.0

Baths

918

Sq.Ft.

122 WINDTREE LANE O-204

Winter Garden, FL

Courtesy of WATSON REALTY CORP
View 16149 WIND VIEW LANE Winter Garden, FL MLS# O6389892
$498,000
3

Beds

2.1

Baths

2,036

Sq.Ft.

16149 WIND VIEW LANE

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE LAKES

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

990

Estimated median home price

$609,875
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

Price Count
$0 - 100K 1
$100K - 200K 17
$200K - 300K 99
$300K - 400K 80
$400K - 500K 139
$500K - 600K 152
$600K - 700K 128
$700K - 800K 112
$800K - 900K 85
$900K - 1M 70
$1M - Max 107

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 681
Townhouse 132
Condo 138
Commercial 11
Rental 215
Lots and Land 26
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 1
Farms 0

(Data as of 5/3/2026)

Information deemed reliable but not guaranteed.

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 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 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 5/4/2026.

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 5/4/2026.