618 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 8122 RED STOPPER LANE Winter Garden, FL MLS# O6391514
  • Recently Listed with Virtual Tour
1 of 59
$435,000
3

Beds

2.1

Baths

1,784

Sq.Ft.

8122 RED STOPPER LANE

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 503 FIRST CAPE CORAL DRIVE Winter Garden, FL MLS# O6381166
$564,000
4

Beds

2.0

Baths

2,365

Sq.Ft.

503 FIRST CAPE CORAL DRIVE

Winter Garden, FL

Courtesy of REGENCY REAL ESTATE LLC
View 15528 BLACKBEAD STREET Winter Garden, FL MLS# O6390461
  • Recently Listed with Virtual Tour
1 of 63
$465,000
3

Beds

2.1

Baths

1,861

Sq.Ft.

15528 BLACKBEAD STREET

Winter Garden, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 9972 PALLIDA HICKORY WAY Winter Garden, FL MLS# O6391384
  • Recently Listed with Virtual Tour
1 of 42
$559,900
3

Beds

2.1

Baths

2,082

Sq.Ft.

9972 PALLIDA HICKORY WAY

Winter Garden, FL

Courtesy of VESTI LLC
View 14748 FIELD DAISY DRIVE Winter Garden, FL MLS# O6391410
  • Recently Listed with Virtual Tour
1 of 44
$614,000
4

Beds

4.1

Baths

2,149

Sq.Ft.

14748 FIELD DAISY DRIVE

Winter Garden, FL

Courtesy of TAYLOR MORRISON REALTY OF FLORIDA INC
View 14736 FIELD DAISY DRIVE Winter Garden, FL MLS# O6391435
  • Recently Listed with Virtual Tour
1 of 43
$596,832
3

Beds

3.1

Baths

2,149

Sq.Ft.

14736 FIELD DAISY DRIVE

Winter Garden, FL

Courtesy of TAYLOR MORRISON REALTY OF FLORIDA INC
View 14780 FIELD DAISY DRIVE Winter Garden, FL MLS# O6391463
  • Recently Listed with Virtual Tour
1 of 46
$704,118
4

Beds

4.1

Baths

2,441

Sq.Ft.

14780 FIELD DAISY DRIVE

Winter Garden, FL

Courtesy of TAYLOR MORRISON REALTY OF FLORIDA INC
View 107 TRADITIONS DRIVE Winter Garden, FL MLS# S5145650
  • Recently Listed with Virtual Tour
1 of 30
$524,975
3

Beds

2.0

Baths

1,582

Sq.Ft.

107 TRADITIONS DRIVE

Winter Garden, FL

Courtesy of WATSON REALTY CORP
View 18001 PHIL C PETERS ROAD Winter Garden, FL MLS# O6391296
  • Recently Listed with Virtual Tour
1 of 19
$669,950
3

Beds

2.0

Baths

1,056

Sq.Ft.

18001 PHIL C PETERS ROAD

Winter Garden, FL

Courtesy of AAA GLOBAL VENTURES PA
View 680 DUNBAR AVENUE Winter Garden, FL MLS# O6389210
  • Recently Listed 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
  • Recently Listed with Virtual Tour
1 of 40
$379,900
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
  • Recently Listed with Virtual Tour
1 of 32
$475,000
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
  • Recently Listed with Virtual Tour
1 of 29
$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
  • Recently Listed with Virtual Tour
1 of 36
$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
  • Recently Listed with Virtual Tour
1 of 40
$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
  • Recently Listed with Virtual Tour
1 of 50
$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 6072 GLORY BOWER DRIVE Winter Garden, FL MLS# O6389207
  • Recently Listed with Virtual Tour
1 of 37
$479,000
3

Beds

2.1

Baths

2,128

Sq.Ft.

6072 GLORY BOWER DRIVE

Winter Garden, FL

Courtesy of INTOP REALTY LLC
View 884 KLONDIKE STREET Winter Garden, FL MLS# O6389922
  • Recently Listed with Virtual Tour
1 of 28
$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
  • Recently Listed with Virtual Tour
1 of 25
$469,000
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
  • Recently Listed with Virtual Tour
1 of 53
$515,000
3

Beds

2.1

Baths

2,067

Sq.Ft.

6530 PASTURELANDS PLACE

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS

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

941

Estimated median home price

$588,900
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 4
$100K - 200K 12
$200K - 300K 92
$300K - 400K 79
$400K - 500K 153
$500K - 600K 160
$600K - 700K 111
$700K - 800K 91
$800K - 900K 74
$900K - 1M 60
$1M - Max 105

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 644
Townhouse 135
Condo 126
Commercial 11
Rental 229
Lots and Land 23
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 1
Farms 0

(Data as of 3/18/2026)

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 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 3/23/2026.

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

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 3/23/2026.

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.

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 3/23/2026.