862 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 8901 LAKESHORE POINTE DRIVE Winter Garden, FL MLS# O6385271
  • Recently Listed with Virtual Tour
1 of 58
$786,000
4

Beds

3.1

Baths

3,272

Sq.Ft.

8901 LAKESHORE POINTE DRIVE

Winter Garden, FL

Courtesy of RE/MAX EXCLUSIVE COLLECTION
View 8131 WHITE PELICAN STREET Winter Garden, FL MLS# O6384923
  • Recently Listed with Virtual Tour
1 of 40
OPEN HOUSE: Saturday 2/28 10:00 AM - 2:00 PM
$575,000
4

Beds

2.1

Baths

2,697

Sq.Ft.

8131 WHITE PELICAN STREET

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 12971 HARVEST RAIN AVENUE Winter Garden, FL MLS# O6385596
  • Recently Listed with Virtual Tour
1 of 53
$750,609
3

Beds

3.1

Baths

2,858

Sq.Ft.

12971 HARVEST RAIN AVENUE

Winter Garden, FL

Courtesy of TAYLOR MORRISON REALTY OF FLORIDA INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1401 N FULLERS CROSS ROAD Winter Garden, FL MLS# O6385497
  • Recently Listed with Virtual Tour
1 of 11
$395,000
Studio

Beds

0.0

Baths

1401 N FULLERS CROSS ROAD

Winter Garden, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 1670 E Spring Ridge Circle Winter Garden, FL MLS# 1070334
$425,000
3

Beds

2.0

Baths

1,699

Sq.Ft.

1670 E Spring Ridge Circle

Winter Garden, FL

Brevard
View 1670 E SPRING RIDGE CIRCLE Winter Garden, FL MLS# O6385776
$425,000
3

Beds

2.0

Baths

1,699

Sq.Ft.

1670 E SPRING RIDGE CIRCLE

Winter Garden, FL

Courtesy of MARK SPAIN REAL ESTATE
View 14446 WHITTRIDGE DRIVE Winter Garden, FL MLS# O6378698
  • Recently Listed with Virtual Tour
1 of 25
$450,000
3

Beds

2.0

Baths

1,650

Sq.Ft.

14446 WHITTRIDGE DRIVE

Winter Garden, FL

Courtesy of THE C SMITH REAL ESTATE GROUP LLC
View 375 REGAL DOWNS CIRCLE Winter Garden, FL MLS# O6377205
$334,900
3

Beds

2.0

Baths

1,464

Sq.Ft.

375 REGAL DOWNS CIRCLE

Winter Garden, FL

Courtesy of ENTERA REALTY LLC
View 7643 SILVER MEADOW STREET Winter Garden, FL MLS# G5108692
$732,990
5

Beds

4.1

Baths

3,122

Sq.Ft.

7643 SILVER MEADOW STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 6057 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5108696
$776,990
4

Beds

3.0

Baths

3,038

Sq.Ft.

6057 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 17470 SUNSET PRAIRIE DRIVE Winter Garden, FL MLS# G5108701
$761,395
5

Beds

3.1

Baths

3,076

Sq.Ft.

17470 SUNSET PRAIRIE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 7661 SILVER MEADOW STREET Winter Garden, FL MLS# G5108705
$711,055
5

Beds

4.1

Baths

3,122

Sq.Ft.

7661 SILVER MEADOW STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 13845 JOMATT LOOP Winter Garden, FL MLS# O6385161
$825,000
4

Beds

3.0

Baths

2,804

Sq.Ft.

13845 JOMATT LOOP

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 9360 MEADOW HUNT WAY Winter Garden, FL MLS# O6384845
  • Recently Listed with Virtual Tour
1 of 83
OPEN HOUSE: Saturday 2/28 12:00 PM - 2:00 PM
$488,800
3

Beds

2.1

Baths

1,892

Sq.Ft.

9360 MEADOW HUNT WAY

Winter Garden, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 17404 SUNSET PRAIRIE DRIVE Winter Garden, FL MLS# G5108715
$685,645
4

Beds

2.1

Baths

2,235

Sq.Ft.

17404 SUNSET PRAIRIE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 64 N PARK AVENUE Winter Garden, FL MLS# O6385285
  • Recently Listed
1 of 38
OPEN HOUSE: Saturday 2/28 11:00 AM - 2:00 PM
$1,219,000
4

Beds

4.0

Baths

2,225

Sq.Ft.

64 N PARK AVENUE

Winter Garden, FL

Courtesy of CORCORAN PREMIER REALTY
View 17422 CHANNEL WAY Winter Garden, FL MLS# G5108709
  • Recently Listed with Virtual Tour
1 of 44
$795,000
5

Beds

3.0

Baths

3,261

Sq.Ft.

17422 CHANNEL WAY

Winter Garden, FL

Courtesy of LIST NOW REALTY, LLC
View 14501 GROVE RESORT AVENUE 1443 Winter Garden, FL MLS# S5144504
  • Recently Listed with Virtual Tour
1 of 10
$300,000
2

Beds

2.0

Baths

1,375

Sq.Ft.

14501 GROVE RESORT AVENUE 1443

Winter Garden, FL

Courtesy of SACKS REALTY GROUP, INC.
View 14501 GROVE RESORT AVENUE 1203 Winter Garden, FL MLS# S5144506
  • Recently Listed with Virtual Tour
1 of 10
$350,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 1203

Winter Garden, FL

Courtesy of SACKS REALTY GROUP, INC.
View 14501 GROVE RESORT AVENUE 2223 Winter Garden, FL MLS# S5144425
  • Recently Listed with Virtual Tour
1 of 10
$287,990
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 2223

Winter Garden, FL

Courtesy of SACKS REALTY GROUP, 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

892

Estimated median home price

$595,000
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 - 100K6
$100K - 200K12
$200K - 300K87
$300K - 400K78
$400K - 500K148
$500K - 600K132
$600K - 700K105
$700K - 800K88
$800K - 900K71
$900K - 1M60
$1M - Max105

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family601
Townhouse125
Condo126
Commercial9
Rental231
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 2/26/2026)

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 2/26/2026.

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.

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

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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 2/26/2026.

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 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 2/26/2026.