982 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 8807 FOUNTAIN PALM ALY Winter Garden, FL MLS# O6400597
  • Recently Listed with Virtual Tour
1 of 25
$630,000
4

Beds

3.1

Baths

2,581

Sq.Ft.

8807 FOUNTAIN PALM ALY

Winter Garden, FL

Courtesy of CHERRY'S FOCUSED IN REALTY LLC
View 12529 DALLINGTON TERRACE Winter Garden, FL MLS# O6400678
  • Recently Listed with Virtual Tour
1 of 66
$884,990
5

Beds

3.1

Baths

3,519

Sq.Ft.

12529 DALLINGTON TERRACE

Winter Garden, FL

Courtesy of BHHS FLORIDA REALTY
View 16749 HARPER COVE DRIVE Winter Garden, FL MLS# O6400511
  • Recently Listed with Virtual Tour
1 of 37
OPEN HOUSE: Saturday 4/25 12:00 PM - 3:00 PM
$515,000
3

Beds

2.1

Baths

2,014

Sq.Ft.

16749 HARPER COVE DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 17453 SUNSET PRAIRIE DRIVE Winter Garden, FL MLS# G5111222
$757,990
4

Beds

3.0

Baths

2,740

Sq.Ft.

17453 SUNSET PRAIRIE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 204 SUNSET GARDEN LANE Winter Garden, FL MLS# O6400441
$690,270
5

Beds

4.0

Baths

2,686

Sq.Ft.

204 SUNSET GARDEN LANE

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 636 S PARK AVENUE Winter Garden, FL MLS# O6400433
  • Recently Listed with Virtual Tour
1 of 14
$298,900
4

Beds

1.1

Baths

1,272

Sq.Ft.

636 S PARK AVENUE

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 12928 WESTHAVEN OAK DRIVE Winter Garden, FL MLS# O6400451
$916,000
5

Beds

4.1

Baths

3,626

Sq.Ft.

12928 WESTHAVEN OAK DRIVE

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 13259 SERENE GLADE ROAD Winter Garden, FL MLS# G5111211
  • New Construction with Virtual Tour
1 of 19
$778,531
4

Beds

3.1

Baths

2,689

Sq.Ft.

13259 SERENE GLADE ROAD

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 14019 SNOWY OWL LANE Winter Garden, FL MLS# S5148173
  • Recently Listed
1 of 9
$564,900
4

Beds

3.0

Baths

2,133

Sq.Ft.

14019 SNOWY OWL LANE

Winter Garden, FL

Courtesy of NAIM REAL ESTATE LLC
View 16029 TOLLINGTON ALLEY Winter Garden, FL MLS# P4938378
  • Recently Listed with Virtual Tour
1 of 55
$619,500
3

Beds

2.1

Baths

2,341

Sq.Ft.

16029 TOLLINGTON ALLEY

Winter Garden, FL

Courtesy of IAD FLORIDA LLC
View 15306 GILLIGAN COURT Winter Garden, FL MLS# O6399653
  • Recently Listed with Virtual Tour
1 of 49
$925,000
4

Beds

3.1

Baths

3,127

Sq.Ft.

15306 GILLIGAN COURT

Winter Garden, FL

Courtesy of REAL ESTATE HOUSE FL INC
View 198 SUNSET GARDEN LANE Winter Garden, FL MLS# O6400188
$544,160
3

Beds

2.1

Baths

1,908

Sq.Ft.

198 SUNSET GARDEN LANE

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 15555 PANTHER LAKE DRIVE Winter Garden, FL MLS# O6400010
  • Recently Listed with Virtual Tour
1 of 70
$2,000,000
5

Beds

5.0

Baths

4,342

Sq.Ft.

15555 PANTHER LAKE DRIVE

Winter Garden, FL

Courtesy of RIGHTHOUSE REALTY LLC
View 328 BAYSIDE AVENUE Winter Garden, FL MLS# O6396654
  • Recently Listed with Virtual Tour
1 of 26
$445,000
3

Beds

2.0

Baths

1,235

Sq.Ft.

328 BAYSIDE AVENUE

Winter Garden, FL

Courtesy of SOUTHERN HERITAGE REALTY, INC
View 161 SUNSET WALK DRIVE Winter Garden, FL MLS# O6400288
  • Recently Listed
1 of 3
$529,025
4

Beds

3.0

Baths

2,031

Sq.Ft.

161 SUNSET WALK DRIVE

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 5715 ORANGE ORCHARD DRIVE Winter Garden, FL MLS# O6400221
$730,000
4

Beds

3.0

Baths

2,240

Sq.Ft.

5715 ORANGE ORCHARD DRIVE

Winter Garden, FL

Courtesy of COMPASS FLORIDA, LLC
View 15935 GRAFTON WAY Winter Garden, FL MLS# O6400426
  • Recently Listed with Virtual Tour
1 of 46
$520,000
3

Beds

2.1

Baths

1,833

Sq.Ft.

15935 GRAFTON WAY

Winter Garden, FL

Courtesy of AUTHENTIC REAL ESTATE TEAM
View 13536 SUNSET LAKES CIRCLE Winter Garden, FL MLS# O6399227
  • Recently Listed with Virtual Tour
1 of 68
$1,200,000
5

Beds

4.0

Baths

3,389

Sq.Ft.

13536 SUNSET LAKES CIRCLE

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 2202 ROMANUM DRIVE Winter Garden, FL MLS# O6398743
  • Recently Listed with Virtual Tour
1 of 41
$585,000
3

Beds

2.0

Baths

1,889

Sq.Ft.

2202 ROMANUM DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
View 14501 GROVE RESORT AVENUE 2423 Winter Garden, FL MLS# O6399916
  • Recently Listed with Virtual Tour
1 of 29
$250,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 2423

Winter Garden, FL

Courtesy of MBI REALTY LLC

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

983

Estimated median home price

$599,900
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 1
$100K - 200K 19
$200K - 300K 98
$300K - 400K 79
$400K - 500K 148
$500K - 600K 153
$600K - 700K 120
$700K - 800K 104
$800K - 900K 87
$900K - 1M 67
$1M - Max 107

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 678
Townhouse 136
Condo 131
Commercial 12
Rental 227
Lots and Land 24
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 1
Farms 0

(Data as of 4/20/2026)

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.

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© 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 4/20/2026.

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 4/20/2026.

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 4/20/2026.