289 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 15111 GROVESIDE ROAD Winter Garden, FL MLS# O6423268
$495,935
3

Beds

2.1

Baths

1,846

Sq.Ft.

15111 GROVESIDE ROAD

Winter Garden, FL

Courtesy of DRB GROUP REALTY, LLC
View 13006 SERENE GLADE ROAD Winter Garden, FL MLS# S5152909
$555,000
3

Beds

2.1

Baths

2,096

Sq.Ft.

13006 SERENE GLADE ROAD

Winter Garden, FL

View 8150 RED STOPPER LANE Winter Garden, FL MLS# O6416867
  • Recently Listed with Virtual Tour
1 of 47
$450,000
3

Beds

2.1

Baths

1,738

Sq.Ft.

8150 RED STOPPER LANE

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 15081 GROVESIDE ROAD Winter Garden, FL MLS# O6422882
  • Recently Listed with Virtual Tour
1 of 5
$510,580
3

Beds

2.1

Baths

1,846

Sq.Ft.

15081 GROVESIDE ROAD

Winter Garden, FL

Courtesy of DRB GROUP REALTY, LLC
View 14543 WHITTRIDGE DRIVE Winter Garden, FL MLS# G5114561
  • Recently Listed with Virtual Tour
1 of 37
OPEN HOUSE: Saturday 7/11 12:00 PM - 3:00 PM
$574,900
3

Beds

2.0

Baths

2,224

Sq.Ft.

14543 WHITTRIDGE DRIVE

Winter Garden, FL

View 14816 PORTER RD Winter Garden, FL MLS# O6423001
  • Recently Listed with Virtual Tour
1 of 61
$590,000
5

Beds

3.0

Baths

2,790

Sq.Ft.

14816 PORTER RD

Winter Garden, FL

View 15075 GROVESIDE ROAD Winter Garden, FL MLS# O6422529
  • Recently Listed with Virtual Tour
1 of 51
$491,080
3

Beds

2.1

Baths

1,881

Sq.Ft.

15075 GROVESIDE ROAD

Winter Garden, FL

View 16161 MANGROVE ROAD Winter Garden, FL MLS# O6420311
  • Recently Listed with Virtual Tour
1 of 48
$515,000
3

Beds

2.1

Baths

2,200

Sq.Ft.

16161 MANGROVE ROAD

Winter Garden, FL

View 13230 SERENE GLADE ROAD Winter Garden, FL MLS# G5114659
  • New Construction with Virtual Tour
1 of 10
$456,496
3

Beds

2.1

Baths

1,644

Sq.Ft.

13230 SERENE GLADE ROAD

Winter Garden, FL

View 14014 SCARLET ASTER ALLEY Winter Garden, FL MLS# O6418814
$469,000
3

Beds

3.0

Baths

1,808

Sq.Ft.

14014 SCARLET ASTER ALLEY

Winter Garden, FL

View 14230 MURCOTT BLOSSOM BOULEVARD Winter Garden, FL MLS# O6421836
  • Recently Listed with Virtual Tour
1 of 46
$515,000
3

Beds

2.1

Baths

1,950

Sq.Ft.

14230 MURCOTT BLOSSOM BOULEVARD

Winter Garden, FL

View 15680 Orange Harvest Loop Winter Garden, FL MLS# 1081686
  • Recently Listed with Virtual Tour
1 of 38
$530,000
3

Beds

2.1

Baths

1,911

Sq.Ft.

15680 Orange Harvest Loop

Winter Garden, FL

Brevard
View 15680 ORANGE HARVEST LOOP Winter Garden, FL MLS# O6422130
$530,000
3

Beds

2.1

Baths

2,011

Sq.Ft.

15680 ORANGE HARVEST LOOP

Winter Garden, FL

Courtesy of MARK SPAIN REAL ESTATE
View 16645 SILVER BROOK WAY Winter Garden, FL MLS# O6420565
  • Recently Listed with Virtual Tour
1 of 28
$573,090
3

Beds

2.1

Baths

1,913

Sq.Ft.

16645 SILVER BROOK WAY

Winter Garden, FL

View 1808 WESTERN TRAILWAY DRIVE Winter Garden, FL MLS# S5152973
  • Recently Listed with Virtual Tour
1 of 34
OPEN HOUSE: Saturday 7/11 11:00 AM - 1:00 PM
$599,000
3

Beds

2.0

Baths

1,860

Sq.Ft.

1808 WESTERN TRAILWAY DRIVE

Winter Garden, FL

Courtesy of FLORIDA IN MOTION REALTY INC
View 5330 LAKE VIRGINIA STREET Winter Garden, FL MLS# O6420269
  • Recently Listed with Virtual Tour
1 of 41
$579,000
4

Beds

3.1

Baths

2,515

Sq.Ft.

5330 LAKE VIRGINIA STREET

Winter Garden, FL

View 14629 BAHAMA SWALLOW BOULEVARD Winter Garden, FL MLS# O6421797
  • Recently Listed with Virtual Tour
1 of 14
$492,900
3

Beds

2.0

Baths

2,223

Sq.Ft.

14629 BAHAMA SWALLOW BOULEVARD

Winter Garden, FL

View 7840 WINTER WREN STREET Winter Garden, FL MLS# O6421167
$533,900
3

Beds

2.1

Baths

2,004

Sq.Ft.

7840 WINTER WREN STREET

Winter Garden, FL

View 6207 SUNNY TIME AVENUE Winter Garden, FL MLS# O6421162
  • Recently Listed with Virtual Tour
1 of 23
$547,190
3

Beds

2.1

Baths

1,628

Sq.Ft.

6207 SUNNY TIME AVENUE

Winter Garden, FL

View 6137 WATERSIDE ISLAND LANE Winter Garden, FL MLS# O6418786
  • Recently Listed with Virtual Tour
1 of 34
$599,900
4

Beds

3.1

Baths

2,607

Sq.Ft.

6137 WATERSIDE ISLAND LANE

Winter Garden, FL

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

1,059

Estimated median home price

$615,990
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 - 100K1
$100K - 200K21
$200K - 300K94
$300K - 400K69
$400K - 500K141
$500K - 600K190
$600K - 700K116
$700K - 800K119
$800K - 900K99
$900K - 1M70
$1M - Max139

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family751
Townhouse132
Condo140
Commercial11
Rental199
Lots and Land22
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 7/8/2026)

Information deemed reliable but not guaranteed.

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 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 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 7/8/2026.

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

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 7/8/2026.