View 15684 Orange Harvest Lp Winter Garden, FL MLS# 2257077
$475,000
3

Beds

2.1

Baths

2,012

Sq.Ft.

15684 Orange Harvest Lp

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 2237 WINTERMERE POINTE DRIVE Winter Garden, FL MLS# O6368069
$495,000
4

Beds

2.0

Baths

1,950

Sq.Ft.

2237 WINTERMERE POINTE DRIVE

Winter Garden, FL

Courtesy of CLOCK TOWER REALTY
View 13946 TITLE WAY Winter Garden, FL MLS# O6367391
  • Recently Listed with Virtual Tour
1 of 19
$448,000
4

Beds

2.1

Baths

1,992

Sq.Ft.

13946 TITLE WAY

Winter Garden, FL

Courtesy of RC GROUP REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 15008 LEBEAU LOOP Winter Garden, FL MLS# O6364976
  • Recently Listed
1 of 50
$589,990
3

Beds

2.1

Baths

1,972

Sq.Ft.

15008 LEBEAU LOOP

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 16833 HOBE SOUND COURT Winter Garden, FL MLS# O6367151
  • Recently Listed with Virtual Tour
1 of 7
$579,190
3

Beds

2.1

Baths

2,216

Sq.Ft.

16833 HOBE SOUND COURT

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 16821 HOBE SOUND COURT Winter Garden, FL MLS# O6367156
  • Recently Listed with Virtual Tour
1 of 7
$568,950
3

Beds

2.1

Baths

2,027

Sq.Ft.

16821 HOBE SOUND COURT

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 113 W DIVISION STREET Winter Garden, FL MLS# S5140156
  • Recently Listed with Virtual Tour
1 of 26
$629,900
4

Beds

2.0

Baths

1,487

Sq.Ft.

113 W DIVISION STREET

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 719 RIVER GRASS LANE Winter Garden, FL MLS# O6367188
$625,000
5

Beds

3.0

Baths

2,630

Sq.Ft.

719 RIVER GRASS LANE

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 413 Country Cottage Lane Winter Garden, FL MLS# 1064118
$610,000
4

Beds

2.1

Baths

2,332

Sq.Ft.

413 Country Cottage Lane

Winter Garden, FL

Brevard
View 304 ERON WAY 2 Winter Garden, FL MLS# O6366946
  • Recently Listed
1 of 3
$225,000
2

Beds

2.0

Baths

840

Sq.Ft.

304 ERON WAY 2

Winter Garden, FL

Courtesy of WINDERMERE REALTY GROUP
View 14501 GROVE RESORT AVENUE 2527 Winter Garden, FL MLS# O6368187
  • Recently Listed with Virtual Tour
1 of 36
$270,000
3

Beds

3.0

Baths

1,544

Sq.Ft.

14501 GROVE RESORT AVENUE 2527

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 12055 BRACCO STREET Winter Garden, FL MLS# O6366675
  • Recently Listed with Virtual Tour
1 of 21
$455,000
3

Beds

2.1

Baths

1,668

Sq.Ft.

12055 BRACCO STREET

Winter Garden, FL

Courtesy of POWERHOUSE REAL ESTATE NETWORK
View 12112 ENCORE AT OVATION WAY Winter Garden, FL MLS# O6366467
  • Recently Listed with Virtual Tour
1 of 49
$619,000
4

Beds

3.1

Baths

2,801

Sq.Ft.

12112 ENCORE AT OVATION WAY

Winter Garden, FL

Courtesy of SPRING REALTY ONE LLC
View 15549 WATERLEIGH COVE DRIVE Winter Garden, FL MLS# O6366973
$599,000
4

Beds

3.1

Baths

2,696

Sq.Ft.

15549 WATERLEIGH COVE DRIVE

Winter Garden, FL

Courtesy of CENTURY 21 CARIOTI
View 16324 BRISK BREEZE ALLEY Winter Garden, FL MLS# O6363597
  • Recently Listed with Virtual Tour
1 of 7
$589,000
4

Beds

3.1

Baths

2,477

Sq.Ft.

16324 BRISK BREEZE ALLEY

Winter Garden, FL

Courtesy of SOLUTION REALTY LLC
View 9652 AMBER CHESTNUT WAY Winter Garden, FL MLS# O6365759
  • Recently Listed with Virtual Tour
1 of 64
$459,000
4

Beds

2.1

Baths

1,948

Sq.Ft.

9652 AMBER CHESTNUT WAY

Winter Garden, FL

Courtesy of THE C SMITH REAL ESTATE GROUP LLC
View 8024 BLUEJACK OAK DRIVE Winter Garden, FL MLS# O6366553
$490,000
3

Beds

2.1

Baths

1,784

Sq.Ft.

8024 BLUEJACK OAK DRIVE

Winter Garden, FL

Courtesy of Saint Cloud - WEICHERT, REALTORS® - Hallmark Properties
View 17311 BEACHGRASS ALLEY Winter Garden, FL MLS# O6365511
$489,990
3

Beds

2.0

Baths

1,532

Sq.Ft.

17311 BEACHGRASS ALLEY

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 17341 BEACHGRASS ALLEY Winter Garden, FL MLS# O6365522
$489,990
3

Beds

2.0

Baths

1,510

Sq.Ft.

17341 BEACHGRASS ALLEY

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 16912 TRADEWIND POINT Winter Garden, FL MLS# O6367439
  • Recently Listed with Virtual Tour
1 of 49
$540,000
3

Beds

2.0

Baths

1,692

Sq.Ft.

16912 TRADEWIND POINT

Winter Garden, FL

Courtesy of DALTON WADE 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

794

Estimated median home price

$589,990
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 - 100K7
$100K - 200K7
$200K - 300K66
$300K - 400K81
$400K - 500K139
$500K - 600K124
$600K - 700K90
$700K - 800K66
$800K - 900K67
$900K - 1M49
$1M - Max98

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family516
Townhouse123
Condo110
Commercial10
Rental232
Lots and Land31
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 12/26/2025)

Information deemed reliable but 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.

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 2025 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 12/27/2025.

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 12/27/2025.