View 17305 BEACHGRASS ALLEY Winter Garden, FL MLS# O6365499
$665,935
4

Beds

3.0

Baths

2,543

Sq.Ft.

17305 BEACHGRASS ALLEY

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 11175 HOLLOW BAY WAY Winter Garden, FL MLS# O6367441
  • New Construction with Virtual Tour
1 of 30
$760,841
4

Beds

3.0

Baths

2,113

Sq.Ft.

11175 HOLLOW BAY WAY

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 11876 SHINE VIEW LANE Winter Garden, FL MLS# O6367171
  • New Construction with Virtual Tour
1 of 18
$701,945
4

Beds

3.1

Baths

2,489

Sq.Ft.

11876 SHINE VIEW LANE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 113 W DIVISION STREET Winter Garden, FL MLS# S5140156
$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 17344 BAL HARBOUR DRIVE Winter Garden, FL MLS# O6367040
$685,000
4

Beds

3.0

Baths

2,817

Sq.Ft.

17344 BAL HARBOUR DRIVE

Winter Garden, FL

Courtesy of SPRING REALTY ONE LLC
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 16718 HARPER COVE DRIVE Winter Garden, FL MLS# O6364111
$699,900
5

Beds

4.0

Baths

2,866

Sq.Ft.

16718 HARPER COVE DRIVE

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 12112 ENCORE AT OVATION WAY Winter Garden, FL MLS# O6366467
$609,000
4

Beds

3.1

Baths

2,801

Sq.Ft.

12112 ENCORE AT OVATION WAY

Winter Garden, FL

Courtesy of SPRING REALTY ONE LLC
View 12626 CLEAR SAPPHIRE DRIVE Winter Garden, FL MLS# O6365821
$660,000
4

Beds

3.0

Baths

2,500

Sq.Ft.

12626 CLEAR SAPPHIRE DRIVE

Winter Garden, FL

Courtesy of WEMERT GROUP REALTY 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 9282 WOODCRANE DRIVE Winter Garden, FL MLS# TB8455422
  • Recently Listed with Virtual Tour
1 of 69
OPEN HOUSE: Sunday 1/11 2:00 PM - 4:00 PM
$789,000
4

Beds

3.1

Baths

2,650

Sq.Ft.

9282 WOODCRANE DRIVE

Winter Garden, FL

Courtesy of DOUGLAS ELLIMAN
View 14517 BLACK LAKE PRESERVE STREET Winter Garden, FL MLS# A4674838
$690,000
4

Beds

2.1

Baths

2,569

Sq.Ft.

14517 BLACK LAKE PRESERVE STREET

Winter Garden, FL

Courtesy of DALTON WADE INC
View 15010 SAWGRASS BLUFF DRIVE Winter Garden, FL MLS# G5105276
$699,000
3

Beds

2.0

Baths

1,673

Sq.Ft.

15010 SAWGRASS BLUFF DRIVE

Winter Garden, FL

Courtesy of RE FLORIDA HOMES
View 14588 MAGNOLIA RIDGE LOOP Winter Garden, FL MLS# O6366861
  • Recently Listed with Virtual Tour
1 of 72
OPEN HOUSE: Saturday 1/10 11:00 AM - 2:00 PM
$705,000
4

Beds

3.1

Baths

3,284

Sq.Ft.

14588 MAGNOLIA RIDGE LOOP

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 1005 CHASE DRIVE Winter Garden, FL MLS# A4674195
  • Virtual Tour
1 of 30
OPEN HOUSE: Saturday 1/10 12:00 PM - 4:00 PM
$697,000
4

Beds

3.0

Baths

2,319

Sq.Ft.

1005 CHASE DRIVE

Winter Garden, FL

Courtesy of SAVVY AVENUE, LLC
View 13156 MORO COURT Winter Garden, FL MLS# O6363443
$624,999
4

Beds

2.1

Baths

2,952

Sq.Ft.

13156 MORO COURT

Winter Garden, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
View 413 COUNTRY COTTAGE LANE Winter Garden, FL MLS# O6365416
$610,000
4

Beds

2.1

Baths

2,332

Sq.Ft.

413 COUNTRY COTTAGE LANE

Winter Garden, FL

Courtesy of MARK SPAIN REAL ESTATE
View 13356 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# G5105237
  • New Construction with Virtual Tour
1 of 28
$599,990
4

Beds

2.1

Baths

2,235

Sq.Ft.

13356 PEACEFUL MELODY DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 17317 BEACHGRASS Winter Garden, FL MLS# O6365266
  • New Construction with Virtual Tour
1 of 23
$659,990
4

Beds

3.1

Baths

2,791

Sq.Ft.

17317 BEACHGRASS

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY

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

763

Estimated median home price

$585,000
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 - 200K10
$200K - 300K64
$300K - 400K80
$400K - 500K135
$500K - 600K115
$600K - 700K82
$700K - 800K70
$800K - 900K62
$900K - 1M48
$1M - Max91

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family491
Townhouse119
Condo107
Commercial9
Rental223
Lots and Land33
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 1/6/2026)

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.

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 1/8/2026.