View 15789 FOUNTAIN SPRINGS ROAD Winter Garden, FL MLS# O6389343
$3,400
4

Beds

3.1

Baths

2,290

Sq.Ft.

15789 FOUNTAIN SPRINGS ROAD

Winter Garden, FL

Courtesy of JOHN SILVA REALTY & ASSOCIATES
View 876 LANDRUM DRIVE Winter Garden, FL MLS# O6389043
  • Recently Listed with Virtual Tour
1 of 20
$5,500
3

Beds

3.1

Baths

2,289

Sq.Ft.

876 LANDRUM DRIVE

Winter Garden, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 15585 GENTLE RAIN DRIVE Winter Garden, FL MLS# O6389221
$3,500
4

Beds

3.0

Baths

2,200

Sq.Ft.

15585 GENTLE RAIN DRIVE

Winter Garden, FL

Courtesy of SELECTA REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 7618 LOON AVENUE Winter Garden, FL MLS# O6388840
  • Recently Listed with Virtual Tour
1 of 19
$4,300
5

Beds

3.0

Baths

3,295

Sq.Ft.

7618 LOON AVENUE

Winter Garden, FL

Courtesy of REALTY ONE GROUP ESTATES
View 16719 HARPER COVE DRIVE Winter Garden, FL MLS# O6388856
  • Recently Listed with Virtual Tour
1 of 41
$3,200
4

Beds

3.1

Baths

2,500

Sq.Ft.

16719 HARPER COVE DRIVE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 17069 WATER SPRING BOULEVARD Winter Garden, FL MLS# O6389218
  • Recently Listed with Virtual Tour
1 of 24
$2,700
3

Beds

2.1

Baths

1,654

Sq.Ft.

17069 WATER SPRING BOULEVARD

Winter Garden, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 15113 WHITE WAGTAIL LANE Winter Garden, FL MLS# O6388369
  • Recently Listed with Virtual Tour
1 of 29
$2,975
3

Beds

2.0

Baths

1,765

Sq.Ft.

15113 WHITE WAGTAIL LANE

Winter Garden, FL

Courtesy of MAINFRAME REAL ESTATE
View 16270 MERRY ALLEY Winter Garden, FL MLS# O6386423
  • Recently Listed with Virtual Tour
1 of 34
$2,650
3

Beds

2.1

Baths

1,683

Sq.Ft.

16270 MERRY ALLEY

Winter Garden, FL

Courtesy of GLASSTONE GROUP INC
View 16117 WATER SPRING BOULEVARD Winter Garden, FL MLS# O6388700
  • Recently Listed with Virtual Tour
1 of 19
$2,950
4

Beds

3.1

Baths

2,560

Sq.Ft.

16117 WATER SPRING BOULEVARD

Winter Garden, FL

Courtesy of U S GLORY REALTY
View 13346 DANIELS LANDING CIRCLE Winter Garden, FL MLS# O6388207
  • Recently Listed with Virtual Tour
1 of 22
$2,150
2

Beds

2.1

Baths

1,151

Sq.Ft.

13346 DANIELS LANDING CIRCLE

Winter Garden, FL

Courtesy of CENTURY 21 CARIOTI
View 9404 BOLSHOI ALLEY Winter Garden, FL MLS# O6388458
$2,800
3

Beds

2.1

Baths

1,833

Sq.Ft.

9404 BOLSHOI ALLEY

Winter Garden, FL

Courtesy of MANAGER PROP
View 4851 LACEWING DRIVE Winter Garden, FL MLS# O6388491
  • Recently Listed with Virtual Tour
1 of 24
$3,150
4

Beds

2.1

Baths

2,090

Sq.Ft.

4851 LACEWING DRIVE

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 6919 PASTURELANDS PLACE Winter Garden, FL MLS# O6387726
  • Recently Listed with Virtual Tour
1 of 22
$2,000
2

Beds

2.1

Baths

1,209

Sq.Ft.

6919 PASTURELANDS PLACE

Winter Garden, FL

Courtesy of RENT A FLORIDA HOME
View 16507 OUTTER GROVE ALLEY Winter Garden, FL MLS# O6385049
  • Recently Listed with Virtual Tour
1 of 40
$2,700
3

Beds

2.1

Baths

1,814

Sq.Ft.

16507 OUTTER GROVE ALLEY

Winter Garden, FL

Courtesy of MBR HOMES INTERNATIONAL REALTY LLC
View 5106 RAILROAD VINE ALLEY Winter Garden, FL MLS# O6388112
  • Recently Listed with Virtual Tour
1 of 27
$3,800
4

Beds

2.1

Baths

2,011

Sq.Ft.

5106 RAILROAD VINE ALLEY

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 11949 BRACCO STREET Winter Garden, FL MLS# O6387696
  • Recently Listed with Virtual Tour
1 of 14
$2,800
4

Beds

2.1

Baths

2,082

Sq.Ft.

11949 BRACCO STREET

Winter Garden, FL

Courtesy of INTEREALTY SERVICE
View 16626 POINT ROCK DRIVE Winter Garden, FL MLS# O6387458
  • Recently Listed with Virtual Tour
1 of 41
$2,900
3

Beds

2.0

Baths

1,689

Sq.Ft.

16626 POINT ROCK DRIVE

Winter Garden, FL

Courtesy of ANA TEIXEIRA REALTY
View 9314 BOLSHOI ALLEY Winter Garden, FL MLS# O6387848
  • Recently Listed
1 of 16
$2,850
3

Beds

2.1

Baths

1,691

Sq.Ft.

9314 BOLSHOI ALLEY

Winter Garden, FL

Courtesy of WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC
View 11840 SHINE VIEW LANE Winter Garden, FL MLS# O6387851
  • Recently Listed with Virtual Tour
1 of 14
$3,490
4

Beds

3.1

Baths

2,474

Sq.Ft.

11840 SHINE VIEW LANE

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 1021 TEMPLE GROVE PLACE Winter Garden, FL MLS# O6386985
  • Recently Listed with Virtual Tour
1 of 64
$8,500
4

Beds

4.1

Baths

3,185

Sq.Ft.

1021 TEMPLE GROVE PLACE

Winter Garden, FL

Courtesy of MAINFRAME REAL ESTATE

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

915

Estimated median home price

$590,490
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 - 100K4
$100K - 200K12
$200K - 300K87
$300K - 400K76
$400K - 500K151
$500K - 600K153
$600K - 700K107
$700K - 800K92
$800K - 900K68
$900K - 1M60
$1M - Max105

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family623
Townhouse131
Condo124
Commercial10
Rental219
Lots and Land24
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 3/10/2026)

Information deemed reliable but not guaranteed.

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 3/10/2026.