View 15190 GROVESIDE ROAD Winter Garden, FL MLS# O6404084
  • New Construction with Virtual Tour
1 of 23
$3,150
4

Beds

3.1

Baths

1,881

Sq.Ft.

15190 GROVESIDE ROAD

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 15178 GROVERSIDE ROAD Winter Garden, FL MLS# O6404474
  • New Construction with Virtual Tour
1 of 32
$3,150
3

Beds

2.1

Baths

1,800

Sq.Ft.

15178 GROVERSIDE ROAD

Winter Garden, FL

Courtesy of PAK HOME REALTY
View 1408 ROXY LANE Winter Garden, FL MLS# O6406839
  • Recently Listed
1 of 34
$3,150
4

Beds

3.1

Baths

2,492

Sq.Ft.

1408 ROXY LANE

Winter Garden, FL

Courtesy of RATIO REAL ESTATE, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 16751 HAMLIN VISTA ALLEY Winter Garden, FL MLS# O6409863
  • Recently Listed with Virtual Tour
1 of 38
$3,150
4

Beds

3.1

Baths

2,088

Sq.Ft.

16751 HAMLIN VISTA ALLEY

Winter Garden, FL

Courtesy of TRUSTHOME PROPERTIES INC
View 6678 JUNEBERRY WAY Winter Garden, FL MLS# O6401971
  • Recently Listed with Virtual Tour
1 of 22
$3,149
3

Beds

3.1

Baths

1,894

Sq.Ft.

6678 JUNEBERRY WAY

Winter Garden, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 456 SILVERDALE AVENUE Winter Garden, FL MLS# O6398638
$3,100
4

Beds

2.0

Baths

1,844

Sq.Ft.

456 SILVERDALE AVENUE

Winter Garden, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 585 SETTING SUN DRIVE Winter Garden, FL MLS# O6410771
  • Recently Listed with Virtual Tour
1 of 32
$3,095
4

Beds

3.0

Baths

2,719

Sq.Ft.

585 SETTING SUN DRIVE

Winter Garden, FL

Courtesy of VERANDAH PROPERTIES INC
View 15058 GROVE LAKE DRIVE Winter Garden, FL MLS# O6367981
  • New Construction with Virtual Tour
1 of 28
$3,050
4

Beds

3.1

Baths

1,881

Sq.Ft.

15058 GROVE LAKE DRIVE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 17609 JAPONICA BLOOM DRIVE Winter Garden, FL MLS# O6380304
  • New Construction with Virtual Tour
1 of 16
$3,050
3

Beds

2.1

Baths

2,103

Sq.Ft.

17609 JAPONICA BLOOM DRIVE

Winter Garden, FL

Courtesy of THE PROPERTY STOP LLC
View 1220 PRIORY CIRCLE Winter Garden, FL MLS# O6395601
$3,000
3

Beds

2.1

Baths

1,971

Sq.Ft.

1220 PRIORY CIRCLE

Winter Garden, FL

Courtesy of FOLIO REALTY LLC
View 16350 HAMLIN VIEW STREET Winter Garden, FL MLS# O6400898
  • New Construction with Virtual Tour
1 of 67
$3,000
3

Beds

2.1

Baths

1,644

Sq.Ft.

16350 HAMLIN VIEW STREET

Winter Garden, FL

Courtesy of WEBB FLORIDA REALTY LLC
View 16276 MERRY ALLEY Winter Garden, FL MLS# O6404597
  • New Construction with Virtual Tour
1 of 22
$3,000
4

Beds

2.1

Baths

1,770

Sq.Ft.

16276 MERRY ALLEY

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 14154 SHOCKLACH DRIVE Winter Garden, FL MLS# O6406481
$3,000
3

Beds

2.1

Baths

2,195

Sq.Ft.

14154 SHOCKLACH DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 16236 CARRAWAY BAY ALLEY Winter Garden, FL MLS# S5149719
  • Recently Listed with Virtual Tour
1 of 42
$3,000
3

Beds

2.0

Baths

1,689

Sq.Ft.

16236 CARRAWAY BAY ALLEY

Winter Garden, FL

Courtesy of MELIN REALTY LLC
View 11061 VIGNETTE ALLEY Winter Garden, FL MLS# O6408019
  • Recently Listed with Virtual Tour
1 of 29
$3,000
4

Beds

3.1

Baths

2,673

Sq.Ft.

11061 VIGNETTE ALLEY

Winter Garden, FL

Courtesy of RATIO REAL ESTATE, LLC
View 1761 DELAFIELD DRIVE Winter Garden, FL MLS# O6407604
$3,000
3

Beds

2.0

Baths

2,400

Sq.Ft.

1761 DELAFIELD DRIVE

Winter Garden, FL

Courtesy of UPSIDE REAL ESTATE INC
View 413 COUNTRY COTTAGE LANE Winter Garden, FL MLS# O6410656
  • Recently Listed with Virtual Tour
1 of 39
$3,000
3

Beds

2.1

Baths

2,550

Sq.Ft.

413 COUNTRY COTTAGE LANE

Winter Garden, FL

Courtesy of LIBERTY HOME SALES INC
View 2227 OAKINGTON STREET Winter Garden, FL MLS# O6403884
$2,995
4

Beds

2.0

Baths

1,867

Sq.Ft.

2227 OAKINGTON STREET

Winter Garden, FL

Courtesy of REALTY ONE GROUP EVOLUTION
View 708 MARSH REED DRIVE Winter Garden, FL MLS# O6405579
  • Recently Listed with Virtual Tour
1 of 14
$2,990
3

Beds

2.1

Baths

1,985

Sq.Ft.

708 MARSH REED DRIVE

Winter Garden, FL

Courtesy of KARDOSH REALTY
View 13890 TITLE WAY Winter Garden, FL MLS# O6372589
$2,950
3

Beds

2.1

Baths

1,717

Sq.Ft.

13890 TITLE WAY

Winter Garden, FL

Courtesy of PRISTINE INTERNATIONAL 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

1,041

Estimated median home price

$609,900
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

PriceCount
$0 - 100K2
$100K - 200K22
$200K - 300K96
$300K - 400K83
$400K - 500K142
$500K - 600K168
$600K - 700K124
$700K - 800K119
$800K - 900K87
$900K - 1M73
$1M - Max125

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family715
Townhouse141
Condo143
Commercial10
Rental214
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home2
Farms0

(Data as of 5/26/2026)

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 5/27/2026.