View 10067 AUSTRINA OAK LOOP Winter Garden, FL MLS# O6435366
$5,500
6

Beds

5.0

Baths

4,305

Sq.Ft.

10067 AUSTRINA OAK LOOP

Winter Garden, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 10264 LOVE STORY STREET Winter Garden, FL MLS# O6435452
$5,300
5

Beds

3.0

Baths

3,295

Sq.Ft.

10264 LOVE STORY STREET

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 9566 BOLERO ROAD Winter Garden, FL MLS# O6434084
  • Recently Listed with Virtual Tour
1 of 38
$5,200
5

Beds

3.1

Baths

3,910

Sq.Ft.

9566 BOLERO ROAD

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 4789 TERRACE BLUFF STREET Winter Garden, FL MLS# O6435596
  • Recently Listed with Virtual Tour
1 of 31
$5,200
4

Beds

4.1

Baths

3,002

Sq.Ft.

4789 TERRACE BLUFF STREET

Winter Garden, FL

View 12890 EUREKA LEMON DRIVE Winter Garden, FL MLS# O6429575
$5,000
4

Beds

3.1

Baths

3,074

Sq.Ft.

12890 EUREKA LEMON DRIVE

Winter Garden, FL

View 11163 GREAT ROCK STREET Winter Garden, FL MLS# O6364381
$4,999
5

Beds

3.0

Baths

3,393

Sq.Ft.

11163 GREAT ROCK STREET

Winter Garden, FL

Courtesy of MANAGER PROP
View 129 S PARK AVENUE Winter Garden, FL MLS# O6423031
$4,995
3

Beds

3.1

Baths

2,030

Sq.Ft.

129 S PARK AVENUE

Winter Garden, FL

Courtesy of BOARDWALK REALTY, LLC
View 17658 JAPONICA BLOOM DRIVE Winter Garden, FL MLS# O6424995
  • New Construction with Virtual Tour
1 of 40
$4,900
5

Beds

4.1

Baths

3,545

Sq.Ft.

17658 JAPONICA BLOOM DRIVE

Winter Garden, FL

View 9240 WOODCRANE DRIVE Winter Garden, FL MLS# O6396748
$4,799
5

Beds

4.0

Baths

3,760

Sq.Ft.

9240 WOODCRANE DRIVE

Winter Garden, FL

View 16771 TURTLE HATCH DRIVE D Winter Garden, FL MLS# O6365612
$4,500
4

Beds

3.1

Baths

2,954

Sq.Ft.

16771 TURTLE HATCH DRIVE D

Winter Garden, FL

Courtesy of LA ROSA REALTY LLC
View 14582 OLD THICKET TRACE Winter Garden, FL MLS# O6413688
$4,500
5

Beds

4.0

Baths

3,175

Sq.Ft.

14582 OLD THICKET TRACE

Winter Garden, FL

View 17552 LAKE STAR ROAD Winter Garden, FL MLS# O6431054
$4,500
4

Beds

3.1

Baths

2,605

Sq.Ft.

17552 LAKE STAR ROAD

Winter Garden, FL

View 15239 LAKE LAMONIA ST Winter Garden, FL MLS# O6423540
$4,400
4

Beds

3.0

Baths

3,020

Sq.Ft.

15239 LAKE LAMONIA ST

Winter Garden, FL

View 10224 ATWATER BAY DRIVE Winter Garden, FL MLS# S5152340
$4,195
5

Beds

3.1

Baths

3,227

Sq.Ft.

10224 ATWATER BAY DRIVE

Winter Garden, FL

Courtesy of NAIM REAL ESTATE LLC
View 1450 JUNIPER HAMMOCK STREET Winter Garden, FL MLS# O6423308
$3,990
6

Beds

4.0

Baths

4,194

Sq.Ft.

1450 JUNIPER HAMMOCK STREET

Winter Garden, FL

View 2732 BALFORN TOWER WAY Winter Garden, FL MLS# O6434064
$3,990
5

Beds

3.0

Baths

3,279

Sq.Ft.

2732 BALFORN TOWER WAY

Winter Garden, FL

View 9459 JAYWOOD ROAD Winter Garden, FL MLS# O6433317
  • Recently Listed with Virtual Tour
1 of 46
$3,950
5

Beds

4.0

Baths

2,840

Sq.Ft.

9459 JAYWOOD ROAD

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 16318 HONEY HARVEST STREET Winter Garden, FL MLS# S5154556
$3,900
5

Beds

4.1

Baths

2,569

Sq.Ft.

16318 HONEY HARVEST STREET

Winter Garden, FL

View 11045 HOLLOW BAY DRIVE Winter Garden, FL MLS# O6433890
  • Recently Listed with Virtual Tour
1 of 25
$3,900
4

Beds

3.0

Baths

2,113

Sq.Ft.

11045 HOLLOW BAY DRIVE

Winter Garden, FL

Courtesy of WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC
View 16625 POINT ROCK DRIVE Winter Garden, FL MLS# O6435558
  • Recently Listed with Virtual Tour
1 of 52
$3,900
3

Beds

2.1

Baths

2,216

Sq.Ft.

16625 POINT ROCK DRIVE

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

1,017

Estimated median home price

$612,000
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 - 100K2
$100K - 200K21
$200K - 300K86
$300K - 400K77
$400K - 500K152
$500K - 600K162
$600K - 700K114
$700K - 800K112
$800K - 900K107
$900K - 1M64
$1M - Max120

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family701
Townhouse146
Condo132
Commercial9
Rental180
Lots and Land24
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home1
Farms0

(Data as of 8/22/2026)

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 8/23/2026.