View 11056 GREAT ROCK STREET Winter Garden, FL MLS# S5150368
$2,550
3

Beds

2.1

Baths

1,817

Sq.Ft.

11056 GREAT ROCK STREET

Winter Garden, FL

View 16031 SILVER BROOK WAY Winter Garden, FL MLS# O6409094
$6,500
5

Beds

4.1

Baths

3,979

Sq.Ft.

16031 SILVER BROOK WAY

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 16751 HAMLIN VISTA ALLEY Winter Garden, FL MLS# O6409863
$3,150
4

Beds

3.1

Baths

2,088

Sq.Ft.

16751 HAMLIN VISTA ALLEY

Winter Garden, FL

Courtesy of TRUSTHOME PROPERTIES INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 15212 TRIBUTE OVATION WAY Winter Garden, FL MLS# O6408830
$2,975
3

Beds

2.1

Baths

1,688

Sq.Ft.

15212 TRIBUTE OVATION WAY

Winter Garden, FL

View 11965 BRACCO STREET Winter Garden, FL MLS# O6407048
$3,400
4

Beds

3.0

Baths

2,424

Sq.Ft.

11965 BRACCO STREET

Winter Garden, FL

View 8119 LAUGHING GULL STREET Winter Garden, FL MLS# O6408656
$3,500
4

Beds

2.0

Baths

2,043

Sq.Ft.

8119 LAUGHING GULL STREET

Winter Garden, FL

View 1000 DOLPHIN DRIVE Winter Garden, FL MLS# S5149912
$2,000
3

Beds

2.0

Baths

984

Sq.Ft.

1000 DOLPHIN DRIVE

Winter Garden, FL

View 8160 WOOD SAGE DRIVE Winter Garden, FL MLS# S5149760
$2,800
3

Beds

2.1

Baths

1,713

Sq.Ft.

8160 WOOD SAGE DRIVE

Winter Garden, FL

View 18001 PHIL C PETERS ROAD Winter Garden, FL MLS# O6407385
$3,200
3

Beds

2.0

Baths

936

Sq.Ft.

18001 PHIL C PETERS ROAD

Winter Garden, FL

Courtesy of AAA GLOBAL VENTURES PA
View 16337 HONEY HARVEST STREET Winter Garden, FL MLS# O6401987
$3,400
4

Beds

3.1

Baths

2,332

Sq.Ft.

16337 HONEY HARVEST STREET

Winter Garden, FL

View 12899 WESTHAVEN OAK DRIVE Winter Garden, FL MLS# O6405439
$3,249
3

Beds

2.1

Baths

1,908

Sq.Ft.

12899 WESTHAVEN OAK DRIVE

Winter Garden, FL

View 15205 SHONAN GOLD DRIVE Winter Garden, FL MLS# O6404928
$3,400
3

Beds

3.1

Baths

2,228

Sq.Ft.

15205 SHONAN GOLD DRIVE

Winter Garden, FL

View 17741 JAPONICA BLOOM DRIVE Winter Garden, FL MLS# O6404413
$2,550
3

Beds

2.1

Baths

1,466

Sq.Ft.

17741 JAPONICA BLOOM DRIVE

Winter Garden, FL

View 14384 BRAEMAR STREET Winter Garden, FL MLS# O6400691
$2,800
3

Beds

2.1

Baths

2,000

Sq.Ft.

14384 BRAEMAR STREET

Winter Garden, FL

Courtesy of SPECIALIZED PROPERTY MANAGEMENT
View 16347 PRAIRIE SCHOOL DRIVE Winter Garden, FL MLS# S5149540
$2,600
3

Beds

2.1

Baths

1,793

Sq.Ft.

16347 PRAIRIE SCHOOL DRIVE

Winter Garden, FL

View 2827 SANCTUARY LANE Winter Garden, FL MLS# O6403747
$4,500
3

Beds

2.1

Baths

2,178

Sq.Ft.

2827 SANCTUARY LANE

Winter Garden, FL

View 143 SOUTHERN PECAN CIRCLE 201 Winter Garden, FL MLS# O6402229
$2,300
3

Beds

2.0

Baths

1,453

Sq.Ft.

143 SOUTHERN PECAN CIRCLE 201

Winter Garden, FL

View 13527 DANIELS LANDING CIRCLE Winter Garden, FL MLS# S5148507
$2,300
3

Beds

2.1

Baths

1,365

Sq.Ft.

13527 DANIELS LANDING CIRCLE

Winter Garden, FL

Courtesy of Kissimmee - WEICHERT, REALTORS® - Hallmark Properties
View 12506 WESTHAVEN OAK DRIVE Winter Garden, FL MLS# S5148369
$1,600
1

Beds

1.0

Baths

2,900

Sq.Ft.

12506 WESTHAVEN OAK DRIVE

Winter Garden, FL

View 595 9TH STREET Winter Garden, FL MLS# O6398340
  • Virtual Tour
1 of 17
$34,800
1,204

Sq.Ft.

595 9TH STREET

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

1,057

Estimated median home price

$615,000
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 - 200K24
$200K - 300K91
$300K - 400K67
$400K - 500K156
$500K - 600K179
$600K - 700K114
$700K - 800K127
$800K - 900K103
$900K - 1M63
$1M - Max131

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family742
Townhouse143
Condo137
Commercial9
Rental206
Lots and Land22
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 8/2/2026)

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 8/2/2026.