View 16055 SILVER BROOK WAY Winter Garden, FL MLS# O6414023
$4,700
3

Beds

2.1

Baths

2,072

Sq.Ft.

16055 SILVER BROOK WAY

Winter Garden, FL

View 1237 PORTMOOR WAY Winter Garden, FL MLS# O6412807
$3,200
4

Beds

2.0

Baths

2,197

Sq.Ft.

1237 PORTMOOR WAY

Winter Garden, FL

View 14978 LEBEAU LOOP Winter Garden, FL MLS# S5150861
$1,690
1

Beds

1.0

Baths

700

Sq.Ft.

14978 LEBEAU LOOP

Winter Garden, FL

Courtesy of AGENT TRUST REALTY CORPORATION
The time to sell is now! THE TIME TO SELL IS NOW!
View 12851 WESTHAVEN OAK DRIVE Winter Garden, FL MLS# O6412039
$3,100
4

Beds

3.0

Baths

1,897

Sq.Ft.

12851 WESTHAVEN OAK DRIVE

Winter Garden, FL

View 15143 KIRSTY ALLEY Winter Garden, FL MLS# O6410585
$4,000
5

Beds

3.1

Baths

2,934

Sq.Ft.

15143 KIRSTY ALLEY

Winter Garden, FL

Courtesy of ARION REALTY
View 7759 GREEN MOUNTAIN WAY Winter Garden, FL MLS# O6411481
$7,500
6

Beds

6.1

Baths

5,174

Sq.Ft.

7759 GREEN MOUNTAIN WAY

Winter Garden, FL

View 13341 PONTOON ROAD Winter Garden, FL MLS# S5150810
$2,650
3

Beds

2.1

Baths

1,814

Sq.Ft.

13341 PONTOON ROAD

Winter Garden, FL

View 224 FAULKNER STREET Winter Garden, FL MLS# O6411344
$2,665
3

Beds

2.0

Baths

1,591

Sq.Ft.

224 FAULKNER STREET

Winter Garden, FL

View 15236 TRIBUTE OVATION WAY Winter Garden, FL MLS# O6411042
$3,150
3

Beds

2.1

Baths

1,850

Sq.Ft.

15236 TRIBUTE OVATION WAY

Winter Garden, FL

View 14387 BRAEMAR STREET Winter Garden, FL MLS# G5111869
$2,950
4

Beds

2.1

Baths

2,094

Sq.Ft.

14387 BRAEMAR STREET

Winter Garden, FL

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

Courtesy of MULTI CHOICE REALTY LLC
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

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
View 15064 GROVE LAKE DRIVE Winter Garden, FL MLS# O6408824
$3,150
3

Beds

2.1

Baths

1,846

Sq.Ft.

15064 GROVE LAKE DRIVE

Winter Garden, FL

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
$3,600
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
$3,395
4

Beds

2.0

Baths

2,043

Sq.Ft.

8119 LAUGHING GULL STREET

Winter Garden, FL

View 6713 MARMALADE ALLEY Winter Garden, FL MLS# O6408551
$3,100
4

Beds

3.0

Baths

1,845

Sq.Ft.

6713 MARMALADE ALLEY

Winter Garden, FL

View 15250 GROVESIDE ROAD Winter Garden, FL MLS# O6408481
  • New Construction with Virtual Tour
1 of 15
$2,900
3

Beds

2.1

Baths

1,846

Sq.Ft.

15250 GROVESIDE ROAD

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
View 1066 DOLPHIN DRIVE Winter Garden, FL MLS# O6407929
$1,700
3

Beds

2.0

Baths

1,440

Sq.Ft.

1066 DOLPHIN 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

957

Estimated median home price

$605,455
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 - 100K1
$100K - 200K22
$200K - 300K91
$300K - 400K64
$400K - 500K133
$500K - 600K167
$600K - 700K103
$700K - 800K101
$800K - 900K92
$900K - 1M63
$1M - Max120

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family657
Townhouse129
Condo136
Commercial11
Rental199
Lots and Land21
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 7/10/2026)

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 7/10/2026.