View 14432 PLEACH STREET Winter Garden, FL MLS# O6413263
$2,795
3

Beds

2.1

Baths

1,683

Sq.Ft.

14432 PLEACH STREET

Winter Garden, FL

View 15617 MARINA BAY DRIVE Winter Garden, FL MLS# O6407960
$4,300
4

Beds

4.1

Baths

3,127

Sq.Ft.

15617 MARINA BAY DRIVE

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 8061 GLENLLOYD AVENUE Winter Garden, FL MLS# O6412372
$2,800
3

Beds

2.1

Baths

1,768

Sq.Ft.

8061 GLENLLOYD AVENUE

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 16430 TANGERINE MESA DRIVE Winter Garden, FL MLS# O6412558
$2,700
4

Beds

3.0

Baths

1,715

Sq.Ft.

16430 TANGERINE MESA DRIVE

Winter Garden, FL

Courtesy of KARDOSH REALTY
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
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 1954 PANTHEON DRIVE Winter Garden, FL MLS# O6411897
$3,150
4

Beds

3.0

Baths

2,027

Sq.Ft.

1954 PANTHEON DRIVE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 16461 PRAIRIE SCHOOL DRIVE Winter Garden, FL MLS# O6412047
$2,900
4

Beds

2.1

Baths

1,768

Sq.Ft.

16461 PRAIRIE SCHOOL DRIVE

Winter Garden, FL

View 7759 GREEN MOUNTAIN WAY Winter Garden, FL MLS# O6411481
$8,000
6

Beds

6.1

Baths

5,174

Sq.Ft.

7759 GREEN MOUNTAIN WAY

Winter Garden, FL

Courtesy of FLORIDA REALTY INVESTMENTS
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 11213 PIXIE MANDARIN CT Winter Garden, FL MLS# O6410949
$4,800
4

Beds

3.1

Baths

3,115

Sq.Ft.

11213 PIXIE MANDARIN CT

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 15236 TRIBUTE OVATION WAY Winter Garden, FL MLS# O6411042
$3,250
3

Beds

2.1

Baths

1,850

Sq.Ft.

15236 TRIBUTE OVATION WAY

Winter Garden, FL

Courtesy of DALTON WADE INC
View 205 S WOODLAND STREET Winter Garden, FL MLS# G5112038
$3,750
3

Beds

2.0

Baths

2,502

Sq.Ft.

205 S WOODLAND STREET

Winter Garden, FL

Courtesy of LISA REALTY PARTNERS
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 15350 OAK APPLE COURT 17B Winter Garden, FL MLS# O6409283
$2,250
3

Beds

2.1

Baths

1,544

Sq.Ft.

15350 OAK APPLE COURT 17B

Winter Garden, FL

Courtesy of FLORIDA RENTAL TEAM

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

1,083

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 - 100K1
$100K - 200K24
$200K - 300K94
$300K - 400K77
$400K - 500K144
$500K - 600K188
$600K - 700K124
$700K - 800K117
$800K - 900K103
$900K - 1M75
$1M - Max136

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family766
Townhouse136
Condo144
Commercial11
Rental206
Lots and Land22
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 6/30/2026)

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 7/1/2026.