View 17820 SHARP PUMMELO ALLEY Winter Garden, FL MLS# O6422886
$3,400
4

Beds

3.0

Baths

2,048

Sq.Ft.

17820 SHARP PUMMELO ALLEY

Winter Garden, FL

View 17658 JAPONICA BLOOM DRIVE Winter Garden, FL MLS# O6424995
  • New Construction with Virtual Tour
1 of 40
$4,700
5

Beds

4.1

Baths

3,545

Sq.Ft.

17658 JAPONICA BLOOM DRIVE

Winter Garden, FL

View 13253 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# O6424985
  • New Construction with Virtual Tour
1 of 32
$2,750
3

Beds

2.1

Baths

1,644

Sq.Ft.

13253 PEACEFUL MELODY DRIVE

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 7260 DUXBURY LN Winter Garden, FL MLS# O6423962
$2,950
4

Beds

3.0

Baths

1,813

Sq.Ft.

7260 DUXBURY LN

Winter Garden, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 7573 GREEN MOUNTAIN WAY Winter Garden, FL MLS# O6423959
$8,000
4

Beds

3.1

Baths

3,333

Sq.Ft.

7573 GREEN MOUNTAIN WAY

Winter Garden, FL

View 15811 TOLLINGTON ALLEY Winter Garden, FL MLS# O6422177
$2,625
3

Beds

2.1

Baths

1,688

Sq.Ft.

15811 TOLLINGTON ALLEY

Winter Garden, FL

View 11019 BOOKMARK LANE Winter Garden, FL MLS# O6424463
$2,500
3

Beds

2.1

Baths

1,518

Sq.Ft.

11019 BOOKMARK LANE

Winter Garden, FL

Courtesy of CENTURY 21 CARIOTI
View 1450 JUNIPER HAMMOCK STREET Winter Garden, FL MLS# O6423308
$3,850
6

Beds

4.0

Baths

4,194

Sq.Ft.

1450 JUNIPER HAMMOCK STREET

Winter Garden, FL

View 9306 MIRA VALLE LANE Winter Garden, FL MLS# O6422747
$2,750
3

Beds

2.1

Baths

1,956

Sq.Ft.

9306 MIRA VALLE LANE

Winter Garden, FL

View 14719 SPEER LAKE DRIVE Winter Garden, FL MLS# S5153275
$3,200
3

Beds

2.0

Baths

1,840

Sq.Ft.

14719 SPEER LAKE DRIVE

Winter Garden, FL

View Address not provided Winter Garden, FL MLS# O6421793
$2,409
4

Beds

2.1

Baths

1,606

Sq.Ft.

Address not provided

Winter Garden, FL

Courtesy of TAH FLORIDA LLC
View 430 SOUTHERN PECAN CIRCLE 203 Winter Garden, FL MLS# TB8525187
$1,500
1

Beds

1.0

Baths

942

Sq.Ft.

430 SOUTHERN PECAN CIRCLE 203

Winter Garden, FL

View 14340 BRAEMAR STREET Winter Garden, FL MLS# O6421671
$3,295
4

Beds

2.1

Baths

2,062

Sq.Ft.

14340 BRAEMAR STREET

Winter Garden, FL

View 15767 WATER SPRING BOULEVARD Winter Garden, FL MLS# O6422299
$2,900
3

Beds

2.1

Baths

1,717

Sq.Ft.

15767 WATER SPRING BOULEVARD

Winter Garden, FL

Courtesy of EG ORLANDO LLC
View 12007 HOLYSTONE STREET Winter Garden, FL MLS# O6421376
  • New Construction with Virtual Tour
1 of 32
$2,600
3

Beds

2.1

Baths

1,568

Sq.Ft.

12007 HOLYSTONE STREET

Winter Garden, FL

Courtesy of MR VARGAS PROPERTY MANAGEMENT LLC
View 13453 SAGESTONE DRIVE Winter Garden, FL MLS# O6421534
$2,600
3

Beds

2.1

Baths

1,567

Sq.Ft.

13453 SAGESTONE DRIVE

Winter Garden, FL

Courtesy of MR VARGAS PROPERTY MANAGEMENT LLC
View 2205 WINTERMERE POINTE DRIVE Winter Garden, FL MLS# O6420747
$3,850
5

Beds

3.0

Baths

3,747

Sq.Ft.

2205 WINTERMERE POINTE DRIVE

Winter Garden, FL

View 200 SOUTHERN PECAN CIRCLE 203 Winter Garden, FL MLS# S5152842
$1,830
2

Beds

2.0

Baths

1,276

Sq.Ft.

200 SOUTHERN PECAN CIRCLE 203

Winter Garden, FL

View 884 KLONDIKE STREET Winter Garden, FL MLS# O6416439
$2,800
4

Beds

2.0

Baths

1,485

Sq.Ft.

884 KLONDIKE STREET

Winter Garden, FL

View 14654 WATOWAN ALLEY Winter Garden, FL MLS# TB8523613
$3,000
3

Beds

2.1

Baths

1,911

Sq.Ft.

14654 WATOWAN ALLEY

Winter Garden, FL

Courtesy of DOUGLAS ELLIMAN

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

998

Estimated median home price

$608,500
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 - 200K21
$200K - 300K89
$300K - 400K70
$400K - 500K147
$500K - 600K167
$600K - 700K105
$700K - 800K110
$800K - 900K112
$900K - 1M62
$1M - Max114

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family699
Townhouse136
Condo128
Commercial7
Rental184
Lots and Land23
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home1
Farms0

(Data as of 9/6/2026)

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 9/6/2026.