View 5440 NEW INDEPENDENCE PARKWAY Winter Garden, FL MLS# O6421451
$2,995
4

Beds

2.1

Baths

1,898

Sq.Ft.

5440 NEW INDEPENDENCE PARKWAY

Winter Garden, FL

View 17131 BEACHGRASS ALLEY Winter Garden, FL MLS# O6421324
$3,400
3

Beds

2.1

Baths

2,195

Sq.Ft.

17131 BEACHGRASS ALLEY

Winter Garden, FL

View 12007 HOLYSTONE STREET Winter Garden, FL MLS# O6421376
$2,650
3

Beds

2.1

Baths

1,568

Sq.Ft.

12007 HOLYSTONE STREET

Winter Garden, FL

Courtesy of MR VARGAS PROPERTY MANAGEMENT LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 16525 OUTTER GROVE ALLEY Winter Garden, FL MLS# O6421516
$2,750
3

Beds

2.1

Baths

1,814

Sq.Ft.

16525 OUTTER GROVE ALLEY

Winter Garden, FL

View 13453 SAGESTONE DRIVE Winter Garden, FL MLS# O6421534
$2,650
3

Beds

2.1

Baths

1,567

Sq.Ft.

13453 SAGESTONE DRIVE

Winter Garden, FL

Courtesy of MR VARGAS PROPERTY MANAGEMENT LLC
View 9350 WOODCRANE DRIVE Winter Garden, FL MLS# O6420106
$3,000
3

Beds

2.1

Baths

1,829

Sq.Ft.

9350 WOODCRANE DRIVE

Winter Garden, FL

View 15142 MASTHEAD LANDING CIRCLE Winter Garden, FL MLS# O6421619
$3,350
4

Beds

3.0

Baths

1,886

Sq.Ft.

15142 MASTHEAD LANDING CIRCLE

Winter Garden, FL

View 7171 SUMMERLAKE GROVES STREET Winter Garden, FL MLS# O6421017
$3,250
3

Beds

2.1

Baths

2,598

Sq.Ft.

7171 SUMMERLAKE GROVES STREET

Winter Garden, FL

View 16136 TARO POND ALLEY Winter Garden, FL MLS# O6420718
  • Recently Listed with Virtual Tour
1 of 56
$3,400
4

Beds

3.1

Baths

2,474

Sq.Ft.

16136 TARO POND ALLEY

Winter Garden, FL

View 2205 WINTERMERE POINTE DRIVE Winter Garden, FL MLS# O6420747
  • Recently Listed with Virtual Tour
1 of 50
$3,850
5

Beds

3.0

Baths

3,747

Sq.Ft.

2205 WINTERMERE POINTE DRIVE

Winter Garden, FL

View 17051 QUICKSILVER AVENUE Winter Garden, FL MLS# O6420878
$3,000
4

Beds

3.1

Baths

2,508

Sq.Ft.

17051 QUICKSILVER AVENUE

Winter Garden, FL

View 200 SOUTHERN PECAN CIRCLE 203 Winter Garden, FL MLS# S5152842
$1,890
2

Beds

2.0

Baths

1,276

Sq.Ft.

200 SOUTHERN PECAN CIRCLE 203

Winter Garden, FL

View 17052 QUICKSILVER AVENUE Winter Garden, FL MLS# O6420539
$3,200
4

Beds

3.1

Baths

2,302

Sq.Ft.

17052 QUICKSILVER AVENUE

Winter Garden, FL

View 884 KLONDIKE STREET Winter Garden, FL MLS# O6416439
  • Recently Listed with Virtual Tour
1 of 26
$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
  • Recently Listed with Virtual Tour
1 of 64
$3,250
3

Beds

2.1

Baths

1,911

Sq.Ft.

14654 WATOWAN ALLEY

Winter Garden, FL

View 545 FIRST CAPE CORAL DR Winter Garden, FL MLS# O6420237
$3,200
4

Beds

2.1

Baths

2,563

Sq.Ft.

545 FIRST CAPE CORAL DR

Winter Garden, FL

View 5636 WATER ROSE ROAD Winter Garden, FL MLS# O6419854
  • Recently Listed with Virtual Tour
1 of 43
$2,800
3

Beds

2.1

Baths

1,617

Sq.Ft.

5636 WATER ROSE ROAD

Winter Garden, FL

View 15061 EVERGREEN OAK LOOP Winter Garden, FL MLS# O6419987
$3,800
5

Beds

3.0

Baths

3,150

Sq.Ft.

15061 EVERGREEN OAK LOOP

Winter Garden, FL

View 18197 CIDER MILL LANE Winter Garden, FL MLS# O6420189
  • Recently Listed with Virtual Tour
1 of 43
$2,650
3

Beds

2.1

Baths

1,567

Sq.Ft.

18197 CIDER MILL LANE

Winter Garden, FL

View 1257 WINTER GREEN WAY Winter Garden, FL MLS# O6419882
  • Recently Listed with Virtual Tour
1 of 20
$1,850
2

Beds

1.1

Baths

1,144

Sq.Ft.

1257 WINTER GREEN WAY

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

1,073

Estimated median home price

$614,000
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 - 300K95
$300K - 400K77
$400K - 500K141
$500K - 600K188
$600K - 700K123
$700K - 800K114
$800K - 900K100
$900K - 1M75
$1M - Max135

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family758
Townhouse133
Condo145
Commercial11
Rental204
Lots and Land22
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 7/1/2026)

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 7/2/2026.