View 16136 TARO POND ALLEY Winter Garden, FL MLS# O6420718
$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
$3,850
5

Beds

3.0

Baths

3,747

Sq.Ft.

2205 WINTERMERE POINTE DRIVE

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

The time to sell is now! THE TIME TO SELL IS NOW!
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 18035 CIDER MILL LN Winter Garden, FL MLS# S5152622
  • Recently Listed with Virtual Tour
1 of 41
$4,900
5

Beds

4.0

Baths

2,866

Sq.Ft.

18035 CIDER MILL LN

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 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

View 15006 SUMMER HARVEST STREET Winter Garden, FL MLS# O6419493
  • Recently Listed with Virtual Tour
1 of 24
$3,350
4

Beds

3.1

Baths

2,450

Sq.Ft.

15006 SUMMER HARVEST STREET

Winter Garden, FL

View 4869 LACEWING DRIVE Winter Garden, FL MLS# O6417608
  • Recently Listed with Virtual Tour
1 of 20
$3,200
4

Beds

2.1

Baths

2,090

Sq.Ft.

4869 LACEWING DRIVE

Winter Garden, FL

View 15030 SUMMER HARVEST STREET Winter Garden, FL MLS# O6420544
  • Recently Listed with Virtual Tour
1 of 55
$4,200
5

Beds

4.1

Baths

2,861

Sq.Ft.

15030 SUMMER HARVEST STREET

Winter Garden, FL

Courtesy of AUTHENTIC REAL ESTATE TEAM
View 9078 WADING WALK LANE Winter Garden, FL MLS# O6418672
  • Recently Listed with Virtual Tour
1 of 21
$2,800
3

Beds

2.1

Baths

1,814

Sq.Ft.

9078 WADING WALK LANE

Winter Garden, FL

View 720 PARKMONT PLACE Winter Garden, FL MLS# O6419049
  • Recently Listed
1 of 38
$3,965
3

Beds

2.0

Baths

2,210

Sq.Ft.

720 PARKMONT PLACE

Winter Garden, FL

View 3425 TURNINGWIND LANE Winter Garden, FL MLS# O6419730
  • Recently Listed with Virtual Tour
1 of 24
$5,600
6

Beds

4.0

Baths

3,210

Sq.Ft.

3425 TURNINGWIND LANE

Winter Garden, FL

View Address not provided Winter Garden, FL MLS# O6418382
  • Recently Listed with Virtual Tour
1 of 17
$2,650
3

Beds

2.1

Baths

1,451

Sq.Ft.

Address not provided

Winter Garden, FL

View 15845 MARINA BAY DRIVE Winter Garden, FL MLS# O6418878
  • Recently Listed with Virtual Tour
1 of 32
$2,895
3

Beds

2.1

Baths

1,796

Sq.Ft.

15845 MARINA BAY DRIVE

Winter Garden, FL

View 13841 DANIELS LANDING CIRCLE Winter Garden, FL MLS# O6419076
  • Recently Listed with Virtual Tour
1 of 16
$2,195
3

Beds

2.1

Baths

1,327

Sq.Ft.

13841 DANIELS LANDING CIRCLE

Winter Garden, FL

View 13274 PONTOON ROAD Winter Garden, FL MLS# O6419180
  • Recently Listed with Virtual Tour
1 of 37
$2,800
3

Beds

2.1

Baths

1,814

Sq.Ft.

13274 PONTOON ROAD

Winter Garden, FL

Courtesy of YORK MILLS REALTY LLC

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

1,097

Estimated median home price

$610,000
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 - 400K79
$400K - 500K154
$500K - 600K188
$600K - 700K125
$700K - 800K117
$800K - 900K104
$900K - 1M76
$1M - Max135

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family769
Townhouse145
Condo144
Commercial11
Rental208
Lots and Land24
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 6/29/2026)

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 6/30/2026.