View 450 WINTER GROVE BOULEVARD Winter Garden, FL MLS# O6418449
  • Recently Listed with Virtual Tour
1 of 100
$6,000
4

Beds

3.1

Baths

4,272

Sq.Ft.

450 WINTER GROVE BOULEVARD

Winter Garden, FL

Courtesy of MS LAND & BUILDING LLC
View 15219 HAMLIN PARK DRIVE Winter Garden, FL MLS# O6421862
$3,250
3

Beds

3.1

Baths

2,072

Sq.Ft.

15219 HAMLIN PARK DRIVE

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

The time to sell is now! THE TIME TO SELL IS NOW!
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
  • Recently Listed with Virtual Tour
1 of 22
$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 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
  • New Construction with Virtual Tour
1 of 61
$2,650
3

Beds

2.1

Baths

1,567

Sq.Ft.

18197 CIDER MILL LANE

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 2081 STANDING ROCK CIRCLE Winter Garden, FL MLS# O6419740
  • Recently Listed with Virtual Tour
1 of 20
$2,800
4

Beds

2.1

Baths

2,221

Sq.Ft.

2081 STANDING ROCK CIRCLE

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
$3,350
4

Beds

3.1

Baths

2,450

Sq.Ft.

15006 SUMMER HARVEST STREET

Winter Garden, FL

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 5139 LAKE HAMLIN TRAIL Winter Garden, FL MLS# O6419089
$3,400
4

Beds

2.1

Baths

2,802

Sq.Ft.

5139 LAKE HAMLIN TRAIL

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

937

Estimated median home price

$599,990
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 - 300K89
$300K - 400K65
$400K - 500K132
$500K - 600K163
$600K - 700K102
$700K - 800K95
$800K - 900K87
$900K - 1M62
$1M - Max119

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family637
Townhouse130
Condo135
Commercial11
Rental199
Lots and Land21
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 7/11/2026)

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 7/11/2026.