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

View 10224 ATWATER BAY DRIVE Winter Garden, FL MLS# S5152340
$4,000
5

Beds

3.1

Baths

3,227

Sq.Ft.

10224 ATWATER BAY DRIVE

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
The time to sell is now! THE TIME TO SELL IS NOW!
View 14768 FIELD DAISY DRIVE Winter Garden, FL MLS# O6416610
  • Recently Listed with Virtual Tour
1 of 45
$4,000
5

Beds

4.1

Baths

3,619

Sq.Ft.

14768 FIELD DAISY DRIVE

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
View 7153 SUMMERLAKE GROVES STREET Winter Garden, FL MLS# G5114045
  • Recently Listed with Virtual Tour
1 of 22
$3,260
3

Beds

2.1

Baths

2,605

Sq.Ft.

7153 SUMMERLAKE GROVES STREET

Winter Garden, FL

View 14050 FRASIER STREET Winter Garden, FL MLS# O6418453
$2,850
4

Beds

2.1

Baths

1,956

Sq.Ft.

14050 FRASIER STREET

Winter Garden, FL

View 806 LOST GROVE CIRCLE Winter Garden, FL MLS# S5152166
  • Recently Listed with Virtual Tour
1 of 17
$3,995
5

Beds

3.0

Baths

3,462

Sq.Ft.

806 LOST GROVE CIRCLE

Winter Garden, FL

View 16527 PRAIRIE SCHOOL DRIVE Winter Garden, FL MLS# O6418941
$2,800
3

Beds

2.1

Baths

1,792

Sq.Ft.

16527 PRAIRIE SCHOOL DRIVE

Winter Garden, FL

View 17344 SWEET MORO DRIVE Winter Garden, FL MLS# O6418154
  • Recently Listed with Virtual Tour
1 of 35
$2,700
3

Beds

2.1

Baths

1,584

Sq.Ft.

17344 SWEET MORO DRIVE

Winter Garden, FL

View 16097 PEBBLE BLUFF LOOP Winter Garden, FL MLS# O6417837
$2,500
3

Beds

2.1

Baths

1,624

Sq.Ft.

16097 PEBBLE BLUFF LOOP

Winter Garden, FL

View 15823 MARINA BAY DRIVE Winter Garden, FL MLS# O6411519
$2,650
3

Beds

2.1

Baths

1,793

Sq.Ft.

15823 MARINA BAY DRIVE

Winter Garden, FL

Courtesy of DELUCA REAL ESTATE SERVICES CORP
View 11169 HANLON TERRACE ALLEY Winter Garden, FL MLS# S5151974
  • Recently Listed with Virtual Tour
1 of 40
OPEN HOUSE: Wednesday 7/1 9:00 AM - 5:00 PM
$2,950
4

Beds

3.0

Baths

2,200

Sq.Ft.

11169 HANLON TERRACE ALLEY

Winter Garden, FL

View 273 AVALON ROAD Winter Garden, FL MLS# G5113807
  • Recently Listed with Virtual Tour
1 of 32
$2,995
4

Beds

2.0

Baths

2,459

Sq.Ft.

273 AVALON ROAD

Winter Garden, FL

View 15501 HAMLIN PARK DRIVE Winter Garden, FL MLS# S5152008
  • Recently Listed with Virtual Tour
1 of 38
$3,500
3

Beds

3.1

Baths

2,072

Sq.Ft.

15501 HAMLIN PARK DRIVE

Winter Garden, FL

Courtesy of CELEBRATION RENTAL GROUP
View 15419 MURCOTT BLOSSOM BOULEVARD Winter Garden, FL MLS# O6417532
  • Recently Listed with Virtual Tour
1 of 18
$2,850
3

Beds

2.0

Baths

1,760

Sq.Ft.

15419 MURCOTT BLOSSOM BOULEVARD

Winter Garden, FL

View 13227 SPRING GROVE WAY Winter Garden, FL MLS# O6417550
$3,295
4

Beds

2.0

Baths

2,278

Sq.Ft.

13227 SPRING GROVE WAY

Winter Garden, FL

Courtesy of REAL PROPERTY MANAGEMENT AND REALTY
View 12829 CHARMED DRIVE Winter Garden, FL MLS# O6415235
$5,500
4

Beds

3.0

Baths

2,893

Sq.Ft.

12829 CHARMED DRIVE

Winter Garden, FL

View 16628 SILVER BROOK WAY Winter Garden, FL MLS# O6417547
$5,900
5

Beds

4.1

Baths

3,643

Sq.Ft.

16628 SILVER BROOK WAY

Winter Garden, FL

Courtesy of MANAGER PROP
View 1205 S PARK AVENUE Winter Garden, FL MLS# O6417362
  • Recently Listed with Virtual Tour
1 of 24
$1,750
2

Beds

1.1

Baths

1,120

Sq.Ft.

1205 S PARK AVENUE

Winter Garden, FL

Courtesy of FLORIDA TOP REALTY
View 2158 WINTERMERE POINTE DRIVE Winter Garden, FL MLS# O6417265
$3,600
4

Beds

3.0

Baths

2,966

Sq.Ft.

2158 WINTERMERE POINTE DRIVE

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

1,083

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 6/30/2026.