View 225 SOUTHERN PECAN CIRCLE 205 Winter Garden, FL MLS# O6433382
  • Recently Listed with Virtual Tour
1 of 28
$2,200
2

Beds

2.0

Baths

1,264

Sq.Ft.

225 SOUTHERN PECAN CIRCLE 205

Winter Garden, FL

View 15155 CANOE PLACE Winter Garden, FL MLS# O6433426
  • Recently Listed with Virtual Tour
1 of 38
$6,000
5

Beds

4.1

Baths

4,045

Sq.Ft.

15155 CANOE PLACE

Winter Garden, FL

View 341 SOUTHERN PECAN CIRCLE 201 Winter Garden, FL MLS# S5154764
  • Recently Listed with Virtual Tour
1 of 23
$1,800
1

Beds

1.0

Baths

738

Sq.Ft.

341 SOUTHERN PECAN CIRCLE 201

Winter Garden, FL

Courtesy of LA ROSA REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 17016 QUICKSILVER AVENUE Winter Garden, FL MLS# O6433465
  • Recently Listed with Virtual Tour
1 of 23
$3,075
4

Beds

3.1

Baths

2,492

Sq.Ft.

17016 QUICKSILVER AVENUE

Winter Garden, FL

View 16339 QUIET VISTA DRIVE Winter Garden, FL MLS# O6433831
  • Recently Listed with Virtual Tour
1 of 41
$2,700
3

Beds

2.1

Baths

1,814

Sq.Ft.

16339 QUIET VISTA DRIVE

Winter Garden, FL

Courtesy of LIFESTYLE INTERNATIONAL REALTY
View 10071 TAWNY MEADOW ALLEY Winter Garden, FL MLS# O6434399
  • Recently Listed with Virtual Tour
1 of 33
$2,900
3

Beds

2.1

Baths

2,014

Sq.Ft.

10071 TAWNY MEADOW ALLEY

Winter Garden, FL

Courtesy of YORK MILLS REALTY LLC
View 1914 SHERBOURNE STREET Winter Garden, FL MLS# O6432877
$2,625
3

Beds

2.1

Baths

1,356

Sq.Ft.

1914 SHERBOURNE STREET

Winter Garden, FL

Courtesy of THE LISTING REAL ESTATE MANAGEMENT
View 1105 LINCOLN TERRACE Winter Garden, FL MLS# O6433111
  • Recently Listed with Virtual Tour
1 of 22
$2,000
3

Beds

1.0

Baths

814

Sq.Ft.

1105 LINCOLN TERRACE

Winter Garden, FL

View 502 VARSITY STREET Winter Garden, FL MLS# O6433127
  • Recently Listed with Virtual Tour
1 of 5
$1,695
2

Beds

1.0

Baths

780

Sq.Ft.

502 VARSITY STREET

Winter Garden, FL

Courtesy of CAPITAL REALTY GROUP FLORIDA
View 508 VARSITY STREET Winter Garden, FL MLS# O6433135
  • Recently Listed with Virtual Tour
1 of 10
$1,695
2

Beds

1.0

Baths

780

Sq.Ft.

508 VARSITY STREET

Winter Garden, FL

Courtesy of CAPITAL REALTY GROUP FLORIDA
View 15219 STARLEIGH ROAD Winter Garden, FL MLS# O6433168
  • Recently Listed with Virtual Tour
1 of 26
$2,500
3

Beds

2.1

Baths

1,492

Sq.Ft.

15219 STARLEIGH ROAD

Winter Garden, FL

View 9247 LEGADO DRIVE Winter Garden, FL MLS# O6433071
  • Recently Listed with Virtual Tour
1 of 100
$5,500
4

Beds

2.1

Baths

2,549

Sq.Ft.

9247 LEGADO DRIVE

Winter Garden, FL

View 7078 TWILIGHT BAY DRIVE Winter Garden, FL MLS# O6432698
$2,850
3

Beds

3.0

Baths

2,032

Sq.Ft.

7078 TWILIGHT BAY DRIVE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 14727 FIELD DAISY DRIVE Winter Garden, FL MLS# O6432781
  • Recently Listed with Virtual Tour
1 of 62
$3,800
5

Beds

4.1

Baths

2,841

Sq.Ft.

14727 FIELD DAISY DRIVE

Winter Garden, FL

View 15025 EVERGREEN OAK LOOP Winter Garden, FL MLS# O6433081
  • Recently Listed with Virtual Tour
1 of 13
$3,200
4

Beds

3.1

Baths

2,477

Sq.Ft.

15025 EVERGREEN OAK LOOP

Winter Garden, FL

View 14796 TULLAMORE LOOP Winter Garden, FL MLS# O6429064
  • Recently Listed with Virtual Tour
1 of 64
$3,500
3

Beds

2.1

Baths

2,974

Sq.Ft.

14796 TULLAMORE LOOP

Winter Garden, FL

View 10253 LOVE STORY STREET Winter Garden, FL MLS# O6432049
$3,050
4

Beds

3.0

Baths

2,042

Sq.Ft.

10253 LOVE STORY STREET

Winter Garden, FL

View 739 REFLECTIONS LANE Winter Garden, FL MLS# O6432109
  • Recently Listed with Virtual Tour
1 of 14
$3,400
4

Beds

2.1

Baths

4,046

Sq.Ft.

739 REFLECTIONS LANE

Winter Garden, FL

View 16448 PARABLE WAY Winter Garden, FL MLS# O6432002
  • Recently Listed with Virtual Tour
1 of 70
$3,600
4

Beds

4.0

Baths

2,718

Sq.Ft.

16448 PARABLE WAY

Winter Garden, FL

View 15153 SUMMER HARVEST STREET Winter Garden, FL MLS# O6424573
  • Recently Listed with Virtual Tour
1 of 36
$3,050
3

Beds

3.1

Baths

2,332

Sq.Ft.

15153 SUMMER HARVEST STREET

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

1,018

Estimated median home price

$611,805
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 - 100K2
$100K - 200K21
$200K - 300K89
$300K - 400K78
$400K - 500K147
$500K - 600K164
$600K - 700K110
$700K - 800K117
$800K - 900K108
$900K - 1M63
$1M - Max119

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family702
Townhouse144
Condo136
Commercial9
Rental177
Lots and Land23
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 8/19/2026)

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 8/19/2026.