View 430 SOUTHERN PECAN CIRCLE 106 Winter Garden, FL MLS# O6438120
$1,695
1

Beds

1.0

Baths

838

Sq.Ft.

430 SOUTHERN PECAN CIRCLE 106

Winter Garden, FL

View 1221 PRIORY CIRCLE Winter Garden, FL MLS# S5156896
  • Recently Listed
1 of 42
$2,600
3

Beds

2.1

Baths

1,675

Sq.Ft.

1221 PRIORY CIRCLE

Winter Garden, FL

View 9137 GRAND ISLAND WAY Winter Garden, FL MLS# O6439004
$2,650
3

Beds

2.1

Baths

2,600

Sq.Ft.

9137 GRAND ISLAND WAY

Winter Garden, FL

Courtesy of THE LISTING REAL ESTATE MANAGEMENT
The time to sell is now! THE TIME TO SELL IS NOW!
View 14261 SPRING GARDEN DRIVE Winter Garden, FL MLS# O6438654
  • Recently Listed with Virtual Tour
1 of 38
$4,550
5

Beds

4.0

Baths

3,400

Sq.Ft.

14261 SPRING GARDEN DRIVE

Winter Garden, FL

Courtesy of ORLANDO PROPERTY ADVISORS
View 13269 DANIELS LANDING CIRCLE Winter Garden, FL MLS# O6438670
  • Recently Listed with Virtual Tour
1 of 20
$2,375
3

Beds

2.1

Baths

1,347

Sq.Ft.

13269 DANIELS LANDING CIRCLE

Winter Garden, FL

View 38 LIVE OAK ROAD Winter Garden, FL MLS# O6438736
  • Recently Listed
1 of 80
$5,250
3

Beds

3.0

Baths

1,120

Sq.Ft.

38 LIVE OAK ROAD

Winter Garden, FL

Courtesy of DALTON WADE INC
View 17740 PORTER ROAD Winter Garden, FL MLS# O6438205
  • Recently Listed with Virtual Tour
1 of 21
$3,000
3

Beds

2.1

Baths

1,697

Sq.Ft.

17740 PORTER ROAD

Winter Garden, FL

View 4719 ABBEYWOOD ALLEY Winter Garden, FL MLS# O6438386
  • Recently Listed with Virtual Tour
1 of 33
$3,150
4

Beds

2.1

Baths

1,996

Sq.Ft.

4719 ABBEYWOOD ALLEY

Winter Garden, FL

View 17374 SWEET MORO DR Winter Garden, FL MLS# O6438431
  • Recently Listed with Virtual Tour
1 of 24
$2,650
3

Beds

2.5

Baths

1,544

Sq.Ft.

17374 SWEET MORO DR

Winter Garden, FL

Courtesy of REALIZE INTERNATIONAL REALTY L
View 1356 SCARLET OAK LOOP Winter Garden, FL MLS# O6438425
  • Recently Listed with Virtual Tour
1 of 38
$2,600
3

Beds

2.1

Baths

1,701

Sq.Ft.

1356 SCARLET OAK LOOP

Winter Garden, FL

View 16350 TURNING TIDE WAY Winter Garden, FL MLS# O6436184
  • Recently Listed with Virtual Tour
1 of 22
$2,599
3

Beds

2.1

Baths

1,814

Sq.Ft.

16350 TURNING TIDE WAY

Winter Garden, FL

Courtesy of INTOP PROPERTY MANAGEMENT
View 14212 SUNRIDGE BOULEVARD Winter Garden, FL MLS# O6438657
  • Recently Listed with Virtual Tour
1 of 26
$2,990
4

Beds

2.1

Baths

2,671

Sq.Ft.

14212 SUNRIDGE BOULEVARD

Winter Garden, FL

View 8878 BISMARCK PALM DRIVE Winter Garden, FL MLS# O6438666
  • Recently Listed with Virtual Tour
1 of 41
$3,900
4

Beds

3.1

Baths

2,581

Sq.Ft.

8878 BISMARCK PALM DRIVE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 13742 WERRINGTON DRIVE Winter Garden, FL MLS# O6437746
  • Recently Listed with Virtual Tour
1 of 26
$2,800
3

Beds

2.1

Baths

1,835

Sq.Ft.

13742 WERRINGTON DRIVE

Winter Garden, FL

View 6168 GLORY BOWER DRIVE Winter Garden, FL MLS# O6437622
  • Recently Listed with Virtual Tour
1 of 16
$2,800
3

Beds

2.1

Baths

2,138

Sq.Ft.

6168 GLORY BOWER DRIVE

Winter Garden, FL

View 11018 SILVER SURFER ALLEY Winter Garden, FL MLS# O6437653
$2,850
3

Beds

2.1

Baths

2,124

Sq.Ft.

11018 SILVER SURFER ALLEY

Winter Garden, FL

View 15030 EVERGREEN OAK LOOP Winter Garden, FL MLS# O6437349
  • Recently Listed with Virtual Tour
1 of 49
$3,400
4

Beds

3.1

Baths

2,570

Sq.Ft.

15030 EVERGREEN OAK LOOP

Winter Garden, FL

View 17819 TWISTED MANDARIN ALLEY Winter Garden, FL MLS# O6435914
  • Recently Listed with Virtual Tour
1 of 27
$3,300
3

Beds

2.1

Baths

2,134

Sq.Ft.

17819 TWISTED MANDARIN ALLEY

Winter Garden, FL

View 467 WINTER GROVE BOULEVARD Winter Garden, FL MLS# S5156515
  • Recently Listed with Virtual Tour
1 of 48
$4,995
5

Beds

3.1

Baths

3,643

Sq.Ft.

467 WINTER GROVE BOULEVARD

Winter Garden, FL

Courtesy of NEWKEY REAL ESTATE LLC
View 218 WINTER NELLIS CIRCLE Winter Garden, FL MLS# O6436614
  • Recently Listed with Virtual Tour
1 of 38
$2,295
3

Beds

2.1

Baths

1,647

Sq.Ft.

218 WINTER NELLIS CIRCLE

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

1,010

Estimated median home price

$606,720
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 - 200K20
$200K - 300K91
$300K - 400K75
$400K - 500K149
$500K - 600K166
$600K - 700K108
$700K - 800K110
$800K - 900K111
$900K - 1M61
$1M - Max118

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family703
Townhouse137
Condo133
Commercial9
Rental181
Lots and Land23
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home1
Farms0

(Data as of 9/3/2026)

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 9/3/2026.