View 15349 SHONAN GOLD DRIVE Winter Garden, FL MLS# O6425756
$3,200
4

Beds

3.0

Baths

2,204

Sq.Ft.

15349 SHONAN GOLD DRIVE

Winter Garden, FL

View 10738 RHETT BUTLER ALLEY Winter Garden, FL MLS# S5153938
$2,700
3

Beds

2.1

Baths

1,636

Sq.Ft.

10738 RHETT BUTLER ALLEY

Winter Garden, FL

View 5043 LAKE HAMLIN TRAIL Winter Garden, FL MLS# O6426255
  • Recently Listed with Virtual Tour
1 of 11
$3,200
4

Beds

3.0

Baths

2,038

Sq.Ft.

5043 LAKE HAMLIN TRAIL

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 15568 BLACKBEAD STREET Winter Garden, FL MLS# O6426286
$2,850
4

Beds

3.0

Baths

1,861

Sq.Ft.

15568 BLACKBEAD STREET

Winter Garden, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 12283 STONEYBROOK WEST PARKWAY B Winter Garden, FL MLS# O6425191
  • Recently Listed with Virtual Tour
1 of 17
$108,000
2,400

Sq.Ft.

12283 STONEYBROOK WEST PARKWAY B

Winter Garden, FL

View 316 SOUTHERN PECAN CIRCLE 102 Winter Garden, FL MLS# S5154178
$1,950
2

Beds

2.0

Baths

1,152

Sq.Ft.

316 SOUTHERN PECAN CIRCLE 102

Winter Garden, FL

View 14704 SETON CREEK BOULEVARD Winter Garden, FL MLS# O6425472
  • Recently Listed with Virtual Tour
1 of 52
$3,200
4

Beds

2.1

Baths

2,078

Sq.Ft.

14704 SETON CREEK BOULEVARD

Winter Garden, FL

View 16277 HONEY HARVEST STREET Winter Garden, FL MLS# O6425522
  • Recently Listed with Virtual Tour
1 of 38
$3,900
4

Beds

4.1

Baths

2,930

Sq.Ft.

16277 HONEY HARVEST STREET

Winter Garden, FL

View 13926 TITLE WAY Winter Garden, FL MLS# O6425552
  • Recently Listed with Virtual Tour
1 of 63
$2,800
3

Beds

2.1

Baths

1,727

Sq.Ft.

13926 TITLE WAY

Winter Garden, FL

View 1432 BROKEN OAK DRIVE 31A Winter Garden, FL MLS# G5115164
  • Recently Listed with Virtual Tour
1 of 10
$1,900
2

Beds

2.0

Baths

1,216

Sq.Ft.

1432 BROKEN OAK DRIVE 31A

Winter Garden, FL

View 16856 OAKBORO STREET Winter Garden, FL MLS# O6425890
$2,800
3

Beds

2.0

Baths

1,705

Sq.Ft.

16856 OAKBORO STREET

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
View 15537 MANGO ISLE STREET Winter Garden, FL MLS# S5153831
$3,800
4

Beds

3.0

Baths

2,909

Sq.Ft.

15537 MANGO ISLE STREET

Winter Garden, FL

View 11193 HANLON TERRACE ALLEY Winter Garden, FL MLS# O6426402
  • Recently Listed with Virtual Tour
1 of 51
$2,700
3

Beds

2.1

Baths

1,868

Sq.Ft.

11193 HANLON TERRACE ALLEY

Winter Garden, FL

Courtesy of KELLER WILLIAMS LEGACY REALTY
View 234 SOUTHERN PECAN CIRCLE 202 Winter Garden, FL MLS# O6426635
  • Recently Listed with Virtual Tour
1 of 20
$1,600
1

Beds

1.0

Baths

738

Sq.Ft.

234 SOUTHERN PECAN CIRCLE 202

Winter Garden, FL

View 12438 CLEAR SAPPHIRE DRIVE Winter Garden, FL MLS# O6422720
  • Recently Listed with Virtual Tour
1 of 29
$3,800
4

Beds

3.0

Baths

2,500

Sq.Ft.

12438 CLEAR SAPPHIRE DRIVE

Winter Garden, FL

View 15381 HONEYBELL DRIVE Winter Garden, FL MLS# O6420906
$2,650
4

Beds

3.0

Baths

2,034

Sq.Ft.

15381 HONEYBELL DRIVE

Winter Garden, FL

View 53 WINDTREE LANE 102 Winter Garden, FL MLS# O6425367
  • Recently Listed with Virtual Tour
1 of 30
$1,895
2

Beds

2.0

Baths

918

Sq.Ft.

53 WINDTREE LANE 102

Winter Garden, FL

View 17820 SHARP PUMMELO ALLEY Winter Garden, FL MLS# O6422886
  • Recently Listed with Virtual Tour
1 of 44
$3,400
4

Beds

3.0

Baths

2,048

Sq.Ft.

17820 SHARP PUMMELO ALLEY

Winter Garden, FL

View 17658 JAPONICA BLOOM DRIVE Winter Garden, FL MLS# O6424995
  • Recently Listed with Virtual Tour
1 of 40
$5,300
5

Beds

4.1

Baths

3,545

Sq.Ft.

17658 JAPONICA BLOOM DRIVE

Winter Garden, FL

View 14035 LOCHEND WAY Winter Garden, FL MLS# S5153963
  • Recently Listed with Virtual Tour
1 of 27
$3,100
4

Beds

3.1

Baths

2,091

Sq.Ft.

14035 LOCHEND WAY

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

1,057

Estimated median home price

$615,065
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 - 300K89
$300K - 400K68
$400K - 500K156
$500K - 600K179
$600K - 700K115
$700K - 800K128
$800K - 900K102
$900K - 1M65
$1M - Max130

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family747
Townhouse140
Condo136
Commercial9
Rental219
Lots and Land21
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 7/30/2026)

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 7/30/2026.