View 7513 BLUEJACK OAK DRIVE Winter Garden, FL MLS# S5146090
  • Recently Listed
1 of 38
$3,300
4

Beds

3.1

Baths

3,472

Sq.Ft.

7513 BLUEJACK OAK DRIVE

Winter Garden, FL

Courtesy of MULTI CHOICE REALTY LLC
View 17207 OCEAN HILL DRIVE Winter Garden, FL MLS# O6392177
  • Recently Listed with Virtual Tour
1 of 58
$2,490
3

Beds

2.0

Baths

1,692

Sq.Ft.

17207 OCEAN HILL DRIVE

Winter Garden, FL

Courtesy of U KEY REALTY
View 14651 BAHAMA SWALLOW BOULEVARD Winter Garden, FL MLS# S5146169
  • Recently Listed with Virtual Tour
1 of 40
$3,000
3

Beds

2.1

Baths

2,040

Sq.Ft.

14651 BAHAMA SWALLOW BOULEVARD

Winter Garden, FL

Courtesy of NAIM REAL ESTATE LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 150 TEMPLE GROVE DRIVE Winter Garden, FL MLS# O6390747
  • Recently Listed with Virtual Tour
1 of 21
$2,900
3

Beds

2.0

Baths

1,945

Sq.Ft.

150 TEMPLE GROVE DRIVE

Winter Garden, FL

Courtesy of SOUTHERN HERITAGE REALTY, INC
View 11032 GREAT ROCK STREET Winter Garden, FL MLS# O6391704
  • Recently Listed with Virtual Tour
1 of 37
$2,600
3

Beds

2.1

Baths

1,567

Sq.Ft.

11032 GREAT ROCK STREET

Winter Garden, FL

Courtesy of LA ROSA REALTY KISSIMMEE
View 14523 BLACK LAKE PRESERVE STREET Winter Garden, FL MLS# O6391877
  • Recently Listed with Virtual Tour
1 of 67
$4,200
5

Beds

3.0

Baths

3,700

Sq.Ft.

14523 BLACK LAKE PRESERVE STREET

Winter Garden, FL

Courtesy of AGENT GROUP REALTY
View 5777 CITRUS PARK DRIVE Winter Garden, FL MLS# O6391788
  • Recently Listed with Virtual Tour
1 of 40
$3,050
4

Beds

3.1

Baths

1,846

Sq.Ft.

5777 CITRUS PARK DRIVE

Winter Garden, FL

Courtesy of GOLDEN KEY REAL ESTATE SOLUTIONS LLC
View 5783 CITRUS PARK DRIVE Winter Garden, FL MLS# O6391947
  • Recently Listed with Virtual Tour
1 of 42
$2,950
3

Beds

2.1

Baths

1,846

Sq.Ft.

5783 CITRUS PARK DRIVE

Winter Garden, FL

Courtesy of GOLDEN KEY REAL ESTATE SOLUTIONS LLC
View 1604 SCARLET OAK LOOP 63B Winter Garden, FL MLS# O6391499
  • Recently Listed with Virtual Tour
1 of 30
$2,500
3

Beds

2.1

Baths

1,544

Sq.Ft.

1604 SCARLET OAK LOOP 63B

Winter Garden, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 5374 LAKE VIRGINIA STREET Winter Garden, FL MLS# O6391529
  • Recently Listed with Virtual Tour
1 of 28
$3,650
4

Beds

3.0

Baths

2,038

Sq.Ft.

5374 LAKE VIRGINIA STREET

Winter Garden, FL

Courtesy of MY REALTY GROUP, LLC.
View 7091 TWILIGHT BAY DRIVE Winter Garden, FL MLS# O6391565
  • Recently Listed with Virtual Tour
1 of 25
$2,700
3

Beds

2.1

Baths

1,845

Sq.Ft.

7091 TWILIGHT BAY DRIVE

Winter Garden, FL

Courtesy of YORK MILLS REALTY LLC
View 1519 BROKEN OAK DRIVE B Winter Garden, FL MLS# O6391579
  • Recently Listed with Virtual Tour
1 of 34
$2,200
3

Beds

2.1

Baths

1,544

Sq.Ft.

1519 BROKEN OAK DRIVE B

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 16001 GRAFTON WAY Winter Garden, FL MLS# S5145973
  • Recently Listed with Virtual Tour
1 of 35
$2,850
3

Beds

2.1

Baths

1,850

Sq.Ft.

16001 GRAFTON WAY

Winter Garden, FL

Courtesy of AROD PARTNERS REALTY
View 918 WOODSON HAMMOCK CIR Winter Garden, FL MLS# O6391458
  • Recently Listed with Virtual Tour
1 of 34
$3,500
4

Beds

2.0

Baths

2,487

Sq.Ft.

918 WOODSON HAMMOCK CIR

Winter Garden, FL

Courtesy of SUNDIAL REAL ESTATE LLC
View 13605 DANIELS LANDING CIRCLE Winter Garden, FL MLS# O6391024
  • Recently Listed with Virtual Tour
1 of 15
$2,300
3

Beds

2.1

Baths

1,347

Sq.Ft.

13605 DANIELS LANDING CIRCLE

Winter Garden, FL

Courtesy of THE LISTING REAL ESTATE MANAGEMENT
View 15372 GILLIGAN COURT Winter Garden, FL MLS# O6391140
  • Recently Listed with Virtual Tour
1 of 33
$6,000
4

Beds

3.1

Baths

2,781

Sq.Ft.

15372 GILLIGAN COURT

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 15501 HONEYBELL DRIVE Winter Garden, FL MLS# S5145302
  • Recently Listed with Virtual Tour
1 of 22
$2,900
3

Beds

2.1

Baths

1,611

Sq.Ft.

15501 HONEYBELL DRIVE

Winter Garden, FL

Courtesy of MBT REALTY LLC
View 9133 MELLOW CORAL STREET Winter Garden, FL MLS# O6390848
  • Recently Listed with Virtual Tour
1 of 23
$2,550
3

Beds

2.1

Baths

1,451

Sq.Ft.

9133 MELLOW CORAL STREET

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 17651 JAPONICA BLOOM DRIVE Winter Garden, FL MLS# O6390876
  • Recently Listed with Virtual Tour
1 of 23
$3,000
3

Beds

2.0

Baths

1,788

Sq.Ft.

17651 JAPONICA BLOOM DRIVE

Winter Garden, FL

Courtesy of ROMAN'S PRO REALTY LLC
View 15915 MARINA BAY DRIVE Winter Garden, FL MLS# O6390934
  • Recently Listed with Virtual Tour
1 of 33
$2,700
3

Beds

2.1

Baths

1,804

Sq.Ft.

15915 MARINA BAY DRIVE

Winter Garden, FL

Courtesy of JULIAN PROPERTIES, INC.

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

941

Estimated median home price

$588,900
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

Price Count
$0 - 100K 4
$100K - 200K 12
$200K - 300K 92
$300K - 400K 79
$400K - 500K 153
$500K - 600K 160
$600K - 700K 111
$700K - 800K 91
$800K - 900K 74
$900K - 1M 60
$1M - Max 105

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 644
Townhouse 135
Condo 126
Commercial 11
Rental 229
Lots and Land 23
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 1
Farms 0

(Data as of 3/18/2026)

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 3/20/2026.