View 12325 & 12303 STAGG ROAD Winter Garden, FL MLS# O6358096
$400,000
Studio

Beds

0.0

Baths

12325 & 12303 STAGG ROAD

Winter Garden, FL

Courtesy of CENTURY 21 CARIOTI
View 17098 WATER SPRING BOULEVARD Winter Garden, FL MLS# O6357599
$590,000
4

Beds

3.1

Baths

2,484

Sq.Ft.

17098 WATER SPRING BOULEVARD

Winter Garden, FL

Courtesy of ORLANDO BROTHERS REAL ESTATE LLC
View 14501 GROVE RESORT 2335 Winter Garden, FL MLS# O6358008
$299,000
2

Beds

2.0

Baths

1,468

Sq.Ft.

14501 GROVE RESORT 2335

Winter Garden, FL

Courtesy of PFS REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 12004 HOLYSTONE STREET Winter Garden, FL MLS# O6357943
$450,000
3

Beds

2.1

Baths

1,814

Sq.Ft.

12004 HOLYSTONE STREET

Winter Garden, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 14037 EYLEWOOD DRIVE Winter Garden, FL MLS# O6357464
$575,000
4

Beds

2.0

Baths

2,295

Sq.Ft.

14037 EYLEWOOD DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 5765 CITRUS PARK DRIVE Winter Garden, FL MLS# O6357824
  • New Construction with Virtual Tour
1 of 8
$461,940
3

Beds

2.1

Baths

1,881

Sq.Ft.

5765 CITRUS PARK DRIVE

Winter Garden, FL

Courtesy of DRB GROUP REALTY, LLC
View 5771 CITRUS PARK DRIVE Winter Garden, FL MLS# O6357854
  • New Construction with Virtual Tour
1 of 8
$459,690
3

Beds

2.1

Baths

1,846

Sq.Ft.

5771 CITRUS PARK DRIVE

Winter Garden, FL

Courtesy of DRB GROUP REALTY, LLC
View 7036 TWILIGHT BAY DRIVE Winter Garden, FL MLS# S5137842
  • New Construction with Virtual Tour
1 of 29
$524,900
4

Beds

3.1

Baths

1,914

Sq.Ft.

7036 TWILIGHT BAY DRIVE

Winter Garden, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 14501 GROVE RESORT AVENUE 1603 Winter Garden, FL MLS# O6357304
$350,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 1603

Winter Garden, FL

Courtesy of SUNSHINE REALTY & PROP. MGNT
View 7196 ENCHANTED LAKE DRIVE Winter Garden, FL MLS# S5137720
$500,000
3

Beds

2.1

Baths

1,986

Sq.Ft.

7196 ENCHANTED LAKE DRIVE

Winter Garden, FL

Courtesy of FLORIDA LEGACY REALTY LLC
View 14007 EYLEWOOD DRIVE Winter Garden, FL MLS# O6355933
$520,000
4

Beds

3.0

Baths

3,337

Sq.Ft.

14007 EYLEWOOD DRIVE

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 1534 E SPRING RIDGE CIRCLE Winter Garden, FL MLS# O6355516
$569,000
3

Beds

2.0

Baths

1,688

Sq.Ft.

1534 E SPRING RIDGE CIRCLE

Winter Garden, FL

Courtesy of LAKESIDE REALTY WINDERMERE INC
View 16250 FIREDRAGON DRIVE Winter Garden, FL MLS# G5103798
$496,500
3

Beds

2.1

Baths

2,128

Sq.Ft.

16250 FIREDRAGON DRIVE

Winter Garden, FL

Courtesy of WHEATLEY REALTY GROUP
View 15066 BOOK CLUB ROAD Winter Garden, FL MLS# S5137854
$429,990
3

Beds

2.1

Baths

1,717

Sq.Ft.

15066 BOOK CLUB ROAD

Winter Garden, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 13879 GOLDEN RUSSET DRIVE Winter Garden, FL MLS# O6355893
$319,900
2

Beds

2.1

Baths

1,594

Sq.Ft.

13879 GOLDEN RUSSET DRIVE

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 9728 NANCY DREW ALLEY Winter Garden, FL MLS# O6355911
$565,000
4

Beds

3.1

Baths

2,475

Sq.Ft.

9728 NANCY DREW ALLEY

Winter Garden, FL

Courtesy of U S GLORY REALTY
View 5007 PALMETTO PARK DRIVE Winter Garden, FL MLS# S5137362
$599,000
4

Beds

2.0

Baths

2,019

Sq.Ft.

5007 PALMETTO PARK DRIVE

Winter Garden, FL

Courtesy of ALTIS REALTY
View 117 WINDTREE LANE 102 Winter Garden, FL MLS# O6355568
$175,000
2

Beds

2.0

Baths

918

Sq.Ft.

117 WINDTREE LANE 102

Winter Garden, FL

Courtesy of VICARI REALTY CORP
View 647 E PLANT STREET Winter Garden, FL MLS# O6344194
$515,000
3

Beds

2.1

Baths

1,688

Sq.Ft.

647 E PLANT STREET

Winter Garden, FL

Courtesy of MBA REALTY GROUP, INC
View Address not provided Winter Garden, FL MLS# O6356664
$525,000
3

Beds

2.0

Baths

1,685

Sq.Ft.

Address not provided

Winter Garden, FL

Courtesy of PFS REALTY LLC

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

786

Estimated median home price

$585,000
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 - 100K7
$100K - 200K8
$200K - 300K65
$300K - 400K82
$400K - 500K139
$500K - 600K123
$600K - 700K88
$700K - 800K68
$800K - 900K64
$900K - 1M49
$1M - Max93

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family507
Townhouse122
Condo111
Commercial10
Rental230
Lots and Land32
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 12/31/2025)

Information deemed reliable but not guaranteed.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Copyright 2025 BeachesMLS, Inc. All rights reserved.

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data is updated as of 12/31/2025.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

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 12/31/2025.