View 14784 FIELD DAISY DRIVE Winter Garden, FL MLS# O6408277
  • Recently Listed with Virtual Tour
1 of 48
$690,000
4

Beds

4.1

Baths

2,841

Sq.Ft.

14784 FIELD DAISY DRIVE

Winter Garden, FL

Courtesy of TAYLOR MORRISON REALTY OF FLORIDA INC
View 13958 MAGNOLIA RIDGE LOOP Winter Garden, FL MLS# O6406860
$600,000
3

Beds

2.0

Baths

2,075

Sq.Ft.

13958 MAGNOLIA RIDGE LOOP

Winter Garden, FL

Courtesy of LAKESIDE REALTY WINDERMERE INC
View 16185 TALIESIN STREET Winter Garden, FL MLS# O6407177
$660,000
4

Beds

3.0

Baths

2,372

Sq.Ft.

16185 TALIESIN STREET

Winter Garden, FL

Courtesy of HOMEVEST REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 14755 MASTHEAD LANDING CIRCLE Winter Garden, FL MLS# O6408082
  • Recently Listed with Virtual Tour
1 of 12
$580,000
4

Beds

2.0

Baths

2,258

Sq.Ft.

14755 MASTHEAD LANDING CIRCLE

Winter Garden, FL

Courtesy of SUSANA JORDAN STUTSMAN
View 15518 FOUNTAIN COVE COURT Winter Garden, FL MLS# O6407942
  • Recently Listed with Virtual Tour
1 of 74
$574,990
3

Beds

3.0

Baths

2,040

Sq.Ft.

15518 FOUNTAIN COVE COURT

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 6044 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5112346
$579,820
4

Beds

3.0

Baths

2,102

Sq.Ft.

6044 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 6102 WHISPERING GLEN Winter Garden, FL MLS# O6407803
  • New Construction with Virtual Tour
1 of 28
$576,890
4

Beds

2.1

Baths

1,913

Sq.Ft.

6102 WHISPERING GLEN

Winter Garden, FL

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC
View 6174 WHISPERING GLEN Winter Garden, FL MLS# O6407807
  • Recently Listed with Virtual Tour
1 of 20
$546,290
3

Beds

2.1

Baths

1,628

Sq.Ft.

6174 WHISPERING GLEN

Winter Garden, FL

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC
View 15025 PIGEON PLUM LANE Winter Garden, FL MLS# O6404948
$599,990
4

Beds

2.1

Baths

2,605

Sq.Ft.

15025 PIGEON PLUM LANE

Winter Garden, FL

Courtesy of BLOOM HOME GROUP REALTY LLC
View 7667 SILVER MEADOW STREET Winter Garden, FL MLS# G5112278
$551,130
4

Beds

3.0

Baths

2,102

Sq.Ft.

7667 SILVER MEADOW STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 17422 SUNSET PRAIRIE DRIVE Winter Garden, FL MLS# G5112284
$671,415
4

Beds

2.1

Baths

2,235

Sq.Ft.

17422 SUNSET PRAIRIE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 5960 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5112227
  • Recently Listed with Virtual Tour
1 of 5
$557,123
3

Beds

2.0

Baths

1,772

Sq.Ft.

5960 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 5978 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5112233
  • Recently Listed with Virtual Tour
1 of 5
$681,240
4

Beds

2.1

Baths

2,802

Sq.Ft.

5978 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 6153 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5112171
$680,030
4

Beds

2.1

Baths

2,235

Sq.Ft.

6153 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 921 BENDING OAK TRAIL Winter Garden, FL MLS# O6405328
  • Recently Listed with Virtual Tour
1 of 79
$575,000
4

Beds

2.1

Baths

2,481

Sq.Ft.

921 BENDING OAK TRAIL

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 7190 ENCHANTED LAKE DRIVE Winter Garden, FL MLS# O6402423
  • Recently Listed with Virtual Tour
1 of 24
$545,000
4

Beds

3.0

Baths

2,113

Sq.Ft.

7190 ENCHANTED LAKE DRIVE

Winter Garden, FL

Courtesy of STOCKWORTH REALTY GROUP
View 7538 SPRING VALLEY STREET Winter Garden, FL MLS# G5111993
$554,415
4

Beds

3.0

Baths

2,102

Sq.Ft.

7538 SPRING VALLEY STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 7519 SPRING VALLEY STREET Winter Garden, FL MLS# G5111997
$640,050
4

Beds

3.1

Baths

2,515

Sq.Ft.

7519 SPRING VALLEY STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 7649 SILVER MEADOW STREET Winter Garden, FL MLS# G5112006
$642,745
5

Beds

4.0

Baths

2,705

Sq.Ft.

7649 SILVER MEADOW STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 12026 SHINE VIEW LANE Winter Garden, FL MLS# O6405058
  • New Construction with Virtual Tour
1 of 7
$596,190
3

Beds

2.1

Baths

2,216

Sq.Ft.

12026 SHINE VIEW LANE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA 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

1,041

Estimated median home price

$609,900
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

PriceCount
$0 - 100K2
$100K - 200K22
$200K - 300K96
$300K - 400K83
$400K - 500K142
$500K - 600K168
$600K - 700K124
$700K - 800K119
$800K - 900K87
$900K - 1M73
$1M - Max125

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family715
Townhouse141
Condo143
Commercial10
Rental214
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home2
Farms0

(Data as of 5/26/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

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 5/27/2026.

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 5/27/2026.