View 7725 PURPLE FINCH STREET Winter Garden, FL MLS# O6410286
$530,000
3

Beds

2.1

Baths

2,195

Sq.Ft.

7725 PURPLE FINCH STREET

Winter Garden, FL

View 12537 GRAPE CHARDONNAY ALLEY Winter Garden, FL MLS# O6411681
$629,990
3

Beds

3.0

Baths

2,200

Sq.Ft.

12537 GRAPE CHARDONNAY ALLEY

Winter Garden, FL

View 7542 SUMMERLAKE GROVES STREET Winter Garden, FL MLS# O6411397
$610,000
5

Beds

3.0

Baths

2,638

Sq.Ft.

7542 SUMMERLAKE GROVES STREET

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 16277 HONEY HARVEST STREET Winter Garden, FL MLS# O6411737
$668,000
4

Beds

4.1

Baths

2,930

Sq.Ft.

16277 HONEY HARVEST STREET

Winter Garden, FL

View 12475 CLEAR SAPPHIRE DRIVE Winter Garden, FL MLS# O6411217
$644,990
4

Beds

3.0

Baths

2,500

Sq.Ft.

12475 CLEAR SAPPHIRE DRIVE

Winter Garden, FL

View 12451 CLEAR SAPPHIRE DRIVE Winter Garden, FL MLS# O6411261
$589,990
4

Beds

3.0

Baths

2,500

Sq.Ft.

12451 CLEAR SAPPHIRE DRIVE

Winter Garden, FL

View 1028 SPRING LANDING DRIVE Winter Garden, FL MLS# O6410232
$539,999
4

Beds

2.1

Baths

2,275

Sq.Ft.

1028 SPRING LANDING DRIVE

Winter Garden, FL

View 14731 FIELD DAISY DRIVE Winter Garden, FL MLS# O6410869
  • New Construction with Virtual Tour
1 of 29
$620,000
4

Beds

4.1

Baths

2,800

Sq.Ft.

14731 FIELD DAISY DRIVE

Winter Garden, FL

View 914 TROWMAN ALLEY Winter Garden, FL MLS# O6410871
  • Virtual Tour
1 of 37
OPEN HOUSE: Saturday 8/1 1:00 PM - 3:00 PM
$625,000
3

Beds

2.1

Baths

1,642

Sq.Ft.

914 TROWMAN ALLEY

Winter Garden, FL

View 17569 SEIDNER ROAD Winter Garden, FL MLS# G5112869
$599,999
3

Beds

2.1

Baths

1,408

Sq.Ft.

17569 SEIDNER ROAD

Winter Garden, FL

View 14542 BLACK CHERRY TRAIL Winter Garden, FL MLS# O6410574
$575,000
4

Beds

2.1

Baths

2,234

Sq.Ft.

14542 BLACK CHERRY TRAIL

Winter Garden, FL

View 1158 ORANGE SEASON LANE Winter Garden, FL MLS# O6402123
$525,000
3

Beds

2.1

Baths

2,444

Sq.Ft.

1158 ORANGE SEASON LANE

Winter Garden, FL

View 1005 CHASE DRIVE Winter Garden, FL MLS# O6411451
$599,999
4

Beds

2.1

Baths

2,319

Sq.Ft.

1005 CHASE DRIVE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 16130 WIND VIEW LANE Winter Garden, FL MLS# O6412051
  • Recently Listed with Virtual Tour
1 of 65
$550,000
4

Beds

3.0

Baths

2,031

Sq.Ft.

16130 WIND VIEW LANE

Winter Garden, FL

View 8016 SWEET ORANGE AVENUE Winter Garden, FL MLS# TB8511160
$537,900
4

Beds

2.1

Baths

2,084

Sq.Ft.

8016 SWEET ORANGE AVENUE

Winter Garden, FL

View 3421 REX DRIVE Winter Garden, FL MLS# O6410341
  • Virtual Tour
1 of 28
$695,000
Studio

Beds

0.0

Baths

3421 REX DRIVE

Winter Garden, FL

View 11036 ROBERT FROST DRIVE Winter Garden, FL MLS# O6410350
$634,990
4

Beds

3.0

Baths

2,136

Sq.Ft.

11036 ROBERT FROST DRIVE

Winter Garden, FL

View 33 TIMBERCREEK PINES CIRCLE Winter Garden, FL MLS# O6408941
  • Virtual Tour
1 of 29
OPEN HOUSE: Saturday 8/1 10:00 AM - 1:00 PM
$525,000
3

Beds

2.0

Baths

1,600

Sq.Ft.

33 TIMBERCREEK PINES CIRCLE

Winter Garden, FL

View 16186 HONEY HARVEST STREET Winter Garden, FL MLS# O6411495
$610,000
4

Beds

3.1

Baths

2,445

Sq.Ft.

16186 HONEY HARVEST STREET

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 5040 BREEZY ACRES STREET Winter Garden, FL MLS# O6409467
$670,000
4

Beds

3.1

Baths

2,724

Sq.Ft.

5040 BREEZY ACRES STREET

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

1,050

Estimated median home price

$615,033
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 - 200K24
$200K - 300K88
$300K - 400K68
$400K - 500K155
$500K - 600K179
$600K - 700K112
$700K - 800K127
$800K - 900K102
$900K - 1M63
$1M - Max130

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family742
Townhouse138
Condo135
Commercial9
Rental219
Lots and Land22
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 7/31/2026)

Information deemed reliable but not guaranteed.

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

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.

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 8/1/2026.