View 921 BENDING OAK TRAIL Winter Garden, FL MLS# O6405328
$529,900
4

Beds

2.1

Baths

2,517

Sq.Ft.

921 BENDING OAK TRAIL

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 7190 ENCHANTED LAKE DRIVE Winter Garden, FL MLS# O6402423
$535,000
4

Beds

3.0

Baths

2,113

Sq.Ft.

7190 ENCHANTED LAKE DRIVE

Winter Garden, FL

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

The time to sell is now! THE TIME TO SELL IS NOW!
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

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

View 17167 WRITING ALLEY Winter Garden, FL MLS# O6406920
$535,000
4

Beds

3.1

Baths

2,486

Sq.Ft.

17167 WRITING ALLEY

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 12026 SHINE VIEW LANE Winter Garden, FL MLS# O6405058
  • New Construction with Virtual Tour
1 of 7
$569,990
3

Beds

2.1

Baths

2,216

Sq.Ft.

12026 SHINE VIEW LANE

Winter Garden, FL

View 16754 OAKBORO STREET Winter Garden, FL MLS# O6404652
$520,000
4

Beds

3.1

Baths

2,477

Sq.Ft.

16754 OAKBORO STREET

Winter Garden, FL

View 8721 BAYVIEW CROSSING DRIVE Winter Garden, FL MLS# G5111855
$679,000
4

Beds

3.1

Baths

2,842

Sq.Ft.

8721 BAYVIEW CROSSING DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
View 16031 PEBBLE BLUFF LOOP Winter Garden, FL MLS# O6404448
$560,000
4

Beds

3.1

Baths

2,487

Sq.Ft.

16031 PEBBLE BLUFF LOOP

Winter Garden, FL

View 12790 BRODLOVE LANE Winter Garden, FL MLS# O6403539
$574,900
3

Beds

2.1

Baths

2,322

Sq.Ft.

12790 BRODLOVE LANE

Winter Garden, FL

View 15419 UGLIS ALLEY Winter Garden, FL MLS# O6403047
$539,900
3

Beds

2.1

Baths

2,270

Sq.Ft.

15419 UGLIS ALLEY

Winter Garden, FL

View 15665 CITRUS HARVEST ROAD Winter Garden, FL MLS# O6400896
$699,900
4

Beds

2.1

Baths

2,931

Sq.Ft.

15665 CITRUS HARVEST ROAD

Winter Garden, FL

View 9354 MEADOW HUNT WAY Winter Garden, FL MLS# O6400695
$525,000
3

Beds

2.1

Baths

2,079

Sq.Ft.

9354 MEADOW HUNT WAY

Winter Garden, FL

View 7580 SPRING VALLEY STREET Winter Garden, FL MLS# G5111519
$693,230
4

Beds

3.1

Baths

2,515

Sq.Ft.

7580 SPRING VALLEY STREET

Winter Garden, FL

View 7526 SPRING VALLEY STREET Winter Garden, FL MLS# G5111448
$676,245
5

Beds

4.0

Baths

2,680

Sq.Ft.

7526 SPRING VALLEY STREET

Winter Garden, FL

View 8114 SAYINGS DRIVE Winter Garden, FL MLS# O6401941
  • Virtual Tour
1 of 56
$699,990
5

Beds

3.0

Baths

3,284

Sq.Ft.

8114 SAYINGS DRIVE

Winter Garden, FL

View 16834 HOBE SOUND COURT Winter Garden, FL MLS# O6401373
  • New Construction with Virtual Tour
1 of 18
$599,990
4

Beds

3.1

Baths

2,494

Sq.Ft.

16834 HOBE SOUND COURT

Winter Garden, FL

View 13332 SUBURBAN TERRACE Winter Garden, FL MLS# O6402778
$699,500
4

Beds

3.0

Baths

2,706

Sq.Ft.

13332 SUBURBAN TERRACE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 8807 FOUNTAIN PALM ALY Winter Garden, FL MLS# O6400597
$589,999
4

Beds

3.1

Baths

2,581

Sq.Ft.

8807 FOUNTAIN PALM ALY

Winter Garden, FL

Courtesy of CHERRY'S FOCUSED IN 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

1,057

Estimated median home price

$615,000
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

Price Count
$0 - 100K 2
$100K - 200K 23
$200K - 300K 92
$300K - 400K 66
$400K - 500K 157
$500K - 600K 177
$600K - 700K 113
$700K - 800K 128
$800K - 900K 104
$900K - 1M 61
$1M - Max 134

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 742
Townhouse 142
Condo 138
Commercial 9
Rental 195
Lots and Land 22
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 1
Farms 0

(Data as of 8/4/2026)

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 8/4/2026.