View 15058 SAWGRASS BLUFF DRIVE Winter Garden, FL MLS# O6312300
$600,000
4

Beds

2.1

Baths

2,626

Sq.Ft.

15058 SAWGRASS BLUFF DRIVE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 312 N PARK AVENUE Winter Garden, FL MLS# O6337303
$600,000
3

Beds

2.0

Baths

1,701

Sq.Ft.

312 N PARK AVENUE

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 8104 ATLANTIC PUFFIN STREET Winter Garden, FL MLS# S5133502
$599,999
3

Beds

2.1

Baths

2,452

Sq.Ft.

8104 ATLANTIC PUFFIN STREET

Winter Garden, FL

Courtesy of MY REALTY GROUP, LLC.
The time to sell is now! THE TIME TO SELL IS NOW!
View 13212 SOCIAL LANE Winter Garden, FL MLS# O6346804
$599,999
4

Beds

2.1

Baths

2,526

Sq.Ft.

13212 SOCIAL LANE

Winter Garden, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 15042 NIGHT HERON DRIVE Winter Garden, FL MLS# O6354815
$599,999
6

Beds

3.0

Baths

2,626

Sq.Ft.

15042 NIGHT HERON DRIVE

Winter Garden, FL

Courtesy of ALIGN REAL ESTATE LLC
View 13356 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# G5105237
$599,990
4

Beds

2.1

Baths

2,235

Sq.Ft.

13356 PEACEFUL MELODY DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 13011 TRANQUIL WATER ALLEY Winter Garden, FL MLS# G5105040
$599,989
3

Beds

2.1

Baths

2,078

Sq.Ft.

13011 TRANQUIL WATER ALLEY

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 16467 OLIVE HILL DRIVE Winter Garden, FL MLS# O6240446
$599,900
3

Beds

2.1

Baths

2,355

Sq.Ft.

16467 OLIVE HILL DRIVE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 14894 OLD THICKET TRACE Winter Garden, FL MLS# G5099863
  • Adult Community with Virtual Tour
1 of 29
$599,900
4

Beds

3.1

Baths

2,842

Sq.Ft.

14894 OLD THICKET TRACE

Winter Garden, FL

Courtesy of K & J PROPERTY SERVICES, LLC
View 13732 FRESH IVY STREET Winter Garden, FL MLS# O6337004
  • Adult Community with Virtual Tour
1 of 40
$599,900
2

Beds

2.0

Baths

1,889

Sq.Ft.

13732 FRESH IVY STREET

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 3136 IRISH PEACH DRIVE Winter Garden, FL MLS# O6367113
  • Recently Listed with Virtual Tour
1 of 35
$599,900
3

Beds

2.0

Baths

2,136

Sq.Ft.

3136 IRISH PEACH DRIVE

Winter Garden, FL

Courtesy of CASTLE REALTY PROFESSIONAL GROUP LLC
View 16137 WIND VIEW LANE Winter Garden, FL MLS# O6335769
$599,000
4

Beds

3.1

Baths

2,477

Sq.Ft.

16137 WIND VIEW LANE

Winter Garden, FL

Courtesy of IRON VALLEY REAL ESTATE CENTRAL FLORIDA
View 5518 THOMAS SQUARE DRIVE Winter Garden, FL MLS# O6349565
$599,000
5

Beds

4.1

Baths

2,775

Sq.Ft.

5518 THOMAS SQUARE DRIVE

Winter Garden, FL

Courtesy of CENTURY 21 CARIOTI
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 15549 WATERLEIGH COVE DRIVE Winter Garden, FL MLS# O6366973
$599,000
4

Beds

3.1

Baths

2,696

Sq.Ft.

15549 WATERLEIGH COVE DRIVE

Winter Garden, FL

Courtesy of CENTURY 21 CARIOTI
View 815 BURLAND CIRCLE Winter Garden, FL MLS# O6368127
  • Recently Listed with Virtual Tour
1 of 38
$599,000
5

Beds

3.1

Baths

2,994

Sq.Ft.

815 BURLAND CIRCLE

Winter Garden, FL

Courtesy of DENIZ REALTY PARTNERS LLC
View 17335 BEACHGRASS ALLEY Winter Garden, FL MLS# O6335800
$596,990
3

Beds

2.1

Baths

2,341

Sq.Ft.

17335 BEACHGRASS ALLEY

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 14012 PEACH ORCHARD WAY Winter Garden, FL MLS# O6364564
$595,000
4

Beds

2.0

Baths

2,516

Sq.Ft.

14012 PEACH ORCHARD WAY

Winter Garden, FL

Courtesy of COMPASS FLORIDA LLC
View 17669 JAPONICA BLOOM DRIVE Winter Garden, FL MLS# TB8434464
  • New Construction with Virtual Tour
1 of 37
$594,990
3

Beds

2.0

Baths

1,791

Sq.Ft.

17669 JAPONICA BLOOM DRIVE

Winter Garden, FL

Courtesy of ASHTON WOODS FLORIDA REALTY LLC
View 15929 MOONLIGHT BAY STREET Winter Garden, FL MLS# S5137355
$593,000
4

Beds

3.1

Baths

2,290

Sq.Ft.

15929 MOONLIGHT BAY STREET

Winter Garden, FL

Courtesy of VALSTAR 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

794

Estimated median home price

$589,990
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 - 200K7
$200K - 300K66
$300K - 400K81
$400K - 500K138
$500K - 600K125
$600K - 700K90
$700K - 800K67
$800K - 900K67
$900K - 1M49
$1M - Max97

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family516
Townhouse123
Condo110
Commercial10
Rental232
Lots and Land31
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 12/28/2025)

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.

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

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 12/29/2025.

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 12/29/2025.