View 1035 CHASE DRIVE Winter Garden, FL MLS# O6396474
$465,000
3

Beds

2.0

Baths

1,793

Sq.Ft.

1035 CHASE DRIVE

Winter Garden, FL

Courtesy of UPWELL REALTY LLC
View 13343 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# G5110870
  • New Construction with Virtual Tour
1 of 53
$431,990
3

Beds

2.1

Baths

1,644

Sq.Ft.

13343 PEACEFUL MELODY DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 604 FOSTER AVENUE Winter Garden, FL MLS# O6389095
$400,000
3

Beds

2.0

Baths

1,275

Sq.Ft.

604 FOSTER AVENUE

Winter Garden, FL

Courtesy of KELLER WILLIAMS CLASSIC
The time to sell is now! THE TIME TO SELL IS NOW!
View 483 PENNSYLVANIA AVENUE Winter Garden, FL MLS# O6398208
$339,900
2

Beds

2.0

Baths

1,008

Sq.Ft.

483 PENNSYLVANIA AVENUE

Winter Garden, FL

Courtesy of STIRLING INTERNATIONAL REAL ES
View 15006 PIGEON PLUM LANE Winter Garden, FL MLS# S5147405
$499,900
3

Beds

2.0

Baths

2,046

Sq.Ft.

15006 PIGEON PLUM LANE

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
View 15316 OAK APPLE COURT B Winter Garden, FL MLS# O6397688
  • Recently Listed with Virtual Tour
1 of 28
$349,999
3

Beds

2.1

Baths

1,544

Sq.Ft.

15316 OAK APPLE COURT B

Winter Garden, FL

Courtesy of DENIZ REALTY PARTNERS LLC
View 1325 FETTLER WAY Winter Garden, FL MLS# O6393936
  • Recently Listed with Virtual Tour
1 of 38
$289,900
3

Beds

2.0

Baths

1,440

Sq.Ft.

1325 FETTLER WAY

Winter Garden, FL

Courtesy of LOTUS DOOR REALTY
View 227 W CYPRESS STREET Winter Garden, FL MLS# O6397063
$165,000
Studio

Beds

0.0

Baths

227 W CYPRESS STREET

Winter Garden, FL

Courtesy of HOGAN REALTY GROUP INC
View 15350 OAK APPLE COURT 17B Winter Garden, FL MLS# O6396724
$329,900
3

Beds

2.1

Baths

1,544

Sq.Ft.

15350 OAK APPLE COURT 17B

Winter Garden, FL

Courtesy of PREFERRED REAL ESTATE BROKERS
View 15285 HAMLIN PARK DRIVE Winter Garden, FL MLS# TB8494889
  • New Construction with Virtual Tour
1 of 36
$489,990
3

Beds

3.1

Baths

2,072

Sq.Ft.

15285 HAMLIN PARK DRIVE

Winter Garden, FL

Courtesy of ASHTON WOODS FLORIDA REALTY LLC
View 14501 GROVE RESORT AVENUE 1310 Winter Garden, FL MLS# O6397317
  • Recently Listed with Virtual Tour
1 of 50
$230,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 1310

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 16396 PRAIRIE SCHOOL DRIVE Winter Garden, FL MLS# O6396532
  • Recently Listed with Virtual Tour
1 of 35
$484,990
3

Beds

2.1

Baths

2,070

Sq.Ft.

16396 PRAIRIE SCHOOL DRIVE

Winter Garden, FL

Courtesy of DENIZ REALTY PARTNERS LLC
View 16413 PRAIRIE SCHOOL DRIVE Winter Garden, FL MLS# O6397513
  • Recently Listed with Virtual Tour
1 of 36
$479,900
3

Beds

2.1

Baths

1,626

Sq.Ft.

16413 PRAIRIE SCHOOL DRIVE

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 14501 GROVE RESORT AVENUE 1721 Winter Garden, FL MLS# O6397131
  • Recently Listed with Virtual Tour
1 of 50
$249,500
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 1721

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 14501 GROVE RESORT AVENUE 1703 Winter Garden, FL MLS# O6394100
  • Recently Listed with Virtual Tour
1 of 22
$299,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 1703

Winter Garden, FL

Courtesy of REALTY ONE GROUP INSPIRATION
View 14718 MICAH STREET Winter Garden, FL MLS# O6396793
$165,000
Studio

Beds

0.0

Baths

14718 MICAH STREET

Winter Garden, FL

Courtesy of WEBB FLORIDA REALTY LLC
View 0 9TH STREET Winter Garden, FL MLS# O6398357
  • Recently Listed with Virtual Tour
1 of 5
$299,000
Studio

Beds

0.0

Baths

0 9TH STREET

Winter Garden, FL

Courtesy of ENGEL & VOELKERS LAKELAND
View 632 DHARMA CIRCLE Winter Garden, FL MLS# O6396151
  • Recently Listed with Virtual Tour
1 of 24
$380,000
3

Beds

2.0

Baths

1,315

Sq.Ft.

632 DHARMA CIRCLE

Winter Garden, FL

Courtesy of LA ROSA RTY WINTER GARDEN LLC
View 16716 WINGSPREAD LOOP Winter Garden, FL MLS# O6397108
  • Recently Listed with Virtual Tour
1 of 56
$495,000
3

Beds

2.0

Baths

1,676

Sq.Ft.

16716 WINGSPREAD LOOP

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 431 SOUTHERN PECAN CIRCLE 201 Winter Garden, FL MLS# O6397663
  • Recently Listed with Virtual Tour
1 of 46
$319,900
3

Beds

2.0

Baths

1,499

Sq.Ft.

431 SOUTHERN PECAN CIRCLE 201

Winter Garden, FL

Courtesy of REAL BROKER, 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

986

Estimated median home price

$599,945
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 - 100K1
$100K - 200K18
$200K - 300K97
$300K - 400K80
$400K - 500K145
$500K - 600K158
$600K - 700K123
$700K - 800K105
$800K - 900K86
$900K - 1M66
$1M - Max107

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family680
Townhouse136
Condo132
Commercial12
Rental217
Lots and Land24
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 4/23/2026)

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 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 2026 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 4/23/2026.

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 4/23/2026.