View 13299 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# G5112134
  • New Construction with Virtual Tour
1 of 26
$449,990
3

Beds

2.1

Baths

1,729

Sq.Ft.

13299 PEACEFUL MELODY DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 13307 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# G5112135
  • New Construction with Virtual Tour
1 of 53
$437,990
3

Beds

2.1

Baths

1,644

Sq.Ft.

13307 PEACEFUL MELODY DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 13295 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# G5112136
  • New Construction with Virtual Tour
1 of 25
$439,990
3

Beds

2.1

Baths

1,715

Sq.Ft.

13295 PEACEFUL MELODY DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 9231 GRAND ISLAND WAY Winter Garden, FL MLS# O6405710
$495,000
4

Beds

2.1

Baths

2,060

Sq.Ft.

9231 GRAND ISLAND WAY

Winter Garden, FL

Courtesy of ELITE INTERNATIONAL REALTY INC
View 833 BENDING OAK TRAIL Winter Garden, FL MLS# O6403683
$399,000
3

Beds

2.1

Baths

1,789

Sq.Ft.

833 BENDING OAK TRAIL

Winter Garden, FL

Courtesy of GLOBAL FLORIDA REALTY
View 10294 MERRYMEETING BAY DRIVE Winter Garden, FL MLS# O6407798
  • Recently Listed with Virtual Tour
1 of 58
$468,900
3

Beds

2.0

Baths

1,689

Sq.Ft.

10294 MERRYMEETING BAY DRIVE

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 17025 HAGGERTY HOLLOW DRIVE Winter Garden, FL MLS# G5112007
$456,554
3

Beds

2.1

Baths

1,697

Sq.Ft.

17025 HAGGERTY HOLLOW DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 17736 PORTER ROAD Winter Garden, FL MLS# G5112009
  • New Construction with Virtual Tour
1 of 25
$451,542
3

Beds

3.0

Baths

1,715

Sq.Ft.

17736 PORTER ROAD

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 15038 WINDFLOWER ALLEY Winter Garden, FL MLS# O6405201
$441,000
3

Beds

2.1

Baths

1,536

Sq.Ft.

15038 WINDFLOWER ALLEY

Winter Garden, FL

Courtesy of DTB FLORIDA REALTY, INC.
View 1253 BRANDY LAKE VIEW CIRCLE Winter Garden, FL MLS# O6404570
$474,900
3

Beds

2.0

Baths

1,702

Sq.Ft.

1253 BRANDY LAKE VIEW CIRCLE

Winter Garden, FL

Courtesy of DENIZ REALTY PARTNERS LLC
View 15140 WINDFLOWER ALLEY Winter Garden, FL MLS# S5149180
$410,000
3

Beds

2.1

Baths

1,536

Sq.Ft.

15140 WINDFLOWER ALLEY

Winter Garden, FL

Courtesy of LIFESTYLE INTERNATIONAL REALTY
View 15157 AQUA SOL LANE Winter Garden, FL MLS# S5149095
  • Adult Community with Virtual Tour
1 of 40
OPEN HOUSE: Sunday 6/7 2:00 PM - 5:00 PM
$455,900
2

Beds

2.0

Baths

1,574

Sq.Ft.

15157 AQUA SOL LANE

Winter Garden, FL

Courtesy of RE/MAX SELECT GROUP
View 5755 CYPRESS HILL ROAD Winter Garden, FL MLS# O6404161
$455,000
3

Beds

2.1

Baths

1,797

Sq.Ft.

5755 CYPRESS HILL ROAD

Winter Garden, FL

Courtesy of CT HOMES REALTY CORPORATION
View 2154 OAKINGTON STREET Winter Garden, FL MLS# O6402495
$469,900
3

Beds

2.0

Baths

1,585

Sq.Ft.

2154 OAKINGTON STREET

Winter Garden, FL

Courtesy of REAL LIVING R E SOLUTIONS
View 14099 LOCHEND WAY Winter Garden, FL MLS# O6404015
$479,900
3

Beds

2.1

Baths

1,720

Sq.Ft.

14099 LOCHEND WAY

Winter Garden, FL

Courtesy of INTERNATIONAL REAL ESTATE LLC
View 12003 HOLYSTONE STREET Winter Garden, FL MLS# L4961121
$445,000
3

Beds

2.1

Baths

1,814

Sq.Ft.

12003 HOLYSTONE STREET

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY SMART
View 16570 BARBOURS CREEK WAY Winter Garden, FL MLS# O6403257
  • New Construction with Virtual Tour
1 of 15
$439,990
3

Beds

2.1

Baths

1,567

Sq.Ft.

16570 BARBOURS CREEK WAY

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 1670 E SPRING RIDGE CIRCLE Winter Garden, FL MLS# O6403033
$410,000
3

Beds

2.0

Baths

1,699

Sq.Ft.

1670 E SPRING RIDGE CIRCLE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 15684 ORANGE HARVEST LOOP Winter Garden, FL MLS# W7885221
$459,900
3

Beds

2.1

Baths

2,012

Sq.Ft.

15684 ORANGE HARVEST LOOP

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 837 GRANDE REGAL POINT Winter Garden, FL MLS# O6400571
$450,000
3

Beds

2.0

Baths

1,874

Sq.Ft.

837 GRANDE REGAL POINT

Winter Garden, FL

Courtesy of EXP 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

1,037

Estimated median home price

$609,850
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 - 200K26
$200K - 300K92
$300K - 400K78
$400K - 500K145
$500K - 600K170
$600K - 700K128
$700K - 800K113
$800K - 900K85
$900K - 1M70
$1M - Max129

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family718
Townhouse135
Condo143
Commercial10
Rental210
Lots and Land27
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home2
Farms0

(Data as of 6/2/2026)

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 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.

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 6/3/2026.

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 6/3/2026.