View 1432 BROKEN OAK DRIVE 31A Winter Garden, FL MLS# G5115164
$1,900
2

Beds

2.0

Baths

1,216

Sq.Ft.

1432 BROKEN OAK DRIVE 31A

Winter Garden, FL

View 15537 MANGO ISLE STREET Winter Garden, FL MLS# S5153831
$3,800
4

Beds

3.0

Baths

2,909

Sq.Ft.

15537 MANGO ISLE STREET

Winter Garden, FL

Courtesy of FLORIDA HOMES REALTY & MORTGAG
View 11193 HANLON TERRACE ALLEY Winter Garden, FL MLS# O6426402
  • Recently Listed with Virtual Tour
1 of 51
$2,700
3

Beds

2.1

Baths

1,868

Sq.Ft.

11193 HANLON TERRACE ALLEY

Winter Garden, FL

Courtesy of KELLER WILLIAMS LEGACY REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 234 SOUTHERN PECAN CIRCLE 202 Winter Garden, FL MLS# O6426635
  • Recently Listed with Virtual Tour
1 of 20
$1,600
1

Beds

1.0

Baths

738

Sq.Ft.

234 SOUTHERN PECAN CIRCLE 202

Winter Garden, FL

View 12438 CLEAR SAPPHIRE DRIVE Winter Garden, FL MLS# O6422720
  • New Construction with Virtual Tour
1 of 29
$3,800
4

Beds

3.0

Baths

2,500

Sq.Ft.

12438 CLEAR SAPPHIRE DRIVE

Winter Garden, FL

View 53 WINDTREE LANE 102 Winter Garden, FL MLS# O6425367
$1,795
2

Beds

2.0

Baths

918

Sq.Ft.

53 WINDTREE LANE 102

Winter Garden, FL

View 17820 SHARP PUMMELO ALLEY Winter Garden, FL MLS# O6422886
$3,400
4

Beds

3.0

Baths

2,048

Sq.Ft.

17820 SHARP PUMMELO ALLEY

Winter Garden, FL

View 17658 JAPONICA BLOOM DRIVE Winter Garden, FL MLS# O6424995
  • New Construction with Virtual Tour
1 of 40
$5,300
5

Beds

4.1

Baths

3,545

Sq.Ft.

17658 JAPONICA BLOOM DRIVE

Winter Garden, FL

View 7387 MEZZANO LANE DRIVE Winter Garden, FL MLS# O6424792
$2,750
3

Beds

2.1

Baths

1,843

Sq.Ft.

7387 MEZZANO LANE DRIVE

Winter Garden, FL

Courtesy of LA ROSA REALTY ORLANDO LLC
View 1317 FETTLER WAY Winter Garden, FL MLS# S5153684
$1,700
3

Beds

2.0

Baths

1,076

Sq.Ft.

1317 FETTLER WAY

Winter Garden, FL

View 13286 PONTOON RD Winter Garden, FL MLS# S5153099
$2,600
3

Beds

2.1

Baths

1,568

Sq.Ft.

13286 PONTOON RD

Winter Garden, FL

View 15613 ORANGE HARVEST LOOP Winter Garden, FL MLS# O6424836
$2,850
3

Beds

2.1

Baths

1,844

Sq.Ft.

15613 ORANGE HARVEST LOOP

Winter Garden, FL

Courtesy of WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC
View 13253 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# O6424985
  • New Construction with Virtual Tour
1 of 32
$2,750
3

Beds

2.1

Baths

1,644

Sq.Ft.

13253 PEACEFUL MELODY DRIVE

Winter Garden, FL

View 7260 DUXBURY LN Winter Garden, FL MLS# O6423962
$2,950
4

Beds

3.0

Baths

1,813

Sq.Ft.

7260 DUXBURY LN

Winter Garden, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 632 DHARMA CIRCLE Winter Garden, FL MLS# O6424332
$2,900
3

Beds

2.0

Baths

1,315

Sq.Ft.

632 DHARMA CIRCLE

Winter Garden, FL

View 7573 GREEN MOUNTAIN WAY Winter Garden, FL MLS# O6423959
$8,000
4

Beds

3.1

Baths

3,333

Sq.Ft.

7573 GREEN MOUNTAIN WAY

Winter Garden, FL

View 15811 TOLLINGTON ALLEY Winter Garden, FL MLS# O6422177
$2,625
3

Beds

2.1

Baths

1,688

Sq.Ft.

15811 TOLLINGTON ALLEY

Winter Garden, FL

View 11019 BOOKMARK LANE Winter Garden, FL MLS# O6424463
$2,500
3

Beds

2.1

Baths

1,518

Sq.Ft.

11019 BOOKMARK LANE

Winter Garden, FL

Courtesy of CENTURY 21 CARIOTI
View 1450 JUNIPER HAMMOCK STREET Winter Garden, FL MLS# O6423308
$3,990
6

Beds

4.0

Baths

4,194

Sq.Ft.

1450 JUNIPER HAMMOCK STREET

Winter Garden, FL

View 15239 LAKE LAMONIA ST Winter Garden, FL MLS# O6423540
$4,400
4

Beds

3.0

Baths

3,020

Sq.Ft.

15239 LAKE LAMONIA ST

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

1,029

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

PriceCount
$0 - 100K2
$100K - 200K20
$200K - 300K87
$300K - 400K68
$400K - 500K155
$500K - 600K173
$600K - 700K104
$700K - 800K129
$800K - 900K105
$900K - 1M63
$1M - Max123

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family722
Townhouse140
Condo131
Commercial9
Rental179
Lots and Land23
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 8/7/2026)

Information deemed reliable but not guaranteed.

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 8/8/2026.