View 9930 SUNNY MEWS ALLEY Winter Garden, FL MLS# O6358089
$2,600
3

Beds

2.1

Baths

1,814

Sq.Ft.

9930 SUNNY MEWS ALLEY

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 2118 OAKINGTON STREET Winter Garden, FL MLS# O6358744
$2,600
3

Beds

2.1

Baths

1,817

Sq.Ft.

2118 OAKINGTON STREET

Winter Garden, FL

Courtesy of MAGNA PROPERTY GROUP, LLC
View 13249 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# O6359184
  • New Construction with Virtual Tour
1 of 33
$2,600
3

Beds

2.1

Baths

1,644

Sq.Ft.

13249 PEACEFUL MELODY DRIVE

Winter Garden, FL

Courtesy of REMAX SUNSTATE REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 13201 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# O6363080
$2,600
3

Beds

2.1

Baths

1,654

Sq.Ft.

13201 PEACEFUL MELODY DRIVE

Winter Garden, FL

Courtesy of DREAM FINDERS REALTY GROUP CORP
View 6314 HAMLIN RESERVE BOULEVARD Winter Garden, FL MLS# S5139917
$2,600
3

Beds

2.1

Baths

1,568

Sq.Ft.

6314 HAMLIN RESERVE BOULEVARD

Winter Garden, FL

Courtesy of ALTIS REALTY
View 15056 WINDFLOWER ALLEY Winter Garden, FL MLS# O6368600
$2,600
3

Beds

2.1

Baths

1,536

Sq.Ft.

15056 WINDFLOWER ALLEY

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 16268 BRIGHT LEAF ROAD Winter Garden, FL MLS# TB8458908
  • Recently Listed with Virtual Tour
1 of 33
$2,600
3

Beds

2.1

Baths

1,683

Sq.Ft.

16268 BRIGHT LEAF ROAD

Winter Garden, FL

Courtesy of CANVAS REAL ESTATE
View 2017 PORTCASTLE CIRCLE Winter Garden, FL MLS# O6370153
$2,600
3

Beds

2.1

Baths

1,857

Sq.Ft.

2017 PORTCASTLE CIRCLE

Winter Garden, FL

Courtesy of LA ROSA REALTY KISSIMMEE
View 12664 CHARMED DRIVE Winter Garden, FL MLS# O6358668
  • New Construction
1 of 22
$2,650
3

Beds

2.1

Baths

1,568

Sq.Ft.

12664 CHARMED DRIVE

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 17332 SWEET MORO DRIVE Winter Garden, FL MLS# S5139563
  • New Construction with Virtual Tour
1 of 45
$2,650
3

Beds

2.1

Baths

1,624

Sq.Ft.

17332 SWEET MORO DRIVE

Winter Garden, FL

Courtesy of ALTIS REALTY
View 15657 WATER SPRING BOULEVARD Winter Garden, FL MLS# O6363730
$2,650
3

Beds

2.1

Baths

1,636

Sq.Ft.

15657 WATER SPRING BOULEVARD

Winter Garden, FL

Courtesy of DREAM FINDERS REALTY GROUP CORP
View 12615 CLEAR SAPPHIRE DRIVE Winter Garden, FL MLS# O6348427
  • New Construction with Virtual Tour
1 of 21
$2,675
3

Beds

2.0

Baths

1,533

Sq.Ft.

12615 CLEAR SAPPHIRE DRIVE

Winter Garden, FL

Courtesy of JC FLORIDA REALTY LLC
View 12049 BRACCO STREET Winter Garden, FL MLS# O6357696
$2,690
4

Beds

2.1

Baths

2,086

Sq.Ft.

12049 BRACCO STREET

Winter Garden, FL

Courtesy of PRISTINE INTERNATIONAL REALTY LLC
View 17061 WATER SPRING BOULEVARD Winter Garden, FL MLS# O6304776
$2,700
3

Beds

2.1

Baths

1,568

Sq.Ft.

17061 WATER SPRING BOULEVARD

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 1524 WINDERMERE ROAD A Winter Garden, FL MLS# S5135430
$2,700
1

Beds

1.0

Baths

575

Sq.Ft.

1524 WINDERMERE ROAD A

Winter Garden, FL

Courtesy of TRANSCEND REALTY
View 1524 WINDERMERE ROAD B Winter Garden, FL MLS# S5135433
$2,700
1

Beds

1.0

Baths

575

Sq.Ft.

1524 WINDERMERE ROAD B

Winter Garden, FL

Courtesy of TRANSCEND REALTY
View 16329 LAKELET ALLEY Winter Garden, FL MLS# O6351813
  • New Construction with Virtual Tour
1 of 26
$2,700
3

Beds

2.1

Baths

1,817

Sq.Ft.

16329 LAKELET ALLEY

Winter Garden, FL

Courtesy of TALENT REALTY SOLUTIONS
View 15166 BLUE PEACOCK LANE Winter Garden, FL MLS# S5137030
$2,700
3

Beds

2.1

Baths

1,886

Sq.Ft.

15166 BLUE PEACOCK LANE

Winter Garden, FL

Courtesy of PROVIDENCE REALTY AND PROPERTY MANAGEMENT LLC
View 15597 WATER SPRING BLVD Winter Garden, FL MLS# O6357359
  • New Construction with Virtual Tour
1 of 13
$2,700
3

Beds

2.1

Baths

1,636

Sq.Ft.

15597 WATER SPRING BLVD

Winter Garden, FL

Courtesy of TOP LINE REALTY
View 13118 BOUNTY AVENUE Winter Garden, FL MLS# O6359142
$2,700
3

Beds

2.1

Baths

1,817

Sq.Ft.

13118 BOUNTY AVENUE

Winter Garden, FL

Courtesy of YORK MILLS 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

776

Estimated median home price

$586,495
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 - 100K6
$100K - 200K10
$200K - 300K66
$300K - 400K79
$400K - 500K138
$500K - 600K116
$600K - 700K86
$700K - 800K70
$800K - 900K65
$900K - 1M50
$1M - Max90

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family499
Townhouse122
Condo109
Commercial9
Rental232
Lots and Land33
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 1/8/2026)

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

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 1/8/2026.