View 6560 CANDIED PEEL ALLEY Winter Garden, FL MLS# S5115131
$430,000
4

Beds

3.1

Baths

1,902

Sq.Ft.

6560 CANDIED PEEL ALLEY

Winter Garden, FL

Courtesy of MD3 HOMES LLC
View 750 S PARK AVENUE Winter Garden, FL MLS# TB8441481
$430,000
3

Beds

1.1

Baths

1,086

Sq.Ft.

750 S PARK AVENUE

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 9416 BOLSHOI ALLEY Winter Garden, FL MLS# O6333103
  • New Construction
1 of 47
$429,990
3

Beds

2.1

Baths

1,693

Sq.Ft.

9416 BOLSHOI ALLEY

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 15066 BOOK CLUB ROAD Winter Garden, FL MLS# S5137854
$429,990
3

Beds

2.1

Baths

1,717

Sq.Ft.

15066 BOOK CLUB ROAD

Winter Garden, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 9410 BOLSHOI ALLEY Winter Garden, FL MLS# O6361431
  • New Construction
1 of 61
$429,990
3

Beds

2.1

Baths

1,691

Sq.Ft.

9410 BOLSHOI ALLEY

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View Address not provided Winter Garden, FL MLS# O6289657
$429,900
3

Beds

2.1

Baths

1,732

Sq.Ft.

Address not provided

Winter Garden, FL

Courtesy of LA ROSA REALTY LLC
View 13545 PEARL BEACH STREET Winter Garden, FL MLS# S5139428
  • Adult Community with Virtual Tour
1 of 40
$429,375
2

Beds

2.0

Baths

1,579

Sq.Ft.

13545 PEARL BEACH STREET

Winter Garden, FL

Courtesy of IMAGINATION REALTY, INC
View 10400 Spring Arbor Lane Winter Garden, FL MLS# RX11070650
$429,000
3

Beds

2.1

Baths

1,868

Sq.Ft.

10400 Spring Arbor Lane

Winter Garden, FL

BeachesMLS
View 11079 HANLON TERRACE ALLEY Winter Garden, FL MLS# O6358387
$429,000
3

Beds

2.1

Baths

1,868

Sq.Ft.

11079 HANLON TERRACE ALLEY

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
View 8130 RED STOPPER LANE Winter Garden, FL MLS# O6365944
$429,000
3

Beds

2.1

Baths

1,851

Sq.Ft.

8130 RED STOPPER LANE

Winter Garden, FL

Courtesy of LOKATION
View 15663 KINNOW MANDARIN LANE Winter Garden, FL MLS# O6363767
$426,000
3

Beds

2.1

Baths

1,868

Sq.Ft.

15663 KINNOW MANDARIN LANE

Winter Garden, FL

Courtesy of REAL LIVING R E SOLUTIONS
View 14971 APOLLO BOND DRIVE Winter Garden, FL MLS# O6337468
$425,000
3

Beds

2.1

Baths

1,655

Sq.Ft.

14971 APOLLO BOND DRIVE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 8105 RED STOPPER LANE Winter Garden, FL MLS# O6360454
$425,000
3

Beds

2.1

Baths

1,725

Sq.Ft.

8105 RED STOPPER LANE

Winter Garden, FL

Courtesy of BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY
View 6149 ELFIN HERB WAY Winter Garden, FL MLS# O6364205
$425,000
3

Beds

2.1

Baths

1,714

Sq.Ft.

6149 ELFIN HERB WAY

Winter Garden, FL

Courtesy of REALTY ONE GROUP MVP
View 14501 GROVE RESORT AVENUE 2407 Winter Garden, FL MLS# S5133016
$420,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 2407

Winter Garden, FL

Courtesy of BARTO REAL ESTATE LLC
View 18153 CIDER MILL LANE Winter Garden, FL MLS# O6359765
  • New Construction with Virtual Tour
1 of 14
$419,990
3

Beds

2.1

Baths

1,567

Sq.Ft.

18153 CIDER MILL LANE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 11054 HANLON TERRACE ALLEY Winter Garden, FL MLS# O6316250
$419,000
3

Beds

2.1

Baths

1,868

Sq.Ft.

11054 HANLON TERRACE ALLEY

Winter Garden, FL

Courtesy of RDE REALTY LLC
View 1669 MARKEL DRIVE Winter Garden, FL MLS# O6249563
$415,000
Studio

Beds

0.0

Baths

1669 MARKEL DRIVE

Winter Garden, FL

Courtesy of Q BOUTIQUE SPECIALTY REALTY INC
View 14801 EVERGREEN OAK LOOP Winter Garden, FL MLS# O6360967
$415,000
3

Beds

2.1

Baths

1,741

Sq.Ft.

14801 EVERGREEN OAK LOOP

Winter Garden, FL

Courtesy of VYLLA HOME
View 10684 WORDS DRIVE Winter Garden, FL MLS# O6364184
$415,000
3

Beds

2.1

Baths

1,636

Sq.Ft.

10684 WORDS DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE LAKES

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.

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.

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

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.