View 15825 GEM VIEW STREET Winter Garden, FL MLS# O6360246
  • Adult Community with Virtual Tour
1 of 30
$440,080
2

Beds

2.0

Baths

1,579

Sq.Ft.

15825 GEM VIEW STREET

Winter Garden, FL

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC
View 15831 GEM VIEW STREET Winter Garden, FL MLS# O6360251
  • Adult Community with Virtual Tour
1 of 30
$442,090
3

Beds

2.0

Baths

1,579

Sq.Ft.

15831 GEM VIEW STREET

Winter Garden, FL

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC
View 15837 GEM VIEW STREET Winter Garden, FL MLS# O6360254
  • Adult Community with Virtual Tour
1 of 30
$455,410
2

Beds

2.0

Baths

1,579

Sq.Ft.

15837 GEM VIEW STREET

Winter Garden, FL

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 15843 GEM VIEW STREET Winter Garden, FL MLS# O6360258
  • Adult Community with Virtual Tour
1 of 25
$451,090
2

Beds

2.0

Baths

1,579

Sq.Ft.

15843 GEM VIEW STREET

Winter Garden, FL

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC
View 15873 GEM VIEW STREET Winter Garden, FL MLS# O6360259
  • Adult Community with Virtual Tour
1 of 25
$448,970
2

Beds

2.0

Baths

1,579

Sq.Ft.

15873 GEM VIEW STREET

Winter Garden, FL

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC
View 15107 KIRSTY ALLEY Winter Garden, FL MLS# O6360875
$584,800
4

Beds

2.1

Baths

2,292

Sq.Ft.

15107 KIRSTY ALLEY

Winter Garden, FL

Courtesy of KAZA REAL ESTATE LLC
View 6355 GLORY BOWER DRIVE Winter Garden, FL MLS# O6361074
$440,000
3

Beds

2.1

Baths

1,714

Sq.Ft.

6355 GLORY BOWER DRIVE

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
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 14342 BREDA CENTER LOOP Winter Garden, FL MLS# O6359877
$524,999
3

Beds

2.0

Baths

1,796

Sq.Ft.

14342 BREDA CENTER LOOP

Winter Garden, FL

Courtesy of VESTI LLC
View 1436 COLUSO DRIVE Winter Garden, FL MLS# O6360980
$489,000
3

Beds

2.0

Baths

1,948

Sq.Ft.

1436 COLUSO DRIVE

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 869 BENDING OAK TRAIL Winter Garden, FL MLS# O6358341
$540,000
4

Beds

2.0

Baths

1,975

Sq.Ft.

869 BENDING OAK TRAIL

Winter Garden, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 14501 GROVE RESORT AVENUE 3712 Winter Garden, FL MLS# O6359458
$325,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 3712

Winter Garden, FL

Courtesy of MBI REALTY LLC
View 1166 WESTSIDE DRIVE Winter Garden, FL MLS# O6359545
$229,000
3

Beds

2.0

Baths

846

Sq.Ft.

1166 WESTSIDE DRIVE

Winter Garden, FL

Courtesy of MILLENIUM REALTY GROUP
View 4994 CITRUS LEAF BOULEVARD Winter Garden, FL MLS# O6358537
$490,000
3

Beds

2.1

Baths

1,661

Sq.Ft.

4994 CITRUS LEAF BOULEVARD

Winter Garden, FL

Courtesy of PRISTINE INTERNATIONAL REALTY LLC
View 13837 LANYARD WAY Winter Garden, FL MLS# O6357297
$559,000
3

Beds

2.1

Baths

1,994

Sq.Ft.

13837 LANYARD WAY

Winter Garden, FL

Courtesy of DOUGLAS ELLIMAN
View 1428 SCARLET OAK LOOP Winter Garden, FL MLS# O6359131
$359,900
3

Beds

2.1

Baths

1,592

Sq.Ft.

1428 SCARLET OAK LOOP

Winter Garden, FL

Courtesy of ERIC BRESS REAL ESTATE LLC
View 115 ZACHARY WADE STREET Winter Garden, FL MLS# O6356997
$520,000
3

Beds

2.0

Baths

1,780

Sq.Ft.

115 ZACHARY WADE STREET

Winter Garden, FL

Courtesy of RE/MAX EXCLUSIVE COLLECTION
View 9029 SONOMA COAST DRIVE Winter Garden, FL MLS# O6359122
$535,000
3

Beds

2.1

Baths

2,014

Sq.Ft.

9029 SONOMA COAST DRIVE

Winter Garden, FL

Courtesy of NONA LEGACY POWERED BY LA ROSA
View 1286 WINTER GREEN WAY Winter Garden, FL MLS# G5104510
$255,000
2

Beds

1.1

Baths

1,144

Sq.Ft.

1286 WINTER GREEN WAY

Winter Garden, FL

Courtesy of EXIT REALTY TRI-COUNTY
View 5439 ORANGE ORCHARD DRIVE Winter Garden, FL MLS# L4957156
$650,000
4

Beds

3.0

Baths

2,240

Sq.Ft.

5439 ORANGE ORCHARD DRIVE

Winter Garden, FL

Courtesy of BHHS FLORIDA PROPERTIES GROUP

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 - 800K69
$800K - 900K66
$900K - 1M49
$1M - Max96

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family515
Townhouse123
Condo110
Commercial10
Rental229
Lots and Land32
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 12/29/2025)

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 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

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.

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.