View 1229 WINTER GREEN WAY Winter Garden, FL MLS# A4712547
  • Recently Listed with Virtual Tour
1 of 29
$235,000
2

Beds

1.1

Baths

1,144

Sq.Ft.

1229 WINTER GREEN WAY

Winter Garden, FL

Courtesy of REDFIN CORPORATION
View 194 & 196 MARY STREET Winter Garden, FL MLS# O6456444
  • Recently Listed with Virtual Tour
1 of 28
$299,000
2

Beds

2.0

Baths

960

Sq.Ft.

194 & 196 MARY STREET

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 1351 & 1359 AVALON ROAD Winter Garden, FL MLS# TB8565873
  • Recently Listed with Virtual Tour
1 of 7
$265,000
0.0

Baths

1351 & 1359 AVALON ROAD

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 14501 GROVE RESORT AVENUE 1516 Winter Garden, FL MLS# S5160899
  • Recently Listed with Virtual Tour
1 of 11
$283,800
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 1516

Winter Garden, FL

Courtesy of SACKS REALTY GROUP, INC.
View 15316 OAK APPLE COURT B Winter Garden, FL MLS# O6455495
$285,000
3

Beds

2.1

Baths

1,544

Sq.Ft.

15316 OAK APPLE COURT B

Winter Garden, FL

Courtesy of COMPASS FLORIDA LLC
View Address not provided Winter Garden, FL MLS# O6454154
  • Recently Listed with Virtual Tour
1 of 25
$239,900
3

Beds

1.0

Baths

814

Sq.Ft.

Address not provided

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 15613 BOGGY OAK CIRCLE 110A Winter Garden, FL MLS# O6450253
$279,000
2

Beds

2.0

Baths

1,216

Sq.Ft.

15613 BOGGY OAK CIRCLE 110A

Winter Garden, FL

Courtesy of COLEDEV REAL ESTATE LLC
View 1300 EASTERN PECAN PLACE 208 Winter Garden, FL MLS# O6449034
$298,500
3

Beds

2.0

Baths

1,453

Sq.Ft.

1300 EASTERN PECAN PLACE 208

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 345 E MAPLE STREET Winter Garden, FL MLS# O6448590
$295,000
2

Beds

1.0

Baths

556

Sq.Ft.

345 E MAPLE STREET

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 1069 MILDRED DIXON WAY Winter Garden, FL MLS# O6441839
$270,000
3

Beds

2.0

Baths

1,036

Sq.Ft.

1069 MILDRED DIXON WAY

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 14501 GROVE RESORT AVENUE 1218 Winter Garden, FL MLS# O6448216
$235,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 1218

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 14501 GROVE RESORT AVENUE 2219 Winter Garden, FL MLS# O6445437
$269,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 2219

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 14501 GROVE RESORT AVENUE 3201 Winter Garden, FL MLS# O6442533
$244,000
3

Beds

3.0

Baths

1,544

Sq.Ft.

14501 GROVE RESORT AVENUE 3201

Winter Garden, FL

Courtesy of BAHIA INTERNATIONAL REALTY
View 14501 GROVE RESORT AVENUE 2608 Winter Garden, FL MLS# O6441962
$255,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 2608

Winter Garden, FL

Courtesy of BP REALTY
View 431 SOUTHERN PECAN CIRCLE 101 Winter Garden, FL MLS# O6439215
$274,500
3

Beds

2.0

Baths

1,340

Sq.Ft.

431 SOUTHERN PECAN CIRCLE 101

Winter Garden, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 14501 GROVE RESORT AVENUE 1420 Winter Garden, FL MLS# S5156458
$249,000
2

Beds

2.0

Baths

1,375

Sq.Ft.

14501 GROVE RESORT AVENUE 1420

Winter Garden, FL

Courtesy of FLARE PROPERTIES LLC
View 225 1ST STREET Winter Garden, FL MLS# TB8541424
$288,000
3

Beds

1.0

Baths

1,020

Sq.Ft.

225 1ST STREET

Winter Garden, FL

Courtesy of HOMERIVER GROUP
View 300 ERON WAY 1 Winter Garden, FL MLS# O6434883
  • Virtual Tour
1 of 30
$254,000
2

Beds

2.0

Baths

840

Sq.Ft.

300 ERON WAY 1

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 14813 STRAHAN BOULEVARD Winter Garden, FL MLS# S5155609
$299,900
0.0

Baths

14813 STRAHAN BOULEVARD

Winter Garden, FL

Courtesy of FLORIDA REALTY RESULTS LLC
View 14501 GROVE RESORT AVENUE 2342 Winter Garden, FL MLS# O6432384
$319,000
3

Beds

3.0

Baths

1,544

Sq.Ft.

14501 GROVE RESORT AVENUE 2342

Winter Garden, FL

Courtesy of RE/MAX SELECT 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

953

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 - 100K1
$100K - 200K36
$200K - 300K75
$300K - 400K68
$400K - 500K144
$500K - 600K146
$600K - 700K116
$700K - 800K104
$800K - 900K103
$900K - 1M54
$1M - Max106

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family651
Townhouse143
Condo117
Commercial5
Rental247
Lots and Land28
Condo/Town/CoOp0
CoOp0
Multi Family5
Mobile Home1
Farms0

(Data as of 11/13/2026)

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 11/14/2026.