View Address not provided Winter Garden, FL MLS# O6390273
$350,000
1,700

Sq.Ft.

Address not provided

Winter Garden, FL

Courtesy of Clermont - WEICHERT, REALTORS® - Hallmark Properties
View 15353 OAK APPLE COURT Winter Garden, FL MLS# O6393663
$350,000
3

Beds

2.1

Baths

1,699

Sq.Ft.

15353 OAK APPLE COURT

Winter Garden, FL

Courtesy of EPIC REAL ESTATE ADVISORS LLC
View 14501 GROVE RESORT AVENUE 3737 Winter Garden, FL MLS# O6400544
$350,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 3737

Winter Garden, FL

Courtesy of EXP REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 14501 Grove Resort 1304 Winter Garden, FL MLS# A12022081
  • Recently Listed with Virtual Tour
1 of 57
$350,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 Grove Resort 1304

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 14501 GROVE RESORT AVENUE Winter Garden, FL MLS# S5148274
$349,900
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 342 WINDFORD COURT Winter Garden, FL MLS# O6407632
  • Recently Listed with Virtual Tour
1 of 17
$349,900
3

Beds

2.0

Baths

1,194

Sq.Ft.

342 WINDFORD COURT

Winter Garden, FL

Courtesy of RE/MAX 200 REALTY
View 15695 GROVE RESORT AVENUE 4303 Winter Garden, FL MLS# TB8349585
$345,000
1

Beds

1.0

Baths

485

Sq.Ft.

15695 GROVE RESORT AVENUE 4303

Winter Garden, FL

Courtesy of BAHIA INTERNATIONAL REALTY
View 1532 SCARLET OAK LOOP 70B Winter Garden, FL MLS# S5143993
$345,000
3

Beds

2.1

Baths

1,544

Sq.Ft.

1532 SCARLET OAK LOOP 70B

Winter Garden, FL

Courtesy of JASON MITCHELL REAL ESTATE FLO
View 14002 AVENUE OF THE GROVES Winter Garden, FL MLS# S5149866
  • Recently Listed with Virtual Tour
1 of 38
$345,000
2

Beds

2.1

Baths

1,271

Sq.Ft.

14002 AVENUE OF THE GROVES

Winter Garden, FL

Courtesy of CENTURY 21 CARIOTI
View 15625 BOGGY OAK CIRCLE 108B Winter Garden, FL MLS# G5112579
$344,900
3

Beds

2.1

Baths

1,419

Sq.Ft.

15625 BOGGY OAK CIRCLE 108B

Winter Garden, FL

Courtesy of SCATES REALTY & INVESTMENT PRO
View 636 COKE AVENUE Winter Garden, FL MLS# O6379919
$342,000
2

Beds

1.0

Baths

914

Sq.Ft.

636 COKE AVENUE

Winter Garden, FL

Courtesy of VALSTAR REALTY LLC
View 14447 PRUNNINGWOOD PLACE Winter Garden, FL MLS# O6385194
$340,000
2

Beds

2.1

Baths

1,250

Sq.Ft.

14447 PRUNNINGWOOD PLACE

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 13759 GOLDEN RUSSET DRIVE Winter Garden, FL MLS# O6409757
$340,000
3

Beds

2.1

Baths

1,647

Sq.Ft.

13759 GOLDEN RUSSET DRIVE

Winter Garden, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 15316 OAK APPLE COURT B Winter Garden, FL MLS# O6397688
$339,999
3

Beds

2.1

Baths

1,544

Sq.Ft.

15316 OAK APPLE COURT B

Winter Garden, FL

Courtesy of DENIZ REALTY PARTNERS LLC
View 483 PENNSYLVANIA AVENUE Winter Garden, FL MLS# O6398208
$339,900
2

Beds

2.0

Baths

1,008

Sq.Ft.

483 PENNSYLVANIA AVENUE

Winter Garden, FL

Courtesy of STIRLING INTERNATIONAL REAL ES
View 14090 AVENUE OF THE GROVES Winter Garden, FL MLS# O6404288
$339,000
2

Beds

2.1

Baths

1,116

Sq.Ft.

14090 AVENUE OF THE GROVES

Winter Garden, FL

Courtesy of RE/MAX TOWN CENTRE
View 243 FLORIDA AVENUE Winter Garden, FL MLS# S5149991
  • Recently Listed with Virtual Tour
1 of 30
$335,000
2

Beds

2.0

Baths

1,100

Sq.Ft.

243 FLORIDA AVENUE

Winter Garden, FL

Courtesy of MY REALTY GROUP, LLC.
View 13527 DANIELS LANDING CIRCLE Winter Garden, FL MLS# O6408480
  • Recently Listed with Virtual Tour
1 of 23
$335,000
3

Beds

2.1

Baths

1,365

Sq.Ft.

13527 DANIELS LANDING CIRCLE

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 375 REGAL DOWNS CIRCLE Winter Garden, FL MLS# O6377205
$334,900
3

Beds

2.0

Baths

1,464

Sq.Ft.

375 REGAL DOWNS CIRCLE

Winter Garden, FL

Courtesy of ENTERA REALTY LLC
View 14501 GROVE RESORT AVENUE 3205 Winter Garden, FL MLS# O6157343
$332,500
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 3205

Winter Garden, FL

Courtesy of ALL SELLERS & BUYERS REALTY INC

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

1,041

Estimated median home price

$609,900
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 - 200K21
$200K - 300K98
$300K - 400K83
$400K - 500K141
$500K - 600K168
$600K - 700K124
$700K - 800K118
$800K - 900K87
$900K - 1M74
$1M - Max125

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family713
Townhouse141
Condo145
Commercial10
Rental211
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home2
Farms0

(Data as of 5/24/2026)

Information deemed reliable but not guaranteed.

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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 5/24/2026.

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

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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.

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 5/24/2026.