View 1335 DANIELS COVE DRIVE Winter Garden, FL MLS# O6402285
  • Recently Listed with Virtual Tour
1 of 22
OPEN HOUSE: Sunday 5/17 1:00 PM - 3:00 PM
$325,000
3

Beds

2.0

Baths

1,371

Sq.Ft.

1335 DANIELS COVE DRIVE

Winter Garden, FL

Courtesy of KGV REALTY GROUP
View 441 E CYPRESS STREET Winter Garden, FL MLS# O6407560
  • Recently Listed with Virtual Tour
1 of 10
$320,000
Studio

Beds

0.0

Baths

441 E CYPRESS STREET

Winter Garden, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
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
The time to sell is now! THE TIME TO SELL IS NOW!
View 14002 AVENUE OF THE GROVES Winter Garden, FL MLS# S5149866
  • Recently Listed with Virtual Tour
1 of 32
OPEN HOUSE: Sunday 5/17 12:00 PM - 3:00 PM
$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 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 14090 AVENUE OF THE GROVES Winter Garden, FL MLS# O6404288
  • Recently Listed with Virtual Tour
1 of 48
$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 Address not provided Winter Garden, FL MLS# O6403450
  • Recently Listed with Virtual Tour
1 of 30
$320,000
2

Beds

2.0

Baths

1,434

Sq.Ft.

Address not provided

Winter Garden, FL

Courtesy of WELCOME HOME REALTY GROUP LLC
View 14501 GROVE RESORT AVENUE 1614 Winter Garden, FL MLS# O6398376
  • Recently Listed with Virtual Tour
1 of 26
$325,000
3

Beds

3.0

Baths

1,544

Sq.Ft.

14501 GROVE RESORT AVENUE 1614

Winter Garden, FL

Courtesy of LIVE MVRK LLC
View 14501 GROVE RESORT AVENUE 3630 Winter Garden, FL MLS# S5148670
  • Recently Listed with Virtual Tour
1 of 59
$289,500
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 3630

Winter Garden, FL

Courtesy of IMAGINE GLOBAL
View 143 SOUTHERN PECAN CIRCLE 206 Winter Garden, FL MLS# S5148778
  • Recently Listed with Virtual Tour
1 of 20
$279,900
2

Beds

2.0

Baths

1,276

Sq.Ft.

143 SOUTHERN PECAN CIRCLE 206

Winter Garden, FL

Courtesy of HOMESMART
View 345 WINTER STREET Winter Garden, FL MLS# O6402105
$285,000
2

Beds

1.0

Baths

700

Sq.Ft.

345 WINTER STREET

Winter Garden, FL

Courtesy of THE NAVY HOUSE
View 15357 OAK APPLE COURT 4C Winter Garden, FL MLS# O6401625
$360,000
3

Beds

2.1

Baths

1,699

Sq.Ft.

15357 OAK APPLE COURT 4C

Winter Garden, FL

Courtesy of THE SIMON SIMAAN GROUP
View 14501 GROVE RESORT AVENUE 3524 Winter Garden, FL MLS# S5148318
$299,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 3524

Winter Garden, FL

Courtesy of DECONOVA INTERNATIONAL GROUP
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
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 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 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 1325 FETTLER WAY Winter Garden, FL MLS# O6393936
$279,900
3

Beds

2.0

Baths

1,440

Sq.Ft.

1325 FETTLER WAY

Winter Garden, FL

Courtesy of LOTUS DOOR REALTY
View 14501 GROVE RESORT AVENUE 1703 Winter Garden, FL MLS# O6394100
$299,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 1703

Winter Garden, FL

Courtesy of REALTY ONE GROUP INSPIRATION
View 0 9TH STREET Winter Garden, FL MLS# O6398357
  • Virtual Tour
1 of 5
$299,000
Studio

Beds

0.0

Baths

0 9TH STREET

Winter Garden, FL

Courtesy of ENGEL & VOELKERS LAKELAND

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

1,034

Estimated median home price

$614,700
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 - 200K21
$200K - 300K99
$300K - 400K76
$400K - 500K144
$500K - 600K162
$600K - 700K128
$700K - 800K119
$800K - 900K85
$900K - 1M81
$1M - Max118

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family711
Townhouse140
Condo140
Commercial10
Rental215
Lots and Land30
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home2
Farms0

(Data as of 5/17/2026)

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

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.

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 5/17/2026.