View 1720 PORTCASTLE CIRCLE Winter Garden, FL MLS# O6377195
  • Recently Listed with Virtual Tour
1 of 27
$389,900
4

Beds

2.1

Baths

1,606

Sq.Ft.

1720 PORTCASTLE CIRCLE

Winter Garden, FL

Courtesy of ENTERA REALTY LLC
View 15068 GROVESIDE ROAD Winter Garden, FL MLS# O6376846
  • Recently Listed with Virtual Tour
1 of 15
$453,740
3

Beds

2.1

Baths

1,846

Sq.Ft.

15068 GROVESIDE ROAD

Winter Garden, FL

Courtesy of DRB GROUP REALTY, LLC
View 16333 INGRAM HILLS ALLEY Winter Garden, FL MLS# TB8468956
  • Recently Listed with Virtual Tour
1 of 15
$429,999
3

Beds

2.1

Baths

1,660

Sq.Ft.

16333 INGRAM HILLS ALLEY

Winter Garden, FL

Courtesy of HOME SOLD REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 14095 TITLE WAY Winter Garden, FL MLS# O6374069
  • Recently Listed
1 of 1
OPEN HOUSE: Saturday 1/31 12:00 PM - 4:00 PM
$450,000
3

Beds

2.1

Baths

1,636

Sq.Ft.

14095 TITLE WAY

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 13820 ORCHARD LEAF WAY Winter Garden, FL MLS# O6378000
$399,000
4

Beds

2.1

Baths

1,657

Sq.Ft.

13820 ORCHARD LEAF WAY

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 12748 BRODLOVE LANE Winter Garden, FL MLS# O6376072
  • Recently Listed with Virtual Tour
1 of 21
$445,999
3

Beds

2.1

Baths

1,796

Sq.Ft.

12748 BRODLOVE LANE

Winter Garden, FL

Courtesy of CASA SOL REALTY LLC
View 12748 Brodlove Ln Winter Garden, FL MLS# A11951564
  • Recently Listed
1 of 19
$445,999
3

Beds

2.1

Baths

1,796

Sq.Ft.

12748 Brodlove Ln

Winter Garden, FL

Courtesy of CASA SOL REALTY LLC
View 14501 Grove Resort Ave 2129 Winter Garden, FL MLS# A11950039
  • Recently Listed with Virtual Tour
1 of 20
$359,000
3

Beds

2.0

Baths

14501 Grove Resort Ave 2129

Winter Garden, FL

Courtesy of UNITED REALTY GROUP INC
View 18123 CIDER MILL LANE Winter Garden, FL MLS# O6375101
  • Recently Listed with Virtual Tour
1 of 14
$449,500
3

Beds

2.1

Baths

1,567

Sq.Ft.

18123 CIDER MILL LANE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 13615 SPLASHING ISLA DRIVE Winter Garden, FL MLS# O6375062
  • Recently Listed with Virtual Tour
1 of 60
$425,000
2

Beds

2.0

Baths

1,574

Sq.Ft.

13615 SPLASHING ISLA DRIVE

Winter Garden, FL

Courtesy of JAMIESON PROPERTIES, INC.
View 17029 VOLUME ALLEY Winter Garden, FL MLS# O6375210
  • Recently Listed with Virtual Tour
1 of 38
$419,000
3

Beds

2.1

Baths

1,717

Sq.Ft.

17029 VOLUME ALLEY

Winter Garden, FL

Courtesy of INTOP REALTY LLC
View 314 WINTER NELLIS CIRCLE Winter Garden, FL MLS# O6374755
  • Recently Listed with Virtual Tour
1 of 34
$357,000
3

Beds

2.1

Baths

1,601

Sq.Ft.

314 WINTER NELLIS CIRCLE

Winter Garden, FL

Courtesy of WINDSOR REALTY GROUP INC
View 16581 BARBOURS CREEK WAY Winter Garden, FL MLS# O6374413
  • New Construction with Virtual Tour
1 of 14
$416,990
3

Beds

2.1

Baths

1,640

Sq.Ft.

16581 BARBOURS CREEK WAY

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 13902 TITLE WAY Winter Garden, FL MLS# O6374348
$415,000
3

Beds

2.1

Baths

1,636

Sq.Ft.

13902 TITLE WAY

Winter Garden, FL

Courtesy of FLORIDA HOME TEAM REALTY LLC
View 15519 HONEYBELL DRIVE Winter Garden, FL MLS# O6374051
  • Recently Listed with Virtual Tour
1 of 42
$399,900
3

Beds

2.1

Baths

1,584

Sq.Ft.

15519 HONEYBELL DRIVE

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 14501 GROVE RESORT AVENUE 3619 Winter Garden, FL MLS# O6374077
  • Recently Listed with Virtual Tour
1 of 26
$380,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 3619

Winter Garden, FL

Courtesy of REALTY ONE GROUP ESTATES
View 14814 PEEKSKILL DRIVE Winter Garden, FL MLS# O6372624
$419,497
3

Beds

2.1

Baths

1,624

Sq.Ft.

14814 PEEKSKILL DRIVE

Winter Garden, FL

Courtesy of LAKEFIELD REALTY GROUP LLC
View 5637 WATER ROSE ROAD Winter Garden, FL MLS# O6373923
  • Recently Listed with Virtual Tour
1 of 41
$439,900
3

Beds

2.1

Baths

1,617

Sq.Ft.

5637 WATER ROSE ROAD

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 14287 AVENUE OF THE GROVES Winter Garden, FL MLS# O6373569
  • Recently Listed with Virtual Tour
1 of 26
$333,000
2

Beds

2.1

Baths

1,152

Sq.Ft.

14287 AVENUE OF THE GROVES

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 16593 BARBOURS CREEK WAY Winter Garden, FL MLS# O6372472
  • New Construction with Virtual Tour
1 of 14
$416,990
3

Beds

2.1

Baths

1,567

Sq.Ft.

16593 BARBOURS CREEK WAY

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC

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

823

Estimated median home price

$590,000
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 - 100K7
$100K - 200K11
$200K - 300K76
$300K - 400K81
$400K - 500K140
$500K - 600K118
$600K - 700K101
$700K - 800K76
$800K - 900K70
$900K - 1M53
$1M - Max90

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family542
Townhouse124
Condo116
Commercial7
Rental242
Lots and Land32
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 1/29/2026)

Information deemed reliable but not guaranteed.

Copyright 2026 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 1/29/2026.

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

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 1/29/2026.