View 150 WINDTREE LANE 150 Winter Garden, FL MLS# O6365343
$199,900
2

Beds

2.0

Baths

918

Sq.Ft.

150 WINDTREE LANE 150

Winter Garden, FL

Courtesy of ROMAN REALTY GROUP, LLC
View 306 DANIELS POINTE DRIVE Winter Garden, FL MLS# O6371413
  • Recently Listed with Virtual Tour
1 of 31
$310,000
3

Beds

2.0

Baths

1,326

Sq.Ft.

306 DANIELS POINTE DRIVE

Winter Garden, FL

Courtesy of SERHANT
View 6149 ELFIN HERB WAY Winter Garden, FL MLS# O6364205
$425,000
3

Beds

2.1

Baths

1,714

Sq.Ft.

6149 ELFIN HERB WAY

Winter Garden, FL

Courtesy of REALTY ONE GROUP MVP
The time to sell is now! THE TIME TO SELL IS NOW!
View 14501 GROVE RESORT AVENUE 1105 Winter Garden, FL MLS# O6365470
$304,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 1105

Winter Garden, FL

Courtesy of MBI REALTY LLC
View 13274 SERENE GLADE ROAD Winter Garden, FL MLS# G5105233
  • New Construction with Virtual Tour
1 of 36
$460,138
3

Beds

2.1

Baths

1,715

Sq.Ft.

13274 SERENE GLADE ROAD

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 13278 SERENE GLADE ROAD Winter Garden, FL MLS# G5105229
  • New Construction with Virtual Tour
1 of 36
$456,635
3

Beds

2.1

Baths

1,715

Sq.Ft.

13278 SERENE GLADE ROAD

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 22 WINDTREE LANE 203 Winter Garden, FL MLS# S5139914
$205,000
2

Beds

2.0

Baths

918

Sq.Ft.

22 WINDTREE LANE 203

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 1351 AVALON ROAD Winter Garden, FL MLS# O6372557
  • Recently Listed with Virtual Tour
1 of 25
$105,000
Studio

Beds

0.0

Baths

1351 AVALON ROAD

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 1359 AVALON ROAD Winter Garden, FL MLS# O6372570
  • Recently Listed with Virtual Tour
1 of 25
$65,000
Studio

Beds

0.0

Baths

1359 AVALON ROAD

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 1433 PRIORY CIRCLE Winter Garden, FL MLS# O6364550
$385,000
3

Beds

2.1

Baths

1,840

Sq.Ft.

1433 PRIORY CIRCLE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 17526 NORTHLAKE GROVE DRIVE Winter Garden, FL MLS# TB8454079
  • New Construction with Virtual Tour
1 of 40
$479,990
3

Beds

2.1

Baths

1,675

Sq.Ft.

17526 NORTHLAKE GROVE DRIVE

Winter Garden, FL

Courtesy of ASHTON WOODS FLORIDA REALTY LLC
View 13282 SERENE GLADE ROAD Winter Garden, FL MLS# G5105151
  • New Construction with Virtual Tour
1 of 53
$456,496
3

Beds

2.1

Baths

1,644

Sq.Ft.

13282 SERENE GLADE ROAD

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 13270 SERENE GLADE ROAD Winter Garden, FL MLS# G5105152
  • New Construction with Virtual Tour
1 of 54
$456,940
3

Beds

2.1

Baths

1,644

Sq.Ft.

13270 SERENE GLADE ROAD

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 13562 PEARL BEACH STREET Winter Garden, FL MLS# O6362827
  • Adult Community with Virtual Tour
1 of 36
$435,000
2

Beds

2.0

Baths

1,574

Sq.Ft.

13562 PEARL BEACH STREET

Winter Garden, FL

Courtesy of PREFERRED REAL ESTATE BROKERS
View Address not provided Winter Garden, FL MLS# O6364817
$299,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

Address not provided

Winter Garden, FL

Courtesy of WELCOME HOME REALTY GROUP LLC
View 12036 HOLYSTONE STREET Winter Garden, FL MLS# S5139531
$455,000
3

Beds

2.1

Baths

1,817

Sq.Ft.

12036 HOLYSTONE STREET

Winter Garden, FL

Courtesy of NAIM REAL ESTATE LLC
View 13545 PEARL BEACH STREET Winter Garden, FL MLS# S5139428
  • Adult Community with Virtual Tour
1 of 40
$428,375
2

Beds

2.0

Baths

1,579

Sq.Ft.

13545 PEARL BEACH STREET

Winter Garden, FL

Courtesy of IMAGINATION REALTY, INC
View 14501 GROVE RESORT AVENUE 2536 Winter Garden, FL MLS# O6364192
$314,900
2

Beds

2.0

Baths

1,434

Sq.Ft.

14501 GROVE RESORT AVENUE 2536

Winter Garden, FL

Courtesy of MBI REALTY LLC
View 634 FOSTER AVENUE Winter Garden, FL MLS# TB8451057
$285,000
2

Beds

1.0

Baths

696

Sq.Ft.

634 FOSTER AVENUE

Winter Garden, FL

Courtesy of FLAT FEE MLS REALTY
View 14227 AVENUE OF THE GROVES RUN Winter Garden, FL MLS# O6339064
$359,000
2

Beds

2.1

Baths

1,266

Sq.Ft.

14227 AVENUE OF THE GROVES RUN

Winter Garden, FL

Courtesy of CT HOMES REALTY CORPORATION

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

799

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 - 200K12
$200K - 300K70
$300K - 400K78
$400K - 500K139
$500K - 600K117
$600K - 700K97
$700K - 800K76
$800K - 900K64
$900K - 1M47
$1M - Max92

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family518
Townhouse124
Condo114
Commercial8
Rental239
Lots and Land33
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 1/16/2026)

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 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 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 1/17/2026.

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 1/17/2026.