View 1701 E BAY STREET Winter Garden, FL MLS# O6413973
  • Recently Listed
1 of 1
OPEN HOUSE: Sunday 6/7 11:30 AM - 3:00 PM
$295,000
2

Beds

2.0

Baths

825

Sq.Ft.

1701 E BAY STREET

Winter Garden, FL

Courtesy of STIRLING INTERNATIONAL REAL ES
View 5686 CYPRESS HILL ROAD Winter Garden, FL MLS# O6410760
  • Recently Listed with Virtual Tour
1 of 20
$434,900
3

Beds

2.1

Baths

1,712

Sq.Ft.

5686 CYPRESS HILL ROAD

Winter Garden, FL

Courtesy of CONDO METROPOLIS, LLC
View 6131 ELFIN HERB WAY Winter Garden, FL MLS# O6414015
  • Recently Listed with Virtual Tour
1 of 35
$450,000
3

Beds

2.1

Baths

1,714

Sq.Ft.

6131 ELFIN HERB WAY

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
The time to sell is now! THE TIME TO SELL IS NOW!
View 16461 PRAIRIE SCHOOL DRIVE Winter Garden, FL MLS# O6414427
  • Recently Listed with Virtual Tour
1 of 59
$425,000
4

Beds

2.1

Baths

1,768

Sq.Ft.

16461 PRAIRIE SCHOOL DRIVE

Winter Garden, FL

Courtesy of LA ROSA REALTY LLC
View 200 SOUTHERN PECAN CIRCLE 206 Winter Garden, FL MLS# O6411162
$260,000
2

Beds

2.0

Baths

1,276

Sq.Ft.

200 SOUTHERN PECAN CIRCLE 206

Winter Garden, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 15511 CAMPDEN STREET Winter Garden, FL MLS# O6413461
  • Recently Listed with Virtual Tour
1 of 25
$395,000
3

Beds

2.1

Baths

1,916

Sq.Ft.

15511 CAMPDEN STREET

Winter Garden, FL

Courtesy of SUSANA JORDAN STUTSMAN
View 2123 PORTCASTLE CIRCLE Winter Garden, FL MLS# O6412643
  • Virtual Tour
1 of 39
OPEN HOUSE: Sunday 6/7 2:00 PM - 4:00 PM
$389,000
4

Beds

2.1

Baths

1,606

Sq.Ft.

2123 PORTCASTLE CIRCLE

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 420 E CYPRESS STREET Winter Garden, FL MLS# O6412414
  • Recently Listed with Virtual Tour
1 of 39
OPEN HOUSE: Sunday 6/7 11:00 AM - 3:00 PM
$425,000
3

Beds

2.0

Baths

1,616

Sq.Ft.

420 E CYPRESS STREET

Winter Garden, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
View 11025 SUSPENSE DRIVE Winter Garden, FL MLS# G5113196
$435,000
3

Beds

2.1

Baths

1,636

Sq.Ft.

11025 SUSPENSE DRIVE

Winter Garden, FL

Courtesy of SCATES REALTY & INVESTMENT PRO
View 6238 SUNNY TIME AVENUE Winter Garden, FL MLS# O6412326
  • Recently Listed with Virtual Tour
1 of 26
$438,890
3

Beds

2.1

Baths

1,683

Sq.Ft.

6238 SUNNY TIME AVENUE

Winter Garden, FL

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC
View 6246 SUNNY TIME AVENUE Winter Garden, FL MLS# O6412223
  • Recently Listed with Virtual Tour
1 of 24
$424,490
3

Beds

2.1

Baths

1,553

Sq.Ft.

6246 SUNNY TIME AVENUE

Winter Garden, FL

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC
View 2120 GOPHER TORTOISE TERRACE Winter Garden, FL MLS# O6412229
  • Recently Listed with Virtual Tour
1 of 33
$379,900
3

Beds

2.1

Baths

1,620

Sq.Ft.

2120 GOPHER TORTOISE TERRACE

Winter Garden, FL

Courtesy of THE AGENCY FL
View 14501 Grove Resort Ave 3523 Winter Garden, FL MLS# A12026923
  • Recently Listed with Virtual Tour
1 of 50
$200,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 Grove Resort Ave 3523

Winter Garden, FL

Courtesy of REAL BROKER LLC
View 338 WINDFORD COURT Winter Garden, FL MLS# O6413058
  • Recently Listed
1 of 29
$330,000
3

Beds

2.0

Baths

1,050

Sq.Ft.

338 WINDFORD COURT

Winter Garden, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 1437 SCARLET OAK LOOP Winter Garden, FL MLS# O6411620
  • Recently Listed with Virtual Tour
1 of 71
$350,000
3

Beds

2.1

Baths

1,684

Sq.Ft.

1437 SCARLET OAK LOOP

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 14645 TULLAMORE LOOP Winter Garden, FL MLS# O6409068
$455,000
3

Beds

2.0

Baths

1,703

Sq.Ft.

14645 TULLAMORE LOOP

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 7279 DUXBURY LANE Winter Garden, FL MLS# O6405682
  • Recently Listed with Virtual Tour
1 of 38
OPEN HOUSE: Sunday 6/7 12:00 PM - 2:30 PM
$438,100
3

Beds

2.1

Baths

1,895

Sq.Ft.

7279 DUXBURY LANE

Winter Garden, FL

Courtesy of INFINITY REALTY GROUP LLC
View 205 HORSTFIELD DRIVE Winter Garden, FL MLS# O6410222
  • Recently Listed with Virtual Tour
1 of 20
$322,500
3

Beds

2.0

Baths

1,048

Sq.Ft.

205 HORSTFIELD DRIVE

Winter Garden, FL

Courtesy of TARA MOORE REAL ESTATE
View 252 DANIELS POINTE DRIVE Winter Garden, FL MLS# O6410517
$375,000
3

Beds

2.0

Baths

1,345

Sq.Ft.

252 DANIELS POINTE DRIVE

Winter Garden, FL

Courtesy of THE C SMITH REAL ESTATE GROUP LLC
View 14200 AVALON ROAD 409 Winter Garden, FL MLS# O6410860
  • Recently Listed with Virtual Tour
1 of 33
$232,000
2

Beds

2.0

Baths

1,253

Sq.Ft.

14200 AVALON ROAD 409

Winter Garden, FL

Courtesy of STOCKWORTH REALTY 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

1,047

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 - 200K24
$200K - 300K88
$300K - 400K80
$400K - 500K145
$500K - 600K170
$600K - 700K129
$700K - 800K117
$800K - 900K92
$900K - 1M72
$1M - Max129

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family731
Townhouse139
Condo137
Commercial11
Rental197
Lots and Land26
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 6/7/2026)

Information deemed reliable but not guaranteed.

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.

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 6/7/2026.

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 6/7/2026.