View 1630 PORTCASTLE CIRCLE Winter Garden, FL MLS# O6453042
$2,600
4

Beds

2.1

Baths

1,606

Sq.Ft.

1630 PORTCASTLE CIRCLE

Winter Garden, FL

Courtesy of KELLER WILLIAMS LEGACY REALTY
View 304 ERON WAY 2 Winter Garden, FL MLS# O6453109
  • Recently Listed
1 of 20
$1,600
2

Beds

2.0

Baths

840

Sq.Ft.

304 ERON WAY 2

Winter Garden, FL

Courtesy of LIBERTY HOME SALES INC
View 8947 SONOMA COAST DRIVE Winter Garden, FL MLS# S5160295
$4,000
4

Beds

3.1

Baths

3,327

Sq.Ft.

8947 SONOMA COAST DRIVE

Winter Garden, FL

Courtesy of MULTI CHOICE REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1392 VISCAYA COVE BOULEVARD Winter Garden, FL MLS# R4912238
  • Recently Listed with Virtual Tour
1 of 61
$3,100
4

Beds

3.1

Baths

2,492

Sq.Ft.

1392 VISCAYA COVE BOULEVARD

Winter Garden, FL

Courtesy of BULL PROPERTY MANAGEMENT
View 5350 LAKE VIRGINIA TRAIL B Winter Garden, FL MLS# O6452831
$1,575
1

Beds

1.0

Baths

624

Sq.Ft.

5350 LAKE VIRGINIA TRAIL B

Winter Garden, FL

Courtesy of SPRING REALTY ONE LLC
View 13352 PONTOON ROAD Winter Garden, FL MLS# O6452969
  • Recently Listed with Virtual Tour
1 of 46
$2,650
3

Beds

2.1

Baths

1,568

Sq.Ft.

13352 PONTOON ROAD

Winter Garden, FL

Courtesy of BERGER REALTY & INVESTMENTS
View 13812 LANYARD WAY Winter Garden, FL MLS# O6452986
  • Recently Listed with Virtual Tour
1 of 38
$3,840
4

Beds

3.0

Baths

2,673

Sq.Ft.

13812 LANYARD WAY

Winter Garden, FL

Courtesy of SELECTA REALTY LLC
View 14107 FRASIER STREET Winter Garden, FL MLS# O6453007
  • Recently Listed with Virtual Tour
1 of 21
$2,895
4

Beds

2.1

Baths

2,082

Sq.Ft.

14107 FRASIER STREET

Winter Garden, FL

Courtesy of CINO INTERNATIONAL INC
View 15533 TANGELO TWIST ALLEY Winter Garden, FL MLS# O6452101
  • Recently Listed with Virtual Tour
1 of 34
$3,450
4

Beds

3.1

Baths

2,476

Sq.Ft.

15533 TANGELO TWIST ALLEY

Winter Garden, FL

Courtesy of LA ROSA REALTY LLC
View 12349 SILK MIMOSA ALLEY Winter Garden, FL MLS# O6452658
  • Recently Listed with Virtual Tour
1 of 45
$4,000
4

Beds

4.0

Baths

2,600

Sq.Ft.

12349 SILK MIMOSA ALLEY

Winter Garden, FL

Courtesy of VALSTAR REALTY LLC
View 645 HEARTHGLEN BOULEVARD Winter Garden, FL MLS# O6452659
  • Recently Listed with Virtual Tour
1 of 43
$2,790
4

Beds

2.0

Baths

1,919

Sq.Ft.

645 HEARTHGLEN BOULEVARD

Winter Garden, FL

Courtesy of U KEY REALTY
View 13504 AUTUMN HARVEST AVENUE Winter Garden, FL MLS# O6452538
  • Recently Listed with Virtual Tour
1 of 65
$3,200
3

Beds

3.0

Baths

1,995

Sq.Ft.

13504 AUTUMN HARVEST AVENUE

Winter Garden, FL

Courtesy of REALTY ONE GROUP EVOLUTION
View 14767 FIELD DAISY DRIVE Winter Garden, FL MLS# O6452176
  • Recently Listed with Virtual Tour
1 of 68
$3,650
4

Beds

3.1

Baths

2,428

Sq.Ft.

14767 FIELD DAISY DRIVE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 6160 ELFIN HERB WAY Winter Garden, FL MLS# O6452436
$2,540
3

Beds

2.1

Baths

1,560

Sq.Ft.

6160 ELFIN HERB WAY

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 16759 OLIVE HILL DRIVE Winter Garden, FL MLS# O6451621
  • Recently Listed with Virtual Tour
1 of 52
$2,990
3

Beds

2.0

Baths

1,676

Sq.Ft.

16759 OLIVE HILL DRIVE

Winter Garden, FL

Courtesy of DREAM FINDERS REALTY GROUP CORP
View 17392 SWEET MORO DRIVE Winter Garden, FL MLS# O6451209
  • Recently Listed with Virtual Tour
1 of 42
$2,700
3

Beds

2.1

Baths

1,577

Sq.Ft.

17392 SWEET MORO DRIVE

Winter Garden, FL

Courtesy of TALENT REALTY SOLUTIONS
View 14373 BREDA CENTER LOOP Winter Garden, FL MLS# O6451873
$2,900
4

Beds

2.1

Baths

2,488

Sq.Ft.

14373 BREDA CENTER LOOP

Winter Garden, FL

Courtesy of INTOP REALTY LLC
View 433 SAND LIME ROAD Winter Garden, FL MLS# O6451945
$1,800
3

Beds

2.0

Baths

1,322

Sq.Ft.

433 SAND LIME ROAD

Winter Garden, FL

Courtesy of REALSOURCE PROPERTY MANGNT LLC
View 13495 SAGESTONE DRIVE Winter Garden, FL MLS# O6445971
  • Recently Listed with Virtual Tour
1 of 33
$2,395
3

Beds

2.1

Baths

1,567

Sq.Ft.

13495 SAGESTONE DRIVE

Winter Garden, FL

Courtesy of RENT A FLORIDA HOME
View 1362 VISCAYA COVE BOULEVARD Winter Garden, FL MLS# O6452135
  • Recently Listed with Virtual Tour
1 of 30
$2,900
4

Beds

3.0

Baths

1,880

Sq.Ft.

1362 VISCAYA COVE BOULEVARD

Winter Garden, FL

Courtesy of AAA GLOBAL VENTURES PA

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

982

Estimated median home price

$595,000
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 - 200K35
$200K - 300K74
$300K - 400K75
$400K - 500K151
$500K - 600K168
$600K - 700K113
$700K - 800K109
$800K - 900K107
$900K - 1M51
$1M - Max98

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family675
Townhouse148
Condo121
Commercial6
Rental237
Lots and Land25
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 10/27/2026)

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

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 10/27/2026.