View 15373 LAKE KILLARNEY COURT Winter Garden, FL MLS# O6347650
$4,800
5

Beds

4.0

Baths

3,800

Sq.Ft.

15373 LAKE KILLARNEY COURT

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 13896 LANYARD WAY Winter Garden, FL MLS# O6368885
  • Recently Listed with Virtual Tour
1 of 25
$4,800
5

Beds

4.0

Baths

3,611

Sq.Ft.

13896 LANYARD WAY

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 17575 LAKE STAR ROAD Winter Garden, FL MLS# O6369540
  • Recently Listed with Virtual Tour
1 of 53
$4,800
5

Beds

4.1

Baths

3,533

Sq.Ft.

17575 LAKE STAR ROAD

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 12893 HARVEST RAIN Winter Garden, FL MLS# S5141174
  • Recently Listed with Virtual Tour
1 of 44
$4,700
5

Beds

4.1

Baths

3,100

Sq.Ft.

12893 HARVEST RAIN

Winter Garden, FL

Courtesy of LA ROSA REALTY LLC
View 16025 SILVER BROOK WAY Winter Garden, FL MLS# O6368179
$4,650
4

Beds

3.0

Baths

2,082

Sq.Ft.

16025 SILVER BROOK WAY

Winter Garden, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 4940 PALMETTO PARK DRIVE Winter Garden, FL MLS# O6340169
$4,500
5

Beds

3.1

Baths

4,497

Sq.Ft.

4940 PALMETTO PARK DRIVE

Winter Garden, FL

Courtesy of BHHS FLORIDA REALTY
View 16771 TURTLE HATCH DRIVE D Winter Garden, FL MLS# O6365612
$4,500
4

Beds

3.1

Baths

2,954

Sq.Ft.

16771 TURTLE HATCH DRIVE D

Winter Garden, FL

Courtesy of LA ROSA REALTY LLC
View 16771 OAKBORO STREET Winter Garden, FL MLS# O6367397
$4,500
5

Beds

4.0

Baths

2,866

Sq.Ft.

16771 OAKBORO STREET

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 14826 SPEER LAKE DRIVE Winter Garden, FL MLS# O6364988
$4,495
4

Beds

3.1

Baths

3,510

Sq.Ft.

14826 SPEER LAKE DRIVE

Winter Garden, FL

Courtesy of PROMAX PROPERTY SOLUTIONS
View 13111 FARO COURT Winter Garden, FL MLS# O6368873
  • Recently Listed with Virtual Tour
1 of 29
$4,400
5

Beds

4.0

Baths

3,243

Sq.Ft.

13111 FARO COURT

Winter Garden, FL

Courtesy of JC FLORIDA REALTY LLC
View 17582 LAKE STAR ROAD Winter Garden, FL MLS# O6333727
$4,300
4

Beds

3.1

Baths

2,605

Sq.Ft.

17582 LAKE STAR ROAD

Winter Garden, FL

Courtesy of SUNNY 365 REALTY GROUP
View 16119 SKYSAIL STREET Winter Garden, FL MLS# O6359902
$4,300
4

Beds

3.1

Baths

3,327

Sq.Ft.

16119 SKYSAIL STREET

Winter Garden, FL

Courtesy of AAA GLOBAL VENTURES PA
View 13673 FRESH IVY STREET Winter Garden, FL MLS# O6346936
  • Adult Community with Virtual Tour
1 of 23
$4,200
3

Beds

2.0

Baths

1,960

Sq.Ft.

13673 FRESH IVY STREET

Winter Garden, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
View 8807 EDEN COVE DRIVE Winter Garden, FL MLS# G5106118
  • Recently Listed with Virtual Tour
1 of 29
$4,200
5

Beds

4.1

Baths

3,278

Sq.Ft.

8807 EDEN COVE DRIVE

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 6024 GLORY BOWER DRIVE Winter Garden, FL MLS# O6359037
$4,100
5

Beds

4.1

Baths

3,119

Sq.Ft.

6024 GLORY BOWER DRIVE

Winter Garden, FL

Courtesy of KARDOSH REALTY
View 7816 Summerlake Pointe BOULEVARD Winter Garden, FL MLS# O6203136
  • Recently Listed with Virtual Tour
1 of 17
$4,000
4

Beds

2.1

Baths

3,484

Sq.Ft.

7816 Summerlake Pointe BOULEVARD

Winter Garden, FL

Courtesy of FOURSQUARE REAL ESTATE
View 268 SUMMER PINE STREET Winter Garden, FL MLS# O6358652
  • New Construction with Virtual Tour
1 of 37
$4,000
5

Beds

3.1

Baths

2,631

Sq.Ft.

268 SUMMER PINE STREET

Winter Garden, FL

Courtesy of SELECTA REALTY LLC
View 14585 MAGNOLIA RIDGE LOOP Winter Garden, FL MLS# O6369442
$4,000
5

Beds

3.1

Baths

3,919

Sq.Ft.

14585 MAGNOLIA RIDGE LOOP

Winter Garden, FL

Courtesy of HOME WISE REALTY GROUP, INC.
View 15050 LAKE BESSIE LOOP Winter Garden, FL MLS# G5106240
  • Recently Listed
1 of 47
$4,000
4

Beds

3.1

Baths

2,633

Sq.Ft.

15050 LAKE BESSIE LOOP

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 15189 SUMMER HARVEST STREET Winter Garden, FL MLS# O6361543
$3,900
4

Beds

4.1

Baths

2,927

Sq.Ft.

15189 SUMMER HARVEST STREET

Winter Garden, FL

Courtesy of ALLUX REAL ESTATE 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

763

Estimated median home price

$585,000
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

Price Count
$0 - 100K 6
$100K - 200K 10
$200K - 300K 64
$300K - 400K 80
$400K - 500K 135
$500K - 600K 115
$600K - 700K 82
$700K - 800K 70
$800K - 900K 62
$900K - 1M 48
$1M - Max 91

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 491
Townhouse 119
Condo 107
Commercial 9
Rental 223
Lots and Land 33
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 1
Farms 0

(Data as of 1/6/2026)

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 1/8/2026.