156 total properties
Did you mean the neighborhood Windermere?
View 9319 WOODBREEZE BOULEVARD Windermere, FL MLS# O6384930
$574,995
4

Beds

2.0

Baths

1,798

Sq.Ft.

9319 WOODBREEZE BOULEVARD

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 13243 CHARFIELD STREET Windermere, FL MLS# O6385405
$699,000
4

Beds

3.1

Baths

2,794

Sq.Ft.

13243 CHARFIELD STREET

Windermere, FL

Courtesy of REAL BROKER, LLC
View 4 CHASE ROAD Windermere, FL MLS# O6384257
  • Virtual Tour
1 of 47
OPEN HOUSE: Saturday 4/25 11:00 AM - 1:00 PM
$875,000
3

Beds

2.0

Baths

2,386

Sq.Ft.

4 CHASE ROAD

Windermere, FL

Courtesy of REAL BROKER, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 8552 POWDER RIDGE TRAIL Windermere, FL MLS# S5144276
$680,000
4

Beds

2.1

Baths

2,612

Sq.Ft.

8552 POWDER RIDGE TRAIL

Windermere, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 9669 WESTOVER CLUB CIRCLE Windermere, FL MLS# O6386605
$750,000
4

Beds

4.0

Baths

3,435

Sq.Ft.

9669 WESTOVER CLUB CIRCLE

Windermere, FL

Courtesy of FIRST WORLD REALTY GROUP
View 12879 EMERSONDALE AVENUE Windermere, FL MLS# O6383280
$399,000
3

Beds

2.1

Baths

1,565

Sq.Ft.

12879 EMERSONDALE AVENUE

Windermere, FL

Courtesy of UNIONE REALTY INC
View 13263 STRODE LANE Windermere, FL MLS# O6383141
  • Virtual Tour
1 of 53
$798,900
4

Beds

3.1

Baths

2,559

Sq.Ft.

13263 STRODE LANE

Windermere, FL

Courtesy of HOME WISE REALTY GROUP, INC.
View 13237 FOSSICK ROAD Windermere, FL MLS# O6382389
$599,000
4

Beds

2.0

Baths

2,516

Sq.Ft.

13237 FOSSICK ROAD

Windermere, FL

Courtesy of EXP REALTY LLC
View 11835 GOLD CREEK TRAIL Windermere, FL MLS# O6382068
$900,000
4

Beds

4.1

Baths

3,119

Sq.Ft.

11835 GOLD CREEK TRAIL

Windermere, FL

Courtesy of BB GROUP REALTY CORP
View 11434 JASPER KAY TERRACE 1120 Windermere, FL MLS# O6382035
$315,000
3

Beds

2.0

Baths

1,332

Sq.Ft.

11434 JASPER KAY TERRACE 1120

Windermere, FL

Courtesy of REALTY ONE GROUP MVP
View 11355 ARBORSIDE BEND WAY Windermere, FL MLS# O6377273
$560,000
4

Beds

2.0

Baths

2,044

Sq.Ft.

11355 ARBORSIDE BEND WAY

Windermere, FL

Courtesy of EXP REALTY LLC
View 13609 ANCILLA BOULEVARD Windermere, FL MLS# O6381542
$749,999
4

Beds

3.1

Baths

3,360

Sq.Ft.

13609 ANCILLA BOULEVARD

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 13712 SUMMERPORT VILLAGE PARKWAY Windermere, FL MLS# S5143431
$444,900
3

Beds

2.1

Baths

1,997

Sq.Ft.

13712 SUMMERPORT VILLAGE PARKWAY

Windermere, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 9257 OUTLOOK ROCK TRAIL Windermere, FL MLS# S5143447
$899,990
5

Beds

4.1

Baths

3,619

Sq.Ft.

9257 OUTLOOK ROCK TRAIL

Windermere, FL

Courtesy of PRIMUS CRE GROUP
View 13302 ROSKIN LANE Windermere, FL MLS# O6380701
  • Virtual Tour
1 of 46
$849,900
4

Beds

3.1

Baths

3,424

Sq.Ft.

13302 ROSKIN LANE

Windermere, FL

Courtesy of RATIO REAL ESTATE, LLC
View 13733 BRESSLER ALLEY Windermere, FL MLS# O6379257
$455,000
3

Beds

2.1

Baths

2,002

Sq.Ft.

13733 BRESSLER ALLEY

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View 8767 IRON MOUNTAIN TRAIL Windermere, FL MLS# O6379681
$870,000
5

Beds

3.1

Baths

3,724

Sq.Ft.

8767 IRON MOUNTAIN TRAIL

Windermere, FL

Courtesy of KARDOSH REALTY
View 6673 DUNCASTER STREET Windermere, FL MLS# O6378820
$539,000
3

Beds

2.0

Baths

2,151

Sq.Ft.

6673 DUNCASTER STREET

Windermere, FL

Courtesy of MY REALTY GROUP, LLC.
View 6840 HELMSLEY CIRCLE Windermere, FL MLS# S5142930
$689,000
4

Beds

4.0

Baths

2,847

Sq.Ft.

6840 HELMSLEY CIRCLE

Windermere, FL

Courtesy of IAD FLORIDA LLC
View 6382 GOLDEN DEWDROP TRAIL Windermere, FL MLS# O6379533
$595,000
3

Beds

2.1

Baths

2,139

Sq.Ft.

6382 GOLDEN DEWDROP TRAIL

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY

About Windermere

"Among the lakes" is the phrase that the town of Windermere has chosen for its description, and aptly so.  Almost completely surrounded by water, Windermere is a lovely small town that will always be limited in population growth by available land.  Lake Butler is the largest body of water in the region, which is often referred to as the "Butler chain of lakes."  Situated in southeast Orange County, the residential villages and homes throughout the lake area are as beautiful as the backdrop of scenery they enjoy.  Some multi-million dollar lakefront mansions combine with more modest but often luxurious homes in a variety of architectural styles.  The Islesworth Golf & Country Club in Windermere rivals the lush fairways of highly acclaimed Bay Hill for sheer bayside splendor.  Also located in this small town is a fully accredited independent school for students in pre-kindergarten through eighth grade called Buena Vista Academy.  While the residents of Windermere can enjoy the exclusive resort setting and serenity of their community, the first-rate cultural, educational, and healthcare advantages of Orlando remain close to home. 

Listings in Windermere, FL

356

Estimated median home price

$1,028,495
Windermere FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Windermere, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Windermere, FL.

Homes for Sale by Price in Windermere, FL

PriceCount
$0 - 100K0
$100K - 200K0
$200K - 300K1
$300K - 400K20
$400K - 500K24
$500K - 600K40
$600K - 700K28
$700K - 800K25
$800K - 900K19
$900K - 1M20
$1M - Max179

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family298
Townhouse36
Condo8
Commercial1
Rental93
Lots and Land13
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 4/24/2026)

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.

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 4/25/2026.