91 total properties
Did you mean the neighborhood Windermere?
View 6841 HELMSLEY CIRCLE Windermere, FL MLS# O6372635
$625,000
4

Beds

3.0

Baths

2,371

Sq.Ft.

6841 HELMSLEY CIRCLE

Windermere, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 13237 FOSSICK ROAD Windermere, FL MLS# O6382389
  • Recently Listed
1 of 41
$625,000
4

Beds

2.0

Baths

2,516

Sq.Ft.

13237 FOSSICK ROAD

Windermere, FL

Courtesy of EXP REALTY LLC
View 4773 BLUE MAJOR DRIVE Windermere, FL MLS# O6386132
  • Recently Listed
1 of 29
$619,900
4

Beds

2.1

Baths

2,620

Sq.Ft.

4773 BLUE MAJOR DRIVE

Windermere, FL

Courtesy of LPT REALTY, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 8632 ABBOTSBURY DRIVE Windermere, FL MLS# O6374937
$614,999
4

Beds

3.1

Baths

2,720

Sq.Ft.

8632 ABBOTSBURY DRIVE

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 6626 BRIDGEWATER VILLAGE ROAD Windermere, FL MLS# O6349184
$600,000
3

Beds

3.1

Baths

2,720

Sq.Ft.

6626 BRIDGEWATER VILLAGE ROAD

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 11355 ARBORSIDE BEND WAY Windermere, FL MLS# O6377273
  • Recently Listed with Virtual Tour
1 of 32
$600,000
4

Beds

2.0

Baths

2,044

Sq.Ft.

11355 ARBORSIDE BEND WAY

Windermere, FL

Courtesy of EXP REALTY LLC
View 6315 CLEARMEADOW COURT Windermere, FL MLS# O6330497
  • Virtual Tour
1 of 40
OPEN HOUSE: Sunday 3/8 10:00 AM - 2:00 PM
$599,990
3

Beds

2.0

Baths

2,077

Sq.Ft.

6315 CLEARMEADOW COURT

Windermere, FL

Courtesy of CORE REAL ESTATE GROUP
View 5463 GEMGOLD COURT Windermere, FL MLS# O6375567
$599,000
4

Beds

3.0

Baths

2,246

Sq.Ft.

5463 GEMGOLD COURT

Windermere, FL

Courtesy of INFINITY REALTY GROUP LLC
View 10765 Village Lake ROAD Windermere, FL MLS# O6139454
$598,000
4

Beds

3.1

Baths

2,317

Sq.Ft.

10765 Village Lake ROAD

Windermere, FL

Courtesy of JWJ REALTY LLC
View 11675 SNAIL KITE WAY Windermere, FL MLS# O6373317
$596,400
3

Beds

2.1

Baths

2,139

Sq.Ft.

11675 SNAIL KITE WAY

Windermere, FL

Courtesy of ORLANDO PROPERTY ADVISORS
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
View 7401 ELLA LANE Windermere, FL MLS# O6337094
  • Virtual Tour
1 of 34
$590,000
5

Beds

4.1

Baths

2,991

Sq.Ft.

7401 ELLA LANE

Windermere, FL

Courtesy of SERHANT
View 12980 HOLDENBURY LANE Windermere, FL MLS# O6385797
  • Recently Listed with Virtual Tour
1 of 60
$589,900
3

Beds

2.1

Baths

2,504

Sq.Ft.

12980 HOLDENBURY LANE

Windermere, FL

Courtesy of LIVE MVRK LLC
View 13430 HOPKINTON COURT Windermere, FL MLS# O6346406
$585,000
3

Beds

2.0

Baths

1,732

Sq.Ft.

13430 HOPKINTON COURT

Windermere, FL

Courtesy of EXP REALTY LLC
View 6957 NORTHWICH DRIVE Windermere, FL MLS# A4676454
$585,000
4

Beds

3.1

Baths

2,667

Sq.Ft.

6957 NORTHWICH DRIVE

Windermere, FL

Courtesy of FLATFEE.COM
View 6442 GOLDEN DEWDROP TRAIL Windermere, FL MLS# G5106279
$585,000
3

Beds

2.1

Baths

2,139

Sq.Ft.

6442 GOLDEN DEWDROP TRAIL

Windermere, FL

Courtesy of EMPIRE NETWORK REALTY
View 8533 GREENBANK BOULEVARD Windermere, FL MLS# O6354672
$580,000
4

Beds

3.1

Baths

2,551

Sq.Ft.

8533 GREENBANK BOULEVARD

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 7451 FAIRGROVE AVENUE Windermere, FL MLS# O6375170
$580,000
3

Beds

2.0

Baths

2,092

Sq.Ft.

7451 FAIRGROVE AVENUE

Windermere, FL

Courtesy of TALENT REALTY SOLUTIONS
View 7885 BERKSHIRE OAK ALLEY Windermere, FL MLS# O6374875
$579,000
4

Beds

2.1

Baths

2,214

Sq.Ft.

7885 BERKSHIRE OAK ALLEY

Windermere, FL

Courtesy of U S GLORY REALTY
View 6673 DUNCASTER STREET Windermere, FL MLS# O6378820
  • Recently Listed with Virtual Tour
1 of 48
$579,000
3

Beds

2.0

Baths

2,151

Sq.Ft.

6673 DUNCASTER STREET

Windermere, FL

Courtesy of MY REALTY GROUP, LLC.

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

301

Estimated median home price

$1,050,000
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 - 100K1
$100K - 200K0
$200K - 300K0
$300K - 400K16
$400K - 500K22
$500K - 600K28
$600K - 700K25
$700K - 800K26
$800K - 900K20
$900K - 1M9
$1M - Max154

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family250
Townhouse31
Condo5
Commercial1
Rental108
Lots and Land14
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 3/1/2026)

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 3/2/2026.