135 total properties
Did you mean the neighborhood Windermere?
View 8737 IRON MOUNTAIN TRAIL Windermere, FL MLS# O6389224
$725,000
3

Beds

2.1

Baths

2,260

Sq.Ft.

8737 IRON MOUNTAIN TRAIL

Windermere, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 13240 ROSKIN LANE Windermere, FL MLS# S5144759
  • Virtual Tour
1 of 35
$724,000
4

Beds

3.1

Baths

3,108

Sq.Ft.

13240 ROSKIN LANE

Windermere, FL

Courtesy of HOMESMART
View 6840 HELMSLEY CIRCLE Windermere, FL MLS# S5142930
$719,999
4

Beds

4.0

Baths

2,847

Sq.Ft.

6840 HELMSLEY CIRCLE

Windermere, FL

Courtesy of IAD FLORIDA LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 11813 Cave Run AVENUE Windermere, FL MLS# O6191186
$719,000
4

Beds

3.1

Baths

2,935

Sq.Ft.

11813 Cave Run AVENUE

Windermere, FL

Courtesy of EXP REALTY LLC
View 0 USA Windermere, FL MLS# O6342410
  • Virtual Tour
1 of 25
$715,000
1,250

Sq.Ft.

0 USA

Windermere, FL

Courtesy of LAKESIDE REALTY WINDERMERE INC
View QUAIL COVE COURT Windermere, FL MLS# O6349414
$699,000
Studio

Beds

0.0

Baths

QUAIL COVE COURT

Windermere, FL

Courtesy of REGENCY REAL ESTATE LLC
View 13243 CHARFIELD STREET Windermere, FL MLS# O6385405
  • Recently Listed with Virtual Tour
1 of 39
$699,000
4

Beds

3.1

Baths

2,794

Sq.Ft.

13243 CHARFIELD STREET

Windermere, FL

Courtesy of REAL BROKER, LLC
View 13232 LONGACRE DRIVE Windermere, FL MLS# O6372809
$689,000
5

Beds

3.0

Baths

2,511

Sq.Ft.

13232 LONGACRE DRIVE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 6712 THORNHILL CIRCLE Windermere, FL MLS# O6351284
$680,000
5

Beds

3.1

Baths

2,976

Sq.Ft.

6712 THORNHILL CIRCLE

Windermere, FL

Courtesy of HOMEVEST REALTY
View 13339 ROSKIN LANE Windermere, FL MLS# S5141148
  • Virtual Tour
1 of 54
$680,000
4

Beds

2.1

Baths

2,947

Sq.Ft.

13339 ROSKIN LANE

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
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 13013 OVERSTREET ROAD Windermere, FL MLS# O6380917
$679,994
4

Beds

2.1

Baths

2,053

Sq.Ft.

13013 OVERSTREET ROAD

Windermere, FL

Courtesy of EXP REALTY LLC
View 6965 TETTENHALL LANE Windermere, FL MLS# O6340538
$679,000
5

Beds

3.0

Baths

2,972

Sq.Ft.

6965 TETTENHALL LANE

Windermere, FL

Courtesy of VISION HOME REAL ESTATE, LLC
View 6613 MERRICK LANDING BOULEVARD Windermere, FL MLS# O6391719
$675,000
3

Beds

3.1

Baths

2,641

Sq.Ft.

6613 MERRICK LANDING BOULEVARD

Windermere, FL

Courtesy of THE AGENCY FL
View 7271 SUNNY MEADOW ALY Windermere, FL MLS# O6392619
$675,000
3

Beds

2.1

Baths

2,280

Sq.Ft.

7271 SUNNY MEADOW ALY

Windermere, FL

Courtesy of REVEL REALTY LLC
View 8582 POWDER RIDGE TRAIL Windermere, FL MLS# S5132123
$670,000
4

Beds

3.1

Baths

2,297

Sq.Ft.

8582 POWDER RIDGE TRAIL

Windermere, FL

Courtesy of LPT REALTY, LLC
View 6638 BRIDGEWATER VILLAGE ROAD Windermere, FL MLS# O6374429
$664,900
4

Beds

2.1

Baths

2,908

Sq.Ft.

6638 BRIDGEWATER VILLAGE ROAD

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 12936 DROXFORD ROAD Windermere, FL MLS# O6376097
$659,000
5

Beds

3.1

Baths

2,960

Sq.Ft.

12936 DROXFORD ROAD

Windermere, FL

Courtesy of UNITED REAL ESTATE PREFERRED
View 6799 HELMSLEY CIRCLE Windermere, FL MLS# O6361417
$658,000
4

Beds

3.1

Baths

2,615

Sq.Ft.

6799 HELMSLEY CIRCLE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 1369 GLENWICK DRIVE Windermere, FL MLS# O6359212
$657,000
4

Beds

3.0

Baths

2,400

Sq.Ft.

1369 GLENWICK DRIVE

Windermere, FL

Courtesy of FL SUNSHINE STATE 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

$1,100,000
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 - 100K0
$100K - 200K0
$200K - 300K1
$300K - 400K19
$400K - 500K25
$500K - 600K39
$600K - 700K26
$700K - 800K25
$800K - 900K19
$900K - 1M20
$1M - Max182

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family298
Townhouse36
Condo8
Commercial1
Rental97
Lots and Land13
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 4/21/2026)

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 4/21/2026.