110 total properties
Did you mean the neighborhood Windermere?
View 811 MAIN STREET Windermere, FL MLS# O6409463
  • Recently Listed with Virtual Tour
1 of 33
$649,999
2

Beds

1.1

Baths

1,398

Sq.Ft.

811 MAIN STREET

Windermere, FL

Courtesy of CAMERON REALTY GROUP LLC
View 6528 HELMSLEY CIRCLE Windermere, FL MLS# O6408661
$325,000
2

Beds

2.1

Baths

1,411

Sq.Ft.

6528 HELMSLEY CIRCLE

Windermere, FL

Courtesy of NEW HEIGHTS REALTY GROUP
View 5225 LEMON TWIST LANE Windermere, FL MLS# O6406747
$499,900
3

Beds

2.0

Baths

1,700

Sq.Ft.

5225 LEMON TWIST LANE

Windermere, FL

Courtesy of KELLER WILLIAMS WINTER PARK
The time to sell is now! THE TIME TO SELL IS NOW!
View 4948 WISE BIRD DRIVE Windermere, FL MLS# O6405511
$679,000
3

Beds

2.0

Baths

1,979

Sq.Ft.

4948 WISE BIRD DRIVE

Windermere, FL

Courtesy of THE FLORIDA LOUNGE REALTY LLC
View 6615 HELMSLEY CIRCLE Windermere, FL MLS# O6406997
$690,000
5

Beds

3.1

Baths

3,390

Sq.Ft.

6615 HELMSLEY CIRCLE

Windermere, FL

Courtesy of EXP REALTY LLC
View 8866 HERENCIA ALY Windermere, FL MLS# O6407518
  • Recently Listed with Virtual Tour
1 of 31
$430,000
3

Beds

2.1

Baths

1,577

Sq.Ft.

8866 HERENCIA ALY

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 4819 INDIAN DEER ROAD Windermere, FL MLS# O6403960
$669,900
4

Beds

4.0

Baths

3,049

Sq.Ft.

4819 INDIAN DEER ROAD

Windermere, FL

Courtesy of ENTERA REALTY LLC
View 1661 ROBERTS LANDING ROAD Windermere, FL MLS# O6407725
  • Recently Listed with Virtual Tour
1 of 16
$549,900
Studio

Beds

0.0

Baths

1661 ROBERTS LANDING ROAD

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 12533 CRAGSIDE LANE Windermere, FL MLS# O6405628
$575,000
4

Beds

2.0

Baths

2,151

Sq.Ft.

12533 CRAGSIDE LANE

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 8632 ABBOTSBURY DRIVE Windermere, FL MLS# O6406433
$625,000
4

Beds

3.1

Baths

2,720

Sq.Ft.

8632 ABBOTSBURY DRIVE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 7560 BENTONSHIRE AVENUE Windermere, FL MLS# O6405384
$445,000
4

Beds

3.1

Baths

1,905

Sq.Ft.

7560 BENTONSHIRE AVENUE

Windermere, FL

Courtesy of SOLD BY SIX REALTY, LLC
View 7612 FAIRGROVE AVENUE Windermere, FL MLS# S5149402
$440,000
3

Beds

2.1

Baths

1,742

Sq.Ft.

7612 FAIRGROVE AVENUE

Windermere, FL

Courtesy of FLORIDA FANTASY REAL ESTATE INC
View 14155 ANCILLA BOULEVARD Windermere, FL MLS# O6404896
$399,000
3

Beds

2.1

Baths

1,629

Sq.Ft.

14155 ANCILLA BOULEVARD

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 11564 MIZZON DRIVE 930 Windermere, FL MLS# O6404607
$325,000
3

Beds

2.0

Baths

1,442

Sq.Ft.

11564 MIZZON DRIVE 930

Windermere, FL

Courtesy of RE REALTY
View 13226 ZORI LANE Windermere, FL MLS# O6403132
  • Virtual Tour
1 of 41
$675,000
4

Beds

2.0

Baths

2,521

Sq.Ft.

13226 ZORI LANE

Windermere, FL

Courtesy of LA ROSA REALTY LLC
View 9055 LEGADO DRIVE Windermere, FL MLS# O6403350
  • Virtual Tour
1 of 22
$425,000
3

Beds

2.1

Baths

1,584

Sq.Ft.

9055 LEGADO DRIVE

Windermere, FL

Courtesy of PREFERRED REAL ESTATE BROKERS
View 9072 WOODBREEZE BOULEVARD Windermere, FL MLS# O6403789
$549,900
3

Beds

2.0

Baths

1,721

Sq.Ft.

9072 WOODBREEZE BOULEVARD

Windermere, FL

Courtesy of BHHS FLORIDA REALTY
View 13836 BLUEBIRD POND ROAD Windermere, FL MLS# TB8502779
$698,000
3

Beds

2.0

Baths

2,108

Sq.Ft.

13836 BLUEBIRD POND ROAD

Windermere, FL

Courtesy of GETMOREOFFERS
View 14422 DESERT HAVEN STREET 4206 Windermere, FL MLS# S5148708
$385,000
3

Beds

2.1

Baths

1,840

Sq.Ft.

14422 DESERT HAVEN STREET 4206

Windermere, FL

Courtesy of MD3 HOMES LLC
View 7710 FAIRGROVE AVENUE Windermere, FL MLS# S5148820
$390,000
3

Beds

2.1

Baths

1,644

Sq.Ft.

7710 FAIRGROVE AVENUE

Windermere, FL

Courtesy of JASON MITCHELL REAL ESTATE FLO

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

352

Estimated median home price

$1,182,500
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 - 400K22
$400K - 500K29
$500K - 600K34
$600K - 700K24
$700K - 800K18
$800K - 900K17
$900K - 1M16
$1M - Max191

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family287
Townhouse43
Condo7
Commercial1
Rental93
Lots and Land14
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 6/1/2026)

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 6/2/2026.