88 total properties
Did you mean the neighborhood Windermere?
View 8463 TIBET BUTLER DR Windermere, FL MLS# O6413065
  • Recently Listed
1 of 26
$7,000
4

Beds

4.2

Baths

3,786

Sq.Ft.

8463 TIBET BUTLER DR

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP LLC
View 6621 HELMSLEY CIRCLE Windermere, FL MLS# O6405961
  • Recently Listed
1 of 55
$3,749
4

Beds

3.1

Baths

2,897

Sq.Ft.

6621 HELMSLEY CIRCLE

Windermere, FL

Courtesy of 407 PROPERTIES
View 8838 ABBOTSBURY DRIVE Windermere, FL MLS# O6410111
  • Recently Listed with Virtual Tour
1 of 30
$2,800
3

Beds

2.0

Baths

1,820

Sq.Ft.

8838 ABBOTSBURY DRIVE

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
View 6650 BRIDGEWATER VILLAGE ROAD Windermere, FL MLS# O6412833
  • Recently Listed with Virtual Tour
1 of 37
$3,100
3

Beds

3.0

Baths

2,615

Sq.Ft.

6650 BRIDGEWATER VILLAGE ROAD

Windermere, FL

Courtesy of JOY ESTATE ENTERPRISE INC
View 6601 DUNCASTER STREET Windermere, FL MLS# O6412189
  • Recently Listed with Virtual Tour
1 of 27
$3,200
4

Beds

3.0

Baths

3,001

Sq.Ft.

6601 DUNCASTER STREET

Windermere, FL

Courtesy of ANTS REALTY LLC
View 12802 STRODE LANE Windermere, FL MLS# O6409693
  • Recently Listed with Virtual Tour
1 of 20
$2,700
3

Beds

2.1

Baths

1,748

Sq.Ft.

12802 STRODE LANE

Windermere, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 11933 WATER RUN ALLEY Windermere, FL MLS# O6411037
  • Recently Listed with Virtual Tour
1 of 20
$2,800
3

Beds

2.1

Baths

1,569

Sq.Ft.

11933 WATER RUN ALLEY

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View 7231 SANGALLA DRIVE Windermere, FL MLS# O6411420
  • Recently Listed with Virtual Tour
1 of 56
$7,800
5

Beds

4.1

Baths

3,835

Sq.Ft.

7231 SANGALLA DRIVE

Windermere, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 12982 KEGAN STREET Windermere, FL MLS# S5150794
  • Recently Listed with Virtual Tour
1 of 13
$2,495
3

Beds

2.1

Baths

1,428

Sq.Ft.

12982 KEGAN STREET

Windermere, FL

Courtesy of A+ HOME RENTALS LLC
View 4548 BLUE MAJOR DRIVE Windermere, FL MLS# O6410248
  • Recently Listed
1 of 55
$3,200
3

Beds

2.0

Baths

2,085

Sq.Ft.

4548 BLUE MAJOR DRIVE

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 12937 EMERSONDALE AVENUE Windermere, FL MLS# O6406857
  • Recently Listed with Virtual Tour
1 of 27
$2,500
3

Beds

2.1

Baths

1,480

Sq.Ft.

12937 EMERSONDALE AVENUE

Windermere, FL

Courtesy of REEURBAN REAL ESTATE SERVICES
View 6308 LAKE SMITH CIRCLE Windermere, FL MLS# O6410997
$2,725
3

Beds

2.1

Baths

1,525

Sq.Ft.

6308 LAKE SMITH CIRCLE

Windermere, FL

Courtesy of INTERNATIONAL NETWORK REALTY
View 17514 BLACK RAIL STREET Windermere, FL MLS# O6410722
  • Recently Listed with Virtual Tour
1 of 42
$3,995
4

Beds

2.0

Baths

2,373

Sq.Ft.

17514 BLACK RAIL STREET

Windermere, FL

Courtesy of SUNSHINE REALTY & PROP. MGNT
View 12784 GARRIDAN AVENUE Windermere, FL MLS# O6411120
  • Recently Listed with Virtual Tour
1 of 27
$3,100
4

Beds

2.1

Baths

1,970

Sq.Ft.

12784 GARRIDAN AVENUE

Windermere, FL

Courtesy of YORK MILLS REALTY LLC
View 5130 SUN PALM DRIVE Windermere, FL MLS# O6409082
$3,099
3

Beds

2.0

Baths

1,723

Sq.Ft.

5130 SUN PALM DRIVE

Windermere, FL

Courtesy of 407 PROPERTIES
View 12702 SALOMON COVE DRIVE Windermere, FL MLS# O6408108
  • Recently Listed with Virtual Tour
1 of 49
$2,600
3

Beds

2.1

Baths

1,670

Sq.Ft.

12702 SALOMON COVE DRIVE

Windermere, FL

Courtesy of SUNNY 365 REALTY GROUP
View 14252 CONFETTI DRIVE Windermere, FL MLS# O6410196
  • Recently Listed with Virtual Tour
1 of 90
$3,199
1

Beds

1.0

Baths

320

Sq.Ft.

14252 CONFETTI DRIVE

Windermere, FL

Courtesy of HOMEVEST REALTY
View 11538 DELWICK DRIVE Windermere, FL MLS# O6410311
  • Recently Listed with Virtual Tour
1 of 33
$6,500
6

Beds

4.1

Baths

4,028

Sq.Ft.

11538 DELWICK DRIVE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 12936 DROXFORD ROAD Windermere, FL MLS# O6409803
$3,600
5

Beds

3.1

Baths

3,038

Sq.Ft.

12936 DROXFORD ROAD

Windermere, FL

Courtesy of WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC
View 13007 LANGSTAFF DRIVE Windermere, FL MLS# O6409084
  • Recently Listed
1 of 19
$2,400
2

Beds

2.1

Baths

1,375

Sq.Ft.

13007 LANGSTAFF DRIVE

Windermere, FL

Courtesy of UNIONE REALTY INC

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

353

Estimated median home price

$1,175,000
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 - 400K22
$400K - 500K30
$500K - 600K32
$600K - 700K26
$700K - 800K17
$800K - 900K18
$900K - 1M15
$1M - Max192

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family288
Townhouse43
Condo7
Commercial1
Rental88
Lots and Land14
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 6/3/2026)

Information deemed reliable but not guaranteed.

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 6/3/2026.