58 total properties
Did you mean the neighborhood Windermere?
View 1925 BREEZY HILL DRIVE WINDERMERE FLORIDA 34786 Windermere, FL MLS# O6398784
  • Recently Listed with Virtual Tour
1 of 39
$880,000
5

Beds

3.0

Baths

3,063

Sq.Ft.

1925 BREEZY HILL DRIVE WINDERMERE FLORIDA 34786

Windermere, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 8796 PEACHTREE PARK COURT Windermere, FL MLS# O6399023
  • Recently Listed with Virtual Tour
1 of 35
OPEN HOUSE: Sunday 4/19 2:00 PM - 4:00 PM
$979,999
4

Beds

3.1

Baths

3,299

Sq.Ft.

8796 PEACHTREE PARK COURT

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 1002 OAKDALE STREET Windermere, FL MLS# TB8495717
  • Recently Listed with Virtual Tour
1 of 60
$975,000
4

Beds

3.0

Baths

3,516

Sq.Ft.

1002 OAKDALE STREET

Windermere, FL

Courtesy of KELLER WILLIAMS SUBURBAN TAMPA
The time to sell is now! THE TIME TO SELL IS NOW!
View 910 LASCALA DRIVE Windermere, FL MLS# O6397847
  • Recently Listed with Virtual Tour
1 of 54
$770,000
4

Beds

3.1

Baths

2,742

Sq.Ft.

910 LASCALA DRIVE

Windermere, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 7519 BROFIELD AVENUE Windermere, FL MLS# O6398459
  • Recently Listed with Virtual Tour
1 of 49
$755,000
4

Beds

3.1

Baths

2,628

Sq.Ft.

7519 BROFIELD AVENUE

Windermere, FL

Courtesy of EXP REALTY LLC
View 825 OAKDALE STREET Windermere, FL MLS# O6396351
  • Recently Listed with Virtual Tour
1 of 50
$792,500
3

Beds

2.0

Baths

1,664

Sq.Ft.

825 OAKDALE STREET

Windermere, FL

Courtesy of EXP REALTY LLC
View 8355 TORCELLO ISLE DRIVE Windermere, FL MLS# O6396948
  • Recently Listed with Virtual Tour
1 of 42
$895,000
5

Beds

3.1

Baths

4,202

Sq.Ft.

8355 TORCELLO ISLE DRIVE

Windermere, FL

Courtesy of REALTY LYNK INC
View 1329 GLENHEATHER DRIVE Windermere, FL MLS# O6395704
  • Recently Listed with Virtual Tour
1 of 68
$821,000
3

Beds

3.0

Baths

2,519

Sq.Ft.

1329 GLENHEATHER DRIVE

Windermere, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 4309 SALTMARSH SPARROW DRIVE Windermere, FL MLS# O6396295
  • Recently Listed with Virtual Tour
1 of 55
OPEN HOUSE: Sunday 4/19 9:00 AM - 7:00 PM
$825,000
5

Beds

4.1

Baths

3,697

Sq.Ft.

4309 SALTMARSH SPARROW DRIVE

Windermere, FL

Courtesy of OPENDOOR BROKERAGE LLC
View 14377 CREST PALM AVENUE Windermere, FL MLS# G5110662
  • New Construction with Virtual Tour
1 of 49
$970,000
4

Beds

2.1

Baths

3,239

Sq.Ft.

14377 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 13125 FILLY COURT Windermere, FL MLS# O6395698
  • Recently Listed with Virtual Tour
1 of 11
$998,000
Studio

Beds

0.0

Baths

13125 FILLY COURT

Windermere, FL

Courtesy of VINTAGE REALTY GROUP LLC
View 9237 SABAL PALM CIRCLE Windermere, FL MLS# G5110005
  • Recently Listed with Virtual Tour
1 of 44
$789,995
3

Beds

2.0

Baths

2,469

Sq.Ft.

9237 SABAL PALM CIRCLE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 8415 VIVARO ISLE WAY Windermere, FL MLS# O6391460
$839,900
4

Beds

3.0

Baths

3,038

Sq.Ft.

8415 VIVARO ISLE WAY

Windermere, FL

Courtesy of PREFERRED REAL ESTATE BROKERS
View 2702 CARTER GROVE CIRCLE Windermere, FL MLS# O6394535
$945,000
4

Beds

2.1

Baths

2,292

Sq.Ft.

2702 CARTER GROVE CIRCLE

Windermere, FL

Courtesy of VINTAGE REALTY GROUP LLC
View 13145 ZORI LANE Windermere, FL MLS# O6394437
  • Recently Listed with Virtual Tour
1 of 24
$775,000
5

Beds

4.0

Baths

3,597

Sq.Ft.

13145 ZORI LANE

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 5413 WALSH POND COURT Windermere, FL MLS# O6391919
$875,000
4

Beds

3.1

Baths

3,124

Sq.Ft.

5413 WALSH POND COURT

Windermere, FL

Courtesy of HAVEN PROPERTY GROUP LLC
View 11903 CAVE RUN AVENUE Windermere, FL MLS# O6392757
$750,000
4

Beds

3.1

Baths

3,413

Sq.Ft.

11903 CAVE RUN AVENUE

Windermere, FL

Courtesy of LOKATION
View 14255 SONCO AVENUE Windermere, FL MLS# O6392262
  • Virtual Tour
1 of 100
$874,900
4

Beds

2.1

Baths

2,698

Sq.Ft.

14255 SONCO AVENUE

Windermere, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 7180 BEEK STREET Windermere, FL MLS# O6393213
$780,000
6

Beds

4.0

Baths

3,648

Sq.Ft.

7180 BEEK STREET

Windermere, FL

Courtesy of FOLIO REALTY LLC
View 6569 CRESTMONT GLEN LANE Windermere, FL MLS# O6390271
$985,000
4

Beds

3.1

Baths

3,080

Sq.Ft.

6569 CRESTMONT GLEN LANE

Windermere, FL

Courtesy of THE AGENCY FL

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

$1,019,990
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 - 400K18
$400K - 500K26
$500K - 600K35
$600K - 700K30
$700K - 800K25
$800K - 900K20
$900K - 1M21
$1M - Max177

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family295
Townhouse36
Condo8
Commercial1
Rental96
Lots and Land13
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 4/18/2026)

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 4/19/2026.