44 total properties
Did you mean the neighborhood Windermere?
View 1803 GLENBAY COURT Windermere, FL MLS# O6352338
$875,000
4

Beds

3.0

Baths

3,040

Sq.Ft.

1803 GLENBAY COURT

Windermere, FL

Courtesy of LAKESIDE REALTY WINDERMERE INC
View 11162 LEDGEMENT LANE Windermere, FL MLS# O6346461
$1,045,000
4

Beds

3.1

Baths

3,248

Sq.Ft.

11162 LEDGEMENT LANE

Windermere, FL

Courtesy of INFINITY REALTY GROUP LLC
View 14395 CREST PALM AVENUE Windermere, FL MLS# G5103221
$1,084,558
4

Beds

3.1

Baths

3,404

Sq.Ft.

14395 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 11314 LEDGEMENT LANE Windermere, FL MLS# O6349004
$940,000
4

Beds

3.1

Baths

3,080

Sq.Ft.

11314 LEDGEMENT LANE

Windermere, FL

Courtesy of MARK SPAIN REAL ESTATE
View 13224 SWANSEA AVENUE Windermere, FL MLS# O6348855
$949,000
5

Beds

3.1

Baths

3,662

Sq.Ft.

13224 SWANSEA AVENUE

Windermere, FL

Courtesy of VINTAGE REALTY GROUP LLC
View 7007 WINDY PALM WAY Windermere, FL MLS# G5103030
  • New Construction with Virtual Tour
1 of 47
$1,075,990
6

Beds

4.1

Baths

3,550

Sq.Ft.

7007 WINDY PALM WAY

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 8778 PEACHTREE PARK COURT Windermere, FL MLS# O6348309
  • Virtual Tour
1 of 65
OPEN HOUSE: Saturday 1/3 12:00 PM - 2:00 PM
$900,000
4

Beds

3.1

Baths

3,235

Sq.Ft.

8778 PEACHTREE PARK COURT

Windermere, FL

Courtesy of HOMEVEST REALTY
View 8337 VIVARO ISLE WAY Windermere, FL MLS# O6332989
$825,000
5

Beds

4.0

Baths

3,294

Sq.Ft.

8337 VIVARO ISLE WAY

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View 4926 INDIAN DEER ROAD Windermere, FL MLS# O6346342
$893,172
5

Beds

4.1

Baths

3,849

Sq.Ft.

4926 INDIAN DEER ROAD

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 8764 LOOKOUT POINTE DRIVE Windermere, FL MLS# O6350484
$1,085,000
4

Beds

3.1

Baths

3,423

Sq.Ft.

8764 LOOKOUT POINTE DRIVE

Windermere, FL

Courtesy of REAL BROKER, LLC
View 14427 CREST PALM AVENUE Windermere, FL MLS# G5100372
  • New Construction with Virtual Tour
1 of 47
$1,044,990
6

Beds

4.1

Baths

4,571

Sq.Ft.

14427 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 14377 CREST PALM AVENUE Windermere, FL MLS# G5100373
  • New Construction with Virtual Tour
1 of 49
$939,990
4

Beds

2.1

Baths

3,239

Sq.Ft.

14377 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 2107 WESTOVER RESERVE BOULEVARD Windermere, FL MLS# O6333377
$1,080,000
4

Beds

4.0

Baths

4,676

Sq.Ft.

2107 WESTOVER RESERVE BOULEVARD

Windermere, FL

Courtesy of REAL BROKER, LLC
View 11096 LEDGEMENT LANE Windermere, FL MLS# O6328218
$939,500
5

Beds

3.2

Baths

3,285

Sq.Ft.

11096 LEDGEMENT LANE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 6926 CUCAMELON COURT Windermere, FL MLS# O6327172
$840,000
5

Beds

4.0

Baths

2,872

Sq.Ft.

6926 CUCAMELON COURT

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 6631 CRESTMONT GLEN LANE Windermere, FL MLS# O6323076
$859,900
4

Beds

3.1

Baths

3,068

Sq.Ft.

6631 CRESTMONT GLEN LANE

Windermere, FL

Courtesy of IRM INVEST., REAL EST.& MGMT.
View 11031 LEDGEMENT LANE Windermere, FL MLS# O6325415
$849,900
5

Beds

3.1

Baths

2,788

Sq.Ft.

11031 LEDGEMENT LANE

Windermere, FL

Courtesy of THE WILKINS WAY LLC
View 2504 WINDERMERE RESERVE COURT Windermere, FL MLS# O6314609
$1,000,000
Studio

Beds

0.0

Baths

2504 WINDERMERE RESERVE COURT

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View 11025 LEDGEMENT LANE Windermere, FL MLS# O6300223
$949,000
4

Beds

3.1

Baths

3,024

Sq.Ft.

11025 LEDGEMENT LANE

Windermere, FL

Courtesy of REAL BROKER, LLC
View 14371 CREST PALM AVENUE Windermere, FL MLS# G5094809
$1,084,990
4

Beds

3.0

Baths

3,100

Sq.Ft.

14371 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE 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

285

Estimated median home price

$1,080,000
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 - 300K0
$300K - 400K23
$400K - 500K21
$500K - 600K16
$600K - 700K21
$700K - 800K18
$800K - 900K19
$900K - 1M17
$1M - Max150

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family227
Townhouse37
Condo8
Commercial1
Rental107
Lots and Land12
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 1/1/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

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.

Data is updated as of 1/1/2026.

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 1/1/2026.