213 total properties
Did you mean the neighborhood Windermere?
View 12142 CANYON SUN TRAIL Windermere, FL MLS# S5138705
$520,000
3

Beds

2.1

Baths

2,032

Sq.Ft.

12142 CANYON SUN TRAIL

Windermere, FL

Courtesy of SIX STAR REALTY GROUP LLC
View 4818 BREEZY PALMS COURT Windermere, FL MLS# O6360779
  • Recently Listed with Virtual Tour
1 of 34
OPEN HOUSE: Saturday 12/6 11:00 AM - 1:00 PM
$535,000
3

Beds

2.0

Baths

1,492

Sq.Ft.

4818 BREEZY PALMS COURT

Windermere, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 10915 Ledgement Lane Windermere, FL MLS# 1220217
  • Recently Listed
1 of 60
$1,037,000
4

Beds

3.1

Baths

2,818

Sq.Ft.

10915 Ledgement Lane

Windermere, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 14551 YELLOW BUTTERFLY ROAD Windermere, FL MLS# O6361922
  • Recently Listed with Virtual Tour
1 of 49
$820,000
5

Beds

3.1

Baths

3,546

Sq.Ft.

14551 YELLOW BUTTERFLY ROAD

Windermere, FL

Courtesy of ICON REALTY ASSOCIATES INC
View 12060 VIA CASELLI LANE Windermere, FL MLS# O6360255
  • Recently Listed with Virtual Tour
1 of 45
OPEN HOUSE: Saturday 12/6 12:00 PM - 3:00 PM
$499,999
4

Beds

3.0

Baths

1,786

Sq.Ft.

12060 VIA CASELLI LANE

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 6947 CUCAMELON COURT Windermere, FL MLS# O6361206
  • Recently Listed with Virtual Tour
1 of 65
OPEN HOUSE: Saturday 12/6 11:00 AM - 2:00 PM
$999,000
5

Beds

5.1

Baths

3,680

Sq.Ft.

6947 CUCAMELON COURT

Windermere, FL

Courtesy of DALTON WADE INC
View 14342 CREST PALM AVENUE Windermere, FL MLS# G5104715
$1,082,976
5

Beds

3.1

Baths

3,764

Sq.Ft.

14342 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 13752 BRESSLER ALLEY Windermere, FL MLS# O6358878
  • Recently Listed with Virtual Tour
1 of 30
$468,000
3

Beds

2.1

Baths

1,976

Sq.Ft.

13752 BRESSLER ALLEY

Windermere, FL

Courtesy of WEMERT GROUP REALTY LLC
View 11692 WATER RUN ALLEY Windermere, FL MLS# O6358611
  • Recently Listed with Virtual Tour
1 of 34
$459,000
3

Beds

2.1

Baths

1,712

Sq.Ft.

11692 WATER RUN ALLEY

Windermere, FL

Courtesy of WEMERT GROUP REALTY LLC
View 6799 HELMSLEY CIRCLE Windermere, FL MLS# O6361417
  • Recently Listed with Virtual Tour
1 of 61
OPEN HOUSE: Sunday 12/7 10:00 PM - 1:00 PM
$699,000
4

Beds

3.1

Baths

2,615

Sq.Ft.

6799 HELMSLEY CIRCLE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 8746 CRESCENDO AVENUE Windermere, FL MLS# O6360936
  • Recently Listed with Virtual Tour
1 of 51
$1,390,000
4

Beds

3.1

Baths

3,050

Sq.Ft.

8746 CRESCENDO AVENUE

Windermere, FL

Courtesy of M2M REALTY
View 11947 LAKE BUTLER BOULEVARD Windermere, FL MLS# S5138619
  • Recently Listed with Virtual Tour
1 of 9
$1,500,000
Studio

Beds

0.0

Baths

11947 LAKE BUTLER BOULEVARD

Windermere, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 9237 MCDAVID COURT Windermere, FL MLS# O6360886
  • Recently Listed
1 of 27
$849,999
4

Beds

2.1

Baths

2,269

Sq.Ft.

9237 MCDAVID COURT

Windermere, FL

Courtesy of GENESYS REALTY LLC
View 7411 RIPPLEPOINTE WAY Windermere, FL MLS# O6360114
$440,000
3

Beds

2.1

Baths

1,948

Sq.Ft.

7411 RIPPLEPOINTE WAY

Windermere, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 12676 SALOMON COVE DRIVE Windermere, FL MLS# O6357657
  • Virtual Tour
1 of 34
OPEN HOUSE: Saturday 12/6 11:00 AM - 3:00 PM
$890,000
6

Beds

4.0

Baths

3,667

Sq.Ft.

12676 SALOMON COVE DRIVE

Windermere, FL

Courtesy of LPT REALTY, LLC
View 11108 LEDGEMENT LANE Windermere, FL MLS# O6359855
$849,000
4

Beds

3.1

Baths

3,024

Sq.Ft.

11108 LEDGEMENT LANE

Windermere, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 4415 BLUE MAJOR DRIVE Windermere, FL MLS# O6359496
$815,000
5

Beds

3.0

Baths

3,211

Sq.Ft.

4415 BLUE MAJOR DRIVE

Windermere, FL

Courtesy of M2M REALTY
View 1369 GLENWICK DRIVE Windermere, FL MLS# O6359212
$689,800
4

Beds

3.0

Baths

2,400

Sq.Ft.

1369 GLENWICK DRIVE

Windermere, FL

Courtesy of FL SUNSHINE STATE REALTY
View 6564 LAGOON STREET Windermere, FL MLS# O6271044
  • New Construction with Virtual Tour
1 of 45
OPEN HOUSE: Saturday 12/6 1:00 PM - 4:00 PM
$2,000,000
5

Beds

4.1

Baths

3,685

Sq.Ft.

6564 LAGOON STREET

Windermere, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
View Address not provided Windermere, FL MLS# V4945840
$325,000
3

Beds

2.1

Baths

1,512

Sq.Ft.

Address not provided

Windermere, FL

Courtesy of COLDWELL BANKER COAST 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

312

Estimated median home price

$1,082,279
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 - 400K25
$400K - 500K22
$500K - 600K23
$600K - 700K25
$700K - 800K20
$800K - 900K16
$900K - 1M18
$1M - Max162

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family256
Townhouse34
Condo11
Commercial1
Rental117
Lots and Land10
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 11/11/2025)

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 12/5/2025.

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 12/5/2025.