302 total properties
Did you mean the neighborhood Windermere?
View 6288 BLAKEFORD DRIVE Windermere, FL MLS# O6361679
$2,600,000
5

Beds

4.3

Baths

5,366

Sq.Ft.

6288 BLAKEFORD DRIVE

Windermere, FL

Courtesy of REAL BROKER, LLC
View 9575 WESTOVER ROBERTS ROAD Windermere, FL MLS# O6357873
$4,925,000
7

Beds

8.0

Baths

8,931

Sq.Ft.

9575 WESTOVER ROBERTS ROAD

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
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
The time to sell is now! THE TIME TO SELL IS NOW!
View 12676 SALOMON COVE DRIVE Windermere, FL MLS# O6357657
$800,000
6

Beds

4.0

Baths

3,667

Sq.Ft.

12676 SALOMON COVE DRIVE

Windermere, FL

Courtesy of LPT REALTY, LLC
View 11618 VINCI DRIVE Windermere, FL MLS# O6359990
  • Virtual Tour
1 of 64
$4,950,000
5

Beds

5.2

Baths

6,188

Sq.Ft.

11618 VINCI DRIVE

Windermere, FL

Courtesy of WEMERT GROUP REALTY LLC
View 1369 GLENWICK DRIVE Windermere, FL MLS# O6359212
$657,000
4

Beds

3.0

Baths

2,400

Sq.Ft.

1369 GLENWICK DRIVE

Windermere, FL

Courtesy of FL SUNSHINE STATE REALTY
View 6149 GROSVENOR SHORE DR Windermere, FL MLS# O6356355
$9,999,000
6

Beds

6.2

Baths

6,783

Sq.Ft.

6149 GROSVENOR SHORE DR

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP LLC
View 2 CHASE ROAD Windermere, FL MLS# O6345181
$625,000
Studio

Beds

0.0

Baths

2 CHASE ROAD

Windermere, FL

Courtesy of REAL BROKER, LLC.
View 12132 MONTALCINO CIRCLE Windermere, FL MLS# O6319854
$3,950,000
6

Beds

7.0

Baths

5,709

Sq.Ft.

12132 MONTALCINO CIRCLE

Windermere, FL

Courtesy of BELLA VIEW REALTY LLC
View 9733 CARILLON PARK DRIVE Windermere, FL MLS# O6355029
$5,250,000
5

Beds

6.1

Baths

7,600

Sq.Ft.

9733 CARILLON PARK DRIVE

Windermere, FL

Courtesy of LAKESIDE REALTY WINDERMERE INC
View 11438 ARBORSIDE BEND WAY Windermere, FL MLS# S5137869
$635,000
4

Beds

2.0

Baths

2,019

Sq.Ft.

11438 ARBORSIDE BEND WAY

Windermere, FL

Courtesy of SERHANT
View 13752 BRESSLER ALLEY Windermere, FL MLS# O6358878
$450,000
3

Beds

2.1

Baths

1,976

Sq.Ft.

13752 BRESSLER ALLEY

Windermere, FL

Courtesy of WEMERT GROUP REALTY LLC
View 6626 BRIDGEWATER VILLAGE ROAD Windermere, FL MLS# O6349184
$600,000
3

Beds

3.1

Baths

2,720

Sq.Ft.

6626 BRIDGEWATER VILLAGE ROAD

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 2958 MARQUESAS COURT Windermere, FL MLS# O6357302
$1,885,000
5

Beds

4.1

Baths

4,716

Sq.Ft.

2958 MARQUESAS COURT

Windermere, FL

Courtesy of DOUGLAS ELLIMAN
View 6615 HELMSLEY CIRCLE Windermere, FL MLS# G5104075
$799,900
5

Beds

3.1

Baths

3,390

Sq.Ft.

6615 HELMSLEY CIRCLE

Windermere, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
View 14250 CREST PALM AVENUE Windermere, FL MLS# G5104035
$1,174,935
4

Beds

3.0

Baths

3,100

Sq.Ft.

14250 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 6507 ROSELLA COURT Windermere, FL MLS# O6353035
$7,400,000
7

Beds

7.1

Baths

10,485

Sq.Ft.

6507 ROSELLA COURT

Windermere, FL

Courtesy of DEANNA MARIE SECHREST
View 9508 Windy Ridge Road Windermere, FL MLS# RX11136385
$19,995,000
6

Beds

12.2

Baths

20,865

Sq.Ft.

9508 Windy Ridge Road

Windermere, FL

BeachesMLS
View 11714 DELWICK DRIVE Windermere, FL MLS# O6356567
$850,000
4

Beds

3.0

Baths

2,764

Sq.Ft.

11714 DELWICK DRIVE

Windermere, FL

Courtesy of RE/MAX 200 REALTY
View 6252 BLAKEFORD DR Windermere, FL MLS# O6356056
  • Virtual Tour
1 of 52
$2,390,000
5

Beds

4.0

Baths

4,287

Sq.Ft.

6252 BLAKEFORD DR

Windermere, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE

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

302

Estimated median home price

$1,050,000
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 - 400K19
$400K - 500K22
$500K - 600K27
$600K - 700K25
$700K - 800K25
$800K - 900K19
$900K - 1M10
$1M - Max155

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family249
Townhouse32
Condo7
Commercial1
Rental105
Lots and Land13
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 2/27/2026)

Information deemed reliable but not guaranteed.

Copyright 2026 BeachesMLS, Inc. All rights reserved.

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed.

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 2/27/2026.

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 2/27/2026.

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 2/27/2026.