296 total properties
Did you mean the neighborhood Windermere?
View 8767 IRON MOUNTAIN TRAIL Windermere, FL MLS# O6379681
$870,000
5

Beds

3.1

Baths

3,724

Sq.Ft.

8767 IRON MOUNTAIN TRAIL

Windermere, FL

Courtesy of KARDOSH REALTY
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 6331 LITTLE LAKE SAWYER DRIVE Windermere, FL MLS# O6372786
$850,000
Studio

Beds

0.0

Baths

6331 LITTLE LAKE SAWYER DRIVE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 9669 WESTOVER CLUB CIRCLE Windermere, FL MLS# O6386605
  • Recently Listed with Virtual Tour
1 of 28
$850,000
4

Beds

4.0

Baths

3,435

Sq.Ft.

9669 WESTOVER CLUB CIRCLE

Windermere, FL

Courtesy of FIRST WORLD REALTY GROUP
View 4926 INDIAN DEER ROAD Windermere, FL MLS# O6346342
$840,646
5

Beds

4.1

Baths

3,849

Sq.Ft.

4926 INDIAN DEER ROAD

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 9237 MCDAVID COURT Windermere, FL MLS# O6360886
$837,500
4

Beds

2.1

Baths

2,269

Sq.Ft.

9237 MCDAVID COURT

Windermere, FL

Courtesy of GENESYS REALTY LLC
View 9225 MCDAVID COURT Windermere, FL MLS# O6390371
  • Recently Listed with Virtual Tour
1 of 49
$835,000
4

Beds

2.0

Baths

2,713

Sq.Ft.

9225 MCDAVID COURT

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 6631 CRESTMONT GLEN LANE Windermere, FL MLS# O6323076
$834,000
4

Beds

3.1

Baths

3,068

Sq.Ft.

6631 CRESTMONT GLEN LANE

Windermere, FL

Courtesy of IRM INVEST., REAL EST.& MGMT.
View 13106 ORANGE ISLE DRIVE Windermere, FL MLS# O6361057
$830,000
5

Beds

4.1

Baths

3,312

Sq.Ft.

13106 ORANGE ISLE DRIVE

Windermere, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 8324 VIVARO ISLE WAY Windermere, FL MLS# O6382641
$825,000
6

Beds

4.0

Baths

4,176

Sq.Ft.

8324 VIVARO ISLE WAY

Windermere, FL

Courtesy of AGENT GROUP REALTY
View 6314 CLEARMEADOW COURT Windermere, FL MLS# O6387216
$825,000
4

Beds

3.0

Baths

2,581

Sq.Ft.

6314 CLEARMEADOW COURT

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 11994 MCKINNON ROAD Windermere, FL MLS# O6374410
$824,990
3

Beds

2.2

Baths

2,450

Sq.Ft.

11994 MCKINNON ROAD

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 2641 HEMPEL AVENUE Windermere, FL MLS# O6384773
$824,900
4

Beds

2.0

Baths

2,404

Sq.Ft.

2641 HEMPEL AVENUE

Windermere, FL

Courtesy of KNIGHTS REALTY
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 7123 CALM COVE COURT Windermere, FL MLS# O6380782
$814,000
4

Beds

3.1

Baths

3,044

Sq.Ft.

7123 CALM COVE COURT

Windermere, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 8337 VIVARO ISLE WAY Windermere, FL MLS# O6332989
$800,000
5

Beds

4.0

Baths

3,294

Sq.Ft.

8337 VIVARO ISLE WAY

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
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 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 13263 STRODE LANE Windermere, FL MLS# O6383141
  • Virtual Tour
1 of 53
$799,900
4

Beds

3.1

Baths

2,559

Sq.Ft.

13263 STRODE LANE

Windermere, FL

Courtesy of HOME WISE REALTY GROUP, INC.
View 13609 ANCILLA BOULEVARD Windermere, FL MLS# O6381542
$799,000
4

Beds

3.1

Baths

3,360

Sq.Ft.

13609 ANCILLA BOULEVARD

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE

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

314

Estimated median home price

$1,014,995
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 - 400K16
$400K - 500K26
$500K - 600K32
$600K - 700K22
$700K - 800K25
$800K - 900K19
$900K - 1M17
$1M - Max157

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family258
Townhouse38
Condo3
Commercial1
Rental96
Lots and Land14
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 3/14/2026)

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 3/15/2026.

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 3/15/2026.