42 total properties
Did you mean the neighborhood Windermere?
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 6947 CUCAMELON COURT Windermere, FL MLS# O6361206
$999,000
5

Beds

5.1

Baths

3,680

Sq.Ft.

6947 CUCAMELON COURT

Windermere, FL

Courtesy of DALTON WADE INC
View 2046 WESTOVER RESERVE BOULEVARD Windermere, FL MLS# O6364090
$999,000
5

Beds

4.0

Baths

3,516

Sq.Ft.

2046 WESTOVER RESERVE BOULEVARD

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 11550 DELWICK DRIVE Windermere, FL MLS# S5140749
$995,000
5

Beds

3.0

Baths

2,843

Sq.Ft.

11550 DELWICK DRIVE

Windermere, FL

Courtesy of TRIMARCHI REALTY CORP
View 11507 CENTER LAKE DRIVE Windermere, FL MLS# O6284357
$985,000
4

Beds

3.1

Baths

3,766

Sq.Ft.

11507 CENTER LAKE DRIVE

Windermere, FL

Courtesy of EXP REALTY LLC
View 12530 CLIMBING VINE COURT Windermere, FL MLS# O6364745
  • Virtual Tour
1 of 68
OPEN HOUSE: Sunday 1/18 11:00 AM - 2:00 PM
$975,000
5

Beds

3.1

Baths

3,407

Sq.Ft.

12530 CLIMBING VINE COURT

Windermere, FL

Courtesy of THE AGENCY ORLANDO
View 3328 WAX BERRY COURT Windermere, FL MLS# O6355868
$950,000
4

Beds

4.0

Baths

2,636

Sq.Ft.

3328 WAX BERRY COURT

Windermere, FL

Courtesy of PREFERRED REAL ESTATE BROKERS
View 12941 WESTSIDE VILLAGE LOOP Windermere, FL MLS# O6363541
$950,000
5

Beds

3.1

Baths

3,717

Sq.Ft.

12941 WESTSIDE VILLAGE LOOP

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 6331 LITTLE LAKE SAWYER DRIVE Windermere, FL MLS# O6372786
  • Recently Listed with Virtual Tour
1 of 10
$950,000
Studio

Beds

0.0

Baths

6331 LITTLE LAKE SAWYER DRIVE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
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 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 9106 PANZANI PLACE Windermere, FL MLS# O6353426
$915,000
5

Beds

4.0

Baths

3,610

Sq.Ft.

9106 PANZANI PLACE

Windermere, FL

Courtesy of EXP REALTY LLC
View 8724 PEACHTREE PARK COURT Windermere, FL MLS# S5135795
$912,000
4

Beds

3.1

Baths

3,315

Sq.Ft.

8724 PEACHTREE PARK COURT

Windermere, FL

Courtesy of LA ROSA REALTY LLC
View 9792 WILD OAK DRIVE Windermere, FL MLS# O6256640
$900,000
3

Beds

3.1

Baths

3,102

Sq.Ft.

9792 WILD OAK DRIVE

Windermere, FL

Courtesy of KELLER WILLIAMS ADVANTAGE III
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 416 MAGNOLIA STREET Windermere, FL MLS# O6362356
$885,000
2

Beds

1.1

Baths

2,115

Sq.Ft.

416 MAGNOLIA STREET

Windermere, FL

Courtesy of UPSIDE REAL ESTATE INC
View 13106 ORANGE ISLE DRIVE Windermere, FL MLS# O6361057
$870,000
5

Beds

4.1

Baths

3,312

Sq.Ft.

13106 ORANGE ISLE DRIVE

Windermere, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 12676 SALOMON COVE DRIVE Windermere, FL MLS# O6357657
$860,000
6

Beds

4.0

Baths

3,667

Sq.Ft.

12676 SALOMON COVE DRIVE

Windermere, FL

Courtesy of LPT REALTY, LLC
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 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

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

281

Estimated median home price

$1,045,000
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 - 300K1
$300K - 400K20
$400K - 500K22
$500K - 600K19
$600K - 700K28
$700K - 800K19
$800K - 900K15
$900K - 1M13
$1M - Max144

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family224
Townhouse34
Condo8
Commercial1
Rental110
Lots and Land14
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 1/16/2026)

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 1/17/2026.