140 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 12530 CLIMBING VINE COURT Windermere, FL MLS# O6364745
$999,000
5

Beds

3.1

Baths

3,407

Sq.Ft.

12530 CLIMBING VINE COURT

Windermere, FL

Courtesy of THE AGENCY ORLANDO
View 11507 CENTER LAKE DRIVE Windermere, FL MLS# O6284357
  • Virtual Tour
1 of 51
OPEN HOUSE: Saturday 12/27 11:00 AM - 2:00 PM
$985,000
4

Beds

3.1

Baths

3,766

Sq.Ft.

11507 CENTER LAKE DRIVE

Windermere, FL

Courtesy of EXP REALTY LLC
View 3328 WAX BERRY COURT Windermere, FL MLS# O6355868
$975,000
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
  • Recently Listed with Virtual Tour
1 of 47
$950,000
5

Beds

3.1

Baths

3,717

Sq.Ft.

12941 WESTSIDE VILLAGE LOOP

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
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 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 1209 MAIN STREET Windermere, FL MLS# O6363588
  • Virtual Tour
1 of 44
$945,000
3

Beds

2.0

Baths

2,095

Sq.Ft.

1209 MAIN STREET

Windermere, FL

Courtesy of UPSIDE REAL ESTATE INC
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 14347 CREST PALM AVENUE Windermere, FL MLS# G5094526
  • New Construction with Virtual Tour
1 of 41
$939,990
4

Beds

3.0

Baths

3,100

Sq.Ft.

14347 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 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 1451 WHITNEY ISLES DRIVE Windermere, FL MLS# O6334881
$934,900
4

Beds

3.1

Baths

3,938

Sq.Ft.

1451 WHITNEY ISLES DRIVE

Windermere, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
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 8778 PEACHTREE PARK COURT Windermere, FL MLS# O6348309
$900,000
4

Beds

3.1

Baths

3,235

Sq.Ft.

8778 PEACHTREE PARK COURT

Windermere, FL

Courtesy of HOMEVEST REALTY
View 13106 ORANGE ISLE DRIVE Windermere, FL MLS# O6361057
  • Recently Listed with Virtual Tour
1 of 54
$899,000
5

Beds

4.1

Baths

3,312

Sq.Ft.

13106 ORANGE ISLE DRIVE

Windermere, FL

Courtesy of FLORIDA CONNEXION PROPERTIES

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

290

Estimated median home price

$1,060,000
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 - 400K25
$400K - 500K25
$500K - 600K15
$600K - 700K21
$700K - 800K17
$800K - 900K20
$900K - 1M17
$1M - Max150

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family230
Townhouse38
Condo9
Commercial1
Rental111
Lots and Land12
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 12/25/2025)

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 12/26/2025.