47 total properties
Did you mean the neighborhood Windermere?
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 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 1925 BREEZY HILL DRIVE WINDERMERE FLORIDA 34786 Windermere, FL MLS# O6398784
$862,000
5

Beds

3.0

Baths

3,063

Sq.Ft.

1925 BREEZY HILL DRIVE WINDERMERE FLORIDA 34786

Windermere, FL

Courtesy of FLORIDA REALTY INVESTMENTS
The time to sell is now! THE TIME TO SELL IS NOW!
View 8724 PEACHTREE PARK COURT Windermere, FL MLS# S5135795
$850,000
4

Beds

3.1

Baths

3,315

Sq.Ft.

8724 PEACHTREE PARK COURT

Windermere, FL

Courtesy of LA ROSA REALTY LLC
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 14255 SONCO AVENUE Windermere, FL MLS# O6392262
  • Virtual Tour
1 of 100
$849,900
4

Beds

2.1

Baths

2,698

Sq.Ft.

14255 SONCO AVENUE

Windermere, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 13633 ANCILLA BOULEVARD Windermere, FL MLS# O6403031
$849,000
5

Beds

3.1

Baths

3,588

Sq.Ft.

13633 ANCILLA BOULEVARD

Windermere, FL

Courtesy of JUPITER PROPERTIES, INC
View 8715 QUIET MEADOWS TRAIL Windermere, FL MLS# O6410762
  • Recently Listed with Virtual Tour
1 of 51
$840,000
4

Beds

3.1

Baths

3,388

Sq.Ft.

8715 QUIET MEADOWS TRAIL

Windermere, FL

Courtesy of OPENDOOR BROKERAGE LLC
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 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 9225 MCDAVID COURT Windermere, FL MLS# O6390371
$815,000
4

Beds

2.0

Baths

2,713

Sq.Ft.

9225 MCDAVID COURT

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 5413 WALSH POND COURT Windermere, FL MLS# O6391919
$800,000
4

Beds

3.1

Baths

3,124

Sq.Ft.

5413 WALSH POND COURT

Windermere, FL

Courtesy of HAVEN PROPERTY GROUP LLC
View 825 OAKDALE STREET Windermere, FL MLS# O6396351
$792,500
3

Beds

2.0

Baths

1,664

Sq.Ft.

825 OAKDALE STREET

Windermere, FL

Courtesy of EXP REALTY LLC
View 4309 SALTMARSH SPARROW DRIVE Windermere, FL MLS# O6396295
  • Virtual Tour
1 of 55
OPEN HOUSE: Sunday 5/31 9:00 AM - 7:00 PM
$783,000
5

Beds

4.1

Baths

3,697

Sq.Ft.

4309 SALTMARSH SPARROW DRIVE

Windermere, FL

Courtesy of OPENDOOR BROKERAGE LLC
View 7180 BEEK STREET Windermere, FL MLS# O6393213
$780,000
6

Beds

4.0

Baths

3,648

Sq.Ft.

7180 BEEK STREET

Windermere, FL

Courtesy of FOLIO REALTY LLC
View 1430 GLENWICK DRIVE Windermere, FL MLS# O6403052
$779,900
4

Beds

3.0

Baths

2,606

Sq.Ft.

1430 GLENWICK DRIVE

Windermere, FL

Courtesy of PREMIUM REAL ESTATE SERVICES
View 9237 SABAL PALM CIRCLE Windermere, FL MLS# G5110005
$769,995
3

Beds

2.0

Baths

2,469

Sq.Ft.

9237 SABAL PALM CIRCLE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 7409 FAIRGROVE AVENUE Windermere, FL MLS# O6320456
$769,000
5

Beds

3.0

Baths

3,357

Sq.Ft.

7409 FAIRGROVE AVENUE

Windermere, FL

Courtesy of DALTON WADE INC
View 11410 RAPALLO LANE Windermere, FL MLS# O6265256
$760,000
6

Beds

5.1

Baths

3,336

Sq.Ft.

11410 RAPALLO LANE

Windermere, FL

Courtesy of ORLANDO BROTHERS REAL ESTATE LLC
View 9669 WESTOVER CLUB CIRCLE Windermere, FL MLS# O6386605
$750,000
4

Beds

4.0

Baths

3,435

Sq.Ft.

9669 WESTOVER CLUB CIRCLE

Windermere, FL

Courtesy of FIRST WORLD REALTY GROUP

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

351

Estimated median home price

$1,190,000
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 - 400K22
$400K - 500K29
$500K - 600K33
$600K - 700K24
$700K - 800K18
$800K - 900K17
$900K - 1M16
$1M - Max191

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family286
Townhouse43
Condo7
Commercial1
Rental95
Lots and Land14
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 5/31/2026)

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 5/31/2026.