55 total properties
Did you mean the neighborhood Windermere?
View 9150 OUTLOOK ROCK TRAIL Windermere, FL MLS# S5145642
$915,000
4

Beds

3.0

Baths

2,988

Sq.Ft.

9150 OUTLOOK ROCK TRAIL

Windermere, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 11835 GOLD CREEK TRAIL Windermere, FL MLS# O6382068
$900,000
4

Beds

4.1

Baths

3,119

Sq.Ft.

11835 GOLD CREEK TRAIL

Windermere, FL

Courtesy of BB GROUP REALTY CORP
View 9257 OUTLOOK ROCK TRAIL Windermere, FL MLS# S5143447
$899,990
5

Beds

4.1

Baths

3,619

Sq.Ft.

9257 OUTLOOK ROCK TRAIL

Windermere, FL

Courtesy of PRIMUS CRE GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
View 12688 SALOMON COVE DRIVE Windermere, FL MLS# G5111804
  • Recently Listed with Virtual Tour
1 of 31
$899,990
4

Beds

3.1

Baths

3,133

Sq.Ft.

12688 SALOMON COVE DRIVE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 13542 GORGONA ISLE DRIVE Windermere, FL MLS# O6390582
$895,000
4

Beds

3.0

Baths

2,224

Sq.Ft.

13542 GORGONA ISLE DRIVE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 8355 TORCELLO ISLE DRIVE Windermere, FL MLS# O6396948
$895,000
5

Beds

3.1

Baths

4,202

Sq.Ft.

8355 TORCELLO ISLE DRIVE

Windermere, FL

Courtesy of REALTY LYNK INC
View 1925 BREEZY HILL DRIVE WINDERMERE FLORIDA 34786 Windermere, FL MLS# O6398784
  • Recently Listed with Virtual Tour
1 of 39
$880,000
5

Beds

3.0

Baths

3,063

Sq.Ft.

1925 BREEZY HILL DRIVE WINDERMERE FLORIDA 34786

Windermere, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 4 CHASE ROAD Windermere, FL MLS# O6384257
  • Virtual Tour
1 of 47
$875,000
3

Beds

2.0

Baths

2,386

Sq.Ft.

4 CHASE ROAD

Windermere, FL

Courtesy of REAL BROKER, LLC
View 5413 WALSH POND COURT Windermere, FL MLS# O6391919
$875,000
4

Beds

3.1

Baths

3,124

Sq.Ft.

5413 WALSH POND COURT

Windermere, FL

Courtesy of HAVEN PROPERTY GROUP LLC
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 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 13106 ORANGE ISLE DRIVE Windermere, FL MLS# O6361057
$850,000
5

Beds

4.1

Baths

3,312

Sq.Ft.

13106 ORANGE ISLE DRIVE

Windermere, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 13302 ROSKIN LANE Windermere, FL MLS# O6380701
  • Virtual Tour
1 of 46
$849,900
4

Beds

3.1

Baths

3,424

Sq.Ft.

13302 ROSKIN LANE

Windermere, FL

Courtesy of RATIO REAL ESTATE, LLC
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 9639 WESTOVER CLUB CIRCLE Windermere, FL MLS# O6401787
  • Recently Listed with Virtual Tour
1 of 58
$847,500
5

Beds

3.0

Baths

3,248

Sq.Ft.

9639 WESTOVER CLUB CIRCLE

Windermere, FL

Courtesy of HOMEVEST REALTY
View 8415 VIVARO ISLE WAY Windermere, FL MLS# O6391460
$839,900
4

Beds

3.0

Baths

3,038

Sq.Ft.

8415 VIVARO ISLE WAY

Windermere, FL

Courtesy of PREFERRED REAL ESTATE BROKERS
View 9225 MCDAVID COURT Windermere, FL MLS# O6390371
$835,000
4

Beds

2.0

Baths

2,713

Sq.Ft.

9225 MCDAVID COURT

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 11816 ANGLE POND AVENUE Windermere, FL MLS# O6388116
$835,000
4

Beds

3.1

Baths

3,391

Sq.Ft.

11816 ANGLE POND AVENUE

Windermere, FL

Courtesy of REAL BROKER, LLC

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

350

Estimated median home price

$1,112,490
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 - 400K17
$400K - 500K25
$500K - 600K36
$600K - 700K25
$700K - 800K26
$800K - 900K23
$900K - 1M16
$1M - Max181

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family295
Townhouse35
Condo7
Commercial1
Rental94
Lots and Land12
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 5/2/2026)

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 5/3/2026.