297 total properties
Did you mean the neighborhood Windermere?
View 3328 WAX BERRY COURT Windermere, FL MLS# O6355868
$925,000
4

Beds

4.0

Baths

2,636

Sq.Ft.

3328 WAX BERRY COURT

Windermere, FL

Courtesy of PREFERRED REAL ESTATE BROKERS
View 13125 FILLY COURT Windermere, FL MLS# O6395698
  • Virtual Tour
1 of 11
$920,000
Studio

Beds

0.0

Baths

13125 FILLY COURT

Windermere, FL

Courtesy of VINTAGE REALTY GROUP LLC
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
The time to sell is now! THE TIME TO SELL IS NOW!
View 2504 WINDERMERE RESERVE COURT Windermere, FL MLS# O6314609
$900,000
Studio

Beds

0.0

Baths

2504 WINDERMERE RESERVE COURT

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View 0 USA Windermere, FL MLS# O6342410
  • Virtual Tour
1 of 25
$900,000
1,250

Sq.Ft.

0 USA

Windermere, FL

Courtesy of LAKESIDE REALTY WINDERMERE INC
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 1757 GLENWICK DRIVE Windermere, FL MLS# O6415455
$899,990
4

Beds

3.0

Baths

2,516

Sq.Ft.

1757 GLENWICK DRIVE

Windermere, FL

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 111 MAIN STREET Windermere, FL MLS# O6407060
  • Virtual Tour
1 of 41
$889,000
3

Beds

2.0

Baths

2,272

Sq.Ft.

111 MAIN STREET

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 9257 OUTLOOK ROCK TRAIL Windermere, FL MLS# S5143447
$879,999
5

Beds

4.1

Baths

3,619

Sq.Ft.

9257 OUTLOOK ROCK TRAIL

Windermere, FL

Courtesy of PRIMUS CRE GROUP
View 12688 SALOMON COVE DRIVE Windermere, FL MLS# G5111804
$879,990
4

Beds

3.1

Baths

3,133

Sq.Ft.

12688 SALOMON COVE DRIVE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY 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 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
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 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 11994 MCKINNON ROAD Windermere, FL MLS# O6416526
  • Recently Listed with Virtual Tour
1 of 56
$849,900
4

Beds

3.2

Baths

2,450

Sq.Ft.

11994 MCKINNON ROAD

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
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 412 FOREST STREET Windermere, FL MLS# O6414200
  • Recently Listed with Virtual Tour
1 of 34
$840,000
5

Beds

2.1

Baths

2,539

Sq.Ft.

412 FOREST STREET

Windermere, FL

Courtesy of UPSIDE REAL ESTATE INC
View 8715 QUIET MEADOWS TRAIL Windermere, FL MLS# O6410762
$825,000
4

Beds

3.1

Baths

3,388

Sq.Ft.

8715 QUIET MEADOWS TRAIL

Windermere, FL

Courtesy of OPENDOOR BROKERAGE 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

365

Estimated median home price

$1,150,000
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 - 400K21
$400K - 500K32
$500K - 600K32
$600K - 700K30
$700K - 800K19
$800K - 900K20
$900K - 1M16
$1M - Max194

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family295
Townhouse47
Condo6
Commercial1
Rental96
Lots and Land16
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 6/17/2026)

Information deemed reliable but not guaranteed.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

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.

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 6/18/2026.