45 total properties
Did you mean the neighborhood Windermere?
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
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
The time to sell is now! THE TIME TO SELL IS NOW!
View 0 USA Windermere, FL MLS# O6342410
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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 11326 LEDGEMENT LANE Windermere, FL MLS# O6409714
$899,999
5

Beds

3.1

Baths

3,182

Sq.Ft.

11326 LEDGEMENT LANE

Windermere, FL

View 2630 STANTON HALL COURT Windermere, FL MLS# O6420386
  • Recently Listed with Virtual Tour
1 of 26
$899,999
3

Beds

2.0

Baths

2,258

Sq.Ft.

2630 STANTON HALL COURT

Windermere, FL

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

View 111 MAIN STREET Windermere, FL MLS# O6407060
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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 2722 INGEBORG COURT Windermere, FL MLS# O6419770
$850,000
4

Beds

2.1

Baths

2,619

Sq.Ft.

2722 INGEBORG COURT

Windermere, FL

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 412 FOREST STREET Windermere, FL MLS# O6414200
  • Virtual Tour
1 of 34
$840,000
5

Beds

2.1

Baths

2,539

Sq.Ft.

412 FOREST STREET

Windermere, FL

View 8724 PEACHTREE PARK COURT Windermere, FL MLS# S5135795
$839,500
4

Beds

3.1

Baths

3,315

Sq.Ft.

8724 PEACHTREE PARK COURT

Windermere, FL

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

358

Estimated median home price

$1,099,500
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 - 300K3
$300K - 400K19
$400K - 500K36
$500K - 600K31
$600K - 700K27
$700K - 800K20
$800K - 900K21
$900K - 1M14
$1M - Max187

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family283
Townhouse49
Condo8
Commercial1
Rental94
Lots and Land17
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 7/2/2026)

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 7/2/2026.