45 total properties
Did you mean the neighborhood Windermere?
View 11249 RAPALLO LANE Windermere, FL MLS# O6421056
  • Recently Listed
1 of 37
$750,000
5

Beds

2.1

Baths

2,366

Sq.Ft.

11249 RAPALLO 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 7409 FAIRGROVE AVENUE Windermere, FL MLS# O6420597
  • Recently Listed with Virtual Tour
1 of 29
$765,990
5

Beds

3.0

Baths

3,285

Sq.Ft.

7409 FAIRGROVE AVENUE

Windermere, FL

Courtesy of SUNSTAR REALTY FL INC
The time to sell is now! THE TIME TO SELL IS NOW!
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 7211 STILL POND LANE Windermere, FL MLS# O6418089
  • Recently Listed with Virtual Tour
1 of 52
$765,000
4

Beds

3.1

Baths

3,161

Sq.Ft.

7211 STILL POND LANE

Windermere, FL

View 7906 JAILENE DRIVE Windermere, FL MLS# O6416776
  • Recently Listed with Virtual Tour
1 of 55
$724,900
5

Beds

3.0

Baths

2,618

Sq.Ft.

7906 JAILENE DRIVE

Windermere, FL

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 6363 SEDONA LEAF COURT Windermere, FL MLS# O6416993
  • Recently Listed with Virtual Tour
1 of 38
$749,900
4

Beds

3.0

Baths

2,665

Sq.Ft.

6363 SEDONA LEAF 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 13914 FLORIGOLD DRIVE Windermere, FL MLS# O6413986
$695,000
3

Beds

2.0

Baths

1,968

Sq.Ft.

13914 FLORIGOLD DRIVE

Windermere, FL

Courtesy of KELLER WILLIAMS CLASSIC
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 7242 LONDALE BOULEVARD Windermere, FL MLS# O6414025
$749,900
4

Beds

3.1

Baths

2,690

Sq.Ft.

7242 LONDALE BOULEVARD

Windermere, FL

Courtesy of TAYLOR REAL ESTATE SVC OF C FL
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
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 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 7174 BEEK STREET Windermere, FL MLS# O6402279
  • Virtual Tour
1 of 47
$725,000
5

Beds

3.0

Baths

2,464

Sq.Ft.

7174 BEEK STREET

Windermere, FL

Courtesy of RE/MAX CENTRAL REALTY
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 1028 LASCALA DRIVE Windermere, FL MLS# O6400649
$749,000
4

Beds

2.1

Baths

2,208

Sq.Ft.

1028 LASCALA DRIVE

Windermere, FL

Courtesy of FLORIDA REALTY INVESTMENTS
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 13842 ORANGE CREST DRIVE Windermere, FL MLS# O6402132
$714,999
5

Beds

3.0

Baths

2,620

Sq.Ft.

13842 ORANGE CREST DRIVE

Windermere, FL

Courtesy of THE REAL ESTATE COLLECTION 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

364

Estimated median home price

$1,110,000
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 - 300K3
$300K - 400K20
$400K - 500K36
$500K - 600K32
$600K - 700K27
$700K - 800K19
$800K - 900K21
$900K - 1M15
$1M - Max191

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family288
Townhouse51
Condo7
Commercial1
Rental99
Lots and Land17
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 7/1/2026)

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.