94 total properties
Did you mean the neighborhood Windermere?
View Address not provided Windermere, FL MLS# O6414255
  • Recently Listed with Virtual Tour
1 of 10
$1,400
1

Beds

1.0

Baths

528

Sq.Ft.

Address not provided

Windermere, FL

Courtesy of MELIN REALTY LLC
View 6873 NORTHWICH DRIVE Windermere, FL MLS# O6414222
  • Recently Listed with Virtual Tour
1 of 46
$3,395
3

Beds

2.1

Baths

2,229

Sq.Ft.

6873 NORTHWICH DRIVE

Windermere, FL

Courtesy of WILSON MANAGEMENT GROUP
View 801 W 2ND AVENUE Windermere, FL MLS# O6414179
  • Recently Listed with Virtual Tour
1 of 23
$14,990
5

Beds

6.1

Baths

5,639

Sq.Ft.

801 W 2ND AVENUE

Windermere, FL

Courtesy of SPECIALIZED PROPERTY MANAGEMENT
The time to sell is now! THE TIME TO SELL IS NOW!
View 8463 TIBET BUTLER DR Windermere, FL MLS# O6413065
  • Recently Listed
1 of 26
$7,000
4

Beds

4.2

Baths

3,786

Sq.Ft.

8463 TIBET BUTLER DR

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP LLC
View 6621 HELMSLEY CIRCLE Windermere, FL MLS# O6405961
$3,749
4

Beds

3.1

Baths

2,897

Sq.Ft.

6621 HELMSLEY CIRCLE

Windermere, FL

Courtesy of 407 PROPERTIES
View 7242 SERENITY BEND Windermere, FL MLS# O6413545
  • Recently Listed
1 of 35
$2,795
3

Beds

2.1

Baths

1,628

Sq.Ft.

7242 SERENITY BEND

Windermere, FL

Courtesy of BHHS FLORIDA REALTY
View 11848 GRAY ROCK TRAIL Windermere, FL MLS# S5151219
  • Recently Listed with Virtual Tour
1 of 18
$3,800
5

Beds

4.0

Baths

3,662

Sq.Ft.

11848 GRAY ROCK TRAIL

Windermere, FL

Courtesy of TOPSKY REALTY INC
View 820 EAST BOULEVARD Windermere, FL MLS# O6407655
  • Recently Listed with Virtual Tour
1 of 69
$6,000
3

Beds

2.0

Baths

1,713

Sq.Ft.

820 EAST BOULEVARD

Windermere, FL

Courtesy of THE SIMON SIMAAN GROUP
View 7324 ELLA LANE Windermere, FL MLS# O6413621
  • Recently Listed with Virtual Tour
1 of 24
$2,600
3

Beds

2.1

Baths

1,748

Sq.Ft.

7324 ELLA LANE

Windermere, FL

Courtesy of LA ROSA REALTY PREMIER LLC
View Address not provided Windermere, FL MLS# O6413985
  • Recently Listed with Virtual Tour
1 of 21
$2,400
2

Beds

2.1

Baths

1,214

Sq.Ft.

Address not provided

Windermere, FL

Courtesy of LPT REALTY, LLC
View 8838 ABBOTSBURY DRIVE Windermere, FL MLS# O6410111
  • Recently Listed with Virtual Tour
1 of 30
$2,800
3

Beds

2.0

Baths

1,820

Sq.Ft.

8838 ABBOTSBURY DRIVE

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 6650 BRIDGEWATER VILLAGE ROAD Windermere, FL MLS# O6412833
  • Recently Listed with Virtual Tour
1 of 37
$3,100
3

Beds

3.0

Baths

2,615

Sq.Ft.

6650 BRIDGEWATER VILLAGE ROAD

Windermere, FL

Courtesy of JOY ESTATE ENTERPRISE INC
View 12230 LANGSTAFF DRIVE Windermere, FL MLS# O6412685
  • Recently Listed with Virtual Tour
1 of 24
$2,650
3

Beds

2.1

Baths

1,545

Sq.Ft.

12230 LANGSTAFF DRIVE

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 12802 STRODE LANE Windermere, FL MLS# O6409693
  • Recently Listed with Virtual Tour
1 of 20
$2,700
3

Beds

2.1

Baths

1,748

Sq.Ft.

12802 STRODE LANE

Windermere, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 11933 WATER RUN ALLEY Windermere, FL MLS# O6411037
  • Recently Listed with Virtual Tour
1 of 20
$2,800
3

Beds

2.1

Baths

1,569

Sq.Ft.

11933 WATER RUN ALLEY

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View 7231 SANGALLA DRIVE Windermere, FL MLS# O6411420
  • Recently Listed with Virtual Tour
1 of 56
$6,800
5

Beds

4.1

Baths

3,835

Sq.Ft.

7231 SANGALLA DRIVE

Windermere, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 12982 KEGAN STREET Windermere, FL MLS# S5150794
  • Recently Listed with Virtual Tour
1 of 13
$2,495
3

Beds

2.1

Baths

1,428

Sq.Ft.

12982 KEGAN STREET

Windermere, FL

Courtesy of A+ HOME RENTALS LLC
View 4548 BLUE MAJOR DRIVE Windermere, FL MLS# O6410248
  • Recently Listed
1 of 55
$3,200
3

Beds

2.0

Baths

2,085

Sq.Ft.

4548 BLUE MAJOR DRIVE

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 12937 EMERSONDALE AVENUE Windermere, FL MLS# O6406857
  • Recently Listed with Virtual Tour
1 of 27
$2,500
3

Beds

2.1

Baths

1,480

Sq.Ft.

12937 EMERSONDALE AVENUE

Windermere, FL

Courtesy of REEURBAN REAL ESTATE SERVICES
View 6308 LAKE SMITH CIRCLE Windermere, FL MLS# O6410997
$2,725
3

Beds

2.1

Baths

1,525

Sq.Ft.

6308 LAKE SMITH CIRCLE

Windermere, FL

Courtesy of INTERNATIONAL NETWORK REALTY

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

359

Estimated median home price

$1,187,000
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 - 500K31
$500K - 600K32
$600K - 700K25
$700K - 800K18
$800K - 900K18
$900K - 1M15
$1M - Max198

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family293
Townhouse44
Condo7
Commercial1
Rental94
Lots and Land14
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 6/6/2026)

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 6/6/2026.