96 total properties
Did you mean the neighborhood Windermere?
View 14517 BLUEBIRD PARK ROAD Windermere, FL MLS# O6399580
  • Recently Listed with Virtual Tour
1 of 18
$2,349
2

Beds

2.0

Baths

1,155

Sq.Ft.

14517 BLUEBIRD PARK ROAD

Windermere, FL

Courtesy of 407 PROPERTIES
View 12335 CRUXBURY DRIVE Windermere, FL MLS# O6398750
  • Recently Listed with Virtual Tour
1 of 29
$2,500
2

Beds

2.1

Baths

1,510

Sq.Ft.

12335 CRUXBURY DRIVE

Windermere, FL

Courtesy of THE AGENCY FL
View 8654 BROOKVALE DRIVE Windermere, FL MLS# O6398831
  • Recently Listed with Virtual Tour
1 of 18
$2,500
3

Beds

2.1

Baths

1,545

Sq.Ft.

8654 BROOKVALE DRIVE

Windermere, FL

Courtesy of MAY HO REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 12964 EMERSONDALE AVENUE Windermere, FL MLS# O6398400
  • Recently Listed with Virtual Tour
1 of 29
$2,500
3

Beds

2.1

Baths

1,520

Sq.Ft.

12964 EMERSONDALE AVENUE

Windermere, FL

Courtesy of MBA REALTY GROUP, INC
View 14084 BRIDGEWATER CROSSINGS BOULEVARD Windermere, FL MLS# O6396284
  • Recently Listed with Virtual Tour
1 of 51
$2,400
3

Beds

2.1

Baths

1,490

Sq.Ft.

14084 BRIDGEWATER CROSSINGS BOULEVARD

Windermere, FL

Courtesy of DALTON WADE INC
View 11745 VIA LUCERNA CIRCLE Windermere, FL MLS# O6398319
  • Recently Listed with Virtual Tour
1 of 60
$4,689
4

Beds

2.1

Baths

2,236

Sq.Ft.

11745 VIA LUCERNA CIRCLE

Windermere, FL

Courtesy of LPT REALTY, LLC
View 1917 PAMLYNNE PLACE Windermere, FL MLS# O6397596
  • Recently Listed with Virtual Tour
1 of 29
$6,000
4

Beds

3.0

Baths

2,534

Sq.Ft.

1917 PAMLYNNE PLACE

Windermere, FL

Courtesy of CAPITAL HOMES INC
View 4326 ISABELLA CIRCLE Windermere, FL MLS# O6397512
  • Recently Listed with Virtual Tour
1 of 21
$15,500
5

Beds

5.1

Baths

5,507

Sq.Ft.

4326 ISABELLA CIRCLE

Windermere, FL

Courtesy of RIGHTHOUSE REALTY LLC
View 7603 BRAMWELL STREET Windermere, FL MLS# O6397384
  • Recently Listed with Virtual Tour
1 of 31
$2,475
3

Beds

2.1

Baths

1,505

Sq.Ft.

7603 BRAMWELL STREET

Windermere, FL

Courtesy of 1 ELEVEN REALTY
View 8414 VIVARO ISLE WAY Windermere, FL MLS# O6397114
  • Recently Listed with Virtual Tour
1 of 46
$5,250
5

Beds

4.0

Baths

3,648

Sq.Ft.

8414 VIVARO ISLE WAY

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 11334 CAMDEN LOOP WAY Windermere, FL MLS# O6397598
  • Recently Listed
1 of 80
$6,250
4

Beds

3.0

Baths

3,021

Sq.Ft.

11334 CAMDEN LOOP WAY

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 11129 LAKE BUTLER BOULEVARD Windermere, FL MLS# O6396488
  • Recently Listed with Virtual Tour
1 of 17
$3,600
3

Beds

2.0

Baths

2,098

Sq.Ft.

11129 LAKE BUTLER BOULEVARD

Windermere, FL

Courtesy of VINTAGE REALTY GROUP LLC
View 8470 IRON MOUNTAIN TRAIL Windermere, FL MLS# S5147220
  • Recently Listed with Virtual Tour
1 of 22
$2,800
3

Beds

2.1

Baths

1,644

Sq.Ft.

8470 IRON MOUNTAIN TRAIL

Windermere, FL

Courtesy of LPT REALTY, LLC
View 8520 GREENBANK BOULEVARD Windermere, FL MLS# O6396741
  • Recently Listed with Virtual Tour
1 of 32
$3,150
3

Beds

2.0

Baths

1,726

Sq.Ft.

8520 GREENBANK BOULEVARD

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 10577 DOWN LAKEVIEW CIRCLE Windermere, FL MLS# O6396406
  • Recently Listed with Virtual Tour
1 of 100
$15,000
4

Beds

3.1

Baths

5,273

Sq.Ft.

10577 DOWN LAKEVIEW CIRCLE

Windermere, FL

Courtesy of THE SIMON SIMAAN GROUP
View 8399 BOWDEN WAY Windermere, FL MLS# O6396244
  • Recently Listed with Virtual Tour
1 of 59
$6,000
3

Beds

2.1

Baths

2,851

Sq.Ft.

8399 BOWDEN WAY

Windermere, FL

Courtesy of THE SIMON SIMAAN GROUP
View 7255 SHADEVIEW ALLEY Windermere, FL MLS# O6395878
  • Recently Listed with Virtual Tour
1 of 31
$2,895
3

Beds

2.1

Baths

1,593

Sq.Ft.

7255 SHADEVIEW ALLEY

Windermere, FL

Courtesy of TRUSTHOME PROPERTIES INC
View 8320 BRYCE CANYON AVENUE Windermere, FL MLS# O6396080
$2,950
4

Beds

2.1

Baths

2,047

Sq.Ft.

8320 BRYCE CANYON AVENUE

Windermere, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 11564 MIZZON DRIVE 304 Windermere, FL MLS# O6396097
  • Recently Listed with Virtual Tour
1 of 28
$2,450
3

Beds

2.0

Baths

1,332

Sq.Ft.

11564 MIZZON DRIVE 304

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 11450 ARBORSIDE BEND WAY Windermere, FL MLS# O6397562
  • Recently Listed with Virtual Tour
1 of 51
$3,800
4

Beds

3.0

Baths

2,622

Sq.Ft.

11450 ARBORSIDE BEND WAY

Windermere, FL

Courtesy of LOKATION

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

355

Estimated median home price

$1,037,000
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 - 400K18
$400K - 500K26
$500K - 600K36
$600K - 700K30
$700K - 800K24
$800K - 900K20
$900K - 1M21
$1M - Max179

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family297
Townhouse36
Condo8
Commercial1
Rental99
Lots and Land13
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 4/17/2026)

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 4/18/2026.