93 total properties
Did you mean the neighborhood Windermere?
View 307 W 4TH AVENUE Windermere, FL MLS# O6275058
  • Virtual Tour
1 of 56
$5,475
4

Beds

3.0

Baths

3,190

Sq.Ft.

307 W 4TH AVENUE

Windermere, FL

Courtesy of MAINFRAME REAL ESTATE
View 8414 VIVARO ISLE WAY Windermere, FL MLS# O6397114
$5,250
5

Beds

4.0

Baths

3,648

Sq.Ft.

8414 VIVARO ISLE WAY

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 8447 BOWDEN WAY Windermere, FL MLS# O6365817
  • Virtual Tour
1 of 21
$4,950
3

Beds

2.0

Baths

2,056

Sq.Ft.

8447 BOWDEN WAY

Windermere, FL

Courtesy of JOHN SILVA REALTY & ASSOCIATES
The time to sell is now! THE TIME TO SELL IS NOW!
View 1351 GLENWICK DRIVE Windermere, FL MLS# O6369599
$4,500
5

Beds

4.0

Baths

4,000

Sq.Ft.

1351 GLENWICK DRIVE

Windermere, FL

Courtesy of FLORIDA DREAMS REALTY GRP INC
View 11745 VIA LUCERNA CIRCLE Windermere, FL MLS# O6398319
$4,400
4

Beds

3.0

Baths

2,236

Sq.Ft.

11745 VIA LUCERNA CIRCLE

Windermere, FL

Courtesy of LPT REALTY, LLC
View 13272 PENSHURST LANE Windermere, FL MLS# S5150230
  • Recently Listed with Virtual Tour
1 of 47
$4,000
5

Beds

3.1

Baths

3,472

Sq.Ft.

13272 PENSHURST LANE

Windermere, FL

Courtesy of BLUEHOUSE REALTY GROUP LLC
View 12993 EMERSONDALE AVENUE Windermere, FL MLS# O6408443
$3,999
4

Beds

3.1

Baths

2,032

Sq.Ft.

12993 EMERSONDALE AVENUE

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View 13544 RIGGS WAY Windermere, FL MLS# O6404050
  • Recently Listed
1 of 58
$3,900
4

Beds

3.1

Baths

2,696

Sq.Ft.

13544 RIGGS WAY

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 7307 ELLA LANE Windermere, FL MLS# O6370761
  • Virtual Tour
1 of 75
$3,800
3

Beds

2.1

Baths

1,988

Sq.Ft.

7307 ELLA LANE

Windermere, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
View 8752 POWDER RIDGE TRAIL Windermere, FL MLS# O6367881
$3,700
4

Beds

3.1

Baths

2,931

Sq.Ft.

8752 POWDER RIDGE TRAIL

Windermere, FL

Courtesy of MS LAND & BUILDING LLC
View 7401 ELLA LANE Windermere, FL MLS# O6402770
  • Virtual Tour
1 of 29
$3,700
4

Beds

3.1

Baths

2,350

Sq.Ft.

7401 ELLA LANE

Windermere, FL

Courtesy of AUTHENTIC REAL ESTATE TEAM
View 5610 W LAKE BUTLER ROAD Windermere, FL MLS# O6406597
  • Recently Listed with Virtual Tour
1 of 32
$3,600
3

Beds

2.1

Baths

3,212

Sq.Ft.

5610 W LAKE BUTLER ROAD

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 12936 DROXFORD ROAD Windermere, FL MLS# O6409803
$3,600
5

Beds

3.1

Baths

3,038

Sq.Ft.

12936 DROXFORD ROAD

Windermere, FL

Courtesy of WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC
View 10765 Village Lake ROAD Windermere, FL MLS# O6191701
$3,500
4

Beds

3.1

Baths

2,317

Sq.Ft.

10765 Village Lake ROAD

Windermere, FL

Courtesy of JWJ REALTY LLC
View 3636 LAKE BUYNAK ROAD Windermere, FL MLS# O6403466
$3,500
2

Beds

2.0

Baths

1,855

Sq.Ft.

3636 LAKE BUYNAK ROAD

Windermere, FL

Courtesy of UPSIDE REAL ESTATE INC
View 11813 VIA LUCERNA CIRCLE Windermere, FL MLS# O6404774
$3,500
5

Beds

3.1

Baths

2,521

Sq.Ft.

11813 VIA LUCERNA CIRCLE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 12761 BIDEFORD AVENUE Windermere, FL MLS# O6387477
$3,400
4

Beds

2.1

Baths

3,011

Sq.Ft.

12761 BIDEFORD AVENUE

Windermere, FL

Courtesy of SHINING OAK REALTY
View 6382 GOLDEN DEWDROP TRAIL Windermere, FL MLS# O6408543
  • Recently Listed with Virtual Tour
1 of 56
$3,400
3

Beds

2.1

Baths

2,139

Sq.Ft.

6382 GOLDEN DEWDROP TRAIL

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View Address not provided Windermere, FL MLS# O6409553
  • Recently Listed with Virtual Tour
1 of 18
$3,300
5

Beds

3.1

Baths

2,396

Sq.Ft.

Address not provided

Windermere, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
View 12706 WESTSIDE VILLAGE LOOP Windermere, FL MLS# O6402155
$3,275
4

Beds

3.1

Baths

2,665

Sq.Ft.

12706 WESTSIDE VILLAGE LOOP

Windermere, FL

Courtesy of SPRING REALTY ONE 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

333

Estimated median home price

$1,199,000
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 - 500K24
$500K - 600K30
$600K - 700K19
$700K - 800K21
$800K - 900K18
$900K - 1M16
$1M - Max186

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family278
Townhouse36
Condo6
Commercial1
Rental94
Lots and Land12
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 5/23/2026)

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 5/24/2026.