85 total properties
Did you mean the neighborhood Windermere?
View 11538 DELWICK DRIVE Windermere, FL MLS# O6410311
$6,150
6

Beds

4.1

Baths

4,028

Sq.Ft.

11538 DELWICK DRIVE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 13272 PENSHURST LANE Windermere, FL MLS# S5150230
$4,000
5

Beds

3.1

Baths

3,472

Sq.Ft.

13272 PENSHURST LANE

Windermere, FL

View 11564 MIZZON DRIVE 902 Windermere, FL MLS# O6406185
$1,995
2

Beds

2.0

Baths

1,161

Sq.Ft.

11564 MIZZON DRIVE 902

Windermere, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 8122 WHITFORD COURT Windermere, FL MLS# O6406342
$7,500
4

Beds

3.1

Baths

3,062

Sq.Ft.

8122 WHITFORD COURT

Windermere, FL

View 13544 RIGGS WAY Windermere, FL MLS# O6404050
$3,900
4

Beds

3.1

Baths

2,696

Sq.Ft.

13544 RIGGS WAY

Windermere, FL

View 11434 JASPER KAY TERRACE 1101 Windermere, FL MLS# O6404802
$2,400
3

Beds

2.0

Baths

1,442

Sq.Ft.

11434 JASPER KAY TERRACE 1101

Windermere, FL

Courtesy of PINK MIAMI REAL ESTATE
View 9031 LEGADO DRIVE Windermere, FL MLS# O6404941
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1 of 27
$2,750
3

Beds

2.1

Baths

1,547

Sq.Ft.

9031 LEGADO DRIVE

Windermere, FL

View 12349 VIA DERNA PLACE Windermere, FL MLS# O6395622
$2,550
3

Beds

3.0

Baths

1,891

Sq.Ft.

12349 VIA DERNA PLACE

Windermere, FL

Courtesy of WORLD REALTY USA, INC
View 8278 PROCIDA ISLE LANE Windermere, FL MLS# O6403366
$5,500
6

Beds

4.0

Baths

4,176

Sq.Ft.

8278 PROCIDA ISLE LANE

Windermere, FL

View 4326 ISABELLA CIRCLE Windermere, FL MLS# O6397512
$14,000
5

Beds

5.1

Baths

5,507

Sq.Ft.

4326 ISABELLA CIRCLE

Windermere, FL

Courtesy of RIGHTHOUSE REALTY LLC
View 8414 VIVARO ISLE WAY Windermere, FL MLS# O6397114
$5,750
5

Beds

4.0

Baths

3,648

Sq.Ft.

8414 VIVARO ISLE WAY

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 8470 IRON MOUNTAIN TRAIL Windermere, FL MLS# S5147220
$2,800
3

Beds

2.1

Baths

1,644

Sq.Ft.

8470 IRON MOUNTAIN TRAIL

Windermere, FL

View 13231 OVERSTREET ROAD Windermere, FL MLS# O6392297
$2,850
3

Beds

2.1

Baths

2,306

Sq.Ft.

13231 OVERSTREET ROAD

Windermere, FL

View 7135 THICKET BRANCH ALLEY Windermere, FL MLS# O6389351
$2,600
3

Beds

2.1

Baths

1,569

Sq.Ft.

7135 THICKET BRANCH ALLEY

Windermere, FL

Courtesy of JULIAN PROPERTIES, INC.
View 7314 BRIGHTLAND STREET Windermere, FL MLS# O6386905
$2,450
3

Beds

2.1

Baths

1,720

Sq.Ft.

7314 BRIGHTLAND STREET

Windermere, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 9701 LAKE ISLEWORTH COURT Windermere, FL MLS# O6385693
$12,500
3

Beds

3.0

Baths

3,535

Sq.Ft.

9701 LAKE ISLEWORTH COURT

Windermere, FL

View 11408 CENTER LAKE DRIVE Windermere, FL MLS# O6381113
$2,500
3

Beds

2.1

Baths

1,910

Sq.Ft.

11408 CENTER LAKE DRIVE

Windermere, FL

Courtesy of METROPOLITAN R.E SOLUTIONS INC
View 13431 CARROWAY STREET Windermere, FL MLS# O6380942
$2,550
3

Beds

2.1

Baths

1,492

Sq.Ft.

13431 CARROWAY STREET

Windermere, FL

View 11539 BRICKYARD POND LANE Windermere, FL MLS# O6377340
$6,000
5

Beds

4.0

Baths

3,659

Sq.Ft.

11539 BRICKYARD POND LANE

Windermere, FL

Courtesy of PM ELITE REALTY LLC
View 6131 PAYNE STEWART DRIVE Windermere, FL MLS# O6374126
$12,000
3

Beds

3.0

Baths

2,646

Sq.Ft.

6131 PAYNE STEWART DRIVE

Windermere, FL

Courtesy of IRWIN REALTY GROUP 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

351

Estimated median home price

$1,058,989
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 - 500K37
$500K - 600K31
$600K - 700K31
$700K - 800K20
$800K - 900K16
$900K - 1M14
$1M - Max180

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family280
Townhouse44
Condo10
Commercial1
Rental85
Lots and Land16
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 7/24/2026)

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 7/24/2026.