114 total properties
Did you mean the neighborhood Windermere?
View 7327 MILLSTONE STREET Windermere, FL MLS# O6397203
$459,000
3

Beds

2.1

Baths

1,531

Sq.Ft.

7327 MILLSTONE STREET

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 14217 BRIDGEWATER CROSSINGS BOULEVARD Windermere, FL MLS# O6396155
$600,000
4

Beds

3.0

Baths

2,419

Sq.Ft.

14217 BRIDGEWATER CROSSINGS BOULEVARD

Windermere, FL

Courtesy of Lake Mary - WEICHERT, REALTORS® - Hallmark Properties
View 4309 SALTMARSH SPARROW DRIVE Windermere, FL MLS# O6396295
  • Virtual Tour
1 of 45
OPEN HOUSE: Wednesday 7/22 9:00 AM - 7:00 PM
$760,000
5

Beds

4.1

Baths

3,697

Sq.Ft.

4309 SALTMARSH SPARROW DRIVE

Windermere, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 13411 LEMON ORCHARD BEND Windermere, FL MLS# TB8493546
  • New Construction with Virtual Tour
1 of 20
$561,738
3

Beds

2.1

Baths

1,649

Sq.Ft.

13411 LEMON ORCHARD BEND

Windermere, FL

View 9237 SABAL PALM CIRCLE Windermere, FL MLS# G5110005
$749,995
3

Beds

2.0

Baths

2,469

Sq.Ft.

9237 SABAL PALM CIRCLE

Windermere, FL

View 12405 CRUXBURY DRIVE Windermere, FL MLS# O6394966
$415,000
2

Beds

2.1

Baths

1,429

Sq.Ft.

12405 CRUXBURY DRIVE

Windermere, FL

View 7330 BRIGHTLAND STREET Windermere, FL MLS# O6397124
$449,000
3

Beds

2.1

Baths

1,881

Sq.Ft.

7330 BRIGHTLAND STREET

Windermere, FL

View 12353 VIA DERNA PLACE Windermere, FL MLS# O6392401
$460,000
3

Beds

2.1

Baths

1,974

Sq.Ft.

12353 VIA DERNA PLACE

Windermere, FL

Courtesy of AUTHENTIC REAL ESTATE TEAM
View 5413 WALSH POND COURT Windermere, FL MLS# O6391919
$798,000
4

Beds

3.1

Baths

3,124

Sq.Ft.

5413 WALSH POND COURT

Windermere, FL

View 13622 DARCHANCE ROAD Windermere, FL MLS# S5146266
$629,900
3

Beds

2.0

Baths

2,147

Sq.Ft.

13622 DARCHANCE ROAD

Windermere, FL

View 14255 SONCO AVENUE Windermere, FL MLS# O6392262
  • Virtual Tour
1 of 100
$749,900
4

Beds

2.1

Baths

2,698

Sq.Ft.

14255 SONCO AVENUE

Windermere, FL

View 7180 BEEK STREET Windermere, FL MLS# O6393213
$780,000
6

Beds

4.0

Baths

3,648

Sq.Ft.

7180 BEEK STREET

Windermere, FL

View 13755 BRAVANTE ALLEY Windermere, FL MLS# O6389321
$465,000
3

Beds

2.1

Baths

1,996

Sq.Ft.

13755 BRAVANTE ALLEY

Windermere, FL

View 8272 BRYCE CANYON AVENUE Windermere, FL MLS# O6389547
$509,000
3

Beds

2.1

Baths

1,888

Sq.Ft.

8272 BRYCE CANYON AVENUE

Windermere, FL

View 5849 SOTER LANE Windermere, FL MLS# O6388590
  • Virtual Tour
1 of 31
$439,000
3

Beds

2.1

Baths

2,001

Sq.Ft.

5849 SOTER LANE

Windermere, FL

View 6871 HELMSLEY CIRCLE Windermere, FL MLS# O6387593
$554,000
3

Beds

2.0

Baths

1,772

Sq.Ft.

6871 HELMSLEY CIRCLE

Windermere, FL

Courtesy of SOUTH KEY REALTY LLC
View 13013 OVERSTREET ROAD Windermere, FL MLS# O6380917
$639,994
4

Beds

2.1

Baths

2,053

Sq.Ft.

13013 OVERSTREET ROAD

Windermere, FL

View 9319 WOODBREEZE BOULEVARD Windermere, FL MLS# O6384930
$554,555
4

Beds

2.0

Baths

1,798

Sq.Ft.

9319 WOODBREEZE BOULEVARD

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 6390 SOUTHBRIDGE STREET Windermere, FL MLS# O6385153
$389,000
4

Beds

2.1

Baths

1,632

Sq.Ft.

6390 SOUTHBRIDGE STREET

Windermere, FL

View 8552 POWDER RIDGE TRAIL Windermere, FL MLS# S5144276
$680,000
5

Beds

3.1

Baths

2,612

Sq.Ft.

8552 POWDER RIDGE TRAIL

Windermere, FL

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

292

Estimated median home price

$1,072,500
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 - 400K15
$400K - 500K30
$500K - 600K28
$600K - 700K24
$700K - 800K15
$800K - 900K14
$900K - 1M11
$1M - Max152

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family232
Townhouse37
Condo9
Commercial1
Rental87
Lots and Land13
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 7/22/2026)

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 7/22/2026.