84 total properties
Did you mean the neighborhood Windermere?
View 12826 WOODMERE CLOSE DR Windermere, FL MLS# O6427799
$3,500
4

Beds

3.0

Baths

2,214

Sq.Ft.

12826 WOODMERE CLOSE DR

Windermere, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 8318 VIVARO ISLE WAY Windermere, FL MLS# O6427904
$4,500
3

Beds

3.0

Baths

2,224

Sq.Ft.

8318 VIVARO ISLE WAY

Windermere, FL

View 8156 BOAT HOOK LOOP 109 Windermere, FL MLS# O6427838
$2,000
2

Beds

2.0

Baths

1,161

Sq.Ft.

8156 BOAT HOOK LOOP 109

Windermere, FL

Courtesy of LPT REALTY, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 6364 LAKE SMITH CIRCLE Windermere, FL MLS# O6428815
$2,550
3

Beds

2.1

Baths

1,632

Sq.Ft.

6364 LAKE SMITH CIRCLE

Windermere, FL

View 8794 CRESCENDO AVENUE Windermere, FL MLS# O6427606
$4,900
4

Beds

3.0

Baths

2,484

Sq.Ft.

8794 CRESCENDO AVENUE

Windermere, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 12740 LANGSTAFF DRIVE Windermere, FL MLS# O6426896
$2,300
2

Beds

2.1

Baths

1,320

Sq.Ft.

12740 LANGSTAFF DRIVE

Windermere, FL

View 14205 BRIDGEWATER CROSSINGS BOULEVARD Windermere, FL MLS# O6426758
$3,050
4

Beds

2.1

Baths

2,476

Sq.Ft.

14205 BRIDGEWATER CROSSINGS BOULEVARD

Windermere, FL

View 7722 FAIRGROVE AVENUE Windermere, FL MLS# O6426356
$2,600
3

Beds

2.1

Baths

1,644

Sq.Ft.

7722 FAIRGROVE AVENUE

Windermere, FL

View 12752 S LAKE SAWYER LANE Windermere, FL MLS# O6426369
$3,000
3

Beds

2.0

Baths

1,450

Sq.Ft.

12752 S LAKE SAWYER LANE

Windermere, FL

View 11565 MIZZON DRIVE 308 Windermere, FL MLS# O6426135
  • Recently Listed with Virtual Tour
1 of 10
$2,350
3

Beds

2.0

Baths

1,442

Sq.Ft.

11565 MIZZON DRIVE 308

Windermere, FL

View 7730 BROFIELD AVENUE Windermere, FL MLS# O6425622
$2,700
3

Beds

2.0

Baths

1,868

Sq.Ft.

7730 BROFIELD AVENUE

Windermere, FL

View 12947 RUNSWICK AVENUE Windermere, FL MLS# O6425118
$2,950
4

Beds

2.0

Baths

2,300

Sq.Ft.

12947 RUNSWICK AVENUE

Windermere, FL

View 8526 GREENBANK BOULEVARD Windermere, FL MLS# S5152800
$2,875
3

Beds

2.0

Baths

2,190

Sq.Ft.

8526 GREENBANK BOULEVARD

Windermere, FL

Courtesy of AVID REALTY LLC
View 5007 RIVER GEM AVENUE Windermere, FL MLS# O6424829
$3,200
3

Beds

2.0

Baths

1,903

Sq.Ft.

5007 RIVER GEM AVENUE

Windermere, FL

View 8623 VIA TRIESTE Windermere, FL MLS# O6423497
  • Virtual Tour
1 of 18
$1,500
1

Beds

1.0

Baths

528

Sq.Ft.

8623 VIA TRIESTE

Windermere, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 7023 KIWANO WAY Windermere, FL MLS# O6423493
  • Virtual Tour
1 of 62
$4,980
5

Beds

4.1

Baths

3,136

Sq.Ft.

7023 KIWANO WAY

Windermere, FL

View 6119 PAYNE STEWART DRIVE Windermere, FL MLS# O6423111
$15,000
3

Beds

3.1

Baths

2,836

Sq.Ft.

6119 PAYNE STEWART DRIVE

Windermere, FL

View 12820 STRODE LANE Windermere, FL MLS# S5153060
  • Virtual Tour
1 of 28
$2,750
3

Beds

2.1

Baths

1,617

Sq.Ft.

12820 STRODE LANE

Windermere, FL

Courtesy of LA ROSA REALTY LLC
View 8411 WOBURN COURT Windermere, FL MLS# O6421734
  • Virtual Tour
1 of 30
$7,500
4

Beds

3.0

Baths

2,562

Sq.Ft.

8411 WOBURN COURT

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 6526 GOLDEN DEWDROP TRAIL Windermere, FL MLS# S5152663
$3,300
3

Beds

2.1

Baths

2,139

Sq.Ft.

6526 GOLDEN DEWDROP 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

324

Estimated median home price

$984,750
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 - 200K1
$200K - 300K2
$300K - 400K21
$400K - 500K31
$500K - 600K32
$600K - 700K31
$700K - 800K19
$800K - 900K15
$900K - 1M13
$1M - Max159

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family251
Townhouse46
Condo10
Commercial1
Rental83
Lots and Land16
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 8/27/2026)

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 8/27/2026.