96 total properties
Did you mean the neighborhood Windermere?
View 6354 SWANSON STREET Windermere, FL MLS# O6421332
  • Recently Listed
1 of 24
$3,950
4

Beds

2.0

Baths

2,370

Sq.Ft.

6354 SWANSON STREET

Windermere, FL

Courtesy of KELLER WILLIAMS LEGACY REALTY
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

View 6719 ROMNEY LANE Windermere, FL MLS# G5114414
  • Recently Listed
1 of 32
$3,200
3

Beds

2.0

Baths

2,151

Sq.Ft.

6719 ROMNEY LANE

Windermere, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 6219 TIROCO WAY Windermere, FL MLS# O6420996
  • Recently Listed
1 of 42
$14,000
7

Beds

5.1

Baths

5,221

Sq.Ft.

6219 TIROCO WAY

Windermere, FL

View 1363 GLENWICK DRIVE Windermere, FL MLS# O6418231
  • Recently Listed
1 of 35
$4,000
3

Beds

2.0

Baths

2,077

Sq.Ft.

1363 GLENWICK DRIVE

Windermere, FL

View 8524 DANFORTH DRIVE Windermere, FL MLS# S5152453
  • Recently Listed
1 of 31
$2,350
2

Beds

2.1

Baths

1,184

Sq.Ft.

8524 DANFORTH DRIVE

Windermere, FL

View 7325 DEREXA DRIVE Windermere, FL MLS# O6419168
  • Recently Listed with Virtual Tour
1 of 42
$3,250
4

Beds

3.1

Baths

2,610

Sq.Ft.

7325 DEREXA DRIVE

Windermere, FL

View 11050 CONISTON WAY Windermere, FL MLS# O6418763
  • Recently Listed
1 of 62
$9,950
5

Beds

4.1

Baths

4,291

Sq.Ft.

11050 CONISTON WAY

Windermere, FL

Courtesy of EXP REALTY LLC
View 11531 CHARNOCK DRIVE Windermere, FL MLS# O6418034
  • Recently Listed with Virtual Tour
1 of 58
$3,300
4

Beds

2.1

Baths

2,214

Sq.Ft.

11531 CHARNOCK DRIVE

Windermere, FL

View 7454 TATTANT BOULEVARD Windermere, FL MLS# S5152220
$2,695
3

Beds

2.0

Baths

1,708

Sq.Ft.

7454 TATTANT BOULEVARD

Windermere, FL

View 12113 VIA CASELLI LANE Windermere, FL MLS# O6418296
  • Recently Listed with Virtual Tour
1 of 36
$3,000
4

Beds

3.0

Baths

1,736

Sq.Ft.

12113 VIA CASELLI LANE

Windermere, FL

View 11316 RAPALLO LANE Windermere, FL MLS# O6418822
  • Recently Listed with Virtual Tour
1 of 19
$3,195
3

Beds

2.1

Baths

1,925

Sq.Ft.

11316 RAPALLO LANE

Windermere, FL

Courtesy of CITY CAPITAL GROUP INC
View 11820 WATERSTONE LOOP DRIVE Windermere, FL MLS# O6396187
  • Recently Listed with Virtual Tour
1 of 32
$6,990
4

Beds

3.0

Baths

2,817

Sq.Ft.

11820 WATERSTONE LOOP DRIVE

Windermere, FL

View 7468 FAIRGROVE AVENUE Windermere, FL MLS# O6418047
$3,000
3

Beds

2.0

Baths

2,182

Sq.Ft.

7468 FAIRGROVE AVENUE

Windermere, FL

View 6344 LAKE SMITH CIRCLE Windermere, FL MLS# O6418148
  • Recently Listed with Virtual Tour
1 of 18
$2,600
3

Beds

2.1

Baths

1,640

Sq.Ft.

6344 LAKE SMITH CIRCLE

Windermere, FL

View 12219 JOSHUA TREE TRAIL Windermere, FL MLS# O6412560
  • Recently Listed with Virtual Tour
1 of 22
$2,950
3

Beds

2.1

Baths

1,829

Sq.Ft.

12219 JOSHUA TREE TRAIL

Windermere, FL

View 7283 PENKRIDGE LANE Windermere, FL MLS# O6417343
  • Recently Listed with Virtual Tour
1 of 15
$2,700
3

Beds

2.1

Baths

1,614

Sq.Ft.

7283 PENKRIDGE LANE

Windermere, FL

View 7329 AUBURNWOOD LANE Windermere, FL MLS# S5151923
  • Recently Listed with Virtual Tour
1 of 25
$3,200
4

Beds

2.1

Baths

2,696

Sq.Ft.

7329 AUBURNWOOD LANE

Windermere, FL

View 12355 LANGSTAFF DRIVE Windermere, FL MLS# S5151954
  • Recently Listed with Virtual Tour
1 of 39
$2,650
3

Beds

2.1

Baths

1,480

Sq.Ft.

12355 LANGSTAFF DRIVE

Windermere, FL

View 4205 BLUE MAJOR DRIVE Windermere, FL MLS# O6417184
  • Recently Listed with Virtual Tour
1 of 18
$2,700
3

Beds

2.0

Baths

1,536

Sq.Ft.

4205 BLUE MAJOR DRIVE

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

364

Estimated median home price

$1,110,000
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 - 300K3
$300K - 400K20
$400K - 500K36
$500K - 600K32
$600K - 700K27
$700K - 800K19
$800K - 900K21
$900K - 1M15
$1M - Max191

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family288
Townhouse51
Condo7
Commercial1
Rental99
Lots and Land17
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 7/1/2026)

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 7/1/2026.