85 total properties
Did you mean the neighborhood Windermere?
View 12784 GARRIDAN AVENUE Windermere, FL MLS# O6432500
  • Recently Listed with Virtual Tour
1 of 24
$3,080
4

Beds

2.1

Baths

1,970

Sq.Ft.

12784 GARRIDAN AVENUE

Windermere, FL

Courtesy of YORK MILLS REALTY LLC
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 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

The time to sell is now! THE TIME TO SELL IS NOW!
View 12649 CRAGSIDE LANE Windermere, FL MLS# O6434305
$3,000
3

Beds

2.0

Baths

2,094

Sq.Ft.

12649 CRAGSIDE LANE

Windermere, FL

View 5028 AUTUMN RIDGE LANE Windermere, FL MLS# TB8540422
  • Recently Listed with Virtual Tour
1 of 27
$3,000
1

Beds

2.0

Baths

1,000

Sq.Ft.

5028 AUTUMN RIDGE LANE

Windermere, FL

Courtesy of THE OUTLIER GROUP
View 4718 BLUE MAJOR DRIVE Windermere, FL MLS# O6435139
  • Recently Listed with Virtual Tour
1 of 61
$3,000
3

Beds

2.0

Baths

1,911

Sq.Ft.

4718 BLUE MAJOR DRIVE

Windermere, FL

View 11732 VIA LUCERNA CIRCLE Windermere, FL MLS# O6436916
  • Recently Listed with Virtual Tour
1 of 20
$3,000
4

Beds

2.0

Baths

2,161

Sq.Ft.

11732 VIA LUCERNA CIRCLE

Windermere, FL

View 11578 ASHLIN PARK BOULEVARD Windermere, FL MLS# O6437002
$3,000
3

Beds

2.1

Baths

2,396

Sq.Ft.

11578 ASHLIN PARK BOULEVARD

Windermere, FL

View 14252 CONFETTI DRIVE Windermere, FL MLS# O6410196
$2,999
1

Beds

1.0

Baths

320

Sq.Ft.

14252 CONFETTI DRIVE

Windermere, FL

View 8625 GREENBANK BLVD Windermere, FL MLS# O6413262
$2,995
4

Beds

3.0

Baths

2,190

Sq.Ft.

8625 GREENBANK BLVD

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 11804 SILVERLAKE PARK DRIVE Windermere, FL MLS# O6436847
$2,950
4

Beds

2.1

Baths

2,092

Sq.Ft.

11804 SILVERLAKE PARK DRIVE

Windermere, FL

View 8642 VIA TAVOLERIA WAY Windermere, FL MLS# O6431339
$2,900
3

Beds

2.1

Baths

1,919

Sq.Ft.

8642 VIA TAVOLERIA WAY

Windermere, FL

Courtesy of REAL BROKER, LLC
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 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

Courtesy of LPT REALTY, LLC
View 14392 BRIDGEWATER CROSSINGS BOULEVARD Windermere, FL MLS# O6413077
$2,800
3

Beds

2.1

Baths

1,642

Sq.Ft.

14392 BRIDGEWATER CROSSINGS BOULEVARD

Windermere, FL

View 12113 VIA CASELLI LANE Windermere, FL MLS# O6418296
$2,800
4

Beds

3.0

Baths

1,736

Sq.Ft.

12113 VIA CASELLI LANE

Windermere, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 8878 HERENCIA ALLEY Windermere, FL MLS# O6428174
$2,800
3

Beds

2.1

Baths

1,445

Sq.Ft.

8878 HERENCIA ALLEY

Windermere, FL

Courtesy of SERHANT
View 13483 GORGONA ISLE DRIVE Windermere, FL MLS# O6434325
  • Recently Listed with Virtual Tour
1 of 15
$2,800
3

Beds

3.0

Baths

1,584

Sq.Ft.

13483 GORGONA ISLE DRIVE

Windermere, FL

Courtesy of IAD REAL ESTATE
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

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.