99 total properties
Did you mean the neighborhood Windermere?
View 12784 GARRIDAN AVENUE Windermere, FL MLS# O6411120
$3,100
4

Beds

2.1

Baths

1,970

Sq.Ft.

12784 GARRIDAN AVENUE

Windermere, FL

Courtesy of YORK MILLS REALTY LLC
View 6650 BRIDGEWATER VILLAGE ROAD Windermere, FL MLS# O6412833
$3,100
3

Beds

3.0

Baths

2,615

Sq.Ft.

6650 BRIDGEWATER VILLAGE ROAD

Windermere, FL

View 8625 GREENBANK BLVD Windermere, FL MLS# O6413262
  • Recently Listed with Virtual Tour
1 of 33
$3,100
4

Beds

3.0

Baths

2,190

Sq.Ft.

8625 GREENBANK BLVD

Windermere, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 6746 DUNCASTER STREET Windermere, FL MLS# O6417108
  • Recently Listed with Virtual Tour
1 of 23
$3,100
4

Beds

2.1

Baths

2,830

Sq.Ft.

6746 DUNCASTER STREET

Windermere, FL

View 14252 CONFETTI DRIVE Windermere, FL MLS# O6410196
$3,099
1

Beds

1.0

Baths

320

Sq.Ft.

14252 CONFETTI DRIVE

Windermere, FL

Courtesy of HOMEVEST REALTY
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 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 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 8602 VIA TAVOLERIA WAY Windermere, FL MLS# O6404174
$2,900
4

Beds

3.1

Baths

1,936

Sq.Ft.

8602 VIA TAVOLERIA WAY

Windermere, FL

Courtesy of U KEY REALTY
View 9109 LEGADO DRIVE Windermere, FL MLS# O6408400
  • Virtual Tour
1 of 37
$2,900
3

Beds

2.1

Baths

1,687

Sq.Ft.

9109 LEGADO DRIVE

Windermere, FL

Courtesy of DIAMOND REAL ESTATE GROUP
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 12030 SILVERLAKE PARK DRIVE Windermere, FL MLS# S5148671
$2,850
4

Beds

2.1

Baths

2,068

Sq.Ft.

12030 SILVERLAKE PARK DRIVE

Windermere, FL

Courtesy of TOPSKY REALTY INC
View 8642 POWDER RIDGE TRAIL Windermere, FL MLS# O6401509
$2,850
4

Beds

2.1

Baths

1,890

Sq.Ft.

8642 POWDER RIDGE TRAIL

Windermere, FL

Courtesy of METRO CITY REALTY
View 11933 WATER RUN ALLEY Windermere, FL MLS# O6411037
$2,800
3

Beds

2.1

Baths

1,569

Sq.Ft.

11933 WATER RUN ALLEY

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View 13527 MISARDEN LANE Windermere, FL MLS# O6414625
$2,800
4

Beds

3.0

Baths

2,190

Sq.Ft.

13527 MISARDEN LANE

Windermere, FL

Courtesy of EMPIRE NETWORK REALTY
View 7622 COLBURY AVENUE Windermere, FL MLS# O6412690
$2,800
3

Beds

2.0

Baths

1,706

Sq.Ft.

7622 COLBURY AVENUE

Windermere, FL

View 14392 BRIDGEWATER CROSSINGS BOULEVARD Windermere, FL MLS# O6413077
  • Recently Listed with Virtual Tour
1 of 51
$2,800
3

Beds

2.1

Baths

1,642

Sq.Ft.

14392 BRIDGEWATER CROSSINGS BOULEVARD

Windermere, FL

Courtesy of CROWN REALTY COMPANY
View 7242 SERENITY BEND Windermere, FL MLS# O6413545
$2,795
3

Beds

2.1

Baths

1,628

Sq.Ft.

7242 SERENITY BEND

Windermere, FL

View 9031 LEGADO DRIVE Windermere, FL MLS# O6404941
  • Virtual Tour
1 of 27
$2,750
3

Beds

2.1

Baths

1,547

Sq.Ft.

9031 LEGADO DRIVE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 7652 RIPPLEPOINTE WAY Windermere, FL MLS# O6409167
$2,750
3

Beds

2.1

Baths

1,743

Sq.Ft.

7652 RIPPLEPOINTE WAY

Windermere, FL

Courtesy of ADVANCE REALTY & MANAGEMENT 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

370

Estimated median home price

$1,130,322
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 - 300K2
$300K - 400K22
$400K - 500K37
$500K - 600K32
$600K - 700K27
$700K - 800K20
$800K - 900K20
$900K - 1M15
$1M - Max195

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family291
Townhouse53
Condo8
Commercial1
Rental101
Lots and Land17
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 6/25/2026)

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 6/25/2026.