Windermere Florida Homes for Sale

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370 total properties
Did you mean the neighborhood Windermere?
View 516 JENNIFER LANE Windermere, FL MLS# O6419731
  • Recently Listed with Virtual Tour
1 of 71
$1,295,000
3

Beds

2.1

Baths

3,021

Sq.Ft.

516 JENNIFER LANE

Windermere, FL

View 12580 CRAGSIDE LANE Windermere, FL MLS# O6418877
  • Recently Listed with Virtual Tour
1 of 55
$624,000
4

Beds

2.1

Baths

2,776

Sq.Ft.

12580 CRAGSIDE LANE

Windermere, FL

View 2722 INGEBORG COURT Windermere, FL MLS# O6419770
$850,000
4

Beds

2.1

Baths

2,619

Sq.Ft.

2722 INGEBORG COURT

Windermere, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 8316 LOOKOUT POINTE DRIVE Windermere, FL MLS# S5152477
$1,075,000
5

Beds

4.0

Baths

4,332

Sq.Ft.

8316 LOOKOUT POINTE DRIVE

Windermere, FL

View 6124 FOXFIELD COURT Windermere, FL MLS# O6419393
  • Recently Listed with Virtual Tour
1 of 47
$1,295,000
4

Beds

3.0

Baths

2,887

Sq.Ft.

6124 FOXFIELD COURT

Windermere, FL

View 8179 MARITIME FLAG STREET 206 Windermere, FL MLS# S5152137
  • Recently Listed with Virtual Tour
1 of 36
$282,500
3

Beds

2.0

Baths

1,332

Sq.Ft.

8179 MARITIME FLAG STREET 206

Windermere, FL

View 4205 CLARICE ESTATES DRIVE Windermere, FL MLS# O6419164
  • Recently Listed with Virtual Tour
1 of 88
$2,550,000
4

Beds

5.0

Baths

4,136

Sq.Ft.

4205 CLARICE ESTATES DRIVE

Windermere, FL

View 11400 CENTER LAKE DRIVE Windermere, FL MLS# O6415492
  • Recently Listed with Virtual Tour
1 of 19
$439,000
3

Beds

2.1

Baths

1,881

Sq.Ft.

11400 CENTER LAKE DRIVE

Windermere, FL

View 5032 BEACH RIVER ROAD Windermere, FL MLS# O6418594
  • Recently Listed with Virtual Tour
1 of 29
$569,000
4

Beds

3.1

Baths

2,306

Sq.Ft.

5032 BEACH RIVER ROAD

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 11027 HAWKSHEAD COURT Windermere, FL MLS# O6417606
  • Recently Listed with Virtual Tour
1 of 53
$1,597,000
4

Beds

3.1

Baths

3,486

Sq.Ft.

11027 HAWKSHEAD COURT

Windermere, FL

View 7723 FAIRGROVE AVENUE Windermere, FL MLS# O6418789
  • Recently Listed with Virtual Tour
1 of 31
$390,000
3

Beds

2.1

Baths

1,680

Sq.Ft.

7723 FAIRGROVE AVENUE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 11407 WILLOW GARDENS DRIVE Windermere, FL MLS# O6417997
$1,200,000
5

Beds

3.0

Baths

3,501

Sq.Ft.

11407 WILLOW GARDENS DRIVE

Windermere, FL

View 1408 LAKE WHITNEY DRIVE Windermere, FL MLS# O6418721
$2,650,000
5

Beds

5.1

Baths

5,433

Sq.Ft.

1408 LAKE WHITNEY DRIVE

Windermere, FL

View 14506 BRIDGEWATER CROSSINGS BOULEVARD Windermere, FL MLS# O6417034
  • Recently Listed
1 of 35
OPEN HOUSE: Saturday 6/27 10:00 AM - 12:00 PM
$410,000
4

Beds

2.1

Baths

1,628

Sq.Ft.

14506 BRIDGEWATER CROSSINGS BOULEVARD

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
View 11933 WATER RUN ALLEY Windermere, FL MLS# O6418423
  • Recently Listed with Virtual Tour
1 of 20
$414,000
3

Beds

2.1

Baths

1,569

Sq.Ft.

11933 WATER RUN ALLEY

Windermere, FL

View 12988 BORLAND STREET Windermere, FL MLS# O6418023
  • Recently Listed with Virtual Tour
1 of 28
$435,000
3

Beds

2.1

Baths

1,460

Sq.Ft.

12988 BORLAND STREET

Windermere, FL

View 8218 MYSTIC VIEW WAY 2801 Windermere, FL MLS# O6418357
  • Recently Listed with Virtual Tour
1 of 48
OPEN HOUSE: Saturday 6/27 12:30 PM - 3:30 PM
$419,900
3

Beds

2.1

Baths

1,840

Sq.Ft.

8218 MYSTIC VIEW WAY 2801

Windermere, FL

Courtesy of Orlando - WEICHERT, REALTORS® - Hallmark Properties
View 14422 CREST PALM AVENUE Windermere, FL MLS# O6418503
  • Recently Listed with Virtual Tour
1 of 30
$1,100,000
4

Beds

4.0

Baths

3,140

Sq.Ft.

14422 CREST PALM AVENUE

Windermere, FL

View 13330 LONGACRE DRIVE Windermere, FL MLS# O6418405
  • Recently Listed with Virtual Tour
1 of 13
$550,000
3

Beds

2.1

Baths

2,306

Sq.Ft.

13330 LONGACRE DRIVE

Windermere, FL

Courtesy of SUNSTAR REALTY FL INC
View 7211 STILL POND LANE Windermere, FL MLS# O6418089
  • Recently Listed with Virtual Tour
1 of 52
$765,000
4

Beds

3.1

Baths

3,161

Sq.Ft.

7211 STILL POND LANE

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

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.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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 6/26/2026.