155 total properties
Did you mean the neighborhood Windermere?
View 11544 WILLOW GARDENS DRIVE Windermere, FL MLS# O6412655
$1,000,000
0.0

Baths

11544 WILLOW GARDENS DRIVE

Windermere, FL

Courtesy of JC FLORIDA REALTY LLC
View 8701 IRON MOUNTAIN TRAIL Windermere, FL MLS# O6433721
$998,999
6

Beds

4.1

Baths

4,507

Sq.Ft.

8701 IRON MOUNTAIN TRAIL

Windermere, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 1243 DINGENS AVENUE Windermere, FL MLS# O6435494
  • Virtual Tour
1 of 55
$990,000
4

Beds

3.0

Baths

2,728

Sq.Ft.

1243 DINGENS AVENUE

Windermere, FL

Courtesy of REALMULTIPROPERTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 14371 CREST PALM AVENUE Windermere, FL MLS# G5110664
  • New Construction with Virtual Tour
1 of 44
$989,990
4

Beds

4.0

Baths

3,153

Sq.Ft.

14371 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 2512 TRYON PLACE Windermere, FL MLS# O6422154
  • Virtual Tour
1 of 65
$980,000
4

Beds

3.0

Baths

3,478

Sq.Ft.

2512 TRYON PLACE

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 14353 CREST PALM AVENUE Windermere, FL MLS# G5111542
  • New Construction with Virtual Tour
1 of 73
$979,990
4

Beds

3.0

Baths

2,740

Sq.Ft.

14353 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 3629 LAKE BUYNAK ROAD Windermere, FL MLS# G5099846
  • Virtual Tour
1 of 46
$975,000
4

Beds

3.1

Baths

2,618

Sq.Ft.

3629 LAKE BUYNAK ROAD

Windermere, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
View 9600 AMBLESIDE DRIVE Windermere, FL MLS# O6433478
  • Virtual Tour
1 of 34
$975,000
3

Beds

3.0

Baths

2,700

Sq.Ft.

9600 AMBLESIDE DRIVE

Windermere, FL

Courtesy of NATIONAL REAL ESTATE
View 9609 WESTOVER CLUB CIRCLE Windermere, FL MLS# O6434228
$969,000
5

Beds

4.1

Baths

3,797

Sq.Ft.

9609 WESTOVER CLUB CIRCLE

Windermere, FL

Courtesy of ALPHA R.E. OF CENTRAL FL LLC
View 11348 WILLOW GARDENS DRIVE Windermere, FL MLS# O6435449
$964,500
5

Beds

3.0

Baths

2,717

Sq.Ft.

11348 WILLOW GARDENS DRIVE

Windermere, FL

Courtesy of VINTAGE REALTY GROUP LLC
View 8524 VIVARO ISLE WAY Windermere, FL MLS# G5118124
  • Recently Listed with Virtual Tour
1 of 35
$950,000
4

Beds

3.0

Baths

2,680

Sq.Ft.

8524 VIVARO ISLE WAY

Windermere, FL

Courtesy of SERHANT
View 9010 REFLECTION POINTE DRIVE Windermere, FL MLS# G5117935
  • Recently Listed with Virtual Tour
1 of 45
$945,000
4

Beds

3.1

Baths

3,264

Sq.Ft.

9010 REFLECTION POINTE DRIVE

Windermere, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 8525 BOWDEN WAY Windermere, FL MLS# O6405195
  • Virtual Tour
1 of 44
$940,000
4

Beds

3.0

Baths

2,357

Sq.Ft.

8525 BOWDEN WAY

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP LLC
View 6752 TRELLIS VINE LOOP Windermere, FL MLS# O6376318
$930,000
5

Beds

3.1

Baths

3,820

Sq.Ft.

6752 TRELLIS VINE LOOP

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 0 USA Windermere, FL MLS# O6342410
  • Virtual Tour
1 of 25
$900,000
1,250

Sq.Ft.

0 USA

Windermere, FL

Courtesy of LAKESIDE REALTY WINDERMERE INC
View 6309 EARTHGOLD DRIVE Windermere, FL MLS# O6436644
  • Virtual Tour
1 of 30
$880,000
4

Beds

2.1

Baths

2,648

Sq.Ft.

6309 EARTHGOLD DRIVE

Windermere, FL

Courtesy of REALTY HUB
View 11326 LEDGEMENT LANE Windermere, FL MLS# O6409714
  • Virtual Tour
1 of 63
$879,000
5

Beds

3.1

Baths

3,182

Sq.Ft.

11326 LEDGEMENT LANE

Windermere, FL

Courtesy of AAA GLOBAL VENTURES PA
View 2504 WINDERMERE RESERVE COURT Windermere, FL MLS# O6314609
$875,000
0.0

Baths

2504 WINDERMERE RESERVE COURT

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View 11727 DELWICK DRIVE Windermere, FL MLS# O6445423
  • Recently Listed with Virtual Tour
1 of 37
$875,000
4

Beds

3.0

Baths

2,704

Sq.Ft.

11727 DELWICK DRIVE

Windermere, FL

Courtesy of BHHS FLORIDA REALTY
View 9043 HORIZON POINTE TRAIL Windermere, FL MLS# O6436017
$870,000
4

Beds

3.0

Baths

3,746

Sq.Ft.

9043 HORIZON POINTE TRAIL

Windermere, FL

Courtesy of CENTURY 21 CARIOTI

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

313

Estimated median home price

$1,000,000
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

Price Count
$0 - 100K 0
$100K - 200K 1
$200K - 300K 3
$300K - 400K 27
$400K - 500K 26
$500K - 600K 25
$600K - 700K 32
$700K - 800K 20
$800K - 900K 9
$900K - 1M 14
$1M - Max 156

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 240
Townhouse 42
Condo 10
Commercial 1
Rental 90
Lots and Land 20
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 10/6/2026)

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

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 10/7/2026.