301 total properties
Did you mean the neighborhood Windermere?
View 9508 Windy Ridge Road Windermere, FL MLS# RX11136385
$19,995,000
6

Beds

12.2

Baths

20,865

Sq.Ft.

9508 Windy Ridge Road

Windermere, FL

BeachesMLS
View 11714 DELWICK DRIVE Windermere, FL MLS# O6356567
  • Virtual Tour
1 of 43
$850,000
4

Beds

3.0

Baths

2,764

Sq.Ft.

11714 DELWICK DRIVE

Windermere, FL

Courtesy of RE/MAX 200 REALTY
View 6252 BLAKEFORD DR Windermere, FL MLS# O6356056
  • Virtual Tour
1 of 52
$2,390,000
5

Beds

4.0

Baths

4,287

Sq.Ft.

6252 BLAKEFORD DR

Windermere, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
The time to sell is now! THE TIME TO SELL IS NOW!
View 6047 BLAKEFORD DRIVE Windermere, FL MLS# O6355716
  • Virtual Tour
1 of 32
$1,949,000
4

Beds

4.0

Baths

4,156

Sq.Ft.

6047 BLAKEFORD DRIVE

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View 3328 WAX BERRY COURT Windermere, FL MLS# O6355868
  • Virtual Tour
1 of 60
$950,000
4

Beds

4.0

Baths

2,636

Sq.Ft.

3328 WAX BERRY COURT

Windermere, FL

Courtesy of PREFERRED REAL ESTATE BROKERS
View 8375 BOWDEN WAY Windermere, FL MLS# S5137385
  • Virtual Tour
1 of 62
$1,390,000
4

Beds

3.1

Baths

3,809

Sq.Ft.

8375 BOWDEN WAY

Windermere, FL

Courtesy of B LIVE COMMERCIAL AND RESIDENT
View 7768 MOSER AVENUE Windermere, FL MLS# O6355727
  • Virtual Tour
1 of 7
$375,000
3

Beds

2.1

Baths

1,644

Sq.Ft.

7768 MOSER AVENUE

Windermere, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 4226 DOWNEAST LANE Windermere, FL MLS# O6355233
  • Virtual Tour
1 of 18
$11,800,000
5

Beds

3.0

Baths

5,316

Sq.Ft.

4226 DOWNEAST LANE

Windermere, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 8533 GREENBANK BOULEVARD Windermere, FL MLS# O6354672
  • Virtual Tour
1 of 22
OPEN HOUSE: Saturday 2/28 1:00 PM - 4:00 PM
$580,000
4

Beds

3.1

Baths

2,551

Sq.Ft.

8533 GREENBANK BOULEVARD

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 11450 ARBORSIDE BEND WAY Windermere, FL MLS# O6354816
$749,900
4

Beds

3.0

Baths

2,622

Sq.Ft.

11450 ARBORSIDE BEND WAY

Windermere, FL

Courtesy of LOKATION
View 6846 HELMSLEY CIRCLE Windermere, FL MLS# O6342692
  • Virtual Tour
1 of 40
$625,000
5

Beds

3.0

Baths

2,555

Sq.Ft.

6846 HELMSLEY CIRCLE

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 1003 DOWN RESERVE COURT Windermere, FL MLS# O6353952
  • New Construction
1 of 72
$4,999,999
6

Beds

6.2

Baths

6,816

Sq.Ft.

1003 DOWN RESERVE COURT

Windermere, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 7711 FAIRGROVE AVENUE Windermere, FL MLS# O6352360
  • Virtual Tour
1 of 44
$384,900
3

Beds

2.1

Baths

1,680

Sq.Ft.

7711 FAIRGROVE AVENUE

Windermere, FL

Courtesy of VOSS REALTY INC
View 9106 PANZANI PLACE Windermere, FL MLS# O6353426
  • Virtual Tour
1 of 56
$890,000
5

Beds

4.0

Baths

3,610

Sq.Ft.

9106 PANZANI PLACE

Windermere, FL

Courtesy of EXP REALTY LLC
View 4301 DOWN POINT LANE Windermere, FL MLS# O6351950
  • Virtual Tour
1 of 55
$3,325,000
5

Beds

4.0

Baths

6,834

Sq.Ft.

4301 DOWN POINT LANE

Windermere, FL

Courtesy of MARK SPAIN REAL ESTATE
View 11636 WATER RUN ALLEY Windermere, FL MLS# S5136888
  • Virtual Tour
1 of 18
$428,000
3

Beds

2.1

Baths

1,584

Sq.Ft.

11636 WATER RUN ALLEY

Windermere, FL

Courtesy of EXP REALTY LLC
View 8180 BOAT HOOK LOOP 106/306 Windermere, FL MLS# O6353569
$324,000
3

Beds

2.0

Baths

1,455

Sq.Ft.

8180 BOAT HOOK LOOP 106/306

Windermere, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 11162 LEDGEMENT LANE Windermere, FL MLS# O6346461
  • Virtual Tour
1 of 55
$995,000
4

Beds

3.1

Baths

3,248

Sq.Ft.

11162 LEDGEMENT LANE

Windermere, FL

Courtesy of INFINITY REALTY GROUP LLC
View 1238 LAKE WHITNEY DRIVE Windermere, FL MLS# O6354755
$2,200,000
4

Beds

5.1

Baths

5,266

Sq.Ft.

1238 LAKE WHITNEY DRIVE

Windermere, FL

Courtesy of HOME WISE REALTY GROUP, INC.
View 6712 THORNHILL CIRCLE Windermere, FL MLS# O6351284
  • Virtual Tour
1 of 50
$680,000
5

Beds

3.1

Baths

2,976

Sq.Ft.

6712 THORNHILL CIRCLE

Windermere, FL

Courtesy of HOMEVEST REALTY

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

301

Estimated median home price

$1,050,000
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 1
$100K - 200K 0
$200K - 300K 0
$300K - 400K 16
$400K - 500K 22
$500K - 600K 27
$600K - 700K 25
$700K - 800K 26
$800K - 900K 20
$900K - 1M 9
$1M - Max 155

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 250
Townhouse 31
Condo 5
Commercial 1
Rental 106
Lots and Land 14
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 2/28/2026)

Information deemed reliable but not guaranteed.

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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.

Data is updated as of 2/28/2026.

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Data is updated as of 2/28/2026.

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.

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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 2/28/2026.