209 total properties
Did you mean the neighborhood Windermere?
View 1369 GLENWICK DRIVE Windermere, FL MLS# O6359212
  • Virtual Tour
1 of 29
$657,000
4

Beds

3.0

Baths

2,400

Sq.Ft.

1369 GLENWICK DRIVE

Windermere, FL

Courtesy of FL SUNSHINE STATE REALTY
View 2 CHASE ROAD Windermere, FL MLS# O6345181
$650,000
Studio

Beds

0.0

Baths

2 CHASE ROAD

Windermere, FL

Courtesy of REAL BROKER, LLC
View 13212 SWANSEA AVENUE Windermere, FL MLS# O6354879
  • Virtual Tour
1 of 51
$820,000
4

Beds

4.0

Baths

3,365

Sq.Ft.

13212 SWANSEA AVENUE

Windermere, FL

Courtesy of DENIZ REALTY PARTNERS LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 11438 ARBORSIDE BEND WAY Windermere, FL MLS# S5137869
$649,000
4

Beds

2.0

Baths

2,019

Sq.Ft.

11438 ARBORSIDE BEND WAY

Windermere, FL

Courtesy of SERHANT
View 13752 BRESSLER ALLEY Windermere, FL MLS# O6358878
  • Virtual Tour
1 of 30
$450,000
3

Beds

2.1

Baths

1,976

Sq.Ft.

13752 BRESSLER ALLEY

Windermere, FL

Courtesy of WEMERT GROUP REALTY LLC
View 6626 BRIDGEWATER VILLAGE ROAD Windermere, FL MLS# O6349184
$615,000
3

Beds

3.1

Baths

2,720

Sq.Ft.

6626 BRIDGEWATER VILLAGE ROAD

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 2958 MARQUESAS COURT Windermere, FL MLS# O6357302
  • Virtual Tour
1 of 32
$1,885,000
5

Beds

4.1

Baths

4,716

Sq.Ft.

2958 MARQUESAS COURT

Windermere, FL

Courtesy of DOUGLAS ELLIMAN
View 6615 HELMSLEY CIRCLE Windermere, FL MLS# G5104075
  • Virtual Tour
1 of 42
$799,900
5

Beds

3.1

Baths

3,390

Sq.Ft.

6615 HELMSLEY CIRCLE

Windermere, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
View 14250 CREST PALM AVENUE Windermere, FL MLS# G5104035
  • New Construction
1 of 3
$1,174,935
4

Beds

3.0

Baths

3,100

Sq.Ft.

14250 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 2509 RIDGEWIND WAY Windermere, FL MLS# O6354737
$1,545,000
4

Beds

3.1

Baths

3,844

Sq.Ft.

2509 RIDGEWIND WAY

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
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 13413 ZORI LANE Windermere, FL MLS# O6357195
  • Virtual Tour
1 of 38
$675,000
4

Beds

3.0

Baths

2,830

Sq.Ft.

13413 ZORI LANE

Windermere, FL

Courtesy of ORLANDO SUNSHINE REALTY
View 6047 BLAKEFORD DRIVE Windermere, FL MLS# O6355716
  • Virtual Tour
1 of 32
$1,969,000
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 64
$950,000
4

Beds

4.0

Baths

2,636

Sq.Ft.

3328 WAX BERRY COURT

Windermere, FL

Courtesy of PREFERRED REAL ESTATE BROKERS
View 11312 SHANDON PARK WAY Windermere, FL MLS# O6355334
  • Virtual Tour
1 of 100
OPEN HOUSE: Sunday 1/18 1:00 PM - 3:00 PM
$1,762,000
7

Beds

5.0

Baths

4,914

Sq.Ft.

11312 SHANDON PARK WAY

Windermere, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 8375 BOWDEN WAY Windermere, FL MLS# S5137385
  • Virtual Tour
1 of 62
$1,490,000
4

Beds

3.1

Baths

3,809

Sq.Ft.

8375 BOWDEN WAY

Windermere, FL

Courtesy of B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE
View 11318 FENIMORE COURT COURT Windermere, FL MLS# O6355539
$1,249,000
4

Beds

3.0

Baths

2,523

Sq.Ft.

11318 FENIMORE COURT COURT

Windermere, FL

Courtesy of FSM REALTY INVESTMENTS
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 2828 INGEBORG COURT Windermere, FL MLS# O6354903
  • Virtual Tour
1 of 42
$1,200,000
5

Beds

4.1

Baths

3,190

Sq.Ft.

2828 INGEBORG COURT

Windermere, FL

Courtesy of ALIGN REAL ESTATE LLC
View 8533 GREENBANK BOULEVARD Windermere, FL MLS# O6354672
$615,000
4

Beds

3.1

Baths

2,551

Sq.Ft.

8533 GREENBANK BOULEVARD

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

281

Estimated median home price

$1,045,000
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 0
$200K - 300K 1
$300K - 400K 20
$400K - 500K 22
$500K - 600K 19
$600K - 700K 28
$700K - 800K 19
$800K - 900K 15
$900K - 1M 13
$1M - Max 144

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 224
Townhouse 34
Condo 8
Commercial 1
Rental 110
Lots and Land 14
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 1/16/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

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 1/16/2026.

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 1/16/2026.