235 total properties
Did you mean the neighborhood Windermere?
View 11474 CLAYMONT CIRCLE Windermere, FL MLS# S5140648
$1,350,000
5

Beds

4.0

Baths

3,238

Sq.Ft.

11474 CLAYMONT CIRCLE

Windermere, FL

Courtesy of WATSON REALTY CORP.
View 2206 Ridgewind WAY Windermere, FL MLS# O6189162
$1,347,000
5

Beds

4.0

Baths

3,443

Sq.Ft.

2206 Ridgewind WAY

Windermere, FL

Courtesy of LPT REALTY
View 11524 CLAYMONT CIRCLE Windermere, FL MLS# O6336789
$1,345,000
5

Beds

4.0

Baths

3,358

Sq.Ft.

11524 CLAYMONT CIRCLE

Windermere, FL

Courtesy of ALIGN REAL ESTATE LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 11021 HAWKSHEAD COURT Windermere, FL MLS# O6328889
$1,299,000
5

Beds

4.0

Baths

3,557

Sq.Ft.

11021 HAWKSHEAD COURT

Windermere, FL

Courtesy of ALL REAL ESTATE & INVESTMENTS
View 11333 CAMDEN PARK DRIVE Windermere, FL MLS# O6322386
$1,298,000
5

Beds

4.1

Baths

3,449

Sq.Ft.

11333 CAMDEN PARK DRIVE

Windermere, FL

Courtesy of KARDOSH REALTY
View 6533 CARTMEL LANE Windermere, FL MLS# S5132324
  • Virtual Tour
1 of 35
$1,298,000
4

Beds

3.1

Baths

3,751

Sq.Ft.

6533 CARTMEL LANE

Windermere, FL

Courtesy of THE AGENCY ORLANDO
View 11334 CAMDEN LOOP WAY Windermere, FL MLS# O6367433
  • Recently Listed
1 of 70
$1,275,000
4

Beds

3.0

Baths

3,021

Sq.Ft.

11334 CAMDEN LOOP WAY

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 10442 BIRCH TREE LANE Windermere, FL MLS# O6367335
  • Recently Listed with Virtual Tour
1 of 69
$1,275,000
4

Beds

3.0

Baths

3,505

Sq.Ft.

10442 BIRCH TREE LANE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
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 6146 GOLDEN DEWDROP TRAIL Windermere, FL MLS# O6368142
  • Recently Listed with Virtual Tour
1 of 73
OPEN HOUSE: Saturday 1/3 12:00 PM - 2:00 PM
$1,225,000
7

Beds

5.0

Baths

4,751

Sq.Ft.

6146 GOLDEN DEWDROP TRAIL

Windermere, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 109 E 12TH AVENUE Windermere, FL MLS# O6368253
  • Recently Listed with Virtual Tour
1 of 73
$1,224,000
4

Beds

3.1

Baths

2,791

Sq.Ft.

109 E 12TH AVENUE

Windermere, FL

Courtesy of THE AGENCY ORLANDO
View 14238 CREST PALM AVENUE Windermere, FL MLS# G5099191
$1,222,740
6

Beds

4.0

Baths

4,222

Sq.Ft.

14238 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 3443 WILD MYRTLE COURT Windermere, FL MLS# O6310904
$1,200,000
5

Beds

3.0

Baths

2,918

Sq.Ft.

3443 WILD MYRTLE COURT

Windermere, FL

Courtesy of JULIAN PROPERTIES, INC.
View 12023 GOLD CREEK TRAIL Windermere, FL MLS# O6327082
$1,200,000
7

Beds

4.0

Baths

3,928

Sq.Ft.

12023 GOLD CREEK TRAIL

Windermere, FL

Courtesy of KAZA REAL ESTATE LLC
View 3629 LAKE BUYNAK ROAD Windermere, FL MLS# G5099846
$1,200,000
4

Beds

3.1

Baths

2,618

Sq.Ft.

3629 LAKE BUYNAK ROAD

Windermere, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
View 11325 FENIMORE COURT Windermere, FL MLS# O6345676
$1,200,000
4

Beds

3.1

Baths

2,658

Sq.Ft.

11325 FENIMORE COURT

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 1361 WHITNEY ISLES DRIVE Windermere, FL MLS# O6352069
$1,200,000
4

Beds

4.0

Baths

2,787

Sq.Ft.

1361 WHITNEY ISLES DRIVE

Windermere, FL

Courtesy of ALVES AND HOWELL REALTY
View 2828 INGEBORG COURT Windermere, FL MLS# O6354903
$1,200,000
5

Beds

4.1

Baths

3,190

Sq.Ft.

2828 INGEBORG COURT

Windermere, FL

Courtesy of ALIGN REAL ESTATE LLC
View 106 BUTLER STREET Windermere, FL MLS# O6369696
  • Recently Listed with Virtual Tour
1 of 38
$1,199,999
4

Beds

2.0

Baths

2,058

Sq.Ft.

106 BUTLER STREET

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 2 OAKDALE STREET Windermere, FL MLS# O6356935
  • Virtual Tour
1 of 45
$1,195,000
3

Beds

2.0

Baths

2,152

Sq.Ft.

2 OAKDALE STREET

Windermere, FL

Courtesy of REVEL REALTY 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

286

Estimated median home price

$1,077,995
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 - 300K0
$300K - 400K24
$400K - 500K21
$500K - 600K16
$600K - 700K21
$700K - 800K17
$800K - 900K20
$900K - 1M17
$1M - Max150

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family227
Townhouse37
Condo9
Commercial1
Rental109
Lots and Land12
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 12/31/2025)

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 1/1/2026.

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 1/1/2026.