32 total properties
Did you mean the neighborhood Windermere?
View 11474 CLAYMONT CIRCLE Windermere, FL MLS# S5140648
  • Recently Listed with Virtual Tour
1 of 81
$1,350,000
5

Beds

4.0

Baths

3,238

Sq.Ft.

11474 CLAYMONT CIRCLE

Windermere, FL

Courtesy of WATSON REALTY CORP.
View 10442 BIRCH TREE LANE Windermere, FL MLS# O6367335
  • Recently Listed with Virtual Tour
1 of 69
OPEN HOUSE: Sunday 12/28 1:00 PM - 3:00 PM
$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 6146 GOLDEN DEWDROP TRAIL Windermere, FL MLS# O6368142
  • Recently Listed with Virtual Tour
1 of 73
$1,225,000
7

Beds

5.0

Baths

4,751

Sq.Ft.

6146 GOLDEN DEWDROP TRAIL

Windermere, FL

Courtesy of KELLER WILLIAMS CLASSIC
The time to sell is now! THE TIME TO SELL IS NOW!
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 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 11738 CAMDEN PARK DRIVE Windermere, FL MLS# O6363590
$1,125,000
4

Beds

3.0

Baths

2,635

Sq.Ft.

11738 CAMDEN PARK DRIVE

Windermere, FL

Courtesy of EXP REALTY LLC
View 8746 CRESCENDO AVENUE Windermere, FL MLS# O6360936
$1,149,000
4

Beds

3.1

Baths

3,050

Sq.Ft.

8746 CRESCENDO AVENUE

Windermere, FL

Courtesy of M2M REALTY
View 11947 LAKE BUTLER BOULEVARD Windermere, FL MLS# S5138619
$1,500,000
Studio

Beds

0.0

Baths

11947 LAKE BUTLER BOULEVARD

Windermere, FL

Courtesy of RE/MAX PRIME PROPERTIES
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
View 14250 CREST PALM AVENUE Windermere, FL MLS# G5104035
$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 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 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 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 17538 BLACK RAIL STREET Windermere, FL MLS# O6349325
$1,480,000
6

Beds

4.1

Baths

4,522

Sq.Ft.

17538 BLACK RAIL STREET

Windermere, FL

Courtesy of GARCIA REALTY GROUP
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 101 LEE STREET Windermere, FL MLS# O6344558
  • Virtual Tour
1 of 63
$1,485,000
5

Beds

4.0

Baths

4,186

Sq.Ft.

101 LEE STREET

Windermere, FL

Courtesy of ISLEWORTH REALTY LLC
View 14225 CREST PALM AVENUE Windermere, FL MLS# G5101495
  • New Construction with Virtual Tour
1 of 55
$1,134,990
6

Beds

4.1

Baths

4,443

Sq.Ft.

14225 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
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 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

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

289

Estimated median home price

$1,075,000
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

PriceCount
$0 - 100K0
$100K - 200K0
$200K - 300K0
$300K - 400K25
$400K - 500K23
$500K - 600K16
$600K - 700K21
$700K - 800K17
$800K - 900K20
$900K - 1M17
$1M - Max150

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family229
Townhouse38
Condo9
Commercial1
Rental112
Lots and Land12
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 12/27/2025)

Information deemed reliable but not guaranteed.

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 12/27/2025.