370 total properties
Did you mean the neighborhood Windermere?
View 11401 EVESHAM DRIVE Windermere, FL MLS# O6410182
  • Virtual Tour
1 of 47
$425,000
3

Beds

2.1

Baths

1,847

Sq.Ft.

11401 EVESHAM DRIVE

Windermere, FL

View 2230 RIDGEWIND WAY Windermere, FL MLS# O6410264
$1,349,000
5

Beds

4.0

Baths

3,064

Sq.Ft.

2230 RIDGEWIND WAY

Windermere, FL

View 7867 BERKSHIRE OAK ALLEY Windermere, FL MLS# S5149947
$539,000
4

Beds

2.1

Baths

2,221

Sq.Ft.

7867 BERKSHIRE OAK ALLEY

Windermere, FL

Courtesy of MULTI CHOICE REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1700 LAKE ROBERTS COURT Windermere, FL MLS# O6410847
  • Recently Listed with Virtual Tour
1 of 47
OPEN HOUSE: Saturday 6/20 10:00 AM - 1:00 PM
$1,450,000
5

Beds

4.0

Baths

3,929

Sq.Ft.

1700 LAKE ROBERTS COURT

Windermere, FL

View 14005 SPARKLING COVE LANE Windermere, FL MLS# O6409827
$370,000
3

Beds

2.1

Baths

1,647

Sq.Ft.

14005 SPARKLING COVE LANE

Windermere, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 8360 VIVARO ISLE WAY Windermere, FL MLS# S5150324
  • Virtual Tour
1 of 11
$690,000
4

Beds

3.0

Baths

2,224

Sq.Ft.

8360 VIVARO ISLE WAY

Windermere, FL

Courtesy of MD3 HOMES LLC
View 10532 PARK RIDGE GOTHA ROAD Windermere, FL MLS# O6409569
$2,400,000
Studio

Beds

0.0

Baths

10532 PARK RIDGE GOTHA ROAD

Windermere, FL

Courtesy of DAVID WEAVER, REALTOR
View 10520 PARK RIDGE GOTHA ROAD Windermere, FL MLS# O6409659
$2,400,000
4

Beds

3.1

Baths

3,101

Sq.Ft.

10520 PARK RIDGE GOTHA ROAD

Windermere, FL

Courtesy of DAVID WEAVER, REALTOR
View 9527 QUEENSBURY COURT Windermere, FL MLS# O6408997
  • Virtual Tour
1 of 78
$1,499,900
5

Beds

4.2

Baths

5,378

Sq.Ft.

9527 QUEENSBURY COURT

Windermere, FL

Courtesy of THE PROPERTY PROS REAL ESTATE, INC
View 8180 BOAT HOOK LOOP 109 Windermere, FL MLS# S5150297
$299,500
2

Beds

2.0

Baths

1,161

Sq.Ft.

8180 BOAT HOOK LOOP 109

Windermere, FL

Courtesy of ROMAN'S PRO REALTY LLC
View 11326 LEDGEMENT LANE Windermere, FL MLS# O6409714
  • Virtual Tour
1 of 63
$939,000
5

Beds

3.1

Baths

3,182

Sq.Ft.

11326 LEDGEMENT LANE

Windermere, FL

Courtesy of AAA GLOBAL VENTURES PA
View 811 MAIN STREET Windermere, FL MLS# O6409463
  • Virtual Tour
1 of 33
$649,999
2

Beds

1.1

Baths

1,398

Sq.Ft.

811 MAIN STREET

Windermere, FL

Courtesy of CAMERON REALTY GROUP LLC
View 4303 ISABELLA CIRCLE Windermere, FL MLS# O6409406
  • Virtual Tour
1 of 100
$2,899,000
7

Beds

4.2

Baths

5,122

Sq.Ft.

4303 ISABELLA CIRCLE

Windermere, FL

Courtesy of SERHANT
View 4806 ALEXANDRA GARDEN CT Windermere, FL MLS# O6408804
$4,200,000
5

Beds

5.2

Baths

5,695

Sq.Ft.

4806 ALEXANDRA GARDEN CT

Windermere, FL

Courtesy of ISLEWORTH REALTY LLC
View 5344 WATER CREEK DRIVE Windermere, FL MLS# O6408495
$1,685,000
5

Beds

4.0

Baths

3,924

Sq.Ft.

5344 WATER CREEK DRIVE

Windermere, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 5500 W LAKE BUTLER ROAD Windermere, FL MLS# O6408637
$4,700,000
8

Beds

6.0

Baths

7,000

Sq.Ft.

5500 W LAKE BUTLER ROAD

Windermere, FL

View 14341 CREST PALM AVENUE Windermere, FL MLS# G5112469
$1,130,643
4

Beds

4.0

Baths

3,153

Sq.Ft.

14341 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 5225 LEMON TWIST LANE Windermere, FL MLS# O6406747
  • Virtual Tour
1 of 36
$499,900
3

Beds

2.0

Baths

1,700

Sq.Ft.

5225 LEMON TWIST LANE

Windermere, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 4948 WISE BIRD DRIVE Windermere, FL MLS# O6405511
$679,000
3

Beds

2.0

Baths

1,979

Sq.Ft.

4948 WISE BIRD DRIVE

Windermere, FL

Courtesy of THE FLORIDA LOUNGE REALTY LLC
View 1924 DOWN HOLLOW LANE Windermere, FL MLS# O6398100
  • Virtual Tour
1 of 86
$1,680,000
3

Beds

2.1

Baths

1,962

Sq.Ft.

1924 DOWN HOLLOW LANE

Windermere, FL

Courtesy of THE REAL ESTATE COLLECTION 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

370

Estimated median home price

$1,172,500
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 22
$400K - 500K 31
$500K - 600K 32
$600K - 700K 29
$700K - 800K 19
$800K - 900K 20
$900K - 1M 17
$1M - Max 199

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 299
Townhouse 47
Condo 6
Commercial 1
Rental 100
Lots and Land 17
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 6/18/2026)

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

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.

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.

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 6/18/2026.