195 total properties
Did you mean the neighborhood Windermere?
View 11401 EVESHAM DRIVE Windermere, FL MLS# O6410182
  • Recently Listed with Virtual Tour
1 of 47
$440,000
3

Beds

2.1

Baths

1,847

Sq.Ft.

11401 EVESHAM DRIVE

Windermere, FL

Courtesy of DENIZ REALTY PARTNERS LLC
View 2230 RIDGEWIND WAY Windermere, FL MLS# O6410264
  • Recently Listed
1 of 37
$1,349,000
5

Beds

4.0

Baths

3,064

Sq.Ft.

2230 RIDGEWIND WAY

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 7867 BERKSHIRE OAK ALLEY Windermere, FL MLS# S5149947
  • Recently Listed with Virtual Tour
1 of 39
$539,000
4

Beds

2.1

Baths

2,082

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 14005 SPARKLING COVE LANE Windermere, FL MLS# O6409827
  • Recently Listed with Virtual Tour
1 of 56
$375,000
3

Beds

2.1

Baths

1,647

Sq.Ft.

14005 SPARKLING COVE LANE

Windermere, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 14442 DESERT HAVEN STREET 4305 Windermere, FL MLS# O6410152
$359,900
3

Beds

2.1

Baths

1,534

Sq.Ft.

14442 DESERT HAVEN STREET 4305

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 8180 BOAT HOOK LOOP 109 Windermere, FL MLS# S5150297
  • Recently Listed with Virtual Tour
1 of 19
$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
  • Recently Listed with Virtual Tour
1 of 63
OPEN HOUSE: Saturday 5/23 12:00 PM - 4:00 PM
$939,000
5

Beds

3.1

Baths

3,182

Sq.Ft.

11326 LEDGEMENT LANE

Windermere, FL

Courtesy of AAA GLOBAL VENTURES PA
View 6528 HELMSLEY CIRCLE Windermere, FL MLS# O6408661
  • Recently Listed with Virtual Tour
1 of 40
$325,000
2

Beds

2.1

Baths

1,411

Sq.Ft.

6528 HELMSLEY CIRCLE

Windermere, FL

Courtesy of NEW HEIGHTS REALTY GROUP
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 6615 HELMSLEY CIRCLE Windermere, FL MLS# O6406997
  • Recently Listed
1 of 38
$690,000
5

Beds

3.1

Baths

3,390

Sq.Ft.

6615 HELMSLEY CIRCLE

Windermere, FL

Courtesy of EXP REALTY LLC
View 8355 TORCELLO ISLE DRIVE Windermere, FL MLS# O6407061
  • Recently Listed
1 of 72
OPEN HOUSE: Sunday 5/24 12:00 PM - 3:00 PM
$950,000
5

Beds

3.1

Baths

4,202

Sq.Ft.

8355 TORCELLO ISLE DRIVE

Windermere, FL

Courtesy of EXP REALTY LLC
View 8866 HERENCIA ALY Windermere, FL MLS# O6407518
  • Recently Listed with Virtual Tour
1 of 31
$430,000
3

Beds

2.1

Baths

1,577

Sq.Ft.

8866 HERENCIA ALY

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 4819 INDIAN DEER ROAD Windermere, FL MLS# O6403960
$669,900
4

Beds

4.0

Baths

3,049

Sq.Ft.

4819 INDIAN DEER ROAD

Windermere, FL

Courtesy of ENTERA REALTY LLC
View 1661 ROBERTS LANDING ROAD Windermere, FL MLS# O6407725
  • Recently Listed with Virtual Tour
1 of 16
$549,900
Studio

Beds

0.0

Baths

1661 ROBERTS LANDING ROAD

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 111 MAIN STREET Windermere, FL MLS# O6407060
  • Recently Listed with Virtual Tour
1 of 41
$889,000
3

Beds

2.0

Baths

2,272

Sq.Ft.

111 MAIN STREET

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 8409 VIVARO ISLE WAY Windermere, FL MLS# G5112154
  • Recently Listed with Virtual Tour
1 of 92
OPEN HOUSE: Saturday 5/23 12:00 PM - 3:00 PM
$1,235,000
6

Beds

4.1

Baths

4,176

Sq.Ft.

8409 VIVARO ISLE WAY

Windermere, FL

Courtesy of WATSON REALTY CORP., REALTORS
View 1317 GLENHEATHER DRIVE Windermere, FL MLS# O6406551
  • Recently Listed with Virtual Tour
1 of 38
$974,900
4

Beds

3.0

Baths

2,811

Sq.Ft.

1317 GLENHEATHER DRIVE

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 12533 CRAGSIDE LANE Windermere, FL MLS# O6405628
  • Recently Listed with Virtual Tour
1 of 32
$575,000
4

Beds

2.0

Baths

2,151

Sq.Ft.

12533 CRAGSIDE LANE

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS

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

339

Estimated median home price

$1,196,000
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 2
$300K - 400K 17
$400K - 500K 23
$500K - 600K 30
$600K - 700K 19
$700K - 800K 25
$800K - 900K 18
$900K - 1M 17
$1M - Max 188

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 285
Townhouse 35
Condo 6
Commercial 1
Rental 93
Lots and Land 12
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 5/22/2026)

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 5/22/2026.

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.

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 5/22/2026.