309 total properties
Did you mean the neighborhood Windermere?
View 6152 GOLDEN DEWDROP TRAIL Windermere, FL MLS# O6396835
$1,130,000
8

Beds

5.0

Baths

4,830

Sq.Ft.

6152 GOLDEN DEWDROP TRAIL

Windermere, FL

Courtesy of VESTI LLC
View 2230 RIDGEWIND WAY Windermere, FL MLS# O6410264
$1,149,900
5

Beds

4.0

Baths

3,064

Sq.Ft.

2230 RIDGEWIND WAY

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 8394 LOOKOUT POINTE DRIVE Windermere, FL MLS# O6413196
$1,150,000
5

Beds

4.0

Baths

3,971

Sq.Ft.

8394 LOOKOUT POINTE DRIVE

Windermere, FL

Courtesy of LAKEFIELD REALTY GROUP LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 12989 WESTSIDE VILLAGE LOOP Windermere, FL MLS# O6437718
$1,159,000
4

Beds

3.1

Baths

2,665

Sq.Ft.

12989 WESTSIDE VILLAGE LOOP

Windermere, FL

Courtesy of WEBB FLORIDA REALTY LLC
View 9601 AMBLESIDE DRIVE Windermere, FL MLS# O6447280
  • Recently Listed with Virtual Tour
1 of 69
$1,160,000
4

Beds

2.1

Baths

3,018

Sq.Ft.

9601 AMBLESIDE DRIVE

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 17538 BLACK RAIL STREET Windermere, FL MLS# O6449981
  • Recently Listed with Virtual Tour
1 of 72
$1,189,000
5

Beds

4.1

Baths

4,999

Sq.Ft.

17538 BLACK RAIL STREET

Windermere, FL

Courtesy of KARDOSH REALTY
View 10984 PARK RIDGE GOTHA ROAD Windermere, FL MLS# TB8512612
$1,200,000
0.0

Baths

10984 PARK RIDGE GOTHA ROAD

Windermere, FL

Courtesy of HOME SOLD REALTY LLC
View 12640 SALOMON COVE DRIVE Windermere, FL MLS# O6388605
$1,220,000
5

Beds

3.1

Baths

3,694

Sq.Ft.

12640 SALOMON COVE DRIVE

Windermere, FL

Courtesy of WEBB FLORIDA REALTY LLC
View 12085 SANDY SHORES DRIVE Windermere, FL MLS# O6426164
$1,225,000
5

Beds

3.0

Baths

2,831

Sq.Ft.

12085 SANDY SHORES DRIVE

Windermere, FL

Courtesy of ALL REAL ESTATE & INVESTMENTS
View 6124 FOXFIELD COURT Windermere, FL MLS# O6419393
  • Virtual Tour
1 of 48
$1,250,000
4

Beds

3.0

Baths

2,887

Sq.Ft.

6124 FOXFIELD COURT

Windermere, FL

Courtesy of JULIAN PROPERTIES, INC.
View 1221 OAKDALE STREET Windermere, FL MLS# O6446547
  • Virtual Tour
1 of 30
$1,250,000
0.0

Baths

1221 OAKDALE STREET

Windermere, FL

Courtesy of THE SIMON SIMAAN GROUP
View 14360 CREST PALM AVENUE Windermere, FL MLS# O6431854
$1,270,000
6

Beds

4.1

Baths

4,585

Sq.Ft.

14360 CREST PALM AVENUE

Windermere, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 1554 LAKE RHEA DRIVE Windermere, FL MLS# O6406297
$1,275,000
4

Beds

3.0

Baths

3,427

Sq.Ft.

1554 LAKE RHEA DRIVE

Windermere, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 104 E 1ST AVENUE Windermere, FL MLS# O6442932
  • Virtual Tour
1 of 53
$1,280,000
4

Beds

2.1

Baths

2,441

Sq.Ft.

104 E 1ST AVENUE

Windermere, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
View 14213 CREST PALM AVENUE Windermere, FL MLS# G5115749
  • New Construction
1 of 3
OPEN HOUSE: Saturday 10/24 1:00 PM - 5:00 PM
$1,289,770
6

Beds

4.1

Baths

4,564

Sq.Ft.

14213 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 2540 HEMPEL COVE CT Windermere, FL MLS# O6436594
  • Virtual Tour
1 of 70
$1,325,000
5

Beds

3.0

Baths

3,356

Sq.Ft.

2540 HEMPEL COVE CT

Windermere, FL

Courtesy of ALIGN REAL ESTATE LLC
View 7231 SANGALLA DRIVE Windermere, FL MLS# O6447329
  • Recently Listed with Virtual Tour
1 of 67
$1,348,000
5

Beds

4.1

Baths

3,835

Sq.Ft.

7231 SANGALLA DRIVE

Windermere, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 1700 LAKE ROBERTS COURT Windermere, FL MLS# O6410847
$1,350,000
5

Beds

4.0

Baths

3,929

Sq.Ft.

1700 LAKE ROBERTS COURT

Windermere, FL

Courtesy of CREEGAN GROUP
View 12411 MONTALCINO CIRCLE Windermere, FL MLS# O6400067
$1,375,000
4

Beds

4.1

Baths

3,399

Sq.Ft.

12411 MONTALCINO CIRCLE

Windermere, FL

Courtesy of WILLIAM RAVEIS FLORIDA, LLC
View 9119 BALMORAL MEWS SQ Windermere, FL MLS# S5146725
  • Virtual Tour
1 of 65
$1,375,000
4

Beds

4.0

Baths

4,052

Sq.Ft.

9119 BALMORAL MEWS SQ

Windermere, FL

Courtesy of LA ROSA REALTY BEACHES 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

308

Estimated median home price

$1,082,000
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 1
$100K - 200K 0
$200K - 300K 4
$300K - 400K 28
$400K - 500K 22
$500K - 600K 27
$600K - 700K 33
$700K - 800K 14
$800K - 900K 7
$900K - 1M 12
$1M - Max 160

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 233
Townhouse 41
Condo 12
Commercial 1
Rental 102
Lots and Land 21
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 10/24/2026)

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

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 10/24/2026.