79 total properties
Did you mean the neighborhood Windermere?
View 6957 NORTHWICH DRIVE Windermere, FL MLS# A4676454
  • Recently Listed with Virtual Tour
1 of 22
$590,000
4

Beds

3.1

Baths

2,667

Sq.Ft.

6957 NORTHWICH DRIVE

Windermere, FL

Courtesy of FLATFEE.COM
View 13430 HOPKINTON COURT Windermere, FL MLS# O6346406
$585,000
3

Beds

2.0

Baths

1,732

Sq.Ft.

13430 HOPKINTON COURT

Windermere, FL

Courtesy of EXP REALTY LLC
View 6442 GOLDEN DEWDROP TRAIL Windermere, FL MLS# G5106279
  • Recently Listed with Virtual Tour
1 of 46
$585,000
3

Beds

2.1

Baths

2,139

Sq.Ft.

6442 GOLDEN DEWDROP TRAIL

Windermere, FL

Courtesy of EMPIRE NETWORK REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 8742 PEACHTREE PARK CT Windermere, FL MLS# O6301023
$574,000
3

Beds

2.0

Baths

1,709

Sq.Ft.

8742 PEACHTREE PARK CT

Windermere, FL

Courtesy of WAYPOINT REAL ESTATE GROUP INC
View 13312 LONGACRE DRIVE Windermere, FL MLS# S5141031
  • Recently Listed with Virtual Tour
1 of 37
$569,000
3

Beds

2.0

Baths

2,058

Sq.Ft.

13312 LONGACRE DRIVE

Windermere, FL

Courtesy of LA ROSA REALTY INTERNACIONAL L
View 8225 BRYCE CANYON AVENUE Windermere, FL MLS# O6371960
  • Recently Listed with Virtual Tour
1 of 91
$560,000
4

Beds

2.1

Baths

1,840

Sq.Ft.

8225 BRYCE CANYON AVENUE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 1661 ROBERTS LANDING ROAD Windermere, FL MLS# O6300301
$559,000
Studio

Beds

0.0

Baths

1661 ROBERTS LANDING ROAD

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 11322 RAPALLO LANE Windermere, FL MLS# O6315831
$550,000
4

Beds

2.0

Baths

2,159

Sq.Ft.

11322 RAPALLO LANE

Windermere, FL

Courtesy of REDFIN CORPORATION
View 9802 6TH STREET Windermere, FL MLS# O6349678
$550,000
Studio

Beds

0.0

Baths

9802 6TH STREET

Windermere, FL

Courtesy of UPSIDE REAL ESTATE INC
View 7349 ELLA LANE Windermere, FL MLS# O6304618
  • Virtual Tour
1 of 11
$549,900
4

Beds

3.1

Baths

2,461

Sq.Ft.

7349 ELLA LANE

Windermere, FL

Courtesy of CASTLE REALTY PROFESSIONAL GROUP LLC
View 13927 BLUEBIRD POND ROAD Windermere, FL MLS# O6363255
$535,000
4

Beds

3.0

Baths

2,345

Sq.Ft.

13927 BLUEBIRD POND ROAD

Windermere, FL

Courtesy of THE SIMON SIMAAN GROUP
View 6310 GOLDEN DEWDROP TRAIL Windermere, FL MLS# O6368983
$525,000
3

Beds

2.1

Baths

1,977

Sq.Ft.

6310 GOLDEN DEWDROP TRAIL

Windermere, FL

Courtesy of JOY ESTATE ENTERPRISE INC
View 12142 CANYON SUN TRAIL Windermere, FL MLS# S5138705
$520,000
3

Beds

2.1

Baths

2,032

Sq.Ft.

12142 CANYON SUN TRAIL

Windermere, FL

Courtesy of SIX STAR REALTY GROUP LLC
View 4818 BREEZY PALMS COURT Windermere, FL MLS# O6360779
$519,900
3

Beds

2.0

Baths

1,492

Sq.Ft.

4818 BREEZY PALMS COURT

Windermere, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 12136 CANYON SUN TRAIL Windermere, FL MLS# O6333581
$515,000
3

Beds

2.1

Baths

2,149

Sq.Ft.

12136 CANYON SUN TRAIL

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 10624 REAMS ROAD Windermere, FL MLS# O6338130
  • Virtual Tour
1 of 61
OPEN HOUSE: Saturday 1/17 11:00 AM - 2:00 PM
$505,000
4

Beds

2.1

Baths

2,092

Sq.Ft.

10624 REAMS ROAD

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 10750 REAMS ROAD Windermere, FL MLS# O6326716
  • Virtual Tour
1 of 46
$500,000
3

Beds

2.1

Baths

1,826

Sq.Ft.

10750 REAMS ROAD

Windermere, FL

Courtesy of EXECUTIVE PROPERTIES
View 7028 VENTNOR DRIVE Windermere, FL MLS# O6363663
$499,000
4

Beds

3.0

Baths

1,980

Sq.Ft.

7028 VENTNOR DRIVE

Windermere, FL

Courtesy of UPSIDE REAL ESTATE INC
View 12060 VIA CASELLI LANE Windermere, FL MLS# O6360255
$489,999
4

Beds

3.0

Baths

1,786

Sq.Ft.

12060 VIA CASELLI LANE

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 13757 BRESSLER ALLEY Windermere, FL MLS# O6332021
$474,900
3

Beds

2.1

Baths

2,113

Sq.Ft.

13757 BRESSLER ALLEY

Windermere, FL

Courtesy of BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

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

280

Estimated median home price

$1,041,000
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 - 300K1
$300K - 400K21
$400K - 500K21
$500K - 600K21
$600K - 700K24
$700K - 800K19
$800K - 900K15
$900K - 1M15
$1M - Max143

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family222
Townhouse36
Condo7
Commercial1
Rental104
Lots and Land14
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 1/14/2026)

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 1/15/2026.