109 total properties
Did you mean the neighborhood Windermere?
View 618 RIDGEWOOD DRIVE Windermere, FL MLS# O6439608
$650,000
Studio

Beds

0.0

Baths

618 RIDGEWOOD DRIVE

Windermere, FL

Courtesy of UPSIDE REAL ESTATE INC
View 13324 JERVEY STREET Windermere, FL MLS# O6442193
  • Recently Listed with Virtual Tour
1 of 61
OPEN HOUSE: Sunday 9/27 12:00 PM - 3:00 PM
$649,000
4

Beds

3.1

Baths

2,750

Sq.Ft.

13324 JERVEY STREET

Windermere, FL

Courtesy of THE SIMON SIMAAN GROUP
View 13407 LEMON ORCHARD BEND Windermere, FL MLS# TB8519889
  • New Construction with Virtual Tour
1 of 18
$648,683
3

Beds

2.1

Baths

1,714

Sq.Ft.

13407 LEMON ORCHARD BEND

Windermere, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 7033 BRAMLEA LANE Windermere, FL MLS# O6438579
$647,000
3

Beds

2.1

Baths

2,229

Sq.Ft.

7033 BRAMLEA LANE

Windermere, FL

View 13226 ZORI LANE Windermere, FL MLS# O6403132
  • Virtual Tour
1 of 41
$645,000
4

Beds

2.0

Baths

2,521

Sq.Ft.

13226 ZORI LANE

Windermere, FL

Courtesy of LA ROSA REALTY LLC
View 7252 BACKWOODS TRAIL Windermere, FL MLS# O6438323
  • Recently Listed with Virtual Tour
1 of 18
$645,000
4

Beds

3.0

Baths

2,214

Sq.Ft.

7252 BACKWOODS TRAIL

Windermere, FL

View 13325 LUSH LIME ALLEY Windermere, FL MLS# TB8544045
  • New Construction with Virtual Tour
1 of 22
$641,681
3

Beds

2.1

Baths

1,714

Sq.Ft.

13325 LUSH LIME ALLEY

Windermere, FL

View 12909 CRAGSIDE LANE Windermere, FL MLS# S5157040
  • Recently Listed with Virtual Tour
1 of 38
$639,500
4

Beds

2.1

Baths

2,460

Sq.Ft.

12909 CRAGSIDE LANE

Windermere, FL

Courtesy of FLORIDA IN MOTION REALTY INC
View 13232 LONGACRE DRIVE Windermere, FL MLS# O6372809
$639,000
5

Beds

3.0

Baths

2,511

Sq.Ft.

13232 LONGACRE DRIVE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 13228 ROSKIN LANE Windermere, FL MLS# O6429810
  • Virtual Tour
1 of 34
$637,000
4

Beds

2.0

Baths

2,745

Sq.Ft.

13228 ROSKIN LANE

Windermere, FL

View 9110 PALM TREE DRIVE Windermere, FL MLS# O6414631
$635,000
3

Beds

2.0

Baths

1,819

Sq.Ft.

9110 PALM TREE DRIVE

Windermere, FL

View 13622 DARCHANCE ROAD Windermere, FL MLS# S5146266
$629,900
3

Beds

2.0

Baths

2,147

Sq.Ft.

13622 DARCHANCE ROAD

Windermere, FL

Courtesy of AVANTI WAY REALTY LLC
View 13328 OVERSTREET ROAD Windermere, FL MLS# O6423949
$629,900
4

Beds

3.0

Baths

2,648

Sq.Ft.

13328 OVERSTREET ROAD

Windermere, FL

View 11773 BELLA MILANO COURT Windermere, FL MLS# O6426386
$629,900
5

Beds

3.1

Baths

2,626

Sq.Ft.

11773 BELLA MILANO COURT

Windermere, FL

Courtesy of KELLER WILLIAMS ADVANTAGE 2 REALTY
View 13786 SUMMER HARBOR COURT Windermere, FL MLS# O6414239
$625,000
4

Beds

2.1

Baths

2,236

Sq.Ft.

13786 SUMMER HARBOR COURT

Windermere, FL

View 11854 VIA LUCERNA CIRCLE Windermere, FL MLS# O6431329
$625,000
4

Beds

3.1

Baths

2,837

Sq.Ft.

11854 VIA LUCERNA CIRCLE

Windermere, FL

View 12809 HOLDENBURY LANE Windermere, FL MLS# S5157920
  • Recently Listed with Virtual Tour
1 of 100
OPEN HOUSE: Sunday 9/27 12:00 PM - 3:00 PM
$625,000
4

Beds

2.1

Baths

2,683

Sq.Ft.

12809 HOLDENBURY LANE

Windermere, FL

Courtesy of WATSON REALTY CORP
View 7555 TATTANT BOULEVARD Windermere, FL MLS# O6443170
$615,000
4

Beds

3.1

Baths

2,628

Sq.Ft.

7555 TATTANT BOULEVARD

Windermere, FL

Courtesy of BUYER REBATES REALTY
View 12749 GARRIDAN AVENUE Windermere, FL MLS# O6430484
$610,000
4

Beds

4.1

Baths

2,192

Sq.Ft.

12749 GARRIDAN AVENUE

Windermere, FL

View 6601 DUNCASTER STREET Windermere, FL MLS# O6416272
$609,900
4

Beds

3.0

Baths

3,001

Sq.Ft.

6601 DUNCASTER STREET

Windermere, FL

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

324

Estimated median home price

$977,495
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 - 300K2
$300K - 400K26
$400K - 500K30
$500K - 600K30
$600K - 700K36
$700K - 800K20
$800K - 900K9
$900K - 1M15
$1M - Max156

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family246
Townhouse50
Condo9
Commercial1
Rental88
Lots and Land18
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 9/24/2026)

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 9/25/2026.