46 total properties
Did you mean the neighborhood Windermere?
View 4936 WISE BIRD DRIVE Windermere, FL MLS# O6450351
  • Recently Listed with Virtual Tour
1 of 73
$535,000
4

Beds

3.0

Baths

2,361

Sq.Ft.

4936 WISE BIRD DRIVE

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 13125 PENSHURST LANE Windermere, FL MLS# O6449706
  • Recently Listed with Virtual Tour
1 of 42
$599,000
3

Beds

2.0

Baths

1,948

Sq.Ft.

13125 PENSHURST LANE

Windermere, FL

Courtesy of CASTLE REALTY PROFESSIONAL GROUP LLC
View 4827 FLINT ROAD Windermere, FL MLS# O6449449
  • Recently Listed with Virtual Tour
1 of 39
$559,000
3

Beds

2.0

Baths

2,085

Sq.Ft.

4827 FLINT ROAD

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 6858 MERRICK LANDING BOULEVARD Windermere, FL MLS# O6447605
$595,000
3

Beds

2.0

Baths

2,115

Sq.Ft.

6858 MERRICK LANDING BOULEVARD

Windermere, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 8576 POWDER RIDGE TRAIL Windermere, FL MLS# O6447414
  • Recently Listed with Virtual Tour
1 of 28
$620,000
4

Beds

3.1

Baths

2,661

Sq.Ft.

8576 POWDER RIDGE TRAIL

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 7030 MAPPERTON DRIVE Windermere, FL MLS# O6447067
  • Recently Listed with Virtual Tour
1 of 65
$649,000
4

Beds

2.1

Baths

2,455

Sq.Ft.

7030 MAPPERTON DRIVE

Windermere, FL

Courtesy of FOLIO REALTY LLC
View 7271 LONDALE BOULEVARD Windermere, FL MLS# O6445539
  • Recently Listed with Virtual Tour
1 of 47
OPEN HOUSE: Saturday 10/17 9:00 AM - 7:00 PM
$562,000
3

Beds

2.0

Baths

1,855

Sq.Ft.

7271 LONDALE BOULEVARD

Windermere, FL

Courtesy of OPENDOOR BROKERAGE LLC
View 11543 CHARNOCK DRIVE Windermere, FL MLS# S5158277
$560,000
4

Beds

2.1

Baths

2,214

Sq.Ft.

11543 CHARNOCK DRIVE

Windermere, FL

Courtesy of PM ELITE REALTY LLC
View 13317 LUSH LIME ALLEY Windermere, FL MLS# TB8551016
  • New Construction with Virtual Tour
1 of 20
$549,990
3

Beds

2.1

Baths

1,699

Sq.Ft.

13317 LUSH LIME ALLEY

Windermere, FL

Courtesy of ASHTON WOODS FLORIDA REALTY LLC
View 12809 HOLDENBURY LANE Windermere, FL MLS# S5157920
$625,000
4

Beds

2.1

Baths

2,683

Sq.Ft.

12809 HOLDENBURY LANE

Windermere, FL

Courtesy of WATSON REALTY CORP
View 13738 EDEN ISLE BOULEVARD Windermere, FL MLS# S5158063
$530,000
4

Beds

2.0

Baths

2,020

Sq.Ft.

13738 EDEN ISLE BOULEVARD

Windermere, FL

Courtesy of THE PROPERTY FIRM
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 7252 BACKWOODS TRAIL Windermere, FL MLS# O6438323
$645,000
4

Beds

3.0

Baths

2,214

Sq.Ft.

7252 BACKWOODS TRAIL

Windermere, FL

Courtesy of REALSOURCE PROPERTY MANGNT LLC
View 12679 CALDERDALE AVENUE Windermere, FL MLS# O6442555
$520,000
3

Beds

2.0

Baths

1,681

Sq.Ft.

12679 CALDERDALE AVENUE

Windermere, FL

Courtesy of NEWKEY REAL ESTATE LLC
View 13324 JERVEY STREET Windermere, FL MLS# O6442193
$649,000
4

Beds

3.1

Baths

2,750

Sq.Ft.

13324 JERVEY STREET

Windermere, FL

Courtesy of THE SIMON SIMAAN GROUP
View DINGENS AVENUE Windermere, FL MLS# O6441380
  • Virtual Tour
1 of 23
$500,000
0.0

Baths

DINGENS AVENUE

Windermere, FL

Courtesy of THE SIMON SIMAAN GROUP
View 12909 CRAGSIDE LANE Windermere, FL MLS# S5157040
$639,500
4

Beds

2.1

Baths

2,460

Sq.Ft.

12909 CRAGSIDE LANE

Windermere, FL

Courtesy of FLORIDA IN MOTION REALTY INC
View 13424 HOPKINTON COURT Windermere, FL MLS# O6438808
$500,000
4

Beds

2.0

Baths

2,190

Sq.Ft.

13424 HOPKINTON COURT

Windermere, FL

Courtesy of WEMERT GROUP REALTY LLC
View 9021 VIA DI CANTI Windermere, FL MLS# O6437659
  • Virtual Tour
1 of 33
$550,000
5

Beds

3.1

Baths

2,268

Sq.Ft.

9021 VIA DI CANTI

Windermere, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 13325 LUSH LIME ALLEY Windermere, FL MLS# TB8544045
  • New Construction with Virtual Tour
1 of 22
$645,178
3

Beds

2.1

Baths

1,714

Sq.Ft.

13325 LUSH LIME ALLEY

Windermere, FL

Courtesy of ASHTON WOODS FLORIDA REALTY 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

299

Estimated median home price

$1,055,000
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 - 100K1
$100K - 200K0
$200K - 300K4
$300K - 400K28
$400K - 500K24
$500K - 600K27
$600K - 700K28
$700K - 800K16
$800K - 900K7
$900K - 1M12
$1M - Max152

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family226
Townhouse40
Condo13
Commercial1
Rental96
Lots and Land19
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 10/17/2026)

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 10/17/2026.