315 total properties
View 9047 REFLECTION POINTE DRIVE Windermere, FL MLS# O6378672
$755,000
4

Beds

4.0

Baths

3,019

Sq.Ft.

9047 REFLECTION POINTE DRIVE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 10577 DOWN LAKEVIEW CIRCLE Windermere, FL MLS# O6377244
$3,500,000
4

Beds

3.1

Baths

5,273

Sq.Ft.

10577 DOWN LAKEVIEW CIRCLE

Windermere, FL

Courtesy of THE SIMON SIMAAN GROUP
View 12936 DROXFORD ROAD Windermere, FL MLS# O6376097
  • Virtual Tour
1 of 29
$649,000
5

Beds

3.1

Baths

2,960

Sq.Ft.

12936 DROXFORD ROAD

Windermere, FL

Courtesy of UNITED REAL ESTATE PREFERRED
The time to sell is now! THE TIME TO SELL IS NOW!
View 17514 BLACK RAIL STREET Windermere, FL MLS# O6376756
$725,000
4

Beds

2.0

Baths

2,373

Sq.Ft.

17514 BLACK RAIL STREET

Windermere, FL

Courtesy of U S GLORY REALTY
View 14383 CREST PALM AVENUE Windermere, FL MLS# G5107222
  • New Construction
1 of 2
$1,176,990
6

Beds

4.0

Baths

3,550

Sq.Ft.

14383 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 14285 CREST PALM AVENUE Windermere, FL MLS# G5107224
  • New Construction with Virtual Tour
1 of 61
$1,029,990
4

Beds

4.0

Baths

3,100

Sq.Ft.

14285 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 6752 TRELLIS VINE LOOP Windermere, FL MLS# O6376318
$1,030,000
5

Beds

3.1

Baths

3,820

Sq.Ft.

6752 TRELLIS VINE LOOP

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 11658 HAMPSTEAD STREET Windermere, FL MLS# O6376140
$1,390,000
7

Beds

4.1

Baths

4,563

Sq.Ft.

11658 HAMPSTEAD STREET

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 12214 LANGSTAFF DRIVE Windermere, FL MLS# O6376431
  • Virtual Tour
1 of 15
$389,000
3

Beds

2.1

Baths

1,545

Sq.Ft.

12214 LANGSTAFF DRIVE

Windermere, FL

Courtesy of PREMIUM REALTY GROUP USA
View 8650 ABBOTSBURY DRIVE Windermere, FL MLS# O6376488
  • Virtual Tour
1 of 47
$575,000
4

Beds

3.1

Baths

2,628

Sq.Ft.

8650 ABBOTSBURY DRIVE

Windermere, FL

Courtesy of THE AGENCY FL
View 11255 MACAW COURT Windermere, FL MLS# O6371007
  • Virtual Tour
1 of 49
$2,987,500
5

Beds

5.1

Baths

5,845

Sq.Ft.

11255 MACAW COURT

Windermere, FL

Courtesy of REAL BROKER, LLC
View 6876 MERRICK LANDING BOULEVARD Windermere, FL MLS# O6373037
$664,000
4

Beds

2.1

Baths

2,781

Sq.Ft.

6876 MERRICK LANDING BOULEVARD

Windermere, FL

Courtesy of INTERNATIONAL REAL ESTATE LLC
View 6638 BRIDGEWATER VILLAGE ROAD Windermere, FL MLS# O6374429
$664,900
4

Beds

2.1

Baths

2,908

Sq.Ft.

6638 BRIDGEWATER VILLAGE ROAD

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 7451 FAIRGROVE AVENUE Windermere, FL MLS# O6375170
  • Virtual Tour
1 of 46
$580,000
3

Beds

2.0

Baths

2,092

Sq.Ft.

7451 FAIRGROVE AVENUE

Windermere, FL

Courtesy of TALENT REALTY SOLUTIONS
View 8648 POWDER RIDGE TRAIL Windermere, FL MLS# O6373065
$516,000
3

Beds

2.1

Baths

1,876

Sq.Ft.

8648 POWDER RIDGE TRAIL

Windermere, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
View 801 W 2ND AVENUE Windermere, FL MLS# O6375693
$3,995,000
5

Beds

6.1

Baths

5,639

Sq.Ft.

801 W 2ND AVENUE

Windermere, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 7885 BERKSHIRE OAK ALLEY Windermere, FL MLS# O6374875
$568,000
4

Beds

2.1

Baths

2,214

Sq.Ft.

7885 BERKSHIRE OAK ALLEY

Windermere, FL

Courtesy of U S GLORY REALTY
View 6841 HELMSLEY CIRCLE Windermere, FL MLS# O6372635
  • Virtual Tour
1 of 36
$625,000
4

Beds

3.0

Baths

2,371

Sq.Ft.

6841 HELMSLEY CIRCLE

Windermere, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 11994 MCKINNON ROAD Windermere, FL MLS# O6374410
  • Virtual Tour
1 of 57
$824,990
3

Beds

2.2

Baths

2,450

Sq.Ft.

11994 MCKINNON ROAD

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 13596 GORGONA ISLE DRIVE Windermere, FL MLS# O6374555
$1,396,000
6

Beds

4.1

Baths

3,794

Sq.Ft.

13596 GORGONA ISLE DRIVE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE

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 3/16/2026.

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 3/16/2026.