39 total properties
Did you mean the neighborhood Windermere?
View 825 OAKDALE STREET Windermere, FL MLS# O6364501
  • Virtual Tour
1 of 50
$750,000
3

Beds

2.0

Baths

1,664

Sq.Ft.

825 OAKDALE STREET

Windermere, FL

Courtesy of EXP REALTY LLC
View 11450 ARBORSIDE BEND WAY Windermere, FL MLS# O6354816
$749,900
4

Beds

3.0

Baths

2,622

Sq.Ft.

11450 ARBORSIDE BEND WAY

Windermere, FL

Courtesy of LOKATION
View 6965 TETTENHALL LANE Windermere, FL MLS# O6340538
  • Virtual Tour
1 of 45
$739,000
5

Beds

3.0

Baths

2,972

Sq.Ft.

6965 TETTENHALL LANE

Windermere, FL

Courtesy of VISION HOME REAL ESTATE, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 13649 ZORI LANE Windermere, FL MLS# O6369580
  • Recently Listed with Virtual Tour
1 of 64
$725,000
4

Beds

4.0

Baths

3,129

Sq.Ft.

13649 ZORI LANE

Windermere, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 11813 Cave Run AVENUE Windermere, FL MLS# O6191186
$719,000
4

Beds

3.1

Baths

2,935

Sq.Ft.

11813 Cave Run AVENUE

Windermere, FL

Courtesy of EXP REALTY LLC
View 0 USA Windermere, FL MLS# O6342410
  • Virtual Tour
1 of 25
$715,000
1,250

Sq.Ft.

0 USA

Windermere, FL

Courtesy of LAKESIDE REALTY WINDERMERE INC
View 3241 DOWNS COVE ROAD Windermere, FL MLS# O6308016
  • Virtual Tour
1 of 34
$700,000
3

Beds

2.0

Baths

2,095

Sq.Ft.

3241 DOWNS COVE ROAD

Windermere, FL

Courtesy of LAKESIDE REALTY WINDERMERE INC
View 6712 THORNHILL CIRCLE Windermere, FL MLS# O6351284
  • Virtual Tour
1 of 50
$695,000
5

Beds

3.1

Baths

2,976

Sq.Ft.

6712 THORNHILL CIRCLE

Windermere, FL

Courtesy of HOMEVEST REALTY
View 6799 HELMSLEY CIRCLE Windermere, FL MLS# O6361417
  • Virtual Tour
1 of 61
OPEN HOUSE: Saturday 1/10 1:00 PM - 4:00 PM
$691,000
4

Beds

3.1

Baths

2,615

Sq.Ft.

6799 HELMSLEY CIRCLE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 1369 GLENWICK DRIVE Windermere, FL MLS# O6359212
  • Virtual Tour
1 of 29
$689,800
4

Beds

3.0

Baths

2,400

Sq.Ft.

1369 GLENWICK DRIVE

Windermere, FL

Courtesy of FL SUNSHINE STATE REALTY
View 1516 HEMPEL AVENUE Windermere, FL MLS# O6342593
  • Virtual Tour
1 of 30
$675,000
Studio

Beds

0.0

Baths

1516 HEMPEL AVENUE

Windermere, FL

Courtesy of REAL BROKER, LLC
View 13413 ZORI LANE Windermere, FL MLS# O6357195
  • Virtual Tour
1 of 38
$675,000
4

Beds

3.0

Baths

2,830

Sq.Ft.

13413 ZORI LANE

Windermere, FL

Courtesy of ORLANDO SUNSHINE REALTY
View 1077 LASCALA DRIVE Windermere, FL MLS# O6371189
  • Recently Listed with Virtual Tour
1 of 39
$674,995
3

Beds

2.0

Baths

2,514

Sq.Ft.

1077 LASCALA DRIVE

Windermere, FL

Courtesy of MEMARPOURI REALTY LLC
View 8582 POWDER RIDGE TRAIL Windermere, FL MLS# S5132123
$670,000
4

Beds

3.1

Baths

2,297

Sq.Ft.

8582 POWDER RIDGE TRAIL

Windermere, FL

Courtesy of LPT REALTY, LLC
View 11438 ARBORSIDE BEND WAY Windermere, FL MLS# S5137869
$655,000
4

Beds

2.0

Baths

2,019

Sq.Ft.

11438 ARBORSIDE BEND WAY

Windermere, FL

Courtesy of SERHANT
View 6139 ANDREOZZI LANE Windermere, FL MLS# O6330995
  • Virtual Tour
1 of 53
$650,000
4

Beds

2.0

Baths

2,555

Sq.Ft.

6139 ANDREOZZI LANE

Windermere, FL

Courtesy of THE SIMON SIMAAN GROUP
View 2 CHASE ROAD Windermere, FL MLS# O6345181
$650,000
Studio

Beds

0.0

Baths

2 CHASE ROAD

Windermere, FL

Courtesy of REAL BROKER, LLC
View 13290 ORANGE ISLE DRIVE Windermere, FL MLS# O6365010
  • Recently Listed with Virtual Tour
1 of 26
$650,000
3

Beds

2.0

Baths

2,146

Sq.Ft.

13290 ORANGE ISLE DRIVE

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 12815 WESTSIDE VILLAGE LOOP Windermere, FL MLS# S5131405
$649,000
3

Beds

2.1

Baths

2,463

Sq.Ft.

12815 WESTSIDE VILLAGE LOOP

Windermere, FL

Courtesy of NUMBER 1 BROKER, LLC
View 6734 BRIDGEWATER VILLAGE ROAD Windermere, FL MLS# O6334030
  • Virtual Tour
1 of 51
OPEN HOUSE: Friday 1/9 12:00 PM - 2:00 PM
$649,000
3

Beds

2.1

Baths

3,094

Sq.Ft.

6734 BRIDGEWATER VILLAGE ROAD

Windermere, FL

Courtesy of EXP 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

277

Estimated median home price

$1,075,000
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 0
$100K - 200K 0
$200K - 300K 0
$300K - 400K 23
$400K - 500K 20
$500K - 600K 18
$600K - 700K 23
$700K - 800K 18
$800K - 900K 17
$900K - 1M 14
$1M - Max 144

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 220
Townhouse 36
Condo 7
Commercial 1
Rental 100
Lots and Land 13
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 1/8/2026)

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 1/9/2026.