90 total properties
Did you mean the neighborhood Windermere?
View 9313 PALM TREE DRIVE Windermere, FL MLS# O6394430
  • Recently Listed with Virtual Tour
1 of 22
$2,950
3

Beds

2.0

Baths

1,489

Sq.Ft.

9313 PALM TREE DRIVE

Windermere, FL

Courtesy of FHG REALTY, LLC
View 9322 PALM TREE DRIVE Windermere, FL MLS# O6394457
$3,200
3

Beds

2.0

Baths

1,723

Sq.Ft.

9322 PALM TREE DRIVE

Windermere, FL

Courtesy of FHG REALTY, LLC
View 13466 ZORI LANE Windermere, FL MLS# O6393575
  • Recently Listed with Virtual Tour
1 of 42
$4,500
4

Beds

3.0

Baths

2,813

Sq.Ft.

13466 ZORI LANE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
The time to sell is now! THE TIME TO SELL IS NOW!
View 12863 HOLDENBURY LANE Windermere, FL MLS# O6393800
  • Recently Listed with Virtual Tour
1 of 6
$2,850
3

Beds

2.0

Baths

2,148

Sq.Ft.

12863 HOLDENBURY LANE

Windermere, FL

Courtesy of LPT REALTY, LLC
View 12803 HOLDENBURY LANE Windermere, FL MLS# O6389377
  • Recently Listed with Virtual Tour
1 of 16
$3,200
4

Beds

2.1

Baths

2,439

Sq.Ft.

12803 HOLDENBURY LANE

Windermere, FL

Courtesy of ICON REALTY ASSOCIATES INC
View 13231 OVERSTREET ROAD Windermere, FL MLS# O6392297
  • Recently Listed with Virtual Tour
1 of 16
$2,850
3

Beds

2.1

Baths

2,306

Sq.Ft.

13231 OVERSTREET ROAD

Windermere, FL

Courtesy of CINO INTERNATIONAL INC
View 7545 LAKE ALBERT DRIVE Windermere, FL MLS# S5146212
$4,850
4

Beds

4.2

Baths

3,425

Sq.Ft.

7545 LAKE ALBERT DRIVE

Windermere, FL

Courtesy of LA ROSA REALTY LLC
View 4542 BLUE MAJOR DRIVE Windermere, FL MLS# O6392465
  • Recently Listed with Virtual Tour
1 of 20
$3,100
4

Beds

2.1

Baths

2,618

Sq.Ft.

4542 BLUE MAJOR DRIVE

Windermere, FL

Courtesy of CINO INTERNATIONAL INC
View 12225 JOSHUA TREE TRAIL Windermere, FL MLS# O6392136
  • Recently Listed with Virtual Tour
1 of 19
$2,850
3

Beds

2.1

Baths

1,833

Sq.Ft.

12225 JOSHUA TREE TRAIL

Windermere, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 14478 BRIDGEWATER CROSSINGS BOULEVARD Windermere, FL MLS# O6393609
  • Recently Listed with Virtual Tour
1 of 33
$2,500
4

Beds

2.1

Baths

1,628

Sq.Ft.

14478 BRIDGEWATER CROSSINGS BOULEVARD

Windermere, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 935 LASCALA DRIVE Windermere, FL MLS# O6391352
  • Recently Listed with Virtual Tour
1 of 30
$2,495
3

Beds

2.0

Baths

1,601

Sq.Ft.

935 LASCALA DRIVE

Windermere, FL

Courtesy of CINO INTERNATIONAL INC
View 4818 BREEZY PALMS COURT Windermere, FL MLS# O6391402
  • Recently Listed with Virtual Tour
1 of 27
$2,949
3

Beds

2.0

Baths

1,492

Sq.Ft.

4818 BREEZY PALMS COURT

Windermere, FL

Courtesy of 407 PROPERTIES
View 6615 HELMSLEY CIRCLE Windermere, FL MLS# G5109789
  • Recently Listed with Virtual Tour
1 of 42
$4,500
4

Beds

3.1

Baths

3,390

Sq.Ft.

6615 HELMSLEY CIRCLE

Windermere, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
View 11051 CONISTON WAY Windermere, FL MLS# O6392514
  • Recently Listed
1 of 10
$13,500
5

Beds

5.1

Baths

5,498

Sq.Ft.

11051 CONISTON WAY

Windermere, FL

Courtesy of LA ROSA REALTY LLC
View 8476 IRON MOUNTAIN TRAIL Windermere, FL MLS# S5145826
  • Recently Listed with Virtual Tour
1 of 23
$3,100
3

Beds

2.1

Baths

1,700

Sq.Ft.

8476 IRON MOUNTAIN TRAIL

Windermere, FL

Courtesy of FLORIDA HOMES REALTY & MORTGAGE
View 8921 NEWMARKET DRIVE Windermere, FL MLS# O6390585
  • Recently Listed with Virtual Tour
1 of 8
$2,350
3

Beds

2.1

Baths

1,429

Sq.Ft.

8921 NEWMARKET DRIVE

Windermere, FL

Courtesy of GOLDEN PACIFIC REALTY INC
View 8913 MATRIARCA ALY Windermere, FL MLS# S5145953
  • Recently Listed with Virtual Tour
1 of 30
$2,800
3

Beds

2.1

Baths

1,556

Sq.Ft.

8913 MATRIARCA ALY

Windermere, FL

Courtesy of LA ROSA REALTY ORLANDO LLC
View 7307 PENKRIDGE LANE Windermere, FL MLS# O6384396
  • Recently Listed with Virtual Tour
1 of 38
$2,900
4

Beds

2.1

Baths

1,997

Sq.Ft.

7307 PENKRIDGE LANE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 7135 THICKET BRANCH ALLEY Windermere, FL MLS# O6389351
$2,600
3

Beds

2.1

Baths

1,569

Sq.Ft.

7135 THICKET BRANCH ALLEY

Windermere, FL

Courtesy of JULIAN PROPERTIES, INC.
View 11213 CAMDEN PARK DRIVE Windermere, FL MLS# O6389289
$8,750
4

Beds

3.1

Baths

2,902

Sq.Ft.

11213 CAMDEN PARK DRIVE

Windermere, FL

Courtesy of S2J 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

336

Estimated median home price

$1,024,995
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 - 300K0
$300K - 400K17
$400K - 500K24
$500K - 600K35
$600K - 700K29
$700K - 800K23
$800K - 900K23
$900K - 1M16
$1M - Max169

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family281
Townhouse34
Condo6
Commercial1
Rental91
Lots and Land14
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 3/27/2026)

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 3/28/2026.