100 total properties
Did you mean the neighborhood Windermere?
View 8160 IRON MOUNTAIN TRAIL Windermere, FL MLS# O6370560
  • Recently Listed with Virtual Tour
1 of 31
$2,875
3

Beds

2.1

Baths

2,009

Sq.Ft.

8160 IRON MOUNTAIN TRAIL

Windermere, FL

Courtesy of GECKO REALTY, INC
View 13224 ORANGE ISLE DRIVE Windermere, FL MLS# O6370036
  • Recently Listed with Virtual Tour
1 of 40
$4,000
4

Beds

3.1

Baths

3,109

Sq.Ft.

13224 ORANGE ISLE DRIVE

Windermere, FL

Courtesy of RE REALTY
View 12337 VIA DERNA PLACE Windermere, FL MLS# O6369619
  • Recently Listed with Virtual Tour
1 of 23
$2,890
4

Beds

3.1

Baths

1,936

Sq.Ft.

12337 VIA DERNA PLACE

Windermere, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
The time to sell is now! THE TIME TO SELL IS NOW!
View 12880 WESTSIDE VILLAGE LOOP Windermere, FL MLS# O6369509
  • Recently Listed with Virtual Tour
1 of 42
$3,750
5

Beds

4.1

Baths

3,769

Sq.Ft.

12880 WESTSIDE VILLAGE LOOP

Windermere, FL

Courtesy of THE SIMON SIMAAN GROUP
View 9150 PALM TREE DRIVE Windermere, FL MLS# O6368938
$2,999
3

Beds

2.0

Baths

1,819

Sq.Ft.

9150 PALM TREE DRIVE

Windermere, FL

Courtesy of 407 PROPERTIES
View 7751 FAIRGROVE AVENUE Windermere, FL MLS# O6369077
$2,500
3

Beds

2.1

Baths

1,644

Sq.Ft.

7751 FAIRGROVE AVENUE

Windermere, FL

Courtesy of WATSON REALTY CORP
View 8320 IRON MOUNTAIN TRAIL Windermere, FL MLS# S5140587
  • Recently Listed with Virtual Tour
1 of 39
$2,887
4

Beds

2.1

Baths

1,766

Sq.Ft.

8320 IRON MOUNTAIN TRAIL

Windermere, FL

Courtesy of TRANSCEND REALTY
View 7448 ELLA LANE Windermere, FL MLS# S5140669
  • Recently Listed with Virtual Tour
1 of 16
$3,500
4

Beds

2.1

Baths

2,623

Sq.Ft.

7448 ELLA LANE

Windermere, FL

Courtesy of LA ROSA REALTY LLC
View 13253 VENNETTA WAY Windermere, FL MLS# O6368845
  • Recently Listed with Virtual Tour
1 of 19
$3,095
4

Beds

3.1

Baths

2,745

Sq.Ft.

13253 VENNETTA WAY

Windermere, FL

Courtesy of ACHIEVA REALTY, INC
View 8631 CRESCENDO AVENUE Windermere, FL MLS# O6368827
  • Recently Listed with Virtual Tour
1 of 18
$3,500
4

Beds

3.1

Baths

2,876

Sq.Ft.

8631 CRESCENDO AVENUE

Windermere, FL

Courtesy of REALTY HUB
View 12958 VENNETTA WAY Windermere, FL MLS# O6365367
  • Recently Listed
1 of 24
$2,600
3

Beds

2.1

Baths

1,644

Sq.Ft.

12958 VENNETTA WAY

Windermere, FL

Courtesy of THE LISTING REAL ESTATE MANAGEMENT
View 8716 DANFORTH DRIVE Windermere, FL MLS# O6368423
  • Recently Listed with Virtual Tour
1 of 29
$2,350
2

Beds

2.1

Baths

1,360

Sq.Ft.

8716 DANFORTH DRIVE

Windermere, FL

Courtesy of BEST ORLANDO PROPERTY MANAGEMENT LLC
View 11842 SILVERLAKE PARK DRIVE Windermere, FL MLS# O6368823
  • Recently Listed with Virtual Tour
1 of 61
$2,900
4

Beds

2.1

Baths

2,115

Sq.Ft.

11842 SILVERLAKE PARK DRIVE

Windermere, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 13333 GORGONA ISLE DRIVE Windermere, FL MLS# O6367607
  • Recently Listed with Virtual Tour
1 of 41
$2,800
3

Beds

2.1

Baths

1,779

Sq.Ft.

13333 GORGONA ISLE DRIVE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View Address not provided Windermere, FL MLS# O6367609
  • Recently Listed with Virtual Tour
1 of 8
$2,700
3

Beds

2.1

Baths

1,584

Sq.Ft.

Address not provided

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 8752 POWDER RIDGE TRAIL Windermere, FL MLS# O6367881
  • Recently Listed with Virtual Tour
1 of 31
$3,600
4

Beds

3.1

Baths

2,931

Sq.Ft.

8752 POWDER RIDGE TRAIL

Windermere, FL

Courtesy of MS LAND & BUILDING LLC
View 7231 SHADEVIEW ALLEY Windermere, FL MLS# O6363594
$2,550
3

Beds

2.1

Baths

1,725

Sq.Ft.

7231 SHADEVIEW ALLEY

Windermere, FL

Courtesy of SUNNY 365 REALTY GROUP
View 8582 POWDER RIDGE TRAIL Windermere, FL MLS# S5140023
$2,600
3

Beds

2.1

Baths

2,297

Sq.Ft.

8582 POWDER RIDGE TRAIL

Windermere, FL

Courtesy of LPT REALTY, LLC
View 415 E 6TH AVENUE Windermere, FL MLS# O6366001
  • Virtual Tour
1 of 16
$3,990
3

Beds

2.0

Baths

1,784

Sq.Ft.

415 E 6TH AVENUE

Windermere, FL

Courtesy of PREFERRED REAL ESTATE BROKERS
View 6533 CARTMEL LANE Windermere, FL MLS# O6366042
  • Virtual Tour
1 of 31
$8,995
4

Beds

3.1

Baths

3,751

Sq.Ft.

6533 CARTMEL LANE

Windermere, FL

Courtesy of THE AGENCY ORLANDO

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

283

Estimated median home price

$1,084,990
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 - 400K22
$400K - 500K22
$500K - 600K15
$600K - 700K21
$700K - 800K19
$800K - 900K18
$900K - 1M15
$1M - Max151

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family225
Townhouse36
Condo8
Commercial1
Rental101
Lots and Land13
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 1/3/2026)

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 1/4/2026.