102 total properties
Did you mean the neighborhood Windermere?
View 8128 JAILENE DRIVE Windermere, FL MLS# O6449154
$2,799
4

Beds

3.0

Baths

2,214

Sq.Ft.

8128 JAILENE DRIVE

Windermere, FL

Courtesy of PREMIUM PROPERTIES R.E SERVICE
View 13796 BECKMAN DRIVE Windermere, FL MLS# O6446151
$2,755
3

Beds

2.1

Baths

1,912

Sq.Ft.

13796 BECKMAN DRIVE

Windermere, FL

Courtesy of THE LISTING REAL ESTATE MANAGEMENT
View 8470 IRON MOUNTAIN TRAIL Windermere, FL MLS# S5147220
$2,750
3

Beds

2.1

Baths

1,644

Sq.Ft.

8470 IRON MOUNTAIN TRAIL

Windermere, FL

Courtesy of LPT REALTY, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 8642 VIA TAVOLERIA WAY Windermere, FL MLS# O6431339
$2,750
3

Beds

2.1

Baths

1,919

Sq.Ft.

8642 VIA TAVOLERIA WAY

Windermere, FL

Courtesy of REAL BROKER, LLC
View 7243 SHADEVIEW ALLEY Windermere, FL MLS# O6436129
$2,750
3

Beds

2.1

Baths

1,588

Sq.Ft.

7243 SHADEVIEW ALLEY

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 11804 SILVERLAKE PARK DRIVE Windermere, FL MLS# O6436847
$2,750
4

Beds

2.1

Baths

2,092

Sq.Ft.

11804 SILVERLAKE PARK DRIVE

Windermere, FL

Courtesy of RATIO REAL ESTATE, LLC
View 9360 WOODBREEZE BOULEVARD Windermere, FL MLS# O6439664
$2,750
3

Beds

2.0

Baths

1,723

Sq.Ft.

9360 WOODBREEZE BOULEVARD

Windermere, FL

Courtesy of ICON REALTY ASSOCIATES INC
View 4813 RIVER GEM AVENUE Windermere, FL MLS# O6451560
  • Recently Listed
1 of 30
$2,750
3

Beds

2.0

Baths

2,085

Sq.Ft.

4813 RIVER GEM AVENUE

Windermere, FL

Courtesy of INTOP REALTY LLC
View 8615 VIA TRIESTE DRIVE Windermere, FL MLS# S5157331
$2,700
3

Beds

3.0

Baths

1,891

Sq.Ft.

8615 VIA TRIESTE DRIVE

Windermere, FL

Courtesy of PREMIER CHOICE REALTY & MANAGEMENT LLC
View 13706 BECKMAN DRIVE Windermere, FL MLS# O6448176
  • Recently Listed with Virtual Tour
1 of 36
$2,700
3

Beds

2.1

Baths

1,912

Sq.Ft.

13706 BECKMAN DRIVE

Windermere, FL

Courtesy of SUNNY 365 REALTY GROUP
View 13048 GARRIDAN AVENUE Windermere, FL MLS# O6437234
$2,650
3

Beds

2.1

Baths

1,748

Sq.Ft.

13048 GARRIDAN AVENUE

Windermere, FL

Courtesy of SUNNY 365 REALTY GROUP
View 8428 IRON MOUNTAIN TRAIL Windermere, FL MLS# O6439629
$2,650
3

Beds

2.1

Baths

1,580

Sq.Ft.

8428 IRON MOUNTAIN TRAIL

Windermere, FL

Courtesy of SPRING REALTY ORLANDO
View 7651 FORDSON LANE Windermere, FL MLS# O6442220
  • Virtual Tour
1 of 27
$2,650
3

Beds

2.1

Baths

1,748

Sq.Ft.

7651 FORDSON LANE

Windermere, FL

Courtesy of LA ROSA REALTY PREMIER LLC
View 8855 HERENCIA ALLEY Windermere, FL MLS# O6443503
$2,650
3

Beds

2.1

Baths

1,556

Sq.Ft.

8855 HERENCIA ALLEY

Windermere, FL

Courtesy of SANCTUM REALTY PROFESSIONALS LLC
View 11654 WATER RUN ALLEY Windermere, FL MLS# R4912153
  • Recently Listed with Virtual Tour
1 of 15
$2,650
3

Beds

2.1

Baths

1,712

Sq.Ft.

11654 WATER RUN ALLEY

Windermere, FL

Courtesy of BHM PROPERTIES II, LLC
View 13483 GORGONA ISLE DRIVE Windermere, FL MLS# O6434325
$2,600
3

Beds

3.0

Baths

1,584

Sq.Ft.

13483 GORGONA ISLE DRIVE

Windermere, FL

Courtesy of IAD REAL ESTATE
View 12986 HOLDENBURY LANE Windermere, FL MLS# O6438619
$2,600
4

Beds

2.0

Baths

2,074

Sq.Ft.

12986 HOLDENBURY LANE

Windermere, FL

Courtesy of SPECIALIZED PROPERTY MANAGEMENT
View 12355 LANGSTAFF DRIVE 12355 Windermere, FL MLS# A12085354
$2,600
3

Beds

2.1

Baths

12355 LANGSTAFF DRIVE 12355

Windermere, FL

Courtesy of FLORIDA FANTASY REAL ESTATE IN
View 7751 FAIRGROVE AVENUE Windermere, FL MLS# O6446540
  • Recently Listed
1 of 31
$2,600
3

Beds

2.1

Baths

1,680

Sq.Ft.

7751 FAIRGROVE AVENUE

Windermere, FL

Courtesy of WATSON REALTY CORP
View 7719 MASLIN STREET Windermere, FL MLS# R4912174
  • Recently Listed with Virtual Tour
1 of 23
$2,600
3

Beds

2.1

Baths

1,545

Sq.Ft.

7719 MASLIN STREET

Windermere, FL

Courtesy of SIMS 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

308

Estimated median home price

$1,052,500
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 - 500K23
$500K - 600K28
$600K - 700K33
$700K - 800K17
$800K - 900K7
$900K - 1M11
$1M - Max156

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family231
Townhouse41
Condo13
Commercial1
Rental101
Lots and Land22
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 10/21/2026)

Information deemed reliable but not guaranteed.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

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 10/21/2026.