209 total properties
Did you mean the neighborhood Windermere?
View 13786 SUMMER HARBOR COURT Windermere, FL MLS# O6414239
$625,000
4

Beds

2.1

Baths

2,236

Sq.Ft.

13786 SUMMER HARBOR COURT

Windermere, FL

View 11861 VERMILLION AVENUE Windermere, FL MLS# O6410430
$475,000
3

Beds

2.1

Baths

1,600

Sq.Ft.

11861 VERMILLION AVENUE

Windermere, FL

Courtesy of KARDOSH REALTY
View 12826 WOODMERE CLOSE DR Windermere, FL MLS# O6412588
$650,000
4

Beds

3.0

Baths

2,214

Sq.Ft.

12826 WOODMERE CLOSE DR

Windermere, FL

Courtesy of KELLER WILLIAMS CLASSIC
The time to sell is now! THE TIME TO SELL IS NOW!
View 2503 BUTLER BAY DRIVE N Windermere, FL MLS# O6413242
$1,750,000
4

Beds

3.0

Baths

3,297

Sq.Ft.

2503 BUTLER BAY DRIVE N

Windermere, FL

View 11434 JASPER KAY TERRACE 106 Windermere, FL MLS# S5150874
$320,000
3

Beds

2.0

Baths

1,455

Sq.Ft.

11434 JASPER KAY TERRACE 106

Windermere, FL

View 11822 SILVERLAKE PARK DRIVE Windermere, FL MLS# O6409301
$495,000
3

Beds

2.1

Baths

1,829

Sq.Ft.

11822 SILVERLAKE PARK DRIVE

Windermere, FL

View 6412 GOLDEN DEWDROP TRAIL Windermere, FL MLS# O6412095
$535,000
3

Beds

2.1

Baths

1,984

Sq.Ft.

6412 GOLDEN DEWDROP TRAIL

Windermere, FL

View 7011 NOBLETON DRIVE Windermere, FL MLS# O6412101
$580,000
4

Beds

2.1

Baths

2,460

Sq.Ft.

7011 NOBLETON DRIVE

Windermere, FL

Courtesy of KARDOSH REALTY
View 13936 EDEN ISLE BOULEVARD Windermere, FL MLS# S5150801
$645,000
4

Beds

3.1

Baths

2,675

Sq.Ft.

13936 EDEN ISLE BOULEVARD

Windermere, FL

View 13450 SUNKISS LOOP Windermere, FL MLS# O6407409
$564,900
5

Beds

2.1

Baths

2,272

Sq.Ft.

13450 SUNKISS LOOP

Windermere, FL

View 10984 PARK RIDGE GOTHA ROAD Windermere, FL MLS# TB8512612
$1,200,000
Studio

Beds

0.0

Baths

10984 PARK RIDGE GOTHA ROAD

Windermere, FL

View 11951 VERMILLION AVENUE Windermere, FL MLS# O6411413
$459,000
3

Beds

2.1

Baths

1,539

Sq.Ft.

11951 VERMILLION AVENUE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 12633 HADDON DRIVE Windermere, FL MLS# O6411199
$650,000
5

Beds

3.1

Baths

3,000

Sq.Ft.

12633 HADDON DRIVE

Windermere, FL

View 11524 CLAYMONT CIRCLE Windermere, FL MLS# O6410754
$1,288,999
5

Beds

4.0

Baths

3,358

Sq.Ft.

11524 CLAYMONT CIRCLE

Windermere, FL

View 1407 HEMPEL AVENUE Windermere, FL MLS# O6410840
$1,090,000
4

Beds

3.0

Baths

2,842

Sq.Ft.

1407 HEMPEL AVENUE

Windermere, FL

View 7435 RIPPLEPOINTE WAY Windermere, FL MLS# S5150741
$424,000
3

Beds

2.1

Baths

1,700

Sq.Ft.

7435 RIPPLEPOINTE WAY

Windermere, FL

View 8715 QUIET MEADOWS TRAIL Windermere, FL MLS# O6410762
$825,000
4

Beds

3.1

Baths

3,388

Sq.Ft.

8715 QUIET MEADOWS TRAIL

Windermere, FL

View 2230 RIDGEWIND WAY Windermere, FL MLS# O6410264
$1,259,000
5

Beds

4.0

Baths

3,064

Sq.Ft.

2230 RIDGEWIND WAY

Windermere, FL

View 7867 BERKSHIRE OAK ALLEY Windermere, FL MLS# S5149947
$519,000
4

Beds

2.1

Baths

2,221

Sq.Ft.

7867 BERKSHIRE OAK ALLEY

Windermere, FL

View 1700 LAKE ROBERTS COURT Windermere, FL MLS# O6410847
$1,400,000
5

Beds

4.0

Baths

3,929

Sq.Ft.

1700 LAKE ROBERTS COURT

Windermere, FL

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

291

Estimated median home price

$1,070,000
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

PriceCount
$0 - 100K1
$100K - 200K0
$200K - 300K3
$300K - 400K15
$400K - 500K30
$500K - 600K28
$600K - 700K23
$700K - 800K14
$800K - 900K15
$900K - 1M11
$1M - Max151

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family231
Townhouse37
Condo9
Commercial1
Rental85
Lots and Land13
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 7/21/2026)

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 7/22/2026.