39 total properties
Did you mean the neighborhood Windermere?
View 2428 BUTLER BAY DRIVE N Windermere, FL MLS# O6410967
  • Recently Listed with Virtual Tour
1 of 48
$1,150,000
4

Beds

4.0

Baths

3,387

Sq.Ft.

2428 BUTLER BAY DRIVE N

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 5128 BUTLER RIDGE DRIVE Windermere, FL MLS# O6412016
  • Recently Listed with Virtual Tour
1 of 35
OPEN HOUSE: Saturday 6/6 1:00 PM - 3:00 PM
$1,250,000
4

Beds

3.0

Baths

2,816

Sq.Ft.

5128 BUTLER RIDGE DRIVE

Windermere, FL

Courtesy of LOKATION
View 2002 WATER KEY DRIVE Windermere, FL MLS# O6408915
$1,299,000
5

Beds

5.0

Baths

3,695

Sq.Ft.

2002 WATER KEY DRIVE

Windermere, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
The time to sell is now! THE TIME TO SELL IS NOW!
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

Courtesy of HOME SOLD REALTY LLC
View 11524 CLAYMONT CIRCLE Windermere, FL MLS# O6410754
  • Recently Listed with Virtual Tour
1 of 48
$1,288,999
5

Beds

4.0

Baths

3,358

Sq.Ft.

11524 CLAYMONT CIRCLE

Windermere, FL

Courtesy of ALIGN REAL ESTATE LLC
View 1407 HEMPEL AVENUE Windermere, FL MLS# O6410840
  • Recently Listed with Virtual Tour
1 of 52
$1,090,000
4

Beds

3.0

Baths

2,842

Sq.Ft.

1407 HEMPEL AVENUE

Windermere, FL

Courtesy of MY REALTY GROUP, LLC.
View 14341 CREST PALM AVENUE Windermere, FL MLS# G5112469
$1,130,643
4

Beds

4.0

Baths

3,153

Sq.Ft.

14341 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 8409 VIVARO ISLE WAY Windermere, FL MLS# G5112154
$1,235,000
6

Beds

4.1

Baths

4,176

Sq.Ft.

8409 VIVARO ISLE WAY

Windermere, FL

Courtesy of WATSON REALTY CORP., REALTORS
View 1317 GLENHEATHER DRIVE Windermere, FL MLS# O6406551
$974,900
4

Beds

3.0

Baths

2,811

Sq.Ft.

1317 GLENHEATHER DRIVE

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 8525 BOWDEN WAY Windermere, FL MLS# O6405195
  • Virtual Tour
1 of 44
$999,000
4

Beds

3.0

Baths

2,357

Sq.Ft.

8525 BOWDEN WAY

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP LLC
View 2127 LILYPAD LANE Windermere, FL MLS# O6403899
  • Virtual Tour
1 of 60
$1,250,000
4

Beds

3.0

Baths

3,349

Sq.Ft.

2127 LILYPAD LANE

Windermere, FL

Courtesy of UNITED REAL ESTATE PREFERRED
View 14353 CREST PALM AVENUE Windermere, FL MLS# G5111542
  • New Construction with Virtual Tour
1 of 32
$1,039,091
4

Beds

3.0

Baths

2,740

Sq.Ft.

14353 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 4474 BEGONIA COURT Windermere, FL MLS# O6402227
  • Virtual Tour
1 of 41
OPEN HOUSE: Saturday 6/6 11:00 AM - 2:00 PM
$1,170,000
5

Beds

4.1

Baths

4,380

Sq.Ft.

4474 BEGONIA COURT

Windermere, FL

Courtesy of SOGO REAL ESTATE SERVICES LLC
View 6379 SWANSON STREET Windermere, FL MLS# O6400522
$1,119,000
5

Beds

4.0

Baths

3,804

Sq.Ft.

6379 SWANSON STREET

Windermere, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 2219 RIDGEWIND WAY Windermere, FL MLS# O6400508
$1,299,000
6

Beds

3.1

Baths

3,364

Sq.Ft.

2219 RIDGEWIND WAY

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 1002 OAKDALE STREET Windermere, FL MLS# TB8495717
$975,000
4

Beds

3.0

Baths

3,516

Sq.Ft.

1002 OAKDALE STREET

Windermere, FL

Courtesy of KELLER WILLIAMS SUBURBAN TAMPA
View 715 MAGNOLIA STREET Windermere, FL MLS# S5147648
$1,175,000
5

Beds

4.0

Baths

3,390

Sq.Ft.

715 MAGNOLIA STREET

Windermere, FL

Courtesy of IRIS INTERNATIONAL
View 109 E 12TH AVENUE Windermere, FL MLS# O6394569
  • Virtual Tour
1 of 43
OPEN HOUSE: Thursday 6/4 4:30 PM - 7:30 PM
$1,198,000
4

Beds

3.1

Baths

2,791

Sq.Ft.

109 E 12TH AVENUE

Windermere, FL

Courtesy of UPSIDE REAL ESTATE INC
View 14371 CREST PALM AVENUE Windermere, FL MLS# G5110664
  • New Construction with Virtual Tour
1 of 42
OPEN HOUSE: Saturday 6/6 1:00 PM - 4:00 PM
$1,114,989
4

Beds

3.0

Baths

3,100

Sq.Ft.

14371 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 6152 GOLDEN DEWDROP TRAIL Windermere, FL MLS# O6396835
$1,130,000
8

Beds

5.0

Baths

4,830

Sq.Ft.

6152 GOLDEN DEWDROP TRAIL

Windermere, FL

Courtesy of VESTI 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

353

Estimated median home price

$1,175,000
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 - 100K0
$100K - 200K0
$200K - 300K1
$300K - 400K22
$400K - 500K30
$500K - 600K32
$600K - 700K26
$700K - 800K17
$800K - 900K18
$900K - 1M15
$1M - Max192

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family288
Townhouse43
Condo7
Commercial1
Rental88
Lots and Land14
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 6/3/2026)

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 6/4/2026.