372 total properties
Did you mean the neighborhood Windermere?
View 11536 CLAYMONT CIRCLE Windermere, FL MLS# O6392958
$1,175,000
4

Beds

3.0

Baths

2,882

Sq.Ft.

11536 CLAYMONT CIRCLE

Windermere, FL

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 5128 BUTLER RIDGE DRIVE Windermere, FL MLS# O6412016
$1,175,000
4

Beds

3.0

Baths

2,816

Sq.Ft.

5128 BUTLER RIDGE DRIVE

Windermere, FL

Courtesy of LOKATION
The time to sell is now! THE TIME TO SELL IS NOW!
View 4474 BEGONIA COURT Windermere, FL MLS# O6402227
$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 14383 CREST PALM AVENUE Windermere, FL MLS# G5107222
  • New Construction with Virtual Tour
1 of 51
$1,166,990
6

Beds

4.0

Baths

3,550

Sq.Ft.

14383 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 11333 CAMDEN PARK DRIVE Windermere, FL MLS# O6322386
$1,151,000
5

Beds

4.1

Baths

3,449

Sq.Ft.

11333 CAMDEN PARK DRIVE

Windermere, FL

Courtesy of KARDOSH REALTY
View 2428 BUTLER BAY DRIVE N Windermere, FL MLS# O6410967
$1,150,000
4

Beds

4.0

Baths

3,387

Sq.Ft.

2428 BUTLER BAY DRIVE N

Windermere, FL

View 8394 LOOKOUT POINTE DRIVE Windermere, FL MLS# O6413196
  • Recently Listed with Virtual Tour
1 of 66
$1,150,000
5

Beds

4.0

Baths

3,971

Sq.Ft.

8394 LOOKOUT POINTE DRIVE

Windermere, FL

Courtesy of LAKEFIELD REALTY GROUP LLC
View 8351 BOWDEN WAY Windermere, FL MLS# O6393659
  • Virtual Tour
1 of 71
$1,149,000
4

Beds

3.0

Baths

2,599

Sq.Ft.

8351 BOWDEN WAY

Windermere, FL

Courtesy of HAMLIN REALTY
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 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
View 9117 OUTLOOK ROCK TRAIL Windermere, FL MLS# O6413948
  • Recently Listed with Virtual Tour
1 of 37
$1,125,000
5

Beds

3.2

Baths

4,936

Sq.Ft.

9117 OUTLOOK ROCK TRAIL

Windermere, FL

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 14422 CREST PALM AVENUE Windermere, FL MLS# O6418503
  • Recently Listed with Virtual Tour
1 of 30
$1,100,000
4

Beds

4.0

Baths

3,140

Sq.Ft.

14422 CREST PALM AVENUE

Windermere, FL

View 13525 GORGONA ISLE DRIVE Windermere, FL MLS# O6377789
$1,098,000
6

Beds

4.1

Baths

4,625

Sq.Ft.

13525 GORGONA ISLE DRIVE

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
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

Courtesy of MY REALTY GROUP, LLC.
View 8236 PROCIDA ISLE LANE Windermere, FL MLS# O6383546
$1,080,000
6

Beds

4.0

Baths

4,176

Sq.Ft.

8236 PROCIDA ISLE LANE

Windermere, FL

View 14371 CREST PALM AVENUE Windermere, FL MLS# G5110664
  • New Construction with Virtual Tour
1 of 42
OPEN HOUSE: Saturday 6/27 1:00 PM - 5:00 PM
$1,049,990
4

Beds

3.0

Baths

3,100

Sq.Ft.

14371 CREST PALM AVENUE

Windermere, FL

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 11544 WILLOW GARDENS DRIVE Windermere, FL MLS# O6412655
  • Recently Listed with Virtual Tour
1 of 14
$1,000,000
Studio

Beds

0.0

Baths

11544 WILLOW GARDENS DRIVE

Windermere, FL

Courtesy of JC FLORIDA 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

371

Estimated median home price

$1,151,000
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 - 500K36
$500K - 600K30
$600K - 700K28
$700K - 800K21
$800K - 900K19
$900K - 1M15
$1M - Max199

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family295
Townhouse51
Condo7
Commercial1
Rental104
Lots and Land17
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 6/21/2026)

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

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties 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 6/22/2026.