308 total properties
Did you mean the neighborhood Windermere?
View 10984 PARK RIDGE GOTHA ROAD Windermere, FL MLS# TB8512612
$1,200,000
0.0

Baths

10984 PARK RIDGE GOTHA ROAD

Windermere, FL

Courtesy of HOME SOLD REALTY LLC
View 17538 BLACK RAIL STREET Windermere, FL MLS# O6449981
  • Recently Listed with Virtual Tour
1 of 72
$1,189,000
5

Beds

4.1

Baths

4,999

Sq.Ft.

17538 BLACK RAIL STREET

Windermere, FL

Courtesy of KARDOSH REALTY
View 12989 WESTSIDE VILLAGE LOOP Windermere, FL MLS# O6437718
$1,159,000
4

Beds

3.1

Baths

2,665

Sq.Ft.

12989 WESTSIDE VILLAGE LOOP

Windermere, FL

Courtesy of WEBB FLORIDA REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 8394 LOOKOUT POINTE DRIVE Windermere, FL MLS# O6413196
$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 2009 WOODY DRIVE Windermere, FL MLS# O6422132
  • Virtual Tour
1 of 43
OPEN HOUSE: Saturday 10/24 11:00 AM - 2:00 PM
$1,150,000
4

Beds

3.0

Baths

3,540

Sq.Ft.

2009 WOODY DRIVE

Windermere, FL

Courtesy of REVEL REALTY LLC
View 2230 RIDGEWIND WAY Windermere, FL MLS# O6410264
$1,149,900
5

Beds

4.0

Baths

3,064

Sq.Ft.

2230 RIDGEWIND WAY

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
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 2009 WESTOVER RESERVE BOULEVARD Windermere, FL MLS# O6447265
  • Recently Listed with Virtual Tour
1 of 37
$1,095,000
4

Beds

3.1

Baths

3,607

Sq.Ft.

2009 WESTOVER RESERVE BOULEVARD

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
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 715 MAGNOLIA STREET Windermere, FL MLS# S5147648
$1,089,000
4

Beds

3.0

Baths

3,390

Sq.Ft.

715 MAGNOLIA STREET

Windermere, FL

Courtesy of IRIS INTERNATIONAL
View 11217 WILLOW GARDENS DRIVE Windermere, FL MLS# O6417903
$1,075,000
4

Beds

3.0

Baths

2,824

Sq.Ft.

11217 WILLOW GARDENS DRIVE

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View 14341 CREST PALM AVENUE Windermere, FL MLS# G5112469
  • New Construction with Virtual Tour
1 of 48
$1,070,990
4

Beds

4.0

Baths

3,153

Sq.Ft.

14341 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 8344 BOWDEN WAY Windermere, FL MLS# O6425171
$1,065,000
4

Beds

4.0

Baths

3,646

Sq.Ft.

8344 BOWDEN WAY

Windermere, FL

Courtesy of ALIGN REAL ESTATE LLC
View 9117 OUTLOOK ROCK TRAIL Windermere, FL MLS# O6413948
$1,055,000
5

Beds

3.2

Baths

4,936

Sq.Ft.

9117 OUTLOOK ROCK TRAIL

Windermere, FL

Courtesy of REDFIN CORPORATION
View 5944 CAYMUS LOOP Windermere, FL MLS# O6448123
  • Recently Listed with Virtual Tour
1 of 45
$1,050,000
4

Beds

3.0

Baths

2,984

Sq.Ft.

5944 CAYMUS LOOP

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP LLC
View 8236 PROCIDA ISLE LANE Windermere, FL MLS# O6383546
$1,010,000
6

Beds

4.0

Baths

4,176

Sq.Ft.

8236 PROCIDA ISLE LANE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 11544 WILLOW GARDENS DRIVE Windermere, FL MLS# O6412655
$1,000,000
0.0

Baths

11544 WILLOW GARDENS DRIVE

Windermere, FL

Courtesy of JC FLORIDA REALTY LLC
View 3629 LAKE BUYNAK ROAD Windermere, FL MLS# G5099846
$975,000
4

Beds

3.1

Baths

2,618

Sq.Ft.

3629 LAKE BUYNAK ROAD

Windermere, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
View 14353 CREST PALM AVENUE Windermere, FL MLS# G5111542
  • New Construction with Virtual Tour
1 of 73
$959,990
4

Beds

3.0

Baths

2,740

Sq.Ft.

14353 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 1243 DINGENS AVENUE Windermere, FL MLS# O6435494
$950,000
4

Beds

3.0

Baths

2,728

Sq.Ft.

1243 DINGENS AVENUE

Windermere, FL

Courtesy of REALMULTIPROPERTY 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

307

Estimated median home price

$1,000,000
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 - 300K4
$300K - 400K28
$400K - 500K23
$500K - 600K28
$600K - 700K32
$700K - 800K19
$800K - 900K7
$900K - 1M12
$1M - Max153

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family228
Townhouse41
Condo13
Commercial1
Rental102
Lots and Land24
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 10/20/2026)

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.