241 total properties
Did you mean the neighborhood Windermere?
View 1361 WHITNEY ISLES DRIVE Windermere, FL MLS# O6352069
$1,200,000
4

Beds

4.0

Baths

2,787

Sq.Ft.

1361 WHITNEY ISLES DRIVE

Windermere, FL

Courtesy of ALVES AND HOWELL REALTY
View 12213 PARK AVENUE Windermere, FL MLS# O6351906
  • Virtual Tour
1 of 19
$3,000,000
Studio

Beds

0.0

Baths

12213 PARK AVENUE

Windermere, FL

Courtesy of PREMIUM PROPERTIES R.E. SERVICE
View 14395 CREST PALM AVENUE Windermere, FL MLS# G5103221
$1,084,558
4

Beds

3.1

Baths

3,404

Sq.Ft.

14395 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1724 WINDERMEREDOWN PLACE Windermere, FL MLS# O6352830
$2,500,000
6

Beds

6.1

Baths

6,000

Sq.Ft.

1724 WINDERMEREDOWN PLACE

Windermere, FL

Courtesy of SERHANT
View 11314 LEDGEMENT LANE Windermere, FL MLS# O6349004
$940,000
4

Beds

3.1

Baths

3,080

Sq.Ft.

11314 LEDGEMENT LANE

Windermere, FL

Courtesy of MARK SPAIN REAL ESTATE
View 436 E 7TH AVENUE Windermere, FL MLS# O6350454
  • New Construction with Virtual Tour
1 of 28
$2,275,000
4

Beds

5.0

Baths

3,136

Sq.Ft.

436 E 7TH AVENUE

Windermere, FL

Courtesy of TALENT REALTY SOLUTIONS
View 13224 SWANSEA AVENUE Windermere, FL MLS# O6348855
$949,000
5

Beds

3.1

Baths

3,662

Sq.Ft.

13224 SWANSEA AVENUE

Windermere, FL

Courtesy of VINTAGE REALTY GROUP LLC
View 7007 WINDY PALM WAY Windermere, FL MLS# G5103030
  • New Construction with Virtual Tour
1 of 47
$1,075,990
6

Beds

4.1

Baths

3,550

Sq.Ft.

7007 WINDY PALM WAY

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 7019 WINDY PALM WAY Windermere, FL MLS# G5103033
  • New Construction with Virtual Tour
1 of 2
$1,098,990
4

Beds

3.1

Baths

3,404

Sq.Ft.

7019 WINDY PALM WAY

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 12923 WATER POINT BOULEVARD Windermere, FL MLS# O6350408
$2,999,999
5

Beds

4.1

Baths

5,005

Sq.Ft.

12923 WATER POINT BOULEVARD

Windermere, FL

Courtesy of LAKESIDE REALTY WINDERMERE INC
View 13327 FERNOW STREET Windermere, FL MLS# O6351495
$795,000
5

Beds

5.1

Baths

3,600

Sq.Ft.

13327 FERNOW STREET

Windermere, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 9802 6TH STREET Windermere, FL MLS# O6349678
$550,000
Studio

Beds

0.0

Baths

9802 6TH STREET

Windermere, FL

Courtesy of UPSIDE REAL ESTATE INC
View 8724 PEACHTREE PARK COURT Windermere, FL MLS# S5135795
$912,000
4

Beds

3.1

Baths

3,315

Sq.Ft.

8724 PEACHTREE PARK COURT

Windermere, FL

Courtesy of LA ROSA REALTY LLC
View 17538 BLACK RAIL STREET Windermere, FL MLS# O6349325
$1,480,000
6

Beds

4.1

Baths

4,522

Sq.Ft.

17538 BLACK RAIL STREET

Windermere, FL

Courtesy of GARCIA REALTY GROUP
View 6965 TETTENHALL LANE Windermere, FL MLS# O6340538
$739,000
5

Beds

3.0

Baths

2,972

Sq.Ft.

6965 TETTENHALL LANE

Windermere, FL

Courtesy of VISION HOME REAL ESTATE, LLC
View 6891 NORTHWICH DRIVE Windermere, FL MLS# S5135631
$625,000
5

Beds

2.1

Baths

2,759

Sq.Ft.

6891 NORTHWICH DRIVE

Windermere, FL

Courtesy of TITAN REALTY GROUP LLC
View QUAIL COVE COURT Windermere, FL MLS# O6349414
$785,000
Studio

Beds

0.0

Baths

QUAIL COVE COURT

Windermere, FL

Courtesy of REGENCY REAL ESTATE LLC
View 8778 PEACHTREE PARK COURT Windermere, FL MLS# O6348309
$900,000
4

Beds

3.1

Baths

3,235

Sq.Ft.

8778 PEACHTREE PARK COURT

Windermere, FL

Courtesy of HOMEVEST REALTY
View 8937 MATRIARCA ALLEY Windermere, FL MLS# O6347945
  • New Construction with Virtual Tour
1 of 17
$459,000
3

Beds

2.1

Baths

1,730

Sq.Ft.

8937 MATRIARCA ALLEY

Windermere, FL

Courtesy of SANCTUM REALTY PROFESSIONALS LLC
View 6219 TIROCO WAY Windermere, FL MLS# O6347461
  • Virtual Tour
1 of 72
$2,750,000
7

Beds

5.1

Baths

5,221

Sq.Ft.

6219 TIROCO WAY

Windermere, FL

Courtesy of CENTURY 21 CARIOTI

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

$1,075,990
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 - 300K0
$300K - 400K25
$400K - 500K23
$500K - 600K16
$600K - 700K21
$700K - 800K17
$800K - 900K20
$900K - 1M17
$1M - Max152

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family231
Townhouse38
Condo9
Commercial1
Rental112
Lots and Land12
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 12/29/2025)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

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.

Data is updated as of 12/30/2025.

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 12/30/2025.