264 total properties
Did you mean the neighborhood Windermere?
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
The time to sell is now! THE TIME TO SELL IS NOW!
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
$849,000
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 9204 TIBET POINTE CIRCLE Windermere, FL MLS# O6347671
$2,450,000
5

Beds

4.2

Baths

5,291

Sq.Ft.

9204 TIBET POINTE CIRCLE

Windermere, FL

Courtesy of THE SIMON SIMAAN GROUP
View 13420 BONICA WAY Windermere, FL MLS# O6347722
  • Virtual Tour
1 of 62
$1,875,000
5

Beds

4.0

Baths

4,489

Sq.Ft.

13420 BONICA WAY

Windermere, FL

Courtesy of FERRELL REALTY, INC.
View 8337 VIVARO ISLE WAY Windermere, FL MLS# O6332989
  • Virtual Tour
1 of 55
OPEN HOUSE: Sunday 1/18 1:00 PM - 3:00 PM
$825,000
5

Beds

4.0

Baths

3,294

Sq.Ft.

8337 VIVARO ISLE WAY

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View 13448 BELLARIA CIRCLE Windermere, FL MLS# O6346484
$3,200,000
6

Beds

6.1

Baths

6,308

Sq.Ft.

13448 BELLARIA CIRCLE

Windermere, FL

Courtesy of KENNEDY REALTY GROUP LLC
View 13430 HOPKINTON COURT Windermere, FL MLS# O6346406
$585,000
3

Beds

2.0

Baths

1,732

Sq.Ft.

13430 HOPKINTON COURT

Windermere, FL

Courtesy of EXP REALTY LLC
View 13943 EDEN ISLE BOULEVARD Windermere, FL MLS# G5101372
$625,000
4

Beds

2.0

Baths

2,420

Sq.Ft.

13943 EDEN ISLE BOULEVARD

Windermere, FL

Courtesy of TOP WISDOM REALTY INC
View 1703 ROBERTS LANDING ROAD Windermere, FL MLS# O6346120
$1,650,000
4

Beds

4.1

Baths

3,288

Sq.Ft.

1703 ROBERTS LANDING ROAD

Windermere, FL

Courtesy of INTERNATIONAL NETWORK REALTY
View 6102 S HAMPSHIRE COURT Windermere, FL MLS# O6344907
$2,499,000
4

Beds

5.1

Baths

4,810

Sq.Ft.

6102 S HAMPSHIRE COURT

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 4926 INDIAN DEER ROAD Windermere, FL MLS# O6346342
$893,172
5

Beds

4.1

Baths

3,849

Sq.Ft.

4926 INDIAN DEER ROAD

Windermere, FL

Courtesy of COMPASS FLORIDA 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

281

Estimated median home price

$1,045,000
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 - 400K20
$400K - 500K22
$500K - 600K19
$600K - 700K28
$700K - 800K19
$800K - 900K15
$900K - 1M13
$1M - Max144

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family224
Townhouse34
Condo8
Commercial1
Rental110
Lots and Land14
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 1/16/2026)

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 1/16/2026.

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 1/16/2026.