230 total properties
Did you mean the neighborhood Windermere?
View 416 MAGNOLIA STREET Windermere, FL MLS# O6362356
$885,000
2

Beds

1.1

Baths

2,115

Sq.Ft.

416 MAGNOLIA STREET

Windermere, FL

Courtesy of UPSIDE REAL ESTATE INC
View 1803 GLENBAY COURT Windermere, FL MLS# O6352338
$875,000
4

Beds

3.0

Baths

3,040

Sq.Ft.

1803 GLENBAY COURT

Windermere, FL

Courtesy of LAKESIDE REALTY WINDERMERE INC
View 6631 CRESTMONT GLEN LANE Windermere, FL MLS# O6323076
$859,900
4

Beds

3.1

Baths

3,068

Sq.Ft.

6631 CRESTMONT GLEN LANE

Windermere, FL

Courtesy of IRM INVEST., REAL EST.& MGMT.
The time to sell is now! THE TIME TO SELL IS NOW!
View 11774 VIA LUCERNA CIRCLE Windermere, FL MLS# S5112087
$850,000
5

Beds

4.1

Baths

2,871

Sq.Ft.

11774 VIA LUCERNA CIRCLE

Windermere, FL

Courtesy of PAPP REALTY, INC.
View 11714 DELWICK DRIVE Windermere, FL MLS# O6356567
$850,000
4

Beds

3.0

Baths

2,764

Sq.Ft.

11714 DELWICK DRIVE

Windermere, FL

Courtesy of RE/MAX 200 REALTY
View 9237 MCDAVID COURT Windermere, FL MLS# O6360886
$849,999
4

Beds

2.1

Baths

2,269

Sq.Ft.

9237 MCDAVID COURT

Windermere, FL

Courtesy of GENESYS REALTY LLC
View 11031 LEDGEMENT LANE Windermere, FL MLS# O6325415
$849,900
5

Beds

3.1

Baths

2,788

Sq.Ft.

11031 LEDGEMENT LANE

Windermere, FL

Courtesy of THE WILKINS WAY LLC
View 6926 CUCAMELON COURT Windermere, FL MLS# O6327172
$840,000
5

Beds

4.0

Baths

2,872

Sq.Ft.

6926 CUCAMELON COURT

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 8337 VIVARO ISLE WAY Windermere, FL MLS# O6332989
$825,000
5

Beds

4.0

Baths

3,294

Sq.Ft.

8337 VIVARO ISLE WAY

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View 13212 SWANSEA AVENUE Windermere, FL MLS# O6354879
$820,000
4

Beds

4.0

Baths

3,365

Sq.Ft.

13212 SWANSEA AVENUE

Windermere, FL

Courtesy of DENIZ REALTY PARTNERS LLC
View 6905 NOBLETON DRIVE Windermere, FL MLS# O6356553
$820,000
5

Beds

3.2

Baths

3,345

Sq.Ft.

6905 NOBLETON DRIVE

Windermere, FL

Courtesy of LPT REALTY, LLC
View 4415 BLUE MAJOR DRIVE Windermere, FL MLS# O6359496
$815,000
5

Beds

3.0

Baths

3,211

Sq.Ft.

4415 BLUE MAJOR DRIVE

Windermere, FL

Courtesy of M2M REALTY
View 14551 YELLOW BUTTERFLY ROAD Windermere, FL MLS# O6361922
$800,000
5

Beds

3.1

Baths

3,546

Sq.Ft.

14551 YELLOW BUTTERFLY ROAD

Windermere, FL

Courtesy of ICON REALTY ASSOCIATES INC
View 6615 HELMSLEY CIRCLE Windermere, FL MLS# G5104075
$799,900
5

Beds

3.1

Baths

3,390

Sq.Ft.

6615 HELMSLEY CIRCLE

Windermere, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
View 11660 DELWICK DRIVE Windermere, FL MLS# O6327464
$795,000
4

Beds

4.1

Baths

3,051

Sq.Ft.

11660 DELWICK DRIVE

Windermere, FL

Courtesy of FATHOM REALTY FL LLC
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 7211 STILL POND LANE Windermere, FL MLS# S5134812
$788,000
4

Beds

3.1

Baths

3,091

Sq.Ft.

7211 STILL POND LANE

Windermere, FL

Courtesy of MBT REALTY 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 11922 ANGLE POND AVENUE Windermere, FL MLS# O6328443
$775,000
4

Beds

3.1

Baths

3,382

Sq.Ft.

11922 ANGLE POND AVENUE

Windermere, FL

Courtesy of HOMEVEST REALTY
View 11410 RAPALLO LANE Windermere, FL MLS# O6265256
$769,000
6

Beds

5.1

Baths

3,336

Sq.Ft.

11410 RAPALLO LANE

Windermere, FL

Courtesy of ORLANDO BROTHERS REAL ESTATE 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

285

Estimated median home price

$1,080,000
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 - 300K0
$300K - 400K23
$400K - 500K21
$500K - 600K16
$600K - 700K21
$700K - 800K18
$800K - 900K19
$900K - 1M17
$1M - Max150

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family227
Townhouse37
Condo8
Commercial1
Rental107
Lots and Land12
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 1/1/2026)

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 1/1/2026.

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 1/1/2026.