139 total properties
Did you mean the neighborhood Windermere?
View 299 W 4TH AVENUE Windermere, FL MLS# O6357207
  • Virtual Tour
1 of 42
$895,000
4

Beds

3.0

Baths

2,410

Sq.Ft.

299 W 4TH AVENUE

Windermere, FL

Courtesy of UPSIDE REAL ESTATE INC
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
View 12676 SALOMON COVE DRIVE Windermere, FL MLS# O6357657
$890,000
6

Beds

4.0

Baths

3,667

Sq.Ft.

12676 SALOMON COVE DRIVE

Windermere, FL

Courtesy of LPT REALTY, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
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 8752 LOOKOUT POINTE DRIVE Windermere, FL MLS# O6322639
$869,000
4

Beds

3.1

Baths

3,270

Sq.Ft.

8752 LOOKOUT POINTE DRIVE

Windermere, FL

Courtesy of LA ROSA REALTY PREMIER LLC
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.
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
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1 of 55
OPEN HOUSE: Sunday 12/28 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 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
$814,888
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

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

289

Estimated median home price

$1,075,000
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 - 400K25
$400K - 500K23
$500K - 600K16
$600K - 700K21
$700K - 800K17
$800K - 900K20
$900K - 1M17
$1M - Max150

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family229
Townhouse38
Condo9
Commercial1
Rental113
Lots and Land12
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 12/27/2025)

Information deemed reliable but not guaranteed.

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 12/28/2025.