48 total properties
Did you mean the neighborhood Windermere?
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 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 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
The time to sell is now! THE TIME TO SELL IS NOW!
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 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 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 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 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 1516 HEMPEL AVENUE Windermere, FL MLS# O6342593
$750,000
Studio

Beds

0.0

Baths

1516 HEMPEL AVENUE

Windermere, FL

Courtesy of REAL BROKER, LLC
View 11849 CAVE RUN AVENUE Windermere, FL MLS# O6338823
$765,000
4

Beds

3.1

Baths

3,414

Sq.Ft.

11849 CAVE RUN AVENUE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 1451 WHITNEY ISLES DRIVE Windermere, FL MLS# O6334881
$934,900
4

Beds

3.1

Baths

3,938

Sq.Ft.

1451 WHITNEY ISLES DRIVE

Windermere, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 14377 CREST PALM AVENUE Windermere, FL MLS# G5100373
  • New Construction with Virtual Tour
1 of 49
$939,990
4

Beds

2.1

Baths

3,239

Sq.Ft.

14377 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
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 11096 LEDGEMENT LANE Windermere, FL MLS# O6328218
$939,500
5

Beds

3.2

Baths

3,285

Sq.Ft.

11096 LEDGEMENT LANE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
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 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 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 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 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

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.

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 12/29/2025.