100 total properties
Did you mean the neighborhood Windermere?
View 13154 KEGAN STREET Windermere, FL MLS# O6371410
  • Recently Listed with Virtual Tour
1 of 30
$3,600
5

Beds

4.1

Baths

2,961

Sq.Ft.

13154 KEGAN STREET

Windermere, FL

Courtesy of Lake Mary - WEICHERT, REALTORS® - Hallmark Properties
View 13638 ANCILLA BOULEVARD Windermere, FL MLS# S5139748
$3,550
4

Beds

3.1

Baths

2,770

Sq.Ft.

13638 ANCILLA BOULEVARD

Windermere, FL

Courtesy of FUSION FLORIDA REALTY LLC
View 10765 Village Lake ROAD Windermere, FL MLS# O6191701
$3,500
4

Beds

3.1

Baths

2,317

Sq.Ft.

10765 Village Lake ROAD

Windermere, FL

Courtesy of JWJ REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 6060 ROSEATE SPOONBILL DRIVE Windermere, FL MLS# O6365728
$3,500
3

Beds

2.1

Baths

1,980

Sq.Ft.

6060 ROSEATE SPOONBILL DRIVE

Windermere, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 8631 CRESCENDO AVENUE Windermere, FL MLS# O6368827
  • Recently Listed with Virtual Tour
1 of 18
$3,500
4

Beds

3.1

Baths

2,876

Sq.Ft.

8631 CRESCENDO AVENUE

Windermere, FL

Courtesy of REALTY HUB
View 7448 ELLA LANE Windermere, FL MLS# S5140669
  • Recently Listed with Virtual Tour
1 of 16
$3,500
4

Beds

2.1

Baths

2,623

Sq.Ft.

7448 ELLA LANE

Windermere, FL

Courtesy of LA ROSA REALTY LLC
View 11530 CHARNOCK DRIVE Windermere, FL MLS# S5127464
$3,400
4

Beds

3.0

Baths

2,212

Sq.Ft.

11530 CHARNOCK DRIVE

Windermere, FL

Courtesy of GLASSTONE GROUP INC
View 1626 WHITNEY ISLES DRIVE Windermere, FL MLS# O6364998
$3,400
4

Beds

4.0

Baths

2,645

Sq.Ft.

1626 WHITNEY ISLES DRIVE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 7119 BEEK STREET Windermere, FL MLS# S5132719
  • Virtual Tour
1 of 27
$3,300
3

Beds

2.0

Baths

1,910

Sq.Ft.

7119 BEEK STREET

Windermere, FL

Courtesy of MACKEN REALTY INC
View 7241 SUNNY MEADOW ALLEY Windermere, FL MLS# S5133848
$3,200
3

Beds

2.1

Baths

2,043

Sq.Ft.

7241 SUNNY MEADOW ALLEY

Windermere, FL

Courtesy of B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE
View 7224 HALTON COURT Windermere, FL MLS# O6355553
  • Virtual Tour
1 of 50
$3,200
4

Beds

3.1

Baths

2,420

Sq.Ft.

7224 HALTON COURT

Windermere, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 13426 CHARIHO LANE Windermere, FL MLS# O6299520
$3,150
4

Beds

3.1

Baths

2,600

Sq.Ft.

13426 CHARIHO LANE

Windermere, FL

Courtesy of LA ROSA REALTY ORLANDO LLC
View Address not provided Windermere, FL MLS# TB8453714
$3,119
4

Beds

3.1

Baths

2,745

Sq.Ft.

Address not provided

Windermere, FL

Courtesy of TAH FLORIDA LLC
View 13253 VENNETTA WAY Windermere, FL MLS# O6368845
  • Recently Listed with Virtual Tour
1 of 19
$3,095
4

Beds

3.1

Baths

2,745

Sq.Ft.

13253 VENNETTA WAY

Windermere, FL

Courtesy of ACHIEVA REALTY, INC
View Address not provided Windermere, FL MLS# TB8453727
$3,059
4

Beds

3.1

Baths

2,659

Sq.Ft.

Address not provided

Windermere, FL

Courtesy of TAH FLORIDA LLC
View 14217 BRIDGEWATER CROSSINGS BOULEVARD Windermere, FL MLS# O6357143
$3,000
4

Beds

3.0

Baths

2,419

Sq.Ft.

14217 BRIDGEWATER CROSSINGS BOULEVARD

Windermere, FL

Courtesy of Lake Mary - WEICHERT, REALTORS® - Hallmark Properties
View 11551 VIA LUCERNA CIRCLE Windermere, FL MLS# O6362570
$3,000
4

Beds

2.1

Baths

2,206

Sq.Ft.

11551 VIA LUCERNA CIRCLE

Windermere, FL

Courtesy of FLORIDA REALTY EXCHANGE LLC
View 7681 FORDSON LANE Windermere, FL MLS# O6344027
  • Virtual Tour
1 of 17
$2,900
4

Beds

2.1

Baths

1,997

Sq.Ft.

7681 FORDSON LANE

Windermere, FL

Courtesy of REILE REALTY CORP
View 7505 FAIRGROVE AVENUE Windermere, FL MLS# O6352287
$2,900
3

Beds

2.1

Baths

1,980

Sq.Ft.

7505 FAIRGROVE AVENUE

Windermere, FL

Courtesy of METROPOLITAN R.E SOLUTIONS INC
View 8174 ENCHANTMENT DRIVE 1601 Windermere, FL MLS# O6355768
$2,900
3

Beds

2.1

Baths

1,852

Sq.Ft.

8174 ENCHANTMENT DRIVE 1601

Windermere, FL

Courtesy of MS LAND & BUILDING 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

275

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 - 400K22
$400K - 500K21
$500K - 600K15
$600K - 700K21
$700K - 800K19
$800K - 900K17
$900K - 1M15
$1M - Max145

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family218
Townhouse36
Condo7
Commercial1
Rental99
Lots and Land13
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 1/6/2026)

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 1/8/2026.