104 total properties
Did you mean the neighborhood Windermere?
View 12821 WESTSIDE VILLAGE LOOP Windermere, FL MLS# O6357888
$3,800
5

Beds

3.1

Baths

3,689

Sq.Ft.

12821 WESTSIDE VILLAGE LOOP

Windermere, FL

Courtesy of LA ROSA REALTY KISSIMMEE
View 11562 AMIDSHIP LANE 208 Windermere, FL MLS# O6357378
$2,000
3

Beds

2.0

Baths

1,442

Sq.Ft.

11562 AMIDSHIP LANE 208

Windermere, FL

Courtesy of ALFANO PROPERTY MANAGEMENT
View 8265 MARITIME FLAG STREET 101 Windermere, FL MLS# O6357575
$2,250
3

Beds

2.1

Baths

1,644

Sq.Ft.

8265 MARITIME FLAG STREET 101

Windermere, FL

Courtesy of FLORIDA REALTY INVESTMENTS
The time to sell is now! THE TIME TO SELL IS NOW!
View 2943 MARQUESAS COURT Windermere, FL MLS# O6357519
  • Virtual Tour
1 of 60
$4,150
4

Beds

2.1

Baths

2,145

Sq.Ft.

2943 MARQUESAS COURT

Windermere, FL

Courtesy of INTEGRITY REAL ESTATE GROUP, LLC
View 14284 DESERT HAVEN STREET 806 Windermere, FL MLS# O6357673
$2,450
3

Beds

2.1

Baths

1,840

Sq.Ft.

14284 DESERT HAVEN STREET 806

Windermere, FL

Courtesy of CINO INTERNATIONAL INC
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 7351 MILLSTONE STREET Windermere, FL MLS# S5137579
  • Virtual Tour
1 of 15
$2,350
3

Beds

2.0

Baths

1,510

Sq.Ft.

7351 MILLSTONE STREET

Windermere, FL

Courtesy of FRONTLINE FLORIDA REALTY, INC.
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 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
View 7231 SANGALLA DRIVE Windermere, FL MLS# O6353071
  • Virtual Tour
1 of 40
$6,800
5

Beds

4.1

Baths

3,835

Sq.Ft.

7231 SANGALLA DRIVE

Windermere, FL

Courtesy of VINTAGE REALTY GROUP LLC
View 8418 BOWDEN WAY Windermere, FL MLS# O6355434
  • Virtual Tour
1 of 31
$6,000
3

Beds

2.1

Baths

2,309

Sq.Ft.

8418 BOWDEN WAY

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 7448 LEIGHSIDE DRIVE Windermere, FL MLS# S5137210
  • Virtual Tour
1 of 35
$2,600
3

Beds

2.1

Baths

1,881

Sq.Ft.

7448 LEIGHSIDE DRIVE

Windermere, FL

Courtesy of ALTIS REALTY
View 5426 GEMGOLD COURT Windermere, FL MLS# O6354639
  • Virtual Tour
1 of 61
$4,000
4

Beds

2.1

Baths

2,648

Sq.Ft.

5426 GEMGOLD COURT

Windermere, FL

Courtesy of LPT REALTY, LLC
View 4012 ISABELLA CIRCLE Windermere, FL MLS# O6354060
  • Virtual Tour
1 of 71
$14,800
6

Beds

7.2

Baths

7,337

Sq.Ft.

4012 ISABELLA CIRCLE

Windermere, FL

Courtesy of METROPOLITAN R.E SOLUTIONS INC
View 7505 FAIRGROVE AVENUE Windermere, FL MLS# O6352287
  • Virtual Tour
1 of 29
$2,900
3

Beds

2.1

Baths

1,980

Sq.Ft.

7505 FAIRGROVE AVENUE

Windermere, FL

Courtesy of METROPOLITAN R.E SOLUTIONS INC
View 13718 BECKMAN DRIVE Windermere, FL MLS# S5136490
  • Virtual Tour
1 of 20
$2,750
3

Beds

2.1

Baths

1,912

Sq.Ft.

13718 BECKMAN DRIVE

Windermere, FL

Courtesy of MD3 HOMES LLC
View 4303 ISABELLA CIRCLE Windermere, FL MLS# O6348386
  • Virtual Tour
1 of 77
$17,900
7

Beds

4.2

Baths

4,609

Sq.Ft.

4303 ISABELLA CIRCLE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 6844 VALHALLA WAY Windermere, FL MLS# O6346276
  • Virtual Tour
1 of 59
$15,000
5

Beds

5.1

Baths

5,339

Sq.Ft.

6844 VALHALLA WAY

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 11905 CAMDEN PARK DRIVE Windermere, FL MLS# O6348624
$5,000
4

Beds

4.1

Baths

3,483

Sq.Ft.

11905 CAMDEN PARK DRIVE

Windermere, FL

Courtesy of KEENE'S POINTE REALTY
View 13106 ORANGE ISLE DRIVE Windermere, FL MLS# O6348003
$4,300
5

Beds

4.1

Baths

3,312

Sq.Ft.

13106 ORANGE ISLE DRIVE

Windermere, FL

Courtesy of FLORIDA CONNEXION PROPERTIES

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

Price Count
$0 - 100K 0
$100K - 200K 0
$200K - 300K 1
$300K - 400K 20
$400K - 500K 22
$500K - 600K 19
$600K - 700K 28
$700K - 800K 19
$800K - 900K 15
$900K - 1M 13
$1M - Max 144

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 224
Townhouse 34
Condo 8
Commercial 1
Rental 110
Lots and Land 14
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 1/16/2026)

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 1/17/2026.