111 total properties
Did you mean the neighborhood Windermere?
View 8320 IRON MOUNTAIN TRAIL Windermere, FL MLS# S5140587
  • Recently Listed with Virtual Tour
1 of 39
$2,950
4

Beds

2.1

Baths

1,766

Sq.Ft.

8320 IRON MOUNTAIN TRAIL

Windermere, FL

Courtesy of TRANSCEND REALTY
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
The time to sell is now! THE TIME TO SELL IS NOW!
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 11842 SILVERLAKE PARK DRIVE Windermere, FL MLS# O6368823
  • Recently Listed with Virtual Tour
1 of 61
$2,900
4

Beds

2.1

Baths

2,115

Sq.Ft.

11842 SILVERLAKE PARK DRIVE

Windermere, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 12337 VIA DERNA PLACE Windermere, FL MLS# O6369619
  • Recently Listed with Virtual Tour
1 of 23
$2,890
4

Beds

3.1

Baths

1,936

Sq.Ft.

12337 VIA DERNA PLACE

Windermere, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 13744 SUMMER HARBOR CT. Windermere, FL MLS# O6358784
$2,850
3

Beds

2.1

Baths

2,205

Sq.Ft.

13744 SUMMER HARBOR CT.

Windermere, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 8436 GREENBANK BOULEVARD Windermere, FL MLS# O6364887
$2,850
3

Beds

2.0

Baths

1,894

Sq.Ft.

8436 GREENBANK BOULEVARD

Windermere, FL

Courtesy of REALTY HUB
View 13833 BRIDGEWATER CROSSINGS BOULEVARD Windermere, FL MLS# O6333262
$2,849
4

Beds

3.1

Baths

2,451

Sq.Ft.

13833 BRIDGEWATER CROSSINGS BOULEVARD

Windermere, FL

Courtesy of BAHIA INTERNATIONAL REALTY
View 8620 WELLINGTON BLUE LN Windermere, FL MLS# O6325630
$2,800
3

Beds

2.1

Baths

1,768

Sq.Ft.

8620 WELLINGTON BLUE LN

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP LLC
View 805 OAKDALE STREET Windermere, FL MLS# O6357829
$2,800
3

Beds

2.0

Baths

1,710

Sq.Ft.

805 OAKDALE STREET

Windermere, FL

Courtesy of PREMIER MANAGEMENT GROUP INC
View 8500 IRON MOUNTAIN TRAIL Windermere, FL MLS# O6356548
$2,800
3

Beds

2.1

Baths

1,878

Sq.Ft.

8500 IRON MOUNTAIN TRAIL

Windermere, FL

Courtesy of TRUSTHOME PROPERTIES INC
View 13333 GORGONA ISLE DRIVE Windermere, FL MLS# O6367607
  • Recently Listed with Virtual Tour
1 of 41
$2,800
3

Beds

2.1

Baths

1,779

Sq.Ft.

13333 GORGONA ISLE DRIVE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 8639 VIA TRIESTE DRIVE Windermere, FL MLS# TB8429603
  • Adult Community with Virtual Tour
1 of 30
$2,750
4

Beds

3.1

Baths

2,464

Sq.Ft.

8639 VIA TRIESTE DRIVE

Windermere, FL

Courtesy of CANVAS REAL ESTATE
View 13718 BECKMAN DRIVE Windermere, FL MLS# S5136490
$2,750
3

Beds

2.1

Baths

1,912

Sq.Ft.

13718 BECKMAN DRIVE

Windermere, FL

Courtesy of MD3 HOMES LLC
View 11267 GRANDER DRIVE Windermere, FL MLS# O6343897
$2,700
3

Beds

2.1

Baths

1,743

Sq.Ft.

11267 GRANDER DRIVE

Windermere, FL

Courtesy of MANAGER PROP
View 7654 FAIRGROVE AVENUE Windermere, FL MLS# O6354642
$2,700
4

Beds

2.1

Baths

1,866

Sq.Ft.

7654 FAIRGROVE AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 11819 VERMILLION AVENUE Windermere, FL MLS# O6358065
$2,700
3

Beds

2.1

Baths

1,760

Sq.Ft.

11819 VERMILLION AVENUE

Windermere, FL

Courtesy of CENTENNIAL REALTY GROUP LLC
View 7601 RIPPLEPOINTE WAY Windermere, FL MLS# O6363832
$2,700
3

Beds

2.1

Baths

1,881

Sq.Ft.

7601 RIPPLEPOINTE WAY

Windermere, FL

Courtesy of ANA TEIXEIRA REALTY
View Address not provided Windermere, FL MLS# O6367609
  • Recently Listed with Virtual Tour
1 of 8
$2,700
3

Beds

2.1

Baths

1,584

Sq.Ft.

Address not provided

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE

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.