106 total properties
Did you mean the neighborhood Windermere?
View 8563 GREENBANK BOULEVARD Windermere, FL MLS# O6386388
$3,700
4

Beds

3.1

Baths

2,666

Sq.Ft.

8563 GREENBANK BOULEVARD

Windermere, FL

Courtesy of ALVES AND HOWELL REALTY
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
View 13638 ANCILLA BOULEVARD Windermere, FL MLS# S5139748
$3,500
4

Beds

3.1

Baths

2,770

Sq.Ft.

13638 ANCILLA BOULEVARD

Windermere, FL

Courtesy of FUSION FLORIDA REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 13154 KEGAN STREET Windermere, FL MLS# O6371410
$3,500
5

Beds

4.1

Baths

2,961

Sq.Ft.

13154 KEGAN STREET

Windermere, FL

Courtesy of Lake Mary - WEICHERT, REALTORS® - Hallmark Properties
View 8552 POWDER RIDGE TRAIL Windermere, FL MLS# S5143610
$3,500
3

Beds

2.1

Baths

2,612

Sq.Ft.

8552 POWDER RIDGE TRAIL

Windermere, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 12925 HOLDENBURY LANE Windermere, FL MLS# O6385584
  • Recently Listed with Virtual Tour
1 of 24
$3,500
4

Beds

2.1

Baths

2,981

Sq.Ft.

12925 HOLDENBURY LANE

Windermere, FL

Courtesy of INTEREALTY SERVICE
View 12761 BIDEFORD AVENUE Windermere, FL MLS# O6387477
  • Recently Listed with Virtual Tour
1 of 37
$3,500
4

Beds

2.1

Baths

3,011

Sq.Ft.

12761 BIDEFORD AVENUE

Windermere, FL

Courtesy of SHINING OAK REALTY
View 7448 ELLA LANE Windermere, FL MLS# S5140669
  • Virtual Tour
1 of 18
$3,300
4

Beds

2.1

Baths

2,623

Sq.Ft.

7448 ELLA LANE

Windermere, FL

Courtesy of LA ROSA REALTY LLC
View 13790 INGELNOOK DRIVE Windermere, FL MLS# O6374969
$3,300
4

Beds

2.1

Baths

2,369

Sq.Ft.

13790 INGELNOOK DRIVE

Windermere, FL

Courtesy of MS LAND & BUILDING LLC
View 11630 VIA LUCERNA CIRCLE Windermere, FL MLS# O6385251
  • Recently Listed with Virtual Tour
1 of 7
$3,300
4

Beds

3.1

Baths

2,823

Sq.Ft.

11630 VIA LUCERNA CIRCLE

Windermere, FL

Courtesy of SANTOSHI REALTY LLC
View 6746 DUNCASTER STREET Windermere, FL MLS# O6381098
$3,250
4

Beds

2.1

Baths

2,830

Sq.Ft.

6746 DUNCASTER STREET

Windermere, FL

Courtesy of TOP LINE REALTY
View 13243 OVERSTREET ROAD Windermere, FL MLS# S5143317
$3,200
3

Beds

2.0

Baths

2,058

Sq.Ft.

13243 OVERSTREET ROAD

Windermere, FL

Courtesy of LA ROSA REALTY LLC
View 5019 BLUE MAJOR DRIVE Windermere, FL MLS# O6382091
  • Recently Listed with Virtual Tour
1 of 20
$3,200
4

Beds

3.0

Baths

2,345

Sq.Ft.

5019 BLUE MAJOR DRIVE

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 7241 SUNNY MEADOW ALLEY Windermere, FL MLS# S5133848
$3,100
3

Beds

2.1

Baths

2,043

Sq.Ft.

7241 SUNNY MEADOW ALLEY

Windermere, FL

Courtesy of B LIVE COMMERCIAL AND RESIDENT
View 11507 CHARNOCK DRIVE Windermere, FL MLS# O6380483
$3,049
4

Beds

2.1

Baths

2,214

Sq.Ft.

11507 CHARNOCK DRIVE

Windermere, FL

Courtesy of ORLANDO REALTY & PROPERTY MGNT
View Address not provided Windermere, FL MLS# TB8453727
$3,039
4

Beds

3.1

Baths

2,659

Sq.Ft.

Address not provided

Windermere, FL

Courtesy of TAH FLORIDA LLC
View 1602 ROBERTS LANDING ROAD Windermere, FL MLS# O6387865
  • Recently Listed with Virtual Tour
1 of 13
$3,000
4

Beds

2.0

Baths

2,352

Sq.Ft.

1602 ROBERTS LANDING ROAD

Windermere, FL

Courtesy of ASA FLORIDA PROPERTIES INC
View 10710 REAMS ROAD Windermere, FL MLS# O6383203
  • Recently Listed with Virtual Tour
1 of 34
$2,950
4

Beds

2.1

Baths

2,092

Sq.Ft.

10710 REAMS ROAD

Windermere, FL

Courtesy of ALFANO PROPERTY MANAGEMENT
View 12536 CLIMBING VINE COURT Windermere, FL MLS# O6377191
$2,900
3

Beds

2.0

Baths

2,316

Sq.Ft.

12536 CLIMBING VINE COURT

Windermere, FL

Courtesy of EAST PEARL REALTY
View 8636 POWDER RIDGE TRAIL Windermere, FL MLS# O6381991
$2,900
4

Beds

2.1

Baths

2,086

Sq.Ft.

8636 POWDER RIDGE TRAIL

Windermere, FL

Courtesy of SHINING OAK REALTY

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

308

Estimated median home price

$1,014,995
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 - 100K1
$100K - 200K0
$200K - 300K0
$300K - 400K19
$400K - 500K22
$500K - 600K29
$600K - 700K24
$700K - 800K25
$800K - 900K21
$900K - 1M13
$1M - Max154

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family253
Townhouse35
Condo5
Commercial1
Rental106
Lots and Land14
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 3/6/2026)

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 3/6/2026.