105 total properties
Did you mean the neighborhood Windermere?
View 7508 LAKE ALBERT DRIVE Windermere, FL MLS# O6341533
$4,200
4

Beds

3.1

Baths

3,059

Sq.Ft.

7508 LAKE ALBERT DRIVE

Windermere, FL

Courtesy of MS LAND & BUILDING LLC
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 12910 CALDERDALE AVENUE Windermere, FL MLS# R4909829
$2,500
3

Beds

2.1

Baths

1,545

Sq.Ft.

12910 CALDERDALE AVENUE

Windermere, FL

Courtesy of SIMS REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 14409 CREST PALM AVENUE Windermere, FL MLS# O6338736
  • New Construction with Virtual Tour
1 of 57
$4,500
6

Beds

3.1

Baths

3,764

Sq.Ft.

14409 CREST PALM AVENUE

Windermere, FL

Courtesy of RENT A FLORIDA HOME
View 14415 CREST PALM AVENUE Windermere, FL MLS# O6338743
  • New Construction with Virtual Tour
1 of 61
$4,500
6

Beds

3.1

Baths

3,764

Sq.Ft.

14415 CREST PALM AVENUE

Windermere, FL

Courtesy of RENT A FLORIDA HOME
View 8168 BOAT HOOK LOOP 707 Windermere, FL MLS# S5131775
$2,300
3

Beds

2.0

Baths

1,332

Sq.Ft.

8168 BOAT HOOK LOOP 707

Windermere, FL

Courtesy of TEAM DONOVAN
View 4345 SALTMARSH SPARROW DRIVE Windermere, FL MLS# O6337228
$4,500
6

Beds

5.1

Baths

3,389

Sq.Ft.

4345 SALTMARSH SPARROW DRIVE

Windermere, FL

Courtesy of ICON REALTY ASSOCIATES INC
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 13645 RIGGS WAY Windermere, FL MLS# O6335188
  • Virtual Tour
1 of 12
$2,695
3

Beds

2.0

Baths

2,023

Sq.Ft.

13645 RIGGS WAY

Windermere, FL

Courtesy of CINO INTERNATIONAL INC
View 9134 SABAL PALM CIRCLE Windermere, FL MLS# O6344215
$3,300
4

Beds

2.1

Baths

2,026

Sq.Ft.

9134 SABAL PALM CIRCLE

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 7452 LEIGHSIDE DRIVE Windermere, FL MLS# O6334058
  • Virtual Tour
1 of 9
$2,500
3

Beds

2.1

Baths

1,910

Sq.Ft.

7452 LEIGHSIDE DRIVE

Windermere, FL

Courtesy of LJL REAL ESTATE, INC.
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 11445 VICOLO LOOP Windermere, FL MLS# O6330080
  • Virtual Tour
1 of 28
$4,150
4

Beds

4.0

Baths

3,144

Sq.Ft.

11445 VICOLO LOOP

Windermere, FL

Courtesy of BLUE MAGNOLIA REALTY LLC
View Address not provided Windermere, FL MLS# O6328070
  • Virtual Tour
1 of 37
$2,950
4

Beds

2.1

Baths

2,028

Sq.Ft.

Address not provided

Windermere, FL

Courtesy of INT'L PROFESSIONAL REALTY INC
View 3999 ISABELLA CIRCLE Windermere, FL MLS# O6320216
  • Virtual Tour
1 of 42
$17,950
6

Beds

6.2

Baths

6,881

Sq.Ft.

3999 ISABELLA CIRCLE

Windermere, FL

Courtesy of DELUCA REAL ESTATE SERVICES CORP
View 8180 BOAT HOOK LOOP 310 Windermere, FL MLS# O6318715
$2,300
3

Beds

2.0

Baths

1,442

Sq.Ft.

8180 BOAT HOOK LOOP 310

Windermere, FL

Courtesy of TOP TEAM REALTY, LLC.
View 9343 TIBET POINTE CIRCLE Windermere, FL MLS# O6316963
$35,900
7

Beds

8.2

Baths

8,362

Sq.Ft.

9343 TIBET POINTE CIRCLE

Windermere, FL

Courtesy of LA ROSA REALTY LLC
View 12860 LAKE SAWYER LANE Windermere, FL MLS# O6317050
  • Adult Community with Virtual Tour
1 of 50
$5,800
3

Beds

2.0

Baths

1,725

Sq.Ft.

12860 LAKE SAWYER LANE

Windermere, FL

Courtesy of CROWN REALTY COMPANY
View 11530 CHARNOCK DRIVE Windermere, FL MLS# S5127464
  • Virtual Tour
1 of 10
$3,400
4

Beds

3.0

Baths

2,212

Sq.Ft.

11530 CHARNOCK DRIVE

Windermere, FL

Courtesy of GLASSTONE GROUP INC
View 13426 CHARIHO LANE Windermere, FL MLS# O6299520
  • Virtual Tour
1 of 80
$3,150
4

Beds

3.1

Baths

2,600

Sq.Ft.

13426 CHARIHO LANE

Windermere, FL

Courtesy of LA ROSA REALTY ORLANDO 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

285

Estimated median home price

$1,080,000
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 0
$300K - 400K 23
$400K - 500K 21
$500K - 600K 16
$600K - 700K 21
$700K - 800K 18
$800K - 900K 19
$900K - 1M 17
$1M - Max 150

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 227
Townhouse 37
Condo 8
Commercial 1
Rental 107
Lots and Land 12
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 1/1/2026)

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 1/1/2026.