115 total properties
Did you mean the neighborhood Windermere?
View 13219 CHARFIELD STREET Windermere, FL MLS# O6420991
  • Recently Listed with Virtual Tour
1 of 31
$565,000
3

Beds

2.0

Baths

1,706

Sq.Ft.

13219 CHARFIELD STREET

Windermere, FL

View 8168 BOAT HOOK LOOP 724 Windermere, FL MLS# O6421614
  • Recently Listed with Virtual Tour
1 of 17
$325,000
3

Beds

2.0

Baths

1,455

Sq.Ft.

8168 BOAT HOOK LOOP 724

Windermere, FL

View 11446 JASPER KAY TERRACE 103 Windermere, FL MLS# O6420653
$330,000
3

Beds

2.0

Baths

1,442

Sq.Ft.

11446 JASPER KAY TERRACE 103

Windermere, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 13845 BRIDGEWATER CROSSINGS BLVD Windermere, FL MLS# O6421552
  • Recently Listed with Virtual Tour
1 of 26
$474,900
3

Beds

2.1

Baths

1,636

Sq.Ft.

13845 BRIDGEWATER CROSSINGS BLVD

Windermere, FL

View 11249 RAPALLO LANE Windermere, FL MLS# O6421056
$750,000
5

Beds

2.1

Baths

2,366

Sq.Ft.

11249 RAPALLO LANE

Windermere, FL

View 13137 PENSHURST LANE Windermere, FL MLS# O6421270
  • Recently Listed with Virtual Tour
1 of 46
OPEN HOUSE: Saturday 7/25 1:00 PM - 3:00 PM
$560,000
3

Beds

2.0

Baths

1,948

Sq.Ft.

13137 PENSHURST LANE

Windermere, FL

View 7409 FAIRGROVE AVENUE Windermere, FL MLS# O6420597
$765,990
5

Beds

3.0

Baths

3,285

Sq.Ft.

7409 FAIRGROVE AVENUE

Windermere, FL

Courtesy of SUNSTAR REALTY FL INC
View 8180 BOAT HOOK LOOP 102 Windermere, FL MLS# O6420460
$295,000
2

Beds

2.0

Baths

1,161

Sq.Ft.

8180 BOAT HOOK LOOP 102

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 11429 BROWNSTONE STREET Windermere, FL MLS# O6421245
  • Recently Listed with Virtual Tour
1 of 40
$460,000
4

Beds

2.1

Baths

1,910

Sq.Ft.

11429 BROWNSTONE STREET

Windermere, FL

View 11400 CENTER LAKE DRIVE Windermere, FL MLS# O6415492
$439,000
3

Beds

2.1

Baths

1,881

Sq.Ft.

11400 CENTER LAKE DRIVE

Windermere, FL

View 5032 BEACH RIVER ROAD Windermere, FL MLS# O6418594
$569,000
4

Beds

2.1

Baths

2,306

Sq.Ft.

5032 BEACH RIVER ROAD

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 13424 HOPKINTON CT Windermere, FL MLS# O6419100
$549,999
4

Beds

3.0

Baths

2,190

Sq.Ft.

13424 HOPKINTON CT

Windermere, FL

View 7723 FAIRGROVE AVENUE Windermere, FL MLS# O6418789
$390,000
3

Beds

2.1

Baths

1,680

Sq.Ft.

7723 FAIRGROVE AVENUE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 12988 BORLAND STREET Windermere, FL MLS# O6418023
$435,000
3

Beds

2.1

Baths

1,460

Sq.Ft.

12988 BORLAND STREET

Windermere, FL

View 8218 MYSTIC VIEW WAY 2801 Windermere, FL MLS# O6418357
$409,975
3

Beds

2.1

Baths

1,840

Sq.Ft.

8218 MYSTIC VIEW WAY 2801

Windermere, FL

Courtesy of Orlando - WEICHERT, REALTORS® - Hallmark Properties
View 13330 LONGACRE DRIVE Windermere, FL MLS# O6418405
$550,000
3

Beds

2.1

Baths

2,306

Sq.Ft.

13330 LONGACRE DRIVE

Windermere, FL

Courtesy of SUNSTAR REALTY FL INC
View 11472 CENTER LAKE DRIVE Windermere, FL MLS# O6418257
$429,000
4

Beds

2.1

Baths

1,898

Sq.Ft.

11472 CENTER LAKE DRIVE

Windermere, FL

View 8470 IRON MOUNTAIN TRAIL Windermere, FL MLS# S5152347
$449,900
3

Beds

2.1

Baths

1,664

Sq.Ft.

8470 IRON MOUNTAIN TRAIL

Windermere, FL

View 13407 LEMON ORCHARD BEND Windermere, FL MLS# TB8519889
  • New Construction with Virtual Tour
1 of 18
$648,683
3

Beds

2.1

Baths

1,714

Sq.Ft.

13407 LEMON ORCHARD BEND

Windermere, FL

View 12357 VIA DERNA PLACE Windermere, FL MLS# O6417519
$430,000
3

Beds

2.1

Baths

1,919

Sq.Ft.

12357 VIA DERNA PLACE

Windermere, FL

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

$1,070,000
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

PriceCount
$0 - 100K1
$100K - 200K0
$200K - 300K3
$300K - 400K15
$400K - 500K30
$500K - 600K28
$600K - 700K23
$700K - 800K14
$800K - 900K15
$900K - 1M11
$1M - Max151

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family231
Townhouse37
Condo9
Commercial1
Rental85
Lots and Land13
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 7/21/2026)

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 7/22/2026.