249 total properties
Did you mean the neighborhood Windermere?
View 12744 LANGSTAFF DRIVE Windermere, FL MLS# S5154691
$394,900
3

Beds

2.1

Baths

1,369

Sq.Ft.

12744 LANGSTAFF DRIVE

Windermere, FL

Courtesy of MY REALTY GROUP, LLC.
View 9904 BRENTFORD COURT Windermere, FL MLS# O6428604
$2,250,000
5

Beds

4.1

Baths

4,504

Sq.Ft.

9904 BRENTFORD COURT

Windermere, FL

View 14213 CREST PALM AVENUE Windermere, FL MLS# G5115749
$1,305,990
6

Beds

4.1

Baths

4,564

Sq.Ft.

14213 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 7752 RIGBY STREET Windermere, FL MLS# O6422269
  • Virtual Tour
1 of 23
$399,000
3

Beds

2.1

Baths

1,335

Sq.Ft.

7752 RIGBY STREET

Windermere, FL

Courtesy of ATLIS REALTY GROUP LLC
View 8001 Enchantment Drive 1001 Windermere, FL MLS# B26057366
$395,000
4

Beds

3.1

Baths

1,792

Sq.Ft.

8001 Enchantment Drive 1001

Windermere, FL

View 5746 OXFORD MOOR BOULEVARD Windermere, FL MLS# O6427113
$1,289,000
4

Beds

3.0

Baths

3,793

Sq.Ft.

5746 OXFORD MOOR BOULEVARD

Windermere, FL

Courtesy of UPWELL REALTY LLC
View 8386 IRON MOUNTAIN TRAIL Windermere, FL MLS# S5154426
$438,000
4

Beds

2.1

Baths

1,631

Sq.Ft.

8386 IRON MOUNTAIN TRAIL

Windermere, FL

Courtesy of MY REALTY GROUP, LLC.
View 13231 ROXBORO ROAD Windermere, FL MLS# O6427997
$579,000
3

Beds

2.0

Baths

1,706

Sq.Ft.

13231 ROXBORO ROAD

Windermere, FL

View 6208 TALARIA DRIVE Windermere, FL MLS# O6427527
$750,000
5

Beds

4.0

Baths

3,373

Sq.Ft.

6208 TALARIA DRIVE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 13006 SUNKISS LOOP Windermere, FL MLS# O6427757
$379,900
2

Beds

2.0

Baths

1,155

Sq.Ft.

13006 SUNKISS LOOP

Windermere, FL

View 8931 LOOKOUT POINTE DRIVE Windermere, FL MLS# O6427614
$740,000
5

Beds

4.0

Baths

2,989

Sq.Ft.

8931 LOOKOUT POINTE DRIVE

Windermere, FL

Courtesy of SPECIALIZED PROPERTY MANAGEMENT
View 7222 STILL POND LANE Windermere, FL MLS# O6426722
$600,000
3

Beds

2.0

Baths

2,066

Sq.Ft.

7222 STILL POND LANE

Windermere, FL

Courtesy of ATRIUM REALTY, LLC
View 13250 BELLARIA CIRCLE Windermere, FL MLS# W7887812
$2,800,000
6

Beds

7.1

Baths

6,781

Sq.Ft.

13250 BELLARIA CIRCLE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY INC
View 9021 VIA DI CANTI Windermere, FL MLS# O6437659
  • Virtual Tour
1 of 33
$550,000
5

Beds

3.1

Baths

2,268

Sq.Ft.

9021 VIA DI CANTI

Windermere, FL

View 12085 SANDY SHORES DRIVE Windermere, FL MLS# O6426164
$1,225,000
5

Beds

3.0

Baths

2,831

Sq.Ft.

12085 SANDY SHORES DRIVE

Windermere, FL

Courtesy of ALL REAL ESTATE & INVESTMENTS
View 11773 BELLA MILANO COURT Windermere, FL MLS# O6426386
$629,900
5

Beds

3.1

Baths

2,626

Sq.Ft.

11773 BELLA MILANO COURT

Windermere, FL

Courtesy of KELLER WILLIAMS ADVANTAGE 2 REALTY
View 7712 FORDSON LANE Windermere, FL MLS# O6425885
  • Virtual Tour
1 of 37
$350,000
3

Beds

2.1

Baths

1,644

Sq.Ft.

7712 FORDSON LANE

Windermere, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 7537 BROFIELD AVENUE Windermere, FL MLS# O6426217
$659,000
4

Beds

3.1

Baths

2,610

Sq.Ft.

7537 BROFIELD AVENUE

Windermere, FL

View 12417 MONTALCINO CIRCLE Windermere, FL MLS# O6425494
$1,595,000
4

Beds

3.1

Baths

3,166

Sq.Ft.

12417 MONTALCINO CIRCLE

Windermere, FL

Courtesy of LA ROSA REALTY LLC
View 8713 Crescendo Windermere, FL MLS# A12054326
  • Virtual Tour
1 of 24
$780,000
3

Beds

2.1

Baths

8713 Crescendo

Windermere, FL

Courtesy of REALTY ONE GROUP EVOLUTION

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

310

Estimated median home price

$999,500
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 - 200K1
$200K - 300K3
$300K - 400K27
$400K - 500K26
$500K - 600K25
$600K - 700K31
$700K - 800K20
$800K - 900K9
$900K - 1M14
$1M - Max154

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family237
Townhouse42
Condo10
Commercial1
Rental88
Lots and Land20
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 10/5/2026)

Information deemed reliable but not guaranteed.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

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 10/6/2026.