104 total properties
Did you mean the neighborhood Windermere?
View 11649 WATER RUN ALLEY Windermere, FL MLS# O6449420
  • Recently Listed with Virtual Tour
1 of 20
$2,800
3

Beds

2.1

Baths

1,584

Sq.Ft.

11649 WATER RUN ALLEY

Windermere, FL

Courtesy of LEGENDS REALTY
View 11812 WATER RUN ALLEY Windermere, FL MLS# O6444415
  • Recently Listed with Virtual Tour
1 of 26
$3,500
3

Beds

2.1

Baths

1,569

Sq.Ft.

11812 WATER RUN ALLEY

Windermere, FL

Courtesy of BR2US REALTY CORP
View 8128 JAILENE DRIVE Windermere, FL MLS# O6449154
$2,799
4

Beds

3.0

Baths

2,214

Sq.Ft.

8128 JAILENE DRIVE

Windermere, FL

Courtesy of PREMIUM PROPERTIES R.E SERVICE
The time to sell is now! THE TIME TO SELL IS NOW!
View 11654 WATER RUN ALLEY Windermere, FL MLS# R4912153
  • Recently Listed with Virtual Tour
1 of 15
$2,550
3

Beds

2.1

Baths

1,712

Sq.Ft.

11654 WATER RUN ALLEY

Windermere, FL

Courtesy of BHM PROPERTIES II, LLC
View 5944 CAYMUS LOOP Windermere, FL MLS# O6448128
  • Recently Listed with Virtual Tour
1 of 45
$6,000
4

Beds

3.0

Baths

2,984

Sq.Ft.

5944 CAYMUS LOOP

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP LLC
View 8221 MYSTIC VIEW WAY 2905 Windermere, FL MLS# O6449037
$2,295
3

Beds

2.1

Baths

1,512

Sq.Ft.

8221 MYSTIC VIEW WAY 2905

Windermere, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 3278 DOWNS COVE RD ROAD Windermere, FL MLS# O6446001
$3,995
3

Beds

2.0

Baths

1,353

Sq.Ft.

3278 DOWNS COVE RD ROAD

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 13018 LANGSTAFF DRIVE Windermere, FL MLS# S5159221
$2,370
2

Beds

2.1

Baths

1,280

Sq.Ft.

13018 LANGSTAFF DRIVE

Windermere, FL

Courtesy of A+ HOME RENTALS LLC
View 9241 PATRIMONIO LOOP Windermere, FL MLS# O6448651
$3,700
3

Beds

2.1

Baths

2,203

Sq.Ft.

9241 PATRIMONIO LOOP

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 5569 LEMON ORCHARD BEND Windermere, FL MLS# O6447262
  • New Construction with Virtual Tour
1 of 57
$3,500
3

Beds

2.1

Baths

1,649

Sq.Ft.

5569 LEMON ORCHARD BEND

Windermere, FL

Courtesy of BROKERS REAL ESTATE GROUP INC
View 5831 SOTER LANE Windermere, FL MLS# S5159192
  • Virtual Tour
1 of 32
$2,900
3

Beds

2.1

Baths

2,093

Sq.Ft.

5831 SOTER LANE

Windermere, FL

Courtesy of ACKLEY FLORIDA PROPERTY MANAGEMENT INC
View 1349 WHITNEY ISLES DRIVE Windermere, FL MLS# O6448607
$3,795
5

Beds

3.1

Baths

3,106

Sq.Ft.

1349 WHITNEY ISLES DRIVE

Windermere, FL

Courtesy of BRIC REALTY LLC
View 8179 MARITIME FLAG STREET 206 Windermere, FL MLS# O6448291
$2,500
3

Beds

2.0

Baths

1,455

Sq.Ft.

8179 MARITIME FLAG STREET 206

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 5577 LEMON ORCHARD BEND Windermere, FL MLS# O6447821
  • New Construction with Virtual Tour
1 of 29
$3,450
3

Beds

2.1

Baths

1,699

Sq.Ft.

5577 LEMON ORCHARD BEND

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 11438 CLAYMONT CIRCLE Windermere, FL MLS# O6446525
$6,500
3

Beds

3.0

Baths

2,317

Sq.Ft.

11438 CLAYMONT CIRCLE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 11773 BELLA MILANO COURT Windermere, FL MLS# O6446878
$3,795
4

Beds

3.0

Baths

2,626

Sq.Ft.

11773 BELLA MILANO COURT

Windermere, FL

Courtesy of 407 PROPERTIES
View 10616 REAMS ROAD Windermere, FL MLS# O6447176
  • Virtual Tour
1 of 41
$2,900
4

Beds

2.1

Baths

2,087

Sq.Ft.

10616 REAMS ROAD

Windermere, FL

Courtesy of JOY ESTATE ENTERPRISE INC
View 5573 LEMON ORCHARD BEND Windermere, FL MLS# O6447055
  • New Construction with Virtual Tour
1 of 41
$3,500
3

Beds

2.1

Baths

1,649

Sq.Ft.

5573 LEMON ORCHARD BEND

Windermere, FL

Courtesy of ICON REALTY ASSOCIATES INC
View 7751 FAIRGROVE AVENUE Windermere, FL MLS# O6446540
$2,600
3

Beds

2.1

Baths

1,680

Sq.Ft.

7751 FAIRGROVE AVENUE

Windermere, FL

Courtesy of WATSON REALTY CORP
View 11446 JASPER KAY TERRACE 1025 Windermere, FL MLS# O6441464
$2,250
3

Beds

2.0

Baths

1,332

Sq.Ft.

11446 JASPER KAY TERRACE 1025

Windermere, FL

Courtesy of REEURBAN REAL ESTATE SERVICES

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

$1,097,500
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 - 100K1
$100K - 200K0
$200K - 300K4
$300K - 400K27
$400K - 500K23
$500K - 600K28
$600K - 700K30
$700K - 800K14
$800K - 900K8
$900K - 1M12
$1M - Max163

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family235
Townhouse40
Condo12
Commercial1
Rental104
Lots and Land22
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 11/1/2026)

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 11/1/2026.