64 total properties
Did you mean the neighborhood Windermere?
View 7137 BEEK STREET Windermere, FL MLS# O6398814
  • Recently Listed with Virtual Tour
1 of 33
OPEN HOUSE: Sunday 4/19 11:00 AM - 2:00 PM
$550,000
3

Beds

2.0

Baths

1,910

Sq.Ft.

7137 BEEK STREET

Windermere, FL

Courtesy of EXP REALTY LLC
View 9011 CHAPMAN OAK COURT Windermere, FL MLS# S5148031
  • Recently Listed with Virtual Tour
1 of 30
$649,000
4

Beds

2.0

Baths

2,050

Sq.Ft.

9011 CHAPMAN OAK COURT

Windermere, FL

Courtesy of TOWNE CENTER REALTY
View 6315 CLEARMEADOW COURT Windermere, FL MLS# O6398505
  • Recently Listed with Virtual Tour
1 of 25
OPEN HOUSE: Sunday 4/19 12:00 PM - 4:00 PM
$618,000
3

Beds

2.0

Baths

2,077

Sq.Ft.

6315 CLEARMEADOW COURT

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
The time to sell is now! THE TIME TO SELL IS NOW!
View 4627 BLUE MAJOR DRIVE Windermere, FL MLS# O6397778
  • Recently Listed with Virtual Tour
1 of 36
$570,000
4

Beds

3.0

Baths

2,411

Sq.Ft.

4627 BLUE MAJOR DRIVE

Windermere, FL

Courtesy of DENIZ REALTY PARTNERS LLC
View 8520 GREENBANK BOULEVARD Windermere, FL MLS# O6396673
  • Recently Listed with Virtual Tour
1 of 35
$549,900
3

Beds

2.0

Baths

1,726

Sq.Ft.

8520 GREENBANK BOULEVARD

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 918 ALGARE LOOP Windermere, FL MLS# O6396400
  • Virtual Tour
1 of 73
$585,000
4

Beds

3.0

Baths

2,553

Sq.Ft.

918 ALGARE LOOP

Windermere, FL

Courtesy of SOUTHERN PRESTIGE REALTY INC
View 14217 BRIDGEWATER CROSSINGS BOULEVARD Windermere, FL MLS# O6396155
  • Recently Listed with Virtual Tour
1 of 34
$600,000
4

Beds

3.0

Baths

2,419

Sq.Ft.

14217 BRIDGEWATER CROSSINGS BOULEVARD

Windermere, FL

Courtesy of Lake Mary - WEICHERT, REALTORS® - Hallmark Properties
View 13411 LEMON ORCHARD BEND Windermere, FL MLS# TB8493546
$562,095
3

Beds

2.1

Baths

1,649

Sq.Ft.

13411 LEMON ORCHARD BEND

Windermere, FL

Courtesy of ASHTON WOODS FLORIDA REALTY LLC
View 5224 LEMON TWIST LANE Windermere, FL MLS# O6393299
$624,900
4

Beds

3.1

Baths

2,812

Sq.Ft.

5224 LEMON TWIST LANE

Windermere, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 12863 HOLDENBURY LANE Windermere, FL MLS# O6393781
$539,000
3

Beds

2.0

Baths

2,148

Sq.Ft.

12863 HOLDENBURY LANE

Windermere, FL

Courtesy of LPT REALTY, LLC
View 8323 LOOKOUT POINTE DRIVE Windermere, FL MLS# O6393407
  • Recently Listed with Virtual Tour
1 of 44
$599,999
4

Beds

3.1

Baths

2,633

Sq.Ft.

8323 LOOKOUT POINTE DRIVE

Windermere, FL

Courtesy of WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC
View 6613 MERRICK LANDING BOULEVARD Windermere, FL MLS# O6391719
$675,000
3

Beds

3.1

Baths

2,641

Sq.Ft.

6613 MERRICK LANDING BOULEVARD

Windermere, FL

Courtesy of THE AGENCY FL
View 12784 GARRIDAN AVENUE Windermere, FL MLS# O6392486
$550,000
4

Beds

2.1

Baths

1,970

Sq.Ft.

12784 GARRIDAN AVENUE

Windermere, FL

Courtesy of ELITE GLOBAL REAL ESTATE LLC
View 7271 SUNNY MEADOW ALY Windermere, FL MLS# O6392619
$675,000
3

Beds

2.1

Baths

2,280

Sq.Ft.

7271 SUNNY MEADOW ALY

Windermere, FL

Courtesy of REVEL REALTY LLC
View 12761 HOLDENBURY LANE Windermere, FL MLS# O6392337
$539,900
4

Beds

2.0

Baths

2,380

Sq.Ft.

12761 HOLDENBURY LANE

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 13622 DARCHANCE ROAD Windermere, FL MLS# S5146266
$649,000
3

Beds

2.0

Baths

2,147

Sq.Ft.

13622 DARCHANCE ROAD

Windermere, FL

Courtesy of AVANTI WAY REALTY LLC
View 7924 BROFIELD AVENUE Windermere, FL MLS# S5146185
$650,000
3

Beds

2.1

Baths

1,709

Sq.Ft.

7924 BROFIELD AVENUE

Windermere, FL

Courtesy of ALTIS REALTY
View 12989 WESTSIDE VILLAGE LOOP Windermere, FL MLS# S5145903
$655,000
4

Beds

3.1

Baths

2,665

Sq.Ft.

12989 WESTSIDE VILLAGE LOOP

Windermere, FL

Courtesy of NUMBER 1 BROKER, LLC
View 7208 TATTANT BOULEVARD Windermere, FL MLS# O6389785
$599,000
4

Beds

2.0

Baths

2,215

Sq.Ft.

7208 TATTANT BOULEVARD

Windermere, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 6573 HELMSLEY CIRCLE Windermere, FL MLS# S5145061
$639,900
4

Beds

3.1

Baths

2,664

Sq.Ft.

6573 HELMSLEY CIRCLE

Windermere, FL

Courtesy of WATSON REALTY CORP.

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

350

Estimated median home price

$1,009,995
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 - 100K0
$100K - 200K0
$200K - 300K1
$300K - 400K18
$400K - 500K26
$500K - 600K38
$600K - 700K26
$700K - 800K25
$800K - 900K20
$900K - 1M21
$1M - Max175

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family292
Townhouse36
Condo8
Commercial1
Rental95
Lots and Land13
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 4/19/2026)

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 4/19/2026.