155 total properties
Did you mean the neighborhood Windermere?
View 7644 RIPPLEPOINTE WAY Windermere, FL MLS# O6395582
  • Recently Listed with Virtual Tour
1 of 52
$445,000
3

Beds

2.1

Baths

1,881

Sq.Ft.

7644 RIPPLEPOINTE WAY

Windermere, FL

Courtesy of HOMEVEST REALTY
View 9237 SABAL PALM CIRCLE Windermere, FL MLS# G5110005
  • Recently Listed with Virtual Tour
1 of 44
$789,995
3

Beds

2.0

Baths

2,469

Sq.Ft.

9237 SABAL PALM CIRCLE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 14236 OASIS COVE BLVD Windermere, FL MLS# O6395058
  • Recently Listed with Virtual Tour
1 of 70
$379,900
3

Beds

2.1

Baths

1,512

Sq.Ft.

14236 OASIS COVE BLVD

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 12405 CRUXBURY DRIVE Windermere, FL MLS# O6394966
  • Recently Listed with Virtual Tour
1 of 24
$415,000
2

Beds

2.1

Baths

1,429

Sq.Ft.

12405 CRUXBURY DRIVE

Windermere, FL

Courtesy of HOMEVEST REALTY
View 11564 MIZZON DRIVE 202 (919) Windermere, FL MLS# O6394852
  • Recently Listed with Virtual Tour
1 of 25
$295,000
2

Beds

2.0

Baths

1,161

Sq.Ft.

11564 MIZZON DRIVE 202 (919)

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 8415 VIVARO ISLE WAY Windermere, FL MLS# O6391460
$839,900
4

Beds

3.0

Baths

3,038

Sq.Ft.

8415 VIVARO ISLE WAY

Windermere, FL

Courtesy of PREFERRED REAL ESTATE BROKERS
View 8737 IRON MOUNTAIN TRAIL Windermere, FL MLS# O6389224
$725,000
3

Beds

2.1

Baths

2,260

Sq.Ft.

8737 IRON MOUNTAIN TRAIL

Windermere, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 7249 SHADEVIEW ALLEY Windermere, FL MLS# S5146580
$429,000
3

Beds

2.1

Baths

1,569

Sq.Ft.

7249 SHADEVIEW ALLEY

Windermere, FL

Courtesy of REMAX PREMIER PROPERTIES
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 5317 KEENES PHEASANT DRIVE Windermere, FL MLS# O6394104
$360,000
2

Beds

2.0

Baths

1,155

Sq.Ft.

5317 KEENES PHEASANT DRIVE

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 12353 VIA DERNA PLACE Windermere, FL MLS# O6392401
  • Recently Listed
1 of 21
$465,000
3

Beds

2.1

Baths

1,974

Sq.Ft.

12353 VIA DERNA PLACE

Windermere, FL

Courtesy of AUTHENTIC REAL ESTATE TEAM
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 13145 ZORI LANE Windermere, FL MLS# O6394437
  • Recently Listed with Virtual Tour
1 of 24
$775,000
5

Beds

4.0

Baths

3,597

Sq.Ft.

13145 ZORI LANE

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 5413 WALSH POND COURT Windermere, FL MLS# O6391919
$875,000
4

Beds

3.1

Baths

3,124

Sq.Ft.

5413 WALSH POND COURT

Windermere, FL

Courtesy of HAVEN PROPERTY GROUP LLC
View 6552 HELMSLEY CIRCLE Windermere, FL MLS# O6392752
$479,000
4

Beds

3.0

Baths

1,980

Sq.Ft.

6552 HELMSLEY CIRCLE

Windermere, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 8256 MARITIME FLAG STREET 103| 1710 Windermere, FL MLS# O6393278
$338,490
3

Beds

2.0

Baths

1,442

Sq.Ft.

8256 MARITIME FLAG STREET 103| 1710

Windermere, FL

Courtesy of METROPOLITAN R.E SOLUTIONS INC
View 11903 CAVE RUN AVENUE Windermere, FL MLS# O6392757
$750,000
4

Beds

3.1

Baths

3,413

Sq.Ft.

11903 CAVE RUN AVENUE

Windermere, FL

Courtesy of LOKATION
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

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

355

Estimated median home price

$1,037,000
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 - 100K0
$100K - 200K0
$200K - 300K1
$300K - 400K18
$400K - 500K26
$500K - 600K36
$600K - 700K30
$700K - 800K24
$800K - 900K20
$900K - 1M21
$1M - Max179

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family297
Townhouse36
Condo8
Commercial1
Rental99
Lots and Land13
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 4/17/2026)

Information deemed reliable but not guaranteed.

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties 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 4/18/2026.