353 total properties
Did you mean the neighborhood Windermere?
View 2624 MIDSUMMER DRIVE Windermere, FL MLS# O6389201
$3,499,000
Studio

Beds

0.0

Baths

2624 MIDSUMMER DRIVE

Windermere, FL

Courtesy of LOKATION
View 6142 GROSVENOR SHORE DRIVE Windermere, FL MLS# O6388222
$5,150,000
4

Beds

5.1

Baths

6,950

Sq.Ft.

6142 GROSVENOR SHORE DRIVE

Windermere, FL

Courtesy of ISLEWORTH REALTY LLC
View 6013 GREATWATER DRIVE Windermere, FL MLS# O6387953
$7,250,000
5

Beds

5.2

Baths

7,607

Sq.Ft.

6013 GREATWATER DRIVE

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 5926 BLAKEFORD DRIVE Windermere, FL MLS# O6388716
$2,149,000
4

Beds

4.0

Baths

3,906

Sq.Ft.

5926 BLAKEFORD DRIVE

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP LLC
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.
View 6113 PAYNE STEWART DRIVE Windermere, FL MLS# O6386548
$4,950,000
3

Beds

3.1

Baths

2,983

Sq.Ft.

6113 PAYNE STEWART DRIVE

Windermere, FL

Courtesy of IRWIN REALTY GROUP LLC
View 12804 SALOMON COVE DRIVE Windermere, FL MLS# O6388627
$420,000
3

Beds

2.1

Baths

1,644

Sq.Ft.

12804 SALOMON COVE DRIVE

Windermere, FL

Courtesy of BLUEWATER REALTY SERVICES LLC
View 11044 HAWKSHEAD COURT Windermere, FL MLS# O6388401
$1,359,999
5

Beds

4.1

Baths

4,257

Sq.Ft.

11044 HAWKSHEAD COURT

Windermere, FL

Courtesy of MAY HO REALTY
View 12720 JACOB GRACE COURT Windermere, FL MLS# TB8476930
$2,895,000
6

Beds

6.1

Baths

5,882

Sq.Ft.

12720 JACOB GRACE COURT

Windermere, FL

Courtesy of REDFIN CORPORATION
View 11802 WATERSTONE LOOP DRIVE Windermere, FL MLS# O6387172
$1,395,000
4

Beds

4.1

Baths

3,396

Sq.Ft.

11802 WATERSTONE LOOP DRIVE

Windermere, FL

Courtesy of BHHS FLORIDA REALTY
View 414 E 5TH AVENUE Windermere, FL MLS# O6387808
  • Virtual Tour
1 of 77
$1,200,000
3

Beds

2.0

Baths

2,521

Sq.Ft.

414 E 5TH AVENUE

Windermere, FL

Courtesy of BHHS FLORIDA REALTY
View 11339 CAMDEN PARK DRIVE Windermere, FL MLS# O6388110
$1,490,000
5

Beds

4.0

Baths

3,492

Sq.Ft.

11339 CAMDEN PARK DRIVE

Windermere, FL

Courtesy of AMERICAN HORIZONS REALTY
View 11 MAIN STREET Windermere, FL MLS# O6387596
  • New Construction
1 of 4
$6,700,000
5

Beds

5.0

Baths

4,723

Sq.Ft.

11 MAIN STREET

Windermere, FL

Courtesy of GOLDEN GROUP REALTY LLC
View 43 MAIN STREET Windermere, FL MLS# O6387626
$3,500,000
4

Beds

4.0

Baths

2,500

Sq.Ft.

43 MAIN STREET

Windermere, FL

Courtesy of GOLDEN GROUP REALTY LLC
View 7264 BACKWOODS TRAIL Windermere, FL MLS# O6387913
$650,000
4

Beds

2.1

Baths

2,214

Sq.Ft.

7264 BACKWOODS TRAIL

Windermere, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
View 6219 TIROCO WAY Windermere, FL MLS# O6387454
$2,600,000
7

Beds

5.1

Baths

5,221

Sq.Ft.

6219 TIROCO WAY

Windermere, FL

Courtesy of MAXLIFE REALTY LLC
View 8226 SERENITY SPRING DRIVE 2402 Windermere, FL MLS# O6386960
$399,900
3

Beds

2.1

Baths

2,028

Sq.Ft.

8226 SERENITY SPRING DRIVE 2402

Windermere, FL

Courtesy of EXP REALTY LLC
View 13118 SUNKISS LOOP Windermere, FL MLS# O6385211
$579,000
4

Beds

2.1

Baths

2,547

Sq.Ft.

13118 SUNKISS LOOP

Windermere, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 735 OAKDALE STREET Windermere, FL MLS# S5144907
$975,000
3

Beds

2.1

Baths

2,475

Sq.Ft.

735 OAKDALE STREET

Windermere, FL

Courtesy of ALTIS REALTY
View 11401 EVESHAM DRIVE Windermere, FL MLS# O6386678
  • Virtual Tour
1 of 30
OPEN HOUSE: Sunday 4/19 11:00 AM - 1:00 PM
$455,000
3

Beds

2.1

Baths

1,847

Sq.Ft.

11401 EVESHAM DRIVE

Windermere, FL

Courtesy of LPT REALTY, 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 data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

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.

Data is updated as of 4/18/2026.

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.