308 total properties
Did you mean the neighborhood Windermere?
View 12720 JACOB GRACE COURT Windermere, FL MLS# TB8476930
  • Recently Listed with Virtual Tour
1 of 88
$3,050,000
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
  • Recently Listed with Virtual Tour
1 of 27
$1,395,000
4

Beds

4.1

Baths

3,396

Sq.Ft.

11802 WATERSTONE LOOP DRIVE

Windermere, FL

Courtesy of BHHS FLORIDA REALTY
View 6314 CLEARMEADOW COURT Windermere, FL MLS# O6387216
  • Recently Listed with Virtual Tour
1 of 39
OPEN HOUSE: Saturday 3/7 11:00 AM - 2:00 PM
$825,000
4

Beds

3.0

Baths

2,581

Sq.Ft.

6314 CLEARMEADOW COURT

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
The time to sell is now! THE TIME TO SELL IS NOW!
View 414 E 5TH AVENUE Windermere, FL MLS# O6387808
  • Recently Listed with Virtual Tour
1 of 77
OPEN HOUSE: Saturday 3/7 12:00 PM - 4:00 PM
$1,200,000
3

Beds

2.0

Baths

2,521

Sq.Ft.

414 E 5TH AVENUE

Windermere, FL

Courtesy of BHHS FLORIDA REALTY
View 11 MAIN STREET Windermere, FL MLS# O6387596
  • Recently Listed
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 12327 CRUXBURY DRIVE Windermere, FL MLS# S5144545
  • Recently Listed with Virtual Tour
1 of 45
$355,000
2

Beds

2.1

Baths

1,211

Sq.Ft.

12327 CRUXBURY DRIVE

Windermere, FL

Courtesy of JASON MITCHELL REAL ESTATE FLO
View 4029 ISABELLA CIRCLE Windermere, FL MLS# O6387864
  • Recently Listed with Virtual Tour
1 of 97
$3,499,000
6

Beds

6.2

Baths

7,217

Sq.Ft.

4029 ISABELLA CIRCLE

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View 7264 BACKWOODS TRAIL Windermere, FL MLS# O6387913
  • Recently Listed with Virtual Tour
1 of 27
$650,000
4

Beds

2.1

Baths

2,214

Sq.Ft.

7264 BACKWOODS TRAIL

Windermere, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
View 8226 SERENITY SPRING DRIVE 2402 Windermere, FL MLS# O6386960
  • Recently Listed with Virtual Tour
1 of 56
OPEN HOUSE: Saturday 3/7 12:00 PM - 3:00 PM
$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
  • Recently Listed with Virtual Tour
1 of 52
$588,000
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
  • Recently Listed with Virtual Tour
1 of 48
$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
  • Recently Listed with Virtual Tour
1 of 30
OPEN HOUSE: Sunday 3/8 12:00 PM - 1:00 PM
$460,000
3

Beds

2.1

Baths

1,847

Sq.Ft.

11401 EVESHAM DRIVE

Windermere, FL

Courtesy of LPT REALTY, LLC
View 6871 HELMSLEY CIRCLE Windermere, FL MLS# O6387593
  • Recently Listed with Virtual Tour
1 of 35
$554,000
3

Beds

2.0

Baths

1,772

Sq.Ft.

6871 HELMSLEY CIRCLE

Windermere, FL

Courtesy of SOUTH KEY REALTY LLC
View 9155 PANZANI PLACE Windermere, FL MLS# O6383334
  • Recently Listed with Virtual Tour
1 of 50
$975,000
4

Beds

3.1

Baths

3,088

Sq.Ft.

9155 PANZANI PLACE

Windermere, FL

Courtesy of WEMERT GROUP REALTY LLC
View 11866 CAMDEN PARK DRIVE Windermere, FL MLS# O6381558
  • Recently Listed with Virtual Tour
1 of 54
$984,900
5

Beds

4.0

Baths

3,337

Sq.Ft.

11866 CAMDEN PARK DRIVE

Windermere, FL

Courtesy of BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY
View 13887 REAMS ROAD Windermere, FL MLS# O6386815
  • Recently Listed with Virtual Tour
1 of 25
$999,999
Studio

Beds

0.0

Baths

13887 REAMS ROAD

Windermere, FL

Courtesy of KELLER WILLIAMS ADVANTAGE III
View 9001 Woodbreeze Boulevard Windermere, FL MLS# 1070507
$5,000
4

Beds

2.1

Baths

2,020

Sq.Ft.

9001 Woodbreeze Boulevard

Windermere, FL

Brevard
View 4773 BLUE MAJOR DRIVE Windermere, FL MLS# O6386132
  • Recently Listed
1 of 29
$619,900
4

Beds

2.1

Baths

2,620

Sq.Ft.

4773 BLUE MAJOR DRIVE

Windermere, FL

Courtesy of LPT REALTY, LLC
View 13240 ROSKIN LANE Windermere, FL MLS# S5144759
  • Recently Listed with Virtual Tour
1 of 31
$739,000
4

Beds

3.1

Baths

3,108

Sq.Ft.

13240 ROSKIN LANE

Windermere, FL

Courtesy of HOMESMART

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

303

Estimated median home price

$1,029,990
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 - 300K0
$300K - 400K19
$400K - 500K22
$500K - 600K29
$600K - 700K23
$700K - 800K25
$800K - 900K20
$900K - 1M12
$1M - Max152

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family248
Townhouse35
Condo5
Commercial1
Rental106
Lots and Land14
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 3/5/2026)

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 3/6/2026.

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 3/6/2026.