284 total properties
Did you mean the neighborhood Windermere?
View 19 MAIN STREET Windermere, FL MLS# O6383837
$3,000,000
5

Beds

5.0

Baths

2,565

Sq.Ft.

19 MAIN STREET

Windermere, FL

Courtesy of GOLDEN GROUP REALTY LLC
View 2624 MIDSUMMER DRIVE Windermere, FL MLS# O6389201
  • Virtual Tour
1 of 23
$2,990,000
Studio

Beds

0.0

Baths

2624 MIDSUMMER DRIVE

Windermere, FL

Courtesy of LOKATION
View 4301 DOWN POINT LANE Windermere, FL MLS# O6398366
  • Virtual Tour
1 of 61
$2,950,000
5

Beds

4.0

Baths

7,153

Sq.Ft.

4301 DOWN POINT LANE

Windermere, FL

Courtesy of EXP REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 4303 ISABELLA CIRCLE Windermere, FL MLS# O6409406
  • Recently Listed with Virtual Tour
1 of 100
$2,899,000
7

Beds

4.2

Baths

5,122

Sq.Ft.

4303 ISABELLA CIRCLE

Windermere, FL

Courtesy of SERHANT
View 10870 BAYSHORE DRIVE Windermere, FL MLS# O6371471
  • Virtual Tour
1 of 60
$2,895,000
4

Beds

5.0

Baths

4,693

Sq.Ft.

10870 BAYSHORE DRIVE

Windermere, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 5061 SAWYER COVE WAY Windermere, FL MLS# O6403804
  • Virtual Tour
1 of 77
$2,888,888
5

Beds

4.1

Baths

3,888

Sq.Ft.

5061 SAWYER COVE WAY

Windermere, FL

Courtesy of REVEL REALTY LLC
View 12720 JACOB GRACE COURT Windermere, FL MLS# TB8476930
$2,845,000
6

Beds

6.1

Baths

5,882

Sq.Ft.

12720 JACOB GRACE COURT

Windermere, FL

Courtesy of REDFIN CORPORATION
View 13304 BELLARIA CIRCLE Windermere, FL MLS# O6391558
  • Virtual Tour
1 of 69
$2,798,000
6

Beds

6.0

Baths

4,920

Sq.Ft.

13304 BELLARIA CIRCLE

Windermere, FL

Courtesy of COMPASS FLORIDA, LLC
View 3103 SEIGNEURY DRIVE Windermere, FL MLS# O6364283
  • Virtual Tour
1 of 64
$2,700,000
8

Beds

5.1

Baths

5,607

Sq.Ft.

3103 SEIGNEURY DRIVE

Windermere, FL

Courtesy of NEW SOLUTIONS REALTY INC
View 11303 WINDERMERE ROAD Windermere, FL MLS# O6397829
  • New Construction with Virtual Tour
1 of 45
$2,690,000
5

Beds

4.2

Baths

5,277

Sq.Ft.

11303 WINDERMERE ROAD

Windermere, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
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 9222 TIBET POINTE CIRCLE Windermere, FL MLS# O6405278
$2,599,000
5

Beds

6.0

Baths

5,323

Sq.Ft.

9222 TIBET POINTE CIRCLE

Windermere, FL

Courtesy of EPIQUE REALTY INC.
View 5624 W LAKE BUTLER ROAD Windermere, FL MLS# O6411407
  • Recently Listed with Virtual Tour
1 of 81
$2,550,000
4

Beds

3.1

Baths

3,736

Sq.Ft.

5624 W LAKE BUTLER ROAD

Windermere, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 6606 SAWYER SHORES LANE Windermere, FL MLS# O6386058
  • New Construction with Virtual Tour
1 of 19
$2,500,000
5

Beds

4.0

Baths

5,516

Sq.Ft.

6606 SAWYER SHORES LANE

Windermere, FL

Courtesy of PREMIUM PROPERTIES R.E. SERVICE
View 9648 WEATHERSTONE COURT Windermere, FL MLS# O6400680
$2,500,000
6

Beds

4.0

Baths

4,482

Sq.Ft.

9648 WEATHERSTONE COURT

Windermere, FL

Courtesy of THE AGENCY FL
View 105 PINE STREET Windermere, FL MLS# O6405163
  • Virtual Tour
1 of 73
$2,500,000
5

Beds

5.1

Baths

5,696

Sq.Ft.

105 PINE STREET

Windermere, FL

Courtesy of ALIGN REAL ESTATE LLC
View 4224 CLARICE ESTATES DRIVE Windermere, FL MLS# S5128974
$2,495,000
5

Beds

4.0

Baths

4,793

Sq.Ft.

4224 CLARICE ESTATES DRIVE

Windermere, FL

Courtesy of FLORIDA GOLD REAL ESTATE LLC
View 325 MAGNOLIA STREET Windermere, FL MLS# O6391047
$2,450,000
4

Beds

3.0

Baths

3,975

Sq.Ft.

325 MAGNOLIA STREET

Windermere, FL

Courtesy of REVEL REALTY LLC
View 9620 MAYWOOD DRIVE Windermere, FL MLS# O6399315
  • Virtual Tour
1 of 43
$2,400,000
4

Beds

3.0

Baths

3,004

Sq.Ft.

9620 MAYWOOD DRIVE

Windermere, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 10532 PARK RIDGE GOTHA ROAD Windermere, FL MLS# O6409569
  • Recently Listed with Virtual Tour
1 of 6
$2,400,000
Studio

Beds

0.0

Baths

10532 PARK RIDGE GOTHA ROAD

Windermere, FL

Courtesy of DAVID WEAVER, REALTOR

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

353

Estimated median home price

$1,175,000
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

Price Count
$0 - 100K 0
$100K - 200K 0
$200K - 300K 1
$300K - 400K 22
$400K - 500K 30
$500K - 600K 32
$600K - 700K 26
$700K - 800K 17
$800K - 900K 18
$900K - 1M 15
$1M - Max 192

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 288
Townhouse 43
Condo 7
Commercial 1
Rental 88
Lots and Land 14
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 6/3/2026)

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 6/4/2026.