289 total properties
Did you mean the neighborhood Windermere?
View 1924 DOWN HOLLOW LANE Windermere, FL MLS# O6398100
$1,680,000
3

Beds

2.1

Baths

1,962

Sq.Ft.

1924 DOWN HOLLOW LANE

Windermere, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 212 W 1ST AVENUE Windermere, FL MLS# S5147532
  • Virtual Tour
1 of 21
$1,650,000
Studio

Beds

0.0

Baths

212 W 1ST AVENUE

Windermere, FL

Courtesy of HOME WISE REALTY GROUP, INC.
View 7503 LAKE ALBERT DR Windermere, FL MLS# S5149564
$1,650,000
5

Beds

5.0

Baths

4,329

Sq.Ft.

7503 LAKE ALBERT DR

Windermere, FL

Courtesy of LA ROSA REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 11923 LAKE BUTLER BOULEVARD Windermere, FL MLS# O6311003
$1,630,000
3

Beds

2.0

Baths

2,238

Sq.Ft.

11923 LAKE BUTLER BOULEVARD

Windermere, FL

Courtesy of JULIAN PROPERTIES, INC.
View 5106 TILDENS GROVE BOULEVARD Windermere, FL MLS# O6397273
$1,600,000
6

Beds

4.1

Baths

4,572

Sq.Ft.

5106 TILDENS GROVE BOULEVARD

Windermere, FL

Courtesy of TARA MOORE REAL ESTATE
View 6001 CAYMUS LOOP Windermere, FL MLS# O6379564
  • Virtual Tour
1 of 44
$1,599,000
5

Beds

5.0

Baths

3,520

Sq.Ft.

6001 CAYMUS LOOP

Windermere, FL

Courtesy of QUATTRO R E SOLUTIONS LLC
View 13124 FILLY COURT Windermere, FL MLS# O6303140
  • Virtual Tour
1 of 51
$1,575,000
5

Beds

3.0

Baths

3,300

Sq.Ft.

13124 FILLY COURT

Windermere, FL

Courtesy of HOME N OFFICES INTERNATIONAL
View 33 MAIN STREET Windermere, FL MLS# O6406887
$1,575,000
4

Beds

2.0

Baths

2,130

Sq.Ft.

33 MAIN STREET

Windermere, FL

Courtesy of SAND DOLLAR REALTY GROUP INC
View 10948 DOWN PARK LANE Windermere, FL MLS# O6389820
$1,545,000
Studio

Beds

0.0

Baths

10948 DOWN PARK LANE

Windermere, FL

Courtesy of BHHS FLORIDA REALTY
View 11015 HAWKSHEAD COURT Windermere, FL MLS# O6405977
  • Recently Listed with Virtual Tour
1 of 42
$1,529,999
5

Beds

4.1

Baths

3,868

Sq.Ft.

11015 HAWKSHEAD COURT

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 1703 ROBERTS LANDING ROAD Windermere, FL MLS# O6346120
$1,520,000
4

Beds

4.1

Baths

3,288

Sq.Ft.

1703 ROBERTS LANDING ROAD

Windermere, FL

Courtesy of INTERNATIONAL NETWORK REALTY
View 5825 OXFORD MOOR BOULEVARD Windermere, FL MLS# O6399697
$1,500,000
4

Beds

3.1

Baths

4,319

Sq.Ft.

5825 OXFORD MOOR BOULEVARD

Windermere, FL

Courtesy of EXP REALTY LLC
View 11035 SCHOONER WAY Windermere, FL MLS# O6413965
  • Recently Listed
1 of 4
$1,500,000
4

Beds

3.0

Baths

3,517

Sq.Ft.

11035 SCHOONER WAY

Windermere, FL

Courtesy of LAKESIDE REALTY WINDERMERE INC
View 9527 QUEENSBURY COURT Windermere, FL MLS# O6408997
  • Recently Listed with Virtual Tour
1 of 78
$1,499,900
5

Beds

4.2

Baths

5,378

Sq.Ft.

9527 QUEENSBURY COURT

Windermere, FL

Courtesy of THE PROPERTY PROS REAL ESTATE, INC
View 12411 MONTALCINO CIRCLE Windermere, FL MLS# O6400067
$1,495,000
4

Beds

4.1

Baths

3,399

Sq.Ft.

12411 MONTALCINO CIRCLE

Windermere, FL

Courtesy of VISTA CAY REALTY COMPANY
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 12718 WINDERMERE ISLES PLACE Windermere, FL MLS# O6399958
$1,490,000
5

Beds

4.0

Baths

3,487

Sq.Ft.

12718 WINDERMERE ISLES PLACE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 2635 TRYON PLACE Windermere, FL MLS# O6402029
$1,475,000
6

Beds

4.1

Baths

4,027

Sq.Ft.

2635 TRYON PLACE

Windermere, FL

Courtesy of REIKI REALTY LLC
View 2509 RIDGEWIND WAY Windermere, FL MLS# O6402522
$1,460,000
4

Beds

3.1

Baths

3,844

Sq.Ft.

2509 RIDGEWIND WAY

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 9119 BALMORAL MEWS SQ Windermere, FL MLS# S5146725
$1,450,000
4

Beds

4.0

Baths

4,052

Sq.Ft.

9119 BALMORAL MEWS SQ

Windermere, FL

Courtesy of LA ROSA REALTY BEACHES 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

359

Estimated median home price

$1,187,000
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 - 400K21
$400K - 500K31
$500K - 600K32
$600K - 700K25
$700K - 800K18
$800K - 900K18
$900K - 1M15
$1M - Max198

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family293
Townhouse44
Condo7
Commercial1
Rental94
Lots and Land14
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 6/6/2026)

Information deemed reliable but not guaranteed.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

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 6/7/2026.