262 total properties
Did you mean the neighborhood Windermere?
View 212 W 1ST AVENUE Windermere, FL MLS# S5147532
  • Recently Listed with Virtual Tour
1 of 21
$1,600,000
Studio

Beds

0.0

Baths

212 W 1ST AVENUE

Windermere, FL

Courtesy of HOME WISE REALTY GROUP, INC.
View 1420 DINGENS AVENUE Windermere, FL MLS# O6376538
  • Recently Listed with Virtual Tour
1 of 41
$1,600,000
4

Beds

3.1

Baths

4,072

Sq.Ft.

1420 DINGENS AVENUE

Windermere, FL

Courtesy of REAL BROKER, LLC
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
The time to sell is now! THE TIME TO SELL IS NOW!
View 10948 DOWN PARK LANE Windermere, FL MLS# O6389820
$1,595,000
Studio

Beds

0.0

Baths

10948 DOWN PARK LANE

Windermere, FL

Courtesy of BHHS FLORIDA REALTY
View 13124 FILLY COURT Windermere, FL MLS# O6303140
  • Virtual Tour
1 of 51
OPEN HOUSE: Sunday 4/19 12:30 PM - 4:00 PM
$1,575,000
5

Beds

3.0

Baths

3,300

Sq.Ft.

13124 FILLY COURT

Windermere, FL

Courtesy of HOME N OFFICES INTERNATIONAL
View 12411 MONTALCINO CIRCLE Windermere, FL MLS# O6400067
  • Recently Listed with Virtual Tour
1 of 65
$1,550,000
4

Beds

4.1

Baths

3,399

Sq.Ft.

12411 MONTALCINO CIRCLE

Windermere, FL

Courtesy of VISTA CAY REALTY COMPANY
View 11821 WATERSTONE LOOP DRIVE Windermere, FL MLS# O6390961
  • Adult Community with Virtual Tour
1 of 71
$1,548,900
4

Beds

4.1

Baths

3,447

Sq.Ft.

11821 WATERSTONE LOOP DRIVE

Windermere, FL

Courtesy of VOLKE REAL ESTATE LLC
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
  • Recently Listed with Virtual Tour
1 of 57
$1,500,000
4

Beds

3.1

Baths

4,319

Sq.Ft.

5825 OXFORD MOOR BOULEVARD

Windermere, FL

Courtesy of EXP REALTY LLC
View 7231 SANGALLA DRIVE Windermere, FL MLS# O6390817
  • Adult Community with Virtual Tour
1 of 54
$1,498,000
5

Beds

4.1

Baths

3,835

Sq.Ft.

7231 SANGALLA DRIVE

Windermere, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 17521 BLACK RAIL STREET Windermere, FL MLS# O6370115
$1,495,000
6

Beds

4.1

Baths

5,316

Sq.Ft.

17521 BLACK RAIL STREET

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
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
  • Recently Listed with Virtual Tour
1 of 57
$1,490,000
4

Beds

4.0

Baths

3,487

Sq.Ft.

12718 WINDERMERE ISLES PLACE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 17538 BLACK RAIL STREET Windermere, FL MLS# O6349325
$1,480,000
6

Beds

4.1

Baths

4,522

Sq.Ft.

17538 BLACK RAIL STREET

Windermere, FL

Courtesy of GARCIA REALTY GROUP
View 6443 CARTMEL LANE Windermere, FL MLS# O6179128
  • Virtual Tour
1 of 31
$1,475,000
4

Beds

4.1

Baths

4,257

Sq.Ft.

6443 CARTMEL LANE

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 9548 CROWN PRINCE LANE Windermere, FL MLS# S5144606
$1,450,000
4

Beds

4.0

Baths

3,997

Sq.Ft.

9548 CROWN PRINCE LANE

Windermere, FL

Courtesy of LA ROSA REALTY LLC
View 1625 DOWN LAKE DRIVE Windermere, FL MLS# O6385420
$1,400,000
5

Beds

5.1

Baths

3,383

Sq.Ft.

1625 DOWN LAKE DRIVE

Windermere, FL

Courtesy of THE ROSENBLOOM TEAM
View 11537 CLAYMONT CIR Windermere, FL MLS# O6395210
  • Recently Listed
1 of 43
$1,400,000
5

Beds

4.0

Baths

3,164

Sq.Ft.

11537 CLAYMONT CIR

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 9663 GOTHA ROAD Windermere, FL MLS# O6399130
  • Recently Listed with Virtual Tour
1 of 100
$1,400,000
5

Beds

3.1

Baths

3,731

Sq.Ft.

9663 GOTHA ROAD

Windermere, FL

Courtesy of ANNE ROGERS REALTY GROUP INC
View 106 PALM STREET Windermere, FL MLS# O6391350
  • Virtual Tour
1 of 35
$1,399,000
5

Beds

4.1

Baths

3,082

Sq.Ft.

106 PALM STREET

Windermere, FL

Courtesy of KELLER WILLIAMS WINTER PARK

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

350

Estimated median home price

$1,009,995
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 - 600K38
$600K - 700K26
$700K - 800K25
$800K - 900K20
$900K - 1M21
$1M - Max175

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family292
Townhouse36
Condo8
Commercial1
Rental95
Lots and Land13
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 4/19/2026)

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 4/19/2026.

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 4/19/2026.