210 total properties
Did you mean the neighborhood Windermere?
View 12661 CALDERDALE AVENUE Windermere, FL MLS# O6364859
  • Recently Listed with Virtual Tour
1 of 44
$495,000
3

Beds

2.0

Baths

1,696

Sq.Ft.

12661 CALDERDALE AVENUE

Windermere, FL

Courtesy of THE AGENCY ORLANDO
View 6222 LECCO WAY Windermere, FL MLS# O6354662
  • Recently Listed with Virtual Tour
1 of 51
$1,629,000
5

Beds

3.1

Baths

3,967

Sq.Ft.

6222 LECCO WAY

Windermere, FL

Courtesy of EMPIRE NETWORK REALTY
View 1804 MAPLE LEAF DRIVE Windermere, FL MLS# O6364182
  • Recently Listed with Virtual Tour
1 of 53
OPEN HOUSE: Saturday 12/6 12:00 PM - 2:00 PM
$1,025,000
4

Beds

3.1

Baths

2,971

Sq.Ft.

1804 MAPLE LEAF DRIVE

Windermere, FL

Courtesy of LAKESIDE REALTY WINDERMERE INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 12307 LANGSTAFF DRIVE Windermere, FL MLS# O6364588
$369,999
3

Beds

2.1

Baths

1,520

Sq.Ft.

12307 LANGSTAFF DRIVE

Windermere, FL

Courtesy of HOGAN REALTY GROUP INC
View 12530 CLIMBING VINE COURT Windermere, FL MLS# O6364745
  • Recently Listed with Virtual Tour
1 of 73
$999,000
5

Beds

3.1

Baths

3,407

Sq.Ft.

12530 CLIMBING VINE COURT

Windermere, FL

Courtesy of THE AGENCY ORLANDO
View 2046 WESTOVER RESERVE BOULEVARD Windermere, FL MLS# O6364090
  • Recently Listed with Virtual Tour
1 of 29
OPEN HOUSE: Saturday 12/6 12:00 PM - 2:00 PM
$999,000
5

Beds

4.0

Baths

3,516

Sq.Ft.

2046 WESTOVER RESERVE BOULEVARD

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 13927 BLUEBIRD POND ROAD Windermere, FL MLS# O6363255
  • Recently Listed with Virtual Tour
1 of 38
$535,000
4

Beds

3.0

Baths

2,345

Sq.Ft.

13927 BLUEBIRD POND ROAD

Windermere, FL

Courtesy of THE SIMON SIMAAN GROUP
View 7028 VENTNOR DRIVE Windermere, FL MLS# O6363663
  • Recently Listed with Virtual Tour
1 of 32
$520,000
4

Beds

3.0

Baths

1,980

Sq.Ft.

7028 VENTNOR DRIVE

Windermere, FL

Courtesy of UPSIDE REAL ESTATE INC
View 7349 ELLA LANE Windermere, FL MLS# O6304618
  • Virtual Tour
1 of 11
$549,900
4

Beds

3.1

Baths

2,461

Sq.Ft.

7349 ELLA LANE

Windermere, FL

Courtesy of CASTLE REALTY PROFESSIONAL GROUP LLC
View 1209 MAIN STREET Windermere, FL MLS# O6363588
  • Virtual Tour
1 of 44
$945,000
3

Beds

2.0

Baths

2,095

Sq.Ft.

1209 MAIN STREET

Windermere, FL

Courtesy of UPSIDE REAL ESTATE INC
View 11738 CAMDEN PARK DRIVE Windermere, FL MLS# O6363590
  • Recently Listed with Virtual Tour
1 of 63
$1,125,000
4

Beds

3.0

Baths

2,635

Sq.Ft.

11738 CAMDEN PARK DRIVE

Windermere, FL

Courtesy of EXP REALTY LLC
View 2 OAKDALE STREET Windermere, FL MLS# O6356935
  • Virtual Tour
1 of 45
$1,195,000
3

Beds

2.0

Baths

2,152

Sq.Ft.

2 OAKDALE STREET

Windermere, FL

Courtesy of REVEL REALTY LLC
View 7625 SUTHERTON LANE Windermere, FL MLS# O6363486
  • Recently Listed
1 of 33
$439,000
3

Beds

2.1

Baths

1,505

Sq.Ft.

7625 SUTHERTON LANE

Windermere, FL

Courtesy of SOLD BY SIX REALTY, LLC
View 12333 VIA DERNA PLACE Windermere, FL MLS# O6362685
  • Recently Listed with Virtual Tour
1 of 57
$459,000
3

Beds

2.1

Baths

1,919

Sq.Ft.

12333 VIA DERNA PLACE

Windermere, FL

Courtesy of YELLOW ROCK REALTY CORP
View 416 MAGNOLIA STREET Windermere, FL MLS# O6362356
  • Recently Listed with Virtual Tour
1 of 50
$885,000
2

Beds

1.1

Baths

2,115

Sq.Ft.

416 MAGNOLIA STREET

Windermere, FL

Courtesy of UPSIDE REAL ESTATE INC
View 8726 GREENBANK BOULEVARD Windermere, FL MLS# O6362458
$500,000
3

Beds

2.0

Baths

1,745

Sq.Ft.

8726 GREENBANK BOULEVARD

Windermere, FL

Courtesy of KELLER WILLIAMS ADVANTAGE III
View 10915 LEDGEMENT LANE Windermere, FL MLS# V4946025
  • Recently Listed with Virtual Tour
1 of 60
$1,037,000
4

Beds

3.1

Baths

2,818

Sq.Ft.

10915 LEDGEMENT LANE

Windermere, FL

Courtesy of RE/MAX ADVANTAGE
View 12142 CANYON SUN TRAIL Windermere, FL MLS# S5138705
$520,000
3

Beds

2.1

Baths

2,032

Sq.Ft.

12142 CANYON SUN TRAIL

Windermere, FL

Courtesy of SIX STAR REALTY GROUP LLC
View 4818 BREEZY PALMS COURT Windermere, FL MLS# O6360779
  • Recently Listed with Virtual Tour
1 of 34
OPEN HOUSE: Saturday 12/6 11:00 AM - 1:00 PM
$535,000
3

Beds

2.0

Baths

1,492

Sq.Ft.

4818 BREEZY PALMS COURT

Windermere, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 10915 Ledgement Lane Windermere, FL MLS# 1220217
  • Recently Listed
1 of 60
$1,037,000
4

Beds

3.1

Baths

2,818

Sq.Ft.

10915 Ledgement Lane

Windermere, FL

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

312

Estimated median home price

$1,082,279
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 - 400K25
$400K - 500K22
$500K - 600K23
$600K - 700K25
$700K - 800K20
$800K - 900K16
$900K - 1M18
$1M - Max162

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family256
Townhouse34
Condo11
Commercial1
Rental117
Lots and Land10
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 11/11/2025)

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 12/5/2025.

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 12/5/2025.