213 total properties
Did you mean the neighborhood Windermere?
View 7555 TATTANT BOULEVARD Windermere, FL MLS# O6443170
$615,000
4

Beds

3.1

Baths

2,628

Sq.Ft.

7555 TATTANT BOULEVARD

Windermere, FL

Courtesy of BUYER REBATES REALTY
View 12934 VENNETTA WAY Windermere, FL MLS# O6348704
  • Virtual Tour
1 of 46
$369,000
3

Beds

2.1

Baths

1,680

Sq.Ft.

12934 VENNETTA WAY

Windermere, FL

Courtesy of REVEL REALTY LLC
View 101 LEE STREET Windermere, FL MLS# O6437573
  • Virtual Tour
1 of 63
OPEN HOUSE: Sunday 11/1 12:00 PM - 2:00 PM
$1,300,000
5

Beds

4.0

Baths

4,186

Sq.Ft.

101 LEE STREET

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
View 7252 BACKWOODS TRAIL Windermere, FL MLS# O6438323
  • Virtual Tour
1 of 18
$645,000
4

Beds

3.0

Baths

2,214

Sq.Ft.

7252 BACKWOODS TRAIL

Windermere, FL

Courtesy of REALSOURCE PROPERTY MANGNT LLC
View 12679 CALDERDALE AVENUE Windermere, FL MLS# O6442555
$520,000
3

Beds

2.0

Baths

1,681

Sq.Ft.

12679 CALDERDALE AVENUE

Windermere, FL

Courtesy of NEWKEY REAL ESTATE LLC
View 6614 BRIDGEWATER VILLAGE RD Windermere, FL MLS# S5157579
$689,900
5

Beds

3.0

Baths

3,006

Sq.Ft.

6614 BRIDGEWATER VILLAGE RD

Windermere, FL

Courtesy of MY REALTY GROUP, LLC.
View 13324 JERVEY STREET Windermere, FL MLS# O6442193
  • Virtual Tour
1 of 61
$649,000
4

Beds

3.1

Baths

2,750

Sq.Ft.

13324 JERVEY STREET

Windermere, FL

Courtesy of THE SIMON SIMAAN GROUP
View 8608 BROOKVALE DRIVE Windermere, FL MLS# S5157627
  • Virtual Tour
1 of 46
$379,900
3

Beds

2.1

Baths

1,480

Sq.Ft.

8608 BROOKVALE DRIVE

Windermere, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 628 FOREST STREET Windermere, FL MLS# O6441329
  • Virtual Tour
1 of 33
$700,000
1

Beds

1.0

Baths

750

Sq.Ft.

628 FOREST STREET

Windermere, FL

Courtesy of VINTAGE REALTY GROUP LLC
View 12909 CRAGSIDE LANE Windermere, FL MLS# S5157040
  • Virtual Tour
1 of 38
OPEN HOUSE: Sunday 11/1 1:00 PM - 4:00 PM
$625,000
4

Beds

2.1

Baths

2,460

Sq.Ft.

12909 CRAGSIDE LANE

Windermere, FL

Courtesy of FLORIDA IN MOTION REALTY INC
View 13424 HOPKINTON COURT Windermere, FL MLS# O6438808
  • Virtual Tour
1 of 38
$485,000
4

Beds

2.0

Baths

2,190

Sq.Ft.

13424 HOPKINTON COURT

Windermere, FL

Courtesy of WEMERT GROUP REALTY LLC
View 12333 VIA DERNA PLACE Windermere, FL MLS# O6441184
  • Virtual Tour
1 of 53
$445,000
3

Beds

2.1

Baths

1,919

Sq.Ft.

12333 VIA DERNA PLACE

Windermere, FL

Courtesy of KARDOSH REALTY
View 609 E 6TH AVENUE Windermere, FL MLS# O6439608
  • Virtual Tour
1 of 22
$675,000
0.0

Baths

609 E 6TH AVENUE

Windermere, FL

Courtesy of UPSIDE REAL ESTATE INC
View 8156 BOAT HOOK LOOP 623 Windermere, FL MLS# O6439822
$327,000
3

Beds

2.0

Baths

1,455

Sq.Ft.

8156 BOAT HOOK LOOP 623

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 6243 ANDREOZZI LANE Windermere, FL MLS# O6439730
$720,000
4

Beds

2.0

Baths

2,516

Sq.Ft.

6243 ANDREOZZI LANE

Windermere, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 12417 CRUXBURY DRIVE Windermere, FL MLS# O6439656
  • Virtual Tour
1 of 60
$359,000
2

Beds

2.1

Baths

1,311

Sq.Ft.

12417 CRUXBURY DRIVE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 9764 GOTHA ROAD Windermere, FL MLS# O6439109
$425,000
2

Beds

1.0

Baths

1,216

Sq.Ft.

9764 GOTHA ROAD

Windermere, FL

Courtesy of HOMEVEST REALTY
View 13325 LUSH LIME ALLEY Windermere, FL MLS# TB8544045
  • New Construction with Virtual Tour
1 of 22
$646,428
3

Beds

2.1

Baths

1,714

Sq.Ft.

13325 LUSH LIME ALLEY

Windermere, FL

Courtesy of ASHTON WOODS FLORIDA REALTY LLC
View 13503 LAKE CAWOOD DRIVE Windermere, FL MLS# TB8542427
$1,500,000
5

Beds

6.1

Baths

5,312

Sq.Ft.

13503 LAKE CAWOOD DRIVE

Windermere, FL

Courtesy of BANNER INT'L REAL ESTATE
View 2540 HEMPEL COVE CT Windermere, FL MLS# O6436594
  • Virtual Tour
1 of 70
$1,299,000
5

Beds

3.0

Baths

3,356

Sq.Ft.

2540 HEMPEL COVE CT

Windermere, FL

Courtesy of ALIGN REAL ESTATE 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

312

Estimated median home price

$1,089,500
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 1
$100K - 200K 0
$200K - 300K 4
$300K - 400K 27
$400K - 500K 23
$500K - 600K 29
$600K - 700K 33
$700K - 800K 14
$800K - 900K 7
$900K - 1M 12
$1M - Max 162

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 238
Townhouse 40
Condo 12
Commercial 1
Rental 105
Lots and Land 21
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 10/30/2026)

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

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 10/30/2026.