275 total properties
Did you mean the neighborhood Windermere?
View 9668 WOODMONT PLACE Windermere, FL MLS# O6443475
  • Virtual Tour
1 of 61
$1,295,000
6

Beds

5.0

Baths

3,711

Sq.Ft.

9668 WOODMONT PLACE

Windermere, FL

Courtesy of DIAMOND REAL ESTATE GROUP
View 5746 OXFORD MOOR BOULEVARD Windermere, FL MLS# O6427113
$1,289,000
4

Beds

3.0

Baths

3,793

Sq.Ft.

5746 OXFORD MOOR BOULEVARD

Windermere, FL

Courtesy of UPWELL REALTY LLC
View 104 E 1ST AVENUE Windermere, FL MLS# O6442932
  • Virtual Tour
1 of 53
OPEN HOUSE: Saturday 10/17 11:00 AM - 3:00 PM
$1,280,000
4

Beds

2.1

Baths

2,441

Sq.Ft.

104 E 1ST AVENUE

Windermere, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1554 LAKE RHEA DRIVE Windermere, FL MLS# O6406297
$1,275,000
4

Beds

3.0

Baths

3,427

Sq.Ft.

1554 LAKE RHEA DRIVE

Windermere, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 12640 SALOMON COVE DRIVE Windermere, FL MLS# O6388605
$1,270,000
5

Beds

3.1

Baths

3,694

Sq.Ft.

12640 SALOMON COVE DRIVE

Windermere, FL

Courtesy of WEBB FLORIDA REALTY LLC
View 14360 CREST PALM AVENUE Windermere, FL MLS# O6431854
$1,270,000
6

Beds

4.1

Baths

4,585

Sq.Ft.

14360 CREST PALM AVENUE

Windermere, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 6124 FOXFIELD COURT Windermere, FL MLS# O6419393
  • Virtual Tour
1 of 48
$1,250,000
4

Beds

3.0

Baths

2,887

Sq.Ft.

6124 FOXFIELD COURT

Windermere, FL

Courtesy of JULIAN PROPERTIES, INC.
View 1221 OAKDALE STREET Windermere, FL MLS# O6446547
  • Recently Listed with Virtual Tour
1 of 30
$1,250,000
0.0

Baths

1221 OAKDALE STREET

Windermere, FL

Courtesy of THE SIMON SIMAAN GROUP
View 12085 SANDY SHORES DRIVE Windermere, FL MLS# O6426164
$1,225,000
5

Beds

3.0

Baths

2,831

Sq.Ft.

12085 SANDY SHORES DRIVE

Windermere, FL

Courtesy of ALL REAL ESTATE & INVESTMENTS
View 10984 PARK RIDGE GOTHA ROAD Windermere, FL MLS# TB8512612
$1,200,000
0.0

Baths

10984 PARK RIDGE GOTHA ROAD

Windermere, FL

Courtesy of HOME SOLD REALTY LLC
View 12989 WESTSIDE VILLAGE LOOP Windermere, FL MLS# O6437718
$1,159,000
4

Beds

3.1

Baths

2,665

Sq.Ft.

12989 WESTSIDE VILLAGE LOOP

Windermere, FL

Courtesy of WEBB FLORIDA REALTY LLC
View 8394 LOOKOUT POINTE DRIVE Windermere, FL MLS# O6413196
$1,150,000
5

Beds

4.0

Baths

3,971

Sq.Ft.

8394 LOOKOUT POINTE DRIVE

Windermere, FL

Courtesy of LAKEFIELD REALTY GROUP LLC
View 2009 WOODY DRIVE Windermere, FL MLS# O6422132
  • Virtual Tour
1 of 43
$1,150,000
4

Beds

3.0

Baths

3,540

Sq.Ft.

2009 WOODY DRIVE

Windermere, FL

Courtesy of REVEL REALTY LLC
View 2230 RIDGEWIND WAY Windermere, FL MLS# O6410264
$1,149,900
5

Beds

4.0

Baths

3,064

Sq.Ft.

2230 RIDGEWIND WAY

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 6152 GOLDEN DEWDROP TRAIL Windermere, FL MLS# O6396835
$1,130,000
8

Beds

5.0

Baths

4,830

Sq.Ft.

6152 GOLDEN DEWDROP TRAIL

Windermere, FL

Courtesy of VESTI LLC
View 2009 WESTOVER RESERVE BOULEVARD Windermere, FL MLS# O6447265
$1,100,000
4

Beds

3.1

Baths

3,607

Sq.Ft.

2009 WESTOVER RESERVE BOULEVARD

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 1407 HEMPEL AVENUE Windermere, FL MLS# O6410840
  • Virtual Tour
1 of 95
$1,090,000
4

Beds

3.0

Baths

2,842

Sq.Ft.

1407 HEMPEL AVENUE

Windermere, FL

Courtesy of MY REALTY GROUP, LLC.
View 715 MAGNOLIA STREET Windermere, FL MLS# S5147648
  • Virtual Tour
1 of 44
$1,089,000
4

Beds

3.0

Baths

3,390

Sq.Ft.

715 MAGNOLIA STREET

Windermere, FL

Courtesy of IRIS INTERNATIONAL
View 11217 WILLOW GARDENS DRIVE Windermere, FL MLS# O6417903
$1,075,000
4

Beds

3.0

Baths

2,824

Sq.Ft.

11217 WILLOW GARDENS DRIVE

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View 14341 CREST PALM AVENUE Windermere, FL MLS# G5112469
  • New Construction with Virtual Tour
1 of 48
$1,070,990
4

Beds

4.0

Baths

3,153

Sq.Ft.

14341 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC

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

305

Estimated median home price

$1,050,000
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 1
$100K - 200K 0
$200K - 300K 3
$300K - 400K 30
$400K - 500K 25
$500K - 600K 25
$600K - 700K 28
$700K - 800K 17
$800K - 900K 9
$900K - 1M 13
$1M - Max 154

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 230
Townhouse 42
Condo 12
Commercial 1
Rental 92
Lots and Land 20
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 10/13/2026)

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 10/13/2026.