29 total properties
Did you mean the neighborhood Windermere?
View 4205 CLARICE ESTATES DRIVE Windermere, FL MLS# O6419164
  • Recently Listed with Virtual Tour
1 of 88
$2,550,000
4

Beds

5.0

Baths

4,136

Sq.Ft.

4205 CLARICE ESTATES DRIVE

Windermere, FL

View 6288 BLAKEFORD DRIVE Windermere, FL MLS# S5151608
  • Virtual Tour
1 of 67
$2,474,000
5

Beds

4.3

Baths

5,366

Sq.Ft.

6288 BLAKEFORD DRIVE

Windermere, FL

View 5624 W LAKE BUTLER ROAD Windermere, FL MLS# O6411407
$2,550,000
4

Beds

3.1

Baths

3,736

Sq.Ft.

5624 W LAKE BUTLER ROAD

Windermere, FL

Courtesy of RE/MAX PRIME PROPERTIES
The time to sell is now! THE TIME TO SELL IS NOW!
View 5067 SAWYER COVE WAY Windermere, FL MLS# O6409382
  • Virtual Tour
1 of 70
$2,100,000
5

Beds

4.0

Baths

3,567

Sq.Ft.

5067 SAWYER COVE WAY

Windermere, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 13327 LAKE CLARICE DRIVE Windermere, FL MLS# O6411453
$2,090,000
5

Beds

4.0

Baths

4,867

Sq.Ft.

13327 LAKE CLARICE DRIVE

Windermere, FL

View 10532 PARK RIDGE GOTHA ROAD Windermere, FL MLS# O6409569
$2,400,000
Studio

Beds

0.0

Baths

10532 PARK RIDGE GOTHA ROAD

Windermere, FL

Courtesy of DAVID WEAVER, REALTOR
View 10520 PARK RIDGE GOTHA ROAD Windermere, FL MLS# O6409659
$2,400,000
4

Beds

3.1

Baths

3,101

Sq.Ft.

10520 PARK RIDGE GOTHA ROAD

Windermere, FL

Courtesy of DAVID WEAVER, REALTOR
View 1136 LAKE WHITNEY DRIVE Windermere, FL MLS# O6405536
$2,225,000
4

Beds

5.1

Baths

5,722

Sq.Ft.

1136 LAKE WHITNEY DRIVE

Windermere, FL

View 11753 VINCI DRIVE Windermere, FL MLS# O6404892
  • Virtual Tour
1 of 52
$2,150,000
4

Beds

4.1

Baths

4,037

Sq.Ft.

11753 VINCI DRIVE

Windermere, FL

Courtesy of KEENE'S POINTE REALTY
View 5421 TILDENS GROVE BOULEVARD Windermere, FL MLS# O6402594
$1,999,900
5

Beds

4.1

Baths

5,922

Sq.Ft.

5421 TILDENS GROVE BOULEVARD

Windermere, FL

Courtesy of DERENTHAL REALTY
View 5061 SAWYER COVE WAY Windermere, FL MLS# O6403804
  • Virtual Tour
1 of 77
$2,590,000
5

Beds

4.1

Baths

3,888

Sq.Ft.

5061 SAWYER COVE WAY

Windermere, FL

View 12699 HAWKSTONE DRIVE Windermere, FL MLS# O6401293
  • Virtual Tour
1 of 81
$2,125,000
4

Beds

4.1

Baths

3,751

Sq.Ft.

12699 HAWKSTONE DRIVE

Windermere, FL

Courtesy of LAKEFIELD REALTY GROUP LLC
View 6036 GREATWATER DR Windermere, FL MLS# O6400277
  • Virtual Tour
1 of 47
$1,999,999
4

Beds

4.1

Baths

4,013

Sq.Ft.

6036 GREATWATER DR

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 9648 WEATHERSTONE COURT Windermere, FL MLS# O6400680
$2,500,000
6

Beds

4.0

Baths

4,482

Sq.Ft.

9648 WEATHERSTONE COURT

Windermere, FL

View 9011 PINNACLE CIRCLE Windermere, FL MLS# O6400872
  • Virtual Tour
1 of 53
$2,250,000
5

Beds

5.0

Baths

6,546

Sq.Ft.

9011 PINNACLE CIRCLE

Windermere, FL

View 2068 ROBERTS POINT DRIVE Windermere, FL MLS# O6397543
$2,250,000
5

Beds

4.0

Baths

4,876

Sq.Ft.

2068 ROBERTS POINT DRIVE

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 9620 MAYWOOD DRIVE Windermere, FL MLS# O6399315
  • Virtual Tour
1 of 43
$2,349,000
4

Beds

3.0

Baths

3,004

Sq.Ft.

9620 MAYWOOD DRIVE

Windermere, FL

View 6550 CARTMEL LANE Windermere, FL MLS# O6396111
  • Virtual Tour
1 of 32
$2,190,000
4

Beds

4.1

Baths

4,257

Sq.Ft.

6550 CARTMEL LANE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 1316 ESTANCIA WOODS LOOP Windermere, FL MLS# S5146178
$2,290,000
5

Beds

6.1

Baths

5,448

Sq.Ft.

1316 ESTANCIA WOODS LOOP

Windermere, FL

Courtesy of EXP REALTY LLC
View 325 MAGNOLIA STREET Windermere, FL MLS# O6391047
$2,450,000
4

Beds

3.0

Baths

3,975

Sq.Ft.

325 MAGNOLIA STREET

Windermere, FL

Courtesy of REVEL REALTY 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

358

Estimated median home price

$1,099,500
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 0
$100K - 200K 0
$200K - 300K 3
$300K - 400K 19
$400K - 500K 36
$500K - 600K 31
$600K - 700K 27
$700K - 800K 20
$800K - 900K 21
$900K - 1M 14
$1M - Max 187

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 283
Townhouse 49
Condo 8
Commercial 1
Rental 94
Lots and Land 17
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 7/2/2026)

Information deemed reliable but not guaranteed.

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 7/3/2026.