48 total properties
Did you mean the neighborhood Windermere?
View 11035 SCHOONER WAY Windermere, FL MLS# O6413965
  • Recently Listed
1 of 4
$1,500,000
4

Beds

3.0

Baths

3,517

Sq.Ft.

11035 SCHOONER WAY

Windermere, FL

Courtesy of LAKESIDE REALTY WINDERMERE INC
View 2428 BUTLER BAY DRIVE N Windermere, FL MLS# O6410967
  • Recently Listed with Virtual Tour
1 of 48
$1,150,000
4

Beds

4.0

Baths

3,387

Sq.Ft.

2428 BUTLER BAY DRIVE N

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 5128 BUTLER RIDGE DRIVE Windermere, FL MLS# O6412016
  • Recently Listed with Virtual Tour
1 of 35
OPEN HOUSE: Saturday 6/6 1:00 PM - 3:00 PM
$1,175,000
4

Beds

3.0

Baths

2,816

Sq.Ft.

5128 BUTLER RIDGE DRIVE

Windermere, FL

Courtesy of LOKATION
The time to sell is now! THE TIME TO SELL IS NOW!
View 2002 WATER KEY DRIVE Windermere, FL MLS# O6408915
  • Virtual Tour
1 of 60
$1,299,000
5

Beds

5.0

Baths

3,695

Sq.Ft.

2002 WATER KEY DRIVE

Windermere, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 10984 PARK RIDGE GOTHA ROAD Windermere, FL MLS# TB8512612
$1,200,000
Studio

Beds

0.0

Baths

10984 PARK RIDGE GOTHA ROAD

Windermere, FL

Courtesy of HOME SOLD REALTY LLC
View 11524 CLAYMONT CIRCLE Windermere, FL MLS# O6410754
  • Recently Listed with Virtual Tour
1 of 48
$1,288,999
5

Beds

4.0

Baths

3,358

Sq.Ft.

11524 CLAYMONT CIRCLE

Windermere, FL

Courtesy of ALIGN REAL ESTATE LLC
View 2230 RIDGEWIND WAY Windermere, FL MLS# O6410264
  • Recently Listed
1 of 38
$1,349,000
5

Beds

4.0

Baths

3,064

Sq.Ft.

2230 RIDGEWIND WAY

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 9527 QUEENSBURY COURT Windermere, FL MLS# O6408997
  • Recently Listed with Virtual Tour
1 of 78
$1,499,900
5

Beds

4.2

Baths

5,378

Sq.Ft.

9527 QUEENSBURY COURT

Windermere, FL

Courtesy of THE PROPERTY PROS REAL ESTATE, INC
View 14341 CREST PALM AVENUE Windermere, FL MLS# G5112469
$1,130,643
4

Beds

4.0

Baths

3,153

Sq.Ft.

14341 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 9548 CROWN PRINCE LANE Windermere, FL MLS# O6407352
  • Recently Listed with Virtual Tour
1 of 41
$1,450,000
4

Beds

4.0

Baths

3,997

Sq.Ft.

9548 CROWN PRINCE LANE

Windermere, FL

Courtesy of DOUGLAS ELLIMAN
View 8409 VIVARO ISLE WAY Windermere, FL MLS# G5112154
  • Virtual Tour
1 of 92
$1,187,000
6

Beds

4.1

Baths

4,176

Sq.Ft.

8409 VIVARO ISLE WAY

Windermere, FL

Courtesy of WATSON REALTY CORP., REALTORS
View 1125 KELSO BOULEVARD Windermere, FL MLS# O6406003
$1,425,000
4

Beds

3.1

Baths

3,660

Sq.Ft.

1125 KELSO BOULEVARD

Windermere, FL

Courtesy of Winter Park - WEICHERT, REALTORS® - Hallmark Properties
View 11617 CAMDEN PARK DRIVE Windermere, FL MLS# O6405409
$1,450,000
6

Beds

4.1

Baths

3,463

Sq.Ft.

11617 CAMDEN PARK DRIVE

Windermere, FL

Courtesy of WATSON REALTY CORP
View 1515 LAKE WHITNEY DRIVE Windermere, FL MLS# O6405903
$1,350,000
5

Beds

5.0

Baths

3,931

Sq.Ft.

1515 LAKE WHITNEY DRIVE

Windermere, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 2635 TRYON PLACE Windermere, FL MLS# O6402029
$1,475,000
6

Beds

4.1

Baths

4,027

Sq.Ft.

2635 TRYON PLACE

Windermere, FL

Courtesy of REIKI REALTY LLC
View 2509 RIDGEWIND WAY Windermere, FL MLS# O6402522
  • Virtual Tour
1 of 39
$1,460,000
4

Beds

3.1

Baths

3,844

Sq.Ft.

2509 RIDGEWIND WAY

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 1554 LAKE RHEA DRIVE Windermere, FL MLS# O6406297
$1,350,000
4

Beds

3.0

Baths

3,427

Sq.Ft.

1554 LAKE RHEA DRIVE

Windermere, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 2127 LILYPAD LANE Windermere, FL MLS# O6403899
  • Virtual Tour
1 of 60
$1,250,000
4

Beds

3.0

Baths

3,349

Sq.Ft.

2127 LILYPAD LANE

Windermere, FL

Courtesy of UNITED REAL ESTATE PREFERRED
View 9119 BALMORAL MEWS SQ Windermere, FL MLS# S5146725
  • Virtual Tour
1 of 64
$1,450,000
4

Beds

4.0

Baths

4,052

Sq.Ft.

9119 BALMORAL MEWS SQ

Windermere, FL

Courtesy of LA ROSA REALTY BEACHES LLC
View 4474 BEGONIA COURT Windermere, FL MLS# O6402227
  • Virtual Tour
1 of 41
OPEN HOUSE: Saturday 6/6 11:00 AM - 2:00 PM
$1,170,000
5

Beds

4.1

Baths

4,380

Sq.Ft.

4474 BEGONIA COURT

Windermere, FL

Courtesy of SOGO REAL ESTATE SERVICES 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

357

Estimated median home price

$1,190,000
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 0
$100K - 200K 0
$200K - 300K 1
$300K - 400K 22
$400K - 500K 31
$500K - 600K 33
$600K - 700K 25
$700K - 800K 17
$800K - 900K 18
$900K - 1M 14
$1M - Max 196

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 291
Townhouse 44
Condo 7
Commercial 1
Rental 91
Lots and Land 14
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 6/4/2026)

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 6/4/2026.