45 total properties
Did you mean the neighborhood Windermere?
View 12411 MONTALCINO CIRCLE Windermere, FL MLS# O6400067
  • Recently Listed with Virtual Tour
1 of 65
$1,550,000
4

Beds

4.1

Baths

3,399

Sq.Ft.

12411 MONTALCINO CIRCLE

Windermere, FL

Courtesy of VISTA CAY REALTY COMPANY
View 2219 RIDGEWIND WAY Windermere, FL MLS# O6400508
  • Recently Listed
1 of 45
OPEN HOUSE: Saturday 4/25 12:00 PM - 2:00 PM
$1,349,000
6

Beds

3.1

Baths

3,364

Sq.Ft.

2219 RIDGEWIND WAY

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 9663 GOTHA ROAD Windermere, FL MLS# O6399130
  • Recently Listed with Virtual Tour
1 of 100
$1,400,000
5

Beds

3.1

Baths

3,731

Sq.Ft.

9663 GOTHA ROAD

Windermere, FL

Courtesy of ANNE ROGERS REALTY GROUP INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 5825 OXFORD MOOR BOULEVARD Windermere, FL MLS# O6399697
  • Recently Listed with Virtual Tour
1 of 57
$1,500,000
4

Beds

3.1

Baths

4,319

Sq.Ft.

5825 OXFORD MOOR BOULEVARD

Windermere, FL

Courtesy of EXP REALTY LLC
View 12718 WINDERMERE ISLES PLACE Windermere, FL MLS# O6399958
  • Recently Listed with Virtual Tour
1 of 57
$1,490,000
4

Beds

4.0

Baths

3,487

Sq.Ft.

12718 WINDERMERE ISLES PLACE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 715 MAGNOLIA STREET Windermere, FL MLS# S5147648
  • Recently Listed with Virtual Tour
1 of 44
$1,250,000
5

Beds

4.0

Baths

3,390

Sq.Ft.

715 MAGNOLIA STREET

Windermere, FL

Courtesy of IRIS INTERNATIONAL
View 109 E 12TH AVENUE Windermere, FL MLS# O6394569
  • Recently Listed with Virtual Tour
1 of 41
$1,225,000
4

Beds

3.1

Baths

2,791

Sq.Ft.

109 E 12TH AVENUE

Windermere, FL

Courtesy of UPSIDE REAL ESTATE INC
View 212 W 1ST AVENUE Windermere, FL MLS# S5147532
  • Recently Listed with Virtual Tour
1 of 21
$1,600,000
Studio

Beds

0.0

Baths

212 W 1ST AVENUE

Windermere, FL

Courtesy of HOME WISE REALTY GROUP, INC.
View 11455 CLAYMONT CIR Windermere, FL MLS# O6396381
  • Recently Listed with Virtual Tour
1 of 36
$1,249,000
3

Beds

3.0

Baths

2,262

Sq.Ft.

11455 CLAYMONT CIR

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP LLC
View 11537 CLAYMONT CIR Windermere, FL MLS# O6395210
  • Recently Listed
1 of 43
$1,400,000
5

Beds

4.0

Baths

3,164

Sq.Ft.

11537 CLAYMONT CIR

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 8411 WOBURN COURT Windermere, FL MLS# O6391980
  • Virtual Tour
1 of 41
$1,250,000
4

Beds

3.0

Baths

2,582

Sq.Ft.

8411 WOBURN COURT

Windermere, FL

Courtesy of THE AGENCY FL
View 11536 CLAYMONT CIRCLE Windermere, FL MLS# O6392958
$1,250,000
4

Beds

3.0

Baths

2,882

Sq.Ft.

11536 CLAYMONT CIRCLE

Windermere, FL

Courtesy of MATT ALLEN REAL ESTATE LLC
View 106 PALM STREET Windermere, FL MLS# O6391350
  • Virtual Tour
1 of 35
$1,399,000
5

Beds

4.1

Baths

3,082

Sq.Ft.

106 PALM STREET

Windermere, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 11419 CAMDEN PARK DRIVE Windermere, FL MLS# O6392667
$1,375,000
5

Beds

4.1

Baths

3,686

Sq.Ft.

11419 CAMDEN PARK DRIVE

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View 13421 BONICA WAY Windermere, FL MLS# O6392381
$1,369,999
6

Beds

4.1

Baths

4,869

Sq.Ft.

13421 BONICA WAY

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 1826 WINDERMEREDOWN PLACE Windermere, FL MLS# O6391963
$1,295,000
5

Beds

4.1

Baths

3,856

Sq.Ft.

1826 WINDERMEREDOWN PLACE

Windermere, FL

Courtesy of VINTAGE REALTY GROUP LLC
View 7231 SANGALLA DRIVE Windermere, FL MLS# O6390817
  • Adult Community with Virtual Tour
1 of 54
$1,498,000
5

Beds

4.1

Baths

3,835

Sq.Ft.

7231 SANGALLA DRIVE

Windermere, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 11821 WATERSTONE LOOP DRIVE Windermere, FL MLS# O6390961
  • Adult Community with Virtual Tour
1 of 71
$1,548,900
4

Beds

4.1

Baths

3,447

Sq.Ft.

11821 WATERSTONE LOOP DRIVE

Windermere, FL

Courtesy of VOLKE REAL ESTATE LLC
View 11608 CLAYMONT CIRCLE Windermere, FL MLS# O6390072
$1,299,000
4

Beds

3.0

Baths

2,614

Sq.Ft.

11608 CLAYMONT CIRCLE

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP LLC
View 1849 WATERMERE LANE Windermere, FL MLS# O6389840
$1,325,000
5

Beds

3.1

Baths

3,934

Sq.Ft.

1849 WATERMERE LANE

Windermere, FL

Courtesy of SUSANA JORDAN STUTSMAN

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

356

Estimated median home price

$1,100,000
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

PriceCount
$0 - 100K0
$100K - 200K0
$200K - 300K1
$300K - 400K19
$400K - 500K25
$500K - 600K39
$600K - 700K26
$700K - 800K25
$800K - 900K19
$900K - 1M20
$1M - Max182

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family298
Townhouse36
Condo8
Commercial1
Rental97
Lots and Land13
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 4/21/2026)

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 4/21/2026.