47 total properties
Did you mean the neighborhood Windermere?
View 12411 MONTALCINO CIRCLE Windermere, FL MLS# O6400067
$1,495,000
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
$1,299,000
6

Beds

3.1

Baths

3,364

Sq.Ft.

2219 RIDGEWIND WAY

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 5825 OXFORD MOOR BOULEVARD Windermere, FL MLS# O6399697
$1,500,000
4

Beds

3.1

Baths

4,319

Sq.Ft.

5825 OXFORD MOOR BOULEVARD

Windermere, FL

Courtesy of EXP REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 12718 WINDERMERE ISLES PLACE Windermere, FL MLS# O6399958
$1,490,000
5

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
$1,175,000
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
  • Virtual Tour
1 of 43
OPEN HOUSE: Thursday 6/4 4:30 PM - 7:30 PM
$1,198,000
4

Beds

3.1

Baths

2,791

Sq.Ft.

109 E 12TH AVENUE

Windermere, FL

Courtesy of UPSIDE REAL ESTATE INC
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 11537 CLAYMONT CIR Windermere, FL MLS# O6395210
$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
$1,200,000
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
$1,175,000
4

Beds

3.0

Baths

2,882

Sq.Ft.

11536 CLAYMONT CIRCLE

Windermere, FL

Courtesy of MATT ALLEN REAL ESTATE LLC
View 8351 BOWDEN WAY Windermere, FL MLS# O6393659
  • Virtual Tour
1 of 71
$1,149,000
4

Beds

3.0

Baths

2,599

Sq.Ft.

8351 BOWDEN WAY

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
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
$1,295,000
5

Beds

4.1

Baths

3,686

Sq.Ft.

11419 CAMDEN PARK DRIVE

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View 7231 SANGALLA DRIVE Windermere, FL MLS# O6390817
$1,398,000
5

Beds

4.1

Baths

3,835

Sq.Ft.

7231 SANGALLA DRIVE

Windermere, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 1849 WATERMERE LANE Windermere, FL MLS# O6389840
$1,299,000
5

Beds

3.1

Baths

3,934

Sq.Ft.

1849 WATERMERE LANE

Windermere, FL

Courtesy of SUSANA JORDAN STUTSMAN
View 12640 SALOMON COVE DRIVE Windermere, FL MLS# O6388605
$1,290,000
5

Beds

3.1

Baths

3,694

Sq.Ft.

12640 SALOMON COVE DRIVE

Windermere, FL

Courtesy of WEBB FLORIDA REALTY LLC
View 11339 CAMDEN PARK DRIVE Windermere, FL MLS# O6388110
$1,490,000
5

Beds

4.0

Baths

3,492

Sq.Ft.

11339 CAMDEN PARK DRIVE

Windermere, FL

Courtesy of AMERICAN HORIZONS REALTY
View 5837 CAYMUS LOOP Windermere, FL MLS# O6380732
  • Virtual Tour
1 of 36
$1,349,000
4

Beds

3.0

Baths

2,937

Sq.Ft.

5837 CAYMUS LOOP

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP LLC
View 2931 SUNBITTERN COURT Windermere, FL MLS# O6378100
$1,199,000
4

Beds

3.0

Baths

4,018

Sq.Ft.

2931 SUNBITTERN COURT

Windermere, FL

Courtesy of REVEL REALTY LLC
View 14383 CREST PALM AVENUE Windermere, FL MLS# G5107222
  • New Construction with Virtual Tour
1 of 51
$1,166,990
6

Beds

4.0

Baths

3,550

Sq.Ft.

14383 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

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

PriceCount
$0 - 100K0
$100K - 200K0
$200K - 300K1
$300K - 400K22
$400K - 500K31
$500K - 600K33
$600K - 700K25
$700K - 800K17
$800K - 900K18
$900K - 1M14
$1M - Max196

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family291
Townhouse44
Condo7
Commercial1
Rental91
Lots and Land14
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(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.