109 total properties
Did you mean the neighborhood Windermere?
View 13431 CARROWAY STREET Windermere, FL MLS# O6380942
  • Recently Listed with Virtual Tour
1 of 26
$2,550
3

Beds

2.1

Baths

1,492

Sq.Ft.

13431 CARROWAY STREET

Windermere, FL

Courtesy of PRIME USA REALTY LLC
View 11507 CHARNOCK DRIVE Windermere, FL MLS# O6380483
$3,050
4

Beds

2.1

Baths

2,214

Sq.Ft.

11507 CHARNOCK DRIVE

Windermere, FL

Courtesy of ORLANDO REALTY & PROPERTY MGNT
View 8128 JAILENE DRIVE Windermere, FL MLS# O6379411
$2,799
4

Beds

3.0

Baths

2,214

Sq.Ft.

8128 JAILENE DRIVE

Windermere, FL

Courtesy of PREMIUM PROPERTIES R.E SERVICE
The time to sell is now! THE TIME TO SELL IS NOW!
View 13285 GORGONA ISLE DRIVE Windermere, FL MLS# O6379997
$2,650
3

Beds

2.1

Baths

1,547

Sq.Ft.

13285 GORGONA ISLE DRIVE

Windermere, FL

Courtesy of REALTY HUB
View 6146 GOLDEN DEWDROP TRAIL Windermere, FL MLS# O6379977
$6,000
7

Beds

5.0

Baths

4,751

Sq.Ft.

6146 GOLDEN DEWDROP TRAIL

Windermere, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 8422 IRON MOUNTAIN TRAIL Windermere, FL MLS# O6380303
$2,895
3

Beds

2.1

Baths

1,700

Sq.Ft.

8422 IRON MOUNTAIN TRAIL

Windermere, FL

Courtesy of REALTY ONE GROUP MVP
View 8259 MARITIME FLAG STREET #6 Windermere, FL MLS# S5143204
$2,150
3

Beds

2.1

Baths

1,460

Sq.Ft.

8259 MARITIME FLAG STREET #6

Windermere, FL

Courtesy of LPT REALTY, LLC
View 12850 STRODE LANE Windermere, FL MLS# O6379465
  • Virtual Tour
1 of 12
$2,450
3

Beds

2.1

Baths

1,617

Sq.Ft.

12850 STRODE LANE

Windermere, FL

Courtesy of PREMIUM REALTY GROUP USA
View 4326 ISABELLA CIRCLE Windermere, FL MLS# O6378933
$16,000
5

Beds

5.1

Baths

5,507

Sq.Ft.

4326 ISABELLA CIRCLE

Windermere, FL

Courtesy of SAND DOLLAR REALTY GROUP INC
View 8347 LOOKOUT POINTE DRIVE Windermere, FL MLS# O6378814
$1,400
1

Beds

1.0

Baths

500

Sq.Ft.

8347 LOOKOUT POINTE DRIVE

Windermere, FL

Courtesy of JHY REALTY INVESTMENTS, LLC
View 8804 DANFORTH DRIVE Windermere, FL MLS# O6377640
$2,500
3

Beds

2.1

Baths

1,369

Sq.Ft.

8804 DANFORTH DRIVE

Windermere, FL

Courtesy of SHAWFIELD REALTY GROUP
View 12458 LANGSTAFF DRIVE Windermere, FL MLS# O6377797
$2,500
3

Beds

2.1

Baths

1,560

Sq.Ft.

12458 LANGSTAFF DRIVE

Windermere, FL

Courtesy of SUNNY 365 REALTY GROUP
View 12536 CLIMBING VINE COURT Windermere, FL MLS# O6377191
$2,900
3

Beds

2.0

Baths

2,316

Sq.Ft.

12536 CLIMBING VINE COURT

Windermere, FL

Courtesy of EAST PEARL REALTY
View 13790 INGELNOOK DRIVE Windermere, FL MLS# O6374969
$3,300
4

Beds

2.1

Baths

2,369

Sq.Ft.

13790 INGELNOOK DRIVE

Windermere, FL

Courtesy of MS LAND & BUILDING LLC
View 11539 BRICKYARD POND LANE Windermere, FL MLS# O6377340
$6,000
5

Beds

4.0

Baths

3,659

Sq.Ft.

11539 BRICKYARD POND LANE

Windermere, FL

Courtesy of PM ELITE REALTY LLC
View 6219 TIROCO WAY Windermere, FL MLS# O6376831
  • Virtual Tour
1 of 41
$13,500
7

Beds

5.1

Baths

5,221

Sq.Ft.

6219 TIROCO WAY

Windermere, FL

Courtesy of BHHS FLORIDA REALTY
View 13333 ZORI LANE Windermere, FL MLS# O6376833
  • Virtual Tour
1 of 29
$4,000
4

Beds

3.0

Baths

2,521

Sq.Ft.

13333 ZORI LANE

Windermere, FL

Courtesy of LIFESTYLE INTERNATIONAL REALTY
View 8764 LOOKOUT POINTE DRIVE Windermere, FL MLS# O6376665
$4,800
4

Beds

3.1

Baths

3,423

Sq.Ft.

8764 LOOKOUT POINTE DRIVE

Windermere, FL

Courtesy of HOMESMART
View 7605 RIPPLEPOINTE WAY Windermere, FL MLS# O6376581
$2,600
3

Beds

2.1

Baths

1,920

Sq.Ft.

7605 RIPPLEPOINTE WAY

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 8436 GREENBANK BOULEVARD Windermere, FL MLS# S5142314
$2,750
3

Beds

2.0

Baths

1,894

Sq.Ft.

8436 GREENBANK BOULEVARD

Windermere, FL

Courtesy of RE/MAX PRIME PROPERTIES

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

299

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

PriceCount
$0 - 100K1
$100K - 200K0
$200K - 300K0
$300K - 400K16
$400K - 500K22
$500K - 600K28
$600K - 700K24
$700K - 800K26
$800K - 900K20
$900K - 1M9
$1M - Max153

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family249
Townhouse31
Condo5
Commercial1
Rental107
Lots and Land13
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 3/2/2026)

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 3/2/2026.