198 total properties
Did you mean the neighborhood Windermere?
View 9319 WOODBREEZE BOULEVARD Windermere, FL MLS# O6384930
$554,555
4

Beds

2.0

Baths

1,798

Sq.Ft.

9319 WOODBREEZE BOULEVARD

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 6390 SOUTHBRIDGE STREET Windermere, FL MLS# O6385153
$389,000
4

Beds

2.1

Baths

1,632

Sq.Ft.

6390 SOUTHBRIDGE STREET

Windermere, FL

View 8552 POWDER RIDGE TRAIL Windermere, FL MLS# S5144276
$680,000
5

Beds

3.1

Baths

2,612

Sq.Ft.

8552 POWDER RIDGE TRAIL

Windermere, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 8236 PROCIDA ISLE LANE Windermere, FL MLS# O6383546
$1,080,000
6

Beds

4.0

Baths

4,176

Sq.Ft.

8236 PROCIDA ISLE LANE

Windermere, FL

View 11835 GOLD CREEK TRAIL Windermere, FL MLS# O6382068
$900,000
4

Beds

4.1

Baths

3,119

Sq.Ft.

11835 GOLD CREEK TRAIL

Windermere, FL

Courtesy of BB GROUP REALTY CORP
View 13525 GORGONA ISLE DRIVE Windermere, FL MLS# O6377789
$1,098,000
6

Beds

4.1

Baths

4,625

Sq.Ft.

13525 GORGONA ISLE DRIVE

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 13609 ANCILLA BOULEVARD Windermere, FL MLS# O6381542
$749,999
4

Beds

3.1

Baths

3,360

Sq.Ft.

13609 ANCILLA BOULEVARD

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 9257 OUTLOOK ROCK TRAIL Windermere, FL MLS# S5143447
$879,999
5

Beds

4.1

Baths

3,619

Sq.Ft.

9257 OUTLOOK ROCK TRAIL

Windermere, FL

Courtesy of PRIMUS CRE GROUP
View 8767 IRON MOUNTAIN TRAIL Windermere, FL MLS# O6379681
$870,000
5

Beds

3.1

Baths

3,724

Sq.Ft.

8767 IRON MOUNTAIN TRAIL

Windermere, FL

Courtesy of KARDOSH REALTY
View 6673 DUNCASTER STREET Windermere, FL MLS# O6378820
$530,000
3

Beds

2.0

Baths

2,151

Sq.Ft.

6673 DUNCASTER STREET

Windermere, FL

Courtesy of MY REALTY GROUP, LLC.
View 6752 TRELLIS VINE LOOP Windermere, FL MLS# O6376318
$930,000
5

Beds

3.1

Baths

3,820

Sq.Ft.

6752 TRELLIS VINE LOOP

Windermere, FL

View 8650 ABBOTSBURY DRIVE Windermere, FL MLS# O6376488
$575,000
4

Beds

3.1

Baths

2,628

Sq.Ft.

8650 ABBOTSBURY DRIVE

Windermere, FL

Courtesy of THE AGENCY FL
View 13366 ABUELA ALLEY Windermere, FL MLS# O6374298
$415,000
3

Beds

2.1

Baths

1,589

Sq.Ft.

13366 ABUELA ALLEY

Windermere, FL

View 12305 VIA DERNA PLACE Windermere, FL MLS# O6374964
$450,000
3

Beds

3.0

Baths

1,891

Sq.Ft.

12305 VIA DERNA PLACE

Windermere, FL

View 13232 LONGACRE DRIVE Windermere, FL MLS# O6372809
$650,000
5

Beds

3.0

Baths

2,511

Sq.Ft.

13232 LONGACRE DRIVE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 13519 BICTON LANE Windermere, FL MLS# O6372084
  • Virtual Tour
1 of 54
$717,000
4

Beds

3.1

Baths

2,594

Sq.Ft.

13519 BICTON LANE

Windermere, FL

Courtesy of DIAMOND REAL ESTATE GROUP
View 13339 ROSKIN LANE Windermere, FL MLS# S5141148
  • Virtual Tour
1 of 59
$680,000
4

Beds

2.1

Baths

2,947

Sq.Ft.

13339 ROSKIN LANE

Windermere, FL

View 8225 BRYCE CANYON AVENUE Windermere, FL MLS# O6371960
$560,000
4

Beds

2.1

Baths

1,840

Sq.Ft.

8225 BRYCE CANYON AVENUE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 2125 KANE PARK WAY Windermere, FL MLS# O6358139
$965,000
4

Beds

3.0

Baths

2,743

Sq.Ft.

2125 KANE PARK WAY

Windermere, FL

View 6947 CUCAMELON COURT Windermere, FL MLS# O6361206
$970,000
5

Beds

5.1

Baths

3,680

Sq.Ft.

6947 CUCAMELON COURT

Windermere, FL

Courtesy of DALTON WADE 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

348

Estimated median home price

$1,085,000
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 - 300K4
$300K - 400K19
$400K - 500K36
$500K - 600K30
$600K - 700K29
$700K - 800K17
$800K - 900K19
$900K - 1M14
$1M - Max180

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family273
Townhouse46
Condo10
Commercial1
Rental84
Lots and Land18
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 7/8/2026)

Information deemed reliable but not guaranteed.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

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 7/8/2026.