91 total properties
Did you mean the neighborhood Windermere?
View 14252 CONFETTI DRIVE Windermere, FL MLS# O6410196
  • Recently Listed with Virtual Tour
1 of 90
$3,199
1

Beds

1.0

Baths

320

Sq.Ft.

14252 CONFETTI DRIVE

Windermere, FL

Courtesy of HOMEVEST REALTY
View 11538 DELWICK DRIVE Windermere, FL MLS# O6410311
  • Recently Listed with Virtual Tour
1 of 33
$6,500
6

Beds

4.1

Baths

4,028

Sq.Ft.

11538 DELWICK DRIVE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 12936 DROXFORD ROAD Windermere, FL MLS# O6409803
$3,600
5

Beds

3.1

Baths

3,038

Sq.Ft.

12936 DROXFORD ROAD

Windermere, FL

Courtesy of WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 13007 LANGSTAFF DRIVE Windermere, FL MLS# O6409084
  • Recently Listed
1 of 19
$2,400
2

Beds

2.1

Baths

1,375

Sq.Ft.

13007 LANGSTAFF DRIVE

Windermere, FL

Courtesy of UNIONE REALTY INC
View 7536 BENTONSHIRE AVENUE Windermere, FL MLS# O6408667
  • Recently Listed with Virtual Tour
1 of 26
$2,500
3

Beds

2.1

Baths

1,415

Sq.Ft.

7536 BENTONSHIRE AVENUE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 7708 FORDSON LANE Windermere, FL MLS# O6409598
  • Recently Listed
1 of 17
$2,500
3

Beds

2.1

Baths

1,644

Sq.Ft.

7708 FORDSON LANE

Windermere, FL

Courtesy of UNIONE REALTY INC
View 7243 RAMBLING WATER WAY Windermere, FL MLS# O6409553
  • Recently Listed with Virtual Tour
1 of 18
$3,300
5

Beds

3.1

Baths

2,396

Sq.Ft.

7243 RAMBLING WATER WAY

Windermere, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
View 13272 PENSHURST LANE Windermere, FL MLS# S5150230
  • Recently Listed with Virtual Tour
1 of 47
$4,000
5

Beds

3.1

Baths

3,472

Sq.Ft.

13272 PENSHURST LANE

Windermere, FL

Courtesy of BLUEHOUSE REALTY GROUP LLC
View 10612 REAMS ROAD Windermere, FL MLS# O6408707
  • Virtual Tour
1 of 46
$2,875
3

Beds

2.1

Baths

1,829

Sq.Ft.

10612 REAMS ROAD

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
View 7652 RIPPLEPOINTE WAY Windermere, FL MLS# O6409167
  • Recently Listed with Virtual Tour
1 of 22
$2,750
3

Beds

2.1

Baths

1,743

Sq.Ft.

7652 RIPPLEPOINTE WAY

Windermere, FL

Courtesy of ADVANCE REALTY & MANAGEMENT LLC
View 9109 LEGADO DRIVE Windermere, FL MLS# O6408400
  • Recently Listed with Virtual Tour
1 of 37
$2,900
3

Beds

2.1

Baths

1,687

Sq.Ft.

9109 LEGADO DRIVE

Windermere, FL

Courtesy of DIAMOND REAL ESTATE GROUP
View 325 MAGNOLIA STREET Windermere, FL MLS# O6407418
$9,500
4

Beds

3.0

Baths

3,975

Sq.Ft.

325 MAGNOLIA STREET

Windermere, FL

Courtesy of REVEL REALTY LLC
View 5610 W LAKE BUTLER ROAD Windermere, FL MLS# O6406597
$3,600
3

Beds

2.1

Baths

3,212

Sq.Ft.

5610 W LAKE BUTLER ROAD

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 11564 MIZZON DRIVE 109 Windermere, FL MLS# O6406185
$2,150
2

Beds

2.0

Baths

1,161

Sq.Ft.

11564 MIZZON DRIVE 109

Windermere, FL

Courtesy of GATE PROPERTIES & MANAGEMENT INC
View 8642 POWDER RIDGE TRAIL Windermere, FL MLS# O6401509
$2,850
4

Beds

2.1

Baths

1,890

Sq.Ft.

8642 POWDER RIDGE TRAIL

Windermere, FL

Courtesy of METRO CITY REALTY
View 8122 WHITFORD COURT Windermere, FL MLS# O6406342
$7,995
4

Beds

3.1

Baths

3,062

Sq.Ft.

8122 WHITFORD COURT

Windermere, FL

Courtesy of WINDERMERE INTERNATIONAL REALTY
View 13544 RIGGS WAY Windermere, FL MLS# O6404050
$3,900
4

Beds

3.1

Baths

2,696

Sq.Ft.

13544 RIGGS WAY

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 12357 VIA DERNA PLACE Windermere, FL MLS# O6405969
$2,750
3

Beds

2.1

Baths

1,919

Sq.Ft.

12357 VIA DERNA PLACE

Windermere, FL

Courtesy of SUNNY 365 REALTY GROUP
View 11813 VIA LUCERNA CIRCLE Windermere, FL MLS# O6404774
$3,500
5

Beds

3.1

Baths

2,521

Sq.Ft.

11813 VIA LUCERNA CIRCLE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 11434 JASPER KAY TERRACE 1101 Windermere, FL MLS# O6404802
$2,500
3

Beds

2.0

Baths

1,442

Sq.Ft.

11434 JASPER KAY TERRACE 1101

Windermere, FL

Courtesy of PINK MIAMI REAL ESTATE

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.