94 total properties
Did you mean the neighborhood Windermere?
View 5130 SUN PALM DRIVE Windermere, FL MLS# O6409082
  • Recently Listed with Virtual Tour
1 of 25
$3,099
3

Beds

2.0

Baths

1,723

Sq.Ft.

5130 SUN PALM DRIVE

Windermere, FL

Courtesy of 407 PROPERTIES
View 12702 SALOMON COVE DRIVE Windermere, FL MLS# O6408108
  • Recently Listed with Virtual Tour
1 of 49
$2,600
3

Beds

2.1

Baths

1,670

Sq.Ft.

12702 SALOMON COVE DRIVE

Windermere, FL

Courtesy of SUNNY 365 REALTY GROUP
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
The time to sell is now! THE TIME TO SELL IS NOW!
View 12936 DROXFORD ROAD Windermere, FL MLS# O6409803
  • Recently Listed
1 of 27
$3,600
5

Beds

3.1

Baths

3,038

Sq.Ft.

12936 DROXFORD ROAD

Windermere, FL

Courtesy of WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC
View 7424 LAKE ALBERT DRIVE Windermere, FL MLS# O6409830
  • Recently Listed with Virtual Tour
1 of 39
$5,800
4

Beds

3.0

Baths

3,455

Sq.Ft.

7424 LAKE ALBERT DRIVE

Windermere, FL

Courtesy of EMANORS
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 Address not provided Windermere, FL MLS# O6409553
  • Recently Listed with Virtual Tour
1 of 18
$3,300
5

Beds

3.1

Baths

2,396

Sq.Ft.

Address not provided

Windermere, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
View 14169 OASIS COVE BOULEVARD 101 Windermere, FL MLS# S5150239
  • Recently Listed with Virtual Tour
1 of 12
$2,595
3

Beds

2.1

Baths

1,647

Sq.Ft.

14169 OASIS COVE BOULEVARD 101

Windermere, FL

Courtesy of A+ HOME RENTALS LLC
View 13932 FLORIGOLD DRIVE Windermere, FL MLS# O6409225
  • Recently Listed
1 of 53
$5,800
6

Beds

4.0

Baths

3,577

Sq.Ft.

13932 FLORIGOLD DRIVE

Windermere, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
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
  • Recently Listed with Virtual Tour
1 of 46
$2,950
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 6382 GOLDEN DEWDROP TRAIL Windermere, FL MLS# O6408543
  • Recently Listed with Virtual Tour
1 of 56
$3,400
3

Beds

2.1

Baths

2,139

Sq.Ft.

6382 GOLDEN DEWDROP TRAIL

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View 12993 EMERSONDALE AVENUE Windermere, FL MLS# O6408443
$3,999
4

Beds

3.1

Baths

2,032

Sq.Ft.

12993 EMERSONDALE AVENUE

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
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 12825 GRACEHILL LANE Windermere, FL MLS# O6407539
  • Recently Listed with Virtual Tour
1 of 20
$2,700
3

Beds

2.1

Baths

1,617

Sq.Ft.

12825 GRACEHILL LANE

Windermere, FL

Courtesy of THOMAS LYNNE REALTY GROUP LLC
View 325 MAGNOLIA STREET Windermere, FL MLS# O6407418
  • Recently Listed
1 of 25
$9,500
4

Beds

3.0

Baths

3,975

Sq.Ft.

325 MAGNOLIA STREET

Windermere, FL

Courtesy of REVEL REALTY LLC
View 8140 SERENITY SPRINGS DRIVE Windermere, FL MLS# S5149648
$2,400
3

Beds

2.1

Baths

2,028

Sq.Ft.

8140 SERENITY SPRINGS DRIVE

Windermere, FL

Courtesy of WATSON REALTY CORP.

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

333

Estimated median home price

$1,199,000
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

Price Count
$0 - 100K 0
$100K - 200K 0
$200K - 300K 1
$300K - 400K 18
$400K - 500K 24
$500K - 600K 30
$600K - 700K 19
$700K - 800K 21
$800K - 900K 18
$900K - 1M 16
$1M - Max 186

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 278
Townhouse 36
Condo 6
Commercial 1
Rental 94
Lots and Land 12
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 5/23/2026)

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 5/23/2026.