88 total properties
Did you mean the neighborhood Windermere?
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
The time to sell is now! THE TIME TO SELL IS NOW!
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
  • Recently Listed with Virtual Tour
1 of 36
$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.
View 5610 W LAKE BUTLER ROAD Windermere, FL MLS# O6406597
  • Recently Listed with Virtual Tour
1 of 32
$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
  • Recently Listed with Virtual Tour
1 of 24
$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
  • Recently Listed with Virtual Tour
1 of 30
$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
  • Recently Listed with Virtual Tour
1 of 12
$8,500
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
  • Recently Listed
1 of 58
$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
  • Recently Listed with Virtual Tour
1 of 33
$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
  • Recently Listed with Virtual Tour
1 of 32
$2,500
3

Beds

2.0

Baths

1,442

Sq.Ft.

11434 JASPER KAY TERRACE 1101

Windermere, FL

Courtesy of PINK MIAMI REAL ESTATE
View 9031 LEGADO DRIVE Windermere, FL MLS# O6404941
  • Recently Listed with Virtual Tour
1 of 27
$2,750
3

Beds

2.1

Baths

1,547

Sq.Ft.

9031 LEGADO DRIVE

Windermere, FL

Courtesy of WRA BUSINESS & 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

344

Estimated median home price

$1,174,968
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 17
$400K - 500K 25
$500K - 600K 32
$600K - 700K 20
$700K - 800K 25
$800K - 900K 20
$900K - 1M 16
$1M - Max 188

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 289
Townhouse 37
Condo 5
Commercial 1
Rental 88
Lots and Land 12
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 5/20/2026)

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 5/20/2026.