274 total properties
Did you mean the neighborhood Windermere?
View 104 E 1ST AVENUE Windermere, FL MLS# O6442932
  • Recently Listed
1 of 4
$1,280,000
4

Beds

2.1

Baths

2,441

Sq.Ft.

104 E 1ST AVENUE

Windermere, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
View 9010 REFLECTION POINTE DRIVE Windermere, FL MLS# G5117935
  • Recently Listed with Virtual Tour
1 of 45
$945,000
4

Beds

3.1

Baths

3,264

Sq.Ft.

9010 REFLECTION POINTE DRIVE

Windermere, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 8524 VIVARO ISLE WAY Windermere, FL MLS# G5118124
  • Recently Listed with Virtual Tour
1 of 35
$950,000
4

Beds

3.0

Baths

2,680

Sq.Ft.

8524 VIVARO ISLE WAY

Windermere, FL

Courtesy of SERHANT
The time to sell is now! THE TIME TO SELL IS NOW!
View 7252 BACKWOODS TRAIL Windermere, FL MLS# O6438323
  • Recently Listed with Virtual Tour
1 of 18
$645,000
4

Beds

3.0

Baths

2,214

Sq.Ft.

7252 BACKWOODS TRAIL

Windermere, FL

View 12679 CALDERDALE AVENUE Windermere, FL MLS# O6442555
$520,000
3

Beds

2.0

Baths

1,681

Sq.Ft.

12679 CALDERDALE AVENUE

Windermere, FL

Courtesy of NEWKEY REAL ESTATE LLC
View 929 LASCALA DRIVE Windermere, FL MLS# O6435895
  • Virtual Tour
1 of 40
$349,900
3

Beds

2.0

Baths

1,852

Sq.Ft.

929 LASCALA DRIVE

Windermere, FL

Courtesy of MAINSTAY BROKERAGE LLC
View 13324 JERVEY STREET Windermere, FL MLS# O6442193
  • Recently Listed with Virtual Tour
1 of 61
$649,000
4

Beds

3.1

Baths

2,750

Sq.Ft.

13324 JERVEY STREET

Windermere, FL

Courtesy of THE SIMON SIMAAN GROUP
View 8608 BROOKVALE DRIVE Windermere, FL MLS# S5157627
  • Recently Listed with Virtual Tour
1 of 46
$379,900
3

Beds

2.1

Baths

1,480

Sq.Ft.

8608 BROOKVALE DRIVE

Windermere, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 628 FOREST STREET Windermere, FL MLS# O6441329
  • Recently Listed with Virtual Tour
1 of 33
$700,000
1

Beds

1.0

Baths

750

Sq.Ft.

628 FOREST STREET

Windermere, FL

Courtesy of VINTAGE REALTY GROUP LLC
View 9668 WOODMONT PLACE Windermere, FL MLS# O6443475
  • Virtual Tour
1 of 61
$1,295,000
6

Beds

5.0

Baths

3,711

Sq.Ft.

9668 WOODMONT PLACE

Windermere, FL

Courtesy of DIAMOND REAL ESTATE GROUP
View DINGENS AVENUE Windermere, FL MLS# O6441380
  • Virtual Tour
1 of 23
$500,000
0.0

Baths

DINGENS AVENUE

Windermere, FL

Courtesy of THE SIMON SIMAAN GROUP
View 12333 VIA DERNA PLACE Windermere, FL MLS# O6441184
  • Virtual Tour
1 of 53
$449,000
3

Beds

2.1

Baths

1,919

Sq.Ft.

12333 VIA DERNA PLACE

Windermere, FL

Courtesy of KARDOSH REALTY
View 13535 BRAMHAM LANE Windermere, FL MLS# S5157827
  • Recently Listed with Virtual Tour
1 of 53
$489,900
3

Beds

2.0

Baths

1,820

Sq.Ft.

13535 BRAMHAM LANE

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 618 RIDGEWOOD DRIVE Windermere, FL MLS# O6439608
  • Virtual Tour
1 of 22
$650,000
0.0

Baths

618 RIDGEWOOD DRIVE

Windermere, FL

Courtesy of UPSIDE REAL ESTATE INC
View 8142 TIBET BUTLER DRIVE Windermere, FL MLS# O6439814
$2,685,000
5

Beds

6.1

Baths

5,747

Sq.Ft.

8142 TIBET BUTLER DRIVE

Windermere, FL

View 5426 Kumquat Loop Windermere, FL MLS# B26074013
  • Virtual Tour
1 of 71
$400,000
2

Beds

2.0

Baths

1,155

Sq.Ft.

5426 Kumquat Loop

Windermere, FL

View 13738 EDEN ISLE BOULEVARD Windermere, FL MLS# S5158063
  • Recently Listed with Virtual Tour
1 of 47
$530,000
4

Beds

2.0

Baths

2,020

Sq.Ft.

13738 EDEN ISLE BOULEVARD

Windermere, FL

Courtesy of THE PROPERTY FIRM
View 4243 ISABELLA CIRCLE Windermere, FL MLS# O6439995
  • Virtual Tour
1 of 81
$3,290,000
5

Beds

5.2

Baths

5,502

Sq.Ft.

4243 ISABELLA CIRCLE

Windermere, FL

View 4301 DOWN POINT LANE Windermere, FL MLS# O6439832
  • Virtual Tour
1 of 61
$2,950,000
5

Beds

4.0

Baths

7,153

Sq.Ft.

4301 DOWN POINT LANE

Windermere, FL

Courtesy of MARIANI REALTY GROUP
View 8156 BOAT HOOK LOOP 623 Windermere, FL MLS# O6439822
$327,000
3

Beds

2.0

Baths

1,455

Sq.Ft.

8156 BOAT HOOK LOOP 623

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS

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

321

Estimated median home price

$998,999
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 1
$200K - 300K 4
$300K - 400K 27
$400K - 500K 27
$500K - 600K 27
$600K - 700K 31
$700K - 800K 20
$800K - 900K 9
$900K - 1M 16
$1M - Max 159

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 246
Townhouse 43
Condo 11
Commercial 1
Rental 90
Lots and Land 20
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 10/3/2026)

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 10/3/2026.