105 total properties
Did you mean the neighborhood Windermere?
View 12025 LAKE BUTLER BOULEVARD Windermere, FL MLS# S5123676
$4,500
4

Beds

2.1

Baths

2,588

Sq.Ft.

12025 LAKE BUTLER BOULEVARD

Windermere, FL

Courtesy of MCO REALTY
View 4345 SALTMARSH SPARROW DRIVE Windermere, FL MLS# O6337228
$4,500
6

Beds

5.1

Baths

3,389

Sq.Ft.

4345 SALTMARSH SPARROW DRIVE

Windermere, FL

Courtesy of ICON REALTY ASSOCIATES INC
View 14409 CREST PALM AVENUE Windermere, FL MLS# O6338736
  • New Construction with Virtual Tour
1 of 57
$4,500
6

Beds

3.1

Baths

3,764

Sq.Ft.

14409 CREST PALM AVENUE

Windermere, FL

Courtesy of RENT A FLORIDA HOME
The time to sell is now! THE TIME TO SELL IS NOW!
View 14415 CREST PALM AVENUE Windermere, FL MLS# O6338743
  • New Construction with Virtual Tour
1 of 61
$4,500
6

Beds

3.1

Baths

3,764

Sq.Ft.

14415 CREST PALM AVENUE

Windermere, FL

Courtesy of RENT A FLORIDA HOME
View 8764 POWDER RIDGE TRAIL Windermere, FL MLS# O6351622
$4,500
4

Beds

3.1

Baths

3,144

Sq.Ft.

8764 POWDER RIDGE TRAIL

Windermere, FL

Courtesy of KARDOSH REALTY
View 7211 STILL POND LANE Windermere, FL MLS# S5137978
$4,490
4

Beds

3.1

Baths

3,091

Sq.Ft.

7211 STILL POND LANE

Windermere, FL

Courtesy of MBT REALTY LLC
View 13106 ORANGE ISLE DRIVE Windermere, FL MLS# O6348003
$4,300
5

Beds

4.1

Baths

3,312

Sq.Ft.

13106 ORANGE ISLE DRIVE

Windermere, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 7508 LAKE ALBERT DRIVE Windermere, FL MLS# O6341533
$4,200
4

Beds

3.1

Baths

3,059

Sq.Ft.

7508 LAKE ALBERT DRIVE

Windermere, FL

Courtesy of MS LAND & BUILDING LLC
View 11445 VICOLO LOOP Windermere, FL MLS# O6330080
  • Virtual Tour
1 of 28
$4,150
4

Beds

4.0

Baths

3,144

Sq.Ft.

11445 VICOLO LOOP

Windermere, FL

Courtesy of BLUE MAGNOLIA REALTY LLC
View 5426 GEMGOLD COURT Windermere, FL MLS# O6354639
$4,150
4

Beds

2.1

Baths

2,648

Sq.Ft.

5426 GEMGOLD COURT

Windermere, FL

Courtesy of LPT REALTY, LLC
View 2943 MARQUESAS COURT Windermere, FL MLS# O6357519
$4,150
4

Beds

2.1

Baths

2,145

Sq.Ft.

2943 MARQUESAS COURT

Windermere, FL

Courtesy of INTEGRITY REAL ESTATE GROUP, LLC
View 13224 ORANGE ISLE DRIVE Windermere, FL MLS# O6370036
  • Recently Listed with Virtual Tour
1 of 40
$4,000
4

Beds

3.1

Baths

3,109

Sq.Ft.

13224 ORANGE ISLE DRIVE

Windermere, FL

Courtesy of RE REALTY
View 415 E 6TH AVENUE Windermere, FL MLS# O6366001
  • Virtual Tour
1 of 16
$3,990
3

Beds

2.0

Baths

1,784

Sq.Ft.

415 E 6TH AVENUE

Windermere, FL

Courtesy of PREFERRED REAL ESTATE BROKERS
View 9088 OUTLOOK ROCK TRAIL Windermere, FL MLS# O6365212
$3,950
5

Beds

4.0

Baths

2,800

Sq.Ft.

9088 OUTLOOK ROCK TRAIL

Windermere, FL

Courtesy of EPIQUE REALTY, INC.
View 12821 WESTSIDE VILLAGE LOOP Windermere, FL MLS# O6357888
$3,800
5

Beds

3.1

Baths

3,689

Sq.Ft.

12821 WESTSIDE VILLAGE LOOP

Windermere, FL

Courtesy of LA ROSA REALTY KISSIMMEE
View 7332 COLBURY AVENUE Windermere, FL MLS# O6363119
$3,800
4

Beds

3.1

Baths

2,485

Sq.Ft.

7332 COLBURY AVENUE

Windermere, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 8626 CRESCENDO AVENUE Windermere, FL MLS# O6365595
$3,750
4

Beds

3.1

Baths

3,399

Sq.Ft.

8626 CRESCENDO AVENUE

Windermere, FL

Courtesy of THE SIMON SIMAAN GROUP
View 12880 WESTSIDE VILLAGE LOOP Windermere, FL MLS# O6369509
  • Recently Listed with Virtual Tour
1 of 42
$3,750
5

Beds

4.1

Baths

3,769

Sq.Ft.

12880 WESTSIDE VILLAGE LOOP

Windermere, FL

Courtesy of THE SIMON SIMAAN GROUP
View 8752 POWDER RIDGE TRAIL Windermere, FL MLS# O6367881
  • Recently Listed with Virtual Tour
1 of 31
$3,600
4

Beds

3.1

Baths

2,931

Sq.Ft.

8752 POWDER RIDGE TRAIL

Windermere, FL

Courtesy of MS LAND & BUILDING LLC
View 13638 ANCILLA BOULEVARD Windermere, FL MLS# S5139748
$3,550
4

Beds

3.1

Baths

2,770

Sq.Ft.

13638 ANCILLA BOULEVARD

Windermere, FL

Courtesy of FUSION FLORIDA REALTY LLC

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

285

Estimated median home price

$1,080,000
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 - 300K0
$300K - 400K23
$400K - 500K21
$500K - 600K16
$600K - 700K21
$700K - 800K18
$800K - 900K19
$900K - 1M17
$1M - Max150

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family227
Townhouse37
Condo8
Commercial1
Rental107
Lots and Land12
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 1/1/2026)

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 1/2/2026.