358 total properties
Did you mean the neighborhood Windermere?
View 910 LASCALA DRIVE Windermere, FL MLS# O6397847
  • Recently Listed with Virtual Tour
1 of 54
$770,000
4

Beds

3.1

Baths

2,742

Sq.Ft.

910 LASCALA DRIVE

Windermere, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 109 E 12TH AVENUE Windermere, FL MLS# O6394569
  • Recently Listed with Virtual Tour
1 of 41
OPEN HOUSE: Monday 4/27 5:00 PM - 8:00 PM
$1,225,000
4

Beds

3.1

Baths

2,791

Sq.Ft.

109 E 12TH AVENUE

Windermere, FL

Courtesy of UPSIDE REAL ESTATE INC
View 4627 BLUE MAJOR DRIVE Windermere, FL MLS# O6397778
  • Recently Listed with Virtual Tour
1 of 36
$570,000
4

Beds

3.0

Baths

2,411

Sq.Ft.

4627 BLUE MAJOR DRIVE

Windermere, FL

Courtesy of DENIZ REALTY PARTNERS LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 212 W 1ST AVENUE Windermere, FL MLS# S5147532
  • Recently Listed with Virtual Tour
1 of 21
$1,600,000
Studio

Beds

0.0

Baths

212 W 1ST AVENUE

Windermere, FL

Courtesy of HOME WISE REALTY GROUP, INC.
View 9144 ISLEWORTH GARDENS DRIVE Windermere, FL MLS# O6397842
  • Recently Listed with Virtual Tour
1 of 63
$4,450,000
3

Beds

3.2

Baths

5,004

Sq.Ft.

9144 ISLEWORTH GARDENS DRIVE

Windermere, FL

Courtesy of MEGAN DOWDY REALTY, LLC
View 5106 TILDENS GROVE BOULEVARD Windermere, FL MLS# O6397273
  • Recently Listed with Virtual Tour
1 of 57
$1,700,000
6

Beds

4.1

Baths

4,572

Sq.Ft.

5106 TILDENS GROVE BOULEVARD

Windermere, FL

Courtesy of TARA MOORE REAL ESTATE
View 8355 TORCELLO ISLE DRIVE Windermere, FL MLS# O6396948
  • Recently Listed with Virtual Tour
1 of 42
$895,000
5

Beds

3.1

Baths

4,202

Sq.Ft.

8355 TORCELLO ISLE DRIVE

Windermere, FL

Courtesy of REALTY LYNK INC
View 7327 MILLSTONE STREET Windermere, FL MLS# O6397203
  • Recently Listed with Virtual Tour
1 of 42
$459,000
3

Beds

2.1

Baths

1,531

Sq.Ft.

7327 MILLSTONE STREET

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 14368 DESERT HAVEN STREET 4106 Windermere, FL MLS# O6396784
  • Recently Listed with Virtual Tour
1 of 27
$360,000
3

Beds

2.1

Baths

1,840

Sq.Ft.

14368 DESERT HAVEN STREET 4106

Windermere, FL

Courtesy of OPENDOOR BROKERAGE LLC
View 14371 CREST PALM AVENUE Windermere, FL MLS# G5110664
  • Recently Listed with Virtual Tour
1 of 42
$1,114,989
4

Beds

3.0

Baths

3,100

Sq.Ft.

14371 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 6152 GOLDEN DEWDROP TRAIL Windermere, FL MLS# O6396835
$1,130,000
8

Beds

5.0

Baths

4,830

Sq.Ft.

6152 GOLDEN DEWDROP TRAIL

Windermere, FL

Courtesy of VESTI LLC
View 8520 GREENBANK BOULEVARD Windermere, FL MLS# O6396673
  • Recently Listed with Virtual Tour
1 of 35
$549,900
3

Beds

2.0

Baths

1,726

Sq.Ft.

8520 GREENBANK BOULEVARD

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 4301 DOWN POINT LANE Windermere, FL MLS# O6398366
  • Recently Listed with 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 EXP REALTY LLC
View 11564 MIZZON DRIVE 202 (919) Windermere, FL MLS# O6394852
  • Recently Listed with Virtual Tour
1 of 25
$295,000
2

Beds

2.0

Baths

1,161

Sq.Ft.

11564 MIZZON DRIVE 202 (919)

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 2806 WINDSOR HILL DRIVE Windermere, FL MLS# O6385977
  • Recently Listed with Virtual Tour
1 of 72
$1,150,000
4

Beds

3.0

Baths

3,181

Sq.Ft.

2806 WINDSOR HILL DRIVE

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 6956 TRELLIS VINE LOOP Windermere, FL MLS# O6401639
$650,000
5

Beds

4.0

Baths

3,015

Sq.Ft.

6956 TRELLIS VINE LOOP

Windermere, FL

Courtesy of EAST PEARL REALTY
View 14014 EDEN ISLE BOULEVARD Windermere, FL MLS# O6400224
$507,000
3

Beds

2.0

Baths

1,794

Sq.Ft.

14014 EDEN ISLE BOULEVARD

Windermere, FL

Courtesy of SELECTA REALTY LLC
View 7137 BEEK STREET Windermere, FL MLS# O6398814
  • Virtual Tour
1 of 33
$550,000
3

Beds

2.0

Baths

1,910

Sq.Ft.

7137 BEEK STREET

Windermere, FL

Courtesy of EXP REALTY LLC
View 1002 OAKDALE STREET Windermere, FL MLS# TB8495717
$975,000
4

Beds

3.0

Baths

3,516

Sq.Ft.

1002 OAKDALE STREET

Windermere, FL

Courtesy of KELLER WILLIAMS SUBURBAN TAMPA
View 11564 MIZZON DRIVE 903/110 Windermere, FL MLS# O6398388
$339,000
3

Beds

2.0

Baths

1,442

Sq.Ft.

11564 MIZZON DRIVE 903/110

Windermere, FL

Courtesy of WINDERMERE REALTY GROUP

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

356

Estimated median home price

$1,100,000
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 - 400K19
$400K - 500K24
$500K - 600K40
$600K - 700K25
$700K - 800K24
$800K - 900K21
$900K - 1M19
$1M - Max183

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family299
Townhouse36
Condo7
Commercial1
Rental93
Lots and Land13
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 4/27/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data is updated as of 4/27/2026.

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties 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 4/27/2026.