193 total properties
Did you mean the neighborhood Windermere?
View 1925 BREEZY HILL DRIVE WINDERMERE FLORIDA 34786 Windermere, FL MLS# O6398784
  • Virtual Tour
1 of 39
OPEN HOUSE: Saturday 5/23 11:00 AM - 2:00 PM
$862,000
5

Beds

3.0

Baths

3,063

Sq.Ft.

1925 BREEZY HILL DRIVE WINDERMERE FLORIDA 34786

Windermere, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 8796 PEACHTREE PARK COURT Windermere, FL MLS# O6399023
$949,999
4

Beds

3.1

Baths

3,299

Sq.Ft.

8796 PEACHTREE PARK COURT

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 9011 CHAPMAN OAK COURT Windermere, FL MLS# S5148031
  • Adult Community with Virtual Tour
1 of 30
$649,000
4

Beds

2.0

Baths

2,050

Sq.Ft.

9011 CHAPMAN OAK COURT

Windermere, FL

Courtesy of TOWNE CENTER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 13842 ORANGE CREST DRIVE Windermere, FL MLS# O6402132
$739,888
5

Beds

3.0

Baths

2,620

Sq.Ft.

13842 ORANGE CREST DRIVE

Windermere, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 6315 CLEARMEADOW COURT Windermere, FL MLS# O6398505
$618,000
3

Beds

2.0

Baths

2,077

Sq.Ft.

6315 CLEARMEADOW COURT

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
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 715 MAGNOLIA STREET Windermere, FL MLS# S5147648
$1,175,000
5

Beds

4.0

Baths

3,390

Sq.Ft.

715 MAGNOLIA STREET

Windermere, FL

Courtesy of IRIS INTERNATIONAL
View 109 E 12TH AVENUE Windermere, FL MLS# O6394569
  • Virtual Tour
1 of 43
OPEN HOUSE: Sunday 5/24 12:00 PM - 3:00 PM
$1,198,000
4

Beds

3.1

Baths

2,791

Sq.Ft.

109 E 12TH AVENUE

Windermere, FL

Courtesy of UPSIDE REAL ESTATE INC
View 7519 BROFIELD AVENUE Windermere, FL MLS# O6398459
$755,000
4

Beds

3.1

Baths

2,628

Sq.Ft.

7519 BROFIELD AVENUE

Windermere, FL

Courtesy of EXP REALTY LLC
View 4627 BLUE MAJOR DRIVE Windermere, FL MLS# O6397778
$570,000
4

Beds

3.0

Baths

2,411

Sq.Ft.

4627 BLUE MAJOR DRIVE

Windermere, FL

Courtesy of DENIZ REALTY PARTNERS LLC
View 825 OAKDALE STREET Windermere, FL MLS# O6396351
$792,500
3

Beds

2.0

Baths

1,664

Sq.Ft.

825 OAKDALE STREET

Windermere, FL

Courtesy of EXP REALTY LLC
View 7327 MILLSTONE STREET Windermere, FL MLS# O6397203
  • Virtual Tour
1 of 42
OPEN HOUSE: Sunday 5/24 12:00 PM - 3:00 PM
$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
$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
  • New Construction with Virtual Tour
1 of 42
OPEN HOUSE: Sunday 5/24 1:00 PM - 5:00 PM
$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 918 ALGARE LOOP Windermere, FL MLS# O6396400
  • Virtual Tour
1 of 73
$585,000
4

Beds

3.0

Baths

2,553

Sq.Ft.

918 ALGARE LOOP

Windermere, FL

Courtesy of SOUTHERN PRESTIGE REALTY INC
View 14217 BRIDGEWATER CROSSINGS BOULEVARD Windermere, FL MLS# O6396155
$600,000
4

Beds

3.0

Baths

2,419

Sq.Ft.

14217 BRIDGEWATER CROSSINGS BOULEVARD

Windermere, FL

Courtesy of Lake Mary - WEICHERT, REALTORS® - Hallmark Properties
View 4309 SALTMARSH SPARROW DRIVE Windermere, FL MLS# O6396295
  • Virtual Tour
1 of 55
OPEN HOUSE: Saturday 5/23 9:00 AM - 7:00 PM
$783,000
5

Beds

4.1

Baths

3,697

Sq.Ft.

4309 SALTMARSH SPARROW DRIVE

Windermere, FL

Courtesy of OPENDOOR BROKERAGE LLC
View 13125 FILLY COURT Windermere, FL MLS# O6395698
  • Virtual Tour
1 of 11
$998,000
Studio

Beds

0.0

Baths

13125 FILLY COURT

Windermere, FL

Courtesy of VINTAGE REALTY GROUP LLC
View 13411 LEMON ORCHARD BEND Windermere, FL MLS# TB8493546
  • New Construction with Virtual Tour
1 of 6
$562,095
3

Beds

2.1

Baths

1,649

Sq.Ft.

13411 LEMON ORCHARD BEND

Windermere, FL

Courtesy of ASHTON WOODS 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

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

PriceCount
$0 - 100K0
$100K - 200K0
$200K - 300K1
$300K - 400K18
$400K - 500K24
$500K - 600K30
$600K - 700K19
$700K - 800K21
$800K - 900K18
$900K - 1M16
$1M - Max186

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family278
Townhouse36
Condo6
Commercial1
Rental94
Lots and Land12
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 5/23/2026)

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 5/23/2026.

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 5/23/2026.