138 total properties
Did you mean the neighborhood Windermere?
View 9001 Woodbreeze Boulevard Windermere, FL MLS# 1070507
$5,000
4

Beds

2.1

Baths

2,020

Sq.Ft.

9001 Woodbreeze Boulevard

Windermere, FL

Brevard
View 4773 BLUE MAJOR DRIVE Windermere, FL MLS# O6386132
  • Recently Listed
1 of 29
$619,900
4

Beds

2.1

Baths

2,620

Sq.Ft.

4773 BLUE MAJOR DRIVE

Windermere, FL

Courtesy of LPT REALTY, LLC
View 13240 ROSKIN LANE Windermere, FL MLS# S5144759
  • Recently Listed with Virtual Tour
1 of 31
$739,000
4

Beds

3.1

Baths

3,108

Sq.Ft.

13240 ROSKIN LANE

Windermere, FL

Courtesy of HOMESMART
The time to sell is now! THE TIME TO SELL IS NOW!
View 13013 OVERSTREET ROAD Windermere, FL MLS# O6380917
  • Recently Listed with Virtual Tour
1 of 47
$679,994
4

Beds

2.1

Baths

2,053

Sq.Ft.

13013 OVERSTREET ROAD

Windermere, FL

Courtesy of EXP REALTY LLC
View 12980 HOLDENBURY LANE Windermere, FL MLS# O6385797
  • Recently Listed with Virtual Tour
1 of 60
$589,900
3

Beds

2.1

Baths

2,504

Sq.Ft.

12980 HOLDENBURY LANE

Windermere, FL

Courtesy of LIVE MVRK LLC
View 2641 HEMPEL AVENUE Windermere, FL MLS# O6384773
  • Recently Listed with Virtual Tour
1 of 62
$824,900
4

Beds

2.0

Baths

2,404

Sq.Ft.

2641 HEMPEL AVENUE

Windermere, FL

Courtesy of KNIGHTS REALTY
View 7432 LEIGHSIDE DRIVE Windermere, FL MLS# O6383362
  • Recently Listed with Virtual Tour
1 of 36
$475,000
4

Beds

2.1

Baths

1,898

Sq.Ft.

7432 LEIGHSIDE DRIVE

Windermere, FL

Courtesy of METROPOLITAN R.E SOLUTIONS INC
View 9319 WOODBREEZE BOULEVARD Windermere, FL MLS# O6384930
  • Recently Listed
1 of 41
OPEN HOUSE: Sunday 3/1 12:00 PM - 3:00 PM
$574,995
4

Beds

2.0

Baths

1,798

Sq.Ft.

9319 WOODBREEZE BOULEVARD

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 4 CHASE ROAD Windermere, FL MLS# O6384257
  • Recently Listed with Virtual Tour
1 of 47
OPEN HOUSE: Sunday 3/1 11:00 AM - 2:00 PM
$900,000
3

Beds

2.0

Baths

2,386

Sq.Ft.

4 CHASE ROAD

Windermere, FL

Courtesy of REAL BROKER, LLC
View 8552 POWDER RIDGE TRAIL Windermere, FL MLS# S5144276
  • Recently Listed with Virtual Tour
1 of 30
$690,000
4

Beds

2.1

Baths

2,612

Sq.Ft.

8552 POWDER RIDGE TRAIL

Windermere, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 12879 EMERSONDALE AVENUE Windermere, FL MLS# O6383280
$399,000
3

Beds

2.1

Baths

1,565

Sq.Ft.

12879 EMERSONDALE AVENUE

Windermere, FL

Courtesy of UNIONE REALTY INC
View 13263 STRODE LANE Windermere, FL MLS# O6383141
  • Recently Listed with Virtual Tour
1 of 53
$804,900
4

Beds

3.1

Baths

2,559

Sq.Ft.

13263 STRODE LANE

Windermere, FL

Courtesy of HOME WISE REALTY GROUP, INC.
View 7125 BEEK STREET Windermere, FL MLS# O6382948
  • Virtual Tour
1 of 48
$559,000
3

Beds

2.0

Baths

1,753

Sq.Ft.

7125 BEEK STREET

Windermere, FL

Courtesy of SUNNY 365 REALTY GROUP
View 13237 FOSSICK ROAD Windermere, FL MLS# O6382389
  • Recently Listed
1 of 41
$625,000
4

Beds

2.0

Baths

2,516

Sq.Ft.

13237 FOSSICK ROAD

Windermere, FL

Courtesy of EXP REALTY LLC
View 17520 BLACK RAIL STREET Windermere, FL MLS# O6384223
  • Recently Listed with Virtual Tour
1 of 34
$777,000
4

Beds

2.0

Baths

2,380

Sq.Ft.

17520 BLACK RAIL STREET

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 6990 SMITHSHIRE LANE Windermere, FL MLS# O6380372
$675,000
4

Beds

3.1

Baths

2,986

Sq.Ft.

6990 SMITHSHIRE LANE

Windermere, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 8162 SERENITY SPRING DR. Windermere, FL MLS# O6382279
$395,000
4

Beds

2.1

Baths

2,028

Sq.Ft.

8162 SERENITY SPRING DR.

Windermere, FL

Courtesy of WOODSTONE INVESTMENTS LLC
View 8324 VIVARO ISLE WAY Windermere, FL MLS# O6382641
  • Recently Listed with Virtual Tour
1 of 65
$850,000
6

Beds

4.0

Baths

4,176

Sq.Ft.

8324 VIVARO ISLE WAY

Windermere, FL

Courtesy of AGENT GROUP REALTY
View 11835 GOLD CREEK TRAIL Windermere, FL MLS# O6382068
  • Recently Listed with Virtual Tour
1 of 11
$900,000
4

Beds

4.1

Baths

3,119

Sq.Ft.

11835 GOLD CREEK TRAIL

Windermere, FL

Courtesy of BB GROUP REALTY CORP
View 11434 JASPER KAY TERRACE 1120 Windermere, FL MLS# O6382035
  • Recently Listed with Virtual Tour
1 of 22
$315,000
3

Beds

2.0

Baths

1,332

Sq.Ft.

11434 JASPER KAY TERRACE 1120

Windermere, FL

Courtesy of REALTY ONE GROUP MVP

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

301

Estimated median home price

$1,050,000
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 - 100K1
$100K - 200K0
$200K - 300K0
$300K - 400K16
$400K - 500K22
$500K - 600K27
$600K - 700K25
$700K - 800K26
$800K - 900K20
$900K - 1M9
$1M - Max155

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family250
Townhouse31
Condo5
Commercial1
Rental106
Lots and Land14
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 2/28/2026)

Information deemed reliable but not guaranteed.

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 3/1/2026.