355 total properties
Did you mean the neighborhood Windermere?
View 9072 WOODBREEZE BOULEVARD Windermere, FL MLS# O6403789
  • Virtual Tour
1 of 63
OPEN HOUSE: Sunday 6/7 12:00 PM - 3:00 PM
$549,900
3

Beds

2.0

Baths

1,721

Sq.Ft.

9072 WOODBREEZE BOULEVARD

Windermere, FL

Courtesy of BHHS FLORIDA REALTY
View 13836 BLUEBIRD POND ROAD Windermere, FL MLS# TB8502779
$698,000
3

Beds

2.0

Baths

2,108

Sq.Ft.

13836 BLUEBIRD POND ROAD

Windermere, FL

Courtesy of GETMOREOFFERS
View 13633 ANCILLA BOULEVARD Windermere, FL MLS# O6403031
$849,000
5

Beds

3.1

Baths

3,588

Sq.Ft.

13633 ANCILLA BOULEVARD

Windermere, FL

Courtesy of JUPITER PROPERTIES, INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 11303 WINDERMERE ROAD Windermere, FL MLS# O6397829
  • New Construction with Virtual Tour
1 of 45
$2,690,000
5

Beds

4.2

Baths

5,277

Sq.Ft.

11303 WINDERMERE ROAD

Windermere, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 14422 DESERT HAVEN STREET 4206 Windermere, FL MLS# S5148708
$385,000
3

Beds

2.1

Baths

1,840

Sq.Ft.

14422 DESERT HAVEN STREET 4206

Windermere, FL

Courtesy of MD3 HOMES LLC
View 7710 FAIRGROVE AVENUE Windermere, FL MLS# S5148820
$390,000
3

Beds

2.1

Baths

1,644

Sq.Ft.

7710 FAIRGROVE AVENUE

Windermere, FL

Courtesy of JASON MITCHELL REAL ESTATE FLO
View 12966 VENNETTA WAY Windermere, FL MLS# S5148828
$380,000
3

Beds

2.1

Baths

1,644

Sq.Ft.

12966 VENNETTA WAY

Windermere, FL

Courtesy of JASON MITCHELL REAL ESTATE FLO
View 14353 CREST PALM AVENUE Windermere, FL MLS# G5111542
  • New Construction with Virtual Tour
1 of 32
$1,039,091
4

Beds

3.0

Baths

2,740

Sq.Ft.

14353 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 4474 BEGONIA COURT Windermere, FL MLS# O6402227
  • Virtual Tour
1 of 41
OPEN HOUSE: Saturday 6/6 11:00 AM - 2:00 PM
$1,170,000
5

Beds

4.1

Baths

4,380

Sq.Ft.

4474 BEGONIA COURT

Windermere, FL

Courtesy of SOGO REAL ESTATE SERVICES LLC
View 12699 HAWKSTONE DRIVE Windermere, FL MLS# O6401293
$2,125,000
4

Beds

4.1

Baths

3,751

Sq.Ft.

12699 HAWKSTONE DRIVE

Windermere, FL

Courtesy of LAKEFIELD REALTY GROUP LLC
View 11438 ARBORSIDE BEND WAY Windermere, FL MLS# O6395080
$625,000
4

Beds

2.0

Baths

2,019

Sq.Ft.

11438 ARBORSIDE BEND WAY

Windermere, FL

Courtesy of KELLER WILLIAMS ADVANTAGE 2 REALTY
View Address not provided Windermere, FL MLS# O6400745
$369,900
2

Beds

2.1

Baths

1,429

Sq.Ft.

Address not provided

Windermere, FL

Courtesy of IRM INVEST., REAL EST.& MGMT.
View 5138 FAIRWAY OAKS DR Windermere, FL MLS# O6401757
$5,500,000
4

Beds

5.0

Baths

4,330

Sq.Ft.

5138 FAIRWAY OAKS DR

Windermere, FL

Courtesy of ISLEWORTH REALTY LLC
View 6897 NORTHWICH DRIVE Windermere, FL MLS# O6400673
$574,900
4

Beds

3.0

Baths

2,229

Sq.Ft.

6897 NORTHWICH DRIVE

Windermere, FL

Courtesy of REALTY ONE GROUP INSPIRATION
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 212 W 1ST AVENUE Windermere, FL MLS# S5148430
  • New Construction with Virtual Tour
1 of 11
$3,900,000
5

Beds

5.0

Baths

3,800

Sq.Ft.

212 W 1ST AVENUE

Windermere, FL

Courtesy of HOME WISE REALTY GROUP, INC.
View 1028 LASCALA DRIVE Windermere, FL MLS# O6400649
$749,000
4

Beds

2.1

Baths

2,208

Sq.Ft.

1028 LASCALA DRIVE

Windermere, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 9621 WINDY RIDGE ROAD Windermere, FL MLS# O6400740
  • New Construction with Virtual Tour
1 of 28
$13,430,000
9

Beds

10.6

Baths

20,445

Sq.Ft.

9621 WINDY RIDGE ROAD

Windermere, FL

Courtesy of CITARELLI REALTY GROUP LLC
View 6036 GREATWATER DR Windermere, FL MLS# O6400277
$1,999,999
4

Beds

4.1

Baths

4,013

Sq.Ft.

6036 GREATWATER DR

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 9648 WEATHERSTONE COURT Windermere, FL MLS# O6400680
$2,500,000
6

Beds

4.0

Baths

4,482

Sq.Ft.

9648 WEATHERSTONE COURT

Windermere, FL

Courtesy of THE AGENCY FL

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

353

Estimated median home price

$1,175,000
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 - 400K22
$400K - 500K30
$500K - 600K32
$600K - 700K26
$700K - 800K17
$800K - 900K18
$900K - 1M15
$1M - Max192

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family288
Townhouse43
Condo7
Commercial1
Rental88
Lots and Land14
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 6/3/2026)

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 6/4/2026.