190 total properties
Did you mean the neighborhood Windermere?
View 8713 Crescendo Windermere, FL MLS# A12054326
  • Virtual Tour
1 of 24
$780,000
3

Beds

2.1

Baths

8713 Crescendo

Windermere, FL

Courtesy of REALTY ONE GROUP EVOLUTION
View 13736 SUMMERPORT VILLAGE PARKWAY Windermere, FL MLS# O6425332
$440,000
3

Beds

2.1

Baths

1,976

Sq.Ft.

13736 SUMMERPORT VILLAGE PARKWAY

Windermere, FL

Courtesy of LUXE HUNTER REAL ESTATE
View 8344 BOWDEN WAY Windermere, FL MLS# O6425171
$1,090,000
4

Beds

4.0

Baths

3,646

Sq.Ft.

8344 BOWDEN WAY

Windermere, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 5579 SOMERSBY ROAD Windermere, FL MLS# TB8517100
$395,000
3

Beds

2.1

Baths

1,579

Sq.Ft.

5579 SOMERSBY ROAD

Windermere, FL

View 13419 LEMON ORCHARD BEND Windermere, FL MLS# TB8528688
  • New Construction with Virtual Tour
1 of 21
$599,990
3

Beds

2.1

Baths

1,699

Sq.Ft.

13419 LEMON ORCHARD BEND

Windermere, FL

View 13328 OVERSTREET ROAD Windermere, FL MLS# O6423949
$629,900
4

Beds

3.0

Baths

2,648

Sq.Ft.

13328 OVERSTREET ROAD

Windermere, FL

View 4642 RIVER GEM AVENUE Windermere, FL MLS# O6422241
$798,000
5

Beds

5.0

Baths

3,373

Sq.Ft.

4642 RIVER GEM AVENUE

Windermere, FL

View 14030 SPARKLING COVE LANE 603 Windermere, FL MLS# O6424774
$330,000
2

Beds

2.1

Baths

1,232

Sq.Ft.

14030 SPARKLING COVE LANE 603

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 9433 PALM TREE DRIVE Windermere, FL MLS# O6423262
$539,900
3

Beds

2.0

Baths

1,819

Sq.Ft.

9433 PALM TREE DRIVE

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 2512 TRYON PLACE Windermere, FL MLS# O6422154
  • Virtual Tour
1 of 65
$1,100,000
4

Beds

3.0

Baths

3,478

Sq.Ft.

2512 TRYON PLACE

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 2053 WOODY DRIVE Windermere, FL MLS# O6421738
  • Virtual Tour
1 of 49
$679,000
3

Beds

2.1

Baths

2,177

Sq.Ft.

2053 WOODY DRIVE

Windermere, FL

Courtesy of LPT REALTY, LLC
View 7060 VENTNOR DRIVE Windermere, FL MLS# S5153025
$444,900
3

Beds

2.1

Baths

1,642

Sq.Ft.

7060 VENTNOR DRIVE

Windermere, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 13219 CHARFIELD STREET Windermere, FL MLS# O6420991
$560,000
3

Beds

2.0

Baths

1,706

Sq.Ft.

13219 CHARFIELD STREET

Windermere, FL

View 8168 BOAT HOOK LOOP 724 Windermere, FL MLS# O6421614
$325,000
3

Beds

2.0

Baths

1,455

Sq.Ft.

8168 BOAT HOOK LOOP 724

Windermere, FL

View 11446 JASPER KAY TERRACE 103 Windermere, FL MLS# O6420653
$330,000
3

Beds

2.0

Baths

1,442

Sq.Ft.

11446 JASPER KAY TERRACE 103

Windermere, FL

View 12912 DROXFORD ROAD Windermere, FL MLS# O6422064
$650,000
5

Beds

3.1

Baths

2,966

Sq.Ft.

12912 DROXFORD ROAD

Windermere, FL

Courtesy of LPT REALTY, LLC
View 13845 BRIDGEWATER CROSSINGS BLVD Windermere, FL MLS# O6421552
$449,900
3

Beds

2.1

Baths

1,636

Sq.Ft.

13845 BRIDGEWATER CROSSINGS BLVD

Windermere, FL

View 2009 WOODY DRIVE Windermere, FL MLS# O6422132
  • Virtual Tour
1 of 43
OPEN HOUSE: Saturday 8/29 12:00 PM - 3:00 PM
$1,150,000
4

Beds

3.0

Baths

3,540

Sq.Ft.

2009 WOODY DRIVE

Windermere, FL

View 13137 PENSHURST LANE Windermere, FL MLS# O6421270
$560,000
3

Beds

2.0

Baths

1,948

Sq.Ft.

13137 PENSHURST LANE

Windermere, FL

View 2630 STANTON HALL COURT Windermere, FL MLS# O6420386
  • Adult Community with Virtual Tour
1 of 10
$899,999
3

Beds

2.0

Baths

2,258

Sq.Ft.

2630 STANTON HALL COURT

Windermere, 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

323

Estimated median home price

$979,500
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 - 200K1
$200K - 300K2
$300K - 400K21
$400K - 500K32
$500K - 600K31
$600K - 700K32
$700K - 800K20
$800K - 900K13
$900K - 1M13
$1M - Max158

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family251
Townhouse45
Condo10
Commercial1
Rental81
Lots and Land16
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 8/25/2026)

Information deemed reliable but not guaranteed.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective 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 8/25/2026.