111 total properties
Did you mean the neighborhood Windermere?
View 7601 RIPPLEPOINTE WAY Windermere, FL MLS# O6363832
  • Recently Listed with Virtual Tour
1 of 30
$2,700
3

Beds

2.1

Baths

1,881

Sq.Ft.

7601 RIPPLEPOINTE WAY

Windermere, FL

Courtesy of ANA TEIXEIRA REALTY
View Address not provided Windermere, FL MLS# TB8453714
$3,279
4

Beds

3.1

Baths

2,745

Sq.Ft.

Address not provided

Windermere, FL

Courtesy of TAH FLORIDA LLC
View Address not provided Windermere, FL MLS# TB8453727
$3,029
4

Beds

3.1

Baths

2,659

Sq.Ft.

Address not provided

Windermere, FL

Courtesy of TAH FLORIDA LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 13638 ANCILLA BOULEVARD Windermere, FL MLS# S5139748
$3,550
4

Beds

3.1

Baths

2,770

Sq.Ft.

13638 ANCILLA BOULEVARD

Windermere, FL

Courtesy of FUSION FLORIDA REALTY LLC
View 8436 GREENBANK BOULEVARD Windermere, FL MLS# O6364887
$2,850
3

Beds

2.0

Baths

1,894

Sq.Ft.

8436 GREENBANK BOULEVARD

Windermere, FL

Courtesy of REALTY HUB
View 9088 OUTLOOK ROCK TRAIL Windermere, FL MLS# O6365212
  • Recently Listed with Virtual Tour
1 of 39
$3,950
5

Beds

4.0

Baths

2,800

Sq.Ft.

9088 OUTLOOK ROCK TRAIL

Windermere, FL

Courtesy of EPIQUE REALTY, INC.
View 5723 OXFORD MOOR BOULEVARD Windermere, FL MLS# O6364421
$8,500
4

Beds

5.1

Baths

4,629

Sq.Ft.

5723 OXFORD MOOR BOULEVARD

Windermere, FL

Courtesy of WINDERMERE INTERNATIONAL REALTY
View 311 E 8TH AVENUE Windermere, FL MLS# O6364016
  • Virtual Tour
1 of 53
$6,750
5

Beds

4.0

Baths

3,805

Sq.Ft.

311 E 8TH AVENUE

Windermere, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 1626 WHITNEY ISLES DRIVE Windermere, FL MLS# O6364998
$3,400
4

Beds

4.0

Baths

2,645

Sq.Ft.

1626 WHITNEY ISLES DRIVE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 8746 CRESCENDO AVENUE Windermere, FL MLS# O6363595
$5,350
4

Beds

3.1

Baths

3,050

Sq.Ft.

8746 CRESCENDO AVENUE

Windermere, FL

Courtesy of M2M REALTY
View 101 LEE STREET Windermere, FL MLS# O6363362
  • Virtual Tour
1 of 100
$7,500
5

Beds

4.0

Baths

4,186

Sq.Ft.

101 LEE STREET

Windermere, FL

Courtesy of ISLEWORTH REALTY LLC
View 7332 COLBURY AVENUE Windermere, FL MLS# O6363119
$3,800
4

Beds

3.1

Baths

2,485

Sq.Ft.

7332 COLBURY AVENUE

Windermere, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 11551 VIA LUCERNA CIRCLE Windermere, FL MLS# O6362570
$3,200
4

Beds

2.1

Baths

2,206

Sq.Ft.

11551 VIA LUCERNA CIRCLE

Windermere, FL

Courtesy of FLORIDA REALTY EXCHANGE LLC
View 9508 PINE TERRACE COURT Windermere, FL MLS# O6364328
$3,300
3

Beds

2.0

Baths

1,723

Sq.Ft.

9508 PINE TERRACE COURT

Windermere, FL

Courtesy of REAL BROKER, LLC
View 8552 POWDER RIDGE TRAIL Windermere, FL MLS# S5138920
$3,400
4

Beds

2.1

Baths

2,612

Sq.Ft.

8552 POWDER RIDGE TRAIL

Windermere, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 8500 IRON MOUNTAIN TRAIL Windermere, FL MLS# O6356548
$2,800
3

Beds

2.1

Baths

1,878

Sq.Ft.

8500 IRON MOUNTAIN TRAIL

Windermere, FL

Courtesy of TRUSTHOME PROPERTIES INC
View 8145 SERENITY SPRING DRIVE GE Windermere, FL MLS# O6361898
$2,500
3

Beds

2.1

Baths

1,512

Sq.Ft.

8145 SERENITY SPRING DRIVE GE

Windermere, FL

Courtesy of SUNNY 365 REALTY GROUP
View 5243 W LAKE BUTLER ROAD Windermere, FL MLS# O6362021
$12,000
3

Beds

3.0

Baths

3,255

Sq.Ft.

5243 W LAKE BUTLER ROAD

Windermere, FL

Courtesy of 407 PROPERTIES
View 8326 BRYCE CANYON AVENUE Windermere, FL MLS# O6362129
$2,675
3

Beds

2.1

Baths

1,825

Sq.Ft.

8326 BRYCE CANYON AVENUE

Windermere, FL

Courtesy of SPECIALIZED PROPERTY MANAGEMENT
View 7621 SUTHERTON LANE Windermere, FL MLS# S5138552
$2,500
3

Beds

2.1

Baths

1,520

Sq.Ft.

7621 SUTHERTON LANE

Windermere, FL

Courtesy of MY REALTY GROUP, 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

290

Estimated median home price

$1,060,000
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 - 300K0
$300K - 400K25
$400K - 500K25
$500K - 600K15
$600K - 700K21
$700K - 800K17
$800K - 900K20
$900K - 1M17
$1M - Max150

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family230
Townhouse38
Condo9
Commercial1
Rental111
Lots and Land12
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 12/25/2025)

Information deemed reliable but not guaranteed.

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 12/26/2025.