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Zack Leroy
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32 Pennywhistle Drive, Windham, ME 04062

$919,000
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New to the Market Active
BEDS3 BATHS2 full 1 partial SQUARE FEET2,600 MLS#1654081
STATUSActive PROPERTY TYPEResidential - Single Family

Property Description

Welcome to 32 Pennywhistle Drive, nestled in the highly sought-after Durant Homestead neighborhood.This custom-built home features an open, sun-filled floor plan designed for comfort and modern living. Upon entering the impressive two-story foyer, you are greeted by elegant custom staircase railings that set the tone for the home's craftsmanship. The dramatic two-story living room with vaulted ceilings flows seamlessly into a spacious dining room and a bright breakfast area that opens to a private deck overlooking a fenced backyard and 34 acres of protected open space.The kitchen offers abundant storage and functionality, while the sunken office/study/library with built-in bookcases provides the perfect space for working from home or enjoying a quiet reading retreat. The 1st floor also offers 1/2 Bath and Laundry Room.Upstairs, a large open flex space overlooking the foyer and living room offers endless versatility--ideal for a study area, fitness space, or creative corner. The primary suite features a newly completed luxurious bathroom and a generous walk-in closet. Two additional bedrooms and a full guest bath complete the second floor.The daylight walkout lower level remains unfinished, providing exceptional potential for future living space, recreation, or customization.Additional highlights include a state-of-the-art high-efficiency gas FHW heating system and a two-car garage with ample storage.

32 Pennywhistle Drive | MLS# 1654081

This single family home located at 32 Pennywhistle Drive, Windham, ME 04062 is currently listed for sale with an asking price of $919,000. This property was built in 2021 and has 3 bedrooms and 2 full and 1 partial baths with 2600 sq. ft. Search Windham real estate on zackleroy.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Interior Entry
Cooling: Heat Pump
Garage: 2 car attached
Heating: Baseboard, Direct Vent Furnace, Heat Pump, Hot Water,
Home Style: Farmhouse
Lot Size: 0.73 Acres
Roof Type: Shingle
Taxes: $8,687
Year Built: 2021

Feature Descriptions

Association Fee: $250/Annually
Electric: Circuit Breakers, Underground
Flooring: Other, Tile, Vinyl
Sewer: Private Sewer
Special View Info: Trees/Woods
SQ FT Above Grade: 2600
SQ FT Below Grade: 0
Total Rooms: 9
Water: Well
Wooded: Yes

Room Sizes

Living Room: Level - First
Dining Room: Level - First
Kitchen: Level - First
Office: Level - First
Primary Bedroom: Level - Second
Bedroom 2: Level - Second
Bedroom 3: Level - Second
Loft: Level - Second
Other Room: Level - Second

Listed By / Shown By

Listed By

Agency Name: Keller Williams Realty
Agency Phone: 207-775-2121
Agent Name: John Hatcher

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Shown By

Agent Name: Zack Leroy
Agent Phone:
Agency Title: Better Homes and Gardens Real Estate The Masiello Group

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Estimated Payment

$ 3,037.25 per month $2,045.30 Principal & Interest $723.92 Property Tax $268.04 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 03/15/2026. The listing information on this page last changed on 03/15/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sun 03/15/2026 9:18:40 AM EST) or MLSPIN MLS (last updated Sun 03/15/2026 9:14:52 AM EST) or Prime MLS (last updated Sun 03/15/2026 9:10:34 AM EST) or MREIS (last updated Sun 03/15/2026 9:16:37 AM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.



Listing data is derived in whole or in part from the Maine IDX & is for consumers' personal, noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified.© 2026 Maine Real Estate Information System, Inc. All Rights Reserved.

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