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23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo
23 Pennywhistle Drive , Windham, ME 04062 Photo

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  • Listing Provided by:
    Better Homes & Gardens Real Estate/The Masiello Group
    Phone: 207-560-4683 IDX logo

  • 3
    Beds
  • 4
    Baths
  • 2,856
    Square Feet
  • 1662103
    MLS#
$874,900
Status: Active
23 Pennywhistle Drive Windham, ME 04062

Property Description

Welcome to 23 Pennywhistle Drive, a beautifully designed contemporary farmhouse located in one of Windham's most desirable neighborhoods.Built in 2022 and thoughtfully crafted with both comfort and style in mind, this stunning home offers over 2,400 square feet of beautifully finished living space on a private 1+ acre lot.Inside, you'll find a bright and inviting open-concept layout filled with natural light, modern finishes, and quality craftsmanship throughout. The spacious kitchen flows seamlessly into the dining and living areas, creating the perfect space for entertaining and everyday living. Luxury vinyl plank flooring, a cozy fireplace, and clean contemporary farmhouse design elements add warmth and character throughout the home.The home features three bedrooms, including a spacious primary suite complete with a private bath and custom built-ins in the closet. In addition to the bedrooms, there is a large bonus room above the garage offering flexible space for a media room, playroom, guest area, or home office.The walkout basement includes an additional bonus room and a convenient half bath, providing even more versatility and functionality.An expansive oversized three-door, four-car garage provides exceptional storage and workspace, perfect for vehicles, outdoor equipment, recreational gear, or hobby space.Designed for efficiency and convenience, the property also features solar panels and a full sprinkler system.Enjoy the peaceful setting while being just minutes from Westbrook, North Windham amenities, shopping, dining, lakes, outdoor recreation, and an easy commute to Portland.This nearly new home offers the perfect blend of modern farmhouse charm, efficiency, and convenience in the heart of Southern Maine.

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Property Features

MLS Number: 1662103
Subdivision:
County: Cumberland
Bedrooms: 3
Total Square Feet: 2,856
Style: Farmhouse, Modern
New Constuction: No
Construction: Wood Frame,Vinyl Siding
Waterfront: No
Property Type: Residential - Single Family
Basement: Yes
Basement: Doghouse, Interior Entry, Daylight, Finished, Full
Cooling: Heat Pump
Garage: 3 car attached
Heating: Electric, Gas Bottled, Propane, Solar, Baseboard, Heat
Lot Size: 1.03 Acres
Road Surface: Paved
Roof Type: Composition, Fiberglass, Metal, Shingle
Taxes: $8,573
Year Built: 2022

Feature Descriptions

Amenities: Bathtub, Fence, Laundry - Hookup, Pantry, Shower, Sprinkler, Storage, Primary Bedroom w/Bath
Appliances: Cooktop, Dishwasher, Dryer, Gas Range, Refrigerator, Washer, Tankless Water Heater
Association Fee: $250/Annually
Electric: On Site, Circuit Breakers, Generator Hookup, Photovoltaics Seller Owned, Photovoltaics Third-Party Owned
Exterior: Wood Frame, Vinyl Siding
Flooring: Luxury Vinyl
Foundation: Poured Concrete
Home Style: Farmhouse, Modern
Lot: Abuts Conservation, Near Country Club, Near Golf Course, Near Public Beach, Near Town, Neighborhood, Subdivided, Cul-De-Sac, Level, Landscaped, Wooded
Parking: Paved,1 - 4 Spaces, On Site, Off Street
Sewer: Private Sewer, Septic Design Available
Special View Info: Scenic, Trees/Woods
SQ FT Above Grade: 2476
SQ FT Below Grade: 380
Total Rooms: 7
Water: Well
Wooded: Yes

Location

Listed By / Shown By

Listed By

Broker Name: Better Homes & Gardens Real Estate/The Masiello Group
Broker Phone: 207-560-4683

Shown By

Agent Name: Don Lapointe
Agent Phone: (603) 723-6935
Broker Title: Badger Peabody & Smith Realty

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Estimated Payment

$ 5,256.39 per month $4,286.79 Principal & Interest $714.42 Property Tax $255.18 Homeowner's Insurance

Source: Delta Media Group, Inc.

Change Payment Information

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(Payments are an estimate and may vary by lender)
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 05/17/2026. The listing information on this page last changed on 05/17/2026. 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 05/17/2026 6:32:48 AM EST) or Prime MLS (last updated Sat 05/16/2026 11:33:15 PM EST) or MREIS (last updated Sun 05/17/2026 2:05:24 AM EST). Real estate listings held by brokerage firms other than Badger Peabody & Smith Realty 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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