23 Pennywhistle DriveWindham, ME 04062Price: $849,900

  • Price: $849,900
  • Est. Mortgage of $/month
  • 29 Days on Market
$
$
%
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
  • $849,900List Price
  • 3Bedrooms
  • 4Bathrooms
  • 2,856Square Feet
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.
Listed by Daneel Dafni of Better Homes & Gardens Real Estate/The Masiello Group

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More Info

Tax Information

  • Parcel Number WINM-000006-000025-000016
  • Taxes$8,573

Location

  • Address23 Pennywhistle Drive
  • Building Number23
  • CountyCumberland
  • StateME
  • StreetPennywhistle Drive
  • SubdivisionDurant Homestead
  • TownWindham
  • Zip04062

Property

  • Road Surface Type Paved
  • Sign On Property YN Yes
  • Vehicle Storage 3 Car, Attached, Auto Door Opener, Direct Entry to Living, Tandem

Utilities

  • Cooling Heat Pump
  • Cooling YN Yes
  • Electric On Site, Circuit Breakers, Generator Hookup, Photovoltaics Seller Owned, Photovoltaics Third-Party Owned
  • Heat System
    • Baseboard
    • Electric
    • Gas Bottled
    • Heat Pump
    • Hot Water
    • Other
    • Propane
    • Solar
    • Zoned
  • Heating YN Yes
  • Waste Water DisposalPrivate Sewer, Septic Design Available, Septic Tank

Parking

  • Parking Features Paved,1 - 4 Spaces, On Site, Off Street, Garage Door Opener, Inside Entrance, Tandem

Basic Information

  • List Price$849,900
  • LocationTypeAbuts Conservation, Near Country Club, Near Golf Course, Near Public Beach, Near Town, Neighborhood, Rural, Subdivision
  • MLS Number1662103
  • Property SubTypeSingle Family Residence
  • Property TypeResidential
  • StatusACT

Interior

  • Furnished Unfurnished
  • Interior Features Bathtub, Pantry, Shower, Storage, Primary Bedroom w/Bath

Exterior

  • Fencing Fenced
  • RoofComposition, Fiberglass, Metal, Shingle

Property Information

  • Acreage1.03
  • Lot Features Abuts Conservation, Near Country Club, Near Golf Course, Near Public Beach, Near Town, Neighborhood, Rural, Subdivided, Cul-De-Sac, Level, Landscaped, Wooded
  • Property Condition New Construction
  • Square Feet2,856

Water Body

  • Water AccessWell

Other

  • Association Fee $250
  • Association Fee Frequency Annually
  • Association YN Yes
  • Date Listed05/16/2026
  • Equipment Air Radon Mitigation System, Internet Access Available
  • Green Energy Efficient Ceiling Fans, Water Heater, Thermostat
  • Other Equipment Air Radon Mitigation System, Internet Access Available
  • Special Listing Conditions Standard

Rooms

  • Bathroom4
  • Bathrooms Total Decimal 3
  • Bedrooms3
  • Full Bath2
  • Half Baths2
  • Laundry Features Washer Hookup

Building

  • Attached Garage YN Yes
  • Basement
    • Daylight
    • Doghouse
    • Finished
    • Full
    • Interior Entry
    • Walk-Out Access
  • FireplaceYes
  • Fireplaces Total 1
  • Flooring Luxury Vinyl
  • GarageYes
  • Garage Spaces3
  • New Construction YN Yes
  • Patio And Porch Features Deck, Porch
  • Property StyleFarmhouse, Modern
  • Rooms7
  • Window Features Double Pane Windows
  • Year Built2022

Amenities

  • Amenities
    • Bathtub
    • Fence
    • Laundry - Hookup
    • Pantry
    • Primary Bedroom w/Bath
    • Shower
    • Sprinkler
    • Storage
  • Appliances IncludedCooktop, Dishwasher, Dryer, Gas Range, Refrigerator, Washer
  • Other AmenitiesBasement, Beachfront, Fireplace
  • Security Features Fire Sprinkler System

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

46 Casco Rd, Brunswick - Portside Luxury Home participates in ©2026 Maine Listings Internet Data Exchange program, allowing us to display other Maine IDX Participants' listings. This website does not display complete listings. Certain listings of other real estate brokerage firms have been excluded. Mortgage figures are estimates. Check with your bank or proposed mortgage company for actual interest rates. This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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