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  • $835,000

    23 Pennywhistle Drive, Windham, ME 04062

    3beds
    2,856sqft
    Single Family Residence
    Built in 2022
    1.03 Acres Lot
    $832,100 Zestimate®
    $292/sqft
    $4,345 Estimated rent

    Home value

    $832,100

    $766,000 - $899,000

    $4,345/mo

    Zestimate® history
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    What's special

    Cozy fireplaceModern finishesBeautifully designed contemporary farmhouseQuality craftsmanship throughoutFull sprinkler systemLuxury vinyl plank flooringPeaceful setting
    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.

    Zillow last checked:

    Listing updated:

    Listed by:

    Better Homes & Gardens Real Estate/The Masiello Group

    Bought with:

    Keller Williams Realty

    Keller Williams Realty

    Source: Maine Listings,MLS#: 1662103MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 4
    • Full bathrooms: 2
    • 1/2 bathrooms: 2
    Bedroom 1
    • Level: Second
    Bedroom 2
    • Level: Second
    Bedroom 3
    • Level: Second
    Exercise room
    • Level: Basement
    Family room
    • Level: Second
    Kitchen
    • Level: First
    Living room
    • Level: First
    Heating
    • Baseboard, Heat Pump, Hot Water, Zoned, Other
    Cooling
    • Heat Pump
    Appliances
    • Included: Cooktop, Dishwasher, Dryer, Gas Range, Refrigerator, Washer
    Features
    • Bathtub, Pantry, Shower, Storage, Primary Bedroom w/Bath
    • Flooring: Luxury Vinyl
    • Windows: Double Pane Windows
    • Basement: Doghouse,Interior Entry,Walk-Out Access,Daylight,Finished,Full
    • Number of fireplaces: 1
    Interior area
    • Total structure area: 2,856
    • Total interior livable area: 2,856 sqft
    • Finished area above ground: 2,476
    • Finished area below ground: 380

    Property

    Parking
    • Total spaces: 3
    • Parking features: Paved, 1 - 4 Spaces, On Site, Off Street, Garage Door Opener, Tandem
    • Attached garage spaces: 3
    Features
    • Levels: Multi/Split
    • Patio & porch: Deck, Porch
    • Has view: Yes
    • View description: Scenic, Trees/Woods
    Lot
    • Size: 1.03 Acres
    • Features: Abuts Conservation, Near Country Club, Near Golf Course, Near Public Beach, Near Town, Neighborhood, Rural, Cul-De-Sac, Level, Landscaped, Wooded
    Details
    • Parcel number: WINMM6B25L16
    • Zoning: F
    • Other equipment: Internet Access Available

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Farmhouse
    • Property subtype: Single Family Residence
    Materials
    • Wood Frame, Vinyl Siding
    • Foundation: Poured Concrete
    • Roof: Composition,Fiberglass,Metal,Shingle
    Condition
    • New Construction
    • New construction: Yes
    • Year built: 2022

    Utilities & green energy

    • Electric: On Site, Circuit Breakers, Generator Hookup, Photovoltaics Seller Owned, Photovoltaics Third-Party Owned
    • Sewer: Private Sewer, Septic Design Available, Septic Tank
    • Water: Well
    Green energy
    • Energy efficient items: Ceiling Fans, Water Heater, Thermostat

    Community & HOA

    Community
    • Security: Fire Sprinkler System, Air Radon Mitigation System
    • Subdivision: Durant Homestead
    HOA
    • Has HOA: Yes
    • HOA fee: $250 annually
    Location
    • Region: Windham

    Financial & listing details

    • Price per square foot: $292/sqft
    • Tax assessed value: $660,700
    • Annual tax amount: $8,573
    • Date on market: 5/16/2026
    • Exclusions: televisions, large cabinet in bonus room
    • Electric utility on property: Yes
    • Road surface type: Paved

    Price history

    DateEventPrice
    8/4/2026Sold$835,000-1.8%$292/sqft
    Source: Maine Listings #1662103 Report a problem
    8/2/2026Pending sale$849,900$298/sqft
    Source: Maine Listings #1662103 Report a problem
    7/14/2026Contingent$849,900$298/sqft
    Source: Maine Listings #1662103 Report a problem
    6/12/2026Price change$849,900-2.9%$298/sqft
    Source: Maine Listings #1662103 Report a problem
    6/9/2026Listed for sale$874,900$306/sqft
    Source: Maine Listings #1662103 Report a problem
    6/6/2026Contingent$874,900$306/sqft
    Source: Maine Listings #1662103 Report a problem
    5/28/2026Listed for sale$874,900$306/sqft
    Source: Maine Listings #1662103 Report a problem
    5/24/2026Contingent$874,900$306/sqft
    Source: Maine Listings #1662103 Report a problem
    5/16/2026Listed for sale$874,900$306/sqft
    Source: Maine Listings #1662103 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2024$7,578 +8.6%$660,700 +6.1%
    2023$6,975 +9.9%$622,800 +13.9%
    2022$6,347 +541.8%$546,700 +729.6%
    2020$989 $65,900
    Find assessor info on the county website

    Neighborhood: 04062

    Nearby schools

    GreatSchools rating
    Sell for more on Zillow
    Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
    $832,100
    2% more
    +$16,642
    With Zillow Showcase(estimated)
    $848,742
    Sell for more on Zillow
    Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
    $832,100
    2% more
    +$16,642
    With Zillow Showcase(estimated)
    $848,742