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$849,900
48 Days On Site

23 Pennywhistle Drive
Windham, ME 04062

For Sale|Single Family Residence|Active
3
Beds
4
Total Baths
2
Full Baths
2
Partial Baths
2,856
SqFt
$298
/SqFt
2022
Built
Subdivision:
Durant Homestead
County:
Cumberland
Days online/new listing status provided by Showcase IDX.
Listing courtesy of of Better Homes & Gardens Real Estate/The Masiello Group
Call Now: 207-292-1030
Is this the listing for you? We can help make it yours.
207-292-1030
23 Pennywhistle Drive23 Pennywhistle Drive23 Pennywhistle Drive23 Pennywhistle Drive
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Mortgage Calculator

Monthly Payment (Est.)

$3,878
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

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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Listing Snapshot
Price 
$849,900
Days On Site 
48 Days
Bedrooms 
3
Inside Area (SqFt) 
2,856 sqft
Total Baths 
4
Full Baths 
2
Partial Baths 
2
Lot Size 
1.03 Acres
Year Built 
2022
MLS® Number 
1662103
Status 
Active
Property Tax 
$8,573
HOA/Condo/Coop Fees 
$20.83 monthly
Sq Ft Source 
Owner
Days online/new listing status provided by Showcase IDX.
Friends & Family
Recent Activity
3 weeks agoPrice changed to $849,900
3 weeks agoListing updated with changes from the MLS®
3 weeks agoStatus changed to Active
2 months agoListing first seen on site
Price history, status history, and update history provided by Showcase IDX.
General Features
Acres 
1.03
Attached Garage 
Yes
Energy Features 
Solar
Garage 
Yes
Garage Spaces 
3
Green Energy Efficient 
Water HeaterThermostat
Land Lease 
No
Parking 
PavedOn SiteOff StreetGarage Door OpenerInside EntranceTandemAttached
Property Condition 
New Construction
Property Sub Type 
Single Family Residence
Security 
Fire Sprinkler System
Sewer 
Private SewerSeptic Tank
SqFt Above 
2476
SqFt Below 
380
SqFt Total 
2856
Style 
FarmhouseModern
Utilities 
Propane
Water Source 
Well
Zoning 
F
Interior Features
Appliances 
CooktopDishwasherDryerGas RangeRefrigeratorWasher
Basement 
Interior EntryWalk-Out AccessDaylightFinishedFull
Cooling 
Heat Pump
Electric 
Circuit BreakersPhotovoltaics Seller OwnedPhotovoltaics Third-Party Owned
Fireplace 
Yes
Fireplaces 
1
Flooring 
Vinyl
Furnished 
Unfurnished
Heating 
ElectricPropaneSolarBaseboardHeat PumpHot WaterZonedOther
Interior 
PantryStorage
Laundry Features 
Washer Hookup
Window Features 
Double Pane Windows
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
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Exterior Features
Construction Details 
Vinyl SidingFrame
Fencing 
Fenced
Lot Features 
Near Golf CourseSubdividedCul-De-SacLevelLandscapedWooded
Patio And Porch 
PorchDeck
Roof 
CompositionFiberglassMetalShingle
View 
ScenicTrees/Woods
Waterview 
ScenicTrees/Woods
Windows/Doors 
Double Pane Windows
Community Features
Association Amenities 
Storage
Association Dues 
250
HOA Fee Frequency 
Annually
Roads 
Paved
Listing courtesy of of Better Homes & Gardens Real Estate/The Masiello Group



Listing data is derived in whole or in part from the Maine IDX and 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.
Last checked 2026-07-03 05:54 AM UTC

Neighborhood & Commute
Source: Walkscore
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