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Welcome to 142 Longfellow Street, nestled in the quiet leafy streets of Portland's Deering Highlands, one of the city's most sought-after neighborhoods. This home has not been offered for sale in more than two decades. Tastefully renovated while retaining its classic Craftsman charm, it boasts updated systems including a new state-of-the-art boiler and water heater, Andersen architecturally authentic windows throughout, and a no-maintenance gutter system. Its large city lot with spacious back yard offers privacy and mature landscaping with a shady brick patio and private sunny deck off the kitchen. Heavy oak cabinets, granite countertops, newer appliances, and an adjacent sunroom make its eat-in kitchen the heart of the home, perfect for large family gatherings. Its front-to-back living/dining area features a cozy window seat and French doors. You'll find three bedrooms upstairs along with a private office space. When company stays, a comfy den on the first floor with an ensuite bath doubles as a guest room. This home also features a spacious and practical tiled mudroom/pantry and a finished walk-out ground-floor bonus room with full-sized windows and a fireplace (wood-stove insert) for use as a family room or office.
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Listing Snapshot
Price
$1,098,000
Days On Site
11 Days
Bedrooms
3
Inside Area (SqFt)
2,409 sqft
Total Baths
2
Full Baths
2
Partial Baths
N/A
Lot Size
0.24 Acres
Year Built
1920
MLS® Number
1668221
Status
Active Under Contract
Property Tax
$12,055
HOA/Condo/Coop Fees
N/A
Sq Ft Source
N/A
Days online/new listing status provided by Showcase IDX.
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Recent Activity
6 days ago
Listing updated with changes from the MLS®
6 days ago
Status changed to Active Under Contract
2 weeks ago
Listing first seen on site
Price history, status history, and update history provided by Showcase IDX.
General Features
Acres
0.24
Foundation
Stone
Land Lease
No
Parking
PavedOn SiteOff Street
Property Sub Type
Single Family Residence
Sewer
Public Sewer
SqFt Above
2134
SqFt Below
275
SqFt Total
2409
Style
CottageNew EnglanderOther
Utilities
Natural Gas Available
Water Source
Public
Zoning
RN-3
Interior Features
Appliances
DishwasherDisposalDryerMicrowaveGas RangeRefrigeratorWasherENERGY STAR Qualified Appliances
Basement
Interior EntryWalk-Out AccessDaylightFull
Cooling
Heat Pump
Electric
Circuit Breakers
Fireplace
Yes
Fireplaces
2
Flooring
CarpetWoodHardwood
Furnished
Unfurnished
Heating
WoodBaseboardHeat PumpHot WaterZoned
Interior
PantryStorage
Laundry Features
Washer HookupIn Basement
Window Features
Double Pane Windows
Bedroom 1
Dimensions - 129.0x120.0Level - Second
Bedroom 2
Dimensions - 129.0x106.0Level - Second
Bedroom 3
Dimensions - 104.0x120.0Level - Second
Den
Dimensions - 109.0x1711.0Level - First
Dining Room
Dimensions - 129.0x125.0Level - First
Family Room
Dimensions - 238.0x139.0Level - Basement
Kitchen
Dimensions - 1211.0x124.0Level - First
Laundry
Dimensions - 170.0x125.0Level - Basement
Living Room
Dimensions - 129.0x1710.0Level - First
Office
Dimensions - 94.0x1711.0Level - Second
Sunroom
Dimensions - 1211.0x139.0Level - First
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Exterior Features
Construction Details
Vinyl SidingFrame
Lot Features
Rolling SlopeLandscapedNear Public Transit
Other Structures
Shed(s)
Patio And Porch
PorchDeckPatio
Roof
FiberglassShingle
View
ScenicTrees/Woods
Waterview
ScenicTrees/Woods
Windows/Doors
Double Pane Windows
Community Features
Accessibility Features
Accessible Doors
Association Amenities
Storage
Listing courtesy of of Tim Dunham Realty 207-729-7297
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Accessibility Statement
merealestateco.com
July 1, 2026
Compliance status
We firmly believe that the internet should be available and accessible to anyone, and are committed to providing a website that is accessible to the widest possible audience,
regardless of circumstance and ability.
To fulfill this, we aim to adhere as strictly as possible to the World Wide Web Consortium’s (W3C) Web Content Accessibility Guidelines 2.1 (WCAG 2.1) at the AA level.
These guidelines explain how to make web content accessible to people with a wide array of disabilities. Complying with those guidelines helps us ensure that the website is accessible
to all people: blind people, people with motor impairments, visual impairment, cognitive disabilities, and more.
This website utilizes various technologies that are meant to make it as accessible as possible at all times. We utilize an accessibility interface that allows persons with specific
disabilities to adjust the website’s UI (user interface) and design it to their personal needs.
Additionally, the website utilizes an AI-based application that runs in the background and optimizes its accessibility level constantly. This application remediates the website’s HTML,
adapts Its functionality and behavior for screen-readers used by the blind users, and for keyboard functions used by individuals with motor impairments.
If you’ve found a malfunction or have ideas for improvement, we’ll be happy to hear from you. You can reach out to the website’s operators by using the following email [email protected]
Screen-reader and keyboard navigation
Our website implements the ARIA attributes (Accessible Rich Internet Applications) technique, alongside various different behavioral changes, to ensure blind users visiting with
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alongside console screenshots of code examples:
Screen-reader optimization: we run a background process that learns the website’s components from top to bottom, to ensure ongoing compliance even when updating the website.
In this process, we provide screen-readers with meaningful data using the ARIA set of attributes. For example, we provide accurate form labels;
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Keyboard navigation optimization: The background process also adjusts the website’s HTML, and adds various behaviors using JavaScript code to make the website operable by the keyboard. This includes the ability to navigate the website using the Tab and Shift+Tab keys, operate dropdowns with the arrow keys, close them with Esc, trigger buttons and links using the Enter key, navigate between radio and checkbox elements using the arrow keys, and fill them in with the Spacebar or Enter key.Additionally, keyboard users will find quick-navigation and content-skip menus, available at any time by clicking Alt+1, or as the first elements of the site while navigating with the keyboard. The background process also handles triggered popups by moving the keyboard focus towards them as soon as they appear, and not allow the focus drift outside of it.
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Disability profiles supported in our website
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Visually Impaired Mode: this mode adjusts the website for the convenience of users with visual impairments such as Degrading Eyesight, Tunnel Vision, Cataract, Glaucoma, and others.
Cognitive Disability Mode: this mode provides different assistive options to help users with cognitive impairments such as Dyslexia, Autism, CVA, and others, to focus on the essential elements of the website more easily.
ADHD Friendly Mode: this mode helps users with ADHD and Neurodevelopmental disorders to read, browse, and focus on the main website elements more easily while significantly reducing distractions.
Blindness Mode: this mode configures the website to be compatible with screen-readers such as JAWS, NVDA, VoiceOver, and TalkBack. A screen-reader is software for blind users that is installed on a computer and smartphone, and websites must be compatible with it.
Keyboard Navigation Profile (Motor-Impaired): this profile enables motor-impaired persons to operate the website using the keyboard Tab, Shift+Tab, and the Enter keys. Users can also use shortcuts such as “M” (menus), “H” (headings), “F” (forms), “B” (buttons), and “G” (graphics) to jump to specific elements.
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Additional functions – we provide users the option to change cursor color and size, use a printing mode, enable a virtual keyboard, and many other functions.
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We aim to support the widest array of browsers and assistive technologies as possible, so our users can choose the best fitting tools for them, with as few limitations as possible. Therefore, we have worked very hard to be able to support all major systems that comprise over 95% of the user market share including Google Chrome, Mozilla Firefox, Apple Safari, Opera and Microsoft Edge, JAWS and NVDA (screen readers), both for Windows and for MAC users.
Notes, comments, and feedback
Despite our very best efforts to allow anybody to adjust the website to their needs, there may still be pages or sections that are not fully accessible, are in the process of becoming accessible, or are lacking an adequate technological solution to make them accessible. Still, we are continually improving our accessibility, adding, updating and improving its options and features, and developing and adopting new technologies. All this is meant to reach the optimal level of accessibility, following technological advancements. For any assistance, please reach out to [email protected]
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