OPEN HOUSE SATURDAY IS CANCELLED! 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.
Single-familyProperty Type
1920Year Built
10,454 sq ftLot Size
$477Price/Sq.Ft.
1 spaceParking
Listed by Rollie Heckethorn• Tim Dunham Realty
Contact: 207-729-7297
Bought with Sophia Rosendo Sierra Boler• Portside Real Estate Group
Est. $1,750 per month, based on comparable rentals
Sale and tax history for 142 Longfellow St
Sale History
Tax History
Date
Event
Price
MREIS #1668221
Jul 24, 2026
Sold
$1,150,000
$477/sq ft
Jun 22, 2026
Listed
$1,098,000
$456/sq ft
Year
Property tax
Land + Additions
Assessment*
2024
$9,290 (+4.2%)
$137,400 + $481,500
$618,900
2023
$8,918 (+5.9%)
$137,400 + $481,500
$618,900
2022
$8,423 (+4.8%)
$137,400 + $481,500
$618,900
2021
$8,040 (+8.4%)
$137,400 + $481,500
$618,900
2020
$7,415
$137,400 + $180,700
$318,100
2019
$7,415 (+3.7%)
$137,400 + $180,700
$318,100
2018
$7,151 (+3.8%)
$137,400 + $180,700
$318,100
2017
$6,887 (+2.6%)
$137,400 + $180,700
$318,100
2016
$6,715 (+2.3%)
$137,400 + $180,700
$318,100
2015
$6,562 (+3.1%)
$137,400 + $180,700
$318,100
2014
$6,362
$137,400 + $180,700
$318,100
Public record
Public record
Zoning
Beds
3
Baths
2
Stories
2
Lot width
—
Lot depth
—
Lot size
10,454 Sq. Ft.
Year renovated
—
Sq. Ft.
2,134
Year built
1920
Style
Single Family Residential
County
Cumberland County
APN
118586
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 27, 2026.
R5
Residential
To provide appropriate areas of the city for medium-density residential development characterized by singlefamily, two-family and low-intensity multifamily dwellings on individual lots; to ensure the stability of established medium-density neighborhoods by controlling residential conversions; and to provide for planned residential unit development on substantially-sized parcels.
Property details
Parking
Parking Information
Parking Features: Paved, 1 - 4 Spaces, On Site, Off Street
Interior
Virtual Tour
Bathroom Information
# of Baths (Full): 2
Room 1 Information
Type: Dining Room
Length (Ft.): 129
Width (Ft.): 125
Level: First
Features: Built-Ins, Formal
Room 2 Information
Type: Bedroom 2
Length (Ft.): 129
Width (Ft.): 106
Level: Second
Room 3 Information
Type: Living Room
Length (Ft.): 129
Width (Ft.): 1,710
Level: First
Room 4 Information
Type: Office
Length (Ft.): 94
Width (Ft.): 1,711
Level: Second
Room 5 Information
Type: Bedroom 1
Length (Ft.): 129
Width (Ft.): 120
Level: Second
Features: Closet
Room 6 Information
Type: Sunroom
Length (Ft.): 1,211
Width (Ft.): 139
Level: First
Features: Four-Season, Gas Fireplace, Heated, Skylight
Room 7 Information
Type: Kitchen
Length (Ft.): 1,211
Width (Ft.): 124
Level: First
Room 8 Information
Type: Bedroom 3
Length (Ft.): 104
Width (Ft.): 120
Level: Second
Room 9 Information
Type: Laundry
Length (Ft.): 170
Width (Ft.): 125
Level: Basement
Room 10 Information
Type: Den
Length (Ft.): 109
Width (Ft.): 1,711
Level: First
Features: Sunken/Raised
Room 11 Information
Type: Family Room
Length (Ft.): 238
Width (Ft.): 139
Level: Basement
Features: Heat Stove
Basement Information
Basement Entry: Interior Entry, Walk-Out Access, Daylight, Full