Located on a tree-lined street in Portland's coveted West End, 82 Winter Street offers classic charm and urban convenience. This four-unit property features one spacious 2-bedroom unit and three comfortable 1-bedroom units, making it an ideal option for both investors and owner-occupants. Amenities include off-street parking for four vehicles—a rare find in this neighborhood—and shared laundry in the basement. Just blocks from the Western Prom, award-winning restaurants, and downtown, the location offers incredible walkability and strong rental demand. With flexible use, solid income potential, and a prime location, this property is a standout opportunity in Portland's desirable West End.
Multi-familyProperty Type
1840Year Built
4,356 sq ftLot Size
$360Est. Price/Sq.Ft.
1 spaceParking
Listed by Jonathon Stinson• Keller Williams Realty
Bought with Jonathon Stinson• Keller Williams Realty
Value-add investment opportunity Prominent West End Portland location Across the Street from the Mercy Hospital site that is set to be re-developed Easily accessible from both the highway and in town Portland Sale Price : $600,000
MREIS #1001025
Jan 21, 2011
Listed
$289,000
$106/sq ft
MREIS #993053
Sep 30, 2010
Listed
$329,000
$121/sq ft
MREIS #884127
Mar 17, 2008
Listed
$349,000
$129/sq ft
Year
Property tax
Land + Additions
Assessment*
2024
$9,729 (+4.2%)
$297,600 + $350,600
$648,200
2023
$9,341 (+5.9%)
$297,600 + $350,600
$648,200
2022
$8,822 (+4.8%)
$297,600 + $350,600
$648,200
2021
$8,420 (+29.3%)
$297,600 + $350,600
$648,200
2020
$6,510
$119,700 + $159,600
$279,300
2019
$6,510 (+3.7%)
$119,700 + $159,600
$279,300
2018
$6,279 (+3.8%)
$119,700 + $159,600
$279,300
2017
$6,047 (+2.6%)
$119,700 + $159,600
$279,300
2016
$5,896 (+2.3%)
$119,700 + $159,600
$279,300
2015
$5,762 (+3.2%)
$119,700 + $159,600
$279,300
2014
$5,586
$119,700 + $159,600
$279,300
Tax history for 82 Winter St
Year
Property tax
Land + Additions
Assessment*
2024
$9,729 (+4.2%)
$297,600 + $350,600
$648,200
2023
$9,341 (+5.9%)
$297,600 + $350,600
$648,200
2022
$8,822 (+4.8%)
$297,600 + $350,600
$648,200
2021
$8,420 (+29.3%)
$297,600 + $350,600
$648,200
2020
$6,510
$119,700 + $159,600
$279,300
2019
$6,510 (+3.7%)
$119,700 + $159,600
$279,300
2018
$6,279 (+3.8%)
$119,700 + $159,600
$279,300
2017
$6,047 (+2.6%)
$119,700 + $159,600
$279,300
2016
$5,896 (+2.3%)
$119,700 + $159,600
$279,300
2015
$5,762 (+3.2%)
$119,700 + $159,600
$279,300
2014
$5,586
$119,700 + $159,600
$279,300
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Public record
Zoning
Permits
Beds
6
Baths
4
Stories
2
Lot width
—
Lot depth
—
Lot size
4,356 Sq. Ft.
Year renovated
—
Sq. Ft.
2,715
Year built
1840
Style
Multi-Family (5+ Unit)
County
Cumberland County
APN
113588
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 27, 2026.
R6
Residential
To set aside areas on the peninsula for housing characterized primarily by multi-family dwellings at a high density providing a wide range of housing for differing types of households; to conserve the existing housing stock and residential character of neighborhoods by controlling the scale and external impacts of professional offices and other nonresidential uses; and to encourage new housing development consistent with the compact lot development pattern typically found on the peninsula.
Permitted uses
Include but are not limited to:
Housing-Single unit
Housing-Multiple units
Housing-Other
Bed & breakfast
Lodging & hospitality-Other
Cemetery
Park & open space
May 9, 2026 • Final
Commercial/multi family (3+ units) additions
Addition
Apr 29, 2026 • Final
Commercial/multi family (3+ units) alterations
Remodel
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.
Property details
Parking
Parking Information
Parking Features: 1 - 4 Spaces, Gravel
Interior
Bathroom Information
# of Baths (Full): 4
Basement Information
Basement Entry: Interior, Bulkhead, Brick/Mortar
Interior Features
Flooring: Wood, Laminate
Multi-Unit Information
# of Units Total: 4
# of 1 Bedroom Units: 3
# of 2 Bedroom Units: 1
Operating Expense: $18,772
Gross Income: $72,324
Unit 1 Information
# of Bedrooms: 1
Dedicated Gas Meter: No
Dedicated Water Heater: No
Electric: No
Has Heat: Yes
Level: First
Refrigerator: Yes
Sewer: Yes
Water: Yes
Unit 2 Information
# of Bedrooms: 2
Actual Rent: $2,001
Dedicated Gas Meter: No
Dedicated Water Heater: No
Electric: No
Has Heat: Yes
Level: Second
Refrigerator: Yes
Sewer: Yes
Water: Yes
Unit 3 Information
# of Bedrooms: 1
Actual Rent: $1,876
Dedicated Gas Meter: No
Dedicated Water Heater: No
Electric: No
Has Heat: Yes
Level: First
Refrigerator: Yes
Sewer: Yes
Water: Yes
Unit 4 Information
# of Bedrooms: 1
Dedicated Gas Meter: No
Dedicated Water Heater: No
Electric: No
Has Heat: Yes
Level: Second
Refrigerator: Yes
Sewer: Yes
Water: Yes
Exterior
Building Information
Construction Materials: Vinyl Siding, Wood Frame
Roof: Shingle
Total Building Area (Sq. Ft.): 2,715
Property Information
Year Built: 1840
Above-Grade Finished Area (Sq. Ft.): 2,715
Lot Information
Lot Size (Sq. Ft.): $4,356
Lot Size (Acres): 0.1
Lot Size Source: Public Records
Lot Features: Level, Intown, Near Shopping
Zoning: RN-4
Financial
Tax Information
Annual Tax Amount: $9,729
Tax Year: 2024
Utilities
Utility Information
Has Heating
Heating: Hot Water, Baseboard
Electric: Circuit Breakers
Sewer: Public Sewer
Utilities: Utilities On
Utilities On: Yes
Water Source: Public
Water Heater: Electric
Location
Location Information
Unparsed Address: 82 Winter Street, Portland, ME 04102
Directions: GPS friendly
Public facts
Beds: 6
Baths: 4.0
Sq. Ft.: 2,715
Stories: 2.0
Lot Size: 4,356 square feet
Style: Multi-Family (5+ Unit)
Year Built: 1840
Year Renovated: —
County: Cumberland County
APN: 113588
Home facts updated by county records on Jul 27, 2026
Around this home
Schools
Howard C Reiche Community School
Public PreK-5 • Assigned • 0.1mi
3/10
Deering High School
Public 9-12 • Assigned • 2.1mi
2/10
Provided by GreatSchools
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
5/10 Heat Factor
7 days above 87° expected this year, 18 days in 30 years
6/10 Wind Factor
64% chance of strong winds in next 30 years
2/10 Air Factor
1 unhealthy days expected this year, 1 days in 30 years
Provided by First Street
Historical weather
Portland, ME • 04102
Average low and high temperatures (°F)
30
17
33
16
44
29
53
37
63
48
75
58
81
63
78
59
72
54
61
44
50
34
35
21
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
In this area, properties receive around 8.5 hours in
June and 4.3 hours in December, placing it below the
U.S. average for solar exposure.