Exceptional Two-Unit in the Heart of Portland Rarely does a property offer both immediate livability and long-term potential. Nestled in one of Portland's most desirable neighborhoods, this two-unit home combines the charm of a quiet setting with the opportunity to expand, reimagine, or even develop further—perfect for owner-occupants, multi-generational living, or savvy investors. All of this is just minutes from downtown, the Old Port, Rosemont, Woodfords Corner, USM, and major highways. Inside, timeless character meets thoughtful updates. Hardwood floors, built-ins, and fireplaces create warmth and charm, while upgraded kitchens offer modern comfort. Deep closets throughout both residences provide practical storage, and generous layouts allow for work-from-home spaces, creative renovations, or future expansion on the upper floors and in the basements. Outdoors, the oversized lot is a rare asset. Two decks and a detached two-car garage enhance daily living, while the property's size and location open possibilities for expansion, subdivision, or additional development—offering both immediate enjoyment and long-term value. For those seeking a home with character, a strong investment, or the canvas to create something extraordinary, this Portland property delivers on every level.
A rare opportunity to own one of Portland's nicest 2 family homes! Sun filled & inviting, this Deering Highlands gem has an amazing owners unit w/ 4 bed, 4 bath, custom finishes, 2 car garage & an expansive yard. All this plus income potential!
Year
Property tax
Land + Additions
Assessment*
2024
$9,820 (+4.2%)
$140,800 + $513,400
$654,200
2023
$9,427 (+5.9%)
$140,800 + $513,400
$654,200
2022
$8,904 (+4.8%)
$140,800 + $513,400
$654,200
2021
$8,498 (−18.0%)
$140,800 + $513,400
$654,200
2020
$10,361
$140,800 + $303,700
$444,500
2019
$10,361 (+3.7%)
$140,800 + $303,700
$444,500
2018
$9,992 (+3.8%)
$140,800 + $303,700
$444,500
2017
$9,623 (+2.6%)
$140,800 + $303,700
$444,500
2016
$9,383 (+2.3%)
$140,800 + $303,700
$444,500
2015
$9,170 (+3.1%)
$140,800 + $303,700
$444,500
2014
$8,890
$140,800 + $303,700
$444,500
Tax history for 27 Rackleff St
Year
Property tax
Land + Additions
Assessment*
2024
$9,820 (+4.2%)
$140,800 + $513,400
$654,200
2023
$9,427 (+5.9%)
$140,800 + $513,400
$654,200
2022
$8,904 (+4.8%)
$140,800 + $513,400
$654,200
2021
$8,498 (−18.0%)
$140,800 + $513,400
$654,200
2020
$10,361
$140,800 + $303,700
$444,500
2019
$10,361 (+3.7%)
$140,800 + $303,700
$444,500
2018
$9,992 (+3.8%)
$140,800 + $303,700
$444,500
2017
$9,623 (+2.6%)
$140,800 + $303,700
$444,500
2016
$9,383 (+2.3%)
$140,800 + $303,700
$444,500
2015
$9,170 (+3.1%)
$140,800 + $303,700
$444,500
2014
$8,890
$140,800 + $303,700
$444,500
*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
Beds
8
Baths
4
Stories
2
Lot width
—
Lot depth
—
Lot size
0.34 Acres
Year renovated
—
Sq. Ft.
4,154
Year built
1910
Style
Multi-Family (2-4 Unit)
County
Cumberland County
APN
118944
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
Has Garage
# of Garage Spaces: 2
Parking Features: 1 - 4 Spaces, Paved, On Site, Detached
Vehicle Storage: 2 Car, Detached
Interior
Bathroom Information
# of Baths (1/2): 2
# of Baths (Full): 5
Basement Information
Basement Entry: Interior, Walk-Out Access, Daylight, Full
Construction Materials: Shingle Siding, Wood Frame
Roof: Shingle
Structure Type: Duplex
Total Stories: 3
Total Building Area (Sq. Ft.): 4,154
Exterior Features
Patio & Porch Features: Deck
Property Information
Year Built: 1910
Above-Grade Finished Area (Sq. Ft.): 4,154
Levels: Multi-Level
Lot Information
Lot Size (Sq. Ft.): $14,810.40
Lot Size (Acres): 0.34
Lot Size Source: Public Records
Lot Features: Other Location, Well Landscaped, Rolling/Sloping, Open, Level, Sidewalks, Intown, Near Shopping, Near Turnpike/Interstate, Neighborhood, Near Railroad
Road Surface Type: Paved
Zoning: R3
Financial
Tax Information
Annual Tax Amount: $10,990
Utilities
Utility Information
Has Heating
Heating: Zoned, Steam, Other Heat System, Baseboard
Electric: Circuit Breakers
Sewer: Public Sewer
Water Source: Public
Water Heater: Electric, Gas
Location
Location Information
Unparsed Address: 27 Rackleff Street, Portland, ME 04103
Directions: Stevens Ave to Rackleff Street to #27
Public facts
Beds: 8
Baths: 4.0
Sq. Ft.: 4,154
Stories: 2.0
Lot Size: 0.34 acres
Style: Multi-Family (2-4 Unit)
Year Built: 1910
Year Renovated: —
County: Cumberland County
APN: 118944
Home facts updated by county records on Jul 27, 2026
Around this home
Schools
Longfellow School-Portland
Public PreK-5 • Assigned • 0.4mi
10/10
Lincoln Middle School
Public 6-8 • Assigned • 0.5mi
6/10
Deering High School
Public 9-12 • Assigned • 0.3mi
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
4/10 Heat Factor
7 days above 88° expected this year, 17 days in 30 years
6/10 Wind Factor
59% 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 • 04103
Average low and high temperatures (°F)
30
16
33
15
44
28
53
37
64
48
76
57
80
64
77
60
72
54
62
43
49
33
35
20
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
In this area, properties receive around 8.4 hours in
June and 4.2 hours in December, placing it below the
U.S. average for solar exposure.
8.4 hrs
4.2 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$953,000 – $1.15M
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