This impressive brick five-unit residence, stands proudly on the sought-after Deering St. Meticulously maintained, the property boasts remarkable quality, significant updates, and abundant opportunities. Nestled on historic Deering St, surrounded by grand single-family homes and row houses, it offers the epitome of in-town living on a tranquil tree-lined street. Close to all that Portland has to offer, this property provides an unparalleled combination of walkability, bikeability, and rentability. Each of the five units comprises one bedroom and one bath, featuring great natural light and a wealth of period charm. Whether seeking a low-stress addition to an investment portfolio, exploring condo conversion potential, or considering owner occupancy, this property fits the bill. The seller has demonstrated a commitment to stewardship, evident in the super-efficient heating system and well-maintained exterior. While the owner covers heat and hot water expenses, electric costs are borne by renters. Ample street parking is available, with potential rental spaces in adjacent lots and a parking garage within three blocks. Two units have been intentionally left vacant, presenting an enticing opportunity for the next owner. Photos are of Unit #5
Multi-familyProperty Type
1900Year Built
2,613 sq ftLot Size
$400Price/Sq.Ft.
Listed by William {Will} Van Wickler• Keller Williams Realty
Contact: (207) 232-8877
Bought with Nicholas Herold• Coldwell Banker Realty
Bought with Emily Bridgham• Coldwell Banker Realty
Stately brick 5-unit on coveted Deering St. offers remarkable quality, significant updates, and abundant opportunity. Historic Deering St with its grand single family homes and row houses offers the very best of in-town living on a serene tree-lined street. Close to all that Portland has to offer from boutiques, breweries and bakeries to gastropubs and galleries. Locations don't get better and more walkable, bikeable and rentable. All units are 1 bedroom & 1 bath with great light and lots of period charm. This is a quality and low stress addition to an investment portfolio, has condo conversion potential and is even ideal for an owner occupant. Seller has taken stewardship of this remarkable property serious from a super efficient heating system to a well maintained exterior. Heat and hot water is paid by owner but electric is paid by renters. Ample street parking with possible spots to rent in adjacent lots, and parking garage available within 3 blocks. 24+ showing notice required.
MREIS #1359856
Aug 29, 2018
Sold
$800,000
$257/sq ft
Jul 10, 2018
Listed
$795,000
$255/sq ft
+26
Stately brick 5-unit on coveted Deering St. offers remarkable quality, significant updates, and abundant opportunity. Historic Deering St with its grand single family homes and row houses offers the very best of in-town living on a serene tree-lined street. Close to all that Portland has to offer from boutiques, breweries and bakeries to gastropubs and galleries a location doesn't get much better. All 5 units are 1 bedroom & 1 bath with great light and lots of period charm. Floor plans would allow for easy expansion. Seller has taken stewardship of this remarkable property serious from a super efficient heating system to a well maintained exterior. Rents are well below market and 4/5 of the tenants are 'at-will' allowing for your re-positioning. As is the units make great rentals, combine for large spaces or convert to condos. .. Broker & Buyer (just show up - no appointment needed) group showings 7/11-7/18 1:00 to 2:00 (NO Showings Over the Weekend) with all offers due on 7/18 @ 5pm
Year
Property tax
Land + Additions
Assessment*
2024
$12,284 (+4.2%)
$182,100 + $636,300
$818,400
2023
$11,793 (+5.9%)
$182,100 + $636,300
$818,400
2022
$11,138 (+4.8%)
$182,100 + $636,300
$818,400
2021
$10,631 (+76.8%)
$182,100 + $636,300
$818,400
2020
$6,012
$62,500 + $195,400
$257,900
2019
$6,012 (+3.7%)
$62,500 + $195,400
$257,900
2018
$5,798 (+3.8%)
$62,500 + $195,400
$257,900
2017
$5,584 (+2.6%)
$62,500 + $195,400
$257,900
2016
$5,444 (+2.3%)
$62,500 + $195,400
$257,900
2015
$5,320 (+3.1%)
$62,500 + $195,400
$257,900
2014
$5,158
$62,500 + $195,400
$257,900
Tax history for 44 Deering St
Year
Property tax
Land + Additions
Assessment*
2024
$12,284 (+4.2%)
$182,100 + $636,300
$818,400
2023
$11,793 (+5.9%)
$182,100 + $636,300
$818,400
2022
$11,138 (+4.8%)
$182,100 + $636,300
$818,400
2021
$10,631 (+76.8%)
$182,100 + $636,300
$818,400
2020
$6,012
$62,500 + $195,400
$257,900
2019
$6,012 (+3.7%)
$62,500 + $195,400
$257,900
2018
$5,798 (+3.8%)
$62,500 + $195,400
$257,900
2017
$5,584 (+2.6%)
$62,500 + $195,400
$257,900
2016
$5,444 (+2.3%)
$62,500 + $195,400
$257,900
2015
$5,320 (+3.1%)
$62,500 + $195,400
$257,900
2014
$5,158
$62,500 + $195,400
$257,900
*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
—
Baths
—
Stories
—
Lot width
—
Lot depth
—
Lot size
3,049 Sq. Ft.
Year renovated
—
Sq. Ft.
4,382
Year built
1900
Style
Multi-Family (5+ Unit)
County
Cumberland County
APN
113860
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
Apr 16, 2025 • Final
Commercial/multi family (3+ units) alterations
Remodel
Apr 9, 2025 • Final
Electrical
Electrical
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.