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Crystal Athas
REALTOR®
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381 Deering Avenue, Portland, ME 04103

$1,349,000
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Active
BATHS3 full SQUARE FEET5,003 MLS#1675729
STATUSActive PROPERTY TYPEMulti Unit - Multiple SCHOOLPortland Public Schools

Property Description

Exceptional opportunity to own a true two-unit in the heart of Portland's sought-after Oakdale neighborhood. Offering over 5,000 square feet across three finished levels, this expansive property seamlessly blends historic character with modern amenities and significant systems updates, creating a rare investment or owner-occupant opportunity. With two spacious residences offering excellent rental income potential, this property provides exceptional flexibility for investors, multigenerational living, or those looking to offset their mortgage while enjoying one of Portland's most desirable neighborhoods.The first-floor residence features three bedrooms, one and a half baths, a generous living room, formal dining room, spacious bedrooms, and a bright bonus sunroom. Occupying the second and third floors, the upper residence lives like a single-family home with a spacious living area, formal dining room, updated kitchen, four generously sized bedrooms, the potential to finish a fifth bedroom, and three inviting sun porches that provide flexible space for relaxing or working from home.Throughout the home, beautifully restored original trim, built-ins, hardwood floors, and timeless architectural details showcase its historic charm, while thoughtful updates to the property's major systems provide peace of mind. Whether you're seeking strong rental income, multi-generational living, or the chance to owner-occupy one of Portland's most impressive two-unit homes, this property offers exceptional space, flexibility, and long-term value in one of the city's most charming neighborhoods.

381 Deering Avenue | MLS# 1675729

This multi-family property located at 381 Deering Avenue, Portland, ME 04103 is currently listed for sale with an asking price of $1,349,000. Deering Avenue is located within the Portland Public Schools school district. Search Portland real estate on crystalathas.masiellogrouprealestate.com today.

Property Features

Property Type: Multi Unit - Multiple
Basement: Doghouse, Interior Entry, Walk-Out Access, Full, Unfinished
Basement: Yes
Garage: 2 car attached
Heating: Gas Natural, Radiator, Steam
Home Style: Other
Lot Size: 0.15 Acres
Roof Type: Rolled/Hot Mop, Shingle
Taxes: $13,436
Year Built: 1925

Feature Descriptions

Amenities: 1st Floor Bedroom, Attic, Bathtub, Upper Level, Other Amenities, Pantry, Shower, Storage
Electric: Circuit Breakers
Exterior: Wood Frame, Vinyl Siding
Flooring: Tile, Wood
Lot: Intown, Near Public Beach, Near Shopping, Near Town, Neighborhood, Corner Lot, Level, Sidewalks, Near Public Transit
Parking: Paved,5 - 10 Spaces, On Site, Off Street, Inside Entrance, Tandem
Sewer: Public Sewer
SQ FT Above Grade: 5003
SQ FT Below Grade: 0
Water: Public

Local Schools

School District: Portland Public Schools

Listed By / Shown By

Listed By

Agency Name: Waypoint Brokers Collective
Agency Contact: ali@waypointbrokers.com
Agent Name: Alessandra Malone

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Shown By

Agent Name: Crystal Athas
Agent Phone:
Agency Title: Better Homes and Gardens Real Estate The Masiello Group

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Estimated Payment

$ 4,515.41 per month $3,002.29 Principal & Interest $1,119.67 Property Tax $393.46 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 09/14/2026. The listing information on this page last changed on 09/14/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Mon 09/14/2026 12:03:38 AM EST) or MLSPIN MLS (last updated Sun 09/13/2026 11:38:26 PM EST) or Prime MLS (last updated Sun 09/13/2026 11:33:22 PM EST) or MREIS (last updated Sun 09/13/2026 11:55:17 PM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.



Listing data is derived in whole or in part from the Maine IDX & is for consumers' personal, noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified.© 2026 Maine Real Estate Information System, Inc. All Rights Reserved.

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