381 Deering AvenuePortland, ME 04103MLS Number 1675911

  • Price: $1,349,000
  • Est. Mortgage of $/month
  • 2 Days on Market
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%
$/month over payments
Federal 30-year interest rate: 6.69% last updated on Aug 6, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
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381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103381 Deering Avenue Portland ME 04103
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  • 7Bedrooms
  • 5Bathrooms
  • 0.15Acreage
Exceptional opportunity to own a gorgeous home with bonus 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.
Listed by Waypoint Brokers Collective (ali@waypointbrokers.com)

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AllMaineHomes
AllMaineHomes
Office: 207-623-2100
183 State St
#102
Augusta, ME 04330

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Tax Information

  • Parcel Number 118 A017001
  • Taxes$13,436

Location

  • Address381 Deering Avenue
  • Building Number381
  • CountyCumberland
  • StateME
  • StreetDeering Avenue
  • TownPortland
  • Zip04103

Interior

  • Interior Features 1st Floor Bedroom, Attic, Bathtub, In-Law Floorplan, Other, Pantry, Shower, Storage

Utilities

  • Electric Circuit Breakers
  • Heat SystemGas Natural, Hot Water, Radiant, Radiator
  • Heating YN Yes
  • Waste Water DisposalPublic Sewer

Amenities

  • Amenities
    • 1st Floor Bedroom
    • Attic
    • Bathtub
    • In-Law Apartment
    • Other Amenities
    • Pantry
    • Shower
    • Storage
    • Upper Level
  • Other AmenitiesBasement, Fireplace

School Information

  • High School DistrictPortland Public Schools

Rooms

  • Bathroom5
  • Bathrooms Total Decimal 4
  • Bedrooms7
  • Full Bath3
  • Half Baths2
  • Laundry Features Upper Level

Property

  • Sign On Property YN Yes
  • Vehicle Storage 2 Car, Attached, Inside Entrance, Tandem

Exterior

  • RoofRolled/Hot Mop, Shingle

Property Information

  • Acreage0.15
  • Lot Features Intown, Near Public Beach, Near Shopping, Near Town, Neighborhood, Corner Lot, Level, Sidewalks, Near Public Transit
  • Square Feet5,003

Water Body

  • Water AccessPublic

Parking

  • Parking Features Paved,5 - 10 Spaces, On Site, Off Street, Inside Entrance, Tandem

Basic Information

  • List Price$1,349,000
  • MLS Number1675911
  • Property SubTypeSingle Family Residence
  • Property TypeResidential
  • StatusACT

Building

  • Attached Garage YN Yes
  • BasementDoghouse, Interior Entry, Walk-Out Access, Full, Unfinished
  • FireplaceYes
  • Fireplaces Total 3
  • Flooring Tile, Wood
  • GarageYes
  • Garage Spaces2
  • Patio And Porch Features Glassed-in Porch, Porch
  • Property StyleOther
  • Rooms16
  • Structure Type Duplex
  • Year Built1925

Other

  • Attribution Contact ali@waypointbrokers.com
  • Date Listed08/12/2026

Listing data is derived in whole or in part from the Maine IDX and 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. equal opportunity housing logo   Privacy Policy

All Maine Homes participates in ©2026 Maine Listings Internet Data Exchange program, allowing us to display other Maine IDX Participants' listings. This website does not display complete listings. Certain listings of other real estate brokerage firms have been excluded. Mortgage figures are estimates. Check with your bank or proposed mortgage company for actual interest rates. This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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