381 Deering Avenue, Portland, ME 04103
$1,349,000
Property Type:
Residential
Bedrooms:
7
Baths:
5
Square Footage:
5,003
Lot Size (sq. ft.):
6,534
Status:
Active
Current Price:
$1,349,000
List Date:
8/12/2026
Last Modified:
8/20/2026
Overview
Description
...
(Read more)
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.
Listing Details MLS# 1675911
Property Sub-Type
- Property Sub-Type
- Single Family Residence
Location Information
- Street #
- 381
- Street Name
- Deering
- Street Type
- Avenue
- County
- Cumberland
- Town
- Portland
- State/Province
- ME
- Zip Code
- 04103
- Leased Land
- No
- Book
- 36459
- Page
- 058
- Map
- 118
- Block
- A
- Lot
- 17-19
- Zoning
- RN3
- Zoning Overlay
- No
- Association
- No
- School District
- Portland Public Schools
- Full Tax Amount $
- 13436
- Tax Year
- 2026
- Tree Growth Y/N
- No
Contract Information
- Original List Price
- 1349000
Property Information
- Surveyed
- Unknown
- Seasonal
- No
- Deed/Conveyance Type Offered
- Quit Claim w/Covenant
- Deed
- All
- 2 Detached Houses on 1 Lot
- No
- # Rooms
- 16
- # Bedrooms
- 7
- # Fireplaces
- 3
- Total Full Baths
- 3
- Total Half Baths
- 2
- Total Baths
- 5
- Color
- White
- Year Built
- 1925
- SqFt Finished Above Grade
- 5003
- SqFt Finished Total
- 5003
- SqFt Source
- Public Records
- Garage
- Yes
- Garage Spaces
- 2
- Lot Size Acres +/-
- 0.15
- Source of Acreage
- Public Records
Water Info
- Waterfront
- No
- Water View
- No
Vehicle Storage
- Attached
- Yes
More Information
Utilities
- Utilities On
- Yes
Bedroom 1
- Bedroom 1
- Yes
- Bedroom 1 Level
- First
Bedroom 2
- Bedroom 2
- Yes
- Bedroom 2 Level
- First
Bedroom 3
- Bedroom 3
- Yes
- Bedroom 3 Level
- First
Bedroom 4
- Bedroom 4
- Yes
- Bedroom 4 Level
- Third
Dining Room
- Dining Room
- Yes
- Dining Room Level
- First
Kitchen
- Kitchen
- Yes
- Kitchen Level
- First
Living Room
- Living Room
- Yes
- Living Room Level
- First
Office
- Office
- Yes
- Office Level
- Second
Sunroom
- Sunroom
- Yes
- Sunroom Level
- First
Property Features
Site:
Corner Lot; Level; Sidewalks
Location:
Intown; Near Public Beach; Near Shopping; Near Town; Neighborhood
Roads:
Public
Transportation:
Major Road Access; Near Airport; Public Transport Access; Rail Available
Recreational Water:
Nearby; Public
Style:
Other
Structure Type:
Duplex
Levels:
Three or More
Construction:
Wood Frame
Basement:
Full; Unfinished; Walk-Out Access
Basement Entry:
Doghouse; Interior
Roof:
Rolled/Hot Mop; Shingle
Exterior:
Vinyl Siding
Heat System:
Hot Water; Radiant; Radiator
Heat Fuel:
Gas Natural
Water Heater:
Electric; Heat Pump
Cooling:
None
Floors:
Tile; Wood
Amenities:
1st Floor Bedroom; Attic; Bathtub; In-Law Apartment; Laundry - 2nd Floor; Other; Pantry; Shower; Storage
Patio and Porch Features:
Glassed-in Porch; Porch
Driveway:
Paved
Parking:
5 - 10 Spaces; Off Street; On Site; Paved
Vehicle Storage:
2 Car; Direct Entry to Living; Tandem
Electric:
Circuit Breakers
Gas:
Natural - On Site
Sewer:
Public Sewer
Water:
Public
Room Information
| Room Name | Level |
|---|---|
| Dining Room | First |
| Living Room | First |
| Sunroom | First |
| Bedroom 1 | First |
| Bedroom 2 | First |
| Bedroom 3 | First |
| Kitchen | First |
| Living Room | Second |
| Dining Room | Second |
| Sunroom | Second |
| Office | Second |
| Kitchen | Second |
| Bedroom 1 | Second |
| Bedroom 2 | Second |
| Bedroom 3 | Second |
| Bedroom 4 | Third |
Documents
Listing Office:
Waypoint Brokers Collective
Last Updated: August - 20 - 2026
Broker Attribution:
ali@waypointbrokers.com
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. Copyright ©2026 Maine Real Estate Information System, Inc. All Rights Reserved. Equal Housing Opportunity.
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