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

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 fin ...

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
IDX
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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