381 Deering Avenue, Portland, ME 04103

$1,349,000

Property Type: Multi-Family Baths: 5 Square Footage: 5,003 Lot Size (sq. ft.): 6,534 Status: Active

Current Price: $1,349,000 List Date: 8/11/2026 Last Modified: 8/20/2026

Overview

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 b ... (Read more)

Listing Details MLS# 1675729

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
Owner Occupied: No
Deed/Conveyance Type Offered: Quit Claim w/Covenant
Deed: All
2 Detached Houses on 1 Lot: No
Number of Units: 2
Total Baths: 5
Total Full Baths: 3
Total Half Baths: 2
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

Building Info

# Fireplaces: 3
# Stories: 3
# Floors: 3
# Heating Units: 2

Units

# of 3 BD Units: Yes
# of 4+ BD Units: Yes

More Information

Unit 1

Lease: No
Level: First
Security Deposit: Yes
Monthly Rent: 3800
# Full Baths: Yes
# of Half Baths: Yes
# of Rooms: 8
# of Bedrooms: 3
Dedicated Electric Meter: Yes
Dedicated Gas Meter: Yes
Dedicated Water Heater: Yes
Electric: No
Heat: No
Range: Yes
Refrigerator: Yes
Sewer: Yes
Water: Yes

Unit 2

Lease: No
Level: Second
Security Deposit: No
Monthly Rent: 5000
# Full Baths: 2
# Half Baths: Yes
# of Rooms: 9
# of Bedrooms: 4
Dedicated Electric Meter: Yes
Dedicated Gas Meter: Yes
Dedicated Water Heater: Yes
Electric: No
Heat: No
Range: Yes
Refrigerator: Yes
Sewer: Yes
Water: Yes

Vehicle Storage

Attached: Yes

Utilities

Utilities On: Yes

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 Exterior: Vinyl Siding Roof: Rolled/Hot Mop; Shingle Heat System: Radiator; Steam Heat Fuel: Gas Natural Water Heater: Electric Cooling: None Floors: Tile; Wood Amenities: 1st Floor Bedroom; Attic; Bathtub; 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 - At Street Sewer: Public Sewer Water: Public

Documents

Property Disclosure Public Access ›

Lead Paint Addendum Public Access ›

Deed Public Access ›

Floor Plans ›

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.