Freshly painted exterior and full of charm, the Gilbert L. Bailey House offers a rare investment opportunity in the heart of Portland. Just a short walk to the Arts District, top restaurants, and entertainment, this property combines historic character with a prime location.
Owner will consider selling 381 Cumberland Ave, a 12-spot parking lot, with the purchase of 379 Cumberland Ave.
Per initial conversations with city officials, the lot may offer buildable potential. Buyer and agent to verify all information and conduct their own due diligence with the City of Portland regarding zoning, development, and permitted uses.
Active
$915,000
379 Cumberland Avenue #3, Portland, ME 04101
4beds
2,576sqft
Est.:
Multi Family
Built in 1915
-- sqft lot
$847,800 Zestimate®
$355/sqft
$-- HOA
What's special
Freshly painted exterior
- 91 days |
- 1,139 |
- 24 |
Zillow last checked: 8 hours ago
Listing updated: October 30, 2025 at 11:00am
Listed by:
Better Homes & Gardens Real Estate/The Masiello Group rogerbegin@masiello.com
Source: Maine Listings,MLS#: 1637198
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 3
Heating
- Direct Vent Heater, Forced Air
Cooling
- None
Features
- Bathtub, Storage
- Flooring: Tile, Wood
- Basement: Exterior Entry,Walk-Out Access,Full,Unfinished
Interior area
- Total structure area: 2,576
- Total interior livable area: 2,576 sqft
- Finished area above ground: 2,576
- Finished area below ground: 0
Video & virtual tour
Property
Parking
- Parking features: No Driveway, None
Features
- Stories: 2
- Patio & porch: Deck, Patio, Porch
Lot
- Size: 3,484.8 Square Feet
- Features: Business District, City Lot, Near Shopping, Near Town, Neighborhood, Level, Open Lot, Sidewalks, Landscaped
Details
- Zoning: B-3
- Other equipment: Cable
Construction
Type & style
- Home type: MultiFamily
- Architectural style: Greek Revival,Mansard
- Property subtype: Multi Family
Materials
- Wood Frame, Clapboard, Vinyl Siding, Wood Siding
- Foundation: Brick/Mortar
- Roof: Pitched,Shingle
Condition
- Year built: 1915
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Utilities On
Community & HOA
Community
- Subdivision: Bayside
Location
- Region: Portland
Financial & listing details
- Price per square foot: $355/sqft
- Annual tax amount: $8,934
- Date on market: 9/10/2025
- Road surface type: Paved
Estimated market value
$847,800
$805,000 - $890,000
$2,286/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 9/10/2025 | Listed for sale | $915,000$355/sqft |
Source: | ||
| 3/24/2021 | Listing removed | -- |
Source: Owner Report a problem | ||
| 3/5/2019 | Listing removed | $1,350$1/sqft |
Source: Owner Report a problem | ||
| 3/1/2019 | Listed for rent | $1,350$1/sqft |
Source: Owner Report a problem | ||
Public tax history
Public tax history
Tax history is unavailable.BuyAbility℠ payment
Est. payment
$4,631/mo
Principal & interest
$3548
Property taxes
$763
Home insurance
$320
Climate risks
Neighborhood: West Bayside
Nearby schools
GreatSchools rating
- 3/10Howard C Reiche Community SchoolGrades: PK-5Distance: 0.5 mi
- 2/10King Middle SchoolGrades: 6-8Distance: 0.6 mi
- 4/10Portland High SchoolGrades: 9-12Distance: 0.3 mi
- Loading
- Loading








