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1227 Westbrook Street Portland, ME 04102

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For Sale
$499,000

MULTI_FAMILY - Colonial - Portland, ME

Property size:
2,061 SF
Lot size:
0.38 Acres
Price / SF:
$242/SF
Added:
Apr 27, 2026
Days on Market:
1
Last Refresh:
Apr 27 at 2:06 pm

Property Features for 1227 Westbrook Street

General Information

Property type
Residential Multi Family
Property subtype
Other
Zoning
R2
Bathrooms
2
Rooms
Bathroom 1, Bathroom 2, Basement
Patio and Porch features
Deck
Interior features
1st Floor Bedroom, Attic, Bathtub, Shower, Storage
Basement
Partial
Standard status
Active
Size
2,061 SF
Lot size
0.38 Acres

Taxes and HOA fees

Tax Year
2025
Tax Annual Amount
8127

Utilities

Sewer type
Public Sewer
Heating system
Heat Pump (Heating)
Cooling system
Heat Pump
Water source
Public
Water front
1

Building Details

Year built
1730
Floors in Building
2
Number of units
2
Flooring type
Wood, Carpet, Tile
Building materials
Shingle Siding, Clapboard, Wood Frame
Roof type
Shingle
Architectural style
Colonial
Additional Structures
Storage

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Listing Contact
Heather Shields
Heather Shields

Listing agent Heather Shields

Listing office Legacy Properties Sotheby's International Realty 2 City Center, Portland, ME

Listing date Apr 27, 2026

MLS# 1658834 Listing URL

Copyright © 2026 Maine Listings. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.


Overview

Historic Waterfront Colonial with Redevelopment Potential

This historic waterfront property presents a unique opportunity for reimagination. Situated along the Stroudwater and Fore Rivers with access to Casco Bay, the property offers a peaceful setting with convenient access to Portland's amenities. Known as the Isaac Fly House, this Colonial-era home dates back to approximately 1730 and may be among the oldest residences in Portland. The property includes a construction set by Scott Simons that previously received approval from the Portland Historic Preservation Board, though the approval has since expired and would require reapplication. The plans include additions and exterior/site improvements, including a garage and expanded living space, complemented by renderings. The property was also surveyed in 2020. Originally a single-family residence, the 2,061 square foot home is currently configured as a two-unit property, with two-bedroom, one-bath units on each level. This layout allows for multi-generational living, rental income, or conversion back to a single-family home. Situated on a 0.38-acre lot, the property offers space for expansion and site enhancements. The interior and exterior need significant improvement. Buyers are encouraged to perform their own due diligence. The property offers sunrise views and a setting accompanied by the sound of the falls, with opportunities for kayaking to Thompson's Point or exploring the nearby Fore River Preserve trails. The property is zoned R2.
Property Profile Insight Report Location Intelligence

Current Use by Public Records

Duplexes

Suggested Use

Real Estate Agency Restaurant Law Firm Spa & Massage Center Hair Salon Dental Office Nail Salon Building Supply Gym & Fitness Center Pharmacy

Zoning and permitted uses should be independently verified with local authorities.

Location Insight

  • Map
  • Local Demand
City
Portland
County
Cumberland
State
Maine
Longitude
-70.310174
Latitude
43.657138

FAQs

What type of property is this?
Duplex - Historic Portland property with waterfront access and redevelopment possibilities.
Where is this duplex located?
The property is located at 1227 Westbrook Street Portland, ME.
What is the asking price?
The asking price for this property is $499,000.
What are key features of this property?
This property features: Historic waterfront property: Isaac Fly House, circa 1730, with access to Stroudwater and Fore Rivers, potential Casco Bay access.; Approved construction set by Scott Simons (requires reapplication) for additions, garage, and expanded living space.; Flexible two‑unit configuration suitable for multi‑generational living, rental income, or single‑family conversion.
More about this property
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