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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:
    2
    Last Refresh:
    Apr 28 at 10:06 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

    We can help!

    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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