1227 Westbrook St, Portland, ME 04102

$454,000
2
BA
2,061
SqFt

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Listing courtesy of Legacy Properties Sotheby's International Realty.

Selling Office: Vitalius Real Estate Group, LLC.

Sold Price
$454,000
List Price
$499,000
Closing Date
Jun 02, 2026
MLS#
1658834
Status
CLOSED
Type
Multifamily
City
Portland
County
Cumberland
Bathrooms
2
Living Area
2,061
Lot Size
16,552
Year Built
1730

Property Description

A rare opportunity to reimagine a historic waterfront property with incredible potential. Set along the Stroudwater and Fore Rivers with access to Casco Bay, this unique offering combines a peaceful, tucked-away setting with a highly convenient location just minutes from 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. Rich in history and character, it remains a notable presence in the city's historic Stroudwater Village. Enhancing its potential, the property includes a thoughtfully designed construction set by Scott Simons that previously received approval from the Portland Historic Preservation Board (approval has since expired and would require reapplication). The plans envision meaningful additions and exterior/site improvements, including a garage and expanded living space, and are complemented by renderings that help bring the vision to life. The property was also surveyed in 2020. Originally built as a single-family residence, the home is currently configured as a two-unit property, with two-bedroom, one-bath units on each level. This flexible layout lends itself to a variety of uses, including multi-generational living, rental income, or conversion back to a single-family home. Situated on over a third of an acre, the lot offers ample space for expansion and site enhancements. The interior and exterior need significant improvement; the seller obtained quotes for the basement, roof, siding, and trim replacement, though no work has been completed. Buyers are encouraged to perform their own due diligence. Enjoy striking sunrise views and a setting that feels worlds away--where evenings are accompanied by the sound of the falls and days invite kayaking to Thompson's Point for waterfront concerts or exploring the nearby Fore River Preserve trails.

Additional Information

Living Area
2,061
Water Frontage Owned
72
View
Scenic View(s), Trees/Woods, Water
Electric
Circuit Breakers
Water
Public
Basement
Bulkhead, Interior Entry, Partial
Cooling
Heat Pump
Year Built
1730
Acres
0.38
Roof
Shingle
Foundation
Poured Concrete, Brick/Mortar
Water Body Name
Fore River
Style
Colonial
Stories
2
Courtesy Of Listing Office
Legacy Properties Sotheby's International Realty
Courtesy Of Selling Office
Vitalius Real Estate Group, LLC

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