1227 Westbrook Street, Portland, ME 04102

Portland
Local realty services provided by:Better Homes and Gardens Real Estate The Masiello Group
1227 Westbrook Street,Portland, ME 04102
$499,000
  • - Beds
  • 2 Baths
  • 2,061 sq. ft.
  • Multi-family
  • Pending
Listed by: heather shields
Office: legacy properties sotheby's international realty
MLS#:1658834
Source:ME_MREIS

Price summary

  • Price:$499,000
  • Price per sq. ft.:$242.12

About this home

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...

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Home facts

  • Year built:1730
  • Listing ID #:1658834
  • Updated:May 29, 2026 at 07:41 AM

Rooms and interior

  • Total bathrooms:2
  • Full bathrooms:2
  • Flooring:Carpet, Tile, Wood
  • Bathrooms Description:Bathtub, Shower
  • Bedroom Description:1st Floor Bedroom
  • Basement Description:Bulkhead, Partial
  • Living area:2,061 sq. ft.

Heating and cooling

  • Heating:Electric, Heat Pump

Structure and exterior

  • Year built:1730
  • Building area:2,061 sq. ft.
  • Lot area:0.38 Acres
  • Lot Features:Historic District, Intown, Level, Near Country Club, Near Golf Course, Near Public Beach, Near Public Transit, Near Shopping, Near Turnpike/Interstate, Office Park, Open, Retail Strip, Rolling/Sloping, Shopping Mall, Sidewalks, Well Landscaped, Wooded
  • Architectural Style:Colonial
  • Construction Materials:Clapboard, Shingle Siding, Wood Frame
  • Exterior Features:Deck
  • Foundation Description:Brick/Mortar, Poured Concrete

Utilities

  • Water:Public
  • Sewer:Public Sewer

Finances and disclosures

  • Price:$499,000
  • Price per sq. ft.:$242.12
  • Tax amount:$8,127 (2025)

Features and amenities

  • Amenities:Storage

Parking

  • Parking description:1 - 4 Spaces, Gravel, On Site
MLS LogoMREIS Multiple Listing Service™ systemListing data is derived in whole or in part from the Maine IDX & is for consumers' personal, noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. © 2026 Maine Real Estate Information System, Inc. All Rights Reserved ME_MREIS Member Broker: Christopher Masiello

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