$ 432,501 $ 410,000 5.5%

166 Pleasant AVE #3

Portland, ME 04103

  • 2 Beds
  • 1 Bath
    Full Baths: 1
  • 835 SqFt
  • 1910 Year Built
Tucked into a quiet, tree-lined pocket of Deering Center, this sun-drenched two-bedroom, one-bath condo lives inside the historic Captain Matthews House—a home that feels storied, warm, and timeless the moment you step inside.

Situated on the second floor, the space is filled with natural light thanks to oversized east- and south-facing windows. The kitchen and bathroom have been thoughtfully updated, blending classic character with modern comfort, and a heat pump ensures cool, easy living during Maine's warm summer months. The HOA covers heat and hot water, laundry is conveniently located on the first floor, and—rare for the neighborhood—this unit includes two private off-street parking spaces.

Step outside and you're moments from everything that makes this area so special: peaceful walks through Evergreen Cemetery and Baxter Woods, plus some of Portland's most beloved local stops. Morning pastries at Norimoto Bakery, sandwiches from Pats Meat Market and Deli, coffee at Rambler Café, and pizza nights at Noble Pizzeria & BBQ—all just steps away.

Offered for the first time in 25 years, this is a rare opportunity to own a piece of Deering Center history, where walkability, charm, and community come together beautifully.
Listed by Real Broker , Sold By Portside Real Estate Group

PROPERTY DETAIL

  • Key Details

    Sold Price $432,501

    Property Type Residential

    Sub Type Condominium

    Listing Status Sold

    Square Footage 835 sqft

    Price per Sqft $517

    MLS Listing ID 1650304

    Sold Date 02/27/26

    Style Victorian

    Bedrooms 2

    Full Baths 1

    HOA Fees $466/mo

    HOA Y/N Yes

    Abv Grd Liv Area 835

    Year Built 1910

    Annual Tax Amount $4,143

    Tax Year 2025

    Property Sub-Type Condominium

    Source Maine Listings

    Land Area 835

  • Location

    State ME

    County Cumberland

    Zoning RN-3

  • Rooms

    Basement Interior, Brick/Mortar, Full, Unfinished

    Master Bedroom Second

    Bedroom 2 Second

    Kitchen Second

  • Building

    Lot Description Well Landscaped, Corner Lot, Sidewalks, Near Shopping, Neighborhood

    Sewer Public Sewer

    Water Public

    Architectural Style Victorian

    Structure Type Clapboard,Wood Frame

  • Interior

    Interior Features Storage

    Heating Hot Water, Baseboard

    Cooling Heat Pump

    Flooring Wood, Tile

    Fireplace No

    Appliance Refrigerator, Electric Range, Dishwasher

    Laundry Laundry - 1st Floor, Main Level

  • Exterior

    Parking Features Reserved Parking, 1 - 4 Spaces, Paved, Common, On Site, Off Street

    View Y/N No

    Roof Type Slate

    Garage No

  • Others

    HOA Fee Include 466.0

    Energy Description Gas Natural

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