Skip main navigation
Active
  • $995,000

    34-38 High Street, Portland, ME 04101

    3beds
    3,416sqft
    : 
    $6,619/mo
    Get pre-qualified
    Single Family Residence
    Built in 1820
    10,454 Square Feet Lot
    $-- Zestimate®
    $291/sqft
    $-- HOA

    What's special

    Federal-style brick homeApple orchardExceptional natural lightFilled with natural lightSoaring ceilingsBeautiful new high-end kitchenElegant fireplaces and mantels
    OPEN HOUSE SUNDAY, NOVEMBER 1, 1:00-3:00. Private showings available. The James Crockett House, circa 1822-1823. Steeped in history, filled with natural light and beautifully updated for modern living, 34-38 High Street is a remarkable reflection of Portland itself: rich in character, timeless in its appeal and brimming with possibility. Built before Portland became a city and standing long before the Great Fire of 1866, this distinguished Federal-style brick home offers an extraordinary connection to the city's past. The warmth of original pumpkin-pine floors, elegant fireplaces and mantels, tall windows with interior shutters, soaring ceilings, exquisite millwork and a graceful original staircase create an atmosphere that simply cannot be replicated. Every room tells a story. Yet this is a home to be lived in, not a museum to be admired. A beautiful new high-end kitchen, two updated bathrooms and thoughtful improvements bring modern comfort to nearly two centuries of architectural character. With 2,855 square feet, three bedrooms and exceptional natural light, the home is as inviting as it is impressive. Just beyond the Old Port, amid Portland's treasured Park, High and State Street corridors, the setting is wonderfully walkable and distinctly urban. And then there is the land: nearly a quarter acre in the heart of the city. Imagine gardens, an apple orchard, space to play or simply room to breathe. Add a detached garage, barn or ADU, or explore RN-4 zoning's potential for up to 14 total units, subject to approvals. Whether your vision is to preserve, expand or reimagine, the possibilities are extraordinary. A once-in-a-generation opportunity to own a truly irreplaceable piece of Portland.
    2 days
    784
    84

    Zillow last checked:

    Listing updated:

    Listed by:

    Benchmark Real Estate

    Source: Maine Listings,MLS#: 1686018MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 1
      • 1/2 bathrooms: 1
      Bedroom 1
      • Features: Wood Burning Fireplace, Walk-In Closet(s)
      • Level: Second
      Bedroom 2
      • Level: Second
      Bedroom 3
      • Level: Second
      Bonus room
      • Level: Second
      Den
      • Level: First
      Dining room
      • Level: First
      Kitchen
      • Level: First
      Living room
      • Features: Wood Burning Fireplace
      • Level: First
      Heating
      • Forced Air, Heat Pump
      Cooling
      • Heat Pump
      Appliances
      • Included: Dishwasher, Electric Range, Refrigerator
      Features
      • Bathtub, Storage
      • Flooring: Vinyl, Wood, Ceramic Tile, Luxury Vinyl
      • Basement: Bulkhead,Interior Entry,Partial,Unfinished
      • Number of fireplaces: 6
      Interior area
      • Total structure area: 3,416
      • Total interior livable area: 3,416 sqft
      • Finished area above ground: 3,416
      • Finished area below ground: 0

      Property

      Parking
      • Parking features: Paved, 5 - 10 Spaces, On Site, Off Street
      Features
      • Levels: Multi/Split
      • Has view: Yes
      • View description: Scenic
      • Body of water: Casco Bay / Ocean
      Lot
      • Size: 10,454 Square Feet
      • Features: Historic District, Interior Lot, City Lot, Near Country Club, Near Golf Course, Near Shopping, Near Turnpike/Interstate, Near Town, Neighborhood, Level, Open Lot, Sidewalks, Landscaped
      Details
      • Zoning: RN4

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Federal
      • Property subtype: Single Family Residence
      Materials
      • Masonry, Wood Frame, Brick, Vinyl Siding, Wood Siding
      • Foundation: Stone
      • Roof: Shingle
      Condition
      • Year built: 1820

      Utilities & green energy

      • Electric: Circuit Breakers
      • Sewer: Public Sewer
      • Water: Public

      Community & HOA

      Community
      • Subdivision: West End
      Location
      • Region: Portland

      Financial & listing details

      • Price per square foot: $291/sqft
      • Annual tax amount: $12,812
      • Date on market: 10/28/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        10/28/2026Listed for sale$995,000$291/sqft
        Source: Maine Listings #1686018 Report a problem

        Public tax history

        Tax history is unavailable.

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: West End

        Getting around

        94 / 100
        Walker's Paradise
        52 / 100
        Good Transit
        78 / 100
        Very Bikeable

        Nearby schools

        GreatSchools rating

        A local agent can set up tours, give advice and negotiate with sellers.

        Browse local experts