34-38 High St
Portland, ME 04101
For more information on this listing, contact us at: (207) 272-2202
Active
$995,000
34-38 High St Portland, ME 04101
Single Family Residence
Property Type
3
Beds
1 Full 1 Half
Baths
3,416
Sq. Ft.
1820
Year Built
Cumberland
County
Listing Office
Office
Benchmark Real Estate
Benchmark Real Estate
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.
MLS #
1686018
Monthly HOA
N/A
On Site
Not Available
Last Updated
11/2/2026
Location
Contact Agent
Maureen Zemrak
(207) 272-2202Property Details
Community Information
Address
34-38 High St, Portland, ME 04101
County
Cumberland
City
Portland
Schools
Portland Public Schools
Subdivision
West End
Zip Code
04101
Architecture
Bedrooms
3
Bathrooms
1 Full / 1 Half
Year Built
1820
Style
Federal
Construction Materials
Masonry, Wood Frame, Brick, Vinyl Siding, Wood Siding
Levels
Multi-Level
Roof
Shingle
Foundation
Stone
Basement
Bulkhead, Interior Entry, Partial, Unfinished
Parking Features
Paved, 5 - 10 Spaces, On Site, Off Street
Garages Features
No Vehicle Storage
Features / Amenities
Interior Features
Bathtub, Storage
Appliances
Dishwasher, Electric Range, Refrigerator
Fireplaces Total
6
Flooring
Vinyl, Wood, Ceramic Tile, Luxury Vinyl
Furnished
Unfurnished
Amenities
Bathtub, Fenced, Storage
Cooling
Heat Pump
Heating
Electric, Oil, Forced Air, Heat Pump
Water Heater
Gas, On Demand
Total Rooms
8
Square Footage Finished Sq. Ft.
Above Grade
3416
Property Features
Lot Size
0.24 Acres
Lot Features
Historic District, Interior Lot, Intown, Near Country Club, Near Golf Course, Near Shopping, Near Turnpike/Interstate, Near Town, Neighborhood, Level, Open Lot, Sidewalks, Landscaped, Near Public Transit
Waterfront Features
Nearby, Public
View
Scenic
Water Body
Casco Bay / Ocean
Roads
Public
Water Body Type
Bay
Water View
Yes
Transportation
Major Road Access, Near Airport, Public Transport Access, Rail Available
Sewer
Public Sewer
Water
Public
Electric
Circuit Breakers
Gas
Natural - At Street
Fencing
Fenced
Zoning
RN4
Directions
Commercial Street to High Street - close to the York St intersection.
Tax and Financial Info
Tax Year
2026
Pets Allowed
No Restrictions
Rooms
| Level | Features | |
| Bedroom 3 | Second | |
| Den | First | |
| Bedroom 1 | Second | Walk-In Closet(s), Wood Burning Fireplace |
| Bonus Room | Second | |
| Bedroom 2 | Second | |
| Living Room | First | Wood Burning Fireplace |
| Kitchen | First | |
| Dining Room | First |
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Listing Information Last Updated 11/2/2026

Listing data is derived in whole or in part from the Maine IDX and is for consumers' personal, noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified.
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Mortgage values are calculated by Sierra Interactive and are provided for estimate purposes only. Walking and Transportation data are provided by WalkScore as a guideline and should be independently verified.