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Beth Thibault
REALTOR®
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34-38 High Street, Portland, ME 04101

$995,000
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Active
BEDS3 BATHS1 full 1 partial SQUARE FEET3,416 MLS#1686018
STATUSActive PROPERTY TYPEResidential - Single Family SCHOOLPortland Public Schools

Property Description

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.

34-38 High Street | MLS# 1686018

This single family home located at 34-38 High Street, Portland, ME 04101 is currently listed for sale with an asking price of $995,000. This property was built in 1820 and has 3 bedrooms and 1 full and 1 partial baths with 3416 sq. ft. 34-38 High Street is located within the Portland Public Schools school district. Search Portland real estate on beththibault.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Bulkhead, Interior Entry, Partial, Unfinished
Cooling: Heat Pump
Heating: Electric, Oil, Forced Air, Heat Pump
Home Style: Federal
Lot Size: 0.24 Acres
Roof Type: Shingle
Taxes: $12,812
Year Built: 1820

Feature Descriptions

Amenities: Bathtub, Fenced, Storage
Appliances: Dishwasher, Electric Range, Refrigerator
Electric: Circuit Breakers
Exterior: Masonry, Wood Frame, Brick, Vinyl Siding, Wood Siding
Flooring: Vinyl, Wood, Ceramic Tile, Luxury Vinyl
Foundation: Stone
Lot: 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
Parking: Paved,5 - 10 Spaces, On Site, Off Street
Sewer: Public Sewer
Special View Info: Scenic
SQ FT Above Grade: 3416
SQ FT Below Grade: 0
Total Rooms: 8
Water: Public
Water Body Name: Casco Bay / Ocean

Local Schools

School District: Portland Public Schools

Listed By / Shown By

Listed By

Agency Name: Benchmark Real Estate
Agent Name: Thomas Landry
Agency Phone: 207-775-0248

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Shown By

Agent Name: Beth Thibault
Agent Phone:
Agency Title: Better Homes and Gardens Real Estate The Masiello Group

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Estimated Payment

$ 3,572.31 per month $2,214.44 Principal & Interest $1,067.67 Property Tax $290.21 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 11/09/2026. The listing information on this page last changed on 11/09/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Mon 11/09/2026 12:01:23 AM EST) or MLSPIN MLS (last updated Sun 11/08/2026 11:38:28 PM EST) or Prime MLS (last updated Sun 11/08/2026 11:33:06 PM EST) or MREIS (last updated Sun 11/08/2026 11:55:37 PM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.



Listing 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.

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Agency License Information: Better Homes and Gardens® and the Better Homes and Gardens Real Estate Logo are registered service marks owned by Meredith Corporation and licensed to Better Homes and Gardens Real Estate LLC. The Masiello Group Limited fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each franchise is independently owned and operated. Any services or products provided by independently owned and operated franchisees are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC nor any of its affiliated companies.


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