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About this home
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.
Single-familyProperty Type
1820Year Built
10,454 sq ftLot Size
$291Price/Sq.Ft.
5 spacesParking
Listed by Thomas {Tom} Landry• Benchmark Real Estate
Make a winning offer with the help of a local agent
Around this home
Schools
K - 12
Preschool & daycare
Howard C Reiche Community School
Public PreK-5 • Assigned • 0.4mi
3/10
Deering High School
Public 9-12 • Assigned • 2.3mi
2/10
Provided by GreatSchools
About West
End
West End, located between Congress Street and the Fore River, is a historic and residential Portland neighborhood with brick rowhouses and leafy side streets. The neighborhood’s character concentrates around the Congress Street corridor near Longfellow Square, where corner cafes, galleries, and small restaurants line the blocks. The Portland Museum of Art and the Maine College of Art & Design set a cultural cadence nearby. Victoria Mansion anchors the area’s architectural identity with ornate 19th-century detail. Streets of restored Victorians and compact apartment buildings shape a walkable, porch-and-stoop streetscape. Western Promenade frames daily routines with broad lawns and bay views.
Provided by Walk Score and Local Logic
Market insights
34-38 High St · $995,000
DAYS ON MARKET
1 days
The average home goes pending in 40 days.
SALE-TO-LIST
100.1%
Most homes are selling 0% above list price.
LIST PRICE
$995,000
Median sale price in this area is $598,662. (40% lower than this home)
PRICE DROP
0 price drops
24% of homes in this area have had a price drop in the past month.
Property details
Interior
Exterior
Finance
Kitchen
Bathroom
Bedroom
Living
Interior features
Bathtub
Storage
Unfurnished
Partial, unfinished basement with bulkhead and interior entry
Six fireplaces, including wood-burning fireplaces
Bedrooms
Three bedrooms, all on the second floor
Bathrooms
One full bathroom
One half bathroom
Kitchen
Dishwasher
Electric range
Refrigerator
Flooring
Vinyl, luxury vinyl, wood, and ceramic tile
Heating & cooling
Forced-air and heat-pump heating
Heat-pump cooling
Exterior features
Fenced
Bay and ocean views
Level lot with sidewalks
Near golf course, shopping, public transit, town, and the turnpike/interstate
Home design
Single-family residence
Multi-level
Parking
Paved on-site, off-street parking with 5–10 spaces
Construction
Built in 1820
Masonry, wood-frame, brick, vinyl siding, and wood siding construction
Stone foundation
Shingle roof
Utilities
Public water
Public sewer
Circuit breakers
Gas on-demand water heater
HOA & community
No pet restrictions
Electricity and solar
View estimated energy costs and solar savings for this home
Known for decades as the O'Brien antique book business, 38 High St. is a rare single family home in the West End Historic District. Originally built in 1820, this beautiful Federal home is cherished by old house lovers because so much of its historic charm has been preserved; gleaming pumpkin pine floors throughout, leaded glass windows, Indian shutters, 6 ornate fireplaces and a large fan above the front entrance. As you pull up the driveway, you'll be pleasantly surprised by the spacious off-street parking and jumbo backyard that's perfect for dog zoomies, growing a bountiful garden, backyard celebrations with good friends, or lounging around in a sun-filled urban oasis. It also offers loads of expansion potential for a savvy investor (buyer should check with city hall first. ). There are two staircases leading up to the second story, which boasts 3 bedrooms including a primary bedroom with walk-in closet, a spacious linen closet across from the full bath, and a large bonus room with water views that's ideal as a 4th bedroom, playspace, home theater or spacious office. Updates include a new electric panel, refinished hardwood floors, beautifully restored windows and freshly-painted interior. The rear section of the house offers loads of storage and a workshop/mud room, however it's unheated and needs renovation so has not been included in homes square footage. This unique home represents urban convenience and true in-town living at its finest ~ steps from the vibrant Old Port waterfront with world-class dining and nightlife, a short stroll to Congress St theaters and boutiques, and minutes from Maine Med and Western Promenade for strolling with the family and catching beautiful sunsets. Check out the video on YouTube by searching for 38 High St. A Pre-Listing Inspection Report is included in the Documents section. Offer deadline of Monday, Nov. 27th with a response by Tues Nov. 28th at 5pm.
As the MLS and public records start to fill up, we'll list the details here.
Public record
Public record
Zoning
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Finished Sq. Ft.
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Unfinished Sq. Ft.
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Total Sq. Ft.
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Style
Single Family Residential
County
Cumberland County
APN
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Accessible
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Last updated by owner on Nov 11, 2023.
R6
Residential
To set aside areas on the peninsula for housing characterized primarily by multi-family dwellings at a high density providing a wide range of housing for differing types of households; to conserve the existing housing stock and residential character of neighborhoods by controlling the scale and external impacts of professional offices and other nonresidential uses; and to encourage new housing development consistent with the compact lot development pattern typically found on the peninsula.
Permitted uses
Include but are not limited to:
Housing-Single unit
Housing-Multiple units
Housing-Other
Bed & breakfast
Lodging & hospitality-Other
Cemetery
Park & open space
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
5/10 Heat Factor
7 days above 87° expected this year, 19 days in 30 years
6/10 Wind Factor
65% chance of strong winds in next 30 years
2/10 Air Factor
1 unhealthy days expected this year, 1 days in 30 years
Provided by First Street
Historical weather
Portland, ME • 04101
Average low and high temperatures (°F)
31
18
33
18
44
30
52
39
63
49
74
58
80
64
77
60
71
56
61
46
50
36
36
22
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
85/ 100
Very good sunlight
Sunscore
This home receives average direct sun exposure in Portland. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
8.8 hrs
5.3 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 34-38 High St
$989,262
$5,738 under list price of $995K
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $695K to $1.3M.