Gracious 1923 Colonial in One of Portland's Most Coveted Neighborhoods! Set on a professionally landscaped and rarely available double lot, 35-41 Caleb Street is an elegant 1923 Colonial that blends timeless charm with thoughtful modern updates—right in the heart of one of Portland's most sought-after neighborhoods. Offering four bedrooms, two and a half baths and third floor bonus space, this home is a rare and refined find. Sunlight pours through the windows, illuminating refinished hardwood floors, high ceilings, and beautiful period details—including a stained glass window, original solid wood doors, and glass-front cabinetry in the pantry. The spacious eat-in kitchen is designed for both everyday living and entertaining, featuring abundant storage, leathered granite countertops, and sleek stainless steel appliances. Both the front and rear entrances include welcoming spaces to hang coats and stow belongings. Off the back entry—just steps from the deck—you'll find a charming powder room, a coat closet, and an additional pantry. Enjoy peaceful mornings on the back deck overlooking perennial gardens and raised beds, or relax on the covered front porch surrounded by perennial flower gardens, a rain garden and graceful stone walkways. The two car garage, driveway and landscape architect designed gardens and hardscape were built and installed in 2019. Located just minutes from downtown Portland, Back Cove, the Jetport, Amtrak, and the bus station—as well as Thompson's Point, Dougherty Field, Kiwanis Pool, popular breweries, and Portland Trails—this home offers the perfect balance of serenity and accessibility. A truly special place to call home. Please schedule showings through ShowingTime and remove shoes before entering.
Single-familyProperty Type
1923Year Built
0.29 acresLot Size
$470Est. Price/Sq.Ft.
2 car garageParking
Listed by Jaye Gorham• Portside Real Estate Group
Bought with Callan Kilroy• Waypoint Brokers Collective
Listing will be sold via online auction on seller's website starting 6/14 - 6/16. Ask your agent for more details.
Year
Property tax
Land + Additions
Assessment*
2024
$6,498 (+4.2%)
$93,100 + $339,800
$432,900
2023
$6,238 (+5.9%)
$93,100 + $339,800
$432,900
2022
$5,892 (+4.8%)
$93,100 + $339,800
$432,900
2021
$5,623 (+12.3%)
$93,100 + $339,800
$432,900
2020
$5,009
$87,600 + $127,300
$214,900
2019
$5,009 (+3.7%)
$87,600 + $127,300
$214,900
2018
$4,831 (+3.8%)
$87,600 + $127,300
$214,900
2017
$4,653 (+4.6%)
$87,600 + $127,300
$214,900
2016
$4,450 (+2.3%)
$87,600 + $123,200
$210,800
2015
$4,349 (+9.9%)
$87,600 + $123,200
$210,800
2014
$3,956
$87,600 + $110,200
$197,800
Tax history for 41 Caleb St
Year
Property tax
Land + Additions
Assessment*
2024
$6,498 (+4.2%)
$93,100 + $339,800
$432,900
2023
$6,238 (+5.9%)
$93,100 + $339,800
$432,900
2022
$5,892 (+4.8%)
$93,100 + $339,800
$432,900
2021
$5,623 (+12.3%)
$93,100 + $339,800
$432,900
2020
$5,009
$87,600 + $127,300
$214,900
2019
$5,009 (+3.7%)
$87,600 + $127,300
$214,900
2018
$4,831 (+3.8%)
$87,600 + $127,300
$214,900
2017
$4,653 (+4.6%)
$87,600 + $127,300
$214,900
2016
$4,450 (+2.3%)
$87,600 + $123,200
$210,800
2015
$4,349 (+9.9%)
$87,600 + $123,200
$210,800
2014
$3,956
$87,600 + $110,200
$197,800
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Public record
Permits
Beds
4
Baths
2.5
Stories
2
Lot width
—
Lot depth
—
Lot size
6,534 Sq. Ft.
Year renovated
—
Sq. Ft.
1,560
Year built
1923
Style
Single Family Residential
County
Cumberland County
APN
123871
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 27, 2026.
Dec 2, 2025 • Final
Hvac
HVAC
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.