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.
$735,000
Welcome to 235 Brighton Avenue- a beautifully maintained property located at the corner of Beacon Street and Brighton Avenue in the Deering Highlands of Portland. This home offers the perfect blend of character, comfort, and convenience making it an exceptional opportunity for buyers seeking a home in Maine's most desirable city. This home offers a light filled first floor that includes a
Jean-Marie Caterina North Star Realty
$750,000
Outstanding Single Story Mid century Ranch Boasting Hardwood floors Formal Dinning room,Fireplace Great Room Classic Kitchenback hallway ample storage 2 car garage and unbeleiveable lower level with seperate entrance and egress window. Private fenced in yard easy access to everything thatthe city offers This is a must see for anyone.
Thomas Ranello RE/MAX Shoreline
$949,000
Welcome to this turn‑key, character-filled gem—a 3-bedroom, 1.5-bathroom home with a dedicated office—located on a quiet side-street nestled in one of Portland's most sought-after neighborhoods.Inside, you'll find a naturally bright layout designed for sophisticated living. The living room showcases period charm with a marble-tiled mantle and wood-burning fireplace, complemented by
Allessandra Malone Waypoint Brokers Collective
$825,000
BELLS & WHISTLES ADDED- Welcome to a unique opportunity to own new construction in the sought-after Deering Center neighborhood! This thoughtfully designed 3 bedroom, 3 full bathroom home offers modern comfort and flexibility, featuring a versatile flex space ideal for a home office, playroom, or potential guest space. Enjoy abundant natural light throughout, enhanced by energy-efficient heat
Kathryn Treem Keller Williams Realty
$799,000
Radically Reduced! Don't miss this bargain priced home offering classic charm and modern comfort in the heart of Portland's Oakdale neighborhood. This spacious 5 bedroom, 2.5 bathroom colonial, built in 1900 showcases the superior craftsmanship of its era, boasting high ceilings, gleaming wood floors, and exquisite period moldings throughout, creating an ambiance of timeless elegance while
Teri Ouellette Keller Williams Realty
$825,000
Lovely Deering Center Home with Apartment: Bask in the convenience of living in a vibrant neighborhood with an array of shops, restaurants, and educational/cultural offerings for all ages. The entry foyer of the main home boasts a handsome staircase and leads to bright, spacious rooms with high ceilings and gleaming hardwood. The first floor features a large Kitchen, walk-in pantry, formal LR,
Susan Lessard Portside Real Estate Group
$769,000
This classic Maine home has THE kitchen you NEED! Gorgeous and smartly designed with a large island, induction oven and plenty of storage. Additionally, this home will help you save! Heat pump water heater installed in 2025 doubles as a dehumidifier! Solar panels and a pellet Boiler with a pellet hopper- no more dragging in pellets! The beauty of a fielplace is not just for ambience here-
Meagan Smith Keller Williams Realty
$799,999
Modernized 3 bedroom 2 bathroom home located in a desirable Back Cove neighborhood! Enjoy everything this house has to offer. The first floor has been updated and includes an open concept kitchen, dining, living room, renovated bathroom and 3 bedrooms. Listed just in time to enjoy summer from your rejuvenated fenced in back yard and patio. Best of all walk to your favorite neighborhood
Christopher Bernard Real Broker
$789,000
Come see 12 Black Sparrow Drive in the premier Stroudwater Preserve neighborhood to experience both the convenience of being minutes from downtown Portland and the advantage of being near woods and walking trails. Located on a quiet side street of the Stroudwater neighborhood, this home has the benefits of an association that handles all outdoor tasks such as lawn care and snow removal without
William Chapman Portfolio Real Estate, Inc.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $959,000 | None Available | |
| Warranty Deed | $959,000 | None Available | |
| Foreclosure Deed | -- | -- | |
| Foreclosure Deed | -- | -- | |
| Interfamily Deed Transfer | -- | -- | |
| Interfamily Deed Transfer | -- | -- |
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Previous Owner | $222,400 | Unknown | |
| Previous Owner | $184,000 | Adjustable Rate Mortgage/ARM |
| Date | Event | Price | Change | Sq Ft Price |
|---|---|---|---|---|
| 06/02/2025 06/02/25 | Sold | $959,000 | 0.0% | $489 / Sq Ft |
| 04/17/2025 04/17/25 | Pending | -- | -- | -- |
| 04/13/2025 04/13/25 | For Sale | $959,000 | +414.6% | $489 / Sq Ft |
| 09/08/2014 09/08/14 | Sold | $186,375 | -5.5% | $119 / Sq Ft |
| 06/16/2014 06/16/14 | Pending | -- | -- | -- |
| 05/19/2014 05/19/14 | For Sale | $197,200 | -- | $126 / Sq Ft |
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2024 | $6,498 | $432,900 | $93,100 | $339,800 |
| 2023 | $6,238 | $432,900 | $93,100 | $339,800 |
| 2022 | $5,892 | $432,900 | $93,100 | $339,800 |
| 2021 | $5,623 | $432,900 | $93,100 | $339,800 |
| 2020 | $674 | $214,900 | $87,600 | $127,300 |
| 2019 | $5,009 | $214,900 | $87,600 | $127,300 |
| 2018 | $4,831 | $214,900 | $87,600 | $127,300 |
| 2017 | $4,653 | $214,900 | $87,600 | $127,300 |
| 2016 | $4,450 | $210,800 | $87,600 | $123,200 |
| 2015 | $4,349 | $210,800 | $87,600 | $123,200 |
| 2014 | $3,956 | $197,800 | $87,600 | $110,200 |
Seller's Agent in 2025
Jaye Gorham
Portside Real Estate Group
(207) 671-7430
1 in this area
81 Total Sales
C
Buyer's Agent in 2025
Callan Cassidy
Waypoint Brokers Collective
(207) 210-0781
3 in this area
116 Total Sales
B
Seller's Agent in 2014
Bill Trask
Bean Group
Source: Maine Listings
MLS Number: 1618927
APN: PTLD-000187-000000-A010001
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