Set on one of the most desirable lots in Portland's sought-after Deering Highlands, this gracious c.1880 Victorian offers timeless charm, thoughtful updates, and room to grow. Surrounded by beautiful homes on quiet, walkable streets, you're just a short stroll to Back Cove, Rosemont, Deering Center, the University of Southern Maine, and even the Portland peninsula. It's a rare opportunity to enjoy peace and privacy while staying close to everything.
Inside, nearly 3,300 square feet of light-filled space blends original architectural detail with modern renovations. The welcoming front porch opens to a grand double living room with bay windows, fireplaces, a half bath, and abundant natural light. The fully redesigned kitchen is stylish and functional, and the cozy den just off the kitchen—with its own fireplace and access to the rear stairwell—is the room you'll live in and love.
Upstairs, the second level offers spacious bedrooms, two full baths, and laundry. The third floor is a showstopper: converted attic space now serves as a great room and office, with access to a hidden rooftop deck offering peekaboo views of the East End and Portland Observatory.
The large, level yard—ringed by mature hedges and trees—is a rare find. Whether you dream of a garden oasis, carriage house, or future ADU, this oversized corner lot offers uncommon potential in a tightly held neighborhood.
Additional highlights: 5 bedrooms, 2.5 baths, attached 1-car garage, two staircases, second-floor laundry, updated systems, and room to personalize or expand.
$1,250,000
Located in a quiet Falmouth neighborhood is 2 Surrey Lane, a spacious and beautifully maintained Colonial style home. Minutes to local schools, shopping, and recreation, and only 15 minutes to downtown Portland you'll be in the best of both worlds enjoying private neighborhood living with access to city amenities. This home offers over 2,800 square feet of living space plus additional finished
David Banks RE/MAX By The Bay
$1,249,000
Nestled in the leafy elegance of Portland's historic Deering Highlands, this enchanting Victorian residence, circa 1890, is a living canvas of artistry and thoughtful design. Lovingly updated and transformed by its current owners—the home earned its moment in the spotlight with a thoughtful feature in Maine Home+Design, showcasing a renovation that blends historic integrity with contemporary
Allessandra Malone Waypoint Brokers Collective
$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
$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
$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
$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
$1,049,000
Now with 2-3 Car Parking! 156 Oxford Street is an unforgettable 2-unit multifamily where luxury design meets East Bayside's unstoppable energy. Sitting high above the city, this urban stunner delivers jaw-dropping views, high-end finishes, and a one-of-a-kind layout that has to be seen to be believed.Now featuring dedicated parking—a rare and valuable bonus in this vibrant, walkable
Troy Wilkins Benchmark Real Estate
$975,000
Here's your rare and exciting opportunity to own a remarkable piece of Portland history or to reimagine or create your version of this incredible urban oasis. In the heart of the Old Port tucked away on an astonishingly quiet dead end street, the legal use for this lovingly renovated, charming example of 1800s design is a 2-family, but has been most recently utilized and recognized as a large
Jennifer Sweeney Portside Real Estate Group
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Closed | $180,070 | Credit Line Revolving | |
| Closed | $342,990 | Credit Line Revolving | |
| Closed | $87,000 | Credit Line Revolving | |
| Closed | $510,400 | Stand Alone Refi Refinance Of Original Loan | |
| Closed | $29,500 | Unknown | |
| Closed | $472,000 | Purchase Money Mortgage |
| Date | Event | Price | Change | Sq Ft Price |
|---|---|---|---|---|
| 08/27/2025 08/27/25 | Sold | $1,035,000 | +3.6% | $317 / Sq Ft |
| 08/12/2025 08/12/25 | Pending | -- | -- | -- |
| 08/08/2025 08/08/25 | Price Changed | $999,000 | -16.4% | $306 / Sq Ft |
| 07/29/2025 07/29/25 | For Sale | $1,195,000 | +102.5% | $366 / Sq Ft |
| 05/23/2018 05/23/18 | Sold | $590,000 | -5.6% | $181 / Sq Ft |
| 03/22/2018 03/22/18 | Pending | -- | -- | -- |
| 03/09/2018 03/09/18 | For Sale | $625,000 | -- | $191 / 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 | $10,825 | $721,200 | $138,700 | $582,500 |
| 2023 | $10,392 | $721,200 | $138,700 | $582,500 |
| 2022 | $9,816 | $721,200 | $138,700 | $582,500 |
| 2021 | $9,368 | $721,200 | $138,700 | $582,500 |
| 2020 | $10,352 | $444,100 | $138,700 | $305,400 |
| 2019 | $10,352 | $444,100 | $138,700 | $305,400 |
| 2018 | $9,208 | $444,100 | $138,700 | $305,400 |
| 2017 | $9,615 | $444,100 | $138,700 | $305,400 |
| 2016 | $9,375 | $444,100 | $138,700 | $305,400 |
| 2015 | $9,162 | $444,100 | $138,700 | $305,400 |
| 2014 | $8,882 | $444,100 | $138,700 | $305,400 |
Seller's Agent in 2025
Tom Landry
Benchmark Real Estate
(207) 775-0248
14 in this area
329 Total Sales
B
Buyer's Agent in 2025
Bill Corrigall
North Point Realty LLC
1 in this area
60 Total Sales
Seller's Agent in 2018
John Hatcher
Keller Williams Realty
(207) 775-2121
5 in this area
238 Total Sales
Seller Co-Listing Agent in 2018
Andrew Newman
Keller Williams Realty
(207) 650-3300
32 Total Sales
Source: Maine Listings
MLS Number: 1632308
APN: PTLD-000119-000000-B001001
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Listing data is derived in whole or in part from Maine Real Estate Information System, Inc. (d/b/a Maine Listings) and is for consumers' personal, noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified.
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