Courtesy: Keller Williams Realty
207-879-9800
The historic 'Nathan Nutter House', a stately Greek Revival building recognized by Greater Portland Landmarks. Built in 1840 and thoughtfully stewarded over generations, this distinguished brick residence stands as a rare architectural presence in the heart of Portland's Old Port and is being offered publicly for the first time in nearly four decades. Elevated above the surrounding streetscape, the building enjoys a commanding presence within the neighborhood. A private street-level entrance leads through to a quiet interior courtyard, where staircases provide access to the residences. Classic Greek Revival proportions, original brickwork, and covered porches speak to the home's historic roots, while extensive renovations over the years have ensured comfort, functionality, and long-term durability. The property is comprised of four one-bedroom, one-bath residences, each thoughtfully laid out with generous ceiling height, abundant natural light, and a consistent level of finish throughout. Interiors blend historic character with clean, neutral updates, featuring brick fireplaces, original wood elements, and well-proportioned living spaces that feel both inviting and adaptable. With its irreplaceable Old Port location, 68 Pleasant Street sits at the center of Portland's best dining, boutique shopping, and art galleries, with the working waterfront just moments away. Morning walks along the harbor, evenings at acclaimed restaurants, and easy access to nearby parks and cultural attractions define daily life here.
Courtesy: Keller Williams Realty
207-879-9800
Tucked into Portland's beloved East End, this well-maintained three-unit property offers a rare opportunity for both investors and owner-occupants. Unit 1 is especially charming, filled with warmth and original character, and features direct access from one of the bedrooms to the rear deck, creating an easy connection to the outdoor space. Inside, Unit 1 showcases thoughtful details throughout. Units 2 and 3 enjoy peekaboo water views, while Unit 3 also captures lovely views of Portland's city skyline along with beautiful sunset exposure and potential to further enhance the views. All three units offer convenient two-bedroom layouts, making it easy to attract and retain great tenants in this low-maintenance building. One of the property's true highlights is the inviting backyard. With an apple tree, flower boxes, and established plantings, the space feels like a small, urban garden ideal for relaxing, entertaining, or enjoying a quiet moment outdoors. The property sits on a quiet, primarily owner-occupied block where neighbors take pride in their homes. Perfectly positioned to experience the best of the East End, the property is just minutes from the acclaimed restaurants, coffee shops, and breweries along Washington Avenue, and a short stroll to the Eastern Promenade overlooking Casco Bay. With separate utilities, strong income potential (grossing just over $100,000 annually), and generous driveway parking for 6+ vehicles, this is an exceptional opportunity for both investors and owner-occupants. Properties in this neighborhood rarely come available, especially ones that combine character, income potential, outdoor space, parking and location like this.
Courtesy: Vitalius Real Estate Group, LLC
207-541-3755
Located in Portland's sought-after East End just a few blocks from the Eastern Promenade, this well-situated three-unit building offers a compelling mix of space, character, and outdoor living. The first floor features a spacious three-bedroom unit with additional office space, while the second floor offers a comfortable two-bedroom layout. The third floor is a charming one-bedroom apartment highlighted by a rooftop deck with peeks of water views. The warm, bright and thoughtfully updated units each enjoy their own outdoor deck, creating valuable private outdoor space for tenants or owners. The property also includes a side yard accessible either from within the building or via the abutting paper street, an uncommon bonus in this neighborhood. Just steps from neighborhood favorites, restaurants, and the waterfront, this property is desirable for both owner-occupants and tenants alike.
Courtesy: Real Broker
207-272-3984
Developers Take Notice! This oversized lot is approved for development of 7 condo units. Stunning views overlooking the ocean and located in the highly-desirable Munjoy Hill neighborhood on a quiet street. This lot is just waiting for the right developer to bring their vision and be part of the booming development of Portland Maine!
Courtesy: Better Homes & Gardens Real Estate/The Masiello Group
207-560-4683
Excellent opportunity to own a mixed used building with high visibility in downtown Portland! Whether you're an owner-user ready to launch your business, or an investor seeking turnkey cash flow with upside this property checks every box! Ground floor store front, with 3 bed apartment above. Includes an additional finished space for storage or break room.
Courtesy: Keller Williams Realty
207-553-2605
Investors, owner-occupants, and savvy buyers take notice! This is a rare opportunity to purchase a two unit style property without the usual complications. Welcome to Stroudwater Commons, Portland's newest condo community offering attractive living at attainable prices. This package includes a stunning three-bedroom, one-bathroom condo (656 sq. ft.) and a fully detached accessory dwelling unit (353 sq. ft.). The layout is incredibly versatile, allowing the ADU to function as an independent studio apartment ideal for short-term (Airbnb) or long-term rental income, a guest suite, or multigenerational living. With bright open spaces, timeless finishes, and exceptional efficiency, these homes are thoughtfully crafted for both comfort and convenience. Each residence offers a spacious layout, sleek modern kitchen, stylish bath, in-unit laundry, and efficient heat pumps for year-round comfort, complemented by elevator access to all levels. Parking is available for purchase starting at $5,000. Residents also enjoy access to curated community amenities including a fitness center, co-working lounge, bike storage, EV charging provisions, and direct access to Portland Trails. Please see the photo card for more information on this 3-bed and ADU combination opportunity. The convenient Congress Street location keeps you close to everything: downtown Portland, I-295, I-95, Stroudwater Park, Fore River, USM, Rock Row, and the Jetport are all within easy reach. Now available for reservations. Estimated occupancy: Fall 2026. HOA fee is estimated. Photos depict a projected look; finishes and specifications are subject to change. Taxes are estimated using the mill rate at the time of listing, based on the listing price.
Courtesy: Ashby Real Estate
207-239-9199
This is a prime investment opportunity for savvy investors and contractors looking to take on a substantial renovation project. This 3-unit property has been gutted down to the studs after water damage from frozen pipes, offering a clean slate for customization and a chance to restore it to its full potential. Whether you're planning to flip for a profit or create long-term rental income, this project presents endless possibilities.
Courtesy: Maine Real Estate Co
207-292-1030
Check out this amazing investment opportunity on Portland's Washington Ave offering two spacious 4-bedroom/1-bath units. Each 1,000+ square foot apartment contains large bedrooms, flexible living/dining layouts, and classic period details ready for your finishing touch. A full walk-up attic, served by two existing staircases, presents excellent potential for an additional unit or expanded living space (buyer to verify with the City of Portland). The full basement is perfect for storage and utilities and has blown insulation, two newer natural gas wall hung boilers, and washer/dryer hookups. The garage is in fair condition and currently provides convenient extra storage for tenants or the property owner. Lots of off street parking can be found outside on the nearly completely fenced in lot. This in-town location close to restaurants, coffee, transit, and parks makes for a strong addition to any investors portfolio or a great setup for enjoyable owner occupancy. Tenants will appreciate a convenient bus stop outside of the Washington Avenue entrance. Solid bones, big bedrooms, and an uncommon upside with the attic space. Bring your vision and add value in one of Portland's most convenient corridors.
Courtesy: The Maine Real Estate Group
207-329-4534
Stop paying someone else's mortgage and start building your investment portfolio! Great neighborhood in Portland, close to everything. Currently rented, one lease turned month to month. Nice, spacious floor plans and cute yard. Building needs some 'love', and better tenants. Would make a great owner occupied. Reach out and let's get you through! Easy to show!
Portland is located in Maine. Portland, Maine has a population of 68,063. Portland is less family-centric than the surrounding county with 28.1% of the households containing married families with children. The county average for households married with children is 30.7%.
The median household income in Portland, Maine is $66,109. The median household income for the surrounding county is $80,679 compared to the national median of $69,021. The median age of people living in Portland is 36.9 years.
The average high temperature in July is 78.8 degrees, with an average low temperature in January of 10.8 degrees. The average rainfall is approximately 48.9 inches per year, with 61 inches of snow per year.
