Courtesy: Portside Real Estate Group
207-536-4222
Exceptional multi-family opportunity with strong income potential. This iconic property offers a rare combination of historic character and modern updates, ideal for investors or owner-occupants seeking rental income. Each unit features a beautifully renovated kitchen, natural gas heat and hot water, two full bathrooms, separate in-unit laundry, and newly refinished hardwood floors. Additional highlights include a newer roof, fireplace insert, quartz countertops, a two-bay garage, and a large fenced-in yard. Additional finished living space on the third floor and in the basement provides flexible options for expanded living areas, home offices, or guest accommodations, enhancing both functionality and rental appeal. The driveway is accessed from Orland Street, offering easy garage access and excellent utilization of the generous lot. The City of Portland has indicated the parcel may be large enough, with sufficient road frontage, to be subdivided into two conforming lots—adding future development or value-add potential. Showings begin February 14th. Open houses February 14th & 15th from 12:00-2:00 PM.
Courtesy: Keller Williams Realty
207-879-9800
Perched on iconic Munjoy Hill, this well-maintained four-unit, two-building property offers a rare chance to own in one of Portland's most sought-after neighborhoods—with partial Casco Bay views from every unit. Featuring 10 bedrooms and 3,000+ sq ft of living space on a single lot, this is a true multi-use opportunity: owner-occupy, invest, or explore future condo potential. Longtime owner of 19 years has thoughtfully improved the property, completing major upgrades for exceptional buyer value —new roofs on both buildings, updated kitchens, baths, casement windows, heating improvements, fresh paint, and newer carpeting. Well maintained by owner and tenants, creating a turn-key feel. Outside, enjoy tidy private garden spaces for both buildings, plus balcony decks for the upper units—perfect for morning coffee and coastal breezes. Plentiful street parking on St. Lawrence and Fore Street, plus one on-site space. Three of the four units include in-unit laundry, with potential to add it to the fourth. The unit mix offers flexibility and strong rental appeal: Two lower units: 2BR/1BA above grade plus finished basements providing an additional bedroom, family room, or flexible bonus space. Two upper units: 2BR/1BA layouts with great natural light and bay-view outlooks. With one unit currently vacant, the timing is ideal for an owner-occupant looking to offset expenses, or for an investor seeking immediate upside. The location further supports long-term growth—minutes to the Eastern Prom and Downtown Portland, and close to the energy surrounding the Roux Institute at Northeastern University and its expanding innovation corridor. Live on the Hill and enjoy neighborhood cafés, boutique shops, and local restaurants—or head to the Eastern Prom's 70+ acres of parkland, sweeping water views, trails, and Portland's only public beach & hand-launch boat ramp. A versatile, high-demand multi-unit with views, upgrades, outdoor space, and multiple paths to value. Group showings only.
Courtesy: Benchmark Real Estate
207-775-0248
19 Williams Street is a classic turn-of-the-century triple-decker set on a quiet, tree-lined residential street just off Portland's peninsula, in the heart of the highly desirable Oakdale neighborhood. Walkable to everything that makes daily life easy and enjoyable, the location offers close proximity to the University of Southern Maine, Woodfords Corner's shops, restaurants, bars, groceries, and boutiques, as well as the recreation and trails surrounding Portland's beloved Back Cove. This is truly Portland living at its best. The property features three spacious units, each with a traditional layout: unit 3 has two bedrooms, units 1 & 2 have three bedrooms, a 1-bathroom layout, with kitchens, formal dining rooms, and living rooms, along with front porches and generous room sizes throughout. Original period details remain beautifully intact, including hardwood floors, built-ins, and classic trim, while numerous updates provide modern efficiency and comfort. Improvements include replacement windows and updated, efficient gas heating systems for each unit, with fully separate utilities where tenants pay their own heat, hot water, and electricity. Additional highlights include a rare two-car garage, off-street parking, sunny exposure, and a peaceful residential setting. Well maintained and thoughtfully updated, this property presents an ideal opportunity as a condo alternative, single-family alternative, or owner-occupied investment. Live in one, rent the others, and enjoy one of Portland's most walkable, convenient, and sought-after neighborhoods.
Courtesy: Maine Real Estate Co
207-292-1030
INVESTORS TAKE NOTICE: 1 retail and 8 residential units (9 units total) in a prime Portland location! Discover a unique investment opportunity at the vibrant intersection of Forest Ave, Woodford St, and Ocean Ave. This property features a strategic location with one street-level retail unit, perfect for businesses seeking prime visibility, and eight residential units on the second floor, providing modern living spaces with 1 to 3 bedrooms.Positioned at a bustling intersection, the property promises high traffic and accessibility via major thoroughfares and public transportation. Investors can capitalize on a steady rental income stream from the mix of residential and commercial spaces, while the prime location ensures long-term appreciation and demand. Explore the potential of this mixed-use gem, combining convenience, versatility, and income prospects. Schedule your private viewing and seize the opportunity to invest in this dynamic property. The full finished basement, equipped with a loading dock, adds versatility for potential expansion, storage, or logistical convenience for the retail unit.
Courtesy: Cottage & Co Real Estate
207-653-1188
This rare, gorgeous brick townhouse near Portland's famous Downtown comes with a bonus legal apartment to use for rental income, a world-class guest suite, home office, or studio! The historic home maintains the exceptional finishes you just can't find in newer homes: high ceilings; big, beautiful moldings, doors, and windows; oodles of built-in features; a handsome fireplace; stunning staircase; hardwood floors; and all the quirky nooks and crannies that make Victorian homes special. This home is updated with a brand new kitchen: quartz countertops; Blomberg appliances; and a restored original pantry. The rest of the first floor is an open run of stunning rooms: a large dining room with butler's pantry and buffet alcove; dramatic living room; and a period library with a cozy fireplace, generous shelving, and a bay window overlooking the street below. A classic powder room serves this level. On the second level are a full bath, and three large, beautiful bedrooms with high ceilings. One bedroom features an ornamental bay-window; another enjoys a walk-in closet. The third floor is a sophisticated one-bedroom apartment, with exposed brick and a sky-high vaulted ceiling. The apartment has a separate entry, laundry, and a strong rental history; it has also been used as a luxurious home-office suite. This antique beauty now boasts an enviable energy efficiency package: 10 heat pump heads for total four-season comfort; insulated basement; an efficient heat pump water heater; and custom window inserts for cozy winters. Outdoors, find an tidy backyard with room to lounge and grill, tinker in the terraced garden, and take a hammock nap under the pavilion. From here, you're just a few minutes' walk from the hospital; the Western Promenade with its summer concerts and hundred-mile views; and from Deering Oaks Park and the farmer's market. It's just five minutes to the train station, and ten minutes to the airport! Also listed as a single family, MLS #1649651.
Courtesy: Maine Real Estate Co
207-292-1030
Newly renovated, income-producing two-unit property in desirable North Deering, just minutes from the Old Port. Offering over 1,800 square feet of living space, this ultra-functional duplex features two spacious 2-bedroom, 1-bath townhouse-style units designed for comfort and livability. Unit 66 currently has a tenant in place, providing immediate rental income. The property is uniquely equipped with separate driveways, utilities, and independent water and sewer lines for each unit—ideal for owner-occupants or investors seeking simplified management. A rare opportunity to own a turnkey multi-unit in a prime location.
Courtesy: Vitalius Real Estate Group, LLC
207-541-3755
Set in the heart of one of Portland's most coveted neighborhoods, this Munjoy Hill two-unit blends classic architectural charm with an uncommon three-story tower addition - truly unlike anything else on the East End. The spacious first-floor unit offers high ceilings, three bedrooms, an additional bonus room, and the flexibility to serve as a comfortable owner's space or a strong rental. Upstairs, the light-filled second unit features 2 bedrooms and a private deck with seasonal views. Enjoy the convenience of off-street parking, updated heating system, a private yard, and plenty of garden space. With a strong, consistent rental history, this property delivers both lifestyle and investment appeal in the heart of the city. The building could also be converted to a single-family home with ample space for all!
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: Landmark Realty
207-807-7889
Discover a rare opportunity in one of Portland's most sought-after neighborhoods. This four-unit offers strong investment potential along with the timeless charm of period architectural details throughout including original millwork, hardwood floors, high ceilings, and built-ins. Each unit offers well-proportioned living spaces and strong rental appeal. The property also provides a valuable in-town amenity: private off-street parking for up to four vehicles. With its historic character, consistent rental demand, and prime location near the Old Port, shops, restaurants, parks, and public transit, this property presents an excellent addition to any Portland investment portfolio.
Courtesy: Benchmark Real Estate
207-775-0248
Welcome to 1155 Washington Ave, a turnkey historic 2-family in highly desirable North Deering—minutes to in-town Portland, steps to shops/restaurants, and close to Portland Trails for hiking, running, and mountain biking. Completely updated w/new roof, electrical, plumbing, refreshed/refinished floors, new kitchens/baths, and fresh interior/exterior paint. Since the renovation, neither unit has been occupied. Both units are condo-quality and feature 2BR, 1BA, in-unit laundry, updated kitchens and baths, laundry/pantry, formal LR and DR, private entries, original trim, built-ins, high ceilings, and abundant natural light. Each unit pays its own heat, hot water, and electric. Building has never been registered w/the City, allowing market rents. The upper unit has direct access to a full 3rd level—ideal for storage or a future expansion to create a truly exceptional owner's unit. Part of a small association (2 additional condo units to be constructed in the middle of the lot), and this structure is already condo-converted, offering the option to sell units separately. The large shared lot offers rare outdoor space for gardening, play, entertaining, and more. Perfect owner-occ or single-family alternative—live in one unit, rent the other, and build equity the smart way. At $799,000 this represents exceptional value given the quality, location, and flexibility.
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 at a very reasonable rate—$5,000 for the first space and $10,000 for a second, subject to availability. 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 exclusive 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: Gardner Real Estate Group
207-427-3637
Location! Location! Location! Just a few steps and you are in the middle of Longfellow Square and Portland's dynamic Arts District! This historic 3-unit building offers tons of possibilities to its new owner. Each unit has its own private entry. Unit one uses the front door, walking into the living room with working fireplace, kitchen, full bath and sunny glass room. Upstairs has a second full bath with three bedrooms. Unit two enters from the private gated courtyard and it a first floor one level one bedroom apartment. Unit three starts on the second floor with a vaulted ceiling kitchen, half bath with laundry. The second level to this unit has a spacious living room, two bedrooms and a full bath. The basement is super insulated and has a newer boiler! This is one of those rare investment opportunities that only knock once. Are you ready? You'll love this downtown Portland gem.
Courtesy: F.O. Bailey Real Estate
207-781-1111
Beautiful Parkside 9 unit apartment building w/ (8) 1 bedroom + (1) 2 bedroom units offering nice architectural detail in apartments and hardwood floors located in a fantastic location of the city!
Courtesy: The Boulos Company
207-772-1333
Turnkey well-maintained three-unit apartment building located on a quiet, dead-end street in the desirable neighborhood of North Deering. Recent updates include a new asphalt driveway (2019), new roof (2024), new exterior decking/stairs (2024-2025), a new furnace (2025), repointed chimney (2025), and exterior siding repairs/new exterior paint (2025). Separately metered utilities for each unit (heat, hot water, & electric), plus dedicated off-street parking. Ideal for owner-users looking to offset the cost of ownership or investors looking for steady cash flow. Walkable to several parks, schools, shopping, restaurants, and local trails. Group showings on Tuesday (11/4) from 12-2 and Friday (11/7) from 12-2. Please book showings through BrokerBay or email broker with showing requests.
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: Portside Real Estate Group
207-536-4222
Rare opportunity! A double lot on the corner of Atlantic Street and Monument Street in Portland's Most Sought-After Neighborhood! This exceptional property offers an income producing three-unit multi-family + adjacent buildable lot or expansive green space nestled atop the iconic Munjoy Hill, with ocean views from the third floor and R6 zoning, the possibilities are endless! Whether you want to move in and generate rental income & enjoy the beautifully landscaped green space, expand the existing structure, build your dream home, or develop multiple condos, this property offers unmatched flexibility and potential. Located between Congress St & Fore St, you are within walking distance of the Eastern Promenade, East End Beach, scenic walking trails, award-winning restaurants, vibrant art galleries, and leading institutions like WEX and the Northeastern University Roux Institute. Don't miss this rare chance to own a piece of Portland's most desirable real estate!
Courtesy: The Atlantic Real Estate Network
207-878-8800
A unique opportunity for investors or developers—this property includes a well-maintained two-family home plus an additional lot for a combined total of almost 2.8 acres. The current owner has already been in contact with the city, and there's potential to build multiple new homes (buyers encouraged to perform due diligence). The existing two-unit features classic charm with hardwood floors, high ceilings, original moldings, decks, and porches. Enjoy solid rental income or owner-occupy while exploring future development possibilities. A property with this much space and flexibility doesn't come around often!
Courtesy: Vitalius Real Estate Group, LLC
207-541-3755
This East Deering three-unit offers the kind of straight forward simplicity buyers appreciate. Built in the 1980s, it avoids the maintenance concerns often found in century-old buildings. Each of the three apartments features an efficient two-bedroom layout with separate systems, semi-private outdoor space, exterior storage, and two driveways providing ample off-street parking. The location offers quick access to I-295 downtown Portland is just minutes away while also being within walking or biking distance of Payson Park, Back Cove Trail, and the Roux Campus.
Courtesy: Benchmark Real Estate
207-775-0248
Rare opportunity in one of New England's most desirable coastal communities! Ideally located on a quiet street atop Portland's historic Munjoy Hill, this seven-unit multifamily includes a separate buildable lot — an extraordinary find in one of the city's most coveted RN4 (formerly R6) residential zones. Originally built as a classic double-triple, the property now offers seven well-maintained units with significant updates, modern life-safety systems, and individual utilities — each tenant pays their own heat, hot water, and electricity. The building has been carefully maintained, and rents have kept pace with the market, producing an NOI of ~ $107,000 and a healthy 5% cap rate with strong, consistent income. The real value lies in the adjoining buildable lot, capable of supporting 9 new residential units. Buildings in this zone may reach up to 45 feet in height, offering commanding ocean and city views. The property has already been surveyed, and preliminary civil engineering and lot division work have been completed and are available for review. From the upper floors of the existing structure — and any future development views of Casco Bay, the working waterfront and city skyline await, a rare perspective even on East End. Whether you're an investor seeking strong income with upside potential or a developer ready to capitalize on a premier site, this property checks every box.
Courtesy: Demetria Real Estate
207-839-5122
This could be the opportunity you've been waiting for— a well-maintained two-unit in Portland. Each unit features its own kitchen, full bath, and comfortable living spaces with a mix of hardwood, tile, and laminate flooring. Heat pumps provide efficient year-round comfort, and thoughtful updates throughout give each unit a unique sense of style. The property also includes a private backyard. Whether you're looking for an investment or a chance to eventually live in one unit while renting the other, this property offers flexibility and function in a compact footprint. Conveniently located with easy access to the hospital, downtown Portland, local services, commuter routes, and amenities, 9 C Street presents an affordable entry into Portland's multi-unit market. With a full basement, in-unit laundry hookups, and updated systems, this home is ready for its next owner. Showings are available by appointment with 24 hour notice
Courtesy: Elevate Maine Realty
207-203-9022
High-visibility property in the Mixed Use Zone B-2B, located on the corner of Forest Ave & Pleasant Ave, just north of Woodford's Corner. The property offers a first-floor 829 SF commercial corner suite with approx 35,000+ cars/day traffic count - ideal for retail, office, salon/barber, and other permitted uses (see land use docs). The upper levels contain two vacant, fully renovated residential units with separate entrances: a 2BD/1BA (945 SF, projected rent $2,750/month) and a 4BD/2BA (1,766 SF, projected rent $3,9000/month). Strong rental demand and modern finishes position these units for immediate occupancy. Additional features include off-street parking for 3 vehicles, abundant street parking, and direct access to public transportation. Strategic location minutes from I-295 and downtown Portland, and within half a mile of Back Cove, Stevens Ave Deering neighborhood (Norimoto Bakery, Rambler Café, Pat's Meat Market), and Woodfords Corner amenities. A flexible investment opportunity suitable for owner-occupiers or investors seeking a mixed-use property with strong signage visibility and cash flow potential. Also listed as COMMERCIAL MLS#: 1638190
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: Ocean Gate Realty, LLC.
207-773-1919
New and improved price of 599900! This turn-of-the-century three-family apartment building is conveniently located just minutes from Downtown Portland. The property must have been quite special in its heyday, showcasing hardwood floors, high ceilings with medallions, bull's-eye moldings, built-ins, and brick fireplaces. This three-family home is eager to be restored and returned to its former glory. Enjoy your morning coffee on the covered front porch or in the spacious rear yard. Come see the property and envision the possibilities! *See internal comments. **NOTE: There is NO rental history or income history for this property.
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 in June, the other lease is up in 2/26. Great tenants! Nice, spacious floor plans and cute yard. Reach out and let's get you through! We will be hosting some open houses to get people through together to avoid upsetting the tenants schedules.
Courtesy: Keller Williams Realty
207-879-9800
Welcome to the heart of Portland, Maine! This 4-unit building located on the Portland peninsula is the perfect investment opportunity for those seeking to break into the thriving real estate market of this coastal city. Situated in a prime location, this property offers residents easy access to all that Portland has to offer. With a walkability score of 93 out of 100, you'll find that Maine Medical Center, the West End, and much of downtown are just steps away. The building itself features two one-bedroom and two two-bedroom apartments, each with individually metered natural gas heating systems and separate electrical services to each unit. With off-street parking available, tenants will appreciate the convenience and security of having a dedicated spot to park their vehicle. Whether you're looking to rent as is or bring your imagination to enhance the building, this property offers endless possibilities for growth and return on investment. Don't miss your chance to invest in this incredible opportunity on the Portland peninsula.
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.
