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: Anchor Real Estate
207-361-5007
Perched on one of Portland's most desirable neighborhoods, 64 Melbourne Street offers a unique opportunity to own a classic three-unit New Englander on an oversized 6,500+ sq. ft. double lot—a true rarity on Munjoy Hill. This well-maintained property blends historic charm, income-producing potential, and intriguing development possibilities in one of the city's most walkable and vibrant neighborhoods. Inside, each two-bedroom apartment features a functional layout with abundant natural light, high ceilings, and the warm character common of Portland's turn-of-the-century homes. Whether you're an investor seeking reliable rental income or a homeowner planning to live in one unit while renting the others, the property's configuration offers flexibility and long-term value. Outside, the fenced-in yard provides ample space for gardening, entertaining, or pets, while private off-street parking adds everyday convenience—an uncommon benefit on the East End. The rare double lot also presents significant expansion potential. Preliminary review indicates the parcel may be divisible, with the opportunity to create an additional buildable lot (minimum 2,000 sq. ft., subject to buyer verification). Just minutes from the Eastern Promenade, local cafés, award-winning restaurants, and scenic waterfront trails, 64 Melbourne Street offers a standout combination of comfort, location, and possibility—right in the heart of Munjoy Hill. Showings start Saturday 12/13 at open house from 10-12.
Courtesy: Maine Real Estate Experts
207-642-2100
Great location. Largest lot at this price point. Set in the highly desirable neighborhood of Stroudwater, this thoughtfully renovated, move-in ready, single family home has a breathtaking backyard with a large bellowing willow tree and trails on the abutting non-buildable land behind the house. The new zoning for this bungalow offers investors an income stream opportunity. 1549 Westbrook Street zoning allows someone the option of building an additional structure on the back of the lot, up to 4 units total on the lot. Can easily be transformed into a 2-unit. High end finishes include granite countertops, all new stainless steel kitchen appliances, LVP flooring and a new half bath. Architectural shingles on the main roof with life expectancy of up to 35 yrs. Nest 2-zone thermostat. This bungalow is bubbling over with character with built-ins on both levels, and charming hardwood and wide wood flooring. Bright and clean, the layout is unique. The actual living space is twice the above grade square footage with the kitchen, dining room, half bath/laundry room and 1 bedroom on the lower level (in the finished daylight basement), and 2 additional bedrooms, a living room, a den and a full bathroom on the upper level (on the 1st floor). With the Stroudwater Trail and River nearby you can hike, bike, or set off on a canoe or kayak adventure, all while living right in Portland! Perfect for someone looking for a smaller footprint to maintain, without sacrificing a beautiful yard and recreational trails. A great condo alternative. Plus, plenty of great restaurants and the highway nearby for commuting.
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: RE/MAX Oceanside
207-799-7600
Fantastic investment opportunity—a three-unit multifamily property at 7 Cherry Street—offers strong rental potential in one of Maine's most desirable and consistently growing markets. Located just minutes from downtown, the Old Port, restaurants, amenities, and major commuter routes, this property attracts high-quality tenants and ensures steady demand year-round. With functional layouts and a solid rental history, this building is an ideal addition to any investor's portfolio or a great first acquisition for someone entering the Portland multifamily market, checking all the boxes whether you seek stable cash flow, long-term appreciation, or a value-add opportunity.
Courtesy: Gardner Real Estate Group
207-427-3637
A Rare Opportunity to own a distinguished stand alone brick building in the heart of Downtown Portland. This 3 unit property combines historic architecture with modern versatility. Offering three beautiful residences plus professional office space in the lower level. Highlights include: Timeless craftsmanship with original stained-glass windows and architectural details. Flexible office space with a private entrance. Three light filled apartments with original character and style. Eight dedicated parking spaces-a true luxury for downtown! Unmatched location just steps away from dining, entertaining, shopping and local parks and beaches! Whether you envision living in one unit while leasing the others, or creating a boutique live/work environment, this property offers the perfect blend of elegance, functionality and convenience. Snow Removal Plowing Contract is already in place for the season! Schedule your showing today!
Courtesy: U&R Real Estate
207-835-0118
OPEN SHOWINGS: Thursday the 20th and Friday the 21st from 4:30-6:30pm. Saturday the 22nd and Sunday the 23rd from 1-3pm. Buyers, feel free to stop by at any of those times or set up a private showing directly! Here's a chance to own a thoughtfully cared-for two-unit in one of Portland's most accessible and enjoyable areas. This well-cared-for side-by-side two-unit offers the always-popular townhouse layout, giving each residence the feeling of its own private home while still offering great income potential for an owner-occupant or investor. Both units have been steadily improved over the years. One side features a refreshed kitchen, newer appliances, an updated bathroom, and stylish lighting and fans. The other side has also seen meaningful upgrades to systems and appliances, making both homes comfortable, efficient, and easy to maintain. The exterior has been boosted with durable fiber-cement siding and a rebuilt porch, adding both curb appeal and long-term value. Inside, each home gets wonderful natural light and offers multiple levels of living, creating a sense of space and separation that tenants and owners truly appreciate. Updated fixtures and thoughtful touches throughout help the spaces feel warm, functional, and inviting. The location is a standout. Back Cove's waterfront trail is just moments away, perfect for morning runs or evening strolls. Payson Park is nearby with fields, playgrounds, and seasonal events. Woodfords Corner brings together cafés, restaurants, markets, and everyday conveniences right up the street. It's an easy and connected place to live that renters are consistently drawn to. Whether you're looking to live in one side and rent the other, or simply expand your investment portfolio with a strong income-producing property, 42-44 Sawyer Street offers an appealing blend of updates, location, and long-term stability.
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: Keller Williams Realty
207-879-9800
Here is the best Value you will find! Don't miss this Prime 2 unit in Portland's coveted Stroudwater area with seasonal water views. Discover this well maintained 2 unit, perfectly situated close to both downtown Portland and the airport. This exceptional property offers an ideal blend of period details, classic charm and modern updates, making it a perfect fit for both investors and owner occupants. Each unit offers generous living space with 3 bedrooms, a separate dining room and living room, updated kitchen and bath, plus enclosed sun porches on the back. Each unit has hardwood floors, high ceilings, period moldings and custom builtins. Many recent improvements including a newly paved driveway offers ample off street parking. A new lined sewer line, updated heat systems in 2017 and new roof in 2013. This property also went through the cities lead removal program in 1997 and was deemed 'lead safe'. This included new windows and doors throughout. So all the major work has been done. There is a nice back yard too. Don't miss this rare opportunity! Schedule your showing today.
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: Town & Shore Real Estate
207-773-0262
This rare investment opportunity features a vacant two-unit property in a quiet, low-traffic street - ready for new occupants or tenants right away. Both units have been freshly painted and professionally cleaned, offering a bright, move-in-ready feel. Whether you're looking to live in one unit and rent the other, or add a clean, turn-key property to your portfolio, this is a solid find in a desirable area with great potential for rental income and long-term value.
Courtesy: Portside Real Estate Group
207-536-4222
Just a block from Portland's scenic Baxter Boulevard trail, this distinguished 1924 duplex—designed by the noted architectural firm of John Calvin Stevens and John Howard Stevens—beautifully blends timeless design with modern comfort. Enjoy the best of in-town living with local favorites just steps away—grab coffee at The Proper Cup, brunch at Rose Foods, or a spin class at Rêve. Excellent schools, including Ocean Avenue Elementary, Deering Center schools, USM, and the University of New England, are all within easy reach. Steeped in period charm, the home retains original architectural details such as French doors, built-in china cabinets, and gleaming hardwood floors, all complemented by thoughtfully updated kitchens and baths. Each unit features an inviting enclosed porch, while the second-floor residence also enjoys a spacious deck for outdoor relaxation. The first-floor unit offers a well-appointed kitchen, dining room, comfortable living area, and three bedrooms. Upstairs, the second-floor unit showcases a stylish kitchen with cherry cabinetry, sleek countertops, and stainless steel appliances, plus a generous dining room with French doors opening to an airy living room and three additional bedrooms. The unfinished third floor offers exciting expansion potential, with plumbing already stubbed in.
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: Keller Williams Realty
207-879-9800
Be prepared for a soul-stirring experience! This magnificent property offers 3 floors of sweeping views across Casco Bay, toward historic Fort Gorges. Extending to +3400 sqft - 2 units with 5 bedrooms, 4 bathrooms - with extensive updating, this is a dream home. Superb condition property offering a myriad of uses - a multi-generational homestead, an urbanites weekend residence, or an investment to enjoy in this much lauded City of Portland. Inspired interior design with ocean-facing balconies on all floors - start your day with breathtaking sunrises. Inside, the property is just as striking, blending coastal charm with vibrant cosmopolitan city living. The 1st floor unit is an open plan layout - kitchen with stainless steel appliances & granite counters, living room with a natural gas stove. Hardwood floors throughout. Sliders to the ocean-view deck. Two ocean-facing bedrooms + a separate large closet space & full bathroom. Access from the unit to the large full basement & into the secured garage - excellent storage and privacy. The second unit extends over the 2nd & 3rd floors. A 2006 addition greatly expanded 2nd & 3rd floors & added an additional garage. The gourmet kitchen, breakfast bar & dining room offer room for, quick & easy meals, intimate dinners or entertaining with an elegant corner wall fireplace. Close by is an ocean view bedroom, a comfortable office/study leading to a spacious living room, with vaulted ceiling & spectacular views. Adjacent is the primary bedroom with large en-suite bathroom, & laundry room. Up to the 3rd floor with its entertainment vibe - a granite wet bar and sink, matching bar & deck for a bird's eye view of the bay & life on the water. A full bath for convenience, and the adjacent bedroom has its own private window-level jacuzzi tub. This unit has a large garage & separate driveway. A simply, unique opportunity to own such a versatile property. Seller concessions available towards buyer closing costs with acceptable offer.
Courtesy: Better Homes & Gardens Real Estate/The Masiello Group
207-782-8311
Freshly painted exterior and full of charm, the Gilbert L. Bailey House offers a rare investment opportunity in the heart of Portland. Just a short walk to the Arts District, top restaurants, and entertainment, this property combines historic character with a prime location. Owner will consider selling 381 Cumberland Ave, a 12-spot parking lot, with the purchase of 379 Cumberland Ave. Per initial conversations with city officials, the lot may offer buildable potential. Buyer and agent to verify all information and conduct their own due diligence with the City of Portland regarding zoning, development, and permitted uses.
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.
