Courtesy: The Dunham Group
207-773-7100
Positioned in Portland's desirable Parkside Neighborhood, 142 Sherman Street is a fully occupied four-unit investment property offering stable in-place income in one of the city's most sought-after residential neighborhoods. The property benefits from a walkable location just minutes from downtown, the Peninsula, and major commuter routes. The building features a functional unit mix with consistent occupancy, supported by strong rental demand in the surrounding area. The property has been well maintained and improved over time, with a series of updates to both unit interiors and key building systems, contributing to overall efficiency, condition, and long-term reliability. Tenants enjoy convenient access to local shops, restaurants, and services, supporting strong retention and continued demand.
Courtesy: HarborCity Realty
207-775-1991
This circa 1900 New Englander two-unit offers classic charm and sits on a generous 12,000± sq ft lot in Portland's convenient Nason's Corner neighborhood. Ideally located close to everything, it is within walking distance to local schools, The Sinful Kitchen, Applebee's, a neighborhood corner store, and the Lowe's shopping center. Owned by the same family for decades, the property is being offered as-is and presents excellent potential. It is the perfect multi-generational home with room for a nanny or in-laws. With City approval, the existing addition might be converted into an ADU or two additional bedrooms for the first-floor unit, creating a four-bedroom apartment. Another possible use for the addition, also with City permission, is an in-home occupation such as a hair salon or office. The first-floor apartment features two bedrooms, an eat-in kitchen, a living room, and basement access. It is heated by oil, with the tenant responsible for oil and electricity. The second-floor apartment, which includes the third floor, offers two or three bedrooms, a living room, dining room, and kitchen, along with basement access. This unit is heated by a propane monitor, with the tenant paying for propane and electricity. Additional highlights include ample off-street parking and a two-car garage, making this a great opportunity for owner occupancy or investment. Some updating needed but this property has great potential. Commercial developers should ask about additional units.
Courtesy: Coldwell Banker Realty
207-282-5988
Located in the Oakdale section of Portland, Maine, this three-unit property offers a single family home and a duplex on the same lot. 438-440 St John St presents a strong investment opportunity with immediate income. Each unit offers a three-bedroom layout, appealing to a wide range of tenants and supporting consistent demand. The building boasts a solid rental history and is currently fully occupied, providing reliable cash flow from day one. Tenants enjoy comfortable, practical living spaces, and valuable off-street parking - a highly desirable amenity in Portland. Residents benefit from easy access to USM, Hadlock Field, The Expo, Deering Oaks Park, local shops, dining, and transportation options. The property has been well cared for over the years, with an opportunity for the next owner to add value through exterior paint and minor repairs. Whether you're expanding your portfolio or seeking a turnkey multi-family investment with upside potential, this property delivers stability, location, and long-term value. Group showings by appointment only, please reach out for additional information.
Courtesy: Town & Shore Real Estate
207-773-0262
Spacious and versatile 3-unit multi-family in a convenient Portland location offering strong appeal for both owner-occupants and investors alike. Located at 26 Presumpscot Street, this well-positioned property presents an excellent opportunity to offset living expenses with rental income or expand an investment portfolio in one of Southern Maine's most desirable markets. Each unit offers functional layouts with comfortable living spaces, abundant natural light, and separate living areas that provide flexibility for a variety of needs. The property features ample off-street parking, outdoor space, and easy access to downtown Portland, Back Cove trails, local restaurants, shopping, and major commuter routes.
Courtesy: Maine Realty 2000
207-893-2000
''MAJOR INVESTMENT OPPORTUNITY'' This is a rare opportunity to own this well maintained 44 unit apartment complex featuring 5 separate buildings on a beautiful 3.8 Acre lot that is extremely convenient to everything including public transportation. The 5 buildings consist of 3 three story 12 unit buildings and 2 two story 4 unit buildings, all units are 2 bedroom, 3 different styles with some including a laundry, heat & hot water included with natural gas, an additional extensive shop area / storage / office spaces with a half bath below unit #5, large shed, ample parking with guest spaces, nice lawn area, lots of updates & improvements including windows, excellent rental history, currently fully occupied with mostly long term tenants & great payment history. THIS IS A VERY SOLID ALL AROUND MULTIUNIT RENTAL PROPERTY WITH GREAT OVERALL NUMBERS, MOSTLY LONG TERM TENANTS, LOW TURNOVER, RARE VACANCIES, THE POTENTIAL FOR INCREASED RENTS, SUBSTANTIALLY MORE VERSATILITY & SIGNIFICANTLY HIGHER FINANCIAL YEILDS IN THE FUTURE WHEN THE CURRENT AFFORDABLE HOUSING USE, WITH 100% PROPERTY TAX EXEMPTION, MAY BE DISCONTINUED AND ALLOW FOR MULTIPLE OTHER OPTIONS....CALL BRUCE LUDKA FOR MORE INFORMATION.
Courtesy: The Real Estate Store
207-883-4327
Charming 3-Unit Investment Property Near Back Cove in a Prime Portland Location. Tucked into a desirable, highly walkable neighborhood near the University of Southern Maine, this classic Portland multi-family blends timeless character with strong income potential. The first and second floor units showcase original hardwood floors, period details, and vintage built-ins that highlight the property's historic charm. The third unit offers flexibility and can be combined with the second floor to create an expansive owner's suite, complete with views of Back Cove. A detached garage provides valuable covered parking, protecting vehicles from Maine's elements. Residents enjoy a quiet, tree-lined street just minutes from neighborhood shops, popular cafes, and public transportation. With a proven rental history, consistent cash flow, and low vacancy, this property is well-suited for investors or owner-occupants seeking to live in one of Portland's most desirable locations.
Courtesy: Benchmark Real Estate
207-775-0248
4 unit apartment building located in the heart of Portland's highly desirable West End, offering a fantastic investment opportunity just steps from Maine Medical Center. The vacant first floor unit provides an excellent owner occupancy opportunity or immediate rental potential, while the well maintained property blends classic Portland charm with strong income potential. The building also features updated exterior paint, some off street parking, and an extra large basement offering ample storage space. Sun drenches the front of the property, highlighting the character and charm that make West End properties so sought after. Perfectly positioned within walking distance to local shops, restaurants, coffee houses, the Western Promenade, and downtown Portland, this property offers convenience and lifestyle appeal for both tenants and investors alike. Just a short distance from where the Portland Sea Dogs and Portland Hearts of Pine play, the location offers easy access to some of the city's favorite local attractions and entertainment. Whether you're looking to expand your portfolio, owner occupy, or invest in one of Portland's most established neighborhoods, 315 Brackett Street presents an exceptional opportunity to make your money work for you in a prime location.
Courtesy: The Real Estate Store
207-883-4327
Circa 1866, this multi level New Englander has 3 one-bedroom units situated on a quiet, tree-lined street in the desirable West End of Portland, Maine. This property offers excellent walkability, making it easy to enjoy nearby shops, dining, and local amenities. On site laundry and a spacious parking area with off street designated parking for all tenants. Full of historic character, the building has been updated with improvements including heating, roof and utilities split for each unit. The first-floor unit is vacant ideal for an owner-occupant or investor looking to offset expenses with rental income. This is a fantastic opportunity to own in one of Portland's most sought-after neighborhoods.
Courtesy: Malone Commercial Brokers, Inc.
207-772-2422
MULTI-FAMILY •Three unit multi-family with strong rental history •Value add opportunity with vacant non-conforming fourth unit •Three car garage on a triple lot •Excellent location with limited river views Showing note: Tenants require 48 hour notice
Courtesy: Town & Shore Real Estate
207-773-0262
Outstanding West End opportunity. Set on a quiet side street, this four-unit apartment building offers a mix of two 2-bedroom units and two 1-bedroom units. New roof and exterior paint in 2025. Current owner has also replaced decks and separated heating systems. Units have classic Portland charm with hardwood floors and clawfoot tubs. Single lane driveway to accommodate 2-3 vehicles and nice rear yard area. Good walkability to Harbor View Park, Commercial Street, the Old Port and the Arts District. With four units, buyers may be able to get a fixed 30-year residential mortgage. And owner-occupied purchasers can potentially increase rents over time to fair market value. Invest in your future!
Courtesy: Coldwell Banker Realty
207-773-1990
Attention contractors and investors--this two-unit property offers a prime opportunity to bring new life to a solid structure. While the home has experienced a period of neglect and requires significant renovation, the underlying bones are worth the effort. The front unit features a fireplace, adding character and future appeal once restored. Ideally located with convenient access to shopping, major roadways, and just minutes to downtown Portland, as well as UNE on Stevens Ave and USM on Forest Ave, this property sits in a highly desirable and accessible area. Positioned adjacent to railroad tracks, the setting may appeal to buyers seeking value and upside potential. Property is being sold as-is and is subject to short sale approval. Seller has no funds available for repairs or to contribute toward buyer closing costs or other concessions. Bring your vision and unlock the possibilities--this is a project with strong investment potential in a sought-after location.
Courtesy: Benchmark Real Estate
207-775-0248
Welcome to 12 Smith Street, a rare opportunity to own a historic brick three-unit in the heart of Portland's peninsula. With a Walk Score in the mid-90s ('Walker's Paradise') and a Bike Score in the high-70s ('Very Bikeable'), this is a location where daily life unfolds just outside your door. Directly across from LB Kitchen and adjacent to Print: A Bookstore, and moments from the Portland Food Co-op, Inner Washington Avenue, East Bayside, India Street, the Old Port, downtown, and Portland Foreside, this is a complete urban lifestyle where a car is optional. The property includes 4-5 deeded off-street parking spaces--an exceptionally rare asset in this neighborhood. Currently configured as three units (one per floor) with separate utilities, the building offers flexibility for investors or owner-occupants. The first floor is vacant and ready for immediate occupancy--ideal for a live/work setup, boutique storefront, studio, or residence with income above. Located within the India Street Form-Based Code (IS-FBC), the property allows a wide range of uses including residential, retail, office, and hospitality, creating a unique opportunity to combine business and living. Originally built as a single-family home, it retains architectural charm including an arched entry hood with Italianate brackets, scrollwork, dentils, and corbelled brick lintels and sills. Inside, high tin ceilings on the first floor and open exposure on both sides bring in natural light and air flow. Jotul stoves add warmth and character. A sun-filled side patio offers inviting outdoor space. The property overlooks a beautiful garden setting, sits next to a neighborhood playground, and is moments from Back Cove and the waterfront--offering easy access to walking, biking, gyms, yoga, and more. Potentially eligible for Historic Rehabilitation Tax Credits, 12 Smith Street offers a compelling blend of lifestyle, flexibility, and opportunity.
Courtesy: Demetria Real Estate
207-839-5122
Located mere steps from Maine Medical Center, 11 Russell Street is a well-located four-unit in Portland's West End with strong rental demand from the healthcare workforce, in a neighborhood with one of the most consistent rental markets in the city,The property has a strong rental history with market rate rents. The unit mix includes one and two-bedroom apartments with layouts that cater to both tenants or actual owner occupancy. Good kitchen space, separate living areas, and functional bedroom sizes. Nothing overly complicated, just solid, livable units that rent well.Separate utilities keep things straightforward. Heating has been updated with gas monitors provided and maintained by Pine State. Additional features include off-street driveway parking, outdoor deck, shared laundry room and basement storage. For those considering owner occupancy, the property offers the opportunity to live in Portland's West End while offsetting expenses with rental income. For investors, it presents a well-located, income-producing asset in one of the city's most consistently desirable rental markets. Showings are available on Friday afternoons between 2-4pm, by appointment only.
Courtesy: Harborview Properties, Inc.
207-878-7802
Well-maintained 2-unit on a corner lot in a highly convenient Portland location, offering the perfect opportunity for an owner-occupant looking to offset living expenses. Built in 1924, this property blends classic character with functional living, featuring bright, sun-filled interiors and over 2,100 square feet of space. The building offers a first-floor 2-bedroom unit and a spacious 3-bedroom unit that spans the second and third floors, complete with a dedicated dining room and a layout that lives much like a single-family home. This setup provides excellent flexibility to live comfortably in one unit while renting the other. Both units have separate utilities, making management simple and expenses easy to control. Situated on a corner lot, the property benefits from excellent natural light and a more open feel. Outside, you'll find yard space, a deck for relaxing or entertaining, and off-street parking, giving you the benefits of a single-family feel with added income potential. Located with easy access to I-295, I-95, and downtown Portland, as well as nearby shopping and restaurants, this is an ideal setup for someone looking to enjoy Portland living while having rental income help offset expenses.
Courtesy: Dan Anderson Real Estate, Inc.
207-878-3206
Very well maintained triple decker with almost 1800sf per unit. Massive 28x64' building in excellent condition with great yard space, off street parking and many capital & cosmetic improvements from longtime owner. Each unit offers laundry, hardwood flooring, fireplace, front porch, rear deck, 6 large bright rooms plus foyer & storage room. Unit 1 offers private entry access & 1.5 baths. Units 2 & 3 offer 1 bathroom and recent overall updating. This is a real gem of a property in every aspect.
Courtesy: Town & Shore Real Estate
207-773-0262
Welcome to 126 Danforth Street! Amazing opportunity to finish these four condo quality units in a premier West End location. The left-hand side of the building is now for sale. 80% completed, permits in place, and ready for a purchaser to finish these units into high-end rentals or condominiums. Draft of condominium documents will be available to new owners. Unique layouts with three of the units having bonus rooms with bathrooms on the lower level, ideal for home office or additional bedrooms. New plumbing, electrical, sprinkler system, windows, exterior pointing, rear decks, rockwool insulation, drywall, etc. Chance for new owner to pick their own flooring, kitchen cabinets and finish details. Exceptional historic location with open green space next door offering bright light with pleasant urban views. Paved parking lot with four spaces.
Courtesy: F.O. Bailey Real Estate
207-781-1111
Mixed-use property offering both residential and commercial income potential in a highly visible Forest Ave location. Property includes a ground-level retail space with established tenant and a spacious, renovated two-level 5-bedroom residential unit. The residential unit offers strong rental potential, making this an attractive opportunity for investors or owner-occupants. Off-street parking and flexible layout add to the property's appeal. The building is equipped with natural gas heating, updated hot water heater, and a commercial-grade fire alarm and sprinkler system. Ideal for those seeking rental income, a live/work setup, or long-term investment in a prime Portland location. Also listed as Commercial MLS #1655962
Courtesy: Keller Williams Realty
207-553-2605
This well-maintained West End three-unit with off street parking presents a rare opportunity on the Portland peninsula. Suited for both investors and owner-occupants, the property offers flexibility, stability, and long-term value. Located just steps from the Arts District, downtown, and the Old Port, the setting provides exceptional walkability and convenience. The building has been thoughtfully maintained and boasts a strong history of attracting long-term, reliable tenants. Apartment 1 is a sunny first-floor 2-bedroom featuring a large kitchen, tile shower, attractive built-ins, and access to a deck. Apartment 2 is a unique second-floor 1-2 bedroom unit with a spacious bathroom, private rear entrance, and a versatile third-floor space with skylights- ideal as a second bedroom or home office. Apartment 3 is the crown jewel- a truly distinctive unit with soaring ceilings and exposed timber beams in the living area. Upstairs includes a bedroom and loft space, perfect for an office or additional sleeping area. This unit previously operated as a short-term rental and may be conveyed fully furnished. Rare off-street parking further enhances the property's appeal. Experienced buyers will immediately recognize the value of a professionally managed, carefully maintained multi-family in one of Portland's most desirable neighborhoods. A detailed list of improvements and features is available and reflects true pride of ownership throughout.
Courtesy: Vitalius Real Estate Group, LLC
207-541-3755
Perched on a sunny corner in Portland's West End, just steps from the Western Promenade, with a first floor vacant unit ready for occupancy or upgrades, this 3-family property offers unique historic character and urban convenience. With its bay windows, detailed millwork, the apartments are generously sized with high ceilings and flexible layouts. So much to offer, yet still plenty of potential to add value through sweat equity, all within walking distance to Maine Medical Center, the Arts District, and downtown Portland.
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 (currently grossing just under $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: Keller Williams Realty
207-879-9800
Opportunity, flexibility, and location come together in this Craftsman Inspired two-unit property in the heart of Portland. Each townhouse-style unit offers a generous layout with 3-4 bedrooms, providing ample living space for owner-occupants, multi-generational living, or strong rental potential. Set on a rare double-lot configuration, the property includes a detached garage situated on its own lot, opening the door to future possibilities including potential expansion or additional development (buyer to verify with the City of Portland). Opportunities with this level of flexibility are increasingly difficult to find within the city. The property has not previously been registered as a rental with the City of Portland, offering the next owner the opportunity to establish registration and determine the future use that best fits their goals. Whether you're looking to live in one unit while generating income from the other, expand your investment portfolio, or explore future development potential, this property offers a unique opportunity in one of Portland's most desirable and convenient locations.
Courtesy: Century 21 North East
800-844-7653
PRICE REDUCTION ALERT : This Oakdale Neighborhood two-unit with EIGHT bedrooms sits within walking distance to the University of Southern Maine, Fitzpatrick Stadium, and Hadlock Field. OPPORTUNITY KNOCKS! This large two-family can be converted into a THREE UNIT with exterior egress from the third floor which is currently 2 bedrooms and washroom. Currently occupied without leases, this is a serious income producing building. Within the last two years, new water heater, updated electrical, interior updates.
Courtesy: Keller Williams Realty
207-879-9800
Investor Opportunity on Munjoy Hill Fully Leased 4-Unit Asset 2 Buildings Partial Casco Bay Views Rare opportunity to acquire a fully leased four-unit, two-building investment property in Portland's highly desirable Munjoy Hill neighborhood. Situated on a single lot with partial Casco Bay views from every unit, this 10-bedroom, 3,000+ SF property offers stable in-place income, strong tenant demand, and long-term upside in one of the city's most sought-after locations. All four units are leased at full market rates, providing immediate cash flow. The property has been owned and thoughtfully improved over the past 19 years, with major capital upgrades that enhance value and reduce near-term expense exposure, including new roofs on both buildings, updated kitchens and baths, casement windows, heating improvements, fresh paint, and newer carpeting. The unit mix is highly rentable and offers broad appeal. The two lower units each feature 2BR/1BA layouts above grade plus finished basement space ideal for an additional bedroom, office, family room, or bonus area. The two upper units offer bright 2BR/1BA layouts with strong natural light and bay-view outlooks. Three of the four units include in-unit laundry, with potential to add laundry to the fourth unit. Outdoor amenities further support tenant demand, including private garden spaces for both buildings and balcony decks for the upper units. On-street parking is readily available on St. Lawrence and Fore Street plus one on-site space. Parking garages close-by provide space during snow bans. The location adds to the investment story, just minutes from the Eastern Prom, Downtown Portland, and the Roux Institute at Northeastern University. Munjoy Hill's walkable mix of cafés, restaurants, shops, waterfront access, and park land continues to support strong rental demand and long-term appreciation. A stabilized, turnkey multi-unit property with views, meaningful upgrades and full market-rate occupancy.
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.
