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$569,500
2 Baths
Prime Douglas Park location just steps from Bowdoin College! This charming 2-unit, featuring two 2BR/1BA offers 2,000+ square feet of living space and an exceptional opportunity in one of Brunswick's most desirable neighborhoods. Just painted this summer and with a new roof (2025) this is a well maintained property that features two spacious 2-BR units, each with its own private porch, offering a blend of comfortable living spaces and classic Brunswick character. Hardwood floors throughout and old house features and vibes throughout. Each unit also benefits from access to a large shared storage area, providing plenty of space for bikes, seasonal belongings, outdoor equipment, and more. Located in the heart of Douglas Park, 24 Columbia Street is ideally positioned near Bowdoin College, downtown Brunswick, restaurants, cafés, shops, parks, and other attractions. The convenient location makes this property particularly appealing for investors, owner-occupants, or those seeking a flexible multi-unit property in a vibrant college-town setting.

24 Columbia Ave, Brunswick

Listing courtesy of Portside Real Estate Group.

$700,000
2 Baths
Turnkey, updated, and ready for its next owners! This charming Portland two-family combines move-in-ready living with the opportunity to offset housing costs through rental income. The beautifully updated first-floor unit features two spacious bedrooms, hardwood floors, granite countertops, open concept living area, and in-unit laundry. Upstairs, the bright one-bedroom unit offers an updated kitchen and bath, abundant natural light, and its own washer and dryer. Separate utilities add to the ease of ownership. The oversized two-car garage with steel I-beams is a standout feature, offering generous space for vehicles, hobbies, a home gym, storage, or a workshop. A freshly painted exterior, welcoming front porch, and yard space add to the appeal. Enjoy a convenient location within walking distance of Deering Oaks, the farmers market, Hadlock Field, USM, playgrounds, and downtown Portland's shops and restaurants. The property is not currently subject to Portland's rent-control ordinance. Zoning allows up to four units on a lot of this size, offering future development potential, subject to municipal requirements and approvals. Buyer to verify specifics with the city. Come see how this updated two-family could fit your next chapter.

99 Washburn Ave, Portland

Listing courtesy of Coldwell Banker Realty. 207-773-1990

$1,049,000
2 Baths
Situated on a 7,840-square-foot lot in Portland's desirable Deering Center neighborhood, this well-maintained two-unit multifamily property offers approximately 3,788 square feet of finished living space. Each unit includes three bedrooms, one full bath, a kitchen, and a living room. Here is where it gets EXCITING! The fully finished 3rd floor, counted in the city's living area, adds a large kitchen with appliances, living room, family room, full bath, and large bedroom; while it is not currently a legal rental unit, it could potentially become one with any required modifications and City of Portland approval. Buyers are encouraged to do their own due diligence on that exciting possibility. Pride of ownership is evident throughout, with numerous major improvements already completed, including brand-new vinyl siding, rebuilt porches with composite decking, modern vinyl double-pane windows, a recent conversion to natural gas featuring new Buderus boilers and gas water heaters, and an invisible pet fence surrounding the backyard. A detached two-car garage with generous walk-up storage above adds even more value and functionality to this exceptional property.

70 Pleasant Ave, Portland

Listing courtesy of Plowman Realty Group.

$869,000
2 Baths
Versatile two-unit property just three blocks from the Ocean! This is an excellent opportunity for investors, owner-occupants, or anyone looking for a flexible coastal property just steps from the ocean! This well-maintained two-unit home offers a strong rental history along with numerous significant improvements, making it an attractive option for both immediate income and long-term investment. Major updates include the roof, heating system, siding, windows, and doors. The home has also been professionally lifted with new piers/posts installed, along with a gravel added to the crawlspace, providing important structural improvements and added peace of mind. The property features two separate units: a spacious three-bedroom unit that is currently vacant and ready for its next occupant, and a two-bedroom unit with a month-to-month tenant currently in place. With multiple possibilities for use, the property can continue as a two-unit rental investment or buyers looking to offset their housing expenses can occupy one unit while renting the other, or explore the potential to convert the property into a single-family home. With its desirable location just a few blocks from the ocean, proven rental history, extensive improvements, and multiple options for future use, this property offers a rare combination of location, flexibility, and income potential. Whether you're searching for an investment property, a primary residence with rental income, or a coastal home to make your own, this one is well worth a look!

28 Seacliff Ave, Old Orchard Beach

Listing courtesy of Signature Homes Real Estate Group, LLC.

$999,999
4 Baths
Fabulous opportunity to own a 4 Unit investment property in one of the most famous & beloved beach Towns in the State of Maine. Minutes from the sands of the Atlantic Ocean, the urban verve of recently revitalized Saco Biddeford, Kennebunk & Portland - this beautiful stone & cedar shingle accented property, is comprised of two (2) bedroom and two (3) bedroom units & features: separate meters, 4 separate driveways for easy/ample parking, a large wrap around front porch to take in Summer breezes & seasonal splendors of life by the Sea, an expansive outdoor dining/ recreation/entertaining area, heat pump technology for year-round comfort & a convenient store within walking distance to stock up on that one thing you forgot to pick up on your way home from work. With the building housing two of the units having been completely renovated in 2018, the front lower unit in the original building preserving the charm of turn of the century architecture, the upper original home unit awaiting your finishing touches plus the possibility to potentially finish the basement for additional uses & a strong, rental pool to draw from in the area, with College students, tourists, visiting nurses & locals, alike, always looking for housing options - this fiscally stable, well established & consistently rented Multi provides the ideal path to maximize solid returns while enjoying all the benefits of a spectacular lifestyle by the Sea, so - contact us today for a guided tour & prepare to personally experience why Old Orchard Beach has been drawing so many investors to it's Shores, since- forever!

105 Union Ave, Old Orchard Beach

Listing courtesy of Keller Williams Realty.

$1,200,000
6 Baths
An exceptional opportunity for multigenerational living, owner-occupancy, or investment in the highly desirable Greely school district. These newly constructed two-unit properties offer beautiful, thoughtfully designed living spaces surrounded by nature and peaceful privacy--just 10 minutes from Cumberland Center. Set within Oaken Ridge, an intimate community of only six townhomes on more than 30 acres with portions bordering the Royal River, each residence features a spacious open-concept floor plan designed for modern living. A dedicated home office, generous mudroom, and abundant natural light complement warm white oak flooring throughout. Each well-appointed kitchen includes gorgeous painted wood cabinetry, granite countertops, stainless steel appliances, a center island, and pantry. Upstairs, the primary suite features a windowed walk-in closet and beautifully finished ensuite bath. Two additional bedrooms, a second full bath, and a large laundry room provide comfort and convenience. Radiant-heated tile floors in all bathrooms add an extra touch of luxury. Each unit also includes a one-car garage with additional storage and an EV charger, guest parking, and a private rear patio. Expected completion is October 2026. Purchase the entire two-unit property and enjoy the flexibility of living alongside loved ones, occupying one unit while renting the other, or adding both residences to an investment portfolio. Oaken Ridge offers an appealing combination of quality new construction, natural beauty, and everyday convenience.

68 & 70 Oaken Rdg, North Yarmouth

Listing courtesy of Portside Real Estate Group.

$685,000
2 Baths
Welcome to this well-maintained two-unit ranch located at the end of a dead-end street in Portland. Offering a peaceful setting while remaining conveniently located within the city, this property provides an excellent opportunity for investment or multi-generational living. The first unit features three bedrooms, one bathroom, a spacious and functional floor plan, and a large back deck offering additional outdoor space. The second unit offers two bedrooms, one bathroom, and an open-concept living, dining, and kitchen area. Both units have been occupied by long-standing tenants for many years, providing valuable rental history and stability. Conveniently located within walking distance of schools and close to Portland's many amenities, this versatile property offers a desirable combination of location, functionality, and investment potential.

18-20 Dingley Ct, Portland

Listing courtesy of Signature Homes Real Estate Group, LLC.

$875,000
3 Baths
Sandy beaches, salty air, and the charm of coastal Maine await with this beautifully updated two-family property in Old Orchard Beach! Whether you're seeking an investment opportunity or a place to call home with an additional rental unit, this property offers an appealing blend of comfort, flexibility, and seaside living. The downstairs unit features three bedrooms, one and a half baths, and convenient in-unit laundry, complemented by an updated kitchen and half bath, along with refreshed flooring, paint, and light fixtures. Upstairs, the two-bedroom, one-bath unit shines with a renovated kitchen and full bath, plus updated flooring, paint, and light fixtures throughout. Major improvements include a roof replaced in 2024 and new electrical panels for both units in 2025. A new outdoor shower makes rinsing off after a day at the beach a breeze! Picture days spent enjoying Old Orchard Beach's sandy shores and returning to a home with so many updates already complete an inviting opportunity to own a piece of this beloved Maine beach community!

16 Union Ave, Old Orchard Beach

Listing courtesy of LAER.

$1,172,000
3 Baths
Welcome to 12 North Street, a 3-unit multifamily home located in the heart of Portland's Munjoy Hill neighborhood. This property combines classic Portland character with thoughtful, high-quality updates. The fully renovated third-floor unit features upscale finishes, exposed wood beams, tile shower and a soaking tub, while the second-floor unit has benefited from recent improvements including kitchen updates, new bathroom flooring, and updated light fixtures. Outside, the shared yard has been transformed into an inviting urban retreat with a new patio, natural landscaping, and raised cedar garden beds, ideal for outdoor dining, gardening, or entertaining. With restaurants, coffee shops, neighborhood markets, and other amenities just steps away, and both the Old Port and I-295 within a mile, the location offers easy access to everything Portland has to offer. Whether you're an investor looking to add a well-positioned property to your portfolio or an owner-occupant looking to offset your mortgage with rental income, 12 North Street offers an appealing combination of location, condition, and versatility.

12 North St, Portland

Listing courtesy of Vitalius Real Estate Group, LLC.

$989,000
5 Baths
Welcome to this bright and meticulously maintained Colonial 2-Unit, nestled amongst beautifully landscaped grounds and 6.48 acres of woodland. This wonderful property offers a private, rural setting but yet conveniently located to Downtown Portland, Windham and Westbrook all just a few minutes away. The Turnpike Spurs in Falmouth or Westbrook are each only about 10 minutes away. Both units offer plenty of natural sunlight, hardwood floors, granite counters, quality fixtures and appliances. The kitchen and living room layouts are open to create a casual and friendly space for living and entertaining. The primary bedrooms are spacious with space for office or workstations, a real nice feature. There are plenty of closets and storage space in both units. Step outside to garden, hike in the woods or simply relax on your private shaded deck after a long day. I absolutely love this property and I'm sure you will too!!

35 Donalene Way, Westbrook

Listing courtesy of Century 21 North East.

$1,195,000
3 Baths
Exceptional opportunity in Portland's desirable Rosemont neighborhood! 14-16 Montrose Avenue offers three spacious residential units, numerous updates, a detached 3-car garage and a location that continues to make this neighborhood one of Portland's most sought-after residential areas. Each of the three units offers generous living space, creating an attractive opportunity for investors as well as an owner-occupant looking to combine comfortable living with rental income. Numerous improvements have been completed throughout the property, while the detached three-car garage provides valuable parking and storage rarely found with Portland multi-units. Adding another interesting dimension, the property's deed describes the premises as two lots within the historic Rosemont subdivision, and City parcel mapping depicts two underlying parcels. The existing 3-unit and detached garage are situated on opposite parcels. This configuration may offer intriguing future possibilities for a buyer willing to explore the property's development potential with the City of Portland. A rare combination of three substantial units, a 3-car garage, desirable neighborhood setting and potential future upside—all just minutes from downtown Portland. Development potential has not been approved or confirmed. Buyers are responsible for independently verifying permitted uses and development potential with the City of Portland.

16 Montrose Ave, Portland

Listing courtesy of Maine Community Real Estate.

$1,075,000
8 Baths
Welcome to 1159 Pequawket Trail! This investment property is in fantastic shape, and would be perfect for an owner-occupier, or as an addition to your growing portfolio. This property was freshly built in 2023. It features four units; each with two bedrooms, a full bathroom, a half bathroom, and separate utility meters. For many landlords, managing repairs and replacements of a decaying property is the worst part of property ownership. Because this property is well built, and almost brand new, you can expect years of easy maintenance. Forget the days of appliances that are in constant need of repair and replacement, this property is ready to minimize your operating expenses for years to come. With separate utilities, outside of water and sewer, this property allows you to either have the tenants pay utilities, or just keep tabs on total usage. Currently owner occupied, you have the opportunity to easily owner occupy yourself, or refill one of the units with your own tenants. A three car garage built in 2017 adds to the opportunity, and according to the seller you can also build another dwelling unit on the lot. In commercial zoning, the possibilities here are endless! Schedule your showing today!

1159 Pequawket Trl, Standish

Listing courtesy of Keller Williams Realty.

$1,195,000
3 Baths
Cumberland Foreside post-and-beam barn home with accessory dwelling unit (ADU). The main residence offers 3-bedrooms, a loft, 2-baths, and more than 3,000 sq. ft. of living space. The 1-bedroom, 1-bath ADU is located above the attached two-car garage and features a private entrance and open-concept kitchen, dining, and living areas - ideal for guests, multigenerational living, a home office, or potential rental income. Originally constructed in 1812 as part of the Morrill Homestead, the barn was thoughtfully transformed into a residence beginning in the 1970s, with continued renovations over the years, including the addition of the two-car garage and ADU in the early 2000s. Lovingly maintained and carefully enhanced, the home blends historic character with modern comfort. Inside, the home showcases remarkable historic craftsmanship. Hand-hewn timbers are joined using traditional mortise-and-tenon construction, still bearing the original Roman numeral markings used by builders to align each beam. The dramatic 26-foot central cathedral ceiling creates a sense of scale, while the expansive original barn doorways fill the home with natural light and frame views of the stone patio and landscaped grounds. Thoughtfully curated architectural details, including reclaimed barn wood, period-inspired fixtures, vintage-style flathead nails, and carefully selected finishes, enhance the home's timeless appeal. The upper loft of the main home, previously used as an artist's studio, offers a flexible and inspiring space for creative pursuits. Outdoors, the property is a true horticultural haven with carefully designed gardens and plantings which create a vibrant, ever-changing landscape. The grounds attract a wide variety of birds and wildlife, offering a peaceful connection to nature. This property offers the perfect combination of historic charm, flexible living space, and an exceptional coastal Maine lifestyle.

9 Conifer Ridge Rd, Cumberland

Listing courtesy of Legacy Properties Sotheby's International Realty.

$599,000
4 Baths
ESTATE SALE-Very nice two unit property in a terrific location on a dead end street. Ideal owner occupied property. 1st floor offers an open concept kit & LR with two bedrooms & 2 baths. Master bedroom has a master bath. Large exterior deck in a private yard setting. Also a front covered porch. The 2nd floor offers an open concept Kit, Dining, LR with three bedrooms & 2 full baths. Master bedroom has a master bath. Minutes to major shopping, restaurants, I95 & area beaches. Nice property. Well worth previewing.1st floor unit is a tenant at will. 2nd floor unit has a 6 month lease until February 28,2027. Waiting on the annual expenses from the estate. Will update when received. Showings are Mondays at 3:30 & Fridays at 3:30. 24 hour notice is required.

5 Vivian St, Saco

Listing courtesy of Realty Sales Inc.

$764,900
4 Baths
Welcome to 112 Yarmouth Road, a brand-new, move-in-ready property offering exceptional flexibility with a spacious main home and attached accessory dwelling unit. The main residence offers approximately 2,560 square feet of finished living space, plus a full unfinished daylight basement providing excellent potential for future expansion, recreation, storage, or additional living space. The main level features a large kitchen with plenty of workspace, an open living and dining area, and the convenience of first-floor laundry. Upstairs, you'll find three bedrooms, including a spacious primary suite, along with an office designed for modern functionality. The attached ADU offers approximately 800 square feet of finished living space with an open kitchen and living area, one bedroom, and one full bathroom. A daylight basement provides additional unfinished space for future possibilities, with washer and dryer hookups already in place. Whether you're looking for additional space for guests, extended living arrangements, a home office, or rental potential, the ADU adds valuable versatility to this new construction property. With modern construction, abundant space, and multiple opportunities to customize the unfinished areas, 112 Yarmouth Road offers a unique opportunity in Gray.

112 Yarmouth Rd, Gray

Listing courtesy of Signature Homes Real Estate Group, LLC.

$1,499,900
5 Baths
A rare opportunity in Portland! Offered for sale for the first time, 94 Pleasant Avenue is a well-maintained four-unit property that blends historic character, spacious living, and strong income potential. The standout first-floor unit offers an impressive three bedrooms and two bathrooms, making it an ideal option for an owner-occupant looking to offset their housing expenses with rental income. Filled with natural light and character, the unit features beautiful hardwood floors, generous living space, separate dining area, a spacious kitchen, and charming architectural details throughout. The property also includes two one-bedroom units and one two-bedroom unit, providing a versatile unit mix that appeals to a broad rental market. Tenants pay their own heat and hot water, helping keep operating expenses manageable for the owner. From the inviting front porch and distinctive period architecture to the rear porches and spacious units, this property offers the character buyers love in Portland multifamily homes. Whether you're looking to owner-occupy, add to an investment portfolio, or secure a four-unit property with excellent income potential, this is an opportunity that doesn't come along often.

94 Pleasant Ave, Portland

Listing courtesy of Portside Real Estate Group.

$875,000
3 Baths
Exceptional 2-unit multi-family in the heart of Portland's Parkside neighborhood! This rare peninsula property is perfect for an owner-occupant or investor, offering highly coveted private outdoor spaces for both units. The 1st-floor unit features 2 bedrooms and steps directly out to an exclusive, private garden oasis—an ideal urban retreat. The upper unit is a sprawling 3-bedroom, 2-level townhouse spanning the 2nd and 3rd floors. Its crowning jewel is a spectacular private rooftop deck boasting views overlooking Back Bay. Enjoy a highly walkable location just moments from Deering Oaks Park, local bakeries, renowned dining, Maine Medical Center and the scenic Back Cove trails. A standout investment where every unit boasts its own private sanctuary!

106 Sherman St, Portland

Listing courtesy of Keller Williams Realty.

$549,900
2 Baths
Investment Opportunity in the Heart of South Portland. Rare opportunity to own a corner-lot property featuring two buildings and multiple potential income-producing uses. The property includes a two-unit duplex plus an additional commercial building, offering an investor the flexibility to explore a variety of possibilities. The duplex features two residential units. The first-floor Unit 1 offers two bedrooms and has benefited from recent updates throughout. Unit 2, located on the second floor, offers one bedroom and is currently being rented for $1550. The adjacent former restaurant space provides additional potential for redevelopment and may offer the opportunity to convert the existing space into an additional residential unit for a potential three-unit property, subject to applicable zoning, permitting, and code requirements. With a desirable corner-lot location in the heart of South Portland, convenient access to local amenities, and multiple potential avenues for future use, this property presents an excellent opportunity for investors, owner-occupants, or developers looking to add value in a sought-after location. Location, location, location!

449 Main St, South Portland

Listing courtesy of EXP Realty.

$2,000,000
4 Baths
Prime Commercial Opportunity with Additional Multifamily Building & Ample Parking! Discover a versatile commercial property offering two buildings, multiple income possibilities, and a huge paved parking lot—all situated on one completely fenced-in lot. The 1999 commercial building features durable metal siding, metal roofing, and block-face construction, along with two separate 1st floor level of storefront/retail space, providing flexibility for a variety of business uses. A one-car attached garage adds valuable storage or workspace, while the expansive paved lot offers plenty of parking for customers, employees, tenants, or multiple businesses. Also included is a detached three-unit building constructed in 1980, featuring vinyl siding, vinyl trim, and gutters. The building consists of a three-bedroom, two-bath main residence, a one-bedroom first-floor apartment, and a two-bedroom second-floor apartment, along with a one-car garage. This additional building offers excellent potential for rental income, owner occupancy, office space, or future redevelopment opportunities. Both buildings are being sold together, as-is, and as one parcel. The three-unit building will require interior work, providing an opportunity for a new owner to renovate and customize the space to meet their needs. The entire property is completely fenced, providing added security and clearly defined boundaries. With substantial paved parking, multiple commercial spaces, an attached garage, a separate multifamily building, and numerous potential uses, this is an opportunity worth exploring. Commercial, investment, owner-user, and redevelopment potential all in one property!

829 Forest Ave, Portland

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group.

$799,000
4 Baths
This historic Scarborough property on Pine Point Road offers a rare combination of character, location, and investment potential. The large two-family underwent an extensive renovation down to the studs in 2014/2015, including new kitchens with granite countertops and stainless steel appliances, hardwood floors, updated baths with tiled showers, new furnaces (2), Andersen windows, closed-cell insulation, a new roof, and more. Each unit features a spacious 3-bedroom, 2-bath layout with generously sized bedrooms and comfortable living space. Out back, the existing barn adds potential for an ADU or other future use, subject to town approvals. Just minutes from Pine Point Beach and the Eastern Trail, the property offers excellent walkability and bikeability in one of Scarborough's most desirable coastal areas. Strong existing rents with additional upside make this a compelling opportunity for an owner-occupant or investor. ***Photos were taken while the property was vacant. Property is currently tenant-occupied.

237 Pine Point Rd, Scarborough

Listing courtesy of Keller Williams Realty. (207) 232-8877

$989,000
4 Baths
Tucked into Portland's Pleasant Street neighborhood, 11 South Street is perfectly poised for an owner-occupier. This handsome brick three-unit building offers a newly renovated and vacant first-floor (2BR) unit that has been thoughtfully updated top to bottom - featuring a brand-new kitchen with all-new appliances, an updated bath, new wood floors and fresh interior paint throughout. The two-story top unit (2BR) boasts sweeping city views from its private deck along with a fireplace and wide pine floors. A 1-bedroom garden unit on the lower level rounds out the building. Historic character shines throughout — original brick, fireplaces, and pine floors you can't replicate today. Ample on-site tandem parking and an outbuilding for additional storage. Commercial zoning adds valuable flexibility for a live/work setup or future use. Steps from Downtown and neighborhood favorites Artemesia, Bread & Friends and Yosaku, this location can't be beat. A true must-see for owner-occupants, investors and business owners alike.

11 South St, Portland

Listing courtesy of Keller Williams Realty.

$1,200,000
6 Baths
Rented as a three-unit property since 1992, this beautifully maintained building offers generous interiors, abundant storage, and extensive off-street parking in the heart of Falmouth. Every unit and common area reflects the same exceptional level of care, a testament to decades of thoughtful ownership. The first-floor unit offers three bedrooms and two full bathrooms, including a primary bedroom with an en suite bath, while a brick fireplace anchors the spacious living room. Direct access to the basement and a two-car garage adds everyday function, with the garage currently used for parking and additional tenant storage in the basement; its scale and amenities make this unit especially appealing for owner occupancy. The second unit spans two levels, where large windows and a vaulted ceiling bring natural light into an open family room featuring a brick fireplace and a half bath. A wood staircase leads to the upper level, with two bedrooms, a full bathroom, and the comfort of heat pumps throughout. The third unit is also arranged across two levels, offering a separate living room, wood staircase, and full bathroom on the main level, while two bedrooms and a half bath upstairs create a comfortable separation between living and sleeping areas. Each unit enjoys its own washer and dryer, and all three are accessed through a common main entrance with a covered front porch for shared outdoor space. Two paved driveways provide ample parking, a detached shed adds extra storage, and solar panels round out the property's practical amenities. Exceptionally clean, organized, and carefully maintained, this is a rare offering for Falmouth, combining substantial space with a rental history spanning four decades. See internal remarks for Town of Falmouth zoning information.

419 Falmouth Rd, Falmouth

Listing courtesy of RE/MAX By The Bay.

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