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Cumberland County ME Multifamily Homes & Duplexes for Sale

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  • /71

    $1,050,000

    • 4.5 Baths
    • 3,104 Sq Ft

    207 State St, Portland, ME 04101

    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

    Agent Photo

    Edmund Gardner III

    Gardner Real Estate Group

    (207) 492-7719

    207 State St, Portland, ME 04101
  • /76

    $1,550,000

    • 6 Baths
    • 4,413 Sq Ft

    186 Foreside Rd, Cumberland Foreside, ME 04110

    Set on a generous lot along scenic Foreside Road, this timeless 4+ bedroom New Englander with a detached 1-bedroom legal Accessory Dwelling Unit (ADU) offers an exceptional opportunity for owner-occupants looking to offset their expenses with rental income. Located directly across from Broad Cove Reserve—a beloved 23-acre coastal park with a sandy beach, pier, and walking trails—this home enjoys

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    Julie Rosenthal

    Portside Real Estate Group

    (207) 606-8664

    186 Foreside Rd, Cumberland Foreside, ME 04110
  • /42

    $1,895,000

    • 3.5 Baths
    • 3,462 Sq Ft

    263 Foreside Rd, Falmouth, ME 04105

    Set along Falmouth Foreside just two doors from the iconic Town Landing Market, this two-unit home with rental potential has been reimagined with uncommon grace. Its 2014 transformation preserved the soul of a seaside classic while introducing a refined, contemporary flow and all new systems for modern living. In 2024, a bright, polished new kitchen brought fresh sophistication and style to the

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    David Banks

    RE/MAX By The Bay

    (207) 288-7397

    263 Foreside Rd, Falmouth, ME 04105
  • /174

    $2,250,000

    • 7 Baths
    • 9,600 Sq Ft

    55 Saint Lawrence St, Portland, ME 04101

    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

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    Tom Landry

    Benchmark Real Estate

    (207) 204-8028

    55 Saint Lawrence St, Portland, ME 04101
  • /39

    $340,000

    • 2 Baths
    • 3,051 Sq Ft

    84 Hillside Rd, Westbrook, ME 04092

    **Own a Piece of Westbrook's History - Legal Two-Unit with Incredible Potential!**Welcome to 84 Hillside Road, a legal two-unit property that offers both charm and opportunity. Originally built to welcome new workers to the historic S.D. Warren paper mill, this home is more than just an investment—it's a nostalgic piece of Westbrook's story. Unit 1 features four spacious bedrooms, a kitchen

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    Jennifer Whitehead

    Dream Home Realty LLC

    (207) 630-2419

    84 Hillside Rd, Westbrook, ME 04092
  • /56

    $599,900

    • 2 Baths
    • 1,822 Sq Ft

    8 Western Ave, Gorham, ME 04038

    Welcome to 8 Western Ave—where in-town convenience meets peaceful, wooded privacy. This legal two-unit property is just a short walk to downtown Gorham's shops, restaurants, and cafés, yet the setting feels like a private retreat surrounded by trees. The main home offers three bedrooms and one bath, including a first-floor bedroom perfect for guests, multigenerational living, or one-floor

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    Jennifer Whitehead

    Dream Home Realty LLC

    (207) 610-6443

    8 Western Ave, Gorham, ME 04038
  • /54

    $799,000

    • 2 Baths
    • 2,592 Sq Ft

    1155 Washington Ave, Portland, ME 04103

    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

    Agent Photo

    Tom Landry

    Benchmark Real Estate

    (207) 503-2150

    1155 Washington Ave, Portland, ME 04103
  • /67

    $795,000

    • 3 Baths
    • 3,091 Sq Ft

    410 Broadway, South Portland, ME 04106

    Stunning sunsets. Water views. Twinkling city lights under the night sky. If you've been searching for an incredible investment opportunity, this dreamy, meticulously maintained South Portland duplex delivers! Recently replaced Andersen windows, pristine floors, recessed lighting, and spacious layouts are a few of the perks of this special home. Perched on the second & third floors, the owner's

    Bridget King Jason Miller King + Miller Real Estate

    410 Broadway, South Portland, ME 04106
  • /119

    $895,000

    • 4 Baths
    • 3,996 Sq Ft

    311 Ocean St, South Portland, ME 04106

    DON'T MISS OUT on this incredible opportunity! Priced to sell as-is with expansion potential in one of South Portland's most desirable locations. This iconic 4-unit property delivers versatility for investors, multi-generational living, or anyone seeking a flexible home-based business setup. Originally built in 1900, this late-19th-century New Englander blends Colonial Revival character with

    Melissa Rioux EXP Realty

    311 Ocean St, South Portland, ME 04106
  • /43

    $429,900

    • 1.5 Baths
    • 1,314 Sq Ft

    1549 Westbrook St, Portland, ME 04102

    Investors Take Note: The new zoning for this bungalow in the sought after Stroudwater area of Portland 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. Finished daylight basement has it's own entry. This property can easily be converted into a 2 unit.

    Laurie Marcello Maine Real Estate Experts

    1549 Westbrook St, Portland, ME 04102
  • /56

    $585,000

    • 2 Baths
    • 1,892 Sq Ft

    315 Conant St, Westbrook, ME 04092

    Beautifully renovated ranch-style home featuring 3 bedrooms on the main level, plus an additional 2-bedroom unit in the basement with its own private entrance. Conveniently located in the heart of Westbrook's city center, this property also offers strong potential for adding more units on the lot—buyers to verify with the town. Recent updates include a new roof, heating system, plumbing,

    Mushreq Alsamraee American Real Estate

    315 Conant St, Westbrook, ME 04092
  • /8

    $740,000

    • 3 Baths
    • 2,923 Sq Ft

    7 Cherry St, Portland, ME 04102

    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

    Doug Schauf RE/MAX Oceanside

    7 Cherry St, Portland, ME 04102
  • /42

    $550,000

    • 2 Baths
    • 1,248 Sq Ft

    10 Land of Nod Rd, Windham, ME 04062

    Perched just minutes from Highland Lake and Windham's endless offerings, this duplex delivers double the opportunity! Whether you're an investor eyeing reliable income or a homeowner looking to live comfortably while renting the other unit, this property is full of promise. Each unit boasts two bedrooms, one full bath, heat pumps, washer/dryer hookups, and separate driveways with private entries.

    Bridget King Jason Miller King + Miller Real Estate

    10 Land of Nod Rd, Windham, ME 04062
  • /55

    $489,000

    • 2 Baths
    • 1,990 Sq Ft

    13 Brown Ave, Casco, ME 04015

    This conveniently located single-family home features 3 spacious bedrooms and includes a separate 2-bedroom apartment above the garage, offering great potential for rental income or overflow for family and friends. One Year Home Warranty included with the sale. The main house boasts a welcoming mudroom that leads to a remodeled open-concept kitchen, dining, and living areas. Three generous

    Jodi Chute Pine Tree Realty of Maine

    13 Brown Ave, Casco, ME 04015
  • /8

    $1,200,000

    • 3.5 Baths
    • 2,400 Sq Ft

    21 Mill Rd, Falmouth, ME 04105

    Restored mill with a two bedroom main dwelling unit and an ADU as well as separate guest quarters. Don't miss this unique property which is situated on the banks of the piscataqua river in Falmouth , Maine. Close to I 95 , schools and golf courses.

    Jason Saphire www.HomeZu.com

    21 Mill Rd, Falmouth, ME 04105
  • /91

    $609,000

    • 2 Baths
    • 2,390 Sq Ft

    1542 Congress St, Portland, ME 04102

    Radically Reduced! 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

    Teri Ouellette Keller Williams Realty

    1542 Congress St, Portland, ME 04102
  • /7

    $1,499,000

    • 9 Baths
    • 5,046 Sq Ft

    75 Sherman St, Portland, ME 04101

    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!

    Thomas Gadbois F.O. Bailey Real Estate

    75 Sherman St, Portland, ME 04101
  • /19

    $489,000

    • 2 Baths
    • 1,960 Sq Ft

    343 Shaker Rd, Gray, ME 04039

    You don't see a 2-unit in the center of Gray like this often. This property has been lovingly maintained inside and out, featuring newer systems, freshly painted exterior, and excellent curb appeal. Each unit consists of 2 beds, 1 bath, washer & dryer, full kitchen and dining area, while offering a comfortable living space. The exterior boasts a big yard, a ton of parking, and convenient access

    Argelis Garcia Coldwell Banker Realty

    343 Shaker Rd, Gray, ME 04039
  • /4

    $695,000

    • 3 Baths
    • 2,398 Sq Ft

    30 Chesley Ave, Portland, ME 04103

    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

    Noah Stebbins The Boulos Company

    30 Chesley Ave, Portland, ME 04103
  • /2

    $650,000

    • 3 Baths
    • 3,636 Sq Ft

    6 Horton Place, Portland, ME 04102

    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

    Sheldon Ashby Ashby Real Estate

    6 Horton Place, Portland, ME 04102
  • /49

    $999,000

    • 3 Baths
    • 2,533 Sq Ft

    1638 Forest Ave, Portland, ME 04103

    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

    John Tompkins The Atlantic Real Estate Network

    1638 Forest Ave, Portland, ME 04103
  • /21

    $1,650,000

    • 3 Baths
    • 2,700 Sq Ft

    78 Atlantic St, Portland, ME 04101

    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

    Vanessa Greco Portside Real Estate Group

    78 Atlantic St, Portland, ME 04101
  • /20

    $689,000

    • 3 Baths
    • 2,040 Sq Ft

    118 Providence St, Portland, ME 04103

    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

    Brit Vitalius Vitalius Real Estate Group, LLC

    118 Providence St, Portland, ME 04103
  • /29

    $939,900

    • 3 Baths
    • 3,056 Sq Ft

    14 Boynton St, Portland, ME 04102

    Don't miss out on this tremendous investment opportunity! The first and third floor units have now been fully renovated and tastefully appointed to appeal to all prospective buyers! This property would also be the perfect owner-occupied opportunity for new investors! The prospect of being a multi-generation property may also be considered! This well-maintained property is perfectly situated close

    Robert Joslyn Keller Williams Realty

    14 Boynton St, Portland, ME 04102
  • /46

    $1,368,000

    • 3.5 Baths
    • 4,327 Sq Ft

    11 Lincoln St, Brunswick, ME 04011

    The Richardson House, or Captain W. McManus House, circa 1857 is one of the finest examples of Italianate and Greek Revival homes in the area. This stately building is located just steps from Brunswick's charming Maine Street. The homes prominence and history are evident with its large rooms, high ceilings and detailed molding. Its exterior boasts oil rubbed brick and wrought iron fretwork to

    John Graham John Graham Real Estate

    11 Lincoln St, Brunswick, ME 04011
  • /61

    $1,150,000

    • 2 Baths
    • 4,404 Sq Ft

    103 Deerfield Rd, Portland, ME 04101

    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

    Jaye Gorham Portside Real Estate Group

    103 Deerfield Rd, Portland, ME 04101
  • /58

    $989,000

    • 2.5 Baths
    • 1,749 Sq Ft

    309 Main St Unit A, Yarmouth, ME 04096

    Many options for this two unit property. Owner occupy with income, Potential office or professional space. Short walk to Royal River Park and all village amenities. Move in condition, with recent improvements. You'll love the village vibe, across from the 317 Main Music Center .

    David Kitchen Better Homes & Gardens Real Estate/The Masiello Group

    309 Main St Unit A, Yarmouth, ME 04096
  • /62

    $595,000

    • 3 Baths
    • 2,711 Sq Ft

    20 Elmwood Ave, Westbrook, ME 04092

    Three story 3-unit in Prides Corner area of Westbrook. Fully rented, plenty of parking (2 driveways), minimal lot maintenance, separate electrical meters, propane and oil tanks. Property includes two 1-brs, and one spacious 3-br. Building's history as a Masonic Hall is evidenced in the high ceilings and open living area of the 3-br unit. Two units have private decks, one is brand new. Bonus area

    Laura Burden Beacon Realty

    20 Elmwood Ave, Westbrook, ME 04092
  • /26

    $525,000

    • 2 Baths
    • 1,234 Sq Ft

    9 C St, Portland, ME 04102

    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.

    Aaron Chadbourne Demetria Real Estate

    9 C St, Portland, ME 04102
  • /28

    $699,000

    • 3 Baths
    • 2,096 Sq Ft

    73 High St, South Portland, ME 04106

    Investors, contractors take notice. 3 unit building gutted back to the studs after freeze damage. New roof, new windows, new electrical, some new plumbing. Each unit is 1 bedroom in its current configuration. There are 2 existing baths and plumbed for a 3rd. Laundry hookups in units. 2 car garage. Oversized corner lot in the heart of Ferry Village. Walk to restaurants, green belt trail, Willard

    Anne Marie Cooke Maine Home Connection

    73 High St, South Portland, ME 04106
  • /14

    $950,000

    • 5 Baths
    • 3,096 Sq Ft

    17 Mechanic St, Westbrook, ME 04092

    We are pleased to offer 17 Mechanic Street for sale. This multi-family property is situated in the heart of downtown Westbrook. This asset offers a compelling investment opportunity, featuring a strong cash flow history, off-street parking, and an exceptionally walkable location steps away from local shops, restaurants, and public amenities.

    Sylas Hatch The Dunham Group

    17 Mechanic St, Westbrook, ME 04092
  • /70

    $1,000,000

    • 3.5 Baths
    • 4,590 Sq Ft

    Unlisted Address

    Welcome to 86-88 Skips Way!This ranch-style Duplex offers 4,590± sq ft, 8 bedrooms, 3.5 bathrooms, a 3-car garage, and 9.71 acres of peaceful Maine countryside. Live in one side and rent the others, explore subdivision potential, or build a new home while generating rental income! Conveniently located just 10 min to Gray, 20 min to Freeport & Yarmouth, 20 min to Lewiston/Auburn, 22 min to

    Zachariah Oja Keller Williams Realty

    Unlisted Address
  • /31

    $899,000

    • 3.5 Baths
    • 3,540 Sq Ft

    736 Forest Ave, Portland, ME 04103

    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

    Melanie Crane Michael Navarro Elevate Maine Realty

    736 Forest Ave, Portland, ME 04103
  • /78

    $1,395,000

    • 4 Baths
    • 3,452 Sq Ft

    242 Veranda St, Portland, ME 04103

    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

    Deborah Meek Keller Williams Realty

    242 Veranda St, Portland, ME 04103
  • /43

    $915,000

    • 3 Baths
    • 2,576 Sq Ft

    379 Cumberland Ave Unit 3, Portland, ME 04101

    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

    Roger Begin Better Homes & Gardens Real Estate/The Masiello Group

    379 Cumberland Ave Unit 3, Portland, ME 04101
  • /106

    $699,000

    • 3.5 Baths
    • 2,304 Sq Ft

    13 & 16 Joyal Hill Ln, Casco, ME 04015

    Are you looking for a private family compound for year-round living, a summer retreat, or an income producing multi-unit property? This serene waterfront property is located at the end of a dead-end lane, on 7.5 acres of private land with 850' of owned waterfront in ''The Heath' which connects to Thompson Lake. The main building is a charming 3-bedroom, 1.5-bathroom chalet-style log sided home,

    Kathleen Phillips LaBombard Ocean Gate Realty, LLC.

    13 & 16 Joyal Hill Ln, Casco, ME 04015
  • /80

    $710,000

    • 2 Baths
    • 2,612 Sq Ft

    605 Washington Ave, Portland, ME 04103

    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

    Karen Edgcombe Maine Real Estate Co

    605 Washington Ave, Portland, ME 04103
  • /30

    $750,000

    • 2 Baths
    • 3,696 Sq Ft

    25 Main St, Gray, ME 04039

    This opportunity does not come around often. Located directly in the heart of Gray Village, 25 Main Street offers a rare opportunity for investors, business owners, or those seeking a versatile live-work property.Originally built in 1900 and fully renovated down to studs in 2018 with new wiring, insulation, and systems, this Colonial now features two updated 1-bedroom, 1-bath units, each

    Caleb Giustra Elevate Maine Realty

    25 Main St, Gray, ME 04039
  • /2

    $499,000

    • 2 Baths
    • 1,372 Sq Ft

    753 Main St, South Portland, ME 04106

    INVESTORS TAKE NOTICE!!Fantastic opportunity! Zoning and lot size allow for the addition of multiple units. per code office. Features a newer furnace and monitor heater. Long-term tenants already in place, with below market rent. Prime location with easy access to public transportation. In need of updating. Group showing 12 - 1pm Wed. 9/3.

    Phil Verrill Verrill Real Estate, Inc

    753 Main St, South Portland, ME 04106
  • /36

    $599,000

    • 3 Baths
    • 1,548 Sq Ft

    18 Cole St, Westbrook, ME 04092

    Coming to the Westbrook market is this beautifully maintained 3-Unit. With strong tenants in place and one unit that has been vacated for the sale, this building is turn key and ready for its next owner! Boasting 2 two bedroom units and a renovated studio this is perfect for investment or an owner occupied buyer. Professional management in place. The vacant unit can remain empty or management

    Tyler Hall Keller Williams Realty

    18 Cole St, Westbrook, ME 04092

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