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.

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

Group Showing Tuesday May 20th 11:30-1pmStep into Portland's rich history with this beautifully renovated and updated seven-unit building in a prime location! Situated with exceptional proximity to all that downtown Portland has to offer - from its vibrant arts scene and renowned restaurants to its bustling waterfront - this property presents a fantastic investment

Chris Lavoie Keller Williams Realty

A perfect two unit in the heart of the bustling City of Westbrook! This money maker sets up perfectly for low expense living or a cash flowing investment! With great rental history the current units boast a 4br/1.5ba and a 3br/1ba bringing a combined yearly rental amount of $57,900. This building is turnkey and is a must see during your home search with the income and close proximity to all

Tyler Hall Keller Williams Realty

A fantastic investment opportunity in the heart of Westbrook! This fully rented 4-unit property features three 2-bedroom units and one 1-bedroom unit, bringing in a solid monthly income of $7,400. Rents are $2,000, $2,000, $1,900, and $1,500. The property has plenty of off-street parking, and access to a large side yard—a rare bonus for multifamily living.Public water and sewer are

Josh Plowman Plowman Realty Group

Welcome to 13-15 East Kidder Street, a well-maintained three-unit in Portland's desirable East Deering neighborhood. This location strikes the perfect balance between city living and neighborhood charm. Just minutes from downtown, you'll enjoy easy access to Payson Park, Quarry Run Dog Park, and local favorites like Anania's and Monte's Fine Foods.The building features two spacious

Michael Hamilton Keller Williams Realty

WOODFORDS CORNER - CLOSE TO BACK COVE! NEW FRONT PORCH T0 BE BUILT SOON. RECENT UPDATES INCLUDE FRESH PAINT THROUGHOUT, PROFESSIONALLY SANDED FLOORS & VARIOUS UPDATES (SMOKE & CO DETECTORS, BOILER SERVICES, ELECTRICAL & PLUMBING UPDATES.) TYPICAL LR, DR. KITCHEN, PANTRY, 2 BR & BATH FLOOR PLANS. SEPARATE UTILITIES. BUILDING HAS BEEN VACANT SINCE MAY 1, 2025. START FRESH WITH NEW TENANTS. COMMON

Rita Yarinold Bay Realty

Solid Bayside 3 unit with updated systems, convenient location just a few blocks from shopping and services.. This building has excellent rental history, income after expenses averages $70,000/year.

Bryce Hamilton Coldwell Banker Realty

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

Congress Street 10-Unit Investment Property! Stable cash flow and some long-term tenants. Features include two lanes of off-street parking and an easy-to-own layout with onsite manager.Perfectly located near Maine Medical Center and Hadlock Field, and within walking distance to restaurants, coffee shops, and local amenities. A prime opportunity to own a solid investment! Group showing.

Phil Verrill Verrill Real Estate, Inc

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

Spacious, sunny home with income producing ADU offers a thoughtful floor plan to accommodate various uses. This historic farmhouse has been lovingly maintained and updated by the current owners for the past 28 years and for 50 years by the previous owners. Conveniently located with easy access to both I-95 and 295, this house is set on a large, wooded lot that makes coming to the comforts of

Venise Bard Better Homes & Gardens Real Estate/The Masiello Group

**Back on the market at no fault of the building!** Rare East Bayside 4-unit with buildable lot! This classic triple-decker style building features bright spacious layouts and a deck overlooking an adorable courtyard with raised beds in the rear. An additional lot that fronts on Monroe Street currently serves as parking for the building, but ultimately could be built upon, potentially

Brit Vitalius Vitalius Real Estate Group, LLC

NEWLY PRICED AT 729,900.! Turn of the century three family apartment building, conveniently located within minutes of Downtown Portland. This property must have been something special during its hay day with hardwood floors, high ceilings and medallions, bull's eye moldings, built-ins, brick fireplaces. This three family home longs to be restored and brought back to it's glory. Enjoy your morning

Kathleen Phillips LaBombard Ocean Gate Realty, LLC.

This three unit is everything you have been looking for. 3 units total, one 1 bedroom, one 3 bedroom, and one 4 bedroom. Two driveways mean parking is never an issue, and being just 0.3 miles from 295 means commuting is a breeze! This East Deering multi is close to all amenities, including Montes fine food, Veranda Noodle Bar, the Grateful Cup, and so much more! All the units have heat pumps,

Malachi Winslow Keller Williams Realty

This West End neighborhood 2-unit has a funky charm that reflects Portland housing built before the fire of 1866. It is move-in ready with a vacant unit on the 2nd floor with more living/storage on the 3rd. 83 Brackett Street is an outstanding location - convenient and central to all that Portland has to offer - while also being private on this quiet end of the street. The backyard is a highlight

Brit Vitalius Vitalius Real Estate Group, LLC

Stop paying someone else's mortgage and start building your investment portfolio! Great neighborhood in Portland, close to everything. Currently rented, one lease turned month to month in June, the other lease is up in 2/26. Great tenants! Nice, spacious floor plans and cute yard. Reach out and let's get you through! We will be hosting some open houses to get people through together to avoid

Janice Pompeo The Maine Real Estate Group

This property has just been completely repurposed from a long standing commercial space into a 7 unit building with 6 residential units PLUS 1 commercial unit. Situated in the center of Woodfords Corner, this area reaps the benefits of the very strong, well managed and vibrant Woodfords Neighborhood Association. (Check out their impressive Website!) You will be surrounded by a bustling lifestyle

Jane Harmon Cottage & Co Real Estate

Welcome to 10 Walker Street, a stunning historic home located in the heart of Portland, ME. Built in 1905, this three-story property boasts timeless charm and exquisite craftsmanship. With a total finished area of 3,500 sq.ft., this spacious home offers ample room for comfortable living. The property features 5 bathrooms, adding convenience and luxury to everyday life. The lot size of 0.05 acres

DANIEL DEMERS Sell Your Home Services

Fantastic investment or owner-occupant opportunity located on a quiet 1-way street in Portland's sought-after West End neighborhood, just a short walk to MaineHealth Maine Medical Center Portland Campus, local restaurants and shops of downtown. This classic two-unit building features two spacious 4-bedroom, 1-bathroom units with charming original details and modern updates. The first-floor unit

Mark Small Landmark Realty

Perched on a sunny corner in Portland's West End, just steps from the Western Promenade, 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

Brit Vitalius Vitalius Real Estate Group, LLC

Welcome to the heart of Portland, Maine! This 4-unit building located on the Portland peninsula is the perfect investment opportunity for those seeking to break into the thriving real estate market of this coastal city. Situated in a prime location, this property offers residents easy access to all that Portland has to offer. With a walkability score of 93 out of 100, you'll find that Maine

Dominik Porobic Keller Williams Realty

Be part of Bayside's exciting transformation—one of Portland's fastest redeveloping neighborhoods. This spacious, move-in ready duplex sits in the heart of the Peninsula within the dynamic B2b business zone, offering both immediate cash flow and long-term upside. The detached garage includes a workshop—pefect for a creative or trade business—and off-street parking adds daily convenience.

David Marshall EXP Realty

Fresh exterior white paint happing this week. 26 Cross Street is a turn-key two-unit in the heart of Downtown Westbrook. Each unit features a 3 bedroom configuration with their own private back decks and has separately metered heat and electricity. Both units are accessed by interior front and rear stairways, allowing for a smooth and practical flow throughout. The property includes an immaculate

Lauren Jones F.O. Bailey Real Estate

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

This successful and well-maintained duplex offers a rare opportunity for both investors and owner-occupants. Currently operating as a short-term rental, the property features two distinct units: a convenient first-floor 1-bedroom, 1-bath unit and a spacious multi-level 4-bedroom, 1.5-bath unit. Blending original Victorian charm with thoughtful modern updates, the home offers a warm, functional

Nicholas Guerrette RE/MAX Shoreline

Large, classic 3-decker with over 3,800 SF of living area, a driveway and garage. All of the units are similar but with interesting differences: an updated kitchen on the 1st floor creates an open living space and a unique 3bd/2bath setup. The 2nd floor is spacious with an enclosed porch for additional storage. The 3rd floor includes a bonus bedroom in the front (making it a 3 bd) plus a

Brit Vitalius Vitalius Real Estate Group, LLC

Highly visible location for this Victorian 3 unit at the corner of Route 25, Main Street, and New Gorham Road! City Center zoning allows for many additional uses, including both commercial and the addition of up to 6 residential units.

Loren Ayer Harborview Properties, Inc.

Turnkey 5-Unit Investment in Prime Munjoy Hill Location! Seasoned investors know the value of location, layout, and low-maintenance assets—this property checks all the boxes. Situated at the base of Munjoy Hill, one of Portland's most desirable and appreciating neighborhoods, this well-maintained five-unit building offers a solid, income-generating opportunity. All five units are two-bedrooms,

Fred Andrews Spectrum Real Estate

Well-Maintained 2-Unit Property with Strong Rental History. This versatile and well-cared-for two-family home offers excellent investment potential or owner-occupant flexibility. The first-floor unit features 2 bedrooms and 1 bathroom, ideal for owner occupied or tenants seeking single-level living. The second unit spans two floors, offering 5 bedrooms and 1 bathroom—perfect for larger families

Katie Kinney Landing Real Estate

Don't Miss This Fantastic Investment Opportunity in Westbrook!This well-maintained two-unit property is perfect for investors or owner-occupants looking to build equity while someone else helps pay the mortgage. Ideally located near downtown Westbrook, you'll enjoy easy access to shops, restaurants, and all the amenities this vibrant area has to offer.Only the top unit is currently leased

Amy Sheehan Keller Williams Realty

**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

Jennifer Whitehead Dream Home Realty LLC

16 room lodging house in downtown Portland. Property features long term tenants; two kitchens and five bathrooms, updated electrical panel, rear decks, and driveways on both sides of building. Huge upside potential with ability to increase rents to subsidized tenants. Also listed Commercial MLS #1618280.

Jeffrey Davis Town & Shore Real Estate

Known as the Nathan Nutter House, this historic 2.5 story home was built in 1840 for a local Portland merchant. The original 3,686± square foot Greek Revival building was converted into a two-family dwelling in 1924 and then most recently into four one-bedroom apartment units. Recognized by Greater Portland Landmarks, the property is publicly on the market for the first time in 38 years. The

John Saint-Amour LandVest, Inc.

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

Catherine Nekoie Gardner Real Estate Group