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

69 Stanford Street in South Portland is a smart, flexible investment in one of Southern Maine's most sought-after rental locations. This well-maintained three-unit property offers strong income potential with separate electric, heat, and hot water utilities for each unit—keeping operating costs low and returns strong. Units 1 and 2 are refreshed and move-in ready, giving owner-occupants the

John Krouse EXP Realty

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

Investment, Lifestyle, and Location: Discover the Possibilities at 57 Jefferson Street.Welcome to Ferry Village, one of South Portland's most coveted and walkable seaside neighborhoods. Nestled on a sun-drenched corner lot, this beautifully maintained two-unit property is more than just an investment—it's a gateway to an unparalleled coastal Maine lifestyle. Step outside into your own private

Teri Ouellette Keller Williams 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

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

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

Charming Two-Unit Property in the Heart of South Portland's Meetinghouse HillWelcome to 310 Pine Street a rare opportunity in the highly desirable Meetinghouse Hill neighborhood of South Portland. This well-maintained two-unit property offers flexibility, character, and incredible potential, whether you're looking to owner-occupy, invest, or convert to a single-family home.The first-floor

Joshua Caron Maine Community Real Estate

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

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

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