Vintage homes for sale & real estate in Portland, ME

Vintage Home for sale in Portland, ME:

The cutest house in Portland in the highly sought after neighborhood of Stroudwater, this move-in ready home has a breathtaking backyard with a large bellowing willow tree and trails on the abutting land behind the house. This bungalow with charming built-ins on both floors, hardwood floors and wide wood floors is bubbling over with character. The new zoning for this bungalow 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. Bright and clean, the layout is unique. The actual living space is twice the above grade square footage with the kitchen, dini

Vintage Home for sale in Portland, ME:

Discover a rare opportunity in one of Portland's most sought-after neighborhoods. This four-unit offers strong investment potential along with the timeless charm of period architectural details throughout including original millwork, hardwood floors, high ceilings, and built-ins. Each unit offers well-proportioned living spaces and strong rental appeal. The property also provides a valuable in-town amenity: private off-street parking for up to four vehicles. With its historic character, consistent rental demand, and prime location near the Old Port, shops, restaurants, parks, and public transit, this property presents an excellent addition to any Portland investment portfolio.

Vintage Home for sale in Portland, ME:

Charming Colonial in Portland's Desirable Riverton Neighborhood Welcome to 40 Belfort Street, a classic 4-bedroom, 1-bath Colonial nestled in Portland's sought-after Riverton neighborhood. This inviting home offers the perfect blend of character, space, and potential ideal for anyone looking to make their mark in one of the city's most convenient residential areas. Step inside to find a freshly painted interior that sets a bright, welcoming tone throughout. The first floor features a traditional layout with warm natural light and plenty of room to gather, while the second level offers four comfortable bedrooms with flexibility for guest space, a home office, or hobbies. Outside, you'll e

Vintage Home for sale in Portland, ME:

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 solid rental history, this building is an ideal addition to any investor's portfolio or a great first acquisition for someone entering the Portland multifamily market, checking all the boxes whether you seek stable cash flow, long-term appreciation, or a value-add opportunity.