Vintage homes for sale & real estate in South Portland, ME

Vintage Home for sale in South 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.

Vintage Home for sale in South Portland, ME:

Excellent value in the heart of Portland! This top-floor, two-bedroom Bayside condo is perfect for those seeking a pied-à-terre, looking to build equity rather than rent, or for those preferring a simple, low-maintenance urban lifestyle. Quietly situated on the third floor, the space lives like a cozy retreat with warm hardwood floors and cabinetry, skylights, and natural light that moves beautifully throughout the day. A private deck with skyline views provides the perfect spot for morning coffee or winding down at the end of the day. Inside, the flexible two-bedroom layout allows for a guest room, office, or hybrid setup. Efficient heating includes a gas Rinnai unit that comfortabl

Vintage Home for sale in South Portland, ME:

Must see 4 unit on Portland's Congress St West End. Renovate this hidden gem and experience upside value. Apartment complex has been used as an Air BnB in the past. Contact Listing Agent through Broker Bay for a showing.

Vintage Home for sale in South Portland, ME:

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 bath with three bedrooms. Unit two enters from the private gated courtyard and it a first floor one level one bedroom apartment. Unit three starts on the second floor with a vaulted ceiling kitchen, half bath with laundry. The second level to this unit has a spacious living room, two bedrooms and a fu

Vintage Home for sale in South Portland, ME:

Cute and efficient Pied-a-terre in the heart of the city. With it's off-street parking, you can walk to all that Portland has to offer. Restaurants, Merrill Auditorium, Portland Museum of Art, the list can go on. Make this little condo your perfect destination for your getaways to Southern Maine.

Vintage Home for sale in South Portland, ME:

Newly renovated and move-in ready, this home offers comfort, efficiency, and updates throughout. The first floor features two bedrooms, an updated bath, and bright, clean living spaces with new flooring and finishes. Upstairs, you'll find a spacious third bedroom plus a flexible bonus room that's perfect for an office, playroom, or guest space. Extensive renovations include updated electrical and lighting, new subflooring and flooring, fresh paint throughout, and a newly stained deck. Tucked into a great neighborhood in Cape Elizabeth, this home combines modern updates with a convenient location close to schools, trails, and town amenities.