South Portland Maine Real Estate Information

A little about South Portland...

The fourth largest city in the state of Maine, South Portland is a city in Cumberland County with excellent resources and an active community. South Portland was incorporated as a town after it broke away from Cape Elizabeth in March of 1895. It officially became a city just three years later in March of 1898. Today this unique, coastal community is a mostly residential city with a convenient proximity to the interstate and the jetport making it an ideal location for commuters.

South Portland is home to a range of parks and open spaces perfect for enjoying outdoor recreation. The city’s Parks and Recreation department provides a range of services that lend to the active sense of community and high quality of life enjoyed by all residents. They maintain a community center, municipal pool, beach, and golf course. The Greenbelt walkway is one popular outdoor site in South Portland. This historic three-mile paved trail crosses through several neighborhoods and provides beautiful views of the harbor to runners and walkers that make use of this excellent pathway. Also in South Portland is Mill Creek Park. Located in the city’s downtown area, this beautiful park features a gorgeously landscaped pond area, bridge and rose garden. The park hosts numerous, family-friendly, local events throughout the year, including summer concerts, Art in the Park, a holiday tree lighting and winter ice skating.

South Portland's Waterfront and Willard Beach

For water-lovers, South Portland provides numerous ways to enjoy the coast of Maine. The city's waterfront is home to several recreational marinas for all of resident’s boating needs. South Portland also has the last free beach in the area, Willard Beach. This beach covers 4 acres and provides an area for residents to enjoy swimming, as well as commercial and recreational boating. The beach also hosts WillardFest, an annual one-day neighborhood festival with live music, local food, and plenty of community fun.

South Portland's Maine Mall and Shopping

South Portland will not disappoint those who love to shop. The city is home to the Maine Mall, a fully enclosed, 1,200,000 square foot mall that is the largest shopping mall in the state of Maine and the second largest mall in all of northern New England. This mall is home to more than 140 tenants, including Best Buy, JC Penney, Macy's, and Sears. For lovers of the arts, South Portland is home to several theaters that offer musicals, plays, workshops, and classes throughout the course of the year.

South Portland's Public Schools and Higher Education

South Portland is served by South Portland School Department. The city's public school system has five neighborhood elementary schools, two middle schools, and one high school. South Portland also offers two private schools and three institutions of higher learning, including Kaplan University, New England Bible College, and Southern Maine Community College.

Just Listed in South Portland!

$1,895,000

5 Beds ⋅ 4 Baths

An Extraordinary Property Offering Space, Security, and Unmatched Versatility! Set on 1.2 acres, this meticulously maintained five-bedroom, 4,403-square-foot residence offers an impressive combination of thoughtful design, quality construction, modern conveniences, and specialized amenities rarely found in a residential property. Ideally situated just minutes from beautiful beaches, marinas, scenic walking and biking trails, restaurants, and shopping, this remarkable home delivers both privacy and convenience. The home features radiant heat throughout, air conditioning, a three-stop elevator, and inviting open-concept living spaces highlighted by a gas fireplace. Exceptional construction details include precast and poured concrete walls engineered to enhance sound isolation for a private indoor target practice range. Additional specialized features include a dedicated safe/panic room and an extensive collection of built-in safes, providing secure storage for valuables and collectibles. For automotive enthusiasts, hobbyists, or those seeking exceptional workspace, the oversized garage accommodates approximately four to five vehicles, while the immaculate attached workshop and office offer endless possibilities, including potential conversion to an accessory dwelling unit (ADU), subject to applicable approvals. Additional highlights include an extensive 16 -camera live-feed security system, whole-house generator, fiber-optic connectivity, remarkably efficient heating, and an expansive deck perfect for outdoor entertaining and relaxation. Whether you're a collector, automotive enthusiast, hobbyist, or simply seeking a home with extraordinary flexibility and amenities, this distinctive property offers a rare opportunity to enjoy an exceptional lifestyle. Truly one of a kind, with possibilities that extend far beyond the ordinary!

290 Sawyer St, South Portland

Listing courtesy of Benchmark Real Estate.

$550,000

2 Beds ⋅ 2 Baths

Some homes simply feel like they have been part of the neighborhood forever — and 97 Simmons Road is one of them. Set on a generous .38-acre lot in South Portland, this classic late 1950s home offers the kind of location, setting, and possibility that invites imagination from the moment you arrive. Public bus stop at the corner of Simmons and Ocean for convenience. For decades, this home has served its purpose well: a comfortable place to gather, settle in, and enjoy the rhythm of a beloved South Portland neighborhood. Now, it is ready for its next chapter. With two bedrooms plus a first-floor den, a full bath on the main level, a half bath on the lower level, and additional potential to use upstairs as a bedroom, play room, bonus room or more, the floor plan offers flexibility for today's buyers while preserving the character and simplicity of its era. Inside, you'll find warm wood floors, charming original details, a fireplace, and spaces that feel full of promise. From the moment you step inside, you'll begin to imagine how the home would look with some cosmetic updates, and that is exactly where the opportunity lies - a chance to bring fresh vision, personal style, and modern comfort to a well-built home in a location worth investing in. Outside, the spacious lot offers room to garden, gather, play, or simply enjoy the seasons. From crisp autumn leaves to summer evenings in the yard, this is the kind of setting that helps a house become a home - and backing up to the park isn't just convenient for enjoying the best of South Portland, but ensures privacy for years to come. 97 Simmons Road is not trying to be brand new. It is something better: a well-loved South Portland classic with good bones, a generous setting, and the rare chance to create the next generation of memories in a neighborhood people love to come home to.

97 Simmons Rd, South Portland

Listing courtesy of Demetria Real Estate.

$896,043

4 Beds ⋅ 2 Baths

Discover the perfect blend of historic character and modern convenience in the highly coveted Meeting House Hill neighborhood. Situated on a rare double lot, this 1910 residence is walking distance to Willard Beach, restaurants, parks, and SMCC. The home preserves its timeless charm with original, unpainted woodwork, classic wainscoting, and a stunning stained-glass feature above the front picture window. An open floor plan creates a seamless flow, while the kitchen shines with granite countertops, stainless appliances, and a walk-in pantry. With four bedrooms and 1,787 square feet of living space, the layout includes significant handicap accessible features, offering excellent potential for multigenerational living. This home includes a mudroom and a cozy gas stove in the family room. Outside, a private backyard oasis awaits with a deck, pergola, garden, apple and pear trees, blueberry bushes and garden shed in a quiet, neighborhood setting. Notes for buyers: This home features a double lot, is close to Willard Square and Scratch Bakery. The home is walking distance to Willard Beach, Southern Maine Community College. The house is on Meeting House Hill, an extremely desirable South Portland Neighborhood. Very quiet neighborhood. The house features a stairlift and walk in shower and accommodating first floor. It features all of the original woodwork and doors, nothing has been painted over. It has an original stained glass feature above the picture window in the front of the house. OPEN HOUSES 11/7 and 11/8

12 Barstow St, South Portland

Listing courtesy of Sell Your Home Services. 888-219-3009

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