South Portland Homes for Sale

Welcome to South Portland, Maine—a charming coastal city that beautifully marries urban conveniences with the serene embrace of nature. Nestled in Cumberland County, South Portland is known for its picturesque waterfront, vibrant community, and a plethora of recreational opportunities. With stunning views of the Portland skyline and the iconic Casco Bay, residents enjoy a lifestyle that celebrates both relaxation and adventure.

South Portland boasts a rich history and a thriving local culture, making it an ideal place to call home. The city is home to several parks, including the expansive Bug Light Park, where you can enjoy leisurely strolls, picnics, and breathtaking sunsets over the harbor. Additionally, the nearby Willard Beach offers sandy shores and a welcoming atmosphere for families and beach lovers alike.

For those looking to settle down in this idyllic city, there are a variety of homes for sale that cater to diverse tastes and budgets. From charming single-family homes with classic New England architecture to modern condos with stunning waterfront views, South Portland has something for everyone. The real estate market here is vibrant, with properties that reflect the city's unique character and appeal.

Living in South Portland means being part of a close-knit community that values local businesses, arts, and outdoor activities. With excellent schools, convenient access to Portland's amenities, and an abundance of natural beauty, it’s no wonder that South Portland is a sought-after destination for homebuyers. Explore the available homes for sale today and discover your perfect slice of Maine paradise!

Newest South Portland Homes for Sale

$575,000

3 Beds ⋅ 2 Baths

Welcome to 91 Scott Road in South Portland, Maine! This 3-bedroom, 1.5-bathroom home has been lovingly maintained by the same owners since it was built in 1999. Located at the end of a dead-end road, it offers a surprising amount of privacy for a South Portland address, with a wooded backyard that creates your own little oasis. The open-concept layout was ahead of its time, with the kitchen, casual dining area, and living room flowing seamlessly into one another on the first floor. A half bathroom with first-floor laundry and an additional room that could serve as a formal dining room, playroom, or home office round out the main level. Upstairs, you'll find three bedrooms and a full bathroom, along with a versatile space above the 2-car garage currently being used as a rec room. Whether you envision a game room, hobby space, additional living area, or potentially an ADU (subject to city approvals and requirements), this space offers plenty of possibilities. Just off the rec room, a large deck overlooks the wooded backyard, a great spot for morning coffee, summer gatherings, or simply enjoying the outdoors. The unfinished basement provides even more potential for additional living space, a home gym, or storage. Recent updates include a new roof in 2024 and a new shed in 2022 for additional storage. Just 10 minutes from Downtown Portland and the Portland Jetport, 15 minutes from several Southern Maine beaches, 30 minutes from the lakes, and less than 1 hour and 45 minutes from Boston, 91 Scott Road offers a unique combination of privacy, flexibility, accessibility, and opportunity. The property abuts the South Portland trail system, with trails leading toward local schools and the outdoors right from home. With convenient access to South Portland schools, shopping, dining, and the amenities of Greater Portland, this home offers plenty of room to make the most of Maine living. Come check it out today. Welcome home!

91 Scott Rd, South Portland

Listing courtesy of Keller Williams Realty.

$579,900

3 Beds ⋅ 2 Baths

Classic Colonial character meets thoughtfully updated comfort in this three-bedroom, two-bathroom South Portland home, positioned on a corner lot in a wonderfully convenient neighborhood. Across 1,306 square feet and two floors, the layout offers inviting everyday spaces plus flexible areas ready to evolve with your needs. Recent improvements add meaningful peace of mind. New Marvin windows welcome natural light, while a new asphalt roof and updated heating system support comfort through Maine's changing seasons. Both bathrooms have been refreshed, bringing a more current feel to the home's practical floor plan. Extra space sets this property apart. A nearly finished room in the basement could serve as a recreation area, office, fitness space, or hobby room. Above the garage, a bonus room creates another valuable option and could become a fourth bedroom, guest retreat, or dedicated workspace. The location makes daily life and leisure easy to balance. Hinckley Park is about 0.7 miles away, putting outdoor recreation and green space close at hand. South Portland High School is about 1.3 miles from home, and the surrounding city places shopping, dining, services, and greater Portland destinations within convenient reach. With its corner-lot setting, updated essentials, and flexible bonus rooms, this new listing presents an appealing opportunity to settle into one of southern Maine's most connected communities. See how comfortably this South Portland Colonial can fit your next chapter—book your private showing today.

39 Walker St, South Portland

Listing courtesy of Real Estate 2000 ME/NH.

$1,556,000

4 Beds ⋅ 6 Baths

Commanding 1.76 beautifully landscaped acres in South Portland, this striking contemporary estate redefines modern luxury through the lens of endless possibility. Crafted for those who demand more than the ordinary, the residence pairs monumental scale with private, resort-style amenities. Inside, the home unfolds across a highly functional layout featuring 4+ bedrooms, 6 bathrooms, and two complete kitchens perfectly suited for a multi-generational setup or elite catering. An elevator services the home, connecting the primary living areas to a dedicated fitness wing and private cinema room. Beyond the main living quarters lies an expansive indoor pool pavilion, offering year-round wellness and a dramatic backdrop for grand entertaining. For the visionary buyer, this space holds incredible alternative potential to become a private indoor pickleball court or a spectacular multi-use gallery. Just outside, a rare seven-bay garage stands ready to house an extensive automotive collection or specialized hobby equipment. Located moments from historic downtown Portland, local beaches, and fine dining, this estate offers a rare micro-sanctuary of privacy and convenience.

1050 Highland Ave, South Portland

Listing courtesy of Waypoint Brokers Collective.

$585,000

3 Beds ⋅ 2 Baths

Excellent opportunity to live on a wonderful street in close proximity to the Willard Beach area and all of the Cottage Road shops and restaurants. This 3-4 bedroom home has been in the same family for over 50 years and features beautiful wood floors throughout, large eat-in kitchen and sunny exposures in most rooms. A 1982 addition added a sizeable bedroom and/or family room and a spacious 3 season room overlooking the backyard which offers garden beds and rocky features.. Updated furnace and hot water heater plus a detached 1 car garage make this a very desirable home within minutes to downtown Portland and many outdoor activities.

23 Victory Ave, South Portland

Listing courtesy of Legacy Properties Sotheby's International Realty.

$549,900

3 Beds ⋅ 1 Baths

*** RATE BUY DOWN AVAILABLE *** Enjoy easy living in this 3 bedroom, 1 bath home in a convenient South Portland location. An updated kitchen, wood floors, and charming period details add character, while the deck and 2 car garage offer added appeal. The finished loft above the garage offers expansion possibilities. Close to the golf course, with easy access to the highway, downtown Portland, the Maine Mall, and Mill Creek.

59 Hall St, South Portland

Listing courtesy of Duston Leddy Real Estate.

$595,000

3 Beds ⋅ 2 Baths

802 Highland Ave, South Portland

Listing courtesy of F.O. Bailey Real Estate.

$630,000

3 Beds ⋅ 2 Baths

This family home, a 1910 Cape Cod with wrap around porch and original attached barn is being offered for the first time in 60 years. This home is a renovator's dream as it holds onto the bones of its 1910 origins. Tin ceilings, original moldings, and hardwood floors are some of the details of yesteryear. Home offers plenty of potential to make it your own. Location is prime, just steps from the South Portland Green Belt Walkway. Located five minutes from Willard Beach, easy access to Portland Jetport, Maine Mall and I295. This antique cape sits on a half-acre lot; interested parties should verify with the city any potential for a second buildable lot. Property being sold in "As Is" condition.

98 Evans St, South Portland

Listing courtesy of Plowman Realty Group.

$588,000

3 Beds ⋅ 2 Baths

Welcome to the brightest house on the block! This charming bungalow features 3-4 bedrooms and 2 full bathrooms, combining classic character with abundant natural light throughout the day. Enjoy gleaming, newly refinished hardwood floors and a freshly painted interior. Step through the spacious mudroom into a sun-filled living area that flows seamlessly into the dining room and kitchen. Looking for single-level living? The main floor offers two versatile bedrooms (or home office spaces) alongside a full bath. Upstairs, the expansive primary suite boasts generous closet and storage space, plus a flexible additional room ideal for a bedroom, office, or playroom. Out back, the fully fenced yard maximizes every inch with a spacious patio, built-in fire pit, and a handy shed for storage or a workshop. Nestled in South Portland's desirable Thornton Heights neighborhood, you'll enjoy effortless access to I-295, I-95, downtown Portland, local beaches, and everything that makes Southern Maine special. Truly move-in ready, we invite you to come see this bright, beautiful home for yourself! Open house on Saturday, 10/17 from 10 AM - 11:30 AM.

15 Thirlmere Ave, South Portland

Listing courtesy of Cates Real Estate. aimee@catesre.com

$405,000

2 Beds ⋅ 1 Baths

This classic bungalow offers two bedrooms and one bathroom, approximately 806 square feet, situated on approximately 0.1 acres of well-landscaped grounds. The home features hardwood flooring throughout and an updated kitchen. Located in a sought-after neighborhood. The property is close to the airport, shopping, beaches, sporting event, concert, and dining venues.

65 Keswick Rd, South Portland

Listing courtesy of Coldwell Banker Realty. 207-773-1990

$799,000

6 Beds ⋅ 5 Baths

One home, so many possibilities! Located in South Portland, this spacious Colonial offers something you don't find every day: a separate two-bedroom accessory dwelling unit (ADU) with its own private entrance, kitchen, living room, and full bath. Whether you're looking for potential rental income to help offset your mortgage, a comfortable space for aging parents, or a place for adult children to maintain their independence, this property offers flexibility for a variety of living arrangements. The main home features hardwood floors, a living room with built-ins and a wood-burning fireplace, a kitchen with granite countertops, stainless steel appliances and center island, and a formal dining room. Enjoy the bright, heated sunroom and the convenience of a first-floor bedroom. Upstairs, the primary suite includes a private bath, walk-in closet, and balcony, along with two additional bedrooms and second-floor laundry. The finished basement provides even more usable space for a home gym, office, or recreation room. Outside, you'll find updated siding, windows and exterior doors, a heated two-car garage, generous parking, and a spacious deck overlooking the backyard. Conveniently located near Portland, shopping, restaurants, and major commuting routes. Live in one space and explore the rental potential of the other, or bring multiple generations together under one roof while maintaining privacy. Great opportunity for an in-home business as an added bonus! Buyers encouraged to perform due diligence on potential options. At 1309 Broadway, you have options! Home is cross-listed in multifamily MLS# 1684204.

1309 Broadway, South Portland

Listing courtesy of EXP Realty.

$395,000

4 Beds ⋅ 2 Baths

Classic split-entry home featuring a first-floor primary bedroom with a private full bath, along with beautiful hardwood and tile flooring throughout the main level. The lower level offers two generously sized bedrooms plus a versatile office or playroom. Conveniently located near I-295 and Scarborough's beautiful beaches. First showings begin at the open house on Saturday the 17th from 11:00 AM to 1:00 PM.

30 Lawn Ave, South Portland

Listing courtesy of Pine Tree Realty of Maine.

$469,900

2 Beds ⋅ 2 Baths

*The seller is willing to contribute toward buyer's rate buy down or closing costs with an acceptable offer!* Welcome to 107 Thirlmere Avenue! Completely remodeled and move-in ready, this charming two-bedroom, one-and-a-half-bath home combines modern updates with an ideal South Portland location. Step inside to discover fresh paint, beautifully refinished hardwood floors, and new luxury vinyl plank flooring. The updated kitchen features quartz countertops, new cabinetry, and stainless steel appliances, while both bathrooms have been tastefully refreshed with modern finishes. The finished basement provides flexible additional living space, perfect for a home office, media room, or workout area. A garage adds convenience and extra storage. Enjoy easy access to downtown Portland, local restaurants, shopping, and nearby beaches. With extensive renovations already completed, all that's left to do is move in and enjoy. Don't miss this opportunity to own a beautifully updated home in one of Greater Portland's most convenient locations!

107 Thirlmere Ave, South Portland

Listing courtesy of Landing Real Estate.

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South Portland Homes for Sale

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