South Portland Real Estate

Welcome to South Portland, a vibrant gem nestled in the heart of Cumberland County, Maine! This charming city, located just across the Fore River from Portland, is a perfect blend of urban convenience and coastal beauty. With its stunning waterfront views, rich history, and a thriving community, South Portland offers a lifestyle that is both relaxed and invigorating.

One of the city's highlights is its picturesque coastline, where you can enjoy scenic parks, sandy beaches, and breathtaking sunsets. Willard Beach is a local favorite, providing a perfect spot for swimming, sunbathing, and beachcombing. The Greenbelt Walkway, a scenic trail that runs along the waterfront, invites residents and visitors alike to explore the area’s natural beauty while enjoying a leisurely stroll or bike ride.

South Portland is also home to a diverse array of dining and shopping options. From quaint cafes to upscale restaurants, the culinary scene here caters to every palate. The bustling Mill Creek area is filled with charming boutiques and local shops, making it a delightful place to spend an afternoon.

For families, South Portland boasts excellent schools and a strong sense of community. The city hosts numerous events throughout the year, from farmers' markets to summer concerts, fostering connections among residents.

With its blend of suburban charm and urban amenities, South Portland is not just a place to live; it’s a place to thrive. Whether you’re seeking a cozy home, a vibrant community, or a coastal lifestyle, South Portland welcomes you with open arms. Come discover the magic of this Maine treasure!

Newest Listings in South Portland

$549,900

3 Beds ⋅ 1 Baths

Meeting House Hill Bungalow!! Nestled on a quiet dead-end street in the heart of Meeting House Hill, this charming Arts & Crafts-era home preserves its authentic architectural character alongside modern electrical upgrades. Large windows (including original stained-glass) illuminate a bright interior featuring high ceilings, original moldings, gorgeous hardwood floors, and a wood-burning fireplace framed by a period mantel and built-in bookcases. The quintessential Bungalow front porch provides a peaceful spot to relax outdoors, while the sought-after neighborhood offers easy walking access to local favorite restaurants, marinas, and nearby Willard Beach. Featuring a full unfinished basement, a spacious walk-up attic ready for future expansion, and a large detached two-car garage, this property offers incredible upside potential. Priced accordingly for the savvy buyer, it is a rare coastal gem combining timeless Arts & Crafts character, modern electrical upgrades throughout, and unbeatable walkability.

63 Vincent St, South Portland

Listing courtesy of Coyne Webber Real Estate Associates, LLC. 207-772-4663

$435,000

2 Beds ⋅ 2 Baths

OPEN HOUSE 9/13 2pm - 4pm. Welcome to this beautifully updated 2 bedroom, 2 bathroom home in South Portland. Thoughtfully refreshed and finished throughout, this home presents a clean, modern feel with the convenience of being close to everything. Enjoy easy access to shopping, dining, parks, trails, and everyday amenities, with plenty of opportunities for walking and biking right nearby. Some favorites include, Thompson's Point, Greenbelt Trail, Bug Light State Park and Willard Beach. The home has been newly finished throughout, creating a bright and inviting space that's ready to enjoy. Outside, you'll find even more to love, including a brand new shed, beautifully established gardens, and new fencing that adds both privacy and charm. Whether you're relaxing at home, entertaining, gardening, or exploring all that South Portland has, this property provides an ideal combination of comfort, convenience, and location. A wonderful opportunity to own a move in ready home in one of Southern Maine's most desirable communities!

1232 Broadway, South Portland

Listing courtesy of Maine Real Estate Co.

$410,000

3 Beds ⋅ 1 Baths

A rare opportunity to own an affordable Colonial offering solid structure and endless potential in one of South Portland's most convenient locations! Maintained by one owner for 39 years, this well-loved home features classic hardwood floors, a bright living room, a formal dining room, and fresh paint throughout. The generous kitchen offers tile flooring, an abundance of cabinetry, and a desk nook. All 3 bedrooms and the full bath are located upstairs.. Outside, enjoy a large, fully fenced backyard with a back deck and mature trees. Sold as-is with no further seller updates, this home provides a solid foundation ready for the next owner to bring their own ideas, make modern improvements, and build instant equity. Minutes to highways, shopping, and dining. Open House Sunday 09-13-2026 from 11am - 12:30pm.

12 Ridgeland Ave, South Portland

Listing courtesy of Berkshire Hathaway HomeServices Verani Realty. (207)749-4699

$515,000

3 Beds ⋅ 2 Baths

New roof and hot water heater! This low-maintenance South Portland Ranch offers easy single-level living in a convenient neighborhood setting. Features include 3 bedrooms, 1.5 baths, updated hardware in the kitchen, two appliances, fresh paint, hardwood and vinyl flooring, newer windows and doors, and a hearth. The level backyard is easy to enjoy and maintain, while the Country Gardens neighborhood is wonderfully quiet, and convenient to beaches, shopping, and the highway. Our seller loves looking at the nicely maintained with a wood buffer yard while washing dishes at the sink. Come say hello at the open house this weekend!

145 Settler Rd, South Portland

Listing courtesy of Waypoint Brokers Collective. monica@waypointbrokers.com

$579,000

3 Beds ⋅ 1 Baths

Tucked into a peaceful South Portland neighborhood just minutes from Knightville, beaches, and downtown Portland, 122 Boothby offers that rare combination of convenience and comfort. Inside, natural light fills the home, where thoughtful updates have created spaces that feel fresh, warm, and easy to live in. The bright and spacious kitchen features under-cabinet lighting, an oversized island, and a functional layout, equally suited to quiet weeknight dinners and evenings gathered with friends. Three bedrooms, custom built-ins, hardwood floors, and a beautifully renovated bathroom are complemented by practical improvements including updated lighting, cordless blinds, an insulated foundation, and an energy-efficient heat pump water heater. Out back, the yard feels like a private retreat, with plenty of space for al fresco dinners, morning coffee, gardening, or just a shady afternoon beneath the trees. Trout Brook trail is just steps away, while South Portland's everyday conveniences are a short drive down the road. Walk, run, or bike through the surrounding neighborhoods, spend the afternoon at the beach, grab dinner or ice cream in South Portland, or cross the bridge into Portland for a night out. Light-filled, thoughtfully updated, and incredibly well situated, 122 Boothby is a home that makes it easy to settle in, and difficult to leave.

122 Boothby Ave, South Portland

Listing courtesy of Locations Real Estate Group LLC.

$479,900

3 Beds ⋅ 2 Baths

This renovated 1931 classic New Englander style home with covered front porch is located in South Portland's sought-after Stanwood Park neighborhood. The renovated 3-bedroom, 2-bath home blends timeless New England character with move-in-ready updates, including refinished hardwood floors, all new windows, and a bright new kitchen with quartz counters, white painted cabinetry, and stainless appliances. The first level includes a dining room, a living room, and primary bedroom with full bath. The second level offers 2 additional bedrooms and a full bath. Modern conveniences include new heat pumps for heating and cooling on the second level. Stanwood Park offers tree-lined streets, easy access to shopping and Millcreek Plaza, nearby green space at Winnick Woods and Hinckley Park, and a quick commute to downtown Portland.

34 Romano Rd, South Portland

Listing courtesy of Town & Shore Real Estate.

$549,900

2 Baths

Investment Opportunity in the Heart of South Portland. Rare opportunity to own a corner-lot property featuring two buildings and multiple potential income-producing uses. The property includes a two-unit duplex plus an additional commercial building, offering an investor the flexibility to explore a variety of possibilities. The duplex features two residential units. The first-floor Unit 1 offers two bedrooms and has benefited from recent updates throughout. Unit 2, located on the second floor, offers one bedroom and is currently being rented for $1550. The adjacent former restaurant space provides additional potential for redevelopment and may offer the opportunity to convert the existing space into an additional residential unit for a potential three-unit property, subject to applicable zoning, permitting, and code requirements. With a desirable corner-lot location in the heart of South Portland, convenient access to local amenities, and multiple potential avenues for future use, this property presents an excellent opportunity for investors, owner-occupants, or developers looking to add value in a sought-after location. Location, location, location!

449 Main St, South Portland

Listing courtesy of EXP Realty.

$319,995

1 Beds ⋅ 1 Baths

Newly Renovated Sixth-Floor Condo with City & Water Views. Experience coastal living at its best in this beautifully renovated one-bedroom condo at Breakwater, one of South Portland's most sought after waterfront communities. This light filled condo features sweeping city and water views from the living room and your private balcony. This is the perfect spot to enjoy morning coffee, evening sunsets, or the ever changing coastal scenery. Inside, the thoughtfully updated space offers comfortable, low-maintenance living with an inviting open feel and plenty of natural light. Breakwater provides the convenience and peace of mind of 24/7 secured access with front door personnel, plus one reserved parking space and ample visitor parking. The location is hard to beat. Enjoy easy access to Willard Beach, Greenbelt Trail, Bug Light, local restaurants, SMCC, Spring Point Marina, and more. Whether you're looking for a full-time residence, a peaceful coastal retreat, or a convenient South Portland home, this condo offers an exceptional opportunity to enjoy the best of Maine's coastal lifestyle. Renovated. Views. Private balcony. Secure building. Reserved parking. Unbeatable coastal location. Come see why Breakwater is such a desirable place to call home. OPEN HOUSE SATURDAY 9/12 10AM-12PM

148 Breakwater Dr Unit 619, South Portland

Listing courtesy of Maine Real Estate Co.

$3,450,000

3 Beds ⋅ 2 Baths

Cape's Edge, is set on a rocky promontory where Casco Bay meets the mouth of Portland Harbor, Cape's Edge is a rare seaside retreat perched, quite literally, at the water's edge, where the tide rises close enough to touch the foundation. First built in 1920 and thoughtfully expanded for modern living, this cottage-rooted home commands panoramic views across the bay to Maine's iconic lighthouses, historic Fort Gorges, and the passing ships of the working channel. A mature landscaped buffer lends uncommon privacy, letting the ocean take center stage. The home settles gracefully into its landscaping and setting, so completely of its place that stepping through the door feels like arriving at an oceanside bungalow in Carmel-by-the-Sea, California. Inside, an open plan gathers a chef's kitchen and generous dining area, while a sunroom wrapped in windows draws the ocean and light indoors. The sunken living room, warmed by a gas fireplace, frames the water beyond. The first-floor primary opens to easterly sunrises and the gardens; a second main-level bedroom and a third upstairs, living like a private suite with its own roof top deck, provides flexible, comfortable space. Outside, an oceanside stone terrace sets the stage for entertaining, while the rooftop deck rises to truly commanding views and hours of open sun. Rarest of all along this coast is the pairing the site affords: a home perched high on rock and ledge, yet with a sandy beach just beside it, reached by the property's own private path. An attached two-car garage, mudroom, and pantry answer the practicalities of year-round living. As part of the Danforth Cove community, residents also enjoy tennis, all just minutes from South Portland's shops and restaurants and the culture of downtown Portland. Sited at the very edge of Cape Elizabeth, Cape's Edge is a singular place to call home on the Maine coast.

2 Drew Rd, South Portland

Listing courtesy of Legacy Properties Sotheby's International Realty.

$450,000

2 Beds ⋅ 2 Baths

It's a little bit urban, it's a little bit coastal and totally convenient. Built in 2021, this sun filled, spacious end unit was thoughtfully designed with 2BR, 1.5 bathrooms and finished with the features you desire. Immediately you will notice the 9' ceilings, custom tile work in the bathrooms, stone countertops and shaker-style painted cabinets throughout the kitchen. Additional amenities include a wine refrigerator, washer and dryer, built-in Sonos speaker system and a newly designed office / flex space in the lower level. Relax with your morning coffee on your private balcony knowing that your car is just steps below in your attached garage. Built with an eye for quality and value, this sleek, modern townhome makes a statement that matches your lifestyle...a home you'll be proud to own! 531 West is conveniently located within walking distance to shopping, restaurants, walking trails and just minutes to Interstate I95. Please note: Staged photos were done for prior listing. Condominium is currently not staged.

531 Westbrook St Unit 10, South Portland

Listing courtesy of Town & Shore Real Estate.

$475,000

3 Beds ⋅ 1 Baths

Filled with period charm and thoughtfully updated for modern living, 13 Columbus Avenue is a welcoming home offering the ease of single-level living in a convenient South Portland location. Freshly painted throughout and featuring a new roof, the home offers gleaming wood floors, granite countertops in the kitchen, and three spacious bedrooms. A fenced yard and hardwired shed provide a private and functional outdoor setting, while well-maintained details and original character create a warm, inviting atmosphere. Ideally situated near South Portland's shops, restaurants, parks, and waterfront, with Portland just minutes away, this charming home offers an appealing blend of character, comfort, and location.

13 Columbus Ave, South Portland

Listing courtesy of Legacy Properties Sotheby's International Realty.

$485,000

4 Beds ⋅ 1 Baths

Perfectly situated in South Portland's desirable Ferry Village neighborhood, this charming home offers an exceptional combination of location, character, and comfortable living. This home puts you within easy reach to local shops, amenities, popular restaurants and pubs, while being just minutes from some of the area's most beautiful destinations, including Cape Elizabeth and Portland's vibrant waterfront. Inside, the first floor offers generously sized and thoughtfully separated rooms, including a galley style kitchen, dining room with built-in cabinetry, and spacious living room. While some thoughtful updates have been made over the years, much of the home's original character and charm remains, creating a sense of warmth and personality that make older homes so special. Upstairs, four bedrooms and a full bathroom provide flexibility and plenty of space for family, guests, or a dedicated home office. Outside, start your morning with coffee on the covered front porch or unwind at the end of the day on the back deck overlooking the private backyard; an inviting setting for relaxing, entertaining, or simply enjoying the seasons. The character, charm, space, and location are all here just waiting for its next owner to add their own personal touch! Come make this house your home!

111 Mussey St, South Portland

Listing courtesy of Portside Real Estate Group.

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