South Portland Homes under $400,000

Welcome to South Portland, Maine—where coastal charm meets vibrant community living! Nestled in Cumberland County, this picturesque city offers a perfect blend of urban amenities and natural beauty. With its stunning waterfront views, lush parks, and a rich history, South Portland is an ideal place to call home.

One of the greatest appeals of South Portland is its diverse housing market, especially for those seeking affordable options. Here, you can find a variety of homes under $400,000, catering to first-time buyers, growing families, and anyone looking to invest in a thriving community. These homes range from cozy single-family residences to charming townhouses, each offering unique character and modern conveniences.

Living in South Portland means you’re just minutes away from the bustling city of Portland, while still enjoying a quieter suburban atmosphere. Residents often take advantage of the scenic trails along the waterfront, perfect for morning jogs or leisurely strolls. The city is also home to a variety of local shops, restaurants, and cultural attractions, ensuring there’s always something to explore.

Families will appreciate the highly-rated schools and community programs, making it an ideal environment for raising children. With a strong sense of community and a welcoming spirit, South Portland is more than just a place to live; it’s a place to thrive.

If you’re looking for a home that combines affordability with an exceptional quality of life, South Portland, ME, is waiting for you. Discover your dream home today and become part of this delightful coastal community!

Newest South Portland Homes under $400,000

$385,000

2 Beds ⋅ 1 Baths

Beach days, Portland nights, and home in between. Welcome to Ferry Village. This charming New Englander puts coastal South Portland at your doorstep, with the waterfront nearby and the energy of Portland just minutes away. And if you've been condo shopping, take another look! This is a chance to own your own home in Ferry Village, without HOA fees or HOA rules. An abundance of natural light gives the home a warm, comfortable feel, with inviting living spaces that make the most of its classic New Englander charm. Upstairs, two bedrooms and a full bath are joined by an adjoining flex room off one of the bedrooms - ideal for a home office, dressing room, hobby space or whatever suits your needs. Glimpses of the water serve as a reminder of just how close you are to the coast. Back downstairs, existing plumbing provides a head start for a potential half bath or relocated laundry, while off-street parking adds another welcome convenience. But here, so much of the lifestyle extends beyond the front door. Grab your morning coffee at Second Rodeo, head down to the marina, or spend the day exploring Willard Beach, Spring Point, Bug Light and South Portland's waterfront. Local restaurants and neighborhood favorites are close by, and when Portland is calling, head across the bridge - or leave the car at home and catch the bus from the new stop directly across the street. Whether you're hoping to put down roots, purchase a first home, simplify, or find an alternative to condo living, this property offers an appealing opportunity to make Ferry Village your home - a chance to buy into the lifestyle and location you want today, with a home that's yours to make your own.

56 Sawyer St, South Portland

Listing courtesy of Keller Williams Realty. scottandsunny@kw.com

148 Breakwater Dr Unit 811, South Portland

$375,000

1 Beds ⋅ 1 Baths

Facing east over Spring Point, Breakwater Marina and Casco Bay, this one-bedroom condo starts each day with beautiful morning light and an ever-changing view of the water. Inside, the efficient floor plan makes smart use of the space, with built-ins adding both storage and functionality. New carpet gives the bedroom a fresh update. Set along South Portland's waterfront, the location makes it easy to enjoy everything just outside your door, from strolls along the Greenbelt to Willard Beach, Spring Point and local restaurants. Under 10 minutes from downtown Portland, this location gives you easy access to both cities and the water!

148 Breakwater Dr Unit 811, South Portland

Listing courtesy of Portside Real Estate Group.

$325,000

2 Beds ⋅ 1 Baths

Coastal living at an approachable price! This townhouse-style condo puts you in the heart of South Portland, just minutes from downtown Portland. Freshly painted throughout, this bright, move-in-ready 2-bedroom, 1-bath condo offers a blank slate to truly make the space your own. A spacious entry with in unit laundry leads into the home with your sun-drenched kitchen to the left which opens to the generous living room space and yard out back. Upstairs you will find two spacious bedrooms and a full bathroom. Step out back onto the Greenbelt Trail, or head a few minutes to Willard Beach and Bug Light Park. Scratch Bakery, SMCC, Mill Creek shopping, and Knightville's growing dining scene are all close by. Assigned parking, a modest HOA fee, pets and rentals allowed, make this a smart buy for first-time owners, downsizers, and investors alike. Opportunities like this in SoPo don't last long. Schedule your showing today!

139 Broadway Unit 11, South Portland

Listing courtesy of Portside Real Estate Group.

148 Breakwater Dr Unit 311, South Portland

$269,000

1 Beds ⋅ 1 Baths

148 Breakwater Dr Unit 311, South Portland

Listing courtesy of Century 21 North East.

$359,000

2 Beds ⋅ 2 Baths

OPEN HOUSE SUNDAY 10/4 11:30 TO 12:30 Enjoy condo living in one of South Portland's desirable locations! If you enjoy coastal Maine living, you won't want to miss this perfectly placed 2 bedroom corner unit. Enjoy easy access to the Greenbelt Walkway, with miles of walking and biking trails, including scenic sections along the beautiful Maine coast. This cozy condo features a first-floor bedroom, full bath and first floor laundry. The upper-level loft offers flexible additional living space, complete with a half bath perfect for guests, an office or a relaxing retreat. With a low HOA fee, parking this condo has it all. Move right in and enjoy being just minutes from great local restaurants and close beaches.

139 Broadway Unit 22, South Portland

Listing courtesy of Landing Real Estate.

148 Breakwater Dr Unit 619, South Portland

$309,900

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.

148 Breakwater Dr Unit 619, South Portland

Listing courtesy of Maine Real Estate Co.

$275,000

2 Beds ⋅ 1 Baths

Welcome to Cole Street Condominiums! This 2nd floor beautifully remodeled 2-bedroom, 1-bath condo w/ washer + dryer hookup has been thoughtfully updated inside and out, featuring luxury vinyl plank flooring, granite countertops, and quality craftsmanship throughout. Ideally situated along the highly sought-after Greenbelt Trail, this location offers miles of scenic walking and biking paths right outside your door. Enjoy the perfect balance of convenience and recreation, with Portland's vibrant Old Port, restaurants, shops, and waterfront attractions just a short drive away. Whether you're looking for a low-maintenance home, a weekend retreat, or an investment opportunity, this move-in-ready condo is one you won't want to miss.

9 Cole St Unit 1C, South Portland

Listing courtesy of F.O. Bailey Real Estate.

$279,000

2 Beds ⋅ 1 Baths

STILL RENTING? HOMEOWNERSHIP IN SOUTH PORTLAND MAY BE CLOSER THAN YOU THINK!! This 2 bedroom condo creates an opportunity to stop simply paying rent and start building equity of your own.Whether you are a first-time home buyer,downsizing, or looking for an easy , low-maintenance lifestyle, Unit 66 offers 967 square feet, two bedrooms, private and secure building access, along with amenities including an outdoor pool and garden-all just minutes from Portland, shopping,dining and major commute routes.

751 Main St Unit 66, South Portland

Listing courtesy of Keller Williams Realty.

$314,900

2 Beds ⋅ 1 Baths

Nestled at the end of a quiet, little-known street, this sweet Cape offers privacy and convenience just minutes from the Portland waterfront, I-295, and all that South Portland has to offer. The first floor features an inviting eat-in kitchen with newer appliances, a thoughtfully renovated bathroom with modern finishes, a cozy living room, and two bedrooms. Upstairs provides flexible bonus space perfect for a home office, yoga studio, craft room, or additional storage. Enjoy your morning coffee or unwind in the screened porch while taking in peaceful pond views. Recent improvements include a new roof, a newly paved driveway, two new windows, and an updated electrical panel, adding both value and peace of mind. This little gem is packed with opportunity in a sought-after location.

84 Jackson St, South Portland

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

$225,000

1 Beds ⋅ 1 Baths

Welcome to Cole Street Condominiums! This beautifully remodeled 1-bedroom, 1-bath condo has been thoughtfully updated inside and out, featuring luxury vinyl plank flooring, granite countertops, and quality craftsmanship throughout. Ideally situated along the highly sought-after Greenbelt Trail, this location offers miles of scenic walking and biking paths right outside your door. Enjoy the perfect balance of convenience and recreation, with Portland's vibrant Old Port, restaurants, shops, and waterfront attractions just a short drive away. Whether you're looking for a low-maintenance home, a weekend retreat, or an investment opportunity, this move-in-ready condo is one you won't want to miss.

9 Cole St Unit 2A, South Portland

Listing courtesy of F.O. Bailey Real Estate.

$399,000

4 Beds ⋅ 1 Baths

Located on a quiet dead-end street in South Portland's Highland neighborhood, this 4-bedroom, 1-bath home offers a convenient location with easy access to I-295, the Maine Turnpike (I-95), the Maine Mall, Mill Creek, downtown Portland, and destinations throughout Southern Maine and north toward Brunswick. Available for the first time since 1962, the home has been cared for by the same family for more than 60 years. Recent improvements include a newer roof and a brand-new water heater. The finished basement adds usable living space that offers flexibility for a variety of needs. The property includes a spacious backyard, providing a generous amount of outdoor space. The Highland neighborhood is well connected to many of South Portland's community amenities. The South Portland Community Center, South Portland High School's athletic courts, and the South Portland Greenbelt Walkway are all within walking or biking distance, with shopping, restaurants, and everyday services just a short drive away. Showings begin Saturday.

38 Bonnybriar Rd, South Portland

Listing courtesy of CENTURY 21 Advantage.

148 Breakwater Dr Unit 818, South Portland

$299,000

1 Beds ⋅ 1 Baths

Wonderful opportunity to own a waterside property in South Portland's popular Breakwater Condominiums. This 1 Bedroom, 1 Bathroom penthouse condo is among a limited number of units with a bay-style window. The unit's orientation features an expansive view of Portland's lovely & historic city skyline. It even offers peaks across the Fore River of Portland's active harbor. The condo is flooded with natural light, and the deck is the perfect place to watch year-round sunsets in the comfort of your own home. Unit comes with a reserved parking spot (plus plenty of parking for guests) and 24-hour security. A thriving community garden is a rare offering in today's condo market. Breakwater offers incredible walkability and convenience. This prime location is a stone's throw from an array of eateries, shops, SMCC, Willard Beach, Spring Point, lighthouses, a marina, the greenbelt trail, major roads, services, and shopping. Fantastic rental, pied-à-terre, or entry homeownership.

148 Breakwater Dr Unit 818, South Portland

Listing courtesy of Portside Real Estate Group.

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