South Portland Maine Homes For Sale | Just Listed!

Privacy, character and convenience are the touchstones of this custom built 4 BR/2.5 bath home on 1.1 acres less than 10 minutes to the Old Port. Situated on a quiet cul-de-sac in one of South Portland's premier neighborhoods. Spacious light filled living areas greet you and the well-designed circular floor plan offer flexibility and living at its upmost comfort. Come see the large eat-in kitchen with a new butcher block topped island. The antique restored wood beams offer a special grandness while the newly installed pellet stove instantly warms the kitchen during those chilly Maine evenings. Check out the amazing great room with its soaring ceilings and oversized windows. Again the antique wood beams make their stately appearance! This room is centered with a magnificent double sided fieldstone fireplace. The family room boasts gleaming hardwood floors, the second side of the double sided fireplace, beautiful built-ins and a slider which you can exit to the expansive cedar deck overlooking the lush yard and bubbling brook. The formal dining room is perfect for family holiday meals. An updated 1/2 bath and beautiful laundry room round out the first floor of this home. Upstairs the discerning buyer will find 4 large sized bedrooms. The primary suite features a cork floor, with a walk-in closet. Enjoy the spa-like primary bath featuring two sinks, a separate shower, soaking tub and abundant natural light. Downstairs, the finished walk out basement features a home office/gym/workout space, in addition to a workshop area. This property is close to the back entrance of Hinckley Park and the new Petrlik Conservation Area. This one-of-a-kind property boasts an extra large yard, mature perennials, Level 2 EV charger and a freshly painted interior and exterior. Open Houses Saturday 9/19 1-3pm and Sunday 9/20 1-3pm.

55 Higgins Ln, South Portland

Listing courtesy of RE/MAX Shoreline.

$575,000

Enjoy the convenience of South Portland living from this beautifully updated 3-bedroom, 2-bath Cape, tucked along a quiet dead-end street while keeping local amenities and Downtown Portland within easy reach. Inside, a thoughtfully designed layout offers flexibility for a variety of needs, including the option for single-level living with a first-floor bedroom and full bath. The updated kitchen feels fresh and polished, flowing naturally into the home's comfortable living spaces, while the beautifully updated first-floor bath adds a modern touch. Upstairs, two additional bedrooms offer generous closet space alongside a second full bath and the convenience of a dedicated laundry room. The finished basement extends the living space even further, creating a versatile area for a recreation room, media space, home office, hobbies, or additional living space. Outdoors, a welcoming front porch sets the tone, while the fenced backyard offers plenty to enjoy. A spacious deck leads directly to the above-ground pool, creating an inviting setup for summer days, and two sheds provide ample storage for outdoor gear and seasonal items. The location brings even more to appreciate, with access to the Eastern Trail nearby for walking, running, and biking, along with the South Portland Community Center, schools, local favorites like Docks Seafood, shopping, recreation, and everyday conveniences. Downtown Portland and the Old Port are also just a short drive away. With updated interiors, flexible living spaces, outdoor amenities, and a well-connected South Portland location, this Cape offers an appealing combination of comfort, convenience, and versatility.

73 Bonnybank Ter, South Portland

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

$359,000

1 Beds ⋅ 1 Baths

Easy single level living in a well connected South Portland location. 16 Colonial Avenue is a thoughtfully laid out ranch with a spacious kitchen featuring a center island, dedicated laundry room, attached garage, and an easy connection to the outdoors. The home offers one bedroom and one full bath, along with additional finished space in the basement that has previously served as a second bedroom and lends itself equally well to a home office, den, or rec room. A covered front porch adds character, while the freshly painted back deck opens to a generous, level backyard with plenty of space to garden, gather, or enjoy as is. With a flexible footprint and opportunities to adapt the space over time, this home offers more than its one bedroom designation might suggest. Beaches, public transportation, local amenities, and downtown Portland are all within easy reach, making this an especially convenient place to call home.

16 Colonial Ave, South Portland

Listing courtesy of Portside Real Estate Group.

$589,900

4 Beds ⋅ 1 Baths

Welcome to this inviting 4-bedroom, 1-bath home in South Portland's sought-after Meetinghouse Hill neighborhood, where classic charm meets everyday convenience. Freshly updated with new siding, this home offers a warm and welcoming layout with beautiful wood floors, high ceilings, and plenty of space to live, work, and gather. The open living and dining area creates a natural hub for entertaining or relaxing, while the well-designed U-shaped open kitchen keeps everything within easy reach. A first-floor bedroom and beautiful new full bath offer flexibility for guests, single-level living, or a convenient home office setup. Speaking of working from home, the dedicated first-floor office provides the perfect quiet space for your workday, hobbies, or studies. There is even a new boiler to keep everything cozy. Upstairs, you'll find additional bedrooms ready to adapt to your needs, while outside, a one-car garage provides valuable storage and parking. Step outside to the deck overlooking the fenced backyard, a wonderful spot for morning coffee, summer dinners, gardening, or letting everyone enjoy a little outdoor space. But perhaps the best feature is the location. Step outside and you're close to the Trout Brook Nature Preserve and Greenbelt Trails for fresh air and outdoor adventures, while local favorites like Red's Dairy Freeze and Otto Pizza make it easy to enjoy some of the best of South Portland. And with Mill Creek and downtown Portland just a short distance away, restaurants, shopping, entertainment, and city amenities are always within reach. This home has even been pre-inspected for the buyer's convenience. Seller Concessions Available. For a video walk-thru go to YouTube and enter the property address.

35 Providence Ave, South Portland

Listing courtesy of Keller Williams Realty.

$815,000

Welcome home to your coastal farmhouse retreat. Set on a rare, sprawling 1-acre lot, this 1820 home offers the perfect blend of historic character and high-performing modern updates, all just minutes from South Portland's amenities, area beaches, and downtown Portland. At the heart of the home is a sun-drenched kitchen built for gathering and culinary prep, featuring radiant floor heating, a deep soapstone sink, and a professional-grade chef's stove. Two distinct Jotul woodstoves anchor the living spaces, providing classic aesthetic charm and practical, cost-saving winter heat. The layout offers three true bedrooms alongside versatile bonus rooms on both the first and second floors. A standout asset is the finished, heated barn. Equipped with an energy-efficient mini-split, this flexible space is ideal for a home office, studio, or gym, and includes extensive overhead storage. Outside, the expansive grounds offer immediate homesteading potential. The property features six fruit trees (apple, pear, and cherry), a tranquil pond, and a fire-pit area. With ample room for gardens or a chicken coop, this property delivers a highly private, nature-filled setting without sacrificing urban convenience. For a video walk-thru go to YouTube and enter the property address.

58 Fickett St, South Portland

Listing courtesy of Keller Williams Realty.

$899,900

2 Beds ⋅ 3 Baths

GRAND CLOSE OUT ! Single Level Layout - Having 2220 +/- sf. with a beautiful sunny sunroom. This 55 plus community are craftsman-designed homes sited on 18+ designed landscaped acres. This community has17 twin villas consisting of 34 homes offering unmatched quality details & craftsmanship with exceptional HERS & Energy Star features. The showstopper - Primary Ensuite will make you feel like your home is truly a staycation suite featuring an ensuite bathroom with a zero clearance tiled shower and an immense walk-in closet. The home is filled with abundant light, 10' ceilings with large transom windows, hardwood flooring, and the highest quality woodwork. The driveway surfaces are stone pavers that show quality before entering the home. Allow your gatherings to overflow onto your well-landscaped patio area, connecting to nature & outdoor entertaining. Allowances for appliances and lighting are available. Energy Recovery Ventilation (ERV), & pre-wiring for EV cars are just some of the energy efficiencies built into these homes. With the unique opportunity to select from various options and customization, you can create a new home that perfectly reflects your taste and style in this sought-after location close to shopping and dining and an overabundance of world-class recreation. Right here in the area you love. The community has a public gardening feature exclusively for homeowners. Visit our furnished model. Photos shown are of our upgraded Model Home. GPS. 761 Main Street South Portland ME behind King Wood Condominiums. New furnished model located at 3 Puffin

Two Two Plover Way Unit 00, South Portland

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

$549,900

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

Welcome to this beautifully updated 2 bedroom, 2 bathroom home in South Portland. Thoughtfully refreshed and finished throughout with 2 new bathroom remodels and fully updated kitchen, including all new high efficiency windows and doors, 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

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 09-20-2026 from 1pm - 2:30pm.

12 Ridgeland Ave, South Portland

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

$515,000

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

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. Open House Saturday September 19th from 1:30pm-3pm and Sunday, September 20 from 9am-11am.

122 Boothby Ave, South Portland

Listing courtesy of Locations Real Estate Group LLC.

$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.

148 Breakwater Dr Unit 619, South Portland

Listing courtesy of Maine Real Estate Co.

$3,450,000

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.

$435,000

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.

$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.

$475,000

Outstanding townhouse in popular Knightville neighborhood! This impeccable two story townhouse offers a bright, open concept 1st level with a large sunny living/dining room. Glowing laminate flooring and entire wall of windows floods the main floor with plenty of natural light. Generous kitchen features stainless steel appliances, gas range, and breakfast bar with granite counter. Entryway with convenient half bath and spacious closets. Sizable 2nd level offers a master bedroom with large walk-in closet, additional bedroom, and loft style office. Laundry closet and generous full bath with linen closets. High efficiency gas baseboard heat. Strong association, secure building and meticulously maintained property. Close to shopping, café/coffee shops, bakeries, restaurants, grocery stores and parks. Walk to the waterfront and marina, to a brew pub, the supermarkets, or along the Greenbelt Walkway. Just 5 minutes to Portland's downtown and Old Port or Willard Beach. Easy access to several commuter routes. Why pay Portland prices when you can have all this right across the bridge in urban Knightville?

96 Ocean St Unit 7, South Portland

Listing courtesy of Keller Williams Realty.

$600,000

Welcome to this adorable classic Cape Cod, nestled in one of South Portland's most desirable neighborhoods near Willard Beach. Ideally located, this charming home is just minutes from Mill Creek which has convenient access to grocery & hardware stores, banking, restaurants, and more. Enjoy easy access to Willard Beach and several nearby marinas as well. Inside, you'll find a comfortable living area just off the kitchen, overlooking the expansive double lot. The kitchen features a large island that serves as the perfect gathering spot. A second living and dining area provides additional space to relax and entertain, complete with a wood stove/fireplace that adds warmth and ambiance during the colder months.The recently renovated bathroom features tiled surround walls in the tub area and new tile flooring. The first floor includes a bedroom, along with a second flexible room that could be used as another bedroom, home office, or bonus space. Upstairs, two spacious bedrooms feature newer carpeting and plenty of room for family, guests, or additional living space. Recent improvements include fresh interior paint, high-quality vinyl shingle siding, and blown-in exterior insulation in the walls and attic, adding both comfort and efficiency. Outside, the fully fenced yard provides a wonderful space for safe outdoor enjoyment and entertaining. Beautifully landscaped grounds and a large deck create an inviting setting for relaxing or hosting friends and family. The two-car garage is currently set up as a fitness area and storage space but could easily be converted back to accommodate vehicles. A charming home in a fantastic location with thoughtful updates, generous outdoor space, and plenty of flexibility. Call today to schedule your private showing!

220 Pine St, South Portland

Listing courtesy of Keller Williams Realty.

$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.

$475,000

Set within a quiet and convenient South Portland neighborhood, this thoughtfully designed condominium offers almost 2,000 square feet of finished living space across four levels. A direct connection to the Greenbelt places miles of trails at your doorstep, while Willard Beach, local shops, restaurants, and the energy of Portland are all within easy reach by bike--including a scenic ride across the bridge to the Old Port. The main level is designed for effortless everyday living and entertaining, with an open arrangement connecting the kitchen, dining, and living spaces. An updated gas fireplace provides a natural focal point, while a sunny deck extends the living space outdoors. A powder room is discreetly positioned near the stairway to the lower level. Two bedrooms, a full bath, and a conveniently located laundry area occupy the second floor. The private primary suite encompasses the entire third level, creating a generous retreat with ample room for a sitting area or exercise space. A well-appointed bath and two oversized walk-in closets complete the suite, offering a comfortable and restorative beginning and end to the day. The finished lower level adds another versatile dimension to the home, equally suited to a media room, home office, playroom, or fitness space. With its flexible floor plan, thoughtful updates, and exceptional access to South Portland's trails, beaches, and Portland amenities, this residence offers a distinctly connected and easygoing coastal lifestyle.

60 Gary L Maietta Pkwy Unit 18, South Portland

Listing courtesy of Keller Williams Realty. 207-650-6176

$329,000

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

$669,000

2 Beds ⋅ 1 Baths

Just steps from Willard Square and less than half a mile from Willard Beach, 16 Lowell Street puts the best of South Portland right outside your door. Thoughtfully renovated with a blend of modern finishes and timeless character, this inviting home provides comfortable living spaces in an exceptional location. The beautifully renovated kitchen is the centerpiece of the home, featuring a vaulted ceiling with exposed beams, a large island, quartz countertops, stainless steel appliances, and abundant natural light. The living area adds warmth and character with a gas fireplace framed by a custom built-in design, while new flooring, fresh paint, and updated light fixtures give the space a clean, updated feel throughout. The renovated bathroom continues the home's modern feel with new tile flooring, an updated vanity and fixtures, added storage, and a glass-enclosed shower with subway tile. Two heat pumps provide efficient heating and cooling, complemented by updated windows, added insulation, and upgraded electrical and plumbing systems. These thoughtful improvements bring comfort and peace of mind for years to come. Step outside to enjoy the welcoming farmers porch, fenced backyard, and one-car garage. Whether you're sipping coffee on the porch, hosting friends in the backyard, or heading out for a walk to the beach, the outdoor spaces suit the relaxed coastal lifestyle. The basement is also framed for future expansion, adding valuable flexibility for additional living space down the road. And then there's the location. Walk to Willard Beach, grab a morning pastry at Scratch Baking Co., cool off at Willard Scoops, or head around the corner to the nearby park and playground. Bug Light Park, Spring Point, the Greenbelt, Knightville, Mill Creek, and Downtown Portland are all just minutes away. Blending thoughtful updates, original character, and an exceptional location, 16 Lowell St is a special opportunity in the desirable Willard Beach neighborhood.

16 Lowell St, South Portland

Listing courtesy of Signature Homes Real Estate Group, LLC.

$774,900

LOWER YOUR MONTHLY PAYMENT! Seller is offering a mortgage rate buydown incentive with an acceptable offer. Qualified buyers may be able to secure a lower interest rate and reduce their monthly payment. Welcome to 27 Preble Street, a beautifully crafted new-construction Colonial in South Portland's highly desirable Ferry Village. Designed for modern living, this thoughtfully appointed home offers an inviting open-concept layout, soaring ceilings and exceptional attention to detail. At the heart of the home is a custom Kitchen featuring quartz countertops and backsplash, an oversized island for gathering and high-end appliances. The adjoining living area has built-ins and a gas fireplace with modern surround that both capture the eye. A convenient first-floor mudroom area off the side entry and spacious walk-in pantry/laundry area add the organization and storage. Ultra efficient Mathews brothers' windows and doors and the latest technology heat pumps for heating and cooling keep the home quiet and comfortable. Upstairs, the expansive primary suite provides a private retreat, complete with a large walk-in closet including custom cabinetry and a beautifully appointed primary bathroom. Quality construction, thoughtful design, and warm finishes come together to create a comfortable and fresh feel. Set in South Portland's Ferry Village, the location offers the best of the coastal lifestyle within easy reach. Enjoy walking the greenbelt pathway to nearby parks, shops, local restaurants or Willard Beach. 27 Preble offers the rare combination of brand-new construction, exceptional design and outstanding walkability.

27 Preble St, South Portland

Listing courtesy of Cottage & Co Real Estate.

$560,000

LOWER YOUR MONTHLY PAYMENT! Seller is offering a mortgage rate buydown incentive with an acceptable offer. Qualified buyers may be able to secure a lower interest rate and reduce their monthly payment. Welcome to 25 Preble Street, ideally located in South Portland's historic waterfront and highly walkable Ferry Village neighborhood. This charming home offers an appealing combination of period character, modern updates, and local affordability. Enjoy the warmth and charm of an older home but with the updated kitchen and bathrooms, modern heat pumps for 4 season comfort, spray foam insulation for efficiency plus new siding, a fresh driveway and fenced back yard. An oversized shed is perfect for extra storage or primed for a he/she shed after improvements. Just moments from the waterfront, neighborhood shops, restaurants, local parks and beaches and the green belt pathway. A fantastic opportunity to enjoy one of South Portland's most desirable and convenient neighborhoods.

25 Preble St, South Portland

Listing courtesy of Cottage & Co Real Estate.

$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.

$895,000

5 Beds ⋅ 3 Baths

Turnkey Victorian Elegance with Dual-Income Potential & Sweeping Portland Skyline Views Welcome to 332 Broadway--a beautifully renovated Victorian showpiece pairing timeless historic character with exceptional investment versatility on an expansive corner lot. Situated just minutes from Downtown Portland and an easy stroll to Willard Square, this distinctive property delivers coastal convenience, architectural grandeur, and rare multi-unit earning potential. The Main Residence: Step inside to soaring high ceilings, radiant natural light, and breathtaking period craftsmanship. Exquisite custom moldings/trim work, and authentic stained-glass details set an elevated tone throughout. Designed for both gracious entertaining and effortless daily living, the main home offers 4 spacious bedrooms, 1.5 tastefully appointed baths, and an inviting, light-filled layout where historic elegance meets fresh, modern sophistication. The Rental Unit & Skyline Views: An established income generator or flexible guest suite, the dedicated rental apartment adds immediate value. Its standout feature: a private elevated deck capturing panoramic views of the Portland city skyline--the ultimate setting for evening sunsets and entertaining. Grounds, Garage & Second Income Potential: Set on a expansive corner parcel, the exterior features lovely landscaping and a large, private fenced backyard ideal for relaxation and outdoor gatherings. The detached two-car garage, with a large unfinished second floor, provides potential opportunities...a second income-producing unit, a premium guest suite, art/writers studio or a home office suite.

332 Broadway, South Portland

Listing courtesy of Dream Home Realty LLC.

$895,000

3 Baths

Turnkey Victorian Elegance with Dual-Income Potential & Sweeping Portland Skyline Views Welcome to 332 Broadway--a beautifully renovated Victorian showpiece pairing timeless historic character with exceptional investment versatility on an expansive corner lot. Situated just minutes from Downtown Portland and an easy stroll to Willard Square, this distinctive property delivers coastal convenience, architectural grandeur, and rare multi-unit earning potential. The Main Residence: Step inside to soaring high ceilings, radiant natural light, and breathtaking period craftsmanship. Exquisite custom moldings/trim work, and authentic stained-glass details set an elevated tone throughout. Designed for both gracious entertaining and effortless daily living, the main home offers 4 spacious bedrooms, 1.5 tastefully appointed baths, and an inviting, light-filled layout where historic elegance meets fresh, modern sophistication. The Rental Unit & Skyline Views: An established income generator or flexible guest suite, the dedicated rental apartment adds immediate value. Its standout feature: a private elevated deck capturing panoramic views of the Portland city skyline--the ultimate setting for evening sunsets and entertaining. Grounds, Garage & Second Income Potential: Set on a expansive corner parcel, the exterior features lovely landscaping and a large, private fenced backyard ideal for relaxation and outdoor gatherings. The detached two-car garage, with a large unfinished second floor, provides potential opportunities...a second income-producing unit, a premium guest suite, art/writers studio or a home office suite.

332 Broadway, South Portland

Listing courtesy of Dream Home Realty LLC.

$945,000

Built in 2021 and thoughtfully designed for modern living, this beautifully appointed three-bedroom, two-and-a-half-bath home offers the ease and privacy of a single-family home just moments from Willard Beach. The light-filled, open-concept main level features hardwood floors and a stylish kitchen with quartz countertops, stainless steel appliances, gas range, two-tone cabinetry and generous storage. A gas fireplace with tiled surround anchors the living room, while sliding glass doors open to a spacious deck and fenced backyard - ideal for entertaining and summer evenings. A first-floor bedroom provides added flexibility. Upstairs, the primary suite features a beautifully tiled walk-in shower and double vanity, while an additional bedroom enjoys its own bath. Convenient second-floor laundry completes the upper level. The recently finished lower level adds valuable living space with a second fireplace, perfect for a family room, home office or fitness area. Less than half a mile from Willard Beach, this stand-alone condominium has no association fee and offers an exceptional combination of newer construction, low-maintenance living and one of South Portland's most desirable coastal locations.

43 Smith St, South Portland

Listing courtesy of Legacy Properties Sotheby's International Realty.

$675,000

Welcome to 146 Anthoine Street, South Portland! This spacious home blends classic New England charm with modern comfort, featuring inviting living spaces, a super convenient location, and a flexible layout. Now set on 0.21 acres, the property offers a manageable yard with room to relax, garden, or enjoy outdoor gatherings without the upkeep of a larger lot. Conveniently located just minutes from shopping, restaurants, beaches, downtown Portland, and major commuter routes. This home combines comfort, convenience, and accessibility. Perfect for your next chapter in South Portland, call today!

146 Anthoine St, South Portland

Listing courtesy of EXP Realty.

$599,000

Experience the quintessential coastal lifestyle in South Portland's highly sought-after Ferry Village neighborhood. Originally built in 1900, this beautifully maintained 4-bedroom, 2-bath home seamlessly blends historic character with thoughtful recent updates including solar panels. Warm and inviting living spaces are complemented by updated bathrooms and new kitchen cabinets, countertops and appliances, creating a home that feels both timeless and comfortable. Enjoy an exceptionally walkable location just moments from Bug Light Park, Willard Beach, local marinas, the public boat launch, Lyric Music Theater, popular restaurants, bakeries, grocery stores, and everyday conveniences. Outdoor enthusiasts will appreciate the Greenbelt Walkway trail system, which winds through Ferry Village and connects to miles of scenic walking and biking trails, local parks, golf courses, Southern Maine Community College, and Portland's vibrant Old Port. South Portland's outstanding community amenities add even more to the appeal, including a community center with a gym, indoor walking track, swimming pool, and activities for all ages. Move to Ferry Village, one of the area's most desirable coastal neighborhoods--where character, convenience, and an exceptional lifestyle come together. Please note: new deed description will show that the site is 50'x87' or .099 Ac.

144 Sawyer St, South Portland

Listing courtesy of Portside Real Estate Group.

$399,000

REMARKABLE VALUE. EXCEPTIONAL LOCATION. WORRY-FREE LIVING. Welcome to 22 Bayberry Way, offering one of the best locations within one of South Portland's most desirable condominium communities. Quiet, private, and surrounded by nature, this spacious 2-bedroom, huge bonus room over garage, 1.5-bath, 1-car garage home offers over 1,300 SF, an attached garage, and a private brick patio abutting the woods. It lives far more like a home than a typical condo, at a fraction of what comparable space, privacy, and amenities would cost just minutes away in Portland. UPDATED AND UPGRADED. The owner has done a host of updates and upgrades, including fresh paint, new flooring, updated bath and kitchen finishes, and higher-end appliances. Outside, enjoy a low/no maintenance exterior where the owners have just updated siding, windows, doors, skylights, and more. The result is exactly what condominium living should be: low-maintenance, stress-free, and truly lock-and-leave, ideal for a full-time residence, second home, or snowbird lifestyle. The first floor features an open kitchen and dining area, separate living room with wood-burning fireplace, half bath, and direct garage access. Step outside to the private brick patio and peaceful wooded setting. Upstairs are 3 generous bedrooms, a full bath with laundry, and excellent storage. LOCATION. T-Ledge is a professionally managed, pet-welcoming community with a remarkably reasonable condo fee. Just off Highland Avenue, you're minutes from Hinckley Park, South Portland Community Center, nature trails, Fort Williams, beaches, shopping, downtown Portland and major commuter routes. Space. Privacy. Garage. Outdoor living. Extensive improvements. Exceptional management. 22 Bayberry Way is an extraordinary Greater Portland value.

22 Bayberry Way Unit 22, South Portland

Listing courtesy of Benchmark Real Estate.

$499,000

Cherished by the same owners since 1978, this classic South Portland home is ready for its next chapter. High ceilings and original wood and parquet floors set the tone throughout, while a brand new roof, an updated full bath, and fresh paint mean many of the big-ticket items are already done -- leaving you free to update at your own pace. Set on approximately ¼ acre, the property offers a spacious, flexible layout. The first floor includes a comfortable living room, kitchen, dining room, and a family room addition with a convenient half bath. Enter through the enclosed front porch, the side entrance from the driveway, or the back mudroom off the deck. Upstairs are three bedrooms and the recently updated full bath. A detached structure, on file with the City as a garage, offers additional potential as a garage, workshop, or accessory space with the appropriate improvements and approvals. Conveniently located with easy access to Portland and I-295, this is a rare opportunity for buyers seeking a South Portland home with character, space, and room to make it their own.

159 Ridgeland Ave, South Portland

Listing courtesy of Portside Real Estate Group.

$1,725,000

5 Beds ⋅ 4 Baths

Welcome to Harbor Watch--a rare opportunity to live at the helm of one of South Portland's most captivating waterside settings. With an extraordinary crow's-nest perspective overlooking Portland Harbor and the city skyline, this distinctive Ferry Village residence offers a front-row seat to the ever-changing theater of Maine's most vibrant seaport. Rooted in maritime history, the home preserves unique architectural details created by seafarers in the late 1800s, while thoughtful recent updates, an expansion and energy-efficient improvements provide a wonderful foundation for its next chapter. Honor its storied character or bring your own contemporary vision to life--the canvas is yours. And then there are the views. From multiple levels and three decks, watch schooners and working boats cross the harbor, Tall Ships arrive in spectacular fashion, fireworks illuminate the skyline and sunsets give way to Portland's shimmering city lights. Entertain friends with a lobster bake, unwind in the hot tub overlooking the harbor, or simply settle in with your morning coffee and watch the working waterfront come alive. With a nearby marina, you can even hop aboard and arrive in Portland's Old Port by water. A recently added bonus room above the garage offers exceptional flexibility as a home office, media room, guest retreat, entertainment space or potential ADU. Twenty-two solar panels producing approximately 7,498 kWh annually add clean, renewable energy to the home's many thoughtful improvements. Set in beloved Ferry Village with access to Davidson's Beach and the Greenbelt Trail, Harbor Watch is close to neighborhood restaurants, bakeries, coffee shops and the best of South Portland. Historic character. Modern possibility. An incomparable harbor panorama. Harbor Watch isn't simply a place to live--it's a view, a lifestyle and an opportunity that may never come again.

11 Pine St, South Portland

Listing courtesy of Keller Williams Realty.

$615,000

The quality, craftsmanship, and extent of the upgrades throughout this condo make it an exceptional opportunity for its next owner. Thoughtfully improved and meticulously maintained, every detail reflects pride of ownership. Major exterior updates include a new roof, siding, gutters, trim, front windows, and entry door, while heat pumps provide year-round comfort and energy efficiency. Inside, quality finishes such as plantation shutters, crown molding, and chair rail detailing create a timeless, welcoming living space. Designed for convenient first-floor living, the home also features two additional bedrooms upstairs, along with a bonus room off the primary bedroom that is perfect for a home office, TV room, or reading retreat. A beautifully landscaped patio, abundant storage throughout, and an attached garage with direct entry into the home add to its appeal. Ideally situated within a beautifully maintained, park- like association, this property offers the perfect balance of peaceful surroundings and exceptional convenience. Enjoy easy access to everyday amenities, nearby beaches, scenic walking trails, and downtown Portland, making this an exceptional place to call home.

11 Greenbriar Way Unit 11, South Portland

Listing courtesy of Legacy Properties Sotheby's International Realty.

$320,000

Price Adjustment: 1 Cross St. is the perfect project for someone looking for tremendous upside potential. Located in the charming neighborhood across from Broadway Gardens, it is close to schools, shopping and South Portland golf course. This 3 bedroom home is surrounded by exquisite gardens, has a new patio and tons of potential. The family has lived here for 63 years and, yes, it needs updating, so bring your ideas, enthusiasm and renovation skills. Being sold 'as is'.

1 Cross St, South Portland

Listing courtesy of Keller Williams Realty. 207-233-9439

$529,000

Newly constructed 3-bedroom, 2.5-bath townhouse featuring a desirable first-floor primary suite with a private full bath. Thoughtfully designed with luxury wood flooring, granite countertops, and quality craftsmanship throughout. The spacious layout includes two additional bedrooms and a full bath on the second floor, providing plenty of room for family, guests, or a home office. Enjoy the convenience of a one-car garage, a full basement offering abundant storage or future expansion potential, and energy-efficient heat pumps in every room for year-round comfort. Ideally situated along the highly sought-after Greenbelt Trail, this home offers miles of scenic walking and biking paths right outside your door. Conveniently located just minutes from shopping, dining, and Portland's vibrant Old Port district, this property combines modern living with exceptional accessibility and outdoor recreation.

9 Cole St Unit 13, South Portland

Listing courtesy of F.O. Bailey Real Estate.

$849,000

3 Baths

Fully rented 3 unit with 6 bedrooms and 3 baths. Excellent owner occupied or investment property. Showings begin at Open House. Open house on Thurs and Friday 11:00am - 12:00pm.

532 Main St, South Portland

Listing courtesy of Verrill Real Estate, Inc.

$779,000

*CANCELLED - OPEN HOUSE SATURDAY 8/8 FROM 12pm-2pm Welcome to 228 Barnstable Road, ideally situated in a desirable South Portland neighborhood where comfort, convenience, and community come together. This inviting home offers a warm and welcoming feel, with bright living spaces, beautiful hardwood floors, and an abundance of natural light throughout. The spacious bedroom provides a peaceful retreat, featuring classic wood furnishings, generous windows, and a comfortable, timeless aesthetic. Set in a fantastic location, this property offers easy access to South Portland's many amenities, including shopping, dining, beaches, parks, and Portland just minutes away. Whether you're looking for a place to call home or a well-located investment, 228 Barnstable Road offers an excellent opportunity in one of the area's most sought-after communities.

228 Barnstable Rd, South Portland

Listing courtesy of Dream Home Realty LLC.

$650,000

5 Beds ⋅ 2 Baths

We all Know the saying ''LOCATION, LOCATION, LOCATION'' and this property fits the bill. Property boasts a 100'x100' Double Lot. Located near ALL amenities and only 1/4 mile to Spring Point. Open and spacious yard. 1778 sq ft with 5 bedrooms and 2 full bath. 4 out of 5 bedrooms are on 2nd floor with a full bath on each floor. Heated sunroom off living room for year-round enjoyment. Large rooms with lots of closet space/storage. Same owner since 1983. Public Open House 8/2/26 from 11 to 1.

164 Preble St, South Portland

Listing courtesy of EXP Realty.

$775,000

Discover the perfect blend of space, flexibility, and location with this exceptional home set on a beautiful half-acre lot in one of South Portland's most desirable areas. Just minutes from Willard Beach, Bug Light Park, the Greenbelt Walkway, Mill Creek, and downtown Portland, you'll enjoy easy access to waterfront recreation, local restaurants, shopping, parks, and everything this area is known for. Inside, the sun-filled main home features three spacious bedrooms, 2½ baths, oversized rooms, and an abundance of natural light throughout. The flexible floor plan offers multiple living areas to fit today's lifestyle and presents an excellent opportunity for conversion to a two-family home, subject to local approvals. Need more space? Over the garage is an additional 672', already insulated and wired. This could become part of the main home or make a great ADU, with town approval. A dedicated space, most recently used as a hair salon, provides outstanding potential for a home business, private office, creative studio, or additional living space. The addition , which includes the Great Room, Master suite and salon, was added in 1986. Outside, the expansive half-acre lot offers plenty of room to garden, entertain, play, or simply relax in your own backyard oasis. Whether you're looking for a spacious forever home, a property with income potential, or the convenience of living close to South Portland's beaches, trails, and vibrant waterfront, this home is a rare opportunity you won't want to miss.

404 Ocean St, South Portland

Listing courtesy of Coastal Pine Real Estate, LLC.

$689,000

Walk to Willard Beach. Watch the sunset at Bug Light. Grab coffee at Scratch Baking Co. Stroll the Greenbelt. Welcome to 204 Preble Street. Nestled in one of South Portland's most beloved coastal neighborhoods, this charming 2-3 bedroom, 2-bath home is full of character and modern updates, offering the opportunity to enjoy a lifestyle that few locations can match. From your front door, you're just a short walk to Willard Beach, Bug Light Park, the Greenbelt Walkway, Southern Maine Community College, Spring Point Ledge Light, and the vibrant restaurants, cafés, and shops of Knightville and Mill Creek. Downtown Portland is just minutes away, making commuting, dining, and entertainment effortlessly accessible. Inside, you'll find a warm and inviting floor plan featuring hardwood floors, a sun-filled living room, and an updated eat-in kitchen designed for both everyday living and entertaining. The flexible layout provides options for additional bedrooms, guests, a home office, or creative space, while the private primary suite offers a comfortable retreat with generous storage. Seasonal views of Casco Bay add another reminder that the Maine coast is woven into everyday life here. Outside, enjoy a yard with space to garden, relax, or gather with family and friends. Whether you're looking for a year-round home or a place to embrace the best of coastal Maine, 204 Preble Street offers an exceptional combination of location, lifestyle, and opportunity. More than a home, it's a way of life in one of South Portland's most treasured neighborhoods.

204 Preble St, South Portland

Listing courtesy of Keller Williams Realty.

$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.

$499,000

Classic 1930s charm and an unbeatable location come together at 546 Ocean Street in South Portland. This inviting 3-bedroom, 1.5-bath bungalow offers timeless appeal with original hardwood floors, a comfortable layout, and the character that makes these traditional homes so endearingly popular. The partially finished basement provides a versatile bonus room, perfect for a home office, playroom, workout space, or media room, while the attached two-car garage adds everyday convenience and additional storage. Step outside to the brand-new deck, an ideal spot for summer entertaining, grilling, or simply unwinding at the end of the day. Perfectly positioned just minutes from the restaurants, shops, and working waterfront of downtown Portland, you'll also enjoy easy access to the sandy beaches, trails, and coastal beauty of nearby Cape Elizabeth. Whether you're searching for your first home, looking to right-size, or simply hoping to enjoy the best of Southern Maine living, this charming bungalow offers comfort, convenience, and an exceptional location. Pre-Inspected!

546 Ocean St, South Portland

Listing courtesy of Keller Williams Coastal and Lakes & Mountains Realty.

$599,900

Spacious and well-maintained oversized split-level featuring 4 bedrooms, 2.5 baths, and a versatile layout. The large eat-in kitchen provides plenty of room for everyday living and entertaining, while the primary suite offers added comfort. An expansive bonus room with a woodstove creates flexible living space, and the walk-out daylight lower level offers direct access to the backyard. Heat pumps provide efficient year-round comfort, and abundant closet space and storage can be found throughout the home. The attached 2-car garage offers additional storage. Enjoy convenient access to major commuting routes, the Maine Mall area, and a local golf course.

130 Fellows St, South Portland

Listing courtesy of Duston Leddy Real Estate.

$515,000

Welcome to eco-friendly, low-cost living in one of Southern Maine's most desirable locations! This beautiful 3-bedroom ranch at 8 Kenneth Road in South Portland offers over 1,400 square feet of well-designed space, highlighted by an open-concept kitchen and a completely modernized full bathroom on the main floor. The expanded footprint includes a finished basement with a half bath, providing the perfect setup for a family room, home office, or guest space. What truly sets this South Portland home apart are the owned solar panels on the roof, drastically reducing utility bills and providing long-term affordability in today's competitive market. Situated in an incredible neighborhood just minutes from local beaches, parks, shopping, and downtown Portland, this property perfectly blends modern upgrades with unbeatable cost savings.

8 Kenneth Rd, South Portland

Listing courtesy of RE/MAX Oceanside.

$499,000

Welcome to 106 Romano Road, a beautifully updated 3-bedroom, 1-bath home in South Portland's highly sought-after Stanwood Park neighborhood, ideally situated between the sandy shores of Higgins Beach and Willard Beach. Recently refreshed with a brand-new roof, new attic and basement insulation, and new flooring throughout, this home offers even greater comfort, efficiency, and peace of mind for its next owner. Step inside to discover a warm, inviting layout designed for everyday living. Sunlight fills the home, while the fresh flooring creates a clean, modern feel throughout. The finished lower level provides valuable bonus space perfect for a home office, media room, fitness area, playroom, or workshop, offering flexibility to fit your lifestyle. Outside, enjoy a peaceful yard ideal for gardening, entertaining, grilling, or simply relaxing after a day at the beach. Major recent improvements mean less time worrying about projects and more time enjoying everything this exceptional location has to offer. The lifestyle here is hard to beat. Walk to Wainwright Recreation Complex and enjoy miles of trails, athletic fields, playgrounds, and community events. Bring your dog to the nearby dog park, spend summer days at the beach, or take a short drive into downtown Portland for award-winning restaurants, shopping, and entertainment. Whether you're searching for your first home, looking to downsize, or relocating to Southern Maine, 106 Romano Road offers the perfect combination of modern updates, neighborhood charm, outdoor recreation, coastal living, and commuter convenience.

106 Romano Rd, South Portland

Listing courtesy of Keller Williams Realty.

$592,500

4 Beds ⋅ 2 Baths

Prime Location in South Portland! Move right into this beautifully updated 4-bedroom, 2-bath home offering modern style and an open-concept layout designed for today's lifestyle. The kitchen features custom finishes, abundant workspace, and flows seamlessly into the living and dining areas--perfect for everyday living and entertaining. The finished lower level expands your living options with a private bedroom suite offering both comfort and flexibility. Whether you need a guest space, home office, craft room, family room, or workout area, this versatile level can easily adapt to fit your lifestyle. Step outside to the spacious deck, the perfect spot for summer barbecues, morning coffee, or relaxing while overlooking the oversized backyard. With plenty of room for entertaining, gardening, play, and pets, the outdoor space is just as impressive as the interior. Lot is large enough to add up to a 2 car garage. Located in a convenient, walkable neighborhood, you'll enjoy easy access to schools, shopping, local beaches, the jetport, and everything downtown Portland has to offer.

211 Alfred St, South Portland

Listing courtesy of The Maine Real Estate Group.

$849,000

3 Baths

Exceptional Mixed-Use Investment Opportunity in South Portland Rare opportunity to acquire a well-maintained, income-producing mixed-use property in a highly visible Main Street location. This versatile three-unit building offers a diversified income stream with a gross annual income of $70,800, anchored by an established medical office occupying the entire first floor, providing the benefit of stable commercial tenancy. The two residential units above provide additional rental income and strong tenant appeal. Each residential unit features its own washer and dryer, while tenants are responsible for their own heat and electricity -- helping reduce owner expenses and maximize net operating income. Meticulously cared for and truly turnkey, the property offers desirable amenities including off-street parking for up to three residential vehicles, additional on-street parking for tenants, clients, and guests, and convenient access to public transportation. Ideally positioned along South Portland's Main Street corridor, this property is close to local businesses, shopping, dining, downtown Portland, major commuter routes, and area amenities. With proven rental history, strong tenant demand, diversified commercial and residential income, and excellent visibility, this is a rare opportunity to own a stable, cash-flowing investment property in one of Southern Maine's most desirable markets.

597 Main St, South Portland

Listing courtesy of Dream Home Realty LLC.

$1,625,000

4 Beds ⋅ 4 Baths

NEW 2026 Luxury Cottage-style residence: 4 BR | 3.5 BA in a highly sought-after South Portland/Scarborough location. Seamlessly blending coastal charm & modern design. Ideal access to beaches (Higgins), trails, top schools, dining, & I-95. Elegant open-concept floor plan, Chef's Kitchen w/ GE Cafe appliances, oversized island, and walk-in prep pantry. Luxurious Primary Suite features a designer tiled shower and custom closets. Highlights include: statement fireplace, flexible 1st-floor room, full HVAC, custom shelving, and 2-car garage. Expansive backyard, professional sod/irrigation, and paver walkway w/ granite steps. Unparalleled comfort, elegance, and convenience.

130 Fickett St, South Portland

Listing courtesy of Portside Real Estate Group.

$574,000

2 Baths

134-136 Sawyer Street presents an outstanding investment opportunity in one of South Portland's most desirable coastal neighborhoods. This updated two-unit property offers the best of both worlds, whether you are looking to owner-occupy or add a strong asset to your portfolio. Each unit features 3 bedrooms along with additional flexible space perfect for a home office, guest room, workout area, or extra storage. The layouts offer spacious living areas, abundant natural light, and updated finishes that create comfortable and functional living spaces for both owners and tenants alike. Top it off with off street parking for each unit and some outdoor space to enjoy! Located just minutes from downtown Portland and within walking distance to Willard Beach, Second Rodeo Coffee, and Saltwater Grille, tenants and owners can enjoy the best of coastal Maine living right outside their door. Whether you are seeking supplemental rental income, multigenerational living potential, or a long-term investment in a prime South Portland location, Sawyer Street is an opportunity you will not want to miss. Buy today and have this rented tomorrow!

134 136 Sawyer St, South Portland

Listing courtesy of Keller Williams Realty.

$3,300,000

7 Beds ⋅ 5 Baths

An exceptional and increasingly rare offering in South Portland's coveted Willard Beach neighborhood. Two homes 1 Franklin recently remodeled- 4+bedrooms, 3 full baths. 9 Franklin in need of some TLC, 3 bedrooms 2 baths. Now presenting potential for a development (subject to approvals), or an extraordinary multi-generational family compound directly on the beach. Set on a premier waterfront site with sweeping views of Spring Point Ledge Lighthouse, Casco Bay, and the islands, this unique property includes two residences positioned to capture the beauty and energy of Maine's coastline from multiple perspectives. The larger home, recently remodeled, offers four to five bedrooms and expansive living spaces designed to maximize ocean views and natural light. Wake to sunrises over Casco Bay, watch working boats pass through the harbor, and experience true waterfront living from nearly every vantage point. The second residence enjoys its own distinct outlook across the ocean, creating flexibility for guest accommodations, rental income, or extended family living. If utilized as a private compound, there is also potential for an additional buildable lot located in front of the smaller residence, creating the rare opportunity for three separate living spaces -- the primary home, guest residence, and an additional homesite (subject to approvals).

1 & 9 Franklin Ter, South Portland

Listing courtesy of F.O. Bailey Real Estate.

$6,952,000

4 Beds ⋅ 5 Baths

Unparalleled grandeur and pristine craftsmanship define this waterfront estate in South Portland's coveted Loveitts Field neighborhood, magnificently positioned along the ship channel entrance to Portland Harbor. A soaring entryway reveals 10 foot ceilings and bold marble pillars that set the stage for elegant living. The bespoke kitchen showcases two islands, granite countertops, and professional grade appliances, perfectly designed for both everyday living and grand entertaining. Formal dining and living rooms open to a terrace with sweeping ocean and Ram Island views. The primary suite is a sanctuary with a fireplace, balcony, walk-in closet, and a marble bath featuring a soaking tub overlooking Portland Head Light. There are two additional ensuite bedrooms upstairs along with an office or optional fourth bedroom. The walkout lower level presents an exceptional opportunity to create a fifth bedroom and in-law suite. Rich in old-world charm, the space features a separate stone-detailed kitchen, full bathroom, marble fireplace, private theater, ocean views, direct lawn access, and an elevator connecting to the main level. Outdoor living is resort-like with a heated pool, terraces, and 100 feet of waterfront showcasing your private front row seat to the boats of Casco Bay and Portland Harbor. An elegant coastal beauty unlike anything else on the market.

1 Channel Rd, South Portland

Listing courtesy of RE/MAX By The Bay.

$497,900

4 Beds ⋅ 2 Baths

Welcome to this charming 4-bedroom, 2-bath home in the heart of highly desirable South Portland, Maine! Conveniently located just minutes from local beaches, downtown Portland, shopping, restaurants, parks, schools, and major commuter routes, this home offers the perfect blend of character, comfort, and accessibility. Step inside through the practical mudroom, providing the ideal space for coats, shoes, and everyday organization. The spacious living room is warm and inviting, while the recently updated kitchen features beautiful granite countertops, ample cabinetry, and plenty of workspace for cooking and entertaining. Durable laminate flooring flows throughout the home, complementing the original architectural charm and character that have been thoughtfully preserved. The flexible floor plan includes four generously sized bedrooms and two full bathrooms. A first-floor bathroom was added approximately two years ago (not permitted), providing additional convenience for everyday living. Outside, enjoy a fully fenced backyard that's perfect for pets, play, gardening, or summer gatherings. The large driveway offers plenty of off-street parking, while the storage shed provides extra space for tools and outdoor equipment. Relax on the cozy back porch overlooking beautiful perennial gardens that enhance the home's curb appeal year after year. Whether you're searching for your first home, looking for extra space, or hoping to enjoy all that South Portland provides, this move-in-ready property presents an outstanding opportunity in one of Southern Maine's most sought-after communities. Schedule your private showing today!

923 Broadway, South Portland

Listing courtesy of Signature Homes Real Estate Group.

$899,900

3 Beds ⋅ 4 Baths

Introducing a thoughtfully designed 20-unit luxury condominium community nestled in the sought-after Willard Beach area of South Portland. Each residence offers approximately 2,350 square feet of refined living space across three levels. This unit does not have an elevator. The second floor features an elegant open-concept layout that includes the living room, kitchen, dining area, a separate office, a stylish half bath and a porch off of the Livingroom--perfect for modern living and entertaining. On the ground floor, a versatile efficiency suite with a full bath, kitchenette, and private patio offers an ideal space for a caregiver, in-law, or guest. The top floor is home to a spacious primary bedroom with an ensuite bath featuring a tiled shower and a private porch overlooking the treed ridge behind the property. A guest bedroom, additional full bath, and laundry room complete the upper level. Hardwood floors run throughout, and each unit is equipped with two efficient heat sources and cooling for year-round comfort. Set in a quiet neighborhood, the development abuts 4+- acres of protected city-owned land, providing privacy and a natural buffer. Residents will enjoy walking distance to Willard Beach, SMCC, marinas, restaurants, and local shops. Each home also includes a one-car garage, making this an exceptional blend of luxury, location, and lifestyle.

119 Summit Ter Unit 6, South Portland

Listing courtesy of F.O. Bailey Real Estate.

$565,000