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1584 Broadway, South Portland
$635,000
3 Baths
1584 Broadway offers exceptional flexibility, character, and opportunity in a highly convenient location. Currently enjoyed as a single-family home, this property is a legal two-unit with dedicated electric meters for the first and second floors, making it ideal for multi-generational living, owner-occupancy with rental potential, or conversion back to a two-unit setup. The sun-filled first floor features three bedrooms, including one with a separate entrance, along with two full bathrooms. Comfort is enhanced by a natural gas direct-vent boiler and heat pumps on the first floor. The second floor offers a versatile layout with three bedrooms -- or two bedrooms plus a living room -- as well as a small office, full bathroom, and kitchen area. Appliances would need to be added to complete the second-floor unit. Adding even more flexibility, the home includes an office space or bedroom with its own private entrance and bathroom, creating an excellent option for guests, remote work, or added privacy. Throughout the home, natural light and period details create warmth, charm, and timeless appeal. Outside, enjoy a deck overlooking the fenced backyard -- perfect for relaxing, entertaining, pets, or gardening. With its legal two-unit status, flexible floor plan, private entrances, and classic character, 1584 Broadway is a rare South Portland opportunity with room to live, grow, and invest.

1584 Broadway, South Portland

Listing courtesy of Town & Shore Real Estate.

Selling Office: Oberg Insurance & Real Estate Agency, Inc..

338 Ocean St, South Portland
$630,000
6 Beds ⋅ 2 Baths
This South Portland home offers comfort, space, and room to grow. The large, level yard provides plenty of space for outdoor living, gardening, or play, while the unfinished area above the two-car garage offers great potential for future expansion -- think office, studio, or bonus room. Inside, you'll find a bright and practical layout with updated flooring, newer windows, and recent system improvements for peace of mind. The kitchen features granite countertops and stainless appliances, opening to the dining and living areas for easy flow. With five bedrooms and two full baths, there's flexibility for guests or a home workspace. Conveniently located near Willard Beach, the Greenbelt Trail, and downtown Portland, this home combines space, value, and location in one inviting package. VIDEO AVAILABLE, reach out for full property video. Purchaser to verify all information.

338 Ocean St, South Portland

Listing courtesy of EXP Realty.

Selling Office: Five Star Realty.

708 Sawyer St, South Portland
$629,000
3 Beds ⋅ 2 Baths
Tucked against conservation land in South Portland, this thoughtfully maintained ranch provides a rare sense of privacy just minutes from everything. Wake to mist rolling across the marsh, enjoy coffee on the back deck as birds move through the grasses, and take in the changing colors of the seasons. Inside, the layout flows comfortably with inviting living areas and flexibility throughout. The finished daylight lower level includes a full bath, bonus rooms, and sliding glass doors leading directly to the spacious fenced-in backyard. An oversized attached two-car garage and unfinished walk-out area below provide excellent storage, workshop, or hobby space. Peaceful, convenient, and connected to nature, this is a home that feels easy to settle into.

708 Sawyer St, South Portland

Listing courtesy of Portside Real Estate Group.

Selling Office: Real Broker.

229 Cottage Rd, South Portland
$620,100
4 Beds ⋅ 2 Baths
Classic New England charm meets an unbeatable location in this Antique Cape, ideally situated in South Portland's beloved Meeting House Hill neighborhood. Enjoy an exceptional walkable lifestyle just moments from Willard Beach, the Greenbelt Trail, Bug Light, neighborhood parks, local coffee shops, restaurants, and everything that makes this community one of Southern Maine's most desirable places to call home. Inside, the home features four bedrooms and two full bathrooms, including the convenience of a first-floor full bath, offering flexibility for guests, a home office, or first-floor living. Original hardwood floors, classic built-ins, and abundant natural light highlight the home's character, while many newer windows and a natural gas heating system provide everyday comfort. Set back from the street, the home offers a generously sized front yard with plenty of room for gardening, play, or the opportunity to create a fully fenced outdoor space. Out back, a private tree-lined yard offers a peaceful setting for relaxing, entertaining, or enjoying a quiet summer evening. A one-car garage provides added convenience and storage. Full of charm, functionality and an unbeatable location, this is a wonderful opportunity to own a classic South Portland home in one of the city's most sought-after and walkable neighborhoods.

229 Cottage Rd, South Portland

Listing courtesy of Portside Real Estate Group.

Selling Office: Blue Lobster Real Estate.

13 Anchor Rd, South Portland
$620,000
4 Beds ⋅ 3 Baths
Welcome to 13 Anchor Road, a thoughtfully updated Colonial tucked into one of South Portland's most convenient neighborhoods. This spacious home offers flexibility, comfort, and room to grow, all just minutes from the Greenbelt Trail, Willard Beach, Fort Williams, downtown Portland, shopping, and the airport. The main home features hardwood floors, sun-filled living spaces, a cozy gas fireplace, and an inviting layout designed for everyday living and entertaining. Since purchasing the home, the current owners have made several valuable improvements, including converting the attached two-car garage into a large heated bonus space perfect for a family room, home office, gym, playroom, studio, or home business. This versatile area could also be converted back to garage space if desired. Above the former garage, you'll find a private ensuite retreat offering endless possibilities as a primary suite, guest quarters, or potential in-law space, providing privacy and separation from the rest of the home. Additional finished space can be found in the basement, where a bonus room has been completed to provide even more flexibility for work or recreation. Storage is abundant with a detached shed, generous basement storage, and a separate exterior-access storage area at the rear of the home; ideal for seasonal items, tools, bikes, and outdoor equipment. Whether you're looking for multigenerational living, work-from-home flexibility, or simply a home with room to adapt to your lifestyle, 13 Anchor Road delivers a rare combination of location, functionality, and opportunity.

13 Anchor Rd, South Portland

Listing courtesy of EXP Realty.

Selling Office: Portside Real Estate Group.

186 Front St, South Portland
$618,000
4 Baths
Have you been priced out of the local real estate market and looking for a way to help cover your monthly expenses? This 2-Unit in South Portland's popular Ferry Village might be a great opportunity for you to consider. 186-188 Front St is a 2-Unit building (side by side). Each unit has 2 bedrooms, laundry, and a full bathroom on the first floor and living room, kitchen, dining space and half bath on the second floor. One unit is vacant, the other has long-term tenants (20 years) would love to stay. Newer gas boiler, parking behind, and large closets. Some renovations are needed. 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.

186 Front St, South Portland

Listing courtesy of Keller Williams Realty.

Selling Office: Landing Real Estate.

232 Pine St, South Portland
$615,000
2 Baths
Side-by-side duplex in Broadway Park featuring a vacant unit, hardwood floors, bonus third-floor space, and strong upside potential—ideal for owner-occupants or investors. Well-built side-by-side duplex located in South Portland's desirable Broadway Park neighborhood. Each unit offers 1,120 square feet, 2 bedrooms, and 1 full bath, with hardwood flooring throughout much of the home. Both units also feature additional mostly finished third-floor space not included in the advertised square footage, providing flexible bonus room potential. Built in 1925, the property reflects solid construction and classic character, while presenting an opportunity for updates and value enhancement. The owner's unit is vacant, and the second unit will be vacant soon, making this an ideal option for an owner-occupant, investor, or in-law setup. A shared driveway provides off-street parking for one vehicle per unit. Conveniently located near parks, shopping, dining, and major routes, this property offers a rare chance to own a versatile multi-unit home in an established South Portland neighborhood.

232 Pine St, South Portland

Listing courtesy of StartPoint Realty.

Selling Office: Keller Williams Realty.

125 Boothby Ave, South Portland
$610,000
3 Beds ⋅ 2 Baths
OPEN HOUSE Sunday June 28th 1:00PM- 2:30PM. Charming Cape style home featuring 3 bedrooms and 2 full bathrooms, situated in the desirable Meetinghouse Hill neighborhood of South Portland and just minutes from town. Set on a spacious, level lot, the property offers plenty of room for outdoor activities, gardening, and entertaining. Mature fruit trees add seasonal beauty and the opportunity to enjoy fresh harvests right from your own backyard. Inside, you'll find a warm and inviting layout with comfortable living spaces that blend character and functionality. The large addition leads to a screened in porch that overlooks your private backyard. The functional eat in kitchen has plenty of storage and flows into the dining room which flows into the front to back living room with a gas stove. Need more space? Expansion possibilities abound over the large garage! With just a 10 minute walk to the Eastern Trail or local favorite, Red's Dairy Freeze, you can enjoy the convenience of nearby shopping, dining, schools, and local amenities while still appreciating the peaceful setting and classic New England charm this home has to offer!

125 Boothby Ave, South Portland

Listing courtesy of Keller Williams Realty.

Selling Office: Keller Williams Realty.

28 Clifford St, South Portland
$610,000
3 Beds ⋅ 2 Baths
Welcome to 28 Clifford Street, a delightful Cape Cod style home in South Portland, just near the Cape Elizabeth line. This residence is nestled on a peaceful dead-end street, where neighbors wave hello and share a charming street-side mini library. You'll find popular Greenbelt trails within walking distance, while Willard Beach and Mill Creek Shopping Center are only a few minutes away by car. Enjoy the local coffee, ice cream and restaurants in your backyard, or take a quick trip over the bridge to explore Portland's Old Port. Originally built in 1928, this home exudes timeless character with features like hardwood floors, intricate trim, glass doorknobs, and a cozy wood-burning fireplace. Modern updates include a newer natural gas boiler, appliances, and water heater. On the first floor, the main living spaces include a spacious finished mudroom/family room, an office or sitting area, a formal dining room, and a welcoming living room. The second floor offers three bedrooms, with two interconnected, making it ideal for a potential future primary suite or for children and guests as-is. The home has been pre-inspected for your peace of mind, and the report is available upon request.

28 Clifford St, South Portland

Listing courtesy of RE/MAX Shoreline.

Selling Office: Portside Real Estate Group.

97 Providence Ave, South Portland
$605,000
4 Beds ⋅ 1 Baths
Welcome to this nicely renovated 4-bedroom home in the heart of South Portland! Offering a wonderful blend of comfort, convenience, and outdoor space, this inviting property is ideally located within walking distance of local schools and scenic walking trails. The spacious private lot provides plenty of room to relax, play, garden, or entertain, while the oversized 2-car garage offers excellent parking and storage. Inside, thoughtful renovations create a fresh, comfortable setting with four bedrooms and a practical layout. A fantastic opportunity to enjoy the convenience of being in town while still having the privacy and space of a generous lot. Come see all that this South Portland home has to offer.

97 Providence Ave, South Portland

Listing courtesy of Your Home Sold Guaranteed Realty.

Selling Office: Dream Home Realty LLC.

486 Highland Ave, South Portland
$605,000
3 Beds ⋅ 3 Baths
This 3 bedroom 2 1/2 bath home is the perfect sanctuary from the hustle and bustle of everyday life. Surrounded by a natural setting of just under an acre of land, the yard is specifically designed as a refuge for birds, bees, and other pollinators. Wildflowers, herbs, and long grasses attract a variety of wildlife and the fertile soils provide space for vegetable and perineal gardens. Inside you'll find a recently refreshed eat-in kitchen with butcher block counters, stainless appliances, and a tile backsplash. A separate dining room off of the kitchen makes for a great entertaining space for meals or game night with friends and family. The large living room is bright and airy with a woodstove hookup. Upstairs you'll find 2 bedrooms with a full bath and a large primary suite with a sitting room, lots of storage, a private balcony, and a full bathroom. Solar panels, heat pumps, and an EV charger were added to the home in recent years. Just across the bridge from Portland the location is ideally suited to all the area has to offer. Walk or bike to the community center, Broadway, or Millcreek shopping. The homes roof has aged to the end of its lifespan but the seller will be replacing the roof at closing with a suitable offer. Open house Sunday, May 3rd from Noon to 2 pm.

486 Highland Ave, South Portland

Listing courtesy of Portside Real Estate Group.

Selling Office: Landing Real Estate.

12 Barnstable Rd, South Portland
$602,000
3 Beds ⋅ 2 Baths
Ideally located in one of South Portland's established neighborhoods, this Cape-style home reflects years of careful stewardship and ongoing improvements. Since 2016, it has benefited from numerous updates that enhance both its functionality and appeal, resulting in a home that is comfortable, inviting, and truly move-in ready. Featuring three bedrooms and two full baths, the home showcases the owners' investment in quality updates, including a renovated kitchen with quartz countertops, updated bathrooms, new hardwood flooring on the stairs and throughout the upstairs bedrooms, and a newly constructed mudroom with built-in storage to help keep everyday life organized. The flexible floor plan includes a first-floor bedroom that can easily serve as a guest room, home office, or den to fit your lifestyle. Outside, enjoy a partially fenced backyard designed for relaxing and entertaining, featuring a built-in fire pit, raised garden beds, a garden shed, and an oversized detached one-car garage. Just minutes from Willard Beach, Bug Light Park, the Greenbelt Trail, Mill Creek, local restaurants and shopping, schools, major commuter routes, and downtown Portland, this move-in-ready home has easy access to everything South Portland has to provide. Open House: Saturday 7/11 from 10-1130am.

12 Barnstable Rd, South Portland

Listing courtesy of Legacy Properties Sotheby's International Realty.

Selling Office: Portside Real Estate Group.

674 Highland Ave, South Portland
$600,000
3 Beds ⋅ 2 Baths
Welcome to 674 Highland Avenue where timeless charm meets modern comfort. Nestled on a generous 0.56-acre lot, this classic cottage-style home offers a perfect blend of character, space, and potential. Step inside to discover 3 spacious bedrooms and 1.5 bathrooms spread across 1,575 square feet of living space, providing room for both everyday living and entertaining. Natural light fills the home, highlighting period details and inviting warmth throughout the home. The property also features an oversized two-car garage with abundant storage and plenty of space for vehicles or a workshop. Outside, the deep, level lot presents endless opportunities. The newly added pea gravel patio and new Trex deck offer expanded outdoor living areas. This home offers easy access to local schools, parks, shopping, and dining, with quick connections to both Portland and nearby beaches. 674 Highland Avenue is a rare offering-a classic home with generous outdoor space and strong future potential. Ready for you to make your own!

674 Highland Ave, South Portland

Listing courtesy of Portside Real Estate Group.

Selling Office: Portside Real Estate Group.

270 Elm St, South Portland
$599,000
3 Beds ⋅ 2 Baths
Love vintage charm but want a home that's already been brought into the modern era? This updated gem blends character with convenience. With major upgrades completed in 2016 -- from windows to roof to siding -- the big stuff is already done. Inside, the first floor flows easily, offering space for a potential bedroom. The laundry/powder room are located off the open kitchen. Off the kitchen, a cozy living room warmed by a gas stove makes for a perfect reading nook. Hardwood and tile floors keep the vibe clean and timeless. Upstairs, soft carpeting makes the bedrooms feel extra inviting, and the primary bedroom's exterior deck adds a cool architectural detail with a practical purpose. Minutes from beaches, Greenbelt trails, and downtown Portland, this home gives you the lifestyle you've been curating on Pinterest.

270 Elm St, South Portland

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

Selling Office: Portside Real Estate Group.

799 Highland Ave, South Portland
$590,000
3 Beds ⋅ 2 Baths
Seller has prepaid nearly $25,000 in future solar panel payments, allowing the new owner to enjoy the benefits of the system without assuming the monthly solar payment, Now the new owner can enjoy an estimated $1,500 in annual electric savings. Move right into this thoughtfully updated, energy-efficient 3-4 bedroom, 2 full bath Cape in one of South Portland's most convenient locations. Filled with natural light and lovingly maintained, this home blends classic charm with extensive improvements designed for today's lifestyle. Recent upgrades include extensive insulation and air sealing, high-efficiency heat pumps, replacement windows, and a heat pump water heater, providing year-round comfort and exceptional energy efficiency. (See attached seller improvement list.) The flexible floor plan offers a first-floor bedroom and beautifully renovated full bath, plus an additional room perfect for a home office, dining room, or den. Upstairs are two spacious bedrooms and a second tastefully renovated full bath, while the finished lower-level bonus room provides extra living space for a family room, gym, or playroom. Outside, the fully fenced backyard has been transformed into a private retreat with perennial gardens, berry bushes, fruit trees, stone pathways, and inviting spaces for relaxing or entertaining. The detached shed has been insulated, wired with electricity, and finished inside, making it an ideal workshop, studio, or creative space. Just minutes from Willard Beach, the South Portland Community Center, shopping, restaurants, and downtown Portland, this move-in-ready home offers the perfect combination of comfort, efficiency, and convenience.

799 Highland Ave, South Portland

Listing courtesy of Portside Real Estate Group.

Selling Office: Keller Williams Realty.

1035 Broadway, South Portland
$590,000
5 Beds ⋅ 4 Baths
Searching for that truly unique property? Look no further! This spacious, beautifully maintained home offers the perfect blend of comfort, functionality, and convenience - If you love to walk, you're in luck! The scenic Greenbelt Trail is just steps from your backyard, making it easy to enjoy nature anytime. This lovely home features exceptional natural light, an open-concept kitchen, family room, and dining area, plus a soaring cathedral ceiling that enhances the sense of space. Enjoy the convenience of a first-floor bedroom with a private bath, and retreat to the upstairs master suite complete with a walk-in closet and private bath. Additional highlights include skylights, gleaming new hardwood floors, a walk-out basement, a low-maintenance yard, and ample parking. Adding even more value, the detached building is generously sized with its own private entrances - ideal for a home office, studio, multigenerational living or guest space. This versatile property is zoned G offering endless possibilities for a variety of spaces such as offices, studios, retail, or small business operations. This property is a rare find! Schedule your showing today!

1035 Broadway, South Portland

Listing courtesy of Elevate Maine Realty.

Selling Office: Portside Real Estate Group.

46 Burwell Ave, South Portland
$577,500
4 Beds ⋅ 2 Baths
Essentially brand new inside and out! This stunning 4-bedroom, 2-bath home has been taken down to the studs and completely reimagined with modern living in mind. Featuring an open-concept layout, this home offers a seamless flow between living, dining, and kitchen areas — perfect for entertaining. Enjoy the convenience of a first-floor bedroom, ideal for guests or flexible living needs. Situated on an oversized lot in a desirable neighborhood, the property includes a spacious deck overlooking a private backyard, providing the perfect outdoor retreat. Additional highlights include a beautifully tiled shower, efficient on-demand heating, and quality finishes throughout. Move-in ready and thoughtfully redesigned — don't miss this rare opportunity!

46 Burwell Ave, South Portland

Listing courtesy of Signature Homes Real Estate Group, LLC.

Selling Office: Landing Real Estate.

192 Harriet St, South Portland
$575,000
3 Beds ⋅ 1 Baths
OPEN HOUSE CANCELLED. Welcome to 192 Harriet Street in South Portland--on the market for the first time in over 60 years! This well-loved 3-bedroom, 1-bath home offers a rare opportunity to own a property that has been held for generations, with the added benefit of a grandfathered double lot offering future build potential. Inside, you'll find a warm and inviting layout featuring a classic kitchen with a breakfast nook--perfect for casual dining and morning coffee. The home offers generous living space, including a dining room, a sun-filled living room with a brick fireplace, and a spacious family room--all with high ceilings and abundant natural light. What truly sets this property apart is the lot. The home sits on a desirable double parcel with potential to create a separate, non-conforming buildable lot (with planning board approval)--a rare opportunity in this established neighborhood. Whether you're looking to expand, build, invest, or hold for future value, the possibilities here are compelling. Additional features include a one-car garage, shed, and ample outdoor space for recreation or future development. Conveniently located near local amenities, schools, and just minutes from Willard Beach and downtown Portland, this property blends classic character with meaningful upside potential. A unique offering for both homeowners and investors--don't miss it. 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.

192 Harriet St, South Portland

Listing courtesy of Keller Williams Realty.

Selling Office: Signature Homes Real Estate Group, LLC.

98 Cumberland Rd, South Portland
$570,000
3 Beds ⋅ 2 Baths
Fantastic South Portland location! Minutes from local schools, community center, green belt trail, the Old Port, public beaches, and so much more. This 2009 well built home is in great condition, has 3 good sized bedrooms, a full bath on both the 1st and 2nd floors, a fenced in backyard and SS appliances which means you can move right in and start enjoying this quiet and convenient place to live. If you need a home office, gym, or just extra space, there's a bright and useful finished bonus room in the basement. You'll appreciate this low maintenance home featuring an efficient natural gas heating system, vinyl siding, and freshly repainted back deck and covered front porch. A home in this good of condition in South Portland at this pricepoint doesn't come around often....Don't miss out! Home has been pre-inspected for buyers' convenience.

98 Cumberland Rd, South Portland

Listing courtesy of Keller Williams Realty.

Selling Office: Keller Williams Realty.

142 Scamman St, South Portland
$569,000
3 Beds ⋅ 2 Baths
Welcome to 142 Scamman Street, perfectly situated near shopping, beaches, and city parks. This charming 1920s home retains much of its original character. Enter through the inviting front sun porch into a hallway with the original staircase, leading to a spacious, sun-filled living room that flows into the dining room, with the kitchen completing the first floor. Upstairs, you'll find three bedrooms and a full bath. There may be hardwood floors hidden beneath the wall-to-wall carpet. The beautifully landscaped lot is ideal for outdoor activities, and there's also a detached two-car garage. The basement ''rumpus room'' has concrete floor and has a full bath. This house is ready for you to put your own touches in it. There is a pre-listing building inspection available.

142 Scamman St, South Portland

Listing courtesy of Keller Williams Realty.

Selling Office: RE/MAX Oceanside.

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