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20 Olive Rd, South Portland
$599,900
3 Beds ⋅ 1 Baths
Welcome to 20 Olive Road, a classic 1937 Colonial nestled on a short dead end street in the desirable Meetinghouse Hill area. Lovingly owned by the same family since 1961, the 3-bedroom,1 bath approx 1400 sq ft home is ready for its next chapter. Enjoy this sought after location near Willard Beach and the neighborhood's popular shops, restaurants, parks, and coastal attractions- All just 10 minutes to downtown Portland. With its timeless colonial design and exceptional setting, this home offers an exciting chance to create something special in one of South Portland's most beloved communities. Come visit the open house. Sunday, Sept 27th, 11AM-1PM.

20 Olive Rd, South Portland

Listing courtesy of Coldwell Banker Realty. 207-773-1990
139 Broadway Unit 11, South Portland
$325,000
2 Beds ⋅ 1 Baths
Coastal living at an approachable price! This townhouse-style condo puts you in the heart of South Portland, just minutes from downtown Portland. Freshly painted throughout, this bright, move-in-ready 2-bedroom, 1-bath condo offers a blank slate to truly make the space your own. A spacious entry with in unit laundry leads into the home with your sun-drenched kitchen to the left which opens to the generous living room space and yard out back. Upstairs you will find two spacious bedrooms and a full bathroom. Step out back onto the Greenbelt Trail, or head a few minutes to Willard Beach and Bug Light Park. Scratch Bakery, SMCC, Mill Creek shopping, and Knightville's growing dining scene are all close by. Assigned parking, a modest HOA fee, pets and rentals allowed, make this a smart buy for first-time owners, downsizers, and investors alike. Opportunities like this in SoPo don't last long. Schedule your showing today!

139 Broadway Unit 11, South Portland

Listing courtesy of Portside Real Estate Group.

12 Gerry Ave, South Portland
$415,000
3 Beds ⋅ 1 Baths
This 3-bedroom, 1-bath home has a comfortable layout with some unique spaces that give it plenty of flexibility. Hardwood floors and cathedral ceilings add warmth and character to the main living areas, while the loft-style space upstairs makes a great family room, office, or whatever fits your needs. The partially finished basement includes a separate studio space. Conveniently located just off Route 1 with easy access to I-95, shopping, dining, and nearby communities. Come take a look and see how you could make this one your own!

12 Gerry Ave, South Portland

Listing courtesy of Fontaine Family-The Real Estate Leader.

148 Breakwater Dr Unit 311, South Portland
$269,000
1 Beds ⋅ 1 Baths

148 Breakwater Dr Unit 311, South Portland

Listing courtesy of Century 21 North East.

13 Churchill Rd, South Portland
$600,000
3 Beds ⋅ 2 Baths
Welcome to 13 Churchill Road — a delightful colonial nestled in the heart of South Portland. Offering 1,344 square feet of thoughtfully laid-out living space, this 3-bedroom, 2-bath home blends timeless colonial charm with everyday functionality. Step inside to find a floor plan that flows naturally between living spaces, ideal for both quiet nights in and entertaining guests. Upstairs, three comfortable bedrooms provide plenty of room to grow, while two full bathrooms add convenience for busy households. Located in South Portland, you're just minutes from local shops, restaurants, and the waterfront charm the area is known for, with easy access to Portland proper for work or a night out. Whether you're a first-time buyer or looking to downsize without sacrificing character, 13 Churchill Road is a must-see. Schedule your showing today!

13 Churchill Rd, South Portland

Listing courtesy of The Maine Real Estate Experience.

2 Karynel Dr Unit 2, South Portland
$550,000
3 Beds ⋅ 3 Baths
The unit includes the top 3 things that buyers look for in real estate: Location, Location, Location! Welcome to 2 Karynel Drive in South Portland, this 3 bedroom 2.5 bath townhouse is located minutes to downtown, highways and beaches. The unit boasts great entertaining possibilities or several nooks to curl up with a good book. The second floor has a primary bedroom with en suite, 2 spare bedrooms and laundry room. An extremely dry basement has plenty of room for storage or possible expansion. Dows Woods is a great spot to enjoy morning coffee while observing local wildlife or nighttime star gazing with minimal ambient light infraction.

2 Karynel Dr Unit 2, South Portland

Listing courtesy of Cottage & Co Real Estate.

139 Broadway Unit 22, South Portland
$359,000
2 Beds ⋅ 2 Baths
OPEN HOUSE SUNDAY 10/4 11:30 TO 12:30 Enjoy condo living in one of South Portland's desirable locations! If you enjoy coastal Maine living, you won't want to miss this perfectly placed 2 bedroom corner unit. Enjoy easy access to the Greenbelt Walkway, with miles of walking and biking trails, including scenic sections along the beautiful Maine coast. This cozy condo features a first-floor bedroom, full bath and first floor laundry. The upper-level loft offers flexible additional living space, complete with a half bath perfect for guests, an office or a relaxing retreat. With a low HOA fee, parking this condo has it all. Move right in and enjoy being just minutes from great local restaurants and close beaches.

139 Broadway Unit 22, South Portland

Listing courtesy of Landing Real Estate.

73 Bonnybank Ter, South Portland
$525,000
3 Beds ⋅ 2 Baths
Enjoy the best of South Portland living from this beautifully renovated 3-bedroom, 2-bath Cape, set on a quiet dead-end street with nearby access to trails, recreation, local favorites, and Downtown Portland. Thoughtfully updated from top to bottom, this home pairs classic Cape character with fresh, modern finishes and extensive improvements throughout. Inside, refinished wood floors complement a brand-new Thomasville kitchen designed with both style and functionality in mind. Two completely renovated bathrooms add a polished, contemporary feel, while the flexible layout includes a first-floor bedroom and full bath, creating an option for single-level living. Upstairs, two additional bedrooms offer generous closet space alongside a second full bath and dedicated laundry room. The finished basement expands the possibilities even further, offering versatile space for a recreation room, home office, media space, hobbies, or additional living area. Beyond the visible updates, major improvements include a new roof, electrical, plumbing, heating system, tankless water heater, and paved driveway. Outside, a welcoming front porch adds to the home's appeal, while the fenced backyard is ready to enjoy with a spacious deck leading to the above-ground pool. Two sheds provide additional storage for outdoor and seasonal gear. Located near the Eastern Trail, South Portland Community Center, Docks Seafood, shopping, recreation, and everyday conveniences, with Portland's Old Port just a short drive away. With extensive renovations, flexible living space, outdoor amenities, and a convenient South Portland location, this move-in-ready Cape offers an exceptional opportunity to settle in and enjoy.

73 Bonnybank Ter, South Portland

Listing courtesy of Keller Williams Realty. scottandsunny@kw.com
35 Providence Ave, South Portland
$569,900
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.

58 Fickett St, South Portland
$799,000
3 Beds ⋅ 2 Baths
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.

Two Two Plover Way Unit 00, South Portland
$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
449 Main St, South Portland
$499,000
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.

148 Breakwater Dr Unit 619, South Portland
$299,999
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.

2 Drew Rd, South Portland
$3,450,000
3 Beds ⋅ 2 Baths
Cape's Edge, is set on a rocky promontory where Casco Bay meets the mouth of Portland Harbor, Cape's Edge is a rare seaside retreat perched, quite literally, at the water's edge, where the tide rises close enough to touch the foundation. First built in 1920 and thoughtfully expanded for modern living, this cottage-rooted home commands panoramic views across the bay to Maine's iconic lighthouses, historic Fort Gorges, and the passing ships of the working channel. A mature landscaped buffer lends uncommon privacy, letting the ocean take center stage. The home settles gracefully into its landscaping and setting, so completely of its place that stepping through the door feels like arriving at an oceanside bungalow in Carmel-by-the-Sea, California. Inside, an open plan gathers a chef's kitchen and generous dining area, while a sunroom wrapped in windows draws the ocean and light indoors. The sunken living room, warmed by a gas fireplace, frames the water beyond. The first-floor primary opens to easterly sunrises and the gardens; a second main-level bedroom and a third upstairs, living like a private suite with its own roof top deck, provides flexible, comfortable space. Outside, an oceanside stone terrace sets the stage for entertaining, while the rooftop deck rises to truly commanding views and hours of open sun. Rarest of all along this coast is the pairing the site affords: a home perched high on rock and ledge, yet with a sandy beach just beside it, reached by the property's own private path. An attached two-car garage, mudroom, and pantry answer the practicalities of year-round living. As part of the Danforth Cove community, residents also enjoy tennis, all just minutes from South Portland's shops and restaurants and the culture of downtown Portland. Sited at the very edge of Cape Elizabeth, Cape's Edge is a singular place to call home on the Maine coast.

2 Drew Rd, South Portland

Listing courtesy of Legacy Properties Sotheby's International Realty.

531 Westbrook St Unit 10, South Portland
$435,000
2 Beds ⋅ 2 Baths
It's a little bit urban, it's a little bit coastal and totally convenient. Built in 2021, this sun filled, spacious end unit was thoughtfully designed with 2BR, 1.5 bathrooms and finished with the features you desire. Immediately you will notice the 9' ceilings, custom tile work in the bathrooms, stone countertops and shaker-style painted cabinets throughout the kitchen. Additional amenities include a wine refrigerator, washer and dryer, built-in Sonos speaker system and a newly designed office / flex space in the lower level. Relax with your morning coffee on your private balcony knowing that your car is just steps below in your attached garage. Built with an eye for quality and value, this sleek, modern townhome makes a statement that matches your lifestyle...a home you'll be proud to own! 531 West is conveniently located within walking distance to shopping, restaurants, walking trails and just minutes to Interstate I95. Please note: Staged photos were done for prior listing. Condominium is currently not staged.

531 Westbrook St Unit 10, South Portland

Listing courtesy of Town & Shore Real Estate.

111 Mussey St, South Portland
$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.

9 Cole St Unit 1C, South Portland
$275,000
2 Beds ⋅ 1 Baths
Welcome to Cole Street Condominiums! This 2nd floor beautifully remodeled 2-bedroom, 1-bath condo w/ washer + dryer hookup has been thoughtfully updated inside and out, featuring luxury vinyl plank flooring, granite countertops, and quality craftsmanship throughout. Ideally situated along the highly sought-after Greenbelt Trail, this location offers miles of scenic walking and biking paths right outside your door. Enjoy the perfect balance of convenience and recreation, with Portland's vibrant Old Port, restaurants, shops, and waterfront attractions just a short drive away. Whether you're looking for a low-maintenance home, a weekend retreat, or an investment opportunity, this move-in-ready condo is one you won't want to miss.

9 Cole St Unit 1C, South Portland

Listing courtesy of F.O. Bailey Real Estate.

220 Pine St, South Portland
$590,000
3 Beds ⋅ 1 Baths
** Open House Novemebr 1 11am-12:30pm** 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.

751 Main St Unit 66, South Portland
$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.

84 Jackson St, South Portland
$299,000
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
16 Lowell St, South Portland
$625,000
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.

27 Preble St, South Portland
$724,900
3 Beds ⋅ 3 Baths
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.

25 Preble St, South Portland
$499,000
2 Beds ⋅ 2 Baths
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.

146 Anthoine St, South Portland
$675,000
4 Beds ⋅ 3 Baths
Welcome to 146 Anthoine Street, South Portland! In addition to its inviting charm, this property offers a standout opportunity in today's market: the potential to convert the home into a two or three unit multi-family property. With its size and overall structure, buyers looking for rental income, multigenerational living options, or longterm investment potential will find this possibility especially appealing. The home itself blends classic New England character with modern comfort, providing warm living spaces and a super convenient location. Set on 0.21 acres, the lot offers a manageable yard with space to relax, garden, or enjoy outdoor gatherings — all without the upkeep of a larger property. Conveniently located just minutes from shopping, restaurants, beaches, downtown Portland, and major commuter routes, the property delivers comfort, convenience, and accessibility. A great fit for your next chapter in South Portland — whether enjoyed as a singlefamily residence or envisioned as a multiunit opportunity. Call today!

146 Anthoine St, South Portland

Listing courtesy of EXP Realty.

144 Sawyer St, South Portland
$599,000
3 Beds ⋅ 2 Baths
SELLER WILL PARTICIPATE IN INTEREST RATE BUY-DOWN! 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.

50 Dyer St, South Portland
$695,000
Three prime adjacent lots in Ferry Village combined to facilitate multiple development options, from single family dwellings to townhouses and multi-unit residential buildings. Existing buildings have been demolished, and the lots have been cleared and are ready for development. Total square footage is 16,254 SF with access from Dyer Street and Harford Court.

50 Dyer St, South Portland

Listing courtesy of List With Freedom.com. 855-456-4945
9 Cole St Unit 13, South Portland
$499,000
3 Beds ⋅ 3 Baths
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.

532 Main St, South Portland
$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.

164 Preble St, South Portland
$599,000
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.

404 Ocean St, South Portland
$725,000
3 Beds ⋅ 3 Baths
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.

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