Refine Search
Sort by
14 Wisteria Way Unit 4, South Portland
$525,000
3 Beds ⋅ 2 Baths
Enjoy privacy, convenience, and easy condominium living in this inviting end unit! Set against a wooded backdrop, this home offers a spacious front-to-back living room with fireplace, a separate dining room, an attached garage, and the convenience of first-floor laundry. Upstairs are two bedrooms and a generously sized office or study featuring extensive built-in shelving, ideal for working from home, reading, or hobbies. A full basement provides excellent additional storage and workspace. Recent exterior improvements include a new roof, replacement windows throughout, rebuilt front wall, and new vinyl siding providing modern updates that are built to last. With lawn care and snow removal handled by the association, you can spend more time enjoying your home and South Portland's convenient location near shopping, recreation, and commuter routes. A wonderful opportunity to make this well-located home your own!

14 Wisteria Way Unit 4, South Portland

Listing courtesy of Demetria Real Estate.

91 Scott Rd, South Portland
$575,000
3 Beds ⋅ 2 Baths
Welcome to 91 Scott Road in South Portland, Maine! This 3-bedroom, 1.5-bathroom home has been lovingly maintained by the same owners since it was built in 1999. Located at the end of a dead-end road, it offers a surprising amount of privacy for a South Portland address, with a wooded backyard that creates your own little oasis. The open-concept layout was ahead of its time, with the kitchen, casual dining area, and living room flowing seamlessly into one another on the first floor. A half bathroom with first-floor laundry and an additional room that could serve as a formal dining room, playroom, or home office round out the main level. Upstairs, you'll find three bedrooms and a full bathroom, along with a versatile space above the 2-car garage currently being used as a rec room. Whether you envision a game room, hobby space, additional living area, or potentially an ADU (subject to city approvals and requirements), this space offers plenty of possibilities. Just off the rec room, a large deck overlooks the wooded backyard, a great spot for morning coffee, summer gatherings, or simply enjoying the outdoors. The unfinished basement provides even more potential for additional living space, a home gym, or storage. Recent updates include a new roof in 2024 and a new shed in 2022 for additional storage. Just 10 minutes from Downtown Portland and the Portland Jetport, 15 minutes from several Southern Maine beaches, 30 minutes from the lakes, and less than 1 hour and 45 minutes from Boston, 91 Scott Road offers a unique combination of privacy, flexibility, accessibility, and opportunity. The property abuts the South Portland trail system, with trails leading toward local schools and the outdoors right from home. With convenient access to South Portland schools, shopping, dining, and the amenities of Greater Portland, this home offers plenty of room to make the most of Maine living. Come check it out today. Welcome home!

91 Scott Rd, South Portland

Listing courtesy of Keller Williams Realty.

215 High St Unit 307, South Portland
$975,000
2 Beds ⋅ 3 Baths
EXCEPTIONAL WATERFRONT LIVING WITH PANORAMIC CASCO BAY AND PORTLAND SKYLINE VIEWS. Experience waterfront living at its finest from this exceptionally renovated 2 BR, 2.5 BA condominium overlooking Casco Bay. Encompassing 1,300 square feet across the top two floors of an intimate 15-residence building, this beautifully appointed home offers sweeping views of Portland's iconic skyline, the working harbor, and the picturesque mooring field of the Centerboard Yacht Club. With its coveted western exposure, spectacular sunsets over the water provide a breathtaking backdrop to everyday living. Thoughtfully designed for both comfortable living and effortless entertaining, the open-concept main level features a beautifully equipped kitchen with new premium Wolf conduction stove, an expansive Quartzite breakfast bar, and seamless flow into the dining and living areas. A gas fireplace adds warmth and ambiance, while a private balcony invites you to relax and take in the ever-changing waterfront scenery. Upstairs, the primary suite offers a spacious walk-in closet and private bath, while a second bedroom and full bath provide comfortable accommodations for guests or a dedicated home office. Convenient second-floor laundry and an additional private balcony complete the upper level. Beyond the residence, enjoy access to beautifully landscaped waterfront gardens, inviting outdoor dining areas, and a beach available for association use. Two tandem reserved parking spaces in the secure underground garage, elevator access, central air conditioning, and dedicated storage add an exceptional level of convenience. Offered with the option to purchase substantially furnished, this remarkable residence presents an opportunity for effortless coastal living. Whether enjoyed as a year-round home or a seasonal retreat, its combination of sophisticated comfort, captivating views, and proximity to Portland's acclaimed restaurants, shops, and cultural attractions.

215 High St Unit 307, South Portland

Listing courtesy of Legacy Properties Sotheby's International Realty.

39 Walker St, South Portland
$579,900
3 Beds ⋅ 2 Baths
Classic Colonial character meets thoughtfully updated comfort in this three-bedroom, two-bathroom South Portland home, positioned on a corner lot in a wonderfully convenient neighborhood. Across 1,306 square feet and two floors, the layout offers inviting everyday spaces plus flexible areas ready to evolve with your needs. Recent improvements add meaningful peace of mind. New Marvin windows welcome natural light, while a new asphalt roof and updated heating system support comfort through Maine's changing seasons. Both bathrooms have been refreshed, bringing a more current feel to the home's practical floor plan. Extra space sets this property apart. A nearly finished room in the basement could serve as a recreation area, office, fitness space, or hobby room. Above the garage, a bonus room creates another valuable option and could become a fourth bedroom, guest retreat, or dedicated workspace. The location makes daily life and leisure easy to balance. Hinckley Park is about 0.7 miles away, putting outdoor recreation and green space close at hand. South Portland High School is about 1.3 miles from home, and the surrounding city places shopping, dining, services, and greater Portland destinations within convenient reach. With its corner-lot setting, updated essentials, and flexible bonus rooms, this new listing presents an appealing opportunity to settle into one of southern Maine's most connected communities. See how comfortably this South Portland Colonial can fit your next chapter—book your private showing today.

39 Walker St, South Portland

Listing courtesy of Real Estate 2000 ME/NH.

1050 Highland Ave, South Portland
$1,556,000
4 Beds ⋅ 6 Baths
Welcome to an unparalleled contemporary estate offering ultimate luxury, privacy, and resort-style living on 1.76 private, landscaped acres in South Portland. Boasting over 6,100 square feet of expansive living space, this architectural masterpiece perfectly pairs grand entertaining areas with cozy everyday comfort. The heart of the home features a massive chef's kitchen and an elegant family room anchored by a stately fireplace. Ascend effortlessly via the internal passenger elevator to discover four spacious bedrooms, including a spectacular primary suite. The amenity package is truly second to none: host unforgettable movie nights in your own private theater/media room, maintain your health routines in the dedicated workout gym, or unwind year-round in the spectacular indoor in-ground pool room. Outside, iconic stone walls frame a sprawling yard complete with an incredible 7-bay garage, providing unmatched vehicle and recreational storage. Centrally located just minutes from Cape Elizabeth's sandy beaches, local parks, Mill Creek shopping, and the vibrant culture of downtown Portland. Experience Maine living at its absolute finest.

1050 Highland Ave, South Portland

Listing courtesy of Waypoint Brokers Collective.

3 Karynel Dr Unit 3, South Portland
$600,000
2 Beds ⋅ 3 Baths
Nestled in the heart of Dows Woods is 3 Karynel, one of the premiere units in the association. This 2 bedroom 2.5 bath home has been totally redone and ready for you to move in. The first floor boasts hardwood floors throughout. A gourmet kitchen with high end stainless steel appliances, perfect for elegant dinner parties or family taco night. The formal dining area flows freely into the livingroom which boasts a cozy gas fireplace and reading nook. The 3 season room adds to your living space for 9 months of the year and opens up to the new deck, which is great for grilling. When you arrive on the 2nd floor you are greeted with a full tiled bath dedicated to the second bedroom or guests and tiled laundry room. The true gem upstairs is the primary bedroom with a large tiled bathroom and huge walk in closet. Both the first and second floors are accented by gorgeous crown molding and extra wide baseboards. A rare bonus in Dows Woods is a unit that has a two car garage and finished basement, which this townhouse has, along with plenty of storage. All this can be enjoyed along with incredible sunsets and abundant wildlife right outside your front door on the large corner lot.

3 Karynel Dr Unit 3, South Portland

Listing courtesy of Cottage & Co Real Estate.

17 Old Bog Road Unit 17, South Portland
$543,500
3 Beds ⋅ 3 Baths
Tucked away at the end of a quiet dead end road, this 3 bedroom South Portland condo offers privacy, space, and an unbeatable connection to the outdoors. Built in 2008, the home features a bright, open main level where sunlight pours through the windows. The kitchen is finished with stainless appliances, granite countertops, and a handy pantry, and flows easily into the dining area. Step out to the large deck for morning coffee or summer dinners. Upstairs, the primary suite includes a full bath and two walk-in closets, while two additional bedrooms share a second full bath. The finished basement adds flexible living space for a family room, office, or guest area, with storage still to spare. An attached one car garage keeps you out of the weather and has room for bikes, kayaks, and all your outdoor gear. And then there's the backyard bonus: a wooded path leads directly to Wainwright athletic fields and the Greenbelt Walkway, so you can walk or bike all the way to Bug Light and the waterfront without ever getting in the car. All this in a central location close to shopping, dining, and everything South Portland has to offer, with Portland's waterfront and the Old Port just a short ride across the Casco Bay Bridge.

17 Old Bog Road Unit 17, South Portland

Listing courtesy of Sebago to the Sea Realty LLC.

80 Jordan Ave, South Portland
$649,000
2 Baths
Some neighborhoods just have it, and South Portland's Meetinghouse Hill is one of them. Set in one of the city's most beloved pockets, 80 Jordan Avenue offers a compelling opportunity to own a two-unit property that combines neighborhood charm, everyday convenience, and some seriously appealing outdoor space. Tree-lined streets, neighborhood cafés, local restaurants, parks, and easy access to the beaches and Portland waterfront give Meetinghouse Hill a personality all its own. It's the kind of place where you can leave the car behind, wander out for coffee, grab dinner close to home, or simply enjoy being part of a neighborhood that feels like a neighborhood. Inside, the property offers two distinct units, each with two bedrooms and one bathroom. Hardwood floors, original character, and comfortable, functional layouts provide a solid foundation, while opportunities for cosmetic improvements offer a clear path to adding value over time. Individually metered utilities add another layer of practicality for investors and owner-occupants alike. Outside is where the property really stretches its legs. A generous, fenced backyard with mature landscaping, a patio, and room to gather, garden, or simply unwind offers an outdoor experience that's not always easy to find with a two-unit property. An elevated deck provides another inviting place to enjoy the setting, while off-street parking adds everyday convenience. Whether you're looking to expand your investment portfolio or put down roots with rental income helping to carry the load, 80 Jordan Avenue offers a compelling combination of flexibility, neighborhood appeal, and outdoor livability in one of South Portland's most desirable locations.

80 Jordan Ave, South Portland

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

30 Tamarack Dr, South Portland
$710,000
4 Beds ⋅ 3 Baths
*** OPEN HOUSE Saturday 10/24 from 11:00am - 1:00pm *** Welcome to 30 Tamarack Drive! This well-maintained Colonial offers the perfect blend of space, comfort, and convenience. Featuring 4 bedrooms, 2.5 bathrooms, hardwood floors, and a cozy wood-burning fireplace, there's plenty of room to spread out and feel at home. The half - finished basement provides additional flexible living space while still maintaining ample storage. The attached two-car garage also offers additional storage above. Step outside onto the brand new deck and patio, perfect for relaxing, entertaining, and enjoying the warmer months. The well landscaped lot and mature gardens make outdoor upkeep a breeze. Location is everything, and this home delivers! With the Wainwright Sports Complex just across Highland Avenue, you'll have easy access to playgrounds, sports fields, walking and cross-country ski trails. Only 4.5 miles to downtown Portland, and under 5 miles to local beaches including Fort Williams and Bug Light Park.

30 Tamarack Dr, South Portland

Listing courtesy of Down To Earth Real Estate.

98 Evans St, South Portland
$630,000
3 Beds ⋅ 2 Baths
This family home, a 1910 Cape Cod with wrap around porch and original attached barn is being offered for the first time in 60 years. This home is a renovator's dream as it holds onto the bones of its 1910 origins. Tin ceilings, original moldings, and hardwood floors are some of the details of yesteryear. Home offers plenty of potential to make it your own. Location is prime, just steps from the South Portland Green Belt Walkway. Located five minutes from Willard Beach, easy access to Portland Jetport, Maine Mall and I295. This antique cape sits on a half-acre lot; interested parties should verify with the city any potential for a second buildable lot. Property being sold in "As Is" condition.

98 Evans St, South Portland

Listing courtesy of Plowman Realty Group.

240 Barnstable Road Unit 34, South Portland
$350,000
2 Beds ⋅ 1 Baths
Welcome to this beautifully refreshed 2-bedroom townhome in a quiet, walkable South Portland setting! Built in 2003, this inviting home offers the perfect combination of comfort, convenience, and affordability. Freshly painted inside, beautiful hickory hardwood flooring and new granite counters and kitchen appliances. There is outdoor space on your private deck facing the woods and a full dry basement perfect for storage or your future finished space. Enjoy the ease of low-maintenance living with an affordable condo fee and professional association management. Whether you're searching for your first home, a Maine getaway, an investment opportunity, or a place to downsize, this move-in-ready townhome checks all the boxes. An exceptional opportunity to enjoy South Portland living at an approachable price point. A short walk to Wainright fields/sports complex and the greenbelt pathway, 10 minutes to the top beaches, the mall or interstate or 15 minutes to the Old Port. Don't miss it!

240 Barnstable Road Unit 34, South Portland

Listing courtesy of Cottage & Co Real Estate.

125-A Westbrook St Unit Lots 45&46, South Portland
$165,000
Build your next home in the heart of what was once called "Country Club Heights" when this neighborhood was first developed in 1915. Westbrook Street offers the chance for a new home owner to live in close proximity to the new middle school, the municipal golf course and easy access to all major transportation routes. If it's too hard to find what you are looking for, why not build it? This land is being split from an existing lot and buyers are encouraged to do their due diligence with the City of South Portland. Public water and public sewer are available. Out of respect for homeowners, please no stop-bys, and any showings will be by appointment only. The opportunities for land are only getting smaller, so here is your chance to act now!

125-A Westbrook St Unit Lots 45&46, South Portland

Listing courtesy of Real Broker. 207-756-2442

15 Thirlmere Ave, South Portland
$588,000
3 Beds ⋅ 2 Baths
Welcome to the brightest house on the block! This charming bungalow features 3-4 bedrooms and 2 full bathrooms, combining classic character with abundant natural light throughout the day. Enjoy gleaming, newly refinished hardwood floors and a freshly painted interior. Step through the spacious mudroom into a sun-filled living area that flows seamlessly into the dining room and kitchen. Looking for single-level living? The main floor offers two versatile bedrooms (or home office spaces) alongside a full bath. Upstairs, the expansive primary suite boasts generous closet and storage space, plus a flexible additional room ideal for a bedroom, office, or playroom. Out back, the fully fenced yard maximizes every inch with a spacious patio, built-in fire pit, and a handy shed for storage or a workshop. Nestled in South Portland's desirable Thornton Heights neighborhood, you'll enjoy effortless access to I-295, I-95, downtown Portland, local beaches, and everything that makes Southern Maine special. Truly move-in ready, we invite you to come see this bright, beautiful home for yourself! Open house on Saturday, 10/17 from 10 AM - 11:30 AM.

15 Thirlmere Ave, South Portland

Listing courtesy of Cates Real Estate. aimee@catesre.com

1309 Broadway, South Portland
$799,000
5 Baths
One home, so many possibilities! Located in South Portland, this spacious Colonial offers something you don't find every day: a separate two-bedroom accessory dwelling unit (ADU) with its own private entrance, kitchen, living room, and full bath. Whether you're looking for potential rental income to help offset your mortgage, a comfortable space for aging parents, or a place for adult children to maintain their independence, this property offers flexibility for a variety of living arrangements. The main home features hardwood floors, a living room with built-ins and a wood-burning fireplace, a kitchen with granite countertops, stainless steel appliances and center island, and a formal dining room. Enjoy the bright, heated sunroom and the convenience of a first-floor bedroom. Upstairs, the primary suite includes a private bath, walk-in closet, and balcony, along with two additional bedrooms and second-floor laundry. The finished basement provides even more usable space for a home gym, office, or recreation room. Outside, you'll find updated siding, windows and exterior doors, a heated two-car garage, generous parking, and a spacious deck overlooking the backyard. Conveniently located near Portland, shopping, restaurants, and major commuting routes. Live in one space and explore the rental potential of the other, or bring multiple generations together under one roof while maintaining privacy. Great opportunity for an in-home business as an added bonus! Buyers encouraged to perform due diligence on potential options. At 1309 Broadway, you have options! Home is cross- listed in residential mls # 1684139

1309 Broadway, South Portland

Listing courtesy of EXP Realty.

1309 Broadway, South Portland
$799,000
6 Beds ⋅ 5 Baths
One home, so many possibilities! Located in South Portland, this spacious Colonial offers something you don't find every day: a separate two-bedroom accessory dwelling unit (ADU) with its own private entrance, kitchen, living room, and full bath. Whether you're looking for potential rental income to help offset your mortgage, a comfortable space for aging parents, or a place for adult children to maintain their independence, this property offers flexibility for a variety of living arrangements. The main home features hardwood floors, a living room with built-ins and a wood-burning fireplace, a kitchen with granite countertops, stainless steel appliances and center island, and a formal dining room. Enjoy the bright, heated sunroom and the convenience of a first-floor bedroom. Upstairs, the primary suite includes a private bath, walk-in closet, and balcony, along with two additional bedrooms and second-floor laundry. The finished basement provides even more usable space for a home gym, office, or recreation room. Outside, you'll find updated siding, windows and exterior doors, a heated two-car garage, generous parking, and a spacious deck overlooking the backyard. Conveniently located near Portland, shopping, restaurants, and major commuting routes. Live in one space and explore the rental potential of the other, or bring multiple generations together under one roof while maintaining privacy. Great opportunity for an in-home business as an added bonus! Buyers encouraged to perform due diligence on potential options. At 1309 Broadway, you have options! Home is cross-listed in multifamily MLS# 1684204.

1309 Broadway, South Portland

Listing courtesy of EXP Realty.

107 Thirlmere Ave, South Portland
$469,900
2 Beds ⋅ 2 Baths
*The seller is willing to contribute toward buyer's rate buy down or closing costs with an acceptable offer!* Welcome to 107 Thirlmere Avenue! Completely remodeled and move-in ready, this charming two-bedroom, one-and-a-half-bath home combines modern updates with an ideal South Portland location. Step inside to discover fresh paint, beautifully refinished hardwood floors, and new luxury vinyl plank flooring. The updated kitchen features quartz countertops, new cabinetry, and stainless steel appliances, while both bathrooms have been tastefully refreshed with modern finishes. The finished basement provides flexible additional living space, perfect for a home office, media room, or workout area. A garage adds convenience and extra storage. Enjoy easy access to downtown Portland, local restaurants, shopping, and nearby beaches. With extensive renovations already completed, all that's left to do is move in and enjoy. Don't miss this opportunity to own a beautifully updated home in one of Greater Portland's most convenient locations!

107 Thirlmere Ave, South Portland

Listing courtesy of Landing Real Estate.

12 Stone Dr, South Portland
$495,000
1 Beds ⋅ 1 Baths
This fabulous 1-bedroom, 1-bath home proves that you don't need a lot of space to live beautifully. Tucked away on a quiet street in a highly desirable location, it offers the perfect blend of character, comfort, and low-maintenance living—just minutes from Willard Beach, local restaurants, shops, and all that Southern Maine has to offer. This is a great condo alternative.....without the association fees (or rules!) Stunning granite stairs and a beautifully landscaped, low-maintenance front garden create a welcoming first impression, while the cozy enclosed front porch provides the perfect spot for your morning coffee or for winding down after a day at the beach. Inside, the home feels open and inviting, with a sun-filled living room featuring a cathedral ceiling and gas fireplace that adds warmth and character. The custom kitchen is a standout, with soapstone countertops and thoughtful finishes, such as the spice cabinet, that make cooking and entertaining a pleasure. The beautifully appointed bath features a walk-in tile shower, creating a spa-like touch in this wonderfully efficient home. Step outside and discover your own private oasis. The professionally landscaped, fenced-in backyard offers privacy and easy-care outdoor living, while the large deck is ready for summer dinners, morning coffee, or relaxing after a day spent exploring the coast. Whether you're looking for a special place to call home, or a Maine getaway, this property delivers flexibility in a fantastic location. Small footprint. Big lifestyle. Great possibilities. Less really is more! 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.

12 Stone Dr, South Portland

Listing courtesy of Keller Williams Realty.

2 Colchester Dr, South Portland
$630,000
3 Beds ⋅ 2 Baths
**Open House Sunday 10/25 11am-1pm** Situated among beautiful luxury homes, this well-maintained original-owner home is sure to capture your attention. Bathed in natural sunlight, the main level offers a welcoming living room with a beautiful brick fireplace, a spacious dining area with a new glass slider leading to an elevated deck, and a well-appointed kitchen designed for comfortable everyday living and entertaining. Hardwood floors flow throughout the main level, complemented by a full bathroom with dual sinks. The kitchen features new quartz countertops, a large LG refrigerator, abundant cabinetry, and plenty of storage. Just off the living room, a versatile additional space offers exciting possibilities—it could be finished as a second living area or primary bedroom suite. Two bedrooms complete the main level. The lower level adds even more flexible living space, including a front-to-back bedroom with a walk-in closet, a conveniently located bathroom, and a separate living area perfect for movie nights, watching sports, or relaxing with family and friends. Step outside through the new glass slider and enjoy the peaceful view from the inviting swing overlooking the beautifully landscaped yard, complete with multiple garden fountains. A convenient mudroom welcomes you in from the attached two-car garage. Enjoy strolling through this desirable neighborhood, with the Eastern Trail just a short walk from your front door. The owners have cherished this location for 32 years, appreciating its convenient proximity to area beaches, Maine Mall shopping, dining, and all that Portland has to enjoy. With easy highway access in both directions, this home combines a wonderful neighborhood setting with exceptional convenience. Call today to schedule your private showing!

2 Colchester Dr, South Portland

Listing courtesy of Keller Williams Realty.

131 Summit Ter Unit 7, South Portland
$947,872
3 Beds ⋅ 4 Baths
The location doesn't get much better than Summit Terrace Condominiums in South Portland's sought-after Willard Beach area. Nestled beside city-owned conservation property on three sides, these beautiful three-story condominiums offer a private setting backing up to woods with trails. This condominium features an elevator serving all three floors and an oversized one-car garage. Allowance packages for fixtures, flooring, and appliances offer opportunities to personalize your home. The ground floor offers flexible space for an efficiency or in-law setup, complete with a bathroom, kitchenette, and patio. The second floor features a living room with a fireplace and access to a covered balcony, along with a kitchen, dining room, office, and half bath. Upstairs, the spacious primary suite includes an en suite bath, a large walk-in closet, and a private balcony. A second bedroom with its own bath and a conveniently located laundry room complete the third floor. Heat pumps provide heating and air conditioning, supplemented by backup heat. Enjoy a private coastal retreat with beaches, waterfront trails, and neighborhood gathering spots close to home. Spring Point Marina, the SMCC campus, Willard Beach, Willard Square, and Bug Light are all within walking distance. The property even features its own little duck pond in the backyard. Six units are currently framed in this building, with three sold or under contract and three still available.

131 Summit Ter Unit 7, South Portland

Listing courtesy of F.O. Bailey Real Estate.

998 Highland Ave, South Portland
$625,000
3 Beds ⋅ 2 Baths
Situated on a serene .46-acre spot in a quiet, walkable South Portland neighborhood, this well-maintained 3-bedroom, 2-bath contemporary cape will have your heart. Inside, hardwood floors, sunlit spaces, and a breezy layout are a delight. The spacious kitchen & seamlessly situated dining room will have you happily sharing home-cooked meals. Relaxation comes easily in the living room, complete with a wood-burning fireplace, soaring ceiling & mood-boosting windows. The peaceful main-floor primary bedroom provides a walk-in closet and direct access to a full bathroom; an additional first-floor bedroom/multi-use room makes space for sleep or home office endeavors. Cleanup and corralling coats & shoes are a breeze thanks to the laundry/mud room. The loft is a true retreat, featuring a bedroom, family/sitting room, full bathroom, and a sizable unfinished bonus area ~ perfect for storing your stuff, with exciting potential for future finishing. Outside, the front porch, back deck, and private backyard are your go-to for soaking up the sun through the seasons. A tidy shed hosts your toys & tools. The attached 2-car garage keeps the elements at bay as you come and go. When you're ready to roam, the Eastern Trail is a short stroll from your front door. From beaches to dining, shopping, and more, So Po's spoils are adored far and wide. Easy access to the highway and to the energy of Portland is icing on this coastal community's cake. Come take a look!

998 Highland Ave, South Portland

Listing courtesy of King + Miller Real Estate. info@kingmillerrealestate.com

56 Sawyer St, South Portland
$350,000
2 Beds ⋅ 1 Baths
Beach days, Portland nights, and home in between. Welcome to Ferry Village. This charming New Englander puts coastal South Portland at your doorstep, with the waterfront nearby and the energy of Portland just minutes away. And if you've been condo shopping, take another look! This is a chance to own your own home in Ferry Village, without HOA fees or HOA rules. An abundance of natural light gives the home a warm, comfortable feel, with inviting living spaces that make the most of its classic New Englander charm. Upstairs, two bedrooms and a full bath are joined by an adjoining flex room off one of the bedrooms - ideal for a home office, dressing room, hobby space or whatever suits your needs. Glimpses of the water serve as a reminder of just how close you are to the coast. Back downstairs, existing plumbing provides a head start for a potential half bath or relocated laundry, while off-street parking adds another welcome convenience. But here, so much of the lifestyle extends beyond the front door. Grab your morning coffee at Second Rodeo, head down to the marina, or spend the day exploring Willard Beach, Spring Point, Bug Light and South Portland's waterfront. Local restaurants and neighborhood favorites are close by, and when Portland is calling, head across the bridge - or leave the car at home and catch the bus from the new stop directly across the street. Whether you're hoping to put down roots, purchase a first home, simplify, or find an alternative to condo living, this property offers an appealing opportunity to make Ferry Village your home - a chance to buy into the lifestyle and location you want today, with a home that's yours to make your own.

56 Sawyer St, South Portland

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

51 Pine Haven Ter, South Portland
$480,000
3 Beds ⋅ 1 Baths
Welcome to 51 Pine Haven Terrace, tucked into the desirable Sunset Park neighborhood of South Portland on an impressive half-acre corner lot. This 3-bedroom, 1-bath ranch offers a comfortable layout, plenty of outdoor space, and a location that makes enjoying everything the Greater Portland area has to offer incredibly convenient. Renovated in 2015, the home has been thoughtfully updated while still offering the opportunity to make it your own. The spacious main living areas provide plenty of room to relax and entertain, while the full unfinished basement offers excellent storage and includes a versatile bonus room ideal for a home office, gym, playroom, or additional living space. One of the standout features is the massive three-season porch, creating an incredible extension of the living space and the perfect spot to enjoy the yard from spring through fall. Outside, the half-acre corner lot offers plenty of room to garden, play, entertain, or simply enjoy the space. The property also features its own multi-use court for pickleball, tennis, and basketball. Within Sunset Park, residents can enjoy a playground, baseball fields, and picnic tables, adding even more opportunities for outdoor recreation and community connection. Conveniently located just a 10-minute drive from Downtown Portland, 15 minutes from Willard Beach, 12 minutes from Crescent Beach, and 11 minutes from Higgins Beach, the home offers easy access to local beaches, shopping, dining, I-295, and all that the Greater Portland area has to offer. Combining generous outdoor space, versatile living areas, neighborhood amenities, and a convenient location, 51 Pine Haven Terrace is a wonderful opportunity to make South Portland home.

51 Pine Haven Ter, South Portland

Listing courtesy of Anchor Real Estate.

18 Ocean St Unit A6, South Portland
$599,000
2 Beds ⋅ 2 Baths
Historic character meets sophisticated waterfront living in this stunning two-bedroom, two-bath fully renovated condominium, meticulously transformed from a former trolley car barn. Thoughtfully renovated to highlight and preserve its remarkable past, the residence showcases original architectural details including expansive wooden ceilings, exposed iron beams, authentic brick walls and dramatic oversized arched windows. These distinctive elements create an exceptional sense of scale, warmth and character while complementing the home's modern conveniences. The two bedrooms and two full bathrooms have been updated in a sleek, contemporary style, creating a refined contrast to the building's historical industrial architecture. The direct waterfront setting offers views of the bridge, marina, harbor and Portland's skyline. The location is equally impressive, with parks just around the corner and an array of everyday conveniences and neighborhood amenities within easy reach, including walking paths, shops, breweries, restaurants, grocery stores, and the post office. Portland's Old Port, renowned for its restaurants, sits just over the bridge. This wonderfully connected location makes enjoying the waterfront and surrounding communities remarkably easy. The finishing touches are being completed now.

18 Ocean St Unit A6, South Portland

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group.

Listing data is derived in whole or in part from the Maine IDX and is for consumers' personal,noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. © 2026 Maine Real Estate Information System, Inc. All Rights Reserved.

This information is provided exclusively for consumers' personal, non-commerical use and may not be used for any purpose other than to identify prospective properties consumers may be intrested in purchasing.

Privacy Policy

Your privacy on the Internet is important to us. This Privacy Statement is to inform you that we will not provide your personal information to any third parties except as required by law or expressly authorized by you. We do not sell, trade, barter, or share information obtained from use of this site with any other businesses or people. All information gathered from a visitor to this web site is used solely by this office and/or its affiliated licensee(s). For additional information, please contact this office.

How much is your home worth?

Get instant property value now!

Valuation data provided by Black Knight EasyValue