South Portland Homes for Sale

A classic South Portland Cape Cod with a wonderfully flexible floor plan and a backyard made for enjoying the seasons in Maine. Inside, hardwood floors, an updated kitchen, and comfortable living spaces create an easy place to call home. Three bedrooms and two full baths include a first-floor bedroom, while a separate first-floor office offers the perfect space to work from home. A mudroom and finished bonus space in the basement add to the home's everyday practicality. Just off the dining room, a deck overlooks the fenced backyard, complete with an in-ground pool and patio for outdoor dining, entertaining, or simply spending an afternoon at home. All of this just minutes from the shops, restaurants, and neighborhood favorites along Cottage Road.

723 Sawyer St, South Portland

Listing courtesy of Portside Real Estate Group.

$1,895,000

5 Beds ⋅ 4 Baths

An Extraordinary Property Offering Space, Security, and Unmatched Versatility! Set on 1.2 acres, this meticulously maintained five-bedroom, 4,403-square-foot residence offers an impressive combination of thoughtful design, quality construction, modern conveniences, and specialized amenities rarely found in a residential property. Ideally situated just minutes from beautiful beaches, marinas, scenic walking and biking trails, restaurants, and shopping, this remarkable home delivers both privacy and convenience. The home features radiant heat throughout, air conditioning, a three-stop elevator, and inviting open-concept living spaces highlighted by a gas fireplace. Exceptional construction details include precast and poured concrete walls engineered to enhance sound isolation for a private indoor target practice range. Additional specialized features include a dedicated safe/panic room and an extensive collection of built-in safes, providing secure storage for valuables and collectibles. For automotive enthusiasts, hobbyists, or those seeking exceptional workspace, the oversized garage accommodates approximately four to five vehicles, while the immaculate attached workshop and office offer endless possibilities, including potential conversion to an accessory dwelling unit (ADU), subject to applicable approvals. Additional highlights include an extensive 16 -camera live-feed security system, whole-house generator, fiber-optic connectivity, remarkably efficient heating, and an expansive deck perfect for outdoor entertaining and relaxation. Whether you're a collector, automotive enthusiast, hobbyist, or simply seeking a home with extraordinary flexibility and amenities, this distinctive property offers a rare opportunity to enjoy an exceptional lifestyle. Truly one of a kind, with possibilities that extend far beyond the ordinary!

290 Sawyer St, South Portland

Listing courtesy of Benchmark Real Estate.

$550,000

Some homes simply feel like they have been part of the neighborhood forever — and 97 Simmons Road is one of them. Set on a generous .38-acre lot in South Portland, this classic late 1950s home offers the kind of location, setting, and possibility that invites imagination from the moment you arrive. Public bus stop at the corner of Simmons and Ocean for convenience. For decades, this home has served its purpose well: a comfortable place to gather, settle in, and enjoy the rhythm of a beloved South Portland neighborhood. Now, it is ready for its next chapter. With two bedrooms plus a first-floor den, a full bath on the main level, a half bath on the lower level, and additional potential to use upstairs as a bedroom, play room, bonus room or more, the floor plan offers flexibility for today's buyers while preserving the character and simplicity of its era. Inside, you'll find warm wood floors, charming original details, a fireplace, and spaces that feel full of promise. From the moment you step inside, you'll begin to imagine how the home would look with some cosmetic updates, and that is exactly where the opportunity lies - a chance to bring fresh vision, personal style, and modern comfort to a well-built home in a location worth investing in. Outside, the spacious lot offers room to garden, gather, play, or simply enjoy the seasons. From crisp autumn leaves to summer evenings in the yard, this is the kind of setting that helps a house become a home - and backing up to the park isn't just convenient for enjoying the best of South Portland, but ensures privacy for years to come. 97 Simmons Road is not trying to be brand new. It is something better: a well-loved South Portland classic with good bones, a generous setting, and the rare chance to create the next generation of memories in a neighborhood people love to come home to.

97 Simmons Rd, South Portland

Listing courtesy of Demetria Real Estate.

$896,043

4 Beds ⋅ 2 Baths

Discover the perfect blend of historic character and modern convenience in the highly coveted Meeting House Hill neighborhood. Situated on a rare double lot, this 1910 residence is walking distance to Willard Beach, restaurants, parks, and SMCC. The home preserves its timeless charm with original, unpainted woodwork, classic wainscoting, and a stunning stained-glass feature above the front picture window. An open floor plan creates a seamless flow, while the kitchen shines with granite countertops, stainless appliances, and a walk-in pantry. With four bedrooms and 1,787 square feet of living space, the layout includes significant handicap accessible features, offering excellent potential for multigenerational living. This home includes a mudroom and a cozy gas stove in the family room. Outside, a private backyard oasis awaits with a deck, pergola, garden, apple and pear trees, blueberry bushes and garden shed in a quiet, neighborhood setting. Notes for buyers: This home features a double lot, is close to Willard Square and Scratch Bakery. The home is walking distance to Willard Beach, Southern Maine Community College. The house is on Meeting House Hill, an extremely desirable South Portland Neighborhood. Very quiet neighborhood. The house features a stairlift and walk in shower and accommodating first floor. It features all of the original woodwork and doors, nothing has been painted over. It has an original stained glass feature above the picture window in the front of the house. OPEN HOUSES 11/7 and 11/8

12 Barstow St, South Portland

Listing courtesy of Sell Your Home Services. 888-219-3009

$449,900

Beautifully renovated, move-in ready, and designed for easy living! This bright and inviting 3-bedroom, 2-full-bath condominium offers the perfect blend of modern updates, comfort, and flexibility. With a thoughtfully designed floor plan, you can enjoy the convenience of single-level living while having the added bonus of a private second-floor retreat. The first floor features an open-concept layout filled with natural light, convenient first-floor laundry, and sliding glass doors leading to a rear deck, perfect for relaxing or entertaining. The versatile second floor offers endless possibilities, whether you envision a private primary bedroom suite, comfortable guest quarters with a full bath, or a spacious home office. Newly installed heat pumps provide efficient heating and air conditioning for year-round comfort. Ideally located just minutes from the Maine Turnpike, shopping, dining, and beautiful local beaches, this condominium combines the ease of low-maintenance living with an unbeatable location. Don't miss your opportunity to make this beautifully updated home yours! Schedule your private showing today or visit our Open House on Sunday, November 8, from 12:00 PM to 2:00 PM!

220 Settler Rd Unit 220, South Portland

Listing courtesy of Great Atlantic Realty Group.

$729,900

Welcome to 95 Elsmere Ave! Nestled in the highly desirable Willard Beach/Meetinghouse Hill neighborhood, this charming home offers the perfect blend of character, comfort, and convenience. Enjoy beautifully refinished hardwood floors throughout the first floor and a fully renovated kitchen featuring granite countertops and custom cabinetry. Relax with a book or gather with friends by the cozy gas fireplace insert, creating a warm and inviting space year-round. All bedrooms are thoughtfully located on the second floor, providing privacy and separation from the main living areas. A large deck is ideal for entertaining or outdoor dining. The basement is remarkably clean and offers semi-finished bonus space! A full bathroom and washer/dryer are already in place. Just a short stroll to Willard Beach, local shops, restaurants, bakeries, and SMCC. This location puts the very best of the community right at your doorstep. Enjoy the convenience of an oversized one-car garage with plenty of bonus storage space above. Whether it's morning walks to the beach, coffee from a neighborhood bakery, or evenings by the fire, this is a home designed to be enjoyed every day.

95 Elsmere Ave, South Portland

Listing courtesy of Keller Williams Realty.

$439,000

Unobstructed tidal water views from every room in this rare one-level home at Harbor Place in the heart of Knightville. Sunny east- and south-facing windows fill the space with natural light, and a stylish Jøtul gas stove in the living room adds charm while helping with heating needs.Thoughtful features make everyday living easy and comfortable, including abundant storage with built-in shelving, a walk-in closet in the primary bedroom, a convenient kitchen pantry, stacked washer and dryer, and efficient on-demand hot water. All the work has been done within the last five years: just move in and enjoy LVL and tile flooring throughout, and in the kitchen, pristine cabinets, granite countertops, new stove and dishwasher, and a pedestal sink in the bathroom. A dedicated parking space right outside your front door adds to the ease of one-level living. Within walking distance is vibrant Ocean Street with its eclectic mix of restaurants, coffee shops, grocery stores, a pharmacy, veterinary services, salons, a craft brewery and town hall. Just around the corner is Thomas Knight Park with a public dock and pedestrian access to the Casco Bay Bridge. The Greenbelt Trail is nearby where you can walk or bike the 5.6 mile paved trail to Bug Light. Or stroll out the old stone jetty just steps from your door - the perfect spot to watch boats and wildlife, share a picnic, or take in the ever-changing beauty of the Portland skyline. With an attractively low HOA fee, you'll find a wonderful combination of waterfront charm, everyday convenience, and easy living in your new home at Harbor Place.

18 Ocean St Unit 121, South Portland

Listing courtesy of Sage Hill Real Estate, LLC.

$549,000

A classic American Foursquare blending historic charm and modern updates, situated on an oversized, fenced-in corner lot in a prime South Portland location. Inside, original details shine — from tall ceilings and gleaming hardwood floors to glass doorknobs, a built-in china cabinet, and an ornate wood mantle with built-in shelving. Modern improvements include a fully renovated kitchen featuring quartz countertops, stainless steel appliances, a gas cooktop, and custom storage, as well as an updated full bath with a porcelain tub and tile. A bonus flex space in the basement is perfect for a home office, media room or gym. Plus, with a newer roof, boiler, and replacement windows, major high-ticket updates are already taken care of. Outside, step into your private, fully-fenced backyard. Tend to established gardens and raised vegetable beds, relax under the shade of mature maples or entertain on multiple outdoor decks. A detached two-car garage and additional shed provide ample room for tools, gear and storage. Unbeatable location just minutes from Portland's Old Port, airport, train station and major highways. Access the Greenbelt Recreation Path right down the block to bike or walk to Bug Light Park, grab morning pastries at Night Moves Bakery or enjoy evening cocktails at Lambs with views of the Fore River.

49 Lombard St, South Portland

Listing courtesy of Portside Real Estate Group.

$425,000

OPEN HOUSE 11/1 11:00am to 12:30pm! Enjoy South Portland living in this fully furnished condo just steps from beautiful Willard Beach! Features include newer windows and sliding glass door to the deck, new flooring throughout, and an updated shower with glass doors. Exterior updates include roof and siding improvements, plus a deck replaced within the past couple of years, with deck furniture included. The recently renovated basement offers additional flexible space, under-stair storage, and a separate unfinished area with washer and dryer included and abundant shelving. Walk-out bulkhead access adds convenience. Walk to Scratch Baking Co., Willard Scoops Ice Cream, local restaurants, and Southern Maine Community College. Just minutes from Cape Elizabeth's beautiful beaches, scenic coastline, and iconic lighthouses, with shopping in Scarborough nearby. Enjoy coastal charm and convenience in this fully furnished condo, ideal as a year-round home or Maine getaway!

317 Preble St Unit 5, South Portland

Listing courtesy of LAER.

$399,000

This beautifully renovated, light-filled 2-bedroom, 2-bath condo in the beloved Henley offers a wonderful combination of style, comfort, and convenience in one of South Portland's most walkable and bikeable neighborhoods. Soaring 11-foot ceilings and oversized windows fill the home with natural light, creating an airy and welcoming atmosphere. The open-concept layout features a thoughtfully designed kitchen with new cabinetry, countertops, and appliances, including an induction stove. A slightly elevated living area creates a pleasing separation from the dining space while maintaining an open, connected feel. The two bedrooms and bathrooms are situated on opposite sides of the living area for added privacy. The spacious primary suite features a generous closet and beautifully renovated ensuite bath with a walk-in shower and tilework by the Paul White Company. Just steps from the Greenbelt Trail, the Henley offers easy access to some of South Portland's favorite destinations, and to downtown Portland. Walk or bike to Willard Beach, Scratch Bakery, Second Rodeo, and nearby Knightville, with its shops, grocery stores, library, and Mill Creek Park. Beautifully updated and ideally located, this inviting condo offers the best of easy living in a vibrant coastal community.

245 Broadway Unit 305, South Portland

Listing courtesy of Legacy Properties Sotheby's International Realty.

Beautiful historic Sears Kit Craftsman Colonial blending timeless character with substantial modern improvements. The welcoming front porch and spacious rear deck create ideal outdoor living spaces, while original hardwood floors, detailed moldings, and period craftsmanship preserve the charm of yesteryear. This 3-bedroom home has undergone extensive renovations throughout, including fresh paint throughout the entire interior, a brand-new kitchen, a newly added first-floor half bath, and an updated second-floor full bath featuring a classic clawfoot tub. The home has also been fully insulated from top to bottom, attic to basement, for enhanced comfort and energy efficiency, and features a 66-gallon heat pump hot water tank. Major system and structural improvements represent a significant investment, including upgraded electrical service for both the home and garage, new roof, all new windows, new exterior doors, heat pumps, new oil tank, custom sliding door, new covered gutters, extensive structural repairs, and a newly built back deck. With significant renovations completed, this home beautifully combines historic character with modern updates and everyday functionality. Enjoy the charm of original architectural details alongside fresh interior finishes, an updated kitchen, improved bathroom spaces, and energy-efficient improvements. Conveniently located close to major shopping, transportation, local amenities, and area beaches, this property offers a wonderful blend of historic charm, modern improvements, and convenience in an ideal location.

13 Gerry Ave, South Portland

Listing courtesy of Locations Real Estate Group LLC.

$525,000

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.

$575,000

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.

$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.

$579,900

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.

$1,556,000

4 Beds ⋅ 6 Baths

Commanding 1.76 beautifully landscaped acres in South Portland, this striking contemporary estate redefines modern luxury through the lens of endless possibility. Crafted for those who demand more than the ordinary, the residence pairs monumental scale with private, resort-style amenities. Inside, the home unfolds across a highly functional layout featuring 4+ bedrooms, 6 bathrooms, and two complete kitchens perfectly suited for a multi-generational setup or elite catering. An elevator services the home, connecting the primary living areas to a dedicated fitness wing and private cinema room. Beyond the main living quarters lies an expansive indoor pool pavilion, offering year-round wellness and a dramatic backdrop for grand entertaining. For the visionary buyer, this space holds incredible alternative potential to become a private indoor pickleball court or a spectacular multi-use gallery. Just outside, a rare seven-bay garage stands ready to house an extensive automotive collection or specialized hobby equipment. Located moments from historic downtown Portland, local beaches, and fine dining, this estate offers a rare micro-sanctuary of privacy and convenience.

1050 Highland Ave, South Portland

Listing courtesy of Waypoint Brokers Collective.

$585,000

Excellent opportunity to live on a wonderful street in close proximity to the Willard Beach area and all of the Cottage Road shops and restaurants. This 3-4 bedroom home has been in the same family for over 50 years and features beautiful wood floors throughout, large eat-in kitchen and sunny exposures in most rooms. A 1982 addition added a sizeable bedroom and/or family room and a spacious 3 season room overlooking the backyard which offers garden beds and rocky features.. Updated furnace and hot water heater plus a detached 1 car garage make this a very desirable home within minutes to downtown Portland and many outdoor activities.

23 Victory Ave, South Portland

Listing courtesy of Legacy Properties Sotheby's International Realty.

$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.

$549,900

*** RATE BUY DOWN AVAILABLE *** Enjoy easy living in this 3 bedroom, 1 bath home in a convenient South Portland location. An updated kitchen, wood floors, and charming period details add character, while the deck and 2 car garage offer added appeal. The finished loft above the garage offers expansion possibilities. Close to the golf course, with easy access to the highway, downtown Portland, the Maine Mall, and Mill Creek.

59 Hall St, South Portland

Listing courtesy of Duston Leddy Real Estate.

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.

2 Baths

80 Jordan Ave, South Portland

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

$529,000

802 Highland Ave, South Portland

Listing courtesy of F.O. Bailey Real Estate.

$630,000

Developers, investors, builders, take notice of this half acre lot in a great location. Potential for multiple units on this lot. Check with South Portland planning & code for all the details and future rezoning guidelines. This presents a great opportunity to build in a prime location. Currently situated on the property is a 1910 Cape Cod with wrap around porch and original attached barn. This property 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 the potential for dividing the lot and or additional units. Property being sold in "As Is" condition. Property also listed as LAND under MLS #1686443

98 Evans St, South Portland

Listing courtesy of Plowman Realty Group.

240 Barnstable Road Unit 34, South Portland

$350,000

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.

148 Breakwater Dr Unit 601, South Portland

$249,000

Affordable Open-concept 1-bedroom, 1 bath with large windows allowing for plenty of natural light. Building amenities & services include 24/7 security personnel and front door/desk staff with gated/secured entry, one reserved parking space plus ample visitor parking, on-site community garden, outdoor BBQ area near the marina, elevators, secure bicycle storage, first-floor laundry facilities, and a dedicated mail room. Located steps from the marina, local eateries, Greenbelt Trail, Bug Light Park, Spring Point, and Willard Beach, its coastal living without the hefty price tag.

148 Breakwater Dr Unit 601, South Portland

Listing courtesy of Meservier & Associates.

$588,000

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

$405,000

This classic bungalow offers two bedrooms and one bathroom, approximately 806 square feet, situated on approximately 0.1 acres of well-landscaped grounds. The home features hardwood flooring throughout and an updated kitchen. Located in a sought-after neighborhood. The property is close to the airport, shopping, beaches, sporting event, concert, and dining venues.

65 Keswick Rd, South Portland

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

$769,000

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.

$769,000

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.

$395,000

4 Beds ⋅ 2 Baths

Classic split-entry home featuring a first-floor primary bedroom with a private full bath, along with beautiful hardwood and tile flooring throughout the main level. The lower level offers two generously sized bedrooms plus a versatile office or playroom. Conveniently located near I-295 and Scarborough's beautiful beaches. First showings begin at the open house on Saturday the 17th from 11:00 AM to 1:00 PM.

30 Lawn Ave, South Portland

Listing courtesy of Pine Tree Realty of Maine.

$459,900

*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.

$625,000

**Open House Saturday 11/7 11:30am-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.

$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.

$625,000

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

$340,000

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. BUY DOWN YOUR RATE! Seller is offering a 5k credit toward buyer's allowable closing costs, including an interest rate buydown, subject to lender approval. And if you've been condo shopping, take another look! This is a chance to own your own home in Ferry Village, without HOA fees or HOA rules. An abundance of natural light gives the home a warm, comfortable feel, with inviting living spaces that make the most of its classic New Englander charm. Upstairs, two bedrooms and a full bath are joined by an adjoining flex room off one of the bedrooms - ideal for a home office, dressing room, hobby space or whatever suits your needs. Glimpses of the water serve as a reminder of just how close you are to the coast. Back downstairs, existing plumbing provides a head start for a potential half bath or relocated laundry, while off-street parking adds another welcome convenience. But here, so much of the lifestyle extends beyond the front door. Grab your morning coffee at Second Rodeo, head down to the marina, or spend the day exploring Willard Beach, Spring Point, Bug Light and South Portland's waterfront. Local restaurants and neighborhood favorites are close by, and when Portland is calling, head across the bridge - or leave the car at home and catch the bus from the new stop directly across the street. Whether you're hoping to put down roots, purchase a first home, simplify, or find an alternative to condo living, this property offers an appealing opportunity to make Ferry Village your home - a chance to buy into the lifestyle and location you want today, with a home that's yours to make your own.

56 Sawyer St, South Portland

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

148 Breakwater Dr Unit 811, South Portland

$375,000

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

148 Breakwater Dr Unit 811, South Portland

Listing courtesy of Portside Real Estate Group.

$480,000

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.

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.

$599,900

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

$325,000

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

139 Broadway Unit 11, South Portland

Listing courtesy of Portside Real Estate Group.

148 Breakwater Dr Unit 311, South Portland

$269,000

148 Breakwater Dr Unit 311, South Portland

Listing courtesy of Century 21 North East.

$600,000

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.

$550,000

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.

$359,000

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.

$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.

$799,000

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

58 Fickett St, South Portland

Listing courtesy of Keller Williams Realty.

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

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!

2 Baths

449 Main St, South Portland

Listing courtesy of EXP Realty.

$3,450,000

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

2 Drew Rd, South Portland

Listing courtesy of Legacy Properties Sotheby's International Realty.

$275,000

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.

$590,000

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

220 Pine St, South Portland

Listing courtesy of Keller Williams Realty.

$299,000

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

$625,000

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.

$724,900

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.

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.

$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.

GENEROUS SELLER CREDIT BEING OFFERED! 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.

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.

$775,000

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.

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.

5 Beds ⋅ 2 Baths

164 Preble St, South Portland

Listing courtesy of EXP Realty.

$725,000

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

404 Ocean St, South Portland

Listing courtesy of Coastal Pine Real Estate, LLC.

$515,000

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

8 Kenneth Rd, South Portland

Listing courtesy of RE/MAX Oceanside.

$469,000

Reintroduced with upgrades! This refreshed South Portland bungalow combines classic charm with fresh paint and newly refinished hardwood floors. This well-maintained 2-bedroom, 1-bath home welcomes you with a bright, glassed-in front porch. A comfortable spot to enjoy the seasons. Just inside, a versatile mudroom or office with generous double closets that gives practical space for everyday needs. The inviting living room features a beautiful fireplace, creating a charming focal point for relaxing or gathering. The layout includes two first-floor bedrooms and a full bath with a bathtub, while the attic offers potential for additional living space or a possible third bedroom. A well-kept yard and two-car garage round out the property, while convenient access to major roads and the airport makes getting around easy. With inviting spaces and thoughtful updates, this charming bungalow is ready to welcome you home!

18 Ardsley Ave, South Portland

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

$592,500

4 Beds ⋅ 2 Baths

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

211 Alfred St, South Portland

Listing courtesy of The Maine Real Estate Group.

$1,625,000

4 Beds ⋅ 4 Baths

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

130 Fickett St, South Portland

Listing courtesy of Portside Real Estate Group.

$554,900

*** LOCK IN PROPANE PRICE FOR 3 YEARS! *** The second of seven brand new homes being built in a convenient South Portland location. Enjoy easy access to the highway, downtown Portland, the Maine Mall, and Mill Creek.

72 Thadeus St, South Portland

Listing courtesy of Duston Leddy Real Estate.

$3,300,000

7 Beds ⋅ 5 Baths

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

1 & 9 Franklin Ter, South Portland

Listing courtesy of F.O. Bailey Real Estate.

$899,900

3 Beds ⋅ 4 Baths

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

119 Summit Ter Unit 6, South Portland

Listing courtesy of F.O. Bailey Real Estate.

148 Breakwater Dr Unit 818, South Portland

$275,000