664 houses for sale in Old Port, Portland city Cumberland County Maine

A rare opportunity to own an affordable Colonial offering solid structure and endless potential in one of South Portland's most convenient locations! Maintained by one owner for 39 years, this well-loved home features classic hardwood floors, a bright living room, a formal dining room, and fresh paint throughout. The generous kitchen offers tile flooring, an abundance of cabinetry, and a desk nook. All 3 bedrooms and the full bath are located upstairs. Major updates offer true peace of mind, including a 2020 roof. Outside, enjoy a large, fully fenced backyard with a back deck and mature trees. Sold as-is with no further seller updates, this home provides a solid foundation ready for the next owner to bring their own ideas, make modern improvements, and build instant equity. Minutes to highways, shopping, and dining, don't wait! Open House Sunday 09-20-2026 from 1pm - 2:30pm

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

Privacy, character and convenience are the touchstones of this custom built 4 BR/2.5 bath home on 1.1 acres less than 10 minutes to the Old Port. Situated on a quiet cul-de-sac in one of South Portland's premier neighborhoods. Spacious light filled living areas greet you and the well-designed circular floor plan offer flexibility and living at its upmost comfort. Come see the large eat-in kitchen with a new butcher block topped island. The antique restored wood beams offer a special grandness while the newly installed pellet stove instantly warms the kitchen during those chilly Maine evenings. Check out the amazing great room with its soaring ceilings and oversized windows. Again the antique wood beams make their stately appearance! This room is centered with a magnificent double sided fieldstone fireplace. The family room boasts gleaming hardwood floors, the second side of the double sided fireplace, beautiful built-ins and a slider which you can exit to the expansive cedar deck overl

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 and 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 newe

Attention contractors and investors-this two-unit property offers a prime opportunity to bring new life to a solid structure. While the home has experienced a period of neglect and requires significant renovation, the underlying bones are worth the effort. The front unit features a fireplace, adding character and future appeal once restored. Ideally located with convenient access to shopping, major roadways, and just minutes to downtown Portland, as well as UNE on Stevens Ave and USM on Forest Ave, this property sits in a highly desirable and accessible area. Positioned adjacent to railroad tracks, the setting may appeal to buyers seeking value and upside potential. Property is being sold as-is and is subject to short approval. Seller has no funds available for repairs or to contribute toward buyer closing costs or other concessions. Bring your vision and unlock the possibilities-this is a project with strong investment potential in a sought-after location

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

Meeting House Hill Bungalow! Nestled on a quiet dead-end street in the heart of Meeting House Hill, this charming Arts and Crafts-era home preserves its authentic architectural character alongside modern electrical upgrades. Large windows (including original stained-glass) illuminate a bright interior featuring high ceilings, original moldings, gorgeous hardwood floors, and a wood-burning fireplace framed by a period mantel and built-in bookcases. The quintessential Bungalow front porch provides a peaceful spot to relax outdoors, while the sought-after neighborhood offers easy walking access to local favorite restaurants, marinas, and nearby Willard Beach. Featuring a full unfinished basement, a spacious walk-up attic ready for future expansion, and a large detached two-car garage, this property offers incredible upside potential. Priced accordingly for the savvy buyer, it is a rare coastal gem combining timeless Arts and Crafts character, modern electrical upgrades throughout, and unb

Well situated Woodfords Corner/Back Cove 2 unit building with a double width driveway that comfortably parks 4 cars! This property has been very well-maintained and owner-occupied until early this year. Both units have bamboo wood flooring and granite kitchens plus there is a third floor that lends itself for a possible home office or other potential uses. Very close to the Boulevard and other urban amenities

Charming Colonial in Portland's desirable Rosemont neighborhood offering character, space, and exceptional potential. This 3-bedroom, 1.5-bath home features a thoughtful circular floor plan, a large flat city yard, and an expansive third floor ready to become additional living space. For buyers seeking the Rosemont lifestyle with room to grow, this property offers a rare opportunity. Enter through the welcoming mudroom, which helps keep the home cozy on chilly Maine days. The main level features a comfortable living room with an adjoining flexible space ideal for an office, library, or potential larger bath. A convenient half bath with French doors is located just off this space. The dining room flows into the kitchen, which offers generous storage and access to the back deck. Outside, enjoy a notably large, level backyarda€”an uncommon feature for the neighborhooda€”with plenty of room for entertaining, gardening, play, or creating your own outdoor retreat. Upstairs are three bedrooms

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 the area has to offer. Inside, the sun-filled main home features three spacious bedrooms, 2A½ 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, p

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 t

REMARKABLE VALUE. EXCEPTIONAL LOCATION. WORRY-FREE LIVING. Welcome to 22 Bayberry Way, offering one of the best locations within one of South Portland's most desirable condominium communities. Quiet, private, and surrounded by nature, this spacious 2-bedroom, huge bonus room over garage, 1.5-bath, 1-car garage home offers over 1,300 SF, an attached garage, and a private brick patio abutting the woods. It lives far more like a home than a typical condo, at a fraction of what comparable space, privacy, and amenities would cost just minutes away in Portland. UPDATED AND UPGRADED. The owner has done a host of updates and upgrades, including fresh paint, new flooring, updated bath and kitchen finishes, and higher-end appliances. Outside, enjoy a low/no maintenance exterior where the owners have just updated siding, windows, doors, skylights, and more. The result is exactly what condominium living should be: low-maintenance, stress-free, and truly lock-and-leave, ideal for a full-time reside

LOWER YOUR MONTHLY PAYMENT! Seller is offering a mortgage rate buydown incentive with an acceptable offer. Qualified buyers may be able to secure a lower interest rate and reduce their monthly payment. Welcome to 27 Preble Street, a beautifully crafted new-construction Colonial in South Portland's highly desirable Ferry Village. Designed for modern living, this thoughtfully appointed home offers an inviting open-concept layout, soaring ceilings and exceptional attention to detail. At the heart of the home is a custom Kitchen featuring quartz countertops and backsplash, an oversized island for gathering and high-end appliances. The adjoining living area has built-ins and a gas fireplace with modern surround that both capture the eye. A convenient first-floor mudroom area off the side entry and spacious walk-in pantry/laundry area add the organization and storage. Ultra efficient Mathews brothers' windows and doors and the latest technology heat pumps for heating and cooling keep the hom

Welcome to this beautifully updated 2 bedroom, 2 bathroom home in South Portland. Thoughtfully refreshed and finished throughout with 2 new bathroom remodels and fully updated kitchen, including all new high efficiency windows and doors, this home presents a clean, modern feel with the convenience of being close to everything. Enjoy easy access to shopping, dining, parks, trails, and everyday amenities, with plenty of opportunities for walking and biking right nearby. Some favorites include, Thompson's Point, Greenbelt Trail, Bug Light State Park and Willard Beach. The home has been newly finished throughout, creating a bright and inviting space that's ready to enjoy. Outside, you'll find even more to love, including a brand new shed, beautifully established gardens, and new fencing that adds both privacy and charm. Whether you're relaxing at home, entertaining, gardening, or exploring all that South Portland has, this property provides an ideal combination of comfort, convenience, and

Tucked away on a quiet street in sought-after Deering Highlands, this warm and inviting shingle-style 1905 Dutch Colonial offers the perfect blend of period details and modern conveniences for today's buyer. Original features include wood floors, French doors, built-in bookcases, and high ceilings. The first-floor layout offers an updated kitchen with honed granite counters, stainless steel appliances, ample cabinet space, and opens to the formal dining room. The spacious front-to-back living room with built-in bookcases opens through French doors to a three-season porch overlooking the private backyard and a welcoming entry foyer and half-bath complete the first level. On the second floor, you will find three bedrooms, including a primary bedroom with two closets, including one walk-in, and a generously sized full bathroom. The private, fenced backyard is an oasis with a stone patio and mature trees. An oversized one-car garage has great potential for a studio or workshop. Located in

FMI contact Keith Nicely. 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'l

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

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, thi

134-136 Sawyer Street presents an outstanding investment opportunity in one of South Portland's most desirable coastal neighborhoods. This updated two-unit property offers the best of both worlds, whether you are looking to owner-occupy or add a strong asset to your portfolio. Each unit features 3 bedrooms along with additional flexible space perfect for a home office, guest room, workout area, or extra storage. The layouts offer spacious living areas, abundant natural light, and updated finishes that create comfortable and functional living spaces for both owners and tenants alike. Top it off with off street parking for each unit and some outdoor space to enjoy! Located just minutes from downtown Portland and within walking distance to Willard Beach, Second Rodeo Coffee, and Saltwater Grille, tenants and owners can enjoy the best of coastal Maine living right outside their door. Whether you are seeking supplemental rental income, multigenerational living potential, or a long-term inve

BACK ON THE MARKET AFTER BUYER CONTINGENCY FELL THROUGH - Located on a quiet dead-end street in South Portland's Highland neighborhood, this 4-bedroom, 1-bath home offers a convenient location with easy access to I-295, the Maine Turnpike (I-95), the Maine Mall, Mill Creek, downtown Portland, and destinations throughout Southern Maine and north toward Brunswick. Available for the first time since 1962, the home has been cared for by the same family for more than 60 years. Recent improvements include a newer roof and a brand-new water heater. The finished basement adds usable living space that offers flexibility for a variety of needs. The property includes a spacious backyard, providing a generous amount of outdoor space. The Highland neighborhood is well connected to many of South Portland's community amenities. The South Portland Community Center, South Portland High School's athletic courts, and the South Portland Greenbelt Walkway are all within walking or biking distance, with sho

Located on the prominent corner of Munjoy and Wilson Streets, just a few blocks from the Eastern Promenade and directly abutting neighborhood green space, this impressive five-unit (originally built as four 1,500 SF apartments) property offers a rare combination of scale, location, and future potential. Approximately 6,100 square feet of living space, the building is currently configured with three spacious three-bedroom, one-bath apartments, each featuring generous living rooms, separate dining rooms, and full kitchens, while the remaining floor has been divided into a one-bedroom unit and a two-bedroom unit. The building's exceptional size and coveted Munjoy Hill location create a wide range of opportunities for the next owner. A) The Owner Occupant who wants more space than a traditional, small, Portland apartment. Restore the four unit layout which allows a buyer to move into one and rent the others - free of Portland's rent control - and helps cover your rent. B) An Investor/Devel

Nestled on a quiet dead-end street in South Portland's highly sought-after Meeting House Hill area. Lovingly owned by the same family since 1961, this classic 1937 colonial is ready for its next chapter. With appoximately 1400 sq ft of living space, the home retains the character and charm of it's era while offering an opportunity for new owners to update and personalize to their own tase. The location is truly a standout feature-just minutes from Willard Beach,local restaurants,cafes,shops, and the vibrant community amenities o

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 and 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 and 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 and 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 pr

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 a

Stop paying someone else's mortgage and start building your investment portfolio! Great neighborhood in Portland, close to everything. Currently rented, one lease turned month to month. Nice, spacious floor plans and cute yard. Building needs some love, and better tenants. Would make a great owner occupied. Reach out and let's get you through! Easy to show!

Well-located Portland home with major exterior improvements already completed! This charming Cape-style home offers an excellent opportunity in Portland's increasingly popular Libbytown neighborhood. Recent improvements include new Andersen windows, vinyl siding, Ensemble exterior doors by Andersen, and a new roof with 50 year warranty, providing a solid exterior envelope and peace of mind for the next owner. Inside, the home offers comfortable living space with room to make it your own. The interior would benefit from fresh paint, giving a new owner the opportunity to choose finishes and colors that suit their style. The location is hard to beata€”convenient to Maine Medical Center, downtown Portland, the Old Port, shopping, restaurants, and public transportation. Maine Medical Center Nearby Thompson's Point adds concerts, events, food, the Children's Museum and Theatre of Maine, and seasonal activities, while the Portland Transportation Center provides convenient access to Amtrak and

7 Huntress Street presents exceptionally well as a professionally managed 10-unit multifamily asset in one of Portland's most desirable in-town locations. Ideally situated near Maine Medical Center, Thompson's Point, downtown Portland, and major transportation routes, the property offers both stable cash flow and long-term investment appeal. Current ownership has made numerous thoughtful capital improvements, including replacement of the original cast iron plumbing with PVC, recent boiler servicing, repairs to the rubber roof, new carpeting in one apartment and in the right-side common hallway, two new ceilings, updated blinds and interior paint, a new bathroom window, and updated appliances including a new stove, refrigerator, and sink in one unit. The property also benefits from two new washers and two new dryers, while six of the apartments now feature modern keyless entry systems. Parking is a significant value add, offering nine total spaces, including four garage bays plus additi

Attention contractors and investors-this two-unit property offers a prime opportunity to bring new life to a solid structure. While the home has experienced a period of neglect and requires significant renovation, the underlying bones are worth the effort. The front unit features a fireplace, adding character and future appeal once restored. Ideally located with convenient access to shopping, major roadways, and just minutes to downtown Portland, as well as UNE on Stevens Ave and USM on Forest Ave, this property sits in a highly desirable and accessible area. Positioned adjacent to railroad tracks, the setting may appeal to buyers seeking value and upside potential. Property is being sold as-is and is subject to short approval. Seller has no funds available for repairs or to contribute toward buyer closing costs or other concessions. Bring your vision and unlock the possibilities-this is a project with strong investment potential in a sought-after location

BACK ON THE MARKET AFTER BUYER CONTINGENCY FELL THROUGH - Located on a quiet dead-end street in South Portland's Highland neighborhood, this 4-bedroom, 1-bath home offers a convenient location with easy access to I-295, the Maine Turnpike (I-95), the Maine Mall, Mill Creek, downtown Portland, and destinations throughout Southern Maine and north toward Brunswick. Available for the first time since 1962, the home has been cared for by the same family for more than 60 years. Recent improvements include a newer roof and a brand-new water heater. The finished basement adds usable living space that offers flexibility for a variety of needs. The property includes a spacious backyard, providing a generous amount of outdoor space. The Highland neighborhood is well connected to many of South Portland's community amenities. The South Portland Community Center, South Portland High School's athletic courts, and the South Portland Greenbelt Walkway are all within walking or biking distance, with sho

Walk to Willard Beach. Watch the sunset at Bug Light. Grab coffee at Scratch Baking Co. Stroll the Greenbelt. Welcome to 204 Preble Street. Nestled in one of South Portland's most beloved coastal neighborhoods, this charming 2-3 bedroom, 2-bath home is full of character and modern updates, offering the opportunity to enjoy a lifestyle that few locations can match. From your front door, you're just a short walk to Willard Beach, Bug Light Park, the Greenbelt Walkway, Southern Maine Community College, Spring Point Ledge Light, and the vibrant restaurants, cafes, and shops of Knightville and Mill Creek. Downtown Portland is just minutes away, making commuting, dining, and entertainment effortlessly accessible. Inside, you'll find a warm and inviting floor plan featuring hardwood floors, a sun-filled living room, and an updated eat-in kitchen designed for both everyday living and entertaining. The flexible layout provides options for additional bedrooms, guests, a home office, or creative