627 houses for sale in Pleasant Hill, Falmouth town Cumberland County Maine

Welcome to 12 North Street, a 3-unit multifamily home located in the heart of Portland's Munjoy Hill neighborhood. This property combines classic Portland character with thoughtful, high-quality updates. The fully renovated third-floor unit features upscale finishes, exposed wood beams, tile shower and a soaking tub, while the second-floor unit has benefited from recent improvements including kitchen updates, new bathroom flooring, and updated light fixtures. Outside, the shared yard has been transformed into an inviting urban retreat with a new patio, natural landscaping, and raised cedar garden beds, ideal for outdoor dining, gardening, or entertaining. With restaurants, coffee shops, neighborhood markets, and other amenities just steps away, and both the Old Port and I-295 within a mile, the location offers easy access to everything Portland has to offer. Whether you're an investor looking to add a well-positioned property to your portfolio or an owner-occupant looking to offset you

A truly exceptional opportunity in the heart of Munjoy Hill, one of Portland's most coveted neighborhoods. This beautifully updated three-unit property offers the rare combination of refined owner-occupied living and strong investment potential, all just moments from the acclaimed restaurants, cafes, breweries, and boutiques of Washington Avenue and the sweeping waterfront beauty of the Eastern Promenade. Occupying the entire third floor, the owner's residence has been thoughtfully reimagined with sophisticated finishes and modern comforts. A stunning designer kitchen, spacious spa-inspired bath, and energy-efficient heat pump create an inviting retreat above the city. The living room is bathed in natural light and captures breathtaking sunset views. Seasonal glimpses of Casco Bay provide a constant reminder of Portland's coastal charm. The first- and second-floor apartments have been tastefully renovated, featuring attractive kitchens, updated baths, and in-unit laundry facilities. Ea

Tucked into Deering Highlands, one of Portland's most beloved and architecturally rich neighborhoods, 157 Beacon Street is the kind of home that reminds you why people romanticize old houses. Built in 1895 and lovingly restored by its current owner, it offers the period character you hope for, with the level of care you rarely find. Inside, the home carries the warmth and detail of its era. Original craftsmanship, classic proportions, and time-earned charm give each space a sense of history, while thoughtful restoration work allows the home to feel cared for rather than frozen in time. It is polished without being precious, elegant without feeling untouchable, and full of the kind of details that rarely get replicated in modern construction. Out back, the covered porch adds another layer of everyday livability. It is easy to picture slow mornings, quiet evenings, and a little protected breathing room while overlooking the gardens. And the gardens themselves are a story worth telling, w

Outstanding investment opportunity in Portland! This 1900-built high performing 3-unit property sits on a unique double city lot. Offering unmatched yard space and parking options just off Forest Ave. The property features a stellar, high-demand rental mix: a 4-bedroom, 3-bedroom, and 1-bedroom unit. Step inside the beautifully updated downstairs unit 1 to find granite countertops, new cabinets and a new range. Unit 2 upstairs has ample space as a split level 4-bedroom unit. Unbeatable location-walking distance to Deering Oaks Park, the Back Bay trails, USM, and local dining. Perfect for an owner-occupant or a savvy investor looking for a strong-performing asset in a highly walkable neighborhood

Step into timeless elegance with this beautifully maintained Dutch Colonial, where classic architecture meets modern updates and preserved period charm. Nestled on a generous lot, this spacious 4-bedroom, 2-bath home offers flexible living options, including a detached 3+ car garage and abundant off-street parking. Inside, natural light fills the first floor, highlighting an updated kitchen, dining room, and a front-to-back living room. A versatile den or office, full bath, and convenient laundry room complete the main level. Upstairs, four generously sized bedrooms and a second full bath provide comfort and space for all. The oversized detached garage is ideal for car enthusiasts, hobbyists, or extra storage. With B-2b zoning, this property opens the door to future possibilities-perfect for entrepreneurial buyers. Located just minutes from downtown Portland with easy access to I-95, the University of New England, nearby restaurants, cafes, shops, and everyday essential

Rare offering, single level living, 2 car garage, super convenient location, and a great price. This home combines an efficient layout, with charm and privacy. Enjoy your days sitting by your fireplace or watching the birds on the lovely elevated deck. Step outside into the fenced back yard, where the wooded backdrop creates a private setting for morning coffee, summer dining or simply enjoying the surrounding nature. The large picture windows add so much wonderful natural light. Downstairs, the full daylight basement features walkout access to the yard and provides abundant storage along with space for a workshop, recreation room, home gym or enjoy the additional living space. Heat pumps provide efficient heating and cooling throughout the seasons. A new roof installed in 2025 adds peace of mind and the beautiful kitchen and baths make it move in ready. This property is convenient to Westbrook amenities, highway access, the lakes region and the Greater Portland area. A wonderful oppor

Welcome to 68 Taft Ave, a stylish 3-bedroom, 2-bath ranch tucked into a convenient Portland location just moments from Westbrook. The main level offers an easy, spacious layout with three bedrooms, an updated kitchen, generous living room, and formal dining room. The partially finished basement adds flexible bonus space, currently used as a music and media room with a bonus informal bedroom. Step outside to a beautifully refreshed backyard designed for relaxing and entertaining. New landscaping and hardscaping surround the in-ground pool, including a Pennsylvania bluestone patio and steppers and a natural stone pool deck. A two-car tandem garage adds valuable storage and parking. With easy access to I-95 and just minutes from an abundance of shops, restaurants, and everyday conveniences, 68 Taft Ave offers the space and amenities to enjoy both home and everything Greater Portland has to offer

Welcome to 75 Pennell Avenue, a beautifully maintained 2-bedroom, 1-bath cape located in Portland's sought-after North Deering neighborhood. Sun-filled and move-in ready, this home blends classic charm with thoughtful updates throughout. Both bedrooms are generously sized, offering flexible space for a home office, guest room, or growing family. The bathroom has been newly remodeled with clean, modern finishes. Step outside to a fenced-in yard and expansive deck - perfect for entertaining, gardening, or simply relaxing outdoors. Thoughtful landscaping adds curb appeal and a peaceful, private feel to the outdoor living space. Don't miss this opportunity to own a lovingly cared-for Cape in one of North Deering's most desirable pockets. Schedule your showing today!

For info or a showing Elise Loschiavo | || Bright, sunny end unit townhouse in a three-unit complex, tucked into the USM/Oakdale neighborhood. The first floor features an open dining and living area anchored by a two-sided wood fireplace, plus a half bath. The cheery kitchen has stainless steel appliances and marble counters. Upstairs, you'll find two nicely sized bedrooms and a full bath. Enjoy the convenience of your own 1-car garage plus guest parking, plus affordable HOA dues and heating costs. The location is hard to beat. Walk or bike to downtown, the Back Bay, and Deering Oaks, or hop on the bus line right nearby. Game days are easy too: start with happy hour at Continental, then walk over to Fitzpatrick Field to cheer on the Hearts of Pine!

Please submit all offers by 2 PM on Friday October 2nd. Tucked away on a peaceful street with no through traffic, this beautifully updated 2 bedroom, 2 bathroom ranch offers a rare combination of privacy, comfort, and an unbeatable location. Just minutes from Payson Park, the scenic Back Cove trail, and Monte's, and within easy reach of the future Northeastern campus, this home also offers a quick 5-10 minute commute to downtown Portland, giving you the best of a peaceful residential setting without sacrificing convenience.Major updates have already been taken care of, including new eastern white cedar shingle siding, a newer roof, and newer windows, offering lasting curb appeal, durability, and peace of mind for years to come. Inside, the thoughtfully renovated kitchen and bathrooms showcase fresh, modern finishes, while the classic ranch layout provides easy, single-level living. A woodstove adds warmth and charm on cooler evenings, creating a cozy focal point for the main living spa

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

This well-loved home offers easy, one-level living with all three bedrooms on the main floor, plus a spacious kitchen built for a cook, with generous cabinet and countertop space. A few cosmetic updates offer the perfect opportunity to make it your own, while the solid bones give you a great head start. This home's location truly can't be beat: About 8 minutes to the ME Turnpike, 20 minutes to Portland's Old Port, under 10 minutes to dining and shopping in downtown Westbrook, and less than 20 minutes to some of Sebago Lake's finest beaches, recreation spots, and fishing! The property also connects to snowmobile trails, is less than an hour from Pleasant Mountain in Bridgton, and did we mention ice fishing for landlocked Salmon on Sebago Lake? - all awesome bonuses for winter enthusiasts! Downstairs, the fully finished lower level adds serious flexibility: A massive bonus room that could be used as a play- or family room, converted into a bedroom suite, or split into a bedroom and offic

True turn-key investment: 6-unit multi-family property offers strong rental potential in updated units and well maintained building and system. The unit mix is 2 x one-bedroom units and 4 x two-bedroom units. Each apartment has a private entrance and separately metered utility for tenant privacy, livability and fewer landlord expenses. A large rear parking lot provides ample off-street parking for residents, and shared laundry in the basement adds everyday convenience. Whether you're growing an existing portfolio or purchasing your first multifamily property, this well-maintained building is the way to add easy-to-own and easy-to-manage units

Hard-to-find property featuring industrial zoning with broad potential applications. This property would also serve as an excellent development site for either commercial or residential. This well maintained single-family home includes a detached commercial garage with a large finished upper-level space complete with multiple bedrooms and bathrooms, a kitchen and open living room. This space currently not permitted as a legal unit. Conveniently located just minutes from I-295, offering easy access for commuters, contractors or business owners alike. Relocate or establish your business here or bring your vision to this site!

Tucked into Portland's beloved East End, this well-maintained three-unit property offers a rare opportunity for both investors and owner-occupants. Unit 1 is especially charming, filled with warmth and original character, and features direct access from one of the bedrooms to the rear deck, creating an easy connection to the outdoor space. Inside, Unit 1 showcases thoughtful details throughout. Units 2 and 3 enjoy peekaboo water views, while Unit 3 also captures lovely views of Portland's city skyline along with beautiful sunset exposure and potential to further enhance the views. All three units offer convenient two-bedroom layouts, making it easy to attract and retain great tenants in this low-maintenance building. One of the property's true highlights is the inviting backyard. With an apple tree, flower boxes, and established plantings, the space feels like a small, urban garden ideal for relaxing, entertaining, or enjoying a quiet moment outdoors. The property sits on a quiet, prim

Lovingly restored and beautifully maintained, 42 Montreal Street is an impeccably renovated, single family house with three bedrooms and two bathrooms. This high quality renovation features copper flashing and downspouts, cedar clapboard siding, a cedar shingle roof, and a meticulously rebuilt historic cupola. Seasonal water views and sweeping vistas of Casco Bay create a stunning backdrop, while the cupola provides a perfect perch for watching summer fireworks over the harbor. Inside, hardwood floors and thoughtfully preserved architectural details blend timeless character with everyday comfort. Outside, a glorious private garden filled with roses and perennial plantings offers exceptional privacy and beauty, creating a true urban oasis. Multiple outdoor living areas invite entertaining, relaxing, and enjoying Maine's seasons. Located on a corner lot in coveted Munjoy Hill, this absolutely charming mansard-roof cottage enjoys a quiet pocket of Portland's East End, just steps from park

This soon to be completed Colonial home offers a blend of thoughtfully designed living spaces set in a neighborhood just minutes from Portland local amenities. Enjoy the sunny exposure and spacious open floor plan. The kitchen features quartz countertops, a center island, and new appliances. The first floor also offers a comfortable living and dining space, separate den or home office, a functional mudroom entry, and a great back deck. Upstairs includes a primary suite with two walk-in closets, two additional bedrooms and full bathroom, and a laundry room. Relax, grill, or entertain on the back deck and flat yard, while the full basement provides great potential for storage, hobbies, or future finishing. Conveniently located near shopping, town services, and recreational opportunities, this home offers both comfort and accessibility. Move right in and make your dream of owning a brand new home come true!

Two parcels, sold together: 26 and 30 Motley Street, a combined 10,000 square feet on a quiet side street just off Brighton Avenue. Elbow room like this is genuinely scarce this close in, and the second parcel carries OUTBUILDING. The 1937 home sits in one of Portland's most walkable pockets. Coffee at Crooked Mile is a three-minute walk; Rosemont Market and Bakery, the flagship store that started it all in 2005, is five. Pat's Meat Market has been cutting steaks on Stevens Ave since 1918, twelve minutes on foot, and Woodfords Corner, with Bird and Co and Woodford FandB, is a fifteen-minute walk or four minutes by car. The green space surprises people. Capisic Pond Park is ten minutes away on foot. Evergreen Cemetery, 239 acres with four ponds and five miles of wooded trails, is half a mile up the road and draws birders from across the state. Baxter Woods sits just beyond. Getting anywhere is quick: Maine Medical Center's Brighton campus three minutes out, USM five, the Jetport seven,

Perched atop Munjoy Hill, 5 Merrill Street sets the standard for luxury living. Built in 2019, this exceptional two-unit residence offers two townhouse-style, condo-quality homes with contemporary design and designer finishes throughout - a rare find in Portland. Each unit features 1,725 square feet of thoughtfully elevated living space, with 3 bedrooms and 2.5 bathrooms. The designer kitchens are appointed with custom cabinetry, white quartz countertops, Miele appliances, and abundant storage. Throughout both residences, you'll find gorgeous walnut flooring, stunning tile selections, 10-foot ceilings, and distinctive craftsman details. Water views can be enjoyed from two levels, but the true showstopper is the third-floor primary suite, where panoramic views over Casco Bay create an unforgettable retreat, whether enjoyed from inside or from the private rooftop deck. Each unit also includes covered parking and a private patio/yard area, ideal for summer grilling and outdoor entertainin

First time ever on the market! This classic New Englander/Colonial features recent interior paint, refinished hardwood floors, 4 bedrooms, 1.5 baths, front and reach enclosed porches, and detached 2 car garage. Extra large lot with frontage on both Webb Street and Terrace Avenue. See attached survey and new lot description. Parcel being sold is 13,492 square feet. Zoning may allow additional building lot, please verify with City of Portland. Convenient location with easy access to shopping centers and Maine Turnpike

Welcome to 32 Taft Avenue, where comfort, convenience, and thoughtful updates come together in one of Portland's most accessible neighborhoods! This charming 3-bedroom, 1-bath home is perfectly situated just a chip and a putt from the Pine Tree Shopping Center, making everyday errands a breeze with grocery shopping, banking, fitness centers, restaurants, and more all just up the street. Step inside to discover a spacious living room filled with natural light from the large picture window, creating a warm and inviting space for relaxing or entertaining. Outside, you'll love the oversized side yard and a backyard featuring a spectacular stone patio-an ideal setting for summer barbecues, morning coffee, or evenings spent with family and friends. This home has numerous recent improvements, including a new boiler, front door, and attic insulation (2025), new windows, gutters, and awnings (2024), and a new roof (2021), giving you peace of mind for years to come. Commuters and adventurers ali

A rare find in the heart of Portland, this classic New Englander is set on a private lot that feels like a world of its own. Tucked away from the hustle and bustle yet conveniently located to enjoy the very best of Portland, this one-bedroom home is a true urban oasis - and for the outdoor enthusiast, it doesn't get much better than this. Located near Portland's beloved trail systems and just steps from the trailhead to Jewel Falls, adventure is always close at hand. Outside, the property is nothing short of magical. A beautiful orchard bursting with plum, apple, pear, and cherry trees transforms the lot into a serene retreat. Blackberry, blueberry, raspberry, and strawberry bushes add to the abundance. A refreshed deck provides the perfect spot to relax and soak it all in. Inside, the home carries the timeless character you'd expect from a classic New Englander. The open kitchen with eat-in dining creates a warm and inviting heart of the home, while the four-season porch extends your

Well-maintained and turn-key multi-unit property offering four spacious one-bedroom apartments, each in excellent condition. The building also features off-street parking, making it an attractive investment opportunity in a highly desirable Portland location. Conveniently situated close to great restaurants, shopping, schools, and Baxter Boulevard, with easy access to all the amenities Portland has to offer. Come take a look at this excellent investment/owner occupy opportunity in a fantastic location!

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

Exceptional opportunity to own a gorgeous home with bonus unit in the heart of Portland's sought-after Oakdale neighborhood. Offering over 5,000 square feet across three finished levels, this expansive property seamlessly blends historic character with modern amenities and significant systems updates, creating a rare investment or owner-occupant opportunity. With two spacious residences offering excellent rental income potential, this property provides exceptional flexibility for investors, multigenerational living, or those looking to offset their mortgage while enjoying one of Portland's most desirable neighborhoods. The first-floor residence features three bedrooms, one and a half baths, a generous living room, formal dining room, spacious bedrooms, and a bright bonus sunroom. Occupying the second and third floors, the upper residence lives like a single-family home with a spacious living area, formal dining room, updated kitchen, four generously sized bedrooms, the potential to fin

Beautifully updated, loaded with character and located in Portland's desirable Woodfords neighborhood, fronting on Nevens Street. This 4-bedroom, 4-bath home offers generous bonus space on the main floor, well suited to a home office or small business, with a separate entry for added privacy and flexibility. Zoning ordinance allows for small business use. A covered front porch opens to a warm and inviting interior featuring high ceilings, hardwood floors, crown molding, and custom-built window seats in the sun-filled, spacious front-to-back living room. A gas fireplace brings a welcoming touch, while a new heating system provides modern comfort and efficiency. The well-appointed kitchen offers both a casual eat-in area and easy access to the formal dining room. The spacious primary suite features a gorgeous en suite bathroom, creating a comfortable private retreat. A thoughtfully designed, fenced-in front patio provides a private outdoor space for relaxing or entertaining. With its ver

Wake up to sweeping views of Back Cove and the Portland skyline from this rare three-unit property in one of the city's most desirable locations. Step out your door to the Back Cove Trail for morning walks, or enjoy coffee on your deck while taking in the water views. With strong rental income potential, this property offers the ideal opportunity to offset your mortgage while living in a premier setting. The owner-occupant third floor unit is filled with natural light and features 1 bedroom and 1 bathroom with an open kitchen, dining, and living area. Two private decks extend the living space outdoors, including one with views overlooking Back Cove. The second floor spans the entire level and offers exceptional light throughout. It includes a spacious living room, a separate dining room with original built-ins, a large kitchen, two well-sized bedrooms, and an updated bathroom. A private deck completes this inviting unit. The first floor also occupies the full level and features a sun-f

This soon to be completed Colonial home offers a blend of thoughtfully designed living spaces set in a neighborhood just minutes from Portland local amenities. Enjoy the sunny exposure and spacious open floor plan. The kitchen features quartz countertops, a center island, and new appliances. The first floor also offers a comfortable living and dining space, separate den or home office, a functional mudroom entry, and a great back deck. Upstairs includes a primary suite with two walk-in closets, two additional bedrooms and full bathroom, and a laundry room. Relax, grill, or entertain on the back deck and flat yard, while the full basement provides great potential for storage, hobbies, or future finishing. Conveniently located near shopping, town services, and recreational opportunities, this home offers both comfort and accessibility. Move right in and make your dream of owning a brand new home come true!

Bring your vision to this Deering Center Cape! This 3-bedroom, 2-bath home offers a great opportunity for those ready to roll up their sleeves and add some sweat equity in one of Portland's most desirable neighborhoods. The huge 620 SF detached garage with storage above is an added bonus, offering plenty of room for a workshop, studio or possible ADU conversion (buyer to verify). With the shops, restaurants, and neighborhood amenities of Deering Center just a tree-lined street walk away, plus nearby access to trails, Evergreen Cemetery and Baxter Woods, this is a location that makes it easy to enjoy all that this part of the city has to offer. Whether you're looking to put your creative vision into action, pursue an investment opportunity, or take advantage of the incredible space in the detached garage, this one is worth a look

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank