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

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

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

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

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

Call Michael Navarro for a private showing * Welcome to 495 Allen Avenue - a rare opportunity to own a versatile move-in-ready property in Portland's convenient North Deering neighborhood. This 2,200 sqft property includes the 2BD/2BA main house and a 1BD/1BA Accessory Dwelling Unit (ADU). The ADU offers multigenerational living, guest quarters, and potential for rental income. Outside, enjoy a spacious backyard ideal for entertaining, gardening, and relaxing during Maine summers, plus ample off-street parking. Conveniently located just minutes from Shaw's, Northgate Plaza, restaurants, coffee shops, and local favorite Lib's Dairy Treats, with downtown Portland and Falmouth only about 15 minutes away. Whether you're looking for extra space, income potential, or a smart investment in a prime Portland location, 495 Allen Avenue delivers opportunity and convenience

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

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 space.The finished lower level significantly expands the ho

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

Located in Portland's sought-after East End just a few blocks from the Eastern Promenade, this well-situated three-unit building offers a compelling mix of space, character, and outdoor living. The first floor features a spacious three-bedroom unit with additional office space, while the second floor offers a comfortable two-bedroom layout. The third floor is a charming one-bedroom apartment highlighted by a rooftop deck with peeks of water views. The warm, bright and thoughtfully updated units each enjoy their own outdoor deck, creating valuable private outdoor space for tenants or owners. The property also includes a side yard accessible either from within the building or via the abutting paper street, an uncommon bonus in this neighborhood. Just steps from neighborhood favorites, restaurants, and the waterfront, this property is desirable for both owner-occupants and tenants alike

A rare opportunity in one of Portland's most convenient pockets: THIS PROPERTY INCLUDES AN ADDITIONAL LOT AT 13 UPLAND AVENUE WITH REAL DEVELOPMENT POTENTIAL. Per written confirmation from Portland's zoning office, THE LOT MAY SUPPORT UP TO FOUR DWELLING UNITS, subject to permitting and site review. Whether you're an investor, a multigenerational family, or a buyer looking to build lasting equity and flexibility into your purchase, this is a chance to shape the space to fit your vision. And the location delivers. Tucked onto a quiet dead-end street, you can walk to Back Bay and Payson Park, hop downtown in about five minutes, and enjoy easy on-and-off access to I-295 whenever you need it. The home itself is a well-loved ranch with real warmth. The heart of it is a spacious, light-filled 16'x22' family room with wood floors and a cozy natural gas fireplace, the kind of space made for gathering, relaxing, and everyday living. Three comfortable bedrooms sit on the main floor, while the ba

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!

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

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

This North Deering home offers space and flexibility with 4 bedrooms, 2 bathrooms, bonus space, a workshop, and a great yard! Inside, the living room flows into the dining room and kitchen, creating a comfortable space for everyday living and entertaining. The first floor also features a bedroom with built-ins, a laundry area, 3/4 bathroom, and a three-season porch perfect for slow mornings, summer evenings, and everything in between. Upstairs at the front of the home you'll find two additional bedrooms and a full bathroom. In the back of the home on the second floor is a spacious fourth bedroom with cathedral ceilings, giving it a private feel and plenty of possibilities. Need room for projects, hobbies, storage, or something more' The former garage has been converted into a generous workshop and adds even more flexibility to the home. Keep it as-is, explore converting it back to garage space, or imagine what else it could become. Outside, the well landscaped 0.25 acre lot is open and

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

Check out this amazing investment opportunity on Portland's Washington Ave offering two spacious 4-bedroom/1-bath units. Each 1,000+ square foot apartment contains large bedrooms, flexible living/dining layouts, and classic period details ready for your finishing touch. A full walk-up attic, served by two existing staircases, presents excellent potential for an additional unit or expanded living space (buyer to verify with the City of Portland). The full basement is perfect for storage and utilities and has blown insulation, two newer natural gas wall hung boilers, and washer/dryer hookups. The garage is in fair condition and currently provides convenient extra storage for tenants or the property owner. Lots of off street parking can be found outside on the nearly completely fenced in lot. This in-town location close to restaurants, coffee, transit, and parks makes for a strong addition to any investors portfolio or a great setup for enjoyable owner occupancy. Tenants will appreciate a

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

This North Deering home offers space and flexibility with 4 bedrooms, 2 bathrooms, bonus space, a workshop, and a great yard! Inside, the living room flows into the dining room and kitchen, creating a comfortable space for everyday living and entertaining. The first floor also features a bedroom with built-ins, a laundry area, 3/4 bathroom, and a three-season porch perfect for slow mornings, summer evenings, and everything in between. Upstairs at the front of the home you'll find two additional bedrooms and a full bathroom. In the back of the home on the second floor is a spacious fourth bedroom with cathedral ceilings, giving it a private feel and plenty of possibilities. Need room for projects, hobbies, storage, or something more' The former garage has been converted into a generous workshop and adds even more flexibility to the home. Keep it as-is, explore converting it back to garage space, or imagine what else it could become. Outside, the well landscaped 0.25 acre lot is open 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

A completely renovated Portland single-family home at a price increasingly difficult to find. 566 Washington Avenue combines move-in-ready condition with a surprisingly functional three-bedroom layout, including a first-floor bedroom, first-floor laundry and 1A½ baths. The bright, open interior features new flooring and finishes, a beautifully updated kitchen with new cabinetry, countertops and appliances, and fully renovated bathrooms with clean, timeless styling. Updated windows, systems, mechanicals and zoned heat pumps provide year-round comfort, efficiency and peace of mind. Additional advantages include public water and sewer, a full basement, off-street parking and the freedom of single-family ownership without a condominium fee. Located in Portland's desirable East Deering neighborhood, the home is convenient to Back Cove, downtown Portland, neighborhood shops and restaurants, and I-295. The expensive work has already been completed-simply move in and enjoy a thoughtfully renov

Classic triple decker in East Deering with 3 spacious 3 BR units, strong rental income and off street parking. Well maintained and near I295 and Back Cove Investor or owner-occupied opportunity!

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

Welcome to 30 Alba Street, a charming New Englander located in one of Portland's most cherished neighborhoods. A friendly front porch invites you to come and sit while neighbors walk or ride bikes on the sidewalks lining both sides of the street. The current owners have honored the historic character of this home by embarking on well planned updates over the years. A modern, architect designed kitchen opens to a dining area and deck overlooking the spacious back yard, with lovely gardens, a patio and room to play and entertain. The living room features large windows, original woodwork and hardwood floors, while a convenient half bath adds a modern amenity to the main level. The second level features 3 bedrooms with hardwood floors and a full bath. There's more! The third level offers a spacious private suite, complete with separate sitting and sleeping areas and a full bath. Here, large skylights brighten the rooms throughout the day, making the space a pleasure to work or relax in. An

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

A rare opportunity in one of Portland's most convenient pockets: THIS PROPERTY INCLUDES AN ADDITIONAL LOT AT 13 UPLAND AVENUE WITH REAL DEVELOPMENT POTENTIAL. Per written confirmation from Portland's zoning office, THE LOT MAY SUPPORT UP TO FOUR DWELLING UNITS, subject to permitting and site review. Whether you're an investor, a multigenerational family, or a buyer looking to build lasting equity and flexibility into your purchase, this is a chance to shape the space to fit your vision. And the location delivers. Tucked onto a quiet dead-end street, you can walk to Back Bay and Payson Park, hop downtown in about five minutes, and enjoy easy on-and-off access to I-295 whenever you need it. The home itself is a well-loved ranch with real warmth. The heart of it is a spacious, light-filled 16'x22' family room with wood floors and a cozy natural gas fireplace, the kind of space made for gathering, relaxing, and everyday living. Three comfortable bedrooms sit on the main floor, while the ba

A completely renovated Portland single-family home at a price increasingly difficult to find. 566 Washington Avenue combines move-in-ready condition with a surprisingly functional three-bedroom layout, including a first-floor bedroom, first-floor laundry and 1A½ baths. The bright, open interior features new flooring and finishes, a beautifully updated kitchen with new cabinetry, countertops and appliances, and fully renovated bathrooms with clean, timeless styling. Updated windows, systems, mechanicals and zoned heat pumps provide year-round comfort, efficiency and peace of mind. Additional advantages include public water and sewer, a full basement, off-street parking and the freedom of single-family ownership without a condominium fee. Located in Portland's desirable East Deering neighborhood, the home is convenient to Back Cove, downtown Portland, neighborhood shops and restaurants, and I-295. The expensive work has already been completed-simply move in and enjoy a thoughtfully renov

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

Opportunity, flexibility, and location come together at 850 Washington Avenue, a beautifully renovated two-unit property in one of Portland's most exciting growth corridors. Situated on over half an acre, this turnkey investment features two spacious 2-bedroom units, a detached 2-car garage, abundant off-street parking, and an expansive backyard, an increasingly rare find within the city. Both units have been thoughtfully updated with timeless finishes including white cabinetry, granite countertops, updated appliances, stylish bathrooms, and in-unit laundry. Separate gas and electric meters, along with newer boilers, make ownership and management simple and efficient. Whether you're an investor seeking a strong addition to your portfolio, an owner-occupant looking to offset your mortgage with rental income, or a parent searching for housing near Portland's rapidly growing educational and innovation district, this property offers exceptional versatility. Located just minutes from Downto

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

Developers Take Notice! This oversized lot is approved for development of 7 condo units. Stunning views overlooking the ocean and located in the highly-desirable Munjoy Hill neighborhood on a quiet street. This lot is just waiting for the right developer to bring their vision and be part of the booming development of Portland Maine!