591 houses for sale in Meeting House Hill, South Portland city Cumberland County Maine

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

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

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, with a private elevator for enhanced convenience. 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 Livingrooma€”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 h

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

NEW 2026 Luxury Cottage-style residence: 4 BR 3.5 BA in a highly sought-after South Portland/Scarborough location. Seamlessly blending coastal charm and modern design. Ideal access to beaches (Higgins), trails, top schools, dining, and 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

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

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!

Welcome to 67 Mussey Street, a beautifully designed 2021 custom-built home offering 2815 square feet of like new living space in South Portland's desirable and walkable Ferry Village. The open-concept design features hardwood floors throughout, abundant natural light, efficient heating and cooling in every room plus a woodstove for warmth and ambiance. At the heart of the home is a true chef's kitchen with lots of counter space, custom cabinetry, a farmers sink and oversized Island all open to the dining and Livingroom. The spacious primary suite is a private retreat, featuring vaulted ceilings, a large walk-in closet with handmade cabinets, an exceptional primary bath with luxurious soaking tub and custom shower plus glimpses of the harbor. Two additional bedrooms provide plenty of flexibility for family, guest or work from home space. The finished lower level is a one of a kind. The heated oversized garage is open to the living space and perfect for parking/showcasing cars and could

Spacious and well-maintained oversized split-level featuring 4 bedrooms, 2.5 baths, and a versatile layout. The large eat-in kitchen provides plenty of room for everyday living and entertaining, while the primary suite offers added comfort. An expansive bonus room with a woodstove creates flexible living space, and the walk-out daylight lower level offers direct access to the backyard. Heat pumps provide efficient year-round comfort, and abundant closet space and storage can be found throughout the home. The attached 2-car garage offers additional storage. Enjoy convenient access to major commuting routes, the Maine Mall area, and a local golf course

Perfectly situated in South Portland's desirable Ferry Village neighborhood, this charming home offers an exceptional combination of location, character, and comfortable living. This home puts you within easy reach to local shops, amenities, popular restaurants and pubs, while being just minutes from some of the area's most beautiful destinations, including Cape Elizabeth and Portland's vibrant waterfront. Inside, the first floor offers generously sized and thoughtfully separated rooms, including a galley style kitchen, dining room with built-in cabinetry, and spacious living room. While some thoughtful updates have been made over the years, much of the home's original character and charm remains, creating a sense of warmth and personality that make older homes so special. Upstairs, four bedrooms and a full bathroom provide flexibility and plenty of space for family, guests, or a dedicated home office. Outside, start your morning with coffee on the covered front porch or unwind at the

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

Welcome to Harbor Watch-a rare opportunity to live at the helm of one of South Portland's most captivating waterside settings. With an extraordinary crow's-nest perspective overlooking Portland Harbor and the city skyline, this distinctive Ferry Village residence offers a front-row seat to the ever-changing theater of Maine's most vibrant seaport. Rooted in maritime history, the home preserves unique architectural details created by seafarers in the late 1800s, while thoughtful recent updates, an expansion and energy-efficient improvements provide a wonderful foundation for its next chapter. Honor its storied character or bring your own contemporary vision to life-the canvas is yours. And then there are the views. From multiple levels and three decks, watch schooners and working boats cross the harbor, Tall Ships arrive in spectacular fashion, fireworks illuminate the skyline and sunsets give way to Portland's shimmering city lights. Entertain friends with a lobster bake, unwind in the

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 possibilitiesa€”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 s

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

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

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

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

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

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

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

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 insulati

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

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

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

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

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

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

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