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$699,000
2 Baths
Incredible investment property alert! Loved by one family for nearly fifty years & sitting smack-dab in the center of Portland's spoils, this Rosemont duplex is a rare opportunity to plant roots in a coveted locale. This super solid New Englander has newer heating systems, windows & walkways, and features vintage details to the tune of original built-ins & hardwood floors beneath the carpets. Be it an owner-occupied or landlord scenario, a modern-day cosmetic refresh will make this treasure shine. Each unit boasts two bedrooms, a full bathroom, a dining room, kitchen, and a living room. Upsize potential abounds in the third-floor partially finished attic space for an additional living area. Plenty of room for your belongings and a cozy multi-use room in the basement (home office, anyone?) keep clutter at bay. Separate utilities make life a breeze. Soaking up the sun outside? Front & back porches and balcony decks are ready for morning coffee and evening cocktails. Plenty of parking, perennial plants, a privacy fence, green space, and room for lounging are all available in this special spot, as well as a garage for your car, toys, and tools. Tree-lined, welcoming, and walkable, this stretch of Woodford Street has generations of neighbors who have happily stayed put through the years. It's easy to see why: locally sourced groceries, fresh-baked treats, dinner, drinks, peaceful trails, and Deering High School are all steps away. You can even see the iconic Woodfords Corner clock tower from your front steps. A cherished gem that's ready for its next chapter - don't miss this one!

436 Woodford St, Portland

Listing courtesy of King + Miller Real Estate. info@kingmillerrealestate.com
$199,000
1 Beds ⋅ 1 Baths
Welcome to this charming second-floor one bedroom, one bathroom condo offering comfortable, easy living in a convenient in-town location. the open concept layout creates a bright and functional space that is easy to enjoy. The unit also includes a designated parking space and is close to local shops, restaurants and every day amenities, being a short distance from everything Portland has to offer. Presently rented, this cozy one bedroom is a great investment opportunity, or vacation pad in the city.

58 Portland St Unit 3, Portland

Listing courtesy of Harborview Properties, Inc..

$425,000
1 Beds ⋅ 1 Baths
Sixth-floor living above downtown Portland, with water views of Back Cove on one side and the City Hall clock tower on the other. Unit 606 at Chestnut Street Lofts offers 935 square feet of open, light-filled space on one of the peninsula's most walkable blocks. Built in 2007, the loft carries the clean industrial character the building is known for: concrete floors, tall ceilings, and oversized windows that pull daylight deep into the room throughout the day. The open plan reads as one generous living space and adapts easily, whether that means a defined sleeping area, a dedicated home office, or both. A full bath with laundry serves the unit. Elevation is what sets this one apart. From six floors up the sightlines clear the rooftops, so the Back Cove water views and the City Hall tower belong to the unit itself, not only to the shared deck. Building amenities include a panoramic shared roof deck overlooking Back Cove, the Portland skyline and Casco Bay, assigned off-street parking, dedicated locked storage, dedicated parking space and keyless secure entry. High-speed internet and premium cable are included in the association fee. Step outside and the city is immediate. The Old Port, Congress Street, the Portland Museum of Art, Monument Square and a nationally recognized restaurant scene are all within a few blocks. Gas-fired hot water heat and public water. Offered as a low-maintenance primary residence or a turnkey pied-à-terre in the heart of Portland.

21 Chestnut St Unit 606, Portland

Listing courtesy of EXP Realty.

$449,900
3 Beds ⋅ 2 Baths
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 1½ 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 renovated Portland home with modern comfort, manageable living space and an exceptionally convenient location.

566 Washington Ave, Portland

Listing courtesy of Spectrum Real Estate.

$575,000
3 Beds ⋅ 2 Baths
Location, Location, Location! This newly renovated three-bedroom, one-and-a-half-bath home in the highly sought-after West End of Portland offers an unparalleled walkable lifestyle. Step outside your door and immerse yourself in everything that makes Portland so special: - Walk to World-Class Dining: Enjoy renowned restaurants and charming cafes just steps away. - Explore Arts & Culture: Galleries, museums, and performance venues are within easy reach. - Discover Unique Shops: Boutique stores and local finds are just a stroll away. - Enjoy Scenic Parks: Relax and unwind in nearby green spaces like the Western Promenade. - Admire Historic Architecture: The West End's beautiful 19th-century charm surrounds you. Access the Waterfront: A pleasant walk leads to the Old Port and Portland's working waterfront. Inside, you'll find a beautifully updated home featuring: Newly Renovated: Enjoy the benefits of modern updates throughout. Updated Systems: Ensuring comfort and efficiency for years to come. New Bathrooms: Featuring stylish and contemporary finishes. New Kitchen: Designed for both beauty and functionality. Living in Portland means enjoying: a strong sense of community, abundant outdoor activities, a thriving craft beverage scene, year-round events, and easy access to all essential amenities. Don't miss this incredible opportunity to embrace the vibrant and walkable lifestyle of Portland's West End!

29a Pine St, Portland

Listing courtesy of Keller Williams Realty.

$347,000
2 Beds ⋅ 2 Baths
Welcome to easy condo living in the sought-after North Deering neighborhood! This inviting 2-bedroom, 1.5-bath condo offers a comfortable and functional layout with additional flex space--perfect for a home office, den, or workout area. Enjoy a backyard setting that provides a nice sense of privacy, along with convenient parking and a basement offering plenty of additional storage. A wonderful opportunity for low-maintenance living in a desirable Portland location, close to local amenities while still maintaining a neighborhood feel.

99 Northwood Dr Unit 99, Portland

Listing courtesy of Waypoint Brokers Collective. amanda@waypointbrokers.com
$2,595,000
8 Baths
Prime mixed-use building in Portland's Arts District, across the street from Portland Museum of Art's expansion project; ideal for redevelopment. This 7969 SF structure features 4141 SF of retail space, currently the iconic Mathew's Pub, also known as Portland's oldest pub. This space has a full kitchen and 1490 SF roof deck. If desired, sale includes business establishment. Above the retail area you will also find 8 fully leased residential apartments and an unfinished 766 SF attic area. Imagine the possibilities...Also listed commercial MLS #1677098

133 Free St, Portland

Listing courtesy of Town & Shore Real Estate.

$380,000
1 Beds ⋅ 1 Baths
Historic character meets modern city living in the heart of Portland's iconic Old Port. This one-bedroom, one-bath industrial-style loft offers soaring 15-foot ceilings, exposed brick, original wood beams, and oversized windows that flood the home with natural light while overlooking Post Office Park and the vibrant streetscape below. The thoughtfully designed multi-level layout creates distinct spaces for living, dining, working, and sleeping, making the home feel spacious, functional, and full of personality. Whether you're entertaining friends, working remotely, or unwinding after exploring the city, this loft offers a warm and inviting atmosphere unlike anything else. Located in one of the Old Port's landmark historic buildings--home to the Portland Art Gallery--residents enjoy secure entry with smartphone-enabled intercom access, elevator service, private storage, bicycle storage, and a shared laundry room. Just outside your door, you'll find Portland's award-winning restaurants, boutique shopping, galleries, the working waterfront, Casco Bay ferries, the Portland Museum of Art, farmers markets, and countless local favorites, all within minutes. With efficient heating, low condo fees, and an unbeatable walkable location, this is a rare opportunity to own an authentic Old Port loft in one of Maine's most sought-after neighborhoods. Whether you're looking for a full-time residence, a stylish city retreat, or a Portland home base, 99 Silver Street delivers the quintessential downtown lifestyle.

99 Silver St Unit 3-7, Portland

Listing courtesy of Signature Homes Real Estate Group, LLC.

$1,500,000
3 Baths
103 Read Street presents a substantial 1.41 acre offering in Portland, combining an existing three unit property with three additional vacant lots and compelling long term potential. The existing multi-family includes three residential units, while the additional acreage creates an opportunity to explore a range of future uses or development possibilities. A conceptual development plan explores the potential of an 8-16 unit Cottage Court community, subject to municipal review and approvals. The location offers convenient access to Back Cove, Baxter Boulevard, Payson Park, USM, downtown Portland, public transportation, and major commuter routes. With significant acreage in an established Portland neighborhood, 103 Read Street offers an intriguing opportunity for an investor, developer, or buyer looking to take a longer term approach to the property. Property is being sold as-is.

103 Read St, Portland

Listing courtesy of RE/MAX By The Bay.

$569,000
1 Beds ⋅ 1 Baths
Come experience city living at its finest in this beautifully updated 1 bedroom 1 bath condo located conveniently between Portland's East End and the Old Port. This move-in ready condo is just steps from the waterfront and Portland's award winning restaurants, museums, galleries and shops. This condo enjoys a private patio where you can sit, relax and hear the seagulls and feel the ocean breeze with direct access to a shared community courtyard. The light filled living space boasts 9' ceilings, gleaming hardwood floors, and a cozy gas fireplace. The well-appointed kitchen features white cabinetry, gorgeous tile and marble countertops with counter seating and an adjacent dining area. The spacious bedroom features two generous closets, updated walk-in shower, and in-unit laundry. Central air provides comfort year round. Additional amenities include a large private storage unit and 1 parking spot in the Ocean Gateway Garage. The Bay House is a well-run, pet-loving Association with updated common areas

22 Hancock St Unit 211, Portland

Listing courtesy of RE/MAX Shoreline.

$442,000
3 Beds ⋅ 1 Baths
Discover the charm of Portland living in this spacious and inviting condominium, thoughtfully located for easy access to all the city has to offer. Inside, generously sized bedrooms and large proportioned rooms provide plenty of space for comfortable everyday living, working from home, and entertaining. Abundant storage throughout the home, along with additional basement storage, makes it easy to stay organized while preserving the condo's generous living areas. Step outside to your own private deck, an ideal spot for morning coffee or simply enjoying some fresh air. With its combination of spacious interiors, large bedrooms, exceptional storage, and private outdoor space, this condo offers a comfortable and livable setting that is increasingly hard to find in Portland. Enjoy being close to the city's renowned restaurants, shops, breweries, parks, and waterfront while returning home to a space that feels pleasantly removed from the bustle. Whether you're looking for your first home, a convenient city residence, or an investment property, this condo offers an opportunity to enjoy the best of Portland with room to live, work, and relax. Seller is giving 6000 dollars in concessions to assist with rate buy down, closing fees or HOA.

1363 Congress St Unit 3, Portland

Listing courtesy of Portside Real Estate Group.

$949,000
2 Baths
Fantastic investment opportunity in Portland's desirable Back Cove neighborhood, just off Ocean Avenue. This well-maintained two-unit property features two bedrooms and one full bath in each unit, providing comfortable and functional living spaces. Separate utilities add convenience for both owners and tenants, while off-street parking is a valuable bonus in this sought-after location. Adding even more potential, the property includes a buildable lot, creating an exciting opportunity for future development, expansion, or additional investment. Ideally situated near Cheverus High School and the Roux Institute at Northeastern University, with convenient access to Back Cove, local trails, neighborhood amenities, downtown Portland, and all that the city has to enjoy. A unique opportunity combining income potential, future possibilities, and an exceptional Portland location.

13 Wellington Rd, Portland

Listing courtesy of Waypoint Brokers Collective. amanda@waypointbrokers.com
$985,000
4 Beds ⋅ 3 Baths
Modern Portland living at its best in this thoughtfully designed 4-bedroom home providing space, comfort, and effortless style. Soaring 9-foot ceilings and rich wood floors create an open, airy feel throughout the main living areas, while large windows invite natural light into every corner of the home. The inviting living room centers around a warm gas fireplace, perfect for cozy evenings or relaxed gatherings. The well-appointed kitchen and dining spaces flow seamlessly for everyday living and entertaining alike, offering both function and comfort in a modern layout. Retreat to the spacious bedrooms, including a serene primary suite designed for relaxation. The bathrooms feature radiant heated floors, adding a touch of everyday luxury and comfort during Portland's cooler months. Each space has been carefully crafted to balance style and livability. Enjoy the ease of a low-maintenance lifestyle, giving you more time to experience everything Portland has to enjoy. Located just minutes from the city's vibrant dining scene, acclaimed coffee shops, eclectic arts and music venues, scenic waterfront, and lush parks, this home places you at the center of it all while still providing a peaceful residential retreat. Whether you're hosting friends, working from home, or exploring the city, this home delivers the perfect blend of modern convenience and Portland charm. A rare opportunity to enjoy space, style, and an unbeatable location in one exceptional property.

61 Owls Nest Rd, Portland

Listing courtesy of Salt Real Estate Co.

$819,000
3 Beds ⋅ 2 Baths
Come live on Peaks Island! Peak-A-View is a year-round cottage on a quiet road in and in move-in condition. It's one of those classic cottages with bead board, fireplace and rocking porches but is fully updated with new windows, heat pump, outdoor shower, generator, gorgeous updated kitchen, 2 full baths and an outdoor shower. Walk to the beach in a minute and look out at the sparkle and the sunsets.

75 City Point Rd, Portland

Listing courtesy of Harborview Properties, Inc..

$549,000
4 Beds ⋅ 2 Baths
A historic 4-bedroom Portland Peninsula home that has been thoughtfully brought into the present with an extensive renovation. The result is a home that feels fresh, functional, and ready for its next chapter. Inside, refinished floors run throughout, complemented by freshly painted walls, trim, and ceilings, along with new lighting. The spacious living and dining rooms offer plenty of room to gather, while the kitchen features brand-new cabinetry, quartz countertops, a tiled backsplash, and new appliances. Two full baths, including a newly added first-floor bathroom, bring flexibility rarely found in a home of this vintage. A brand-new stackable washer and dryer adds convenience, while the expansive back mudroom is the perfect everyday catch-all. Upstairs, all four bedrooms offer their own private retreat. The improvements extend well beyond the finishes, with brand-new plumbing, electrical, a heat pump system, and energy-efficient vinyl windows. Outside, new vinyl siding, roof, exterior doors, metal fascia and trim, and composite porches with PVC railings give the home a crisp new presence while preserving its neighborhood character. Then there is the backyard escape with a BONUS SPACE. A newly finished accessory outbuilding with electricity offers potential for a home office, creative studio, workshop, or yoga room. An oversized driveway makes city living easier, while the generous yard offers room to garden, gather, play, or simply enjoy a little breathing room. Life here is distinctly Portland. The location puts you close to restaurants, coffee shops, parks, trails, and everyday conveniences, with the energy of the Peninsula right in your backyard. It's the charm of an older Portland home with the confidence of knowing the important work has already been done.

1021 Congress St, Portland

Listing courtesy of F.O. Bailey Real Estate.

$1,100,000
5 Beds ⋅ 4 Baths
Nestled within the wooded Pheasant Hill community, 68 Graystone Lane presents a rare combination of space, privacy, and convenience in the heart of Portland. This 4-bedroom, 3.5-bath home features a welcoming front farmer's porch, spacious family room with cathedral ceiling, screened-in back porch, and comfortable living spaces designed for both everyday living and entertaining. The spacious primary suite provides a private retreat with an ensuite bath and walk-in closet. The daylight, walk-out basement adds exceptional flexibility, with a partially finished lower level featuring a 5th bedroom and 3/4 bath--ideal for guests, a home office, or additional living space. As a member of the Pheasant Hill Homeowners Association, enjoy a peaceful wooded setting surrounded by green space, while remaining just minutes from Portland's shopping, dining, recreation, and everyday amenities. Experience the best of both worlds--a private neighborhood setting with all that Portland has to offer close at hand.

68 Graystone Ln, Portland

Listing courtesy of Town & Shore Real Estate.

$1,349,000
7 Beds ⋅ 5 Baths
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 finish a fifth bedroom, and three inviting sun porches that provide flexible space for relaxing or working from home. Throughout the home, beautifully restored original trim, built-ins, hardwood floors, and timeless architectural details showcase its historic charm, while thoughtful updates to the property's major systems provide peace of mind. Whether you're seeking strong rental income, multi-generational living, or the chance to owner-occupy one of Portland's most impressive two-unit homes, this property offers exceptional space, flexibility, and long-term value in one of the city's most charming neighborhoods.

381 Deering Ave, Portland

Listing courtesy of Waypoint Brokers Collective. ali@waypointbrokers.com
$637,500
1 Beds ⋅ 1 Baths
Nestled at the intersection of Portland's historic working waterfront and its vibrant Old Port district, Hobson's Landing is a premier condominium community that is not merely a place to live; it is a meticulously curated environment designed to foster a life of harmony, comfort, and in-city living. Hobson's Landing has been thoughtfully orchestrated, integrating private residences with inviting public spaces (including a guest suite, remote office work area, clubhouse, workout facility and dog wash station), a concierge service and lush courtyards to create a warm and walkable community within downtown Portland. The unit itself has been impeccably maintained, offering like-new modern fixtures within this 1 BR 1 BA unit. Enjoy the gas fireplace in the cooler months, while taking advantage of direct, walkout access to the roof top patio with views to Casco Bay. Conveying with a parking spot in the on-site garage as well as a storage unit, everything has been carefully considered with this elegant property. Whether you are seeking a permanent residence, a low-maintenance in-town retreat, or a sophisticated base from which to explore the Maine coast, this exceptional community offers the very best of Portland living.

383 Commercial St Unit 305, Portland

Listing courtesy of Cates Real Estate. kerry@catesre.com
$320,000
1 Beds ⋅ 1 Baths
OPEN HOUSE SAT 8/29 11-12:30 PM. Experience the charm and character of Portland's historic Marlborough Building at 180 High Street, Unit 22. This inviting 1-bedroom, 1-bath condo offers 607 square feet of thoughtfully designed living space, highlighted by soaring ceilings, beautiful woodwork, hardwood and tile floors, and oversized windows that fill the home with natural light. From the moment you enter the Marlborough, its timeless architecture makes an impression. A grand arched entrance welcomes you into an octagonal foyer featuring a coffered ceiling, terrazzo floors, and the building's distinctive birdcage elevator. Inside the unit, an updated bathroom adds modern comfort, while heat and hot water are conveniently included in the condo fee. Residents also enjoy access to a full laundry room, basement storage, and a peaceful backyard garden space--a welcome retreat in the heart of the city. Ideally located in Portland's vibrant Arts District, you'll be just steps from the Portland Museum of Art and surrounded by some of the city's best restaurants, cafés, shops, and cultural destinations, with Deering Oaks Park and the Old Port within easy reach. Offering historic charm, everyday convenience, and an exceptional downtown location, this is a wonderful opportunity to enjoy all that Portland living has to offer.

180 High St Unit 22, Portland

Listing courtesy of Keller Williams Realty. 207-553-2400
$950,000
3 Baths
Offered for the first time in decades, this well-located 3-unit multi-family property in Portland's desirable Oakdale neighborhood. Each unit is equipped with its own private laundry, separated electricity, and natural gas, as well as a off-street parking. Just moments from Woodford's Corner, residents can enjoy an array of local restaurants, shops, cafes, and neighborhood amenities. Outdoor enthusiasts will appreciate the nearby trails and recreational opportunities along Back Cove. For commuters, I-295 is only 0.75 miles away, while the vibrant restaurants, shops, waterfront, and entertainment of Portland's Old Port are approximately 1.5 miles from the property. The flexible three-unit layout presents an excellent opportunity for an investor, owner-occupant, or anyone looking to build equity in one of Portland's sought-after neighborhoods.

19-21 Linden St, Portland

Listing courtesy of Portside Real Estate Group.

$1,349,000
5 Baths
Exceptional opportunity to own a true two-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 finish a fifth bedroom, and three inviting sun porches that provide flexible space for relaxing or working from home. Throughout the home, beautifully restored original trim, built-ins, hardwood floors, and timeless architectural details showcase its historic charm, while thoughtful updates to the property's major systems provide peace of mind. Whether you're seeking strong rental income, multi-generational living, or the chance to owner-occupy one of Portland's most impressive two-unit homes, this property offers exceptional space, flexibility, and long-term value in one of the city's most charming neighborhoods.

381 Deering Ave, Portland

Listing courtesy of Waypoint Brokers Collective. ali@waypointbrokers.com
$298,500
2 Beds ⋅ 2 Baths
Realize your home ownership dreams! This spacious interior townhouse in this newly built building offers 2 bedrooms, 1.5 bathrooms and a parking spot in a comfortable 818 sq ft. home. With its own raised garden bed, shed, and deck this home is ready to occupy today! Each parking spot will be EV-ready for the buyer to install their own charger- with the conduit running from parking lot to each individual electrical panel. Same with solar - the conduit running from roof to each unit. These newly built homes will stay cozily warm -and cool - via the efficient heat pumps. Located near the Washington Avenue businesses as well as the Portland Peninsula, this home will be close to everything! Baxter Boulevard and Payson park are within easy reach and you'll have easy access to I295. This Income Qualified Workforce Home could be your door to the world of owning your own home! The Front Street Condominium Association is phase 3 of the Portland Housing Authority's award winning development of this special neighborhood. These brand new high quality condominium homes are being built to create new home-ownership opportunities in the city. 8 units total, of which 2 are market rate and 6 being income restricted. Buyers will fill out a form to validate eligibility based on household size. Must be at or under 120percent of of Median Area Income.

41 W Presumpscot St Unit B, Portland

Listing courtesy of Gardner Real Estate Group.

$495,000
2 Beds ⋅ 2 Baths
OPEN HOUSE SUNDAY SEPTEMBER 20 10:00-11:30 MOTIVATED SELLERS This BRIGHT and SUNNY UPDATED KITCHEN AND BATHS WEST END 2 bedroom, 2 bath, 2 off street dedicated parking spaces 2ND FLOOR CONDO IS MOVE IN READY! Ready for new owners. Eat-in kitchen With GRANITE counters, stainless appliances, wide pine floors, updated baths .LARGE PRIMARY with a large closet. The setting offers the perfect blend of energy and charm -it is both walkable (described as a WALKERS PARADISE)and wonderfully livable. Just steps to Tandem, the Roma(next door) art museum, , theatre, concerts, professional sports and for medical professionals , the hospital. A WELLNESS SPA on first floor. Schedule your showing soon.

773 Congress St Unit 3, Portland

Listing courtesy of EXP Realty.

$699,000
5 Beds ⋅ 3 Baths
New Price and owners say sell! Offered for sale by the Estate, it has been owned by the same family for decades.The property presents excellent potential, including the possibility of adding ADU units where the 2-car garage stands or maybe subdividing the 12,000 sf large lot - all with City approval needed of course. Currently, it is the perfect multi-generational home with room for a nanny or in-law. Offering classic charm and sitting on a generous lot in Portland's convenient Nason's Corner neighborhood, it is Ideally located close to everything. It is within walking distance to Portland Trails, local schools, The Sinful Kitchen, Applebee's, a neighborhood corner store, the Lowe's shopping center, and is within biking distance to New England College, Capisic Pond Park, and Rosemont Market. The small first floor unit with its own entrance was once used as a third unit and with City approval might be able to be used again as an ADU or as in in-law or guest suite. It would add two bedrooms and a full bath giving the first floor 4 bedrooms. Another possible use for the addition, also with City permission, is an in-home occupation such as a hair salon or office. The first-floor apartment features two bedrooms, an eat-in kitchen, a living room, and a full bath as well as basement access. It is heated by oil, with the tenant responsible for oil and electricity. The second-floor apartment, which includes the third floor, offers two or three bedrooms, a living room, dining room, and kitchen, along with basement access. This unit is heated by a propane monitor, with the tenant paying for propane and electricity. Hard to believe this is still on the market! The estate has reduced the price and is entertaining all reasonable offers. It is now available for immediate occupancy. Portland rent control does not apply if the property is purchased by an owner/occupant. Opportunity knocks!

14 Devon St, Portland

Listing courtesy of HarborCity Realty.

$375,000
1 Beds ⋅ 1 Baths
Perfectly positioned in the heart of Portland's iconic Old Port, this one bedroom, one bath condo provides the ultimate in downtown living. Step outside your door and enjoy award winning restaurants, boutique shopping, waterfront trails, galleries, coffee shops, and the city's vibrant nightlife - all just a short stroll away. Inside, the space is comfortable, efficient, and easy to maintain, making it an ideal primary residence, weekend retreat, or investment opportunity. Residents enjoy the convenience of a secure building, dedicated basement storage, on site laundry with both coin and app options, a pet accommodating association, and the flexibility of rentals being permitted. If you've been searching for an affordable opportunity to own in one of Portland's most sought after neighborhoods, this is your chance to enjoy the best of the Old Port right outside your front door.

99 Silver St Unit 2-5, Portland

Listing courtesy of Portside Real Estate Group.

$632,900
4 Beds ⋅ 3 Baths
Beautifully maintained 4BR/3BA contemporary split-level home in a highly desirable Portland neighborhood. Spanning 2,222 sq ft of versatile living space, this bright property features a main level with a sun-drenched living/dining area, functional kitchen, and 3 bedrooms including a primary suite with private bath. The fully finished daylight walk-out lower level offers a large family room with a cozy wood-burning fireplace, 4th bedroom, 3rd full bath, and laundry. Enjoy outdoor living on the spacious rear deck and patio overlooking a level, landscaped 0.35-acre lot. Features a unique basement-level attached 2-car garage and paved driveway for up to 10 vehicles. Prime location near sidewalks, highways, transit, and shopping. Move in ready!

332 Palmer Ave, Portland

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group.

$439,000
2 Beds ⋅ 1 Baths
Welcome to this sunny and spacious second-floor condo tucked inside a beautiful Queen Anne Victorian on the corner of Mellen and Cumberland. Perfectly situated on the edge of the West End and right in the heart of Portland, this two-bedroom condo serves up the perfect mix of turn-of-the-century charm and modern updates. You will love the airy feel of the high ceilings, large rooms, three gorgeous decorative fireplaces, walk-in closet, office area, and oversized windows that flood the space with natural light all day. It is move-in ready with hardwood floors, quartz countertops, an updated bathroom equipped with heated floors and a towel warmer, and an association that welcomes your furry friends. This condo features an extra-large, fully equipped eat-in kitchen. Downstairs, the basement provides a dedicated space for your own washer and dryer alongside your ample private storage space, keeping your main living areas quiet and clutter-free. The building has been recently painted, updated wiring, plumbing, and heating systems. Best of all, this city home includes its own dedicated off-street parking spot. 519 Cumberland Avenue puts you right in the middle of all the action on the peninsula. You can easily walk just a couple of blocks to Deering Oaks Park for the biweekly farmer's market, or stroll up the street to local favorites like Tandem Coffee and Wayside Tavern. The neighborhood is packed with so many wonderful options. You can grab brunch at Bayside American Cafe, play board games over coffee or beer at Another Round, or meet friends for late-night pub comfort food at Nosh Kitchen & Bar and craft beers at Little Tap House. For sports fans and entertainment lovers, you are in the perfect spot to catch a game, with Hadlock Field, the Portland Expo (home of the Maine Celtics), and the Hearts of Pine soccer team all just a short walk away. Open House Sunday 8/9 10:00-11:30.

519 Cumberland Ave Unit 2, Portland

Listing courtesy of North Point Realty LLC.

$479,000
4 Beds ⋅ 1 Baths
Charming four-bedroom, one-bath Dutch Colonial located in a desirable Portland neighborhood. Filled with natural light, this home features hardwood floors throughout and a flexible floor plan. Gleaming refinished hardwood floors and mostly freshly painted, this property is move-in ready. Fall in love with the beautiful new renewal by Anderson windows and newer roof, newer driveway and new seamless gutters. Outside the fully fenced in backyard offers space for gardening, recreation, entertaining, and pets, while a storage shed keeps lawn and outdoor equipment organized. Set on a quiet dead-end street, the property enjoys convenient access to miles of Portland Trails, nearby schools, local restaurants, shopping, and neighborhood amenities. A wonderful opportunity to enjoy comfortable living in a convenient Portland location.

34 Belfort St, Portland

Listing courtesy of RE/MAX Shoreline.

$320,000
1 Beds ⋅ 1 Baths
Welcome to the Goodwin. A unique condo offering on the peninsula offering chic style and luxurious amenities at an affordable price point. Offered below market value as part of Portland's Workforce Housing program. Enjoy the benefits of a newly constructed building (2021) including efficient heat pumps for heating and cooling, quartz countertops, premium stainless steel appliances, in-unit laundry, and walk-in tiled shower. The light filled unit has an open and efficient layout and is filled with thoughtfully curated touches including custom woodworking, shelving, and a built-in mudroom. The ultimate in-town location for enjoying the best of Portland lifestyle. Walk or bike anywhere in town with ease but there's still room for your car in a dedicated deeded parking spot just behind the building. Common bicycle storage and a deeded and secure storage unit just down the hall from the unit helps keep your living space spacious and clutter free. Low HOA fees cover a lot of your bills. Who qualifies? If your 2026 income is below $116,850 (1 person) or $133,550 (2 people). Must be owner occupied and cannot be rented. This is a great opportunity for income qualified buyers looking to enter a premium market at an affordable price point.

104 Grant St Unit 204, Portland

Listing courtesy of Real Broker.

$595,000
3 Beds ⋅ 3 Baths
Move in by November! Welcome to Harvard Street Townhomes. Set across from scenic University Park, these duplex-style homes offer a rare combo - brand new construction in an established and convenient Portland neighborhood. Inside, each home features a well-appointed kitchen, a primary suite with a walk-in closet, and two additional bedrooms plus laundry located on the second floor. Enjoy the comfort of central air conditioning, a sunny back deck perfect for relaxing or entertaining, and an attached one-car garage. A full basement offers plenty of storage space or room to expand. Minutes to shopping, restaurants, Back Cove, I-295, and downtown. Tour today and take advantage of the opportunity to personalize your kitchen and bathrooms! Start your next Maine chapter in comfort and style.

173 Harvard St Unit B, Portland

Listing courtesy of RE/MAX By The Bay.

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