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187 Congress St, Portland
$400,000
3 Beds ⋅ 1 Baths
Rare B-1 zoning in Portland's East End -- and the hard part is already done. 187 Congress Street is an 1850 brick home on Munjoy Hill taken down to the studs: framing, systems, and the full stone-foundation basement are open and inspectable today, so a contractor can walk the actual structure and price the project up front. The B-1 Neighborhood Business Zone permits what the surrounding residential blocks cannot: two- to four-family and multi-family dwellings, live/work homes, professional offices, child care, retail, cafe/restaurant space, even a bed & breakfast -- with vertical mixed-use (business below, homes above) expressly encouraged. The house sits well back from the street behind an open front yard with an existing curb cut, and B-1's build-to standards invite new construction right at the sidewalk. Better still, the parcel lies outside the Munjoy Hill Historic District -- no Historic Preservation design review; projects proceed through standard permitting. All concepts are subject to City approvals and applicable requirements; verify all details with the City of Portland. Then there is the location: three blocks from the Portland Observatory, an easy stroll to the Eastern Promenade, and steps from the restaurants, groceries, and neighborhood businesses that make the Hill one of Maine's most walkable, sought-after addresses -- while staying convenient to downtown and the entire peninsula. Investor, developer, owner-occupant, or entrepreneur: restore it as a remarkable live/work home, rebuild it as multi-unit housing, or bring a storefront-plus-residences vision to the only parcel on these blocks where that is legal. A Vision Guide detailing six development concepts and the diligence behind each is available upon request. Opportunities with this combination of zoning, condition, and location don't come along every day.

187 Congress St, Portland

Listing courtesy of Keller Williams Realty.

99 Silver St Unit 2-11, Portland
$339,000
1 Beds ⋅ 1 Baths
Impeccably kept 1BR/1BA in the heart of the Old Port! This 469 SF condo maximizes every inch with smart design. Entry foyer with stairs to main living level - the elevated layout creates ~469 SF of storage underneath (4' clearance) for bikes, bins & seasonal gear, also 4x10 storage in the basement. Open-concept living/kitchen flows to the ensuite bedroom via a rolling barn door. Kitchen features soft-close drawers throughout, specific lighting, bright sunshine all day & black-out/insulated full drapes. Security cameras & call-in or remote entry. Coin laundry on site plus abundant storage options. Walk to Portland's best restaurants, shops & waterfront. Low-maintenance living in an unbeatable walkable address! See Broker Bay for showing details.

99 Silver St Unit 2-11, Portland

Listing courtesy of Century 21 North East.

1326 Forest Ave Unit 12, Portland
$349,900
2 Beds ⋅ 2 Baths
Welcome home to this beautifully maintained end-unit townhouse, offering the perfect blend of comfort, convenience, and low-maintenance living. Featuring two bedrooms, one and a half baths, and a versatile finished loft, this home provides flexible space for a home office, guest room, or cozy retreat. Enjoy the efficiency of natural gas heat, the added privacy and light of an end-unit location, and a full unfinished basement offering ample storage or future expansion potential. Ideally situated in Portland's desirable Forest Avenue area, you're just minutes from shopping, restaurants, parks, downtown Portland, and all the amenities that make this vibrant coastal city one of Maine's most sought-after places to live. Whether you're looking for your next home or an investment opportunity, this townhouse offers an exceptional combination of location, functionality, and value. Unit is vacant and move-in ready!

1326 Forest Ave Unit 12, Portland

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

27 Berkeley St, Portland
$659,900
4 Beds ⋅ 2 Baths
NEW PRICE! Now offered at $659,900, this classic 4-bedroom Portland home in the heart of Deering Center offers a compelling combination of character, updates, outdoor space, and location. Inside, hardwood floors and traditional details create a warm, inviting feel. The living room features a classic brick fireplace, while the updated kitchen includes soft green cabinetry, stainless steel appliances, a farmhouse-style sink, open shelving, and modern finishes. The adjoining dining area offers easy access to the private backyard and pool. Upstairs are four bedrooms with hardwood floors and natural light, along with a refreshed full bath featuring an updated shower, stone-topped vanity, and modern fixtures. A large unfinished walk-up attic provides substantial storage and offers exciting potential for future finished space, subject to applicable permitting and approvals. Outside, the fenced backyard is a true highlight, with an in-ground pool, patio, and plenty of room for entertaining, gardening, or relaxing. An attached garage, driveway, and newer roof shingles add everyday convenience and value. Located in established Deering Center, the home offers convenient access to neighborhood amenities, schools, trails, restaurants, shopping, and all that Portland has to offer. With its new price of $659,900, 27 Berkeley Street presents a great opportunity to own a 4-bedroom home with a garage, pool, and private backyard in one of Portland's most established neighborhoods. Schedule your private showing today.

27 Berkeley St, Portland

Listing courtesy of Keller Williams Realty.

58 Portland St Unit 3, Portland
$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..

566 Washington Ave, Portland
$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.

29a Pine St, Portland
$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.

99 Northwood Dr Unit 99, Portland
$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
99 Silver St Unit 3-7, Portland
$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. Closing Cost Coverage is Available for Buyers

99 Silver St Unit 3-7, Portland

Listing courtesy of Signature Homes Real Estate Group, LLC.

180 High St Unit 22, Portland
$315,000
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
332 Palmer Ave, Portland
$599,900
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.

173 Harvard St Unit B, Portland
$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.

20 Wildwood Cir Unit 20, Portland
$629,000
3 Beds ⋅ 4 Baths
Welcome to 20 Wildwood Circle, where space, flexibility, and an active Portland lifestyle come together in more than 2,400 square feet of finished living space. This townhouse-style condominium offers three finished levels with room to relax, work, entertain, host guests, and make the space your own. The renovated kitchen features granite countertops and flows easily into the living and dining areas, while custom built-ins add character, style, and storage. The second floor includes two generously sized bedrooms, each with its own private en suite bath, plus conveniently located laundry facilities—ideal for owners, guests, roommates, or anyone who appreciates extra privacy. The finished third floor is a standout feature, offering a spacious loft-style room with built-ins and its own full bath. Use it as a home office, media or gaming room, fitness studio, guest suite, creative space, private retreat, or potential third bedroom. Outside, enjoy a private rear deck surrounded by mature trees, perfect for morning coffee, grilling, entertaining, or relaxing. Direct access to the Portland Trails system puts miles of walking, running, and nature trails practically outside your door. A full basement and attached garage provide excellent storage for bikes, outdoor gear, hobbies, and seasonal items. Peacefully tucked away yet minutes from Portland's restaurants, shopping, entertainment, services, and commuter routes, this home offers privacy, convenience, and room to spread out. Bonus: the condo fee includes cable and internet. Schedule your showing today!

20 Wildwood Cir Unit 20, Portland

Listing courtesy of RE/MAX Oceanside.

104 Brighton Ave, Portland
$749,500
5 Beds ⋅ 3 Baths
Welcome to 104 Brighton Avenue --a charming and spacious five-bedroom Colonial that blends timeless character with thoughtful modern updates. This bright and inviting home offers 2.5 baths, including a private en suite off the primary bedroom, creating a comfortable retreat within the home. Classic details shine throughout, complemented by recent improvements that make everyday living both efficient and enjoyable. Updated heat pumps provide year-round comfort, while solar panels add an eco-conscious and cost-saving element. The home's layout offers flexibility for a variety of lifestyles, whether you need extra bedrooms, home office space, or guest accommodations. At the heart of the home, the kitchen features updated appliances and offers a welcoming space for cooking and gathering. Natural light fills the interior, enhancing the home's warm and airy feel. The living spaces strike the perfect balance between traditional Colonial charm and modern livability. Step outside to discover a sweet, manageable backyard--ideal for relaxing, gardening, or entertaining on warm Maine days. The outdoor space feels like a private oasis while still being conveniently located. Positioned just minutes from downtown Portland, this home offers easy access to the city's renowned dining, shopping, and waterfront. Even more, it is within walking distance to the University of Southern Maine and nearby Portland Hearts of Pine soccer games, making it a fantastic location for those who enjoy being part of a vibrant community. 104 Brighton Avenue is a rare opportunity to own a classic Portland home with modern upgrades, generous space, and unbeatable convenience.

104 Brighton Ave, Portland

Listing courtesy of Legacy Properties Sotheby's International Realty.

41 W Presumpscot St Unit F, Portland
$499,000
3 Beds ⋅ 2 Baths
What an opportunity! This newly built 3-bedroom, 1.5 baths home with parking is ready to occupy! Come live in a wonderful neighborhood near Payson Park and Baxter Boulevard. Easy access to I295, the Portland Peninsula as well as the Washington Ave businesses. This unit will have a dedicated parking space with a conduit ready for your EV addition, as well as a storage shed and raised garden bed. Solar power conduit also to be installed for your convenience. Easy ownership is the key here. Stay cozy warm (and pleasantly cool) with the efficient heat pumps. Peeks of Back Cove. Phase 3 of the Front St Condominium association.

41 W Presumpscot St Unit F, Portland

Listing courtesy of Gardner Real Estate Group.

180 High St Unit 64, Portland
$353,535
2 Beds ⋅ 1 Baths
Watch the beautiful colors of autumn spread across Portland toward the Back Cove, all the way to Mount Washington from the top floor of this iconic, elegant residence. Old World charm, updated with all our modern comforts. Beautiful cabinetry in the kitchen, with granite counters and Bosch appliances. Walk-in tiled shower in the bathroom. Birdcage elevator, storage and laundry in the basement, lovely private garden spaces for gatherings or peaceful contemplation in the heart of the arts district. And, pets are allowed with Deering Oaks at the bottom of the hill for romps with your furry friend. Walk to your favorite Portland places...the State Theater, Museum of Art, great restaurants and coffee shops. You should see this one!

180 High St Unit 64, Portland

Listing courtesy of Coldwell Banker Realty. 207-773-1990
37 Daggett St, Portland
$430,000
3 Beds ⋅ 1 Baths
Welcome to this 3-bedroom, 1-bath single-family in Portland's desirable North Deering neighborhood. Offered for the first time in over 50 years, this home offers 1,120 sq ft , hardwood floors, both a front and back 3 season porch and a layout that is both comfortable and functional for everyday living. Outside, is a large yard--ideal for relaxing, play, or gardening--plus the convenience of a 2-car garage for parking and storage. Tucked on a dead-end road, this home offers a low-traffic setting while staying close to what you need. You will enjoy this walkable neighborhood with shopping nearby and easy access to local trails. While the property is in need of a few repairs and updates, the previous owners lived there comfortably and happily for years. This is a great opportunity for buyers looking to personalize and update at their own pace. Don't miss this great opportunity to own this sweet home in a sought-after Portland location.

37 Daggett St, Portland

Listing courtesy of Allied Real Estate.

11 Upland Ave, Portland
$555,000
3 Beds ⋅ 2 Baths
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 basement offers flexible bonus rooms perfect for a home office, a newly renovated bathroom with jetted tub, guest space, hobby room, or whatever your life calls for. One of those lower-level rooms even has egress, giving you options as your needs change. Whether you're simplifying, settling in, or looking for a home that keeps life easy and connected, this one delivers location, comfort, and possibility all in one.

11 Upland Ave, Portland

Listing courtesy of Sebago to the Sea Realty LLC.

95 Park St Unit 1, Portland
$695,000
2 Beds ⋅ 2 Baths
Nestled on one of Portland's most iconic streets, this beautifully maintained brick rowhouse condominium offers the perfect blend of historic character and modern convenience. Spanning the garden and basement levels, this thoughtfully designed two-story unit provides comfortable living with a unique sense of privacy in the heart of the city. The first floor/garden level of the unit provides all of your living spaces: living room, dining room, kitchen, bedroom and full bath. Head downstairs to enjoy a gorgeous and flexible bonus space with another full bathroom. The space currently functions as the home's primary bedroom suite, but would also make a wonderfully cozy home theatre, den, library or office. Step outside to your own private courtyard--an ideal space for morning coffee, container gardening, or entertaining friends on warm summer evenings. A deeded off-street parking space adds exceptional convenience, making city living effortless. Located on picturesque Park Street, you'll enjoy easy access to Portland's renowned restaurants, boutiques, waterfront, parks, and cultural attractions, all while coming home to the timeless charm of a classic brick rowhouse. Whether you're seeking a full-time residence or a convenient in-town retreat, this exceptional property offers an opportunity to experience the very best of Portland living.

95 Park St Unit 1, Portland

Listing courtesy of Breakwater Realty Group, LLC.

169 Harvard St Unit A, Portland
$595,000
3 Beds ⋅ 3 Baths
Located across from scenic University Park, these duplex-style homes offer a rare opportunity to enjoy brand-new construction in an established and convenient Portland neighborhood. Inside, each home features a thoughtfully designed kitchen, a spacious primary suite with a walk-in closet, and two additional bedrooms with second-floor laundry. Enjoy the comfort of central air conditioning, a sunny rear deck perfect for relaxing or entertaining, and an attached one-car garage. A full basement provides abundant storage or the potential for future finished space. Just minutes from shopping, restaurants, Back Cove, I-295, and downtown Portland, these homes combine modern living with an unbeatable location. Customize your home, with options for cabinetry, countertops, flooring, and lighting. Begin your next Maine chapter in comfort and style - Move in early 2027!

169 Harvard St Unit A, Portland

Listing courtesy of RE/MAX By The Bay.

218 W Shore Dr, Portland
$2,100,000
2 Beds ⋅ 1 Baths
A truly rare offering on Great Diamond Island, 218 West Shore Drive is a year-round waterfront property where Maine island living, extraordinary history, and unforgettable sunset views converge. Part of historic Fort McKinley, a coastal defense installation constructed between 1890 and 1910 to protect Portland Harbor, the property occupies a commanding waterfront position with sweeping views toward the Portland skyline. Set on almost 3 acres with 266 feet of water frontage, and including an approved buildable house lot, it offers a meaningful connection to both the island's storied past and the surrounding seascape. The charming cottage is attached to an original mining casemate and features an inviting living area opening to a waterside patio, two bedrooms, and one bath, with the primary bedroom located within the original casemate. Additional historic structures include a renovated second bunker, currently used as a den/office and a workshop with potential for a third bedroom, as well as a rangefinder station and gun battery. Tucked along a private cove with beautiful westerly sunset views, this one-of-a-kind property offers privacy, character, and a remarkable connection to the sea. As part of the Diamond Cove Association, residents enjoy amenities including a pool, tennis and pickleball courts, a bowling alley, and a basketball court. Accessible by ferry or private boat, Great Diamond Island also offers a marina, an inn, and restaurants, creating an exceptional opportunity for year-round island living just minutes from Portland.

218 W Shore Dr, Portland

Listing courtesy of Town & Shore Real Estate. 207-773-0262
512 Chandlers Wharf, Unit 512, Portland
$1,125,000
2 Beds ⋅ 3 Baths
Experience one of Portland's most coveted waterfront settings at Chandler's Wharf, where the energy of the Old Port meets the beauty of Casco Bay. Meticulously renovated throughout, this exceptional townhouse offers 2 bedrooms, 2 full bathrooms, and a half bath. The custom kitchen features Calacatta marble countertops, bespoke oak cabinetry and paneling, and a curated collection of premium appliances including a Wolf gas range, Sub-Zero refrigerator, and Miele dishwasher. The living room, centered around an Ortal gas fireplace, opens to a private deck overlooking the harbor, where boats and Portland's iconic working waterfront create an ever-changing view. Upstairs, the primary suite offers a beautifully appointed bath with heated floors, including a heated shower floor. A versatile loft provides space for a home office, media room, fitness area, or guest accommodations. Exceptional custom millwork and thoughtful craftsmanship are evident throughout, while two covered garage parking spaces provide a level of convenience rarely found in the Old Port. Opportunities to enjoy true waterfront living just steps from Portland's acclaimed restaurants, boutiques, galleries, and marinas are exceptionally rare.

512 Chandlers Wharf, Unit 512, Portland

Listing courtesy of RE/MAX By The Bay.

51 Old Mast Rd, Portland
$640,000
3 Beds ⋅ 3 Baths
Nestled in Portland's Stroudwater neighborhood on a quiet cul-de-sac, this inviting 3 to 4-bedroom, 2.5-bath offers spacious living in a desirable location. Ideally located just moments from the Portland Trails system, you'll enjoy easy access to miles of scenic walking, running, and biking trails while remaining just minutes from downtown Portland. Inside, a bright and sun-filled living room welcomes you with abundant natural light and a cozy wood-burning fireplace, creating the perfect space to relax or gather with family and friends. The thoughtfully designed layout includes a first-floor primary suite with an en suite bath, offering the ease of single-level living. Additional highlights include a glassed-in sunroom with sliding doors to the backyard, full basement with expansive storage, a two-car garage, generator and plenty of room for family, guests, or a home office. Set in one of Portland's most established neighborhoods, this home offers a wonderful balance of peaceful surroundings, outdoor recreation, and convenient access to shopping, dining, and everything the city has to offer.

51 Old Mast Rd, Portland

Listing courtesy of Town & Shore Real Estate. 207-773-0262
24 Brackett St Unit 1, Portland
$595,000
3 Beds ⋅ 2 Baths
Excellent location! This 3 bedroom, 2 bath condo features hardwood floors throughout, open floor plan and granite kitchen with lots of storage options. The primary suite has an ensuite with soaking tub, laundry, heat pump and balcony while the living area also offers a heat pump, balcony and gas FP. There is an elevator for convenience of bringing groceries and packages from the heated garage parking space. Located next to a small park and short walking distance to downtown, West End and the Old Port to enjoy all of the peninsula amenities.

24 Brackett St Unit 1, Portland

Listing courtesy of Legacy Properties Sotheby's International Realty.

45 Eastern Promenade Unit 1C, Portland
$525,000
2 Beds ⋅ 2 Baths
Exceptional value on Munjoy Hill with this bright, well maintained two bedroom, two bath condo offering sweeping views of Casco Bay and effortless Portland living. Conveniently located on the first floor offering an open floor plan with hardwood and tile flooring, generous in unit storage, and a private primary suite. Located in the secure, elevator and ramp accessible Portland House, residents benefit from heated garage parking, concierge services, onsite gym, community room with lending library, and a beautifully kept outdoor patio with seating overlooking the bay. Most utilities included in HOA fee, including heat, hot water, water/sewer, cable and internet, making ownership simple and predictable. Just steps from the Eastern Promenade, you'll have immediate access to over 70 acres of green space, the Eastern Prom Trail, Fort Allen Park, tennis and pickleball courts, East End Beach, food trucks, and Portland's iconic waterfront. The building's lobby and community spaces have been recently renovated creating a welcoming feel. Residents also enjoy access to the rooftop 'Red Carpet' area for spectacular views of fireworks, cruise ships, and the harbor. A rare opportunity to enjoy convenience, amenities, and one of Portland's most coveted locations.

45 Eastern Promenade Unit 1C, Portland

Listing courtesy of Portside Real Estate Group.

180 High St Unit 25, Portland
$409,000
2 Beds ⋅ 1 Baths
Welcome home to this inviting two bedroom, one bath condominium in the heart of Portland's vibrant Arts District. Ideally situated on the second floor, #25 offers the ease of one flight stair access along with the convenience of the building's beautiful elevator. Best of all, the windows overlook the tranquil courtyard gardens rather than the street, creating a surprisingly peaceful setting in the heart of the city. The windows let in so much light and make the home bright and welcoming. The efficient heating, included in the HOA fee, makes this a warm, inviting space through all of the seasons. Thoughtfully designed, the floor plan makes excellent use of every room, with the two bedrooms positioned on opposite sides of the condo for added privacy and flexibility. Whether you're welcoming guests, sharing the home with a roommate, or creating a dedicated home office, the layout offers versatility that is hard to find. The home feels spacious and comfortable without sacrificing the charm and character that make this historic building so special. Natural light is one of #25's standout features. The living room and both bedrooms enjoy beautiful morning sunshine during the winter months, while afternoon light fills the kitchen and second bedroom. With courtyard views from every window, the home feels bright, warm, and wonderfully removed from the activity of High Street. Outside, beautifully maintained gardens provide a peaceful place to enjoy the changing seasons, while the best of Portland is just steps away. Restaurants, galleries, shops, entertainment, and the city's vibrant Arts District are all within easy reach. Bright, private, thoughtfully laid out, and wonderfully located, #25 offers the best of historic Portland living with a floor plan designed for the way people live today.

180 High St Unit 25, Portland

Listing courtesy of Portside Real Estate Group.

45 Centennial St, Portland
$849,000
3 Beds ⋅ 2 Baths
Some homes provide a place to stay. Others become the place everyone wants to gather. Perched on the cherished north end of Peaks Island, just moments from the shoreline of Casco Bay, 45 Centennial Street is one of those rare places where the pace slows, memories are made and every season brings something worth looking forward to. Mornings begin with coffee on the second-floor balcony as the sun rises over the bay. Days are spent exploring the water or wandering quiet island roads. Evenings end beneath brilliant stars, the harbor replacing the noise of everyday life. Originally built in 1900 and thoughtfully updated, this year-round New Englander blends historic charm with contemporary comfort. Rich wood floors, a granite kitchen, open living and dining spaces, inviting bedrooms including a classic bunkroom, an updated bath and efficient heat pumps create a home that is as comfortable in January as it is during the height of summer. Outside, a workshop shed opens up possibilities for artists, makers, remote work, storage or weekend projects. Mooring opportunities are available by application through the Portland Harbormaster, while nearby kayaking, boating and fishing make the water an extension of your backyard. Minutes bring you to the ferry, local cafés, lobster rolls, tennis courts, live music and the welcoming village that has made Peaks Island one of Maine's most treasured communities. Offered fully furnished, 45 Centennial Street isn't simply move-in ready, it's ready to be lived in from the moment you arrive. Whether you're searching for a year-round home, a seasonal retreat or a gathering place for the people who matter most, see what island living feels like from the inside.

45 Centennial St, Portland

Listing courtesy of Portside Real Estate Group.

11 William St Unit 1, Portland
$445,000
2 Beds ⋅ 2 Baths
Welcome home to this inviting two-bedroom, 1.5-bath condo that perfectly blends character, convenience, and city living. Nestled in an intimate three-unit association, this condo combines the warmth and charm of a classic Portland property while placing you just a short walk from the award-winning restaurants, breweries, boutiques, and waterfront that make downtown Portland one of New England's most sought-after destinations. Sunlight fills the spacious interior, highlighting beautiful hardwood floors, oversized windows, and versatile living spaces that can accommodate everything from a home office to a fitness area or creative studio. The generously sized kitchen features abundant cabinetry, a large pantry, and plenty of room to prepare meals and gather with family and friends. A dedicated parking space eliminates the hassle of city parking, while the secure basement storage provides the perfect place for bicycles, seasonal items, and outdoor gear. Whether you're searching for your first home, a low-maintenance city residence, or an investment in one of Maine's most desirable locations, this condo combines location, lifestyle, and value in one exceptional package. Walking distance to downtown Portland, USM, Back Cove, Sea Dogs Stadium and Portland Expo.

11 William St Unit 1, Portland

Listing courtesy of Keller Williams Realty.

25 High St Unit 410, Portland
$699,000
2 Beds ⋅ 2 Baths
If you've been searching for a condo in Portland, you already know opportunities like this are rare. Intentionally priced to generate immediate interest, this represents one of Portland's strongest values. Perfectly positioned at the gateway to the Old Port and the Arts District, 25 High Street boasts an exceptional Walk Score of 94, placing nationally recognized restaurants, cafés, galleries, the working waterfront, shopping, recreation and everyday conveniences just steps from your front door. Perched on the waterside upper level, Unit 410 is filled with natural light and enjoys glimpses of Inner Casco Bay and Portland's iconic working waterfront. Nearly 1,200± SF offers an open-concept design where the beautifully appointed kitchen flows seamlessly into spacious living and dining areas. Two generous bedrooms, two full baths, in-unit laundry and quality finishes throughout deliver the comfort, style and functionality discerning buyers expect. The professionally managed, pet-friendly association welcomes both dogs and cats with no size or breed restrictions and features a fitness center, elevator, secure entry and on-site storage. Even more impressive, the remarkably affordable $395/month condominium fee is roughly half that of many competing Portland condominium communities. Whether you're looking for a full-time residence, a sophisticated in-town retreat or a true lock-and-leave lifestyle, this move-in-ready home delivers exceptional quality, outstanding value and one of Portland's most desirable urban locations. Upper-floor, waterside residences with this combination of location, light, amenities, affordability and value simply don't come along often.

25 High St Unit 410, Portland

Listing courtesy of Benchmark Real Estate.

705 Riverside St, Portland
$385,000
2 Beds ⋅ 2 Baths
A rare opportunity to own a detached single-family home in Portland at an approachable price point! This classic 1930s Gambrel offers approximately 1,384 square feet of living space with 2 bedrooms, 2 full bathrooms, and a comfortable, functional layout filled with character. Inside, hardwood, tile, and vinyl flooring complement inviting living spaces, while the bright sunroom provides a wonderful spot for morning coffee, reading, plants, or simply relaxing. The home's classic architecture and flexible spaces offer plenty of opportunity to personalize over time while preserving the charm that makes it special. Step outside and discover one of the property's standout features—a surprisingly private, fully fenced backyard. There's room for pets, gardening, entertaining, or creating your own outdoor retreat. Off-street parking adds everyday convenience. For buyers comparing Portland condos, 705 Riverside offers a compelling alternative: your own detached home, private fenced yard, 2 full bathrooms, off-street parking, and no monthly association fee. Convenient access to shopping, restaurants, trails, parks, major commuter routes, and all that Portland has to offer adds to the home's everyday practicality. Offered at $400,000, 705 Riverside Street is ready for its next owner. Come see what single-family homeownership in Portland can look like.

705 Riverside St, Portland

Listing courtesy of Excellence Realty.

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