Nestled in the heart of Portland's highly sought-after West End, this exceptional property is sure to charm investors and those seeking multi-generational living in a city setting. Currently operating as a highly successful Airbnb, the next owner could continue to make income from one or both of the living spaces, or owner occupy and utilize the first floor unit as an in-law suite. The spacious primary home features 4 bedrooms plus an office and 3 full bathrooms across three floors. Thoughtfully updated, the main home features a custom kitchen and inviting living spaces where soaring cathedral ceilings, exposed wood beams, and skylights create an airy yet cozy atmosphere, filling the kitchen and living room with beautiful natural light and architectural charm. Other standout features include a custom antique bar, wainscoting along the main staircase with a beautifully preserved original banister, and a private deck with low maintenance composite decking. The first floor bedroom is currently used as a home studio office with its own full bathroom. The secondary one bedroom, one bath unit is an easy one level living set up, all on the first floor. The full basement is available for storage. Built in 1874 and offering 2,634 square feet of living space, this West End gem is made even more special by amenities rarely found in the city: a private courtyard perfect for relaxing or entertaining, space for a city garden, and coveted off-street parking. Just moments from Portland's renowned restaurants, shops, hospitals, and waterfront, this is a rare opportunity to own a piece of Portland history.
Welcome to 199 Vaughan Street #4, a classic Portland West End condominium full of charm, character, and timeless appeal. Situated in a beautifully maintained historic brick building, this spacious 3 bedroom condo offers the perfect blend of original architectural details and comfortable everyday living. Inside, you'll find hardwood floors, high ceilings, oversized windows bringing in natural sunlight, and a warm fireplace that anchors the living space. The layout offers flexibility for working from home, hosting guests, or simply enjoying city living with room to spread out. A private deck, generous storage space, and coveted off street parking add to the convenience. Located just steps from the Western Promenade, Maine Medical Center, local coffee shops, restaurants, and everything Portland has to provide, this home places you right in the heart of one of the city's most desirable neighborhoods. Historic charm, walkability, and easy peninsula living all come together at 199 Vaughan Street #4.
Move right into this wonderful home in a convenient North Deering location offering 3 bedrooms and 2 full bathrooms. Kitchen has a center island with stools, Formal dining room, large front to back living room, Full Bathroom on first level with tub and shower. Second floor has front to back primary Bedroom, 2 other bedrooms and a full bathroom with tub and shower. There is a full, dry basement with high ceilings and bulkhead. Enjoy cookouts or quiet reading time on the wrap-around deck. Ready for you to choose new carpet or hardwood for stairway and second floor.
Life Re-Imagined! Building 3, Stevens Square at Baxter Woods! This growing new neighborhood is on its way to be one of the most exciting places to live in Portland Maine! Stevens Square represents Portland's first 55+ condominium community adjacent to hundreds of acres of woods and walking trails. Complete with convenient dog washes, crackling fire pits, and available community center with saltwater pool and gym, this 4th floor south facing unit has it all. Nicely balanced living spaces focused with designer chosen appointments, including ensuite bedrooms, private deck and lots of wonderful light. This unit faces the beautiful and protected Baxter Woods. Enjoy the large gathering room and sky deck at your fingertips. Covered parking and storage also included. A well-rounded life begins at the Square!
This beautiful 2 BDRM/2 BA condo is set within one of Portland's historic areas and iconic waterfront building, Unit 6 F&G at 45 Eastern Promenade offers a rare opportunity to experience luxury living with breathtaking scenery at every turn. There is covered parking, and everything but electric is included in the condo fees. What's covered: Hot water, heat, water, sewer, laundry and cable. Perched above Casco Bay, this exceptional residence captures panoramic views of the Portland skyline, sparkling harbor waters, and unforgettable sunsets that paint the sky each evening. Thoughtfully designed to maximize both comfort and views, the home blends two units and timeless character with an elevated coastal lifestyle. Expansive windows fill the space with natural light while framing postcard-worthy vistas of the city and waterfront. Whether enjoying your morning coffee or tea overlooking the bay or entertaining guests with the sun and skyline, every moment here feels extraordinary. Promenade residents enjoy immediate access to Portland's walking trails, marinas, parks, tennis and pickleball courts. Plus a vibrant Old Port dining and shopping scene. This is a unique chance to own a home in one of Portland's most recognizable addresses--where iconic architecture, history, scenic beauty, and city living come together seamlessly.
Welcome home to 27 Norwood Street! Sit on the porch swing and smell the roses -- or simply listen to the birds from your private backyard, surrounded by the beauty of a mature perennial garden. This is the lifestyle that awaits you here, nestled in one of Portland's most beloved neighborhoods, where tree-lined streets connect you to award-winning restaurants, bakeries, and coffee houses, all within easy walking distance. Top-rated public schools -- elementary through high -- are just steps away, and the serene trails of Baxter Woods, Evergreen Cemetery, and Back Cove are practically at your doorstep. This classic Queen Anne shingled Victorian is crowned by a steep gabled roof and features a grand wraparound front porch with classic columns. Lovingly maintained with original woodwork, hardwood floors, and stained glass, this 5-bedroom, 2-bath home is a natural gathering space for family and friends. A light-filled living room flows naturally to a formal dining room, and a warm kitchen features a gas heat stove and custom cabinetry. A full bath and convenient main-floor laundry add everyday ease. Upstairs, three spacious bedrooms, a dedicated office, and a second full bath offer flexibility for family, guests, or remote work. The third floor tucks two additional bedrooms under cozy eaves, perfect for guests, creative pursuits, or play. Outside, a private back deck and patio are framed by mature trees and flowering shrubs -- an ideal setting for entertaining or quiet retreat. The sun-drenched side yard is a gardener's dream, and a stamped concrete driveway adds a polished finishing touch. Recent energy-saving updates and modern systems ensure year-round comfort. 27 Norwood is more than a home. It's a Portland lifestyle, offered for the first time in 25 years.
This beautifully renovated single-family home is move-in ready, with updates throughout and nothing left to do but settle in. The 1,040 sq. ft. layout showcases a brand-new kitchen with quartz countertops, warm wide-plank white oak flooring, new roof and heating system. Adding to the appeal, the home sits on a generous, oversized lot of approximately 0.3 acres-- delivering room to breathe just minutes from the peninsula, Maine Medical Center, and I-295. Tucked into Portland's desirable Rosemont neighborhood on the city's west side, it's steps from Capisic Pond Park and its walking trails, with easy access to Stevens Avenue shopping, USM, and Deering Center -- balancing quiet residential character with everyday walkability.
Welcome to the West End, one of Portland's most beloved and storied neighborhoods. This stunning 3-bedroom condo perfectly captures the timeless character of classic Portland architecture while delivering the modern comforts today's owners are looking for. Step inside to find soaring 10-foot ceilings, gleaming hardwood floors, and oversized windows that bathe every room in natural light. The front bedroom is anchored by beautiful bay windows, a quintessential nod to the neighborhood's historic charm. The renovated kitchen is both stylish and functional, ready for everything from weeknight dinners to weekend entertaining, while the bathroom impresses with a custom tile shower for a polished, modern feel. In-unit laundry adds the everyday convenience that makes city living truly effortless. Outside, a private urban oasis awaits -- complete with a fire pit, beautiful plantings, and plenty of space to relax, entertain, and soak in the best of Maine's seasons. A caged, dedicated storage unit in the basement ensures you'll never be short on space. With low condo fees that include heat, this is an exceptional opportunity to enjoy the very best of Portland peninsula living without compromise. Tree-lined streets, acclaimed restaurants, boutiques, and the Western Promenade are all just steps from your door.
Priced below recent market comparables and offered at an exceptional value! Nestled on nearly 3/4 of an acre in Portland's North Deering neighborhood, this classic Cape has been cared for by the same family for decades and offers a wonderful opportunity for its next owner. A roomy two car garage with extra storage and generous outdoor acreage are a rare find in Portland. Inside, the home features a spacious first-floor living room filled with natural light, a formal dining room, and a kitchen with a pass-through butcher block counter overlooking the dining area. The first floor also includes a bedroom and full bathroom. Upstairs are two additional bedrooms and a half bathroom.The walkout basement provides additional space with daylight windows and room for recreation, hobbies, or entertaining. The basement also includes a workshop area with a utility sink. Launch your kayak or paddleboard less than a mile from your new home at the Presumpscot River Preserve boat launch. While the home may benefit from cosmetic updates, it has been lovingly cared for and there have been larger recent improvements including the furnace, hot water heater, paved driveway and an outdoor faucet offering added value, convenience and peace of mind. Exceptional value compared to similar homes in the area.
Experience elevated living at 58 Cumberland Avenue, Portland's newest boutique development. Nestled atop Munjoy Hill in Portland's vibrant East End and blending timeless craftsmanship with modern sophistication, each residence offers 2 to 3 bedrooms, 2 bathrooms, and open-concept layouts ranging from 1,000 to nearly 1,500 SF. Expansive Marvin windows, 9-foot ceilings, and wide-plank hickory floors create light-filled interiors with a refined sense of space. Unit 5 enjoys a private balcony and thoughtfully designed living space ideal for entertaining or unwinding in style. The chef-inspired kitchen showcases exquisite custom cherry cabinetry from Cabico, complemented by Vadara Quartz countertops, an elegant tile backsplash, and high end Cafe Series appliances. Spacious and tranquil bedrooms prioritize comfort and privacy, creating a serene retreat. Luxurious bathrooms boast custom Cabico vanities complete with stylish Kohler fixtures, alongside designer tile showers and flooring sourced from Tilebar creating a truly refined yet functional feel. Each energy-efficient, fully electric unit is equipped with Mitsubishi in-ceiling heat pumps, ERV systems, and premium insulation to ensure year-round comfort. The building also offers heated garage parking with EV charging infrastructure for added convenience. Located just steps from the vibrant Washington Ave corridor and Eastern Promenade, residents enjoy seamless access to top restaurants, local shops, and Portland's picturesque waterfront. Experience luxury, location, and lifestyle redefined at 58 Cumberland. For more information, please visit the development section of Portside's website.
Welcome to Hobson's Landing, Portland's premier waterfront condominium community, now offered at an exceptional value! This is one of the largest one bedroom residences in the building and presents a rare opportunity to own in one of Portland's most sought after addresses. With TWO COVERED GARAGE parking spaces and direct building access, this property offers a level of convenience that is incredibly difficult to find in the Old Port and sets it apart from nearly every other one bedroom option on the market. Inside, floor to ceiling windows fill the space with natural light while remote controlled top down bottom up window treatments provide privacy and flexibility throughout the day. A fireplace creates a warm and inviting focal point, custom closet built ins maximize storage, and efficient heat pumps provide year round heating and cooling. Residents enjoy secure access, concierge service, a fitness center, coworking space, private courtyards, reservable meeting and event spaces, and a guest suite available for visiting friends and family. Additional conveniences include a dog wash station, community bicycles, and access to a shared Tesla. Step outside and enjoy immediate access to Portland's award winning restaurants, coffee shops, boutiques, galleries, waterfront trails, and vibrant Old Port lifestyle.
Welcome to 11 Parris Street -- a bright and sun-filled top-floor condo nestled in a meticulously maintained historic Greek Revival building, just steps from the heart of downtown Portland. This charming 2-bedroom home blends character and comfort with high ceilings, unique architectural details, abundant closet space, shared backyard and a private deck for relaxing or entertaining guests. With a Walk Score of 94, you'll enjoy effortless access to Portland's acclaimed restaurants, boutiques, farmers markets, Back Cove trails, and vibrant waterfront lifestyle. Low condo fees include heat, and the home also features a dedicated off-street parking space plus generous storage in a clean, well-kept basement. A rare opportunity to enjoy historic charm, modern convenience, and one of Portland's most desirable in-town locations.
Why pay a landlord's mortgage when you can build your own equity? Located in Portland's Nasons Corner neighborhood, this 3-bedroom, 1.5-bath bungalow offers the perfect entry point into the Portland market. If you've been looking for an alternative to the rising rents, this is your chance to own a piece of the city. The sellers have proactively pre-inspected and addressed maintenance items to ensure a seamless buying experience. The home offers a heated sun room, two bedrooms on the first floor and finished basement space with half bathroom. The attic has a bedroom and bonus space for extra storage. The home is convenient to i-95 and Westbrook shopping district Rock Row.
New price. Well-located 2-bedroom, 1-bath Portland condominium in the sought-after Deering/Rosemont area. This first-floor unit features hardwood floors, a recently renovated bathroom, private washer/dryer, private storage, a private shed, and two dedicated off-street parking spaces. A ducted heat pump system provides efficient heating and cooling with vents to multiple rooms, with boiler back-up for added comfort. Enjoy a large fenced backyard with a patio, fire pit, grill area, and plenty of space for relaxing, gardening, or entertaining. Pet-friendly association. Conveniently located near Deering High School, UNE, USM, Rosemont Market, local restaurants, Maine Medical Center, and Northern Light Mercy Hospital. Outdoor enthusiasts will appreciate nearby Evergreen Woods, offering approximately 4 miles of trails. An appealing opportunity to own a first-floor Portland condo with two-car parking, private outdoor space, hardwood floors, and pet-friendly living in a highly desirable location. Seller is willing to give concessions to Buyer at closing
Your next home could be on the peninsula of Portland! Want southwest facing orientation? Check! Want right-sized living? Check! Want expansive and sweeping city views and 2 car parking? Check! This opportunity sits just one street up the hill from many restaurants, coffee shops, retail stores and breweries. Originally built in 1874 and completely renovated by the previous owner, you'll love this 3-bedroom 2.5 bath home with two decks, a stone patio, and a sweet fenced in back yard with garden plots ready for your plantings! Did I mention the views? Perched above the city, enjoy sunsets, rainbows and even the northern lights. Live your dream here!
Excellent value on the Portland peninsula with parking, two bedrooms, and a private deck! Centrally located within walking distance of the Old Port and Baxter Boulevard, this Bayside condo offers easy access to Portland's scenic waterfronts, award-winning restaurants, and beloved walking and running trails that make for an enjoyable urban lifestyle. Quietly situated on the third floor, the space feels like a cozy retreat with warm hardwood floors and cabinetry, skylights, and beautiful natural light throughout the day. The flexible two-bedroom layout works well for guests, a home office, or a hybrid setup, while the private deck with skyline views creates the perfect spot for morning coffee or unwinding in the evening. Efficient heating includes a gas Rinnai unit that comfortably warms the space all season long, along with WiFi-enabled electric baseboards for added convenience. Reserved off-street parking, dedicated storage, on-site laundry, and efficient utilities make everyday living simple and comfortable. Whether you're seeking a pied-Ă -terre, hoping to build equity rather than rent, or simply looking for an approachable peninsula lifestyle, this light-filled condo is well worth a visit.
Perched on the 5th floor and surrounded by sweeping views, this luxury condo offers elevated urban living with exceptional space and amenities. Featuring three bedrooms plus a dedicated office and 2.5 baths, the layout blends comfort, functionality, and sophistication. A generous mudroom welcomes you into the home, while the unit's position at the end of the building offers an exceptional sense of privacy. Expansive windows fill the interiors with natural light and frame both water views and the vibrant cityscape below. At the heart of the home is a chef's open kitchen, thoughtfully designed with generous prep space, high-end finishes, and seamless flow into the living and dining areas; plenty of space for both everyday living and entertaining. The home wraps around the building with windows on three sides. This unit comes with 2 dedicated parking spaces, as well as its own storage room on the first floor. Residents enjoy access to premium building amenities including a fitness center, guest suite for visiting friends and family, and a shared outdoor deck perfect for relaxing or entertaining above the city. A rare opportunity to enjoy refined condo living in the heart of it all.
Welcome to 17 Elizabeth Street on Peaks Island â?? a thoughtfully updated and lovingly maintained 3-bedroom, 2-bath coastal retreat just a scenic 17-minute ferry ride from downtown Portland, Maine. Located only a 6-minute walk or quick golf cart ride from the ferry landing, this property offers the perfect blend of peaceful island living and convenient access to Portlandâ??s award-winning restaurants, shopping, galleries, and waterfront nightlife. Bring your car on the ferry or embrace the walkable island lifestyle. Filled with charm and character, the home features hardwood floors, abundant natural light, seaglass-inspired interiors, a stunning stained glass window, and a one-of-a-kind staircase crafted with repurposed piano legs. Thoughtful updates include new appliances, fresh landscaping, and interior and exterior painting, creating a move-in ready home with timeless coastal appeal. Enjoy coffee on the inviting front porch and unwind after beach days on the private back porch overlooking a unique backyard oasis. The oversized shed offers endless possibilities as an art studio, bunk house, workshop, gardening space, or storage for beach and boating gear. Just a short walk to Centennial Beach, this home is perfectly positioned to enjoy boating, fishing, kayaking, sailing, pickleball, tennis, scenic bike rides, golf cart cruising, and beautiful coastal walks. Rich in history and known for its vibrant yet relaxed community, Peaks Island offers modern conveniences including a grocery store, restaurants, post office, elementary school, and local shops â?? all surrounded by the beauty of Casco Bay. Whether you are searching for a year-round residence, summer getaway, or investment opportunity, 17 Elizabeth captures the magic of Maine island living. Get in before summer and discover why so many people return to Peaks Island year after year. Open House Sat 6/13 from 10-12PM!
Nestled just steps from Casco Bay on the beloved north end of Peaks Island, 45 Centennial Street is a rare find, fully furnished and ready for its next chapter. Rarely does a single address deliver so much of what island living is about. This distinctive year-round 1900 New Englander has been lovingly updated throughout: rich wood floors, granite kitchen with island, open living and dining, three bedrooms including a classic bunkroom, updated bathroom and heat pumps for year-round comfort. Move-in ready from day one. The second floor balcony is where the magic happens. Sunrise over Diamond Passage and Casco Bay. Stars emerge as the harbor falls quiet. Salt air, open water, kayak and fishing access nearby, and mooring access available by application through the Portland Harbormaster. The ferry terminal and village center are ten minutes away: tennis, boating, lobster rolls and live music all within easy reach. A working shed and studio shed round out the main property, offering flexible space for projects, storage, or creativity of any kind. And then there is the land. Conveyed with the home is a rare separately deeded 6,610 SF island lot with public water, sewer, a shed and patio in place, private green space or held as a finite island investment. Land like this does not become available twice. Fourth of July fireworks over the harbor. Molten gold and pink sunsets. The quiet of an island morning. 45 Centennial Street comes fully furnished and move-in ready. This is Peaks Island at its very finest.
Enjoy exceptional privacy on one of Ocean Ridge's most secluded backyard patios, then take a short stroll to nearby Portland Trails access with miles of scenic hiking and nature trails to explore. This immaculate, beautifully updated home features a vaulted-ceiling primary suite with a spa-inspired bath and relaxing soaking tub. Thoughtful upgrades throughout include stone countertops, a propane fireplace, and refined finishes that create a warm, elegant feel. Four walk-in closets offer abundant storage and boutique-style organization, while the convenient second-floor laundry and spacious full bath enhance everyday comfort. Peaceful and private, yet just minutes from the vibrant City of Portland, this exceptional home offers the perfect balance of tranquility and convenience.
Tucked into the heart of Munjoy Hill, this bright and thoughtfully designed one-bedroom condo offers easy, single-level living in one of Portland's most beloved neighborhoods. The open-concept layout is filled with warm natural light and offers a comfortable flow for everyday living. The kitchen features quartz countertops and modern finishes, opening seamlessly into the living space -- perfect for both quiet mornings and easy entertaining. A bio-ethanol fireplace adds a cozy touch, while details like custom California Closets, a sliding barn door, and radiant heat in the bathroom bring both style and function. Designed for simplicity and convenience, this home also offers in-unit laundry, efficient heat pump heating and cooling, and a rare, generous basement storage area -- ideal for keeping things organized without sacrificing space. Additional highlights include off-street parking, a pet-friendly association, and low HOA fees, all adding to an easy, flexible lifestyle. Step outside and enjoy everything the East End has to offer -- from neighborhood favorites like BLVL, Double Great Coffee, and The Front Room to the Eastern Promenade just a couple of blocks away -- all while being tucked on a quieter street, so you get the best of both worlds. Comfortable, efficient, and incredibly well-located, this is a wonderful opportunity to enjoy everything that makes Portland so special.
A rare find in the heart of Portland, this classic New Englander is set on a private lot that feels like a world of its own. Tucked away from the hustle and bustle yet conveniently located to enjoy the very best of Portland, this one-bedroom home is a true urban oasis -- and for the outdoor enthusiast, it doesn't get much better than this. Located near Portland's beloved trail systems and just steps from the trailhead to Jewel Falls, adventure is always close at hand. Outside, the property is nothing short of magical. A beautiful orchard bursting with plum, apple, pear, and cherry trees transforms the lot into a serene retreat. Blackberry, blueberry, raspberry, and strawberry bushes add to the abundance. A refreshed deck provides the perfect spot to relax and soak it all in. Inside, the home carries the timeless character you'd expect from a classic New Englander. The open kitchen with eat-in dining creates a warm and inviting heart of the home, while the four-season porch extends your living space and brings the beauty of the outdoors in, no matter the time of year. Upstairs, you'll find a comfortable bedroom, a flexible office nook, and a full bathroom. Efficient heat pumps provide year-round comfort with ease. Whether you're planting roots for the first time, simplifying your lifestyle, or simply seeking a private green sanctuary in the city, this property is a truly special opportunity. Homes like this don't come along often -- don't let it pass you by.
Sellers are ready! This move-in ready unit is one of the largest in the building. It features period details including soaring ceilings, original hardwood floors, solid wood five-panel doors with glass knobs, and original moldings. It also includes modern updates, such as a renovated kitchen and bathroom, oversized, windows that provide an abundance of natural light and a seasonal peek view of Back Cove from the dining room. The Marlborough is in the heart of Portland's Arts District. This historic landmark building features gracious shared foyers, an operational, antique birdcage elevator, an octagonal lobby with decorative woodwork, and terrazzo floors. With an A+ walkability rating, top restaurants, galleries, theaters, and shopping are literally right at your doorstep. Residents also enjoy access to a shared but private, charming backyard garden and fenced yard space. Additional amenities include a secure deeded storage unit and on-site laundry. For added convenience, leased garage parking is available directly across the street. The city of Portland also issues zone stickers to residents for on street parking. Marlborough is a dog-welcoming community with a strong association and healthy financial reserves.
Stevens Square Re-Imagined! Building 3, Stevens Square at Baxter Woods! This growing new neighborhood is on its way to be one of the most exciting places to live in Portland Maine! Stevens Square represents Portland's first 55+ condominium community adjacent to hundreds of acres of woods and walking trails. Complete with convenient dog washes, crackling fire pits, and available community center with saltwater pool and gym, this 2nd floor park facing corner unit has it all. Nicely balanced living spaces focused with designer chosen appointments, including an en suite primary bedroom, private deck and lots of wonderful light. Enjoy the large gathering room and sky deck at your fingertips. Covered parking and storage also included. A well-rounded life begins at the Square!
A rare opportunity to own a piece of Portland's architectural history. Designed by John Calvin Stevens, this distinguished Craigie Street residence sits on an uncommon double lot in Deering Highlands, offering space, privacy, and timeless design. Original millwork, custom built-ins, and striking fireplaces reflect the home's heritage, while thoughtful updates bring modern comfort. Sunlight fills generously scaled rooms, creating a warm and refined living environment throughout. The kitchen is a standout, featuring soapstone countertops, custom cabinetry, and seamless flow for everyday living and entertaining. Upstairs, the spacious primary suite offers a private retreat with a spa-like bath, steam shower, double vanities, and a walk-in closet. Two additional generously sized bedrooms provide comfortable accommodations with ample room for larger furnishings. A smaller bedroom currently functions as an office, while a bonus third-floor room creates additional space for guests, work, or creative use. Flexible spaces throughout the home are complemented by abundant storage and a spacious lower level with additional potential. Set on a beautifully landscaped double lot, the grounds include mature plantings, fruit trees, raised garden beds, and a large stone patio ideal for outdoor dining and entertaining. Located just minutes from Portland's dining, trails, and cultural offerings, this is a rare opportunity to own a home with both history and heart.


Portland is located in Maine. Portland, Maine has a population of 68,063. Portland is less family-centric than the surrounding county with 28.1% of the households containing married families with children. The county average for households married with children is 30.7%.
The median household income in Portland, Maine is $66,109. The median household income for the surrounding county is $80,679 compared to the national median of $69,021. The median age of people living in Portland is 36.9 years.
The average high temperature in July is 78.8 degrees, with an average low temperature in January of 10.8 degrees. The average rainfall is approximately 48.9 inches per year, with 61 inches of snow per year.