Portland Maine homes for sale starting at Fifty Thousand Dollars

$1,295,000 - Portland, ME

218 Washington Avenue Portland, ME - The Last Water-Facing Penthouse at 218 Washington Avenue. Penthouse 402 is the final water-facing top-floor residence available at 218 Washington—a striking modern address on the rise of Portland's East End. With 1,483 square feet of finely finished interior space, every room in this top-floor corner unit captures a cinematic blend of skyline and waterfront. Western exposures deliver golden hour views that stretch across the city and light up at night, while daily dramatic sunsets pour vibrant color through floor-to-ceiling windows—sometimes soft, sometimes surreal. The smartly scaled layout offers separation between the two sleeping quarters while maximizing open space in the living, kitchen & dining areas. The primary bedroom frames the infamous Back Cove from bed, while the second bedroom captures Portland's skyline. A central kitchen with sleek cabinetry, quartz countertops, and premium stainless steel appliances anchors the home, while two private balconies create moments for coffee, cocktails, and everything in between. A dedicated office nook, walk-in laundry room, and generous closet space elevate comfort and function throughout. This unit is the only one remaining with two parking spaces in the heated and secure garage. The building features steel-frame construction, thoughtful soundproofing, and weather-resistant exterior systems. Low HOA dues and superior engineering reflect both quality and ease of ownership. At your doorstep: Washington Avenue's acclaimed 'Restaurant Row', Portland's East End, quick access to green spaces, the waterfront, and the upcoming and highly anticipated Roux Institute campus, which will feature a stunning walking path over the Casco Bay waters less than a mile from this building. This is a rare last opportunity to own the best of 218 Washington Avenue—where design, view, and location meet.

$1,290,000 - Portland, ME

69 Brookside Road Portland, ME - Perfectly positioned to view Back Cove and Portland's city skyline is this timelessly appealing Midcentury modern ranch home situated on a .68 acre lot nestled in a sanctuary setting adjacent to the prestigious Baxter Boulevard. This sprawling one level home is filled with natural sunlight through large windows and offers easy accessibility between indoor & outdoor spaces. The heart of this home is the sleek European inspired kitchen with integrated appliances, polished concrete counter top, organizational pantry with coffee bar and a casual breakfast bar. The open floor plan creates a relaxed feeling as it flows into a family room with radiant heated slate floors and captivating water views! Stunning hardscape blends with manicured gardens as you step out onto a terraced patio with stone walls and impressive stone fireplace for outdoor entertainment. This double lot abuts the Fall Brook -a natural coastal setting for a myriad of native waterfowl and birds! French doors open into a front to back living room with fireplace & built-ins. Adjacent to the welcoming front entry is a large dining room and a small private office space. There are three bedrooms on the first level and 1.5 baths. The Primary has waterviews, double closets and a privacy door to the full bath. Central air conditioning adds to the comforts of this spectacular home. The finished lower level offers a fireplaced family room, a full bath, a guest room, laundry room, hobby and workshop, too! The attached 2 bay garage enters into a well-organized mudroom with storage cubbies, bench seating and guest powder room. This gem has been very well maintained and updated. The Longfellow Arboretum and Payson Park are just beyond your front door. Enjoy the peaceful setting along this tree lined dead end street in Back Cove.

$1,250,000 - Portland, ME

140 Pennell Avenue Portland, ME - Have you been seeking your own private 1 acre property in Portland? Do you need room for a large family? Are you looking for an income producing property or a unique opportunity to develop land in Portland? If any of these opportunities are what you have been searching for, 140 Pennell is the property for you! Ideally located in a desirable North Deering neighborhood on a dead end street. This unique property abuts a trail network, perfect for nature lovers and outdoor enthusiasts offering a balance of recreational opportunities and privacy. This beautiful 5 bedroom colonial was built in 2008 and consists of a main house which is 3 bedrooms and 2 bathrooms. The spacious kitchen with quartz countertops is ideal for cooking and entertaining with direct access to a large deck for outdoor gatherings. The generous apartment features an open concept kitchen and family room, 2 bedrooms and 1 bathroom and a deck overlooking the property. There is a three car attached garage providing ample storage and backyard access. From the expansive yard, you can enjoy your privacy and directly access the extensive trail network. This home is convenient to all of the amenities of Portland. If you're looking to develop the land, there's a possibility to divide the property into multiple lots and build. 140 Pennell Avenue offers a rare opportunity that is not to be missed.

$1,250,000 - Portland, ME

14 Highland Street Portland, ME - You will fall in love with this iconic classic home in Deering Highlands. Home has not been offered for over 50 years and has been meticulously maintained. As you approach the home you will notice the exceptional professional landscaping including stone walls and established plantings. The large private rear yard has plenty of room for gardening or large gatherings. Step inside and you will be greeted by the original impressive gracious staircase. The home offers a large front to back living room with fireplace and hardwood floors which lead to a 3 season sun porch. To the left of the entry is the dining room that opens to the well designed kitchen. Also off the dining room and kitchen in the back entry that is used as an office. When you ascend to the 2nd floor you will find a ''good morning landing'' that leads to one of the 2nd floor bedrooms and then you will find a 2nd floor nook/den/TV room at the front of the house. The primary bedroom has a large bath with laundry. There is an oversize 2 car garage to round out this exceptional property.

$1,250,000 - Portland, ME

139 Newbury Street Portland, ME - Discover 139 Newbury Street, a stunning Victorian townhouse in the heart of Portland's most sought-after neighborhood. This historic gem offers endless potential and ample off-street parking (4+ spots). Currently set up as a first-floor office space with preserved architectural details and a spacious two-story apartment unit that's perfect for a live-work setup or could easily be transformed into two condos or converted into a single family residence. The second floor is full of charm with high ceilings, tons of natural light, and a cozy office nook - plus a kitchen and dining area that's great for entertaining. On the third floor, you'll find two big bedrooms, a walk-in closet, laundry, and a full bath. To top it off, there's a private rooftop deck with gorgeous city views, a little greenery, and the perfect spot to unwind. Close proximity to amazing restaurants, shops, and all the action in The Old Port. City living at its finest!

$1,200,000 - Portland, ME

113 Newbury Street Portland, ME - Experience the charm of this top-floor urban-style loft, offering a spacious 1,700 SF of sun-drenched living space with 10' ceilings, a cozy gas fireplace, and a large stunning skylight. Ideally located between Portland's vibrant Old Port and the lively East End, this condo places you within walking distance to an array of restaurants, coffee shops, bars, and shops throughout downtown Portland. The modern design features a sleek kitchen and bathroom with radiant heat, a private deck, on-site dedicated parking space, bicycle storage, and additional storage unit. The primary suite has its own gas fireplace, walk-in closet, double vanities and room for a small sitting area. With cutting-edge energy efficiency and excellent soundproofing, this unit is as quiet as it is easy to heat and cool. The building is professionally managed, and the association is pet-friendly.

$1,195,000 - Portland, ME

52 Melrose Street Portland, ME - Back Cove Beauty! This stately 5 bedroom (or 4 bedrooms plus a roomy office), 2.5 bath home located on a corner lot in coveted Back Cove is just steps from Baxter Blvd, vibrant local restaurants & shopping and moments to all that Portland's Old Port has to offer. This wonderful home has been freshly painted throughout and features stunning period details alongside modern conveniences & updates, so you can move right in! The front porch greets you as you enter with a gorgeous entry door featuring a leaded glass surround & a breathtaking storm door which sets the tone for the entire home beautifully. The entry area with drop zone and interior door opens up into the foyer, the spacious front-to-back living room with gas fireplace is perfect for gatherings, both the formal dining room and breakfast room feature plenty of built-in cabinets & shelving, the updated kitchen features a gas stove, island, pantry and plenty of storage, a rear mudroom and 1/2 bath complete the 1st floor layout. Access either the front or back staircase to the 2nd floor, which features 4 spacious bedrooms and 2 full baths including the primary suite. The 3rd floor features another bedroom/office and a large bonus/flex room. In the basement you'll find a partially finished room, built-in work bench and plenty of storage. This home has been impeccably maintained with updated roof, windows and gas boiler. Vehicle storage onsite with a 1.5 car garage and patio for seating and a grill in the rear. The front and side gardens are simply magical and feature a walking path, space for seating, flowering trees, shrubs and perennials providing privacy & beauty in an enchanting oasis in which to commune with nature. Seasonal water views of Back Cove & lovely hardwood floors complete the undeniable appeal of this home.

$1,099,000 - Portland, ME

311 Chandlers Wharf Portland, ME - The most amazing waterfront living Portland has to offer. Prime Chandlers Wharf townhouse unit near the end of the stone pier provides views of Casco Bay, from the harbor entrance, Fort Gorges, Peaks and Diamond islands all the way up the coast to Yarmouth. Situated in the Heart of the Portland Old Port, stroll to your favorite James Beard award winning restaurants, or shop at the many local favorite boutiques. Enjoy the fish markets, marinas, games, museums and all cultural venues just within walking distance. This gated complex has 24/7 security. Surround yourself with solitude as this unit sits over the water eliminating street noise of the bustling city. The new owner will enjoy the fact that the entire complex has gone through extensive renovations making it 'better than new' with all costs to date paid for by the seller. Completion of work and scaffolding removal is scheduled for July 7. Recent improvements include new roofs, new exterior siding/sheathing/insulation, new windows and skylights, new patio doors and improved courtyard. Arrive at the spacious mudroom to drop off your mail and your coat. From there step into the open-concept main level. A beautiful kitchen awaits you with high end appliances and many custom built cabinets. The light colored bamboo wood floors add a contemporary flare to the large and well appointed living and dining space framed by the most coveted views in Portland. Enjoy the beautiful and cozy gas fireplace in those colder winter Maine Months. Upstairs resides the primary suite with updated bath and large closets. A large and spacious ensuite guest room with an updated bath and custom tiled shower offer the perfect reprieve for your important guests. Ascend the elegant spiral staircase to the loft, a perfect location for a home office, personal gym or creative endeavor. Natural light just pours in. The unit comes with 2 parking spaces, visitor parking and EV charging stations. A 40' Boat slip is available separately.

$1,075,000 - Portland, ME

612 Chandlers Wharf Portland, ME - Chandler's Wharf: Luxury Waterfront Living in Portland, Maine. Exciting boat activity and breathtaking water views await you at this premier Chandler's Wharf condo end unit. Overlooking Casco Bay, Portland Harbor, and the city's iconic skyline, this stunning three-floor residence offers an unparalleled waterfront lifestyle in the heart of Old Port.Step into the open-concept main level, where a stylish kitchen with a pantry and a half bath flows seamlessly into a dining area and living room. Enjoy the warmth of wood flooring and the cozy ambiance of a gas-burning fireplace. Step outside to your private balcony and savor the fresh sea air while watching the ever-changing maritime scene at Widgery Wharf. The second floor features two spacious bedrooms, each with en-suite bathrooms, offering ultimate privacy and comfort. A convenient laundry closet completes the level. Ascend the elegant spiral staircase to the loft, an ideal space for guests, a home office, or a personal gym. Skylights illuminate both the loft and the primary bedroom, filling the home with natural light and enhancing its airy charm.Seasonal boat activity keeps the waterfront vibrant year-round, with ferries, tugboats, cruise ships, and lobster boats creating an ever-changing backdrop. Enjoy these captivating views from two private decks or the condo's serene courtyard.Chandler's Wharf combines luxury with historic charm, offering two covered parking spaces, visitor parking, and townhouse-style living in a secure, gated community. Nestled off Commercial Street, this residence provides a unique blend of seclusion and convenience, just steps from the Old Port's cobblestone streets.Explore top-rated restaurants, boutique shops, fish markets, farmer's markets, marinas, gyms, museums, and concert venues—all within walking distance. Whether you seek vibrant city life or serene waterfront tranquility, this rare Portland property is the ultimate in coastal luxury living.

$1,050,000 - Portland, ME

25 Ballpark Drive Portland, ME - Welcome to 25 Ballpark Drive—where resort-style outdoor living meets spacious, modern comfort. Tucked into one of Portland's most desirable neighborhoods, this North Deering gem offers over 3,400 square feet of well-designed living space with 4 bedrooms, 2 full baths, 2 half baths, and a generous two-car garage. Step outside and discover a private backyard sanctuary unlike any other. From the custom composite deck to the stone patio with a wood-fired pizza oven and grilling station, every inch has been thoughtfully crafted for entertaining and relaxation. Stone paths wind through terraced landscaping, leading to a versatile outbuilding with a covered porch—ideal as a studio or garden shed. Fully fenced and professionally hardscaped, this one-of-a-kind yard is perfect for summer gatherings or quiet evenings under the lights. Inside, the home features a bright, open layout with sun-filled living spaces, multiple living zones, and a sunroom that flows seamlessly to the outdoor areas. Whether you're hosting friends or enjoying a peaceful morning coffee, this home delivers comfort, style, and flexibility for every lifestyle. Located just minutes from Portland's parks, schools, trails, and conveniences, yet offering the serenity of a private retreat—25 Ballpark Drive is the rare opportunity to have it all.

Portland, Maine listings for sale

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