Portland Maine homes for sale starting at Fifty Thousand Dollars

$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.

$1,005,000 - Portland, ME

387 Commercial Street Portland, ME - For Sale: Modern 2-Bedroom Condominium in Hobson's Landing in the heart of Portland, Maine Price: $1,005,000 | 1,277 Sq Ft | 2 Bed | 2 Bath | Garage Parking Welcome to Hobson's Landing, one of Portland's premier waterfront residences blending modern coastal luxury with unmatched convenience. This beautifully designed 1,277 square foot condo offers a rare opportunity to own a spacious home just steps from the Old Port, working waterfront, and award-winning dining Key Features: • Open-concept living space with 9-foot ceilings, wood flooring throughout, and floor to ceiling windows offering abundant natural light • Gourmet kitchen featuring quartz countertops, custom cabinetry, Thermador stainless steel appliances, and a large island - perfect for entertaining • Primary suite with walk-in closet and ensuite bath with a double vanity, glass-enclosed shower and radiant floor heating • Second bedroom ideal for guests or a home office • In-unit laundry and ample closet space with custom closet systems • Gas fireplace and efficient mini-split heating and cooling • Deeded garage parking spot, bike storage and an additional storage unit Turn-Key Furniture Package Available • This home is being offered with an optional professionally curated turn-key furniture package, making it move-in ready or ideal as a second home or investment property. Every detail has been thoughtfully selected to complement the condo's clean lines and contemporary coastal aesthetic — just bring your suitcase Community Amenities: • Secure lobby with concierge service • Fitness studio, residents' lounge, large community courtyards and shared workspace • Shared bikes and electric car • Reservable guest suite for visitors • Pet-friendly building with dog wash • Walkable to Portland's best restaurants, shops, museums and galleries Whether you're looking for a year-round home or a luxurious coastal retreat, this condo delivers an elevated lifestyle in the heart of one of New England's most vibrant cities.

$999,000 - Portland, ME

53 Carleton Street Portland, ME - West End charm meets modern luxury. Historic brick carriage house, sophisticated and efficient--these to-the-studs renovated units will be ready for occupancy in the fall of 2025. With thoughtful design inside and out, the condo units will live graciously and comfortably while inspiring with their design and character. This exciting reuse of an underutilized lot in one of Portland's most desirable neighborhoods will allow Buyers to experience all the perks of modern living without sacrificing the character that makes Portland so desirable. Large windows, sprawling 12' ceilings with tongue and groove wood and steal beams and private outdoor space(s) will offer unique space inside and out. Deeded parking for one vehicle, with option to purchases second, electric car charger wiring and thoughtful hardscape and plantings will set the outdoor space apart. Elevated primary living space complete with a gas fireplace, enables flexible year round entertaining. The multi floor layout offers, with first floor half bath lends itself to a house-like feel. Reach out to schedule a meeting to learn more about the exciting project.

$998,000 - Portland, ME

397 Island Avenue Portland, ME - Carefree enjoyment on southern Maine's most popular island! Authentic Maine cottage design meets refined elegance in this gorgeous Peaks Island summer home. Built in 2019 by a highly regarded craftsman, this stunning 3 Bedroom, 2 Bath home is a beautifully furnished* coastal retreat. With its vaulted ceilings, painted white framing, welcoming front porch, and quality materials, the cottage is spacious and inviting. Designed with impressive attention to detail, the interior makes good use of every inch. From the 1st floor BR, to the built-in bunk beds, to sitting areas, to the cook's kitchen, the cottage features amenities not commonly found in seasonal homes. The interior is a cheerful place to read, unwind, gather, cook, or puzzle/play games. Beauty flows outdoors where a level, sunny, oversized yard awaits. The grassy lot holds possibilities as does the garage (studio/playhouse/workshop). Perfect place for barbecues, badminton and entertainment. Low-maintenance landscaping compliments the island getaway experience. Perched above the road, the location is close to beaches and the famed TEIA club (social events, sailing, tennis, enrichment). The cottage is less than a mile to the bustling village/ferry landing. The 3.9 mile island loop offers daily adventure on foot or bicycle! A pleasant 15-minute ferry ride will transport you to the vibrant City of Portland where you'll enjoy world-class cuisine, nightlife, arts & entertainment, and shopping. Property is served by public water & sewer and has off-street parking. *some exclusions apply

$995,000 - Portland, ME

105 Chandlers Wharf Portland, ME - Discover the unique charm of Chandler's Wharf, an exclusive, gated waterfront community nestled in the vibrant heart of Portland's historic Old Port. This highly sought-after oceanfront townhouse offers 2 bedrooms, 2.5 baths, and captivating views of picturesque Casco Bay. Step inside to a spacious open-concept layout, thoughtfully designed for comfort and entertaining. The inviting living area features a cozy gas fireplace and is bathed in natural light, perfectly framing the water views. A well-appointed kitchen includes stainless steel appliances, granite countertops, and a dining area ideal for gatherings with friends and family. The luxurious primary suite includes a beautifully updated full bath with elegant finishes and a generous walk-in closet for all your storage needs. A versatile lofted third-floor bonus space is perfect as a creative studio, tranquil home office, or additional lounge area, blending elegance with modern functionality. Enjoy the best of coastal living with amenities such as 24-hour gated security, a marina, a dedicated mailroom, and two conveniently located covered parking spaces. The expansive private balcony provides front-row seats to the ever-changing seascape, where you can relax while watching luxury boats, tour boats, and working lobster boats glide across the bay. Chandler's Wharf is one of Portland's only direct oceanfront condominium communities, offering privacy, pet-friendly policies, and a true connection to the sea. Step outside your door and find yourself just moments from award-winning restaurants, boutique shops, art galleries, and the Portland Museum of Art. Or, hop aboard a ferry or your own boat for a scenic ride to one of the many island eateries nearby. This is more than a home, it's a lifestyle. Don't miss this rare opportunity to own a slice of Portland's iconic waterfront.

$995,000 - Portland, ME

218 Washington Avenue Portland, ME - Offered on the market for the first time, this corner penthouse captures one of the most dynamic vantage points on the Portland Peninsula. Southern and eastern exposures flood the home with light, framing a rare mix of perspectives—from close-up views of Portland's evolving East End to sweeping panoramas of the city skyline and landmarks. With modern finishes, heated and secure garage parking, low-cost HOA dues, and a low-maintenance lifestyle, this residence embodies the next chapter of elevated urban living in Portland. Inside, a smartly configured layout enhances privacy while maximizing views. The open-concept living and dining space is anchored by expansive windows that overlook the cityscape and coastline, offering a front-row seat to Washington Avenue's energy. The kitchen features sleek cabinetry, stainless steel appliances, and quartz countertops—clean, modern, and functional. An oversized private balcony extends the living space outward, perfect for morning coffee or watching the city wind down at dusk. The two bedrooms and two bathrooms are quietly tucked away, offering peaceful separation from the main living areas, along with views overlooking Munjoy Hill's community gardens and a winding road that leads directly to the Eastern Promenade— your backyard. The building's steel frame, structural engineering, and superior window and door package reflect a commitment to quality construction, while advanced weatherproofing ensures long-term durability and ease of ownership. Location is the headline here. With close proximity to the 78-acre Eastern Promenade, Bayside, and the Roux Institute campus-in-progress, the value of this address continues to climb. Walk to acclaimed restaurants, breweries, fitness studios, and green spaces—this is Portland's growth corridor, where a thriving culture, innovation, and Maine's quality of life intersect.

$989,000 - Portland, ME

22 Carroll Street Portland, ME - Bathed in sunlight and brimming with character, this top-floor West End condo is a rare find. An architectural showpiece, the space features soaring ceilings, striking exposed beams, and an unforgettable brick statement wall that anchors the open-concept layout. Every inch of this 2,100+ square foot home radiates warmth, sophistication, and timeless style. Whether you're entertaining or unwinding, the generous proportions and abundant natural light create an inspiring atmosphere for both daily life and special moments. You'll also appreciate the functionality of the oversized first-floor primary suite, along with the abundant closet space and custom built-ins throughout. Situated in Portland's beloved West End—known for its tree-lined streets, historic architecture, and vibrant community—this home is just steps from the Western Promenade, Rosemont Market, Longfellow Square, and countless award-winning restaurants and cafés. It's the perfect balance of residential tranquility and walkable urban living. Additional features include a pets permitted, private deeded garage bay plus a reserved parking space, communal EV charging station, and a massive private storage room. This one must be seen to be felt.

$989,000 - Portland, ME

166 Fore Street Portland, ME - Welcome to Twenty Thames, a community nestled in the heart of Portland's Eastern waterfront offering easy access to walking trails, fine dining, local shops and marina! Unit 31 is 1,200 square feet of contemporary living space that embodies simple sophistication and elegance with its European-inspired finishes and features, built with high quality steel frame construction, triple glazed windows, acoustical insulation and energy recovery fresh air ventilation system. Perfect for the discerning chef, the sleek style kitchen offers high quality Miele appliances and wine cooler. Entertaining is a breeze with a honed granite 12-foot center island, open to the dining and living room areas. Natural light pours in and a contemporary gas fireplace offers warmth and ambiance to the living area, creating a cozy and inviting atmosphere. The two bedrooms and 2 baths (including a primary suite with glimpses of Portland Harbor), in-unit laundry and spacious entry area- all welcome you home! With easy loading/unloading at the entry, dedicated parking in the adjacent garage, on site storage area, dog washing station, and bike storage room, this luxury condominium offers the perfect blend of modern living and urban convenience.

$975,000 - Portland, ME

53 Carleton Street Portland, ME - OCCUPANCY SEPTEMBER 2025- SITE TOURS AVAILABLE! West End charm meets modern luxury. Historic brick carriage house, sophisticated and efficient--these to-the-studs renovated units will be ready for occupancy soon. With thoughtful design inside and out, the condo units will live graciously and comfortably while inspiring with their design and character. This exciting reuse of an underutilized lot in one of Portland's most desirable neighborhoods will allow Buyers to experience all the perks of modern living without sacrificing the character that makes Portland so desirable. Large windows, sprawling 12' ceilings with tongue and groove wood and steal beams and private outdoor space(s) will offer unique space inside and out. Deeded parking for one vehicle, with option to purchases second, electric car charger wiring and thoughtful hardscape and plantings will set the outdoor space apart. Elevated primary living space complete with a gas fireplace, enables flexible year round entertaining. The multi floor layout offers, with first floor half bath lends itself to a house-like feel. The building is ready for walk throughs and is looking great!

Portland, Maine listings for sale

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