Downtown Portland Homes

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  $1,675,000

  • 4 Beds
  • 2.5 Baths
  • 3,553 Sq Ft

  40 Pleasant St, Portland, ME 04101

  Welcome to the John How House, said to be the only single family home adjacent to the Old Port. This fabulous brick home is overflowing with style and charm including original interior shutters and several fireplaces. The rare private fenced in yard is just the perfect city space with mature plantings including a wonderful Magnolia tree. The kitchen has a bold brick fireplace with a gas stove

  

  Edmund Gardner III

  Gardner Real Estate Group

  (207) 817-2075

  

  40 Pleasant St, Portland, ME 04101
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  Explore Downtown Portland

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  /29

  $1,911 - $3,297 per month

  The Casco

  Studio - 2 Beds

  201 Federal St, Portland, ME 04101

  Portlands newest and finest apartment residence, The Casco is a majestic building set at the top of Portlands renowned Old Port District. The tallest building in Maine, with the best views of the ocean, in Portlands most walkable location, and with delightful common spaces and amenities, The Cascos apartments are the very best in Portland apartment living. The Casco is a LiveRedfern Property.

  201 Federal St, Portland, ME 04101
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  /29

  $499,000 Sold Sep 09, 2025

  • 798 Sq Ft
  • $625/SF
  • 6 Days On Market

  • 1 Bed
  • 1.5 Baths
  • Built 1875

  547 Congress St Unit 3B, Portland, ME 04101

  Architectural Charm in the Heart of Portland's Arts District This extraordinary third-floor condo in Winslow Lofts offers a rare blend of historic character and modern comfort, all within Portland's vibrant Arts District. Converted in the early 2000s from an 1875 building, the space retains its architectural integrity with soaring 9-foot ceilings, exposed brick walls, arched windows, and hardwood

  Heather Shields Legacy Properties Sotheby's International Realty

  

  547 Congress St Unit 3B, Portland, ME 04101
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  /36

  Est $448,394 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 631 Sq Ft

  37 Pleasant St Unit 1, Portland, ME 04101

  

  37 Pleasant St Unit 1, Portland, ME 04101
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  /46

  $3,190,000

  • 2 Beds
  • 2.5 Baths
  • 2,370 Sq Ft

  547 Congress St Unit 6, Portland, ME 04101

  The best private rooftop in Portland - just in time for summer. This luxurious loft-style condo offers you a unique blend of modern elegance in the heart of downtown Portland. The home boasts an expansive open concept kitchen, living room and dining area, designed with high end finishes, a gas fireplace, custom woodwork, and stunning floor to ceiling windows that flood the space with natural

  

  David Banks

  RE/MAX By The Bay

  (833) 772-5790

  

  547 Congress St Unit 6, Portland, ME 04101
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  /41

  $5,000 per month

  • 2 Beds
  • 2 Baths
  • 1,172 Sq Ft
  • Condo for Rent

  383 Commercial St Unit Hobsons Landing Portland, Portland, ME 04101

  Two Enclosed Parking Spots Included located within the building, One of them with Vehicle Plug In

  383 Commercial St Unit Hobsons Landing Portland, Portland, ME 04101
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  /31

  $284,950 Sold Aug 28, 2025

  • 281 Sq Ft
  • $1,014/SF
  • 4 Days On Market

  • 1 Bath
  • Built 1870

  12 Deering St Unit 1, Portland, ME 04101

  Why settle for a hotel when you can own a stylish slice of Portland? This beautiful studio is the perfect city retreat—featuring in-unit laundry, dedicated parking, and a location that truly puts you close to everything. Nestled in the heart of Portland's historic & Deering St district, you'll be steps away from award-winning restaurants, boutiques, waterfront trails, and cultural

  Wade Fleming Blue Lobster Real Estate

  

  12 Deering St Unit 1, Portland, ME 04101
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  /34

  Est $571,381 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,135 Sq Ft

  42 Clark St Unit 2, Portland, ME 04102

  

  42 Clark St Unit 2, Portland, ME 04102
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  /65

  $2,095,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,623 Sq Ft

  383 Commercial St Unit 600, Portland, ME 04101

  Welcome to the top of the Old Port at Hobson's Landing, where city energy meets the rhythm of the sea, and every sunrise and sunset over Casco Bay is yours to take in. Perched above waterfront Commercial Street, Penthouse 600 is a perfect blend: a stylish corner unit with walls of windows, light that pours in from every angle, and a private 625 sq ft rooftop terrace that makes the Casco Bay

  

  Nova Tower

  Waypoint Brokers Collective

  (207) 492-4572

  

  383 Commercial St Unit 600, Portland, ME 04101
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  /53

  $4,495 per month

  • 2 Beds
  • 2 Baths
  • 1,054 Sq Ft
  • Condo for Rent

  45 Eastern Promenade Unit 11, Portland, ME 04101

  The "Casco Crows Nest" is an upscale, penthouse condominium overlooking Casco Bay on Fish Point, providing ocean views on three sides. It is the highest water’s edge view in the bustling downtown Portland vicinity. From the balcony, one takes in sweeping views of ships and pleasure crafts in Casco Bay, scores of islands including Fort Gorges, Peak’s Island, and others. The private balcony

  45 Eastern Promenade Unit 11, Portland, ME 04101
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  /36

  $1,395,000 Sold Aug 26, 2025

  • 1,427 Sq Ft
  • $978/SF
  • 992 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2023

  387 Commercial St Unit 615, Portland, ME 04101

  Luxury living at its best. This beautifully appointed unit features a water view, 9' ceilings, a gas fireplace, hardwood flooring, radiant heat in the primary bath, and a private deck. Amenities include a lobby with a concierge, a clubroom with a fireplace, deck, and full kitchen, a fitness room, a reservable guest suite, a shared work space, a spacious courtyard, a dog wash, and shared Tesla

  Sandra Johnson Town & Shore Real Estate

  

  387 Commercial St Unit 615, Portland, ME 04101
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  /32

  Est $525,420 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 692 Sq Ft

  46 Salem St, Portland, ME 04102

  

  46 Salem St, Portland, ME 04102
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  /35

  $1,550,000

  • 2 Beds
  • 2 Baths
  • 1,648 Sq Ft

  387 Commercial St Unit 525, Portland, ME 04101

  Experience Maine's luxury coastal living at 383 Commercial Street at Hobson's Landing, Portland's premier waterfront address, recently completed in 2024. This 5th floor, two bedroom residence offers a rare opportunity to own a sophisticated urban condo in a prime Old Port location. Designed for effortless single level living, the open concept layout connects an eat-in kitchen, dining area, and a

  

  David Banks

  RE/MAX By The Bay

  (207) 569-3120

  

  387 Commercial St Unit 525, Portland, ME 04101
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  /150

  $17,500 per month

  • 3 Beds
  • 2.5 Baths
  • 2,031 Sq Ft
  • Condo for Rent

  387 Commercial St Unit Penthouse, Portland, ME 04101

  BRAND NEW. Incredible top floor corner penthouse at Hobson's Landing, the most exclusive address in downtown Portland. Steps away from world class dining, art galleries, coffee shops, boutique shopping, bakeries, fish markets, gourmet food shops and more. Please request the Matterport tour, which I can email to you.Hobson's Landing sets a new bar for downtown living. The building

  387 Commercial St Unit Penthouse, Portland, ME 04101
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  /59

  $2,100,000 Sold Aug 22, 2025

  • 1,645 Sq Ft
  • $1,277/SF
  • 16 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2024

  387 Commercial St Unit 613, Portland, ME 04101

  Experience living in one of the most desirable small cities in the country, walk to award-winning restaurants, the working waterfront & private marinas, amazing art galleries & museums, and talent filled music venues. Hobson's Landing was built for those looking for luxury living in a thriving city on the water. This 6th floor penthouse unit offers an association with all the community &

  Peter Molloy Town & Shore Real Estate

  

  387 Commercial St Unit 613, Portland, ME 04101
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  /45

  Est $1,586,443 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 4,268 Sq Ft

  143 Spring St, Portland, ME 04101

  

  143 Spring St, Portland, ME 04101
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  /30

  $995,000

  • 2 Beds
  • 2.5 Baths
  • 1,755 Sq Ft

  206 Chandlers Wharf Unit 206, Portland, ME 04101

  Welcome to Chandler's Wharf — an opportunity to own a vibrant, design-forward townhouse in one of Portland's most iconic gated waterfront communities. Nestled along the working harbor, this home offers sweeping views of Casco Bay, Portland Harbor, and the city skyline. From the private balcony, courtyard, or living room, enjoy the ever-changing scenery of sailboats, ferries, and tugboats gliding

  

  David Banks

  RE/MAX By The Bay

  (207) 817-2482

  

  206 Chandlers Wharf Unit 206, Portland, ME 04101
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  /51

  $9,475 per month

  • 2 Beds
  • 2.5 Baths
  • 1,795 Sq Ft
  • Condo for Rent

  383 Commercial St Unit 610, Portland, ME 04101

  This beautiful condo at Hobson's Landing is available September 17, 2025 (possibly sooner, pending new furniture deliveries) and available for a long-term lease, at the advertised rate. ***September - Late May LEASE RATE SPECIAL*** Please inquire for full-winter lease special offer.Experience premiere city living at Portland's newest condominium community, located across from

  383 Commercial St Unit 610, Portland, ME 04101
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  /32

  $623,000 Sold Aug 22, 2025

  • 1,178 Sq Ft
  • $529/SF
  • 108 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1969

  45 Eastern Promenade Unit 1E, Portland, ME 04101

  Wake up to sweeping, unobstructed views of Casco Bay from this coveted Portland House condo perched on Munjoy Hill's Eastern Promenade. This sun-drenched unit features a newly renovated kitchen with modern cabinetry, sleek countertops, and stainless steel appliances perfectly designed for both function and style. The open-concept living and dining area is framed by large windows that capture the

  Elise Loschiavo Vitalius Real Estate Group, LLC

  

  45 Eastern Promenade Unit 1E, Portland, ME 04101
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  /78

  Est $663,343 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,893 Sq Ft

  50 Maple St, Portland, ME 04101

  

  50 Maple St, Portland, ME 04101
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  /44

  $3,695,000

  • 2 Beds
  • 2 Baths
  • 1,942 Sq Ft

  5 Eastern Promenade Unit Penthouse, Portland, ME 04101

  The Crown Jewel of Portland's Eastern PromenadeBuilt in 1898 for Henry Merrill—a prominent Portland industrialist—this grand home was designed by celebrated Maine architect John Calvin Stevens. In the same family since it was built, the new owner has meticulously renovated the Henry Merrill Mansion into three elegantly laid out full floor residences and stands as a testament to

  Kelly Walker EXP Realty

  

  5 Eastern Promenade Unit Penthouse, Portland, ME 04101
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  /12

  $2,748 per month

  • 2 - 3 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Condo for Rent

  438 Fore St Unit 3A, Portland, ME 04101

  Located in the heart of the historic Old Port, close to restaurants and local shopping/entertainment. Sorry, no pets/smoking/parking. This spacious unit features 2 bedrooms/1 bath with approximately 1200 Sq. Ft. Located in the heart of the Old Port District, close to restaurants and local shopping/entertainment. Available 9/8 at $2,748/month plus utilities. Cold water & sewage included. Sorry,

  438 Fore St Unit 3A, Portland, ME 04101
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  /35

  $2,005,000 Sold Aug 22, 2025

  • 1,558 Sq Ft
  • $1,287/SF
  • 382 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2024

  387 Commercial St Unit 709, Portland, ME 04101

  Luxury means living in one of the most desirable small cities in the country, within walking distance of award-winning restaurants, the waterfront, galleries, museums, musical venues and private marinas. Luxury means easy access to an international airport, and first-class medical facilities. Luxury means proximity to recreational activities such as hiking, skiing, boating, fishing, kayaking and

  Sandra Johnson Town & Shore Real Estate

  

  387 Commercial St Unit 709, Portland, ME 04101
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  /36

  Est $502,138 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 1,133 Sq Ft

  269 Commercial St Unit 5D, Portland, ME 04101

  

  269 Commercial St Unit 5D, Portland, ME 04101
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  /100

  $2,300,000

  • 2 Beds
  • 2 Baths
  • 3,460 Sq Ft

  28 Monument Square Unit 1, Portland, ME 04101

  A Rare Urban Gem in the Heart of PortlandStep into a space unlike anything else in Portland—where New York City loft style meets coastal Maine charm. This one-of-a-kind condo stuns with soaring 25-foot ceilings, exposed brick woven throughout every room, and expansive windows that flood the home with natural light and frame sweeping views of the city skyline and Back Cove.From the

  Sarah Delisle Courtney Sweeton Portside Real Estate Group

  

  28 Monument Square Unit 1, Portland, ME 04101
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  /15

  $2,012 per month

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft
  • Condo for Rent

  432 Fore St Unit 3A, Portland, ME 04101

  This spacious, unique unit features 1 bedroom/1 bath + office. Located in the heart of the Old Port District, close to restaurants and local shopping/entertainment. $1,963/month until 1/31/26 then $2012, available 8/15/25. Cold water & sewage included. Sorry, no pets/smoking. There is no parking or laundry on-site. Call today to schedule a showing!

  432 Fore St Unit 3A, Portland, ME 04101
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  /30

  $899,000 Sold Aug 11, 2025

  • 1,251 Sq Ft
  • $719/SF
  • 10 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2019

  166 Fore St Unit 25, Portland, ME 04101

  Welcome to Twenty Thames, located in the heart of Portland's vibrant waterfront community, featuring walking trails, boutiques, galleries, two marinas, and exquisite dining. Unit 25 offers over 1,250 sqft of well-designed living space and gorgeous Casco Bay views. In this contemporary living space, simple sophistication and elegance abound with its European-inspired finishes and features, built

  Elena Barnes Landing Real Estate

  

  166 Fore St Unit 25, Portland, ME 04101
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  /25

  Est $486,619 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 799 Sq Ft

  269 Commercial St Unit 4E, Portland, ME 04101

  

  269 Commercial St Unit 4E, Portland, ME 04101
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  /48

  $3,495,000

  • 3 Beds
  • 3 Baths
  • 1,923 Sq Ft

  5 Eastern Promenade Unit 2, Portland, ME 04101

  The Crown Jewel of Portland's Eastern Promenade.Built in 1898 for Henry Merrill—a prominent Portland industrialist—this grand home was designed by celebrated Maine architect John Calvin Stevens. In the same family since it was built, the new owner has meticulously renovated the Henry Merrill Mansion into three elegantly laid out full floor residences and stands as a testament to

  Kelly Walker EXP Realty

  

  5 Eastern Promenade Unit 2, Portland, ME 04101
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  /20

  $1,884 - $2,456 per month

  Hiawatha

  Studio - 2 Beds

  667 Congress St, Portland, ME 04101

  Facing Longfellow Square to the south and constructed of granite, bricks, and steel, The Hiawatha has become an instant Portland landmark. The Hiawatha exudes the charm of its historic neighborhood, while offering the most modern comfort systems and amenities. With a state-of-the art gym, a tenant lounge, and secure garage parking, Hiawatha has it all. Hiawatha is a LiveRedfern Property.

  667 Congress St, Portland, ME 04101
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  /49

  $950,000 Sold Aug 08, 2025

  • 1,210 Sq Ft
  • $785/SF
  • 54 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2019

  166 Fore St Unit 31, Portland, ME 04101

  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,

  Karen Jones Coldwell Banker Realty

  

  166 Fore St Unit 31, Portland, ME 04101
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  /12

  Est $438,223 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 785 Sq Ft

  269 Commercial St Unit 3D, Portland, ME 04101

  

  269 Commercial St Unit 3D, Portland, ME 04101
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  /45

  $2,900,000

  • 2 Beds
  • 2.5 Baths
  • 1,672 Sq Ft

  387 Commercial St Unit 710, Portland, ME 04101

  Luxury means living in one of the most desirable small cities in the country, within walking distance of award-winning restaurants, the waterfront, galleries, museums, musical venues and private marinas. Luxury means easy access to an international airport, and first-class medical facilities. Luxury means proximity to recreational activities such as hiking, skiing, boating, fishing, kayaking and

  Sandra Johnson Town & Shore Real Estate

  

  387 Commercial St Unit 710, Portland, ME 04101
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  /15

  $2,162 - $2,229 per month

  645 Congress Apartments

  1 Bed

  643-649 Congress St, Portland, ME 04101

  Our apartments at 645 Congress offer the ultimate urban living experience in downtown Portland, Maine. Fifty-six large studio and one-bedroom apartments are situated in a vibrant neighborhood.Located between Longfellow Square and Congress Square, Portland’s thriving Arts District encompasses restaurants, galleries, performance venues, local shops, working art studios, hotels, and the

  643-649 Congress St, Portland, ME 04101
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  /27

  $430,000 Sold Jul 25, 2025

  • 600 Sq Ft
  • $717/SF
  • 18 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1860

  99 Silver St Unit 3-10, Portland, ME 04101

  Welcome to 99 Silver Street, perfectly situated in the vibrant heart of Portland's historic Old Port. Step outside and immerse yourself in the energy of city living, surrounded by world-class restaurants, boutique shops, lively bars, and the iconic working waterfront, all just steps from your door.Unit 310 is a coveted corner residence that offers stunning views over the Regency to the

  Jennifer Defilipp Townsend Real Estate

  

  99 Silver St Unit 3-10, Portland, ME 04101
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  /36

  Est $477,283 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 878 Sq Ft

  269 Commercial St Unit 2C, Portland, ME 04101

  

  269 Commercial St Unit 2C, Portland, ME 04101
• 

  $2,900,000 New Construction

  • 2 Beds
  • 2.5 Baths

  383 Commercial St, Portland, ME 04101

  

  Reger Dasco Properties

  Builder

  383 Commercial St, Portland, ME 04101
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  /47

  $850,000 Sold Jul 24, 2025

  • 1,226 Sq Ft
  • $693/SF
  • 23 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1969

  45 Eastern Promenade Unit 8D, Portland, ME 04101

  There are few views in the world that rival Portland's iconic Eastern Promenade—perched high on a knoll with sweeping east and south exposures capturing breathtaking sunrises, open ocean vistas, and the dynamic working waterfront. Unit 8D at Portland House embodies this experience in one of the building's most coveted corners, offering front-row, forever-protected views.What makes this

  Tom Landry Benchmark Real Estate

  

  45 Eastern Promenade Unit 8D, Portland, ME 04101
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  /36

  Est $615,053 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,138 Sq Ft

  15 Brown St Unit 304, Portland, ME 04101

  

  15 Brown St Unit 304, Portland, ME 04101
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  /39

  $1,900,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,601 Sq Ft

  387 Commercial St Unit 527, Portland, ME 04101

  STUNNING corner condo with panoramic water views!This spacious 2-bedroom, 2-bath condo boasts 1,600 square feet of luxurious living space with breathtaking water views in every room. Thoughtfully designed with custom built-ins, elegant crown moldings, and a modern gas fireplace, this condo perfectly combines comfort and style. The well-appointed kitchen includes a pantry, while both

  Whitney Harvey Town & Shore Real Estate

  

  387 Commercial St Unit 527, Portland, ME 04101

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