Cumberland, ME Homes

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  /40

  $669,000 New Construction

  • 2 Beds
  • 1 Bath
  • 1,017 Sq Ft

  75 Chestnut St Unit 606, Portland, ME 04101

  What does easy city living in Portland look like? It looks like Daymark.Thoughtfully designed for balance, Daymark offers all the ease of a central Peninsula location without the daily grind. Park in the secure, attached garage and forget about the car. With a 98 Walk Score, everything you love about Portland is just steps away. From award-winning restaurants, breweries, and performing arts

  

  Nova Tower

  Waypoint Brokers Collective

  (207) 656-1928

  

  75 Chestnut St Unit 606, Portland, ME 04101
• 

  

  

  /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 mid/late August, 2025 ( pending new furniture deliveries) and available for a long-term lease, at this rate. ***ASK ABOUT OUR September thru MAY LEASE RATE SPECIAL***Experience premiere city living at Portland's newest condominium community, located across from Portland's downtown waterfront. Hobson's Landing sets a new bar for

  383 Commercial St Unit 610, Portland, ME 04101
• 

  

  

  /35

  $585,000 Sold Jul 24, 2025

  • 624 Sq Ft
  • $938/SF
  • 11 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1920

  12 Griffin's Cove Rd, Portland, ME 04103

  Water views completely uninterrupted with a beautiful view of the back side of Jewel Island! Make this 3 bedroom, year round home with a small boat house tucked in on the back side of Cliff Island your sanctuary! Cliff Island has a Maine Island community that is unique. Cliff Island also has a school to the 6th grade, plenty of public beaches as well as a beautiful land preserve that is used

  Allyson Jordan Harborview Properties, Inc.

  

  12 Griffin's Cove Rd, Portland, ME 04103
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  /9

  Est $518,645 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,742 Sq Ft

  22 Sara Ln, Portland, ME 04103

  

  22 Sara Ln, Portland, ME 04103
• 

  

  

  /3

  $1,003,635 New Construction

  • 3 Beds
  • 2 Baths
  • 1,661 Sq Ft

  75 Mcauley Way Unit 207, Portland, ME 04103

  We are so excited to present to you, 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. This 3 BR corner unit faces Baxter Woods. Complete with convenient dog washes,

  

  Edmund Gardner III

  Gardner Real Estate Group

  (207) 820-2961

  

  75 Mcauley Way Unit 207, Portland, ME 04103
• 

  

  /15

  $2,400 per month

  • 3 Beds
  • 2 Baths
  • 1,260 Sq Ft
  • House for Rent

  97 Pennell Ave, Portland, ME 04103

  Cape style SFR -1989 built-3 Bedroom, 2 Bath, Full & partially finished basement- is available for rent starting September 1st. Enjoy close proximity to Northgate plaza, Maine Medical Center, Portland Jetport, Portland transportation Center, Breweries, Beaches, Trails, Shopping Centers, Restaurants and much more. Long term lease preferred. First month rent, & security deposit (2 months rent)

  97 Pennell Ave, Portland, ME 04103
• 

  

  /51

  $480,000 Sold Jul 23, 2025

  • 1,428 Sq Ft
  • $336/SF
  • 8 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1965

  113 Ray St, Portland, ME 04103

  First time on the market in nearly 60 years. This well-loved, spacious, dormered Cape Cod style home awaits your personal touches. Three nice-sized bedrooms (1 on the first floor, 2 on the second floor) with a full bath on the first floor and 1⁄2 bath on the second floor. First floor living, a detached 2 car garage and large yard make this North Deering home an ideal place to call home. Great

  The Marc Gup Keller Williams Realty

  

  113 Ray St, Portland, ME 04103
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  /33

  Est $453,731 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft

  39 Samuel Rd, Portland, ME 04103

  

  39 Samuel Rd, Portland, ME 04103
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  /4

  $929,496 New Construction

  • 3 Beds
  • 2 Baths
  • 1,517 Sq Ft

  75 Mcauley Way Unit 203, Portland, ME 04103

  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

  

  Edmund Gardner III

  Gardner Real Estate Group

  (844) 727-6006

  

  75 Mcauley Way Unit 203, Portland, ME 04103
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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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  /53

  $700,000 Sold Jul 23, 2025

  • 2,310 Sq Ft
  • $303/SF
  • 6 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2003

  12 Kimberly Ct Unit 1, Portland, ME 04103

  Welcome to 12 Kimberly Court located in North Deering's Radcliffe Glen condominium community. Thoughtful architectural details, such as custom mouldings and gracious entry foyer contribute to this townhome's refined and sophisticated ambiance. This townhome features three bedrooms and three full bathrooms. The open floor plan allows for seamless living and entertaining, with beautiful hardwood

  Jane Smith Coldwell Banker Realty

  

  12 Kimberly Ct Unit 1, Portland, ME 04103
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  /32

  Est $389,151 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,116 Sq Ft

  1244 Washington Ave, Portland, ME 04103

  

  1244 Washington Ave, Portland, ME 04103
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  /30

  $789,000 New Construction

  • 2 Beds
  • 2 Baths
  • 1,030 Sq Ft

  75 Chestnut St Unit 607, Portland, ME 04101

  Welcome to your Portland Skyline view. Life at Daymark is about balance, where you truly can have it all. With a central location on Peninsula, you won't worry about commute times. Park in the secured attached garage, then forget about the car until you want to explore up the coast. With a 98 Walk Score, no car needed for daily errands. Conveniently, store your bike in the secure ground floor

  

  Nova Tower

  Waypoint Brokers Collective

  (207) 806-5877

  

  75 Chestnut St Unit 607, Portland, ME 04101
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  /27

  $1,777 per month

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

  10 Dow St Unit 1, Portland, ME 04102

  This is a cute 1 bdrm/1 bath, located on the 1st floor will be available by August 15th!! This unit is $1,777/month and approx. 750 sq ft. It offers a large eat in kitchen with original crown molding. Tenant pays for gas heat/hot water and electricity. City of Portland trash and recycling (City of Portland bags are required), 12-month lease and street parking only. Coin operated W/D in basement.

  10 Dow St Unit 1, Portland, ME 04102
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  /45

  $781,200 Sold Jul 23, 2025

  • 2,715 Sq Ft
  • $288/SF
  • 17 Days On Market

  • 4 Baths
  • Built 1840

  82 Winter St, Portland, ME 04102

  Located on a tree-lined street in Portland's coveted West End, 82 Winter Street offers classic charm and urban convenience. This four-unit property features one spacious 2-bedroom unit and three comfortable 1-bedroom units, making it an ideal option for both investors and owner-occupants.Amenities include off-street parking for four vehicles—a rare find in this neighborhood—and shared

  Jonathon Stinson Keller Williams Realty

  

  82 Winter St, Portland, ME 04102
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  /17

  Est $455,938 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  11 Bernard Rd, Portland, ME 04103

  

  11 Bernard Rd, Portland, ME 04103
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  /49

  $1,299,500

  • 3 Beds
  • 2.5 Baths
  • 2,076 Sq Ft

  15 Middle St Unit 308, Portland, ME 04101

  Refined Living in Portland's Iconic Old PortWelcome to sophisticated city living in the heart of Portland's historic Old Port. This stunning 3-bedroom, 2.5-bath condominium offers a perfect blend of timeless elegance and modern comfort. The expansive open floor plan is ideal for entertaining, with a modern functional kitchen, designer textured wallpaper, high end lighting fixtures, high

  Patrick Donahue Great Atlantic Realty Group

  

  15 Middle St Unit 308, Portland, ME 04101
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  /10

  $3,700 per month

  • 2 Beds
  • 1 Bath
  • 1,400 Sq Ft
  • Condo for Rent

  96 North St Unit 1, Portland, ME 04101

  This first-floor, unfurnished apartment offers 1400 sf living space with high ceilings and lots of sunshine. In addition to the two bedrooms, there is a dining room, a living room, and an office as well as a substantial storage room. Two entryways and a deck to enjoy outdoor meals. The kitchen is fully equipped with a dishwasher, refrigerator, and freezer. Washer and dryer in the unit. Security

  96 North St Unit 1, Portland, ME 04101
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  /45

  $500,000 Sold Jul 23, 2025

  • 1,292 Sq Ft
  • $387/SF
  • 21 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1926

  241 Virginia St, Portland, ME 04103

  Discover this smart-looking hip-roof style home in Portland's desirable North Deering neighborhood. Built in 1926 on a corner lot, this property offers New England charm in a vibrant community. This inviting home will hug you as you enter its bright living room with fireplace. The dining room is across the way and a perfect place for meal gatherings. The kitchen makes great use of space with

  Edmund Gardner III Gardner Real Estate Group

  

  241 Virginia St, Portland, ME 04103
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  /71

  Est $570,956 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,555 Sq Ft

  8 White Birch Ln, Portland, ME 04103

  

  8 White Birch Ln, Portland, ME 04103
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  /84

  $1,925,000

  • 3 Beds
  • 2.5 Baths
  • 2,165 Sq Ft

  25 Monument St Unit 2, Portland, ME 04101

  Welcome to luxury living at The Residences at 25 Monument. Developed by a resident with the highest attention to detail and quality, 25 Monument boasts a spectacular roof deck with sweeping views of Portland and Casco Bay, elevator service to all floors, and a heated garage in the basement. Enjoy being steps from the Eastern Promenade - with pickleball, tennis, boating, and beaches - and minutes

  Nicholas Whiston Townsend Real Estate

  

  25 Monument St Unit 2, Portland, ME 04101
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  /29

  $2,750 per month

  • 2 Beds
  • 1 Bath
  • 1,350 Sq Ft
  • Townhouse for Rent

  95 Salem St, Portland, ME 04102

  Available February 1st (07/01/2024) Heat, hot water, and sewer included!Please note the pictures include the previous tenant’s furniture, and are not included. This is an unfurnished apartment in the West End!Beautifully renovated 2 BR townhouse. Two stories, with a private basement in the heart of the West End. Washer/dryer and dishwasher are included. Fresh paint, Pumpkin pine

  95 Salem St, Portland, ME 04102
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  /38

  $400,000 Sold Jul 21, 2025

  • 713 Sq Ft
  • $561/SF
  • 2 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1860

  99 Silver St Unit 4-4, Portland, ME 04101

  Introducing 99 Silver St 4-4. Step into one of the most distinctive residences in the heart of the Old Port—this multi-level loft is among the largest in the building, blending architectural character with flexible, light-filled living space. Exposed brick, a soaring arched window, and a dramatic skylight define the central living area, where 16'+ ceilings create incredible volume. The open

  John Hayes Keller Williams Realty

  

  99 Silver St Unit 4-4, Portland, ME 04101
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  /52

  Est $498,535 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,827 Sq Ft

  257 Allen Ave, Portland, ME 04103

  

  257 Allen Ave, Portland, ME 04103
• 

  

  /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
• 

  

  /19

  $2,012 per month

  • 1 - 2 Beds
  • 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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  /42

  $689,000 Sold Jul 21, 2025

  • 2,210 Sq Ft
  • $312/SF
  • 8 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1968

  88 Greenwood Ln, Portland, ME 04103

  Make your next move to an impeccably maintained home in Portland's desirable North Deering neighborhood. Set on a beautifully landscaped lot, this property offers an exceptional yard adorned with flowering trees, lush gardens, a spacious patio, and an inviting deck—perfect for outdoor entertaining or simply relaxing.Inside, the home features gleaming hardwood floors throughout and tile

  Marie Flaherty The Flaherty Group

  

  88 Greenwood Ln, Portland, ME 04103
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  /28

  Est $642,200 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,383 Sq Ft

  137 Allen Ave, Portland, ME 04103

  

  137 Allen Ave, Portland, ME 04103
• 

  

  /56

  $1,549,990

  • 4 Beds
  • 2.5 Baths
  • 2,795 Sq Ft

  105 Lyndon Ave, Peaks Island, ME 04108

  Set upon beautiful Tolman Heights and just steps from the ocean, this beautifully maintained 4+ bedroom, 2.5 bathroom, 2,795 square foot New Englander blends classic charm with modern comfort. Located minutes from the ferry, this spacious home is perfect for year-round living or a seasonal retreat, offering easy access to Peaks Island's beaches, walking trails, and village amenities.Inside,

  Shelley Martin Berkshire Hathaway HomeServices Verani Realty

  

  105 Lyndon Ave, Peaks Island, ME 04108
• 

  

  /18

  $1,748 per month

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

  270 Brackett St Unit 2, Portland, ME 04102

  Available now! $1738/monthThis one-bedroom, one-bath 700sq ft condo is located in Portland's historic West End neighborhood, renowned for its stunning Victorian-era architecture. The neighborhood is home to the Western Promenade, an 18-acre park touting scenic views and extensive trails. West End residents can also enjoy the outdoors at Harbor View Memorial Park, along with views of the Fore

  270 Brackett St Unit 2, Portland, ME 04102
• 

  

  /33

  $490,000 Sold Jul 21, 2025

  • 879 Sq Ft
  • $557/SF
  • 31 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1845

  150 Middle St Unit 2G, Portland, ME 04101

  Welcome to 150 Middle Street Unit 2G, a stylish and updated condo in the heart of Portland, Maine's iconic Old Port. This 1-bedroom, 1-bathroom unit with a flexible den offers the perfect blend of historic charm and modern comfort, just steps from Portland's top restaurants, boutique shops, craft breweries, and the scenic waterfront.Whether you're relocating to Maine, searching for a

  Jessie L'Heureux Herod Keller Williams Realty

  

  150 Middle St Unit 2G, Portland, ME 04101
• 

  

  /54

  Est $443,226 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,080 Sq Ft

  30 Woodlawn Ave, Portland, ME 04103

  

  30 Woodlawn Ave, Portland, ME 04103
• 

  

  /49

  $1,550,000 New Construction

  • 2 Beds
  • 2 Baths
  • 1,996 Sq Ft

  218 Washington Ave Unit 401, Portland, ME 04101

  A rare corner penthouse offering and the largest in the building... This stunning 2-bedroom, 2-bath luxury penthouse condo is perched high above the city, showcasing sweeping panoramic water and city views of both Back Cove and the Portland skyline through walls of triple paned glass. Designed with both elegance and functionality in mind, this unit features an open-concept living and

  Jasmin Moulton JM Real Estate

  

  218 Washington Ave Unit 401, Portland, ME 04101
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  /27

  $1,800 per month

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

  115 Madeline St Unit Inlaw, Portland, ME 04103

  It is located on a quiet dead-end street near Deering High Scool. Walking distance to Rosemont Market, Pat's Meat Market, Evergreen Cemetery, Baxter Woods and UNE campus. Only minutes from Baxter Boulevard and downtown. Easy access to Rte 95 and Rte 295.

  115 Madeline St Unit Inlaw, Portland, ME 04103
• 

  

  /23

  $261,000 Sold Jul 21, 2025

  • 1,047 Sq Ft
  • $249/SF
  • 94 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1743

  1161 Westbrook St, Portland, ME 04102

  Perfect opportunity to create your own equity with your talent and hard work. This fixer upper is looking for you to bring your ideas to this charming home. Step back in time and embrace a piece of history in this historical home nestled in the Historic Stroudwater District. The Joseph Small house, built in 1743, is known as one of the oldest homes in Portland and the location is magnificent with

  Gretchen Briggs Maine Real Estate Experts

  

  1161 Westbrook St, Portland, ME 04102
• 

  

  /19

  Est $483,556 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,716 Sq Ft

  19 Olympia St, Portland, ME 04103

  

  19 Olympia St, Portland, ME 04103
• 

  

  /46

  $1,100,000 Pending

  • 6 Beds
  • 8 Baths
  • 7,215 Sq Ft

  1851 Washington Ave, Portland, ME 04103

  Welcome to 1851 Washington Avenue—an extraordinary custom-built 1950s brick Colonial in Portland's sought-after North Deering neighborhood. Designed with both comfort and flexibility in mind, this expansive home offers over 5,900 sqft of living space, plus an office/recreation space of 1300 sqft on nearly an acre—perfect for a family looking to thrive, grow, and make lasting memories. Inside,

  Megan McShane Redfin Corporation

  

  1851 Washington Ave, Portland, ME 04103
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  /69

  $3,300 per month

  • 2 Beds
  • 1.5 Baths
  • 1,275 Sq Ft
  • Condo for Rent

  5 Briggs St Unit 1, Portland, ME 04102

  Gorgeous, modern, and bright, 2 bedroom, 1.5 bathroom rental in Portland's West End in a newer construction 3 unit building. This apartment offers a level of comfort and quality you rarely find in a rental, thoughtfully designed for both function and style. Featuring upscale finishes and modern conveniences, views of the Casco Bay bridge and harbor boats, an attached garage with level 2

  5 Briggs St Unit 1, Portland, ME 04102
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  /77

  $1,325,000 Sold Jul 18, 2025

  • 2,877 Sq Ft
  • $461/SF
  • 5 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1900

  126 William St, Portland, ME 04103

  This stunning shingle-style Queen Anne Victorian, built over 125 years ago in what was once Fessenden Park - a historic suburb and trolley stop from downtown Portland - has been beautifully modernized while preserving its timeless charm.A gracious front porch welcomes you with glimpses of the setting sun and invites you to relax and enjoy the quiet, one-way, tree-lined street lined with

  Tom Landry Benchmark Real Estate

  

  126 William St, Portland, ME 04103
• 

  

  /36

  Est $456,783 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,001 Sq Ft

  27 Olympia St, Portland, ME 04103

  

  27 Olympia St, Portland, ME 04103

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