Cumberland, ME Homes

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  /80

  $750,000

  • 2 Baths
  • 2,612 Sq Ft

  605 Washington Ave, Portland, ME 04103

  Check out this amazing investment opportunity on Portland's Washington Ave offering two spacious 4-bedroom/1-bath units. Each 1,000+ square foot apartment contains large bedrooms, flexible living/dining layouts, and classic period details ready for your finishing touch. A full walk-up attic, served by two existing staircases, presents excellent potential for an additional unit or expanded living

  Karen Edgcombe Maine Real Estate Co

  

  605 Washington Ave, Portland, ME 04103
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  Explore East Deering

• 

  

  

  /30

  $1,904 - $2,500 per month

  Winchester Woods

  1 - 2 Beds

  41 Winchester Dr, Portland, ME 04103

  Welcome to Winchester WoodsLocated within the desirable neighborhoods of East Deering, this beautiful area sits just outside of Downtown Portland. Winchester Woods is located less than a mile from Portland's multi-published and world renowned food scene, as well as grocery, retail, and Back Bay, which boasts a 3 1/2 mile walking loop around the bay. Family-friendly Payson Park, Portland

  41 Winchester Dr, Portland, ME 04103
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  /47

  $535,000 Sold Aug 08, 2025

  • 2,344 Sq Ft
  • $228/SF
  • 7 Days On Market

  • 2 Baths
  • Built 1890

  119 Sherwood St, Portland, ME 04103

  Nestled in Portland's up-and-coming East Deering neighborhood, this established two-unit multi-family home is a hidden gem brimming with potential. Whether you're an investor seeking strong rental income or a homeowner looking to offset your mortgage, this property offers the perfect canvas to bring your vision to life.This versatile property features a 2-bedroom, 1-bath first-floor unit, and

  Nicholas Guerrette RE/MAX Shoreline

  

  119 Sherwood St, Portland, ME 04103
• 

  

  

  /24

  Not Listed For Sale

  • 7 Beds
  • 4 Baths
  • 3,422 Sq Ft

  542 Washington Ave, Portland, ME 04103

  

  542 Washington Ave, Portland, ME 04103
• 

  

  

  /43

  $749,000

  • 3 Baths
  • 2,406 Sq Ft

  29 E Kidder St, Portland, ME 04103

  Welcome to 29 E Kidder Street, a well-maintained 3-unit property in the heart of Portland with exceptional potential. Built in the 1920s and lovingly cared for by the same owner since the 1980s, this building blends historic charm with thoughtful upkeep. One of the three units will be delivered vacant—perfect for an owner-occupant or for attracting top-market tenants.A full Pillar To Post

  Michael Hamilton Keller Williams Realty

  

  29 E Kidder St, Portland, ME 04103
• 

  

  /37

  $2,600 per month

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Condo for Rent

  77 Randall St Unit 1OldeFalmouthCourt, Portland, ME 04103

  Location, location, location. Rare 2 bed, 1 1/2 Bath, 3 level end unit townhouse condo overlooking Baxter Boulevard, the Baxter Boulevard walk/bike trail, BackCove, and the Portland skyline. Bright and spacious first level has kitchen, LR/DR, sliders to large deck, half bath and laundry. Second level, Master Bed Room with Cedar closet, sunny, guest bedroom, and full bath. Third level

  77 Randall St Unit 1OldeFalmouthCourt, Portland, ME 04103
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  /42

  $460,000 Sold Jul 31, 2025

  • 1,786 Sq Ft
  • $258/SF
  • 6 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1999

  58 Ashley Ln Unit 19, Portland, ME 04103

  Welcome to 58 Ashley Lane, a beautifully maintained townhouse nestled in a quiet, wooded setting just minutes from downtown Portland. This sunny and spacious home offers an ideal blend of comfort, convenience, and low-maintenance living. Step inside to find an open-concept living and dining area and access to a private back deck - perfect for relaxing or entertaining. The kitchen features updated

  Elise Loschiavo Vitalius Real Estate Group, LLC

  

  58 Ashley Ln Unit 19, Portland, ME 04103
• 

  

  /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
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  /60

  $899,000

  • 3 Baths
  • 3,644 Sq Ft

  593 Washington Ave, Portland, ME 04103

  This three unit is everything you have been looking for. 3 units total, one 1 bedroom, one 3 bedroom, and one 4 bedroom. Two driveways mean parking is never an issue, and being just 0.3 miles from 295 means commuting is a breeze! This East Deering multi is close to all amenities, including Montes fine food, Veranda Noodle Bar, the Grateful Cup, and so much more! All the units have heat pumps,

  Malachi Winslow Keller Williams Realty

  

  593 Washington Ave, Portland, ME 04103
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  /43

  $545,000 Sold Jul 30, 2025

  • 1,620 Sq Ft
  • $336/SF
  • 6 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1957

  101 E Kidder St, Portland, ME 04103

  OPEN HOUSE Saturday 6/14 11am - 12:30pm. This classic cape is nestled in Portland's desirable East Deering neighborhood, just a short walk from Payson Park, Baxter Boulevard, the future Roux Institute, and much more. The location is unbeatable - less than 10 minutes to the Old Port! Inside, you'll find beautiful hardwood floors, an original fireplace, and charming built-in shelves that reflect

  Elise Loschiavo Vitalius Real Estate Group, LLC

  

  101 E Kidder St, Portland, ME 04103
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  /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
• 

  

  /17

  $199,000

  • Land
  • 0.09 Acre
  • $2,211,111 per Acre

  9-11 Bismark St, Portland, ME 04103

  Build Your Dream in East Deering's Hidden Gem.Welcome to 9-11 Bismarck Street, nestled in Portland's coveted East Deering neighborhood — one of the city's most up-and-coming and trendsetting enclaves, with a bright future for decades to come.This buildable lot offers an unbeatable blend of walkability, nature, and city convenience. Stroll to Baxter Boulevard, Payson Park, and the Longfellow

  Tom Landry Benchmark Real Estate

  

  9-11 Bismark St, Portland, ME 04103
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  /70

  $505,000 Sold Jul 07, 2025

  • 1,608 Sq Ft
  • $314/SF
  • 17 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1957

  301 Sherwood St, Portland, ME 04103

  Discover this beautifully updated Cape-style home, perfectly situated in a desirable Portland neighborhood. Step into the modern kitchen, featuring new cabinets, quartz countertops, a shiplap accent wall and all new kitchen appliances. The spacious living room is highlighted by refinished hardwood floors, creating a warm and welcoming ambiance.A convenient first-floor bathroom has

  Amy Foley Signature Homes Real Estate Group, LLC

  

  301 Sherwood St, Portland, ME 04103
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  /58

  Est $752,293 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,408 Sq Ft

  11 Helene St, Portland, ME 04103

  

  11 Helene St, Portland, ME 04103
• 

  

  /50

  $660,000 Pending

  • 2 Baths
  • 1,764 Sq Ft

  121 Providence St, Portland, ME 04103

  Seller offering a RATE BUY DOWN! This lovely duplex in Portland's East Deering neighborhood is a great fit for investors, live in one unit and rent the other, or have a family compound. Each unit has 2 bedrooms and 1 full bathroom, plus washer and dryer hookups in the bathroom. If your an owner occupant the Portland rent control rules are more lenient than if it was a non owner occupied.

  John Krouse EXP Realty

  

  121 Providence St, Portland, ME 04103
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  /26

  $435,000 Sold Jun 30, 2025

  • 1,644 Sq Ft
  • $265/SF

  • 2 Beds
  • 2.5 Baths
  • Built 1986

  25 Wellstone Dr, Portland, ME 04103

  Beautiful end unit condo with great light and updates throughout. Features include an open kitchen, living room and dining area on the first level along with a powder room, two bedrooms on the second floor with shared bathroom including laundry, finished lower level with full bath and an expanded rear deck.

  Mark Small Landmark Realty

  

  25 Wellstone Dr, Portland, ME 04103
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  /39

  Est $733,352 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,846 Sq Ft

  244 Veranda St Unit 1, Portland, ME 04103

  

  244 Veranda St Unit 1, Portland, ME 04103
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  /4

  $175,000 Sold Jun 20, 2025

  • Land
  • 0.12 Acre
  • $1,458,333 per Acre

  • 238 Days On Market

  157 Veranda St, Portland, ME 04103

  Rare mixed use, corner lot available on Rte 1 in Portland! Located on Veranda St and just off of 295, this location is accessible and convenient. Lot is level and flat. 5,004 sq ft +/-. B1B Zoning encourages ground floor retail/commercial use and residential units above. However, one may decide to build their dream home or developers may be interested in getting a bit more creative. Based on

  Sierra Curtis Keller Williams Realty

  

  157 Veranda St, Portland, ME 04103
• 

  

  /36

  Est $577,783 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,200 Sq Ft

  69 Veranda St, Portland, ME 04103

  

  69 Veranda St, Portland, ME 04103
• 

  

  /26

  $486,000 Sold Jun 16, 2025

  • 704 Sq Ft
  • $690/SF
  • 3 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1918

  42 Wordsworth St, Portland, ME 04103

  Charming East Deering Bungalow with Modern Comforts & Private Outdoor Oasis.This beautifully maintained bungalow offers the perfect blend of classic charm and thoughtful updates. From the inviting front porch to the private backyard and garden, every corner of this home has been cared for and upgraded with love.The basement has been fully vapor-sealed—ready for storage, hobbies, or additional

  Nova Tower Waypoint Brokers Collective

  

  42 Wordsworth St, Portland, ME 04103
• 

  

  /5

  Est $746,707 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 842 Sq Ft

  14 Kendall St, Portland, ME 04103

  

  14 Kendall St, Portland, ME 04103
• 

  

  /38

  $632,000 Sold Jun 06, 2025

  • 1,208 Sq Ft
  • $523/SF
  • 6 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1900

  30 W Kidder St, Portland, ME 04103

  This stunning home has been completely renovated/updated and will offer you an incredible place to live! The renovation includes new five-zone Samsung heat pumps, Anderson double hung windows, roof, hemlock siding, interior walls and ceilings, spray foam insulation, air exchanger, new tankless water heater, appliances, fire sprinkler system and smoke detectors, wood stove, staircase, exterior

  Martin Norton Keller Williams Realty

  

  30 W Kidder St, Portland, ME 04103
• 

  

  /23

  Est $733,289 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,251 Sq Ft

  6 Kendall St, Portland, ME 04103

  

  6 Kendall St, Portland, ME 04103
• 

  

  /36

  $505,000 Sold May 29, 2025

  • 1,512 Sq Ft
  • $334/SF
  • 1 Day On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1910

  10 Galvin St, Portland, ME 04103

  Offered for the first time in over 50 years!Schedule your showing today for this charming and well-maintained home in Portland's sought-after East Deering neighborhood. Nestled on a street just steps from Baxter Boulevard and Payson Park, this classic home offers the perfect blend of comfort, convenience, and coastal charm.Inside, you'll find a spacious living room, dining room, and the

  Richard Beal Coldwell Banker Realty

  

  10 Galvin St, Portland, ME 04103
• 

  

  /19

  Est $471,526 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,320 Sq Ft

  8 Windsor Terrace, Portland, ME 04103

  

  8 Windsor Terrace, Portland, ME 04103
• 

  

  /45

  $535,000 Sold May 23, 2025

  • 1,602 Sq Ft
  • $334/SF
  • 13 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1920

  20 Upland Ave, Portland, ME 04103

  Nestled on a spacious double lot, this inviting 3-bedroom, 2-bathroom home offers ample room for comfortable living and endless possibilities. The second floor features three generous bedrooms, each offering plenty of natural light, along with a full bath. The home also boasts a bonus room in the basement, perfect for a home office or additional storage space. Need more room to grow? The walk-up

  Steven Cormier Redfin Corporation

  

  20 Upland Ave, Portland, ME 04103
• 

  

  /70

  Est $1,031,574 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,443 Sq Ft

  950 Baxter Blvd, Portland, ME 04103

  

  950 Baxter Blvd, Portland, ME 04103
• 

  

  /50

  $345,000 Sold May 19, 2025

  • 752 Sq Ft
  • $459/SF
  • 15 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1958

  562 Washington Ave, Portland, ME 04103

  Prime Location with Effortless Living!Nestled in a convenient location close to everything the city has to offer, this charming 2-bedroom, 1-bath home is perfect for easy, one-level living. Featuring beautiful hardwood floors, a tiled bath, and a washer/dryer hookup, this home is designed for comfort and convenience & with a fresh coat of paint you can transform this space into your new home.

  Tami Goodrich Portside Real Estate Group

  

  562 Washington Ave, Portland, ME 04103
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  /52

  Est $531,787 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,702 Sq Ft

  36 Veranda St, Portland, ME 04103

  

  36 Veranda St, Portland, ME 04103
• 

  

  /35

  $515,000 Sold Apr 25, 2025

  • 1,652 Sq Ft
  • $312/SF
  • 3 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1902

  626 Washington Ave, Portland, ME 04103

  Old world elegance meets modern convenience in this spacious Washington Avenue home. Architectural details feature prominently, including built-ins, original doors and millwork, stained glass windows, decorative fireplace, claw foot tub, and recently restored wooden floors. High ceilings make the rooms feel even more spacious, and the tasteful updates made over the years only add to this beauty's

  Melissa Richter Keller Williams Realty

  

  626 Washington Ave, Portland, ME 04103
• 

  

  /76

  Est $756,937 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,758 Sq Ft

  235 Sherwood St, Portland, ME 04103

  

  235 Sherwood St, Portland, ME 04103
• 

  

  /23

  $575,000 Sold Apr 25, 2025

  • 2,550 Sq Ft
  • $225/SF
  • 3 Days On Market

  • 2 Baths
  • Built 1900

  581 Washington Ave, Portland, ME 04103

  Welcome to this multi-unit opportunity in the town of Portland. Featuring 2 brightly lit units each offering a kitchen, dining room, living room, 3 bedrooms and 1 full bath. Upstairs in the second unit you will find an additional office room that can be used as a bedroom providing ample space for guests or a home office. 581 Washington Ave is set on .11 acres with a sun filled back yard, and

  David Banks RE/MAX By The Bay

  

  581 Washington Ave, Portland, ME 04103
• 

  

  /26

  Est $406,606 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,175 Sq Ft

  40 Pembroke St, Portland, ME 04103

  

  40 Pembroke St, Portland, ME 04103
• 

  

  /38

  $585,000 Sold Apr 25, 2025

  • 1,568 Sq Ft
  • $373/SF
  • 5 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1941

  38 Morse St, Portland, ME 04103

  Welcome to 38 Morse St.! Charming dormered cape offers 1st floor bedroom, full bath on first floor, 2 more bedrooms upstairs, a laundry room, full bathroom, large flex space at the top of the stairs, currently used as an office but could be a den, play area, the choice is yours! Open concept with beautiful cherry and tile floors and lots of natural light. Home's exterior was painted last Summer

  Diane Libby Portland's Choice Realty, LLC

  

  38 Morse St, Portland, ME 04103
• 

  

  /3

  Est $497,714 Not Listed For Sale

  • 2 Beds

  32 Dalton St, Portland, ME 04103

  

  32 Dalton St, Portland, ME 04103
• 

  

  /76

  $572,500 Sold Apr 02, 2025

  • 2,093 Sq Ft
  • $274/SF
  • 39 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1903

  54 Hodgins St, Portland, ME 04103

  Charming Colonial Retreat Awaits! This spacious home offers flexible living accommodations featuring three large bedrooms, two modern full bathrooms with tile showers, and an upgraded quartz kitchen with eat-in island. Enjoy the comfort and versatility of multiple living rooms and two den spaces- perfect for extra sleeping quarters, offices, or hobbies! Step outside to a mature, beautifully

  Christopher Tinsman Signature Homes Real Estate Group, LLC

  

  54 Hodgins St, Portland, ME 04103
• 

  

  /15

  Est $400,480 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  24 Hodgins St, Portland, ME 04103

  

  24 Hodgins St, Portland, ME 04103
• 

  

  /26

  $371,000 Sold Mar 28, 2025

  • 1,604 Sq Ft
  • $231/SF
  • 3 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1987

  59 Wellstone Dr, Portland, ME 04103

  Welcome to 59 Wellstone Drive! This sunny and spacious end-unit is the opportunity you have been waiting for. Recent improvements include new vinyl plank flooring and carpet, Fresh paint throughout, and new vanities, toilets, and lighting in the two bathrooms. The spacious kitchen has newer appliances, ample storage and space for dining. The living room has new sliders to a large deck. On the

  Jennifer Tabb Portside Real Estate Group

  

  59 Wellstone Dr, Portland, ME 04103
• 

  

  /32

  Est $443,096 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,017 Sq Ft

  54 Wordsworth St, Portland, ME 04103

  

  54 Wordsworth St, Portland, ME 04103
• 

  

  /26

  $430,000 Sold Mar 28, 2025

  • 3,648 Sq Ft
  • $118/SF
  • 25 Days On Market

  • Built 1902

  23 Pembroke St, Portland, ME 04103

  ATTENTION investors & builders! Triple decker 3 unit in East Deering, close to Baxter Blvd, Payson Park, Maine Yacht Center, Munjoy HIll & everything Portland has to offer. Property had a fire in 2024 and since has been professionally mitigated & roof repaired from the damages. Third floor has new interior walls and a completely new pitched roof & structure. The interiors were stripped to the

  Wade Fleming Blue Lobster Real Estate

  

  23 Pembroke St, Portland, ME 04103

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