Cumberland, ME Homes

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  /67

  $1,195,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,732 Sq Ft

  29 Woodland Rd, Cape Elizabeth, ME 04107

  Welcome to 29 Woodland Road, Cape Elizabeth.Perfectly situated in one of the most desirable towns in Maine, this charming 2700sf Victorian home offers three levels of thoughtfully designed living space in the heart of Cape Elizabeth.The third floor features a spacious primary suite complete with a custom-designed bathroom, a relaxing lounge area, and a wet bar—ideal for your private retreat. On

  

  Jacqueline Nedwell

  Town & Shore Real Estate

  (207) 656-1258

  

  29 Woodland Rd, Cape Elizabeth, ME 04107
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  Explore Willard

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  /35

  $2,145 - $2,934 per month

  Summit Terrace

  2 Beds

  111 Summit Terrace, South Portland, ME 04106

  Portland Maine apartments dont get better, more convenient, and more tailored to your needs and wishes for a dream home than the ones at Summit Terrace Apartments. All the features of our apartments are carefully thought out to create a home you can transition easily into and be proud of, all year long.We make choosing a floor plan easy and efficient: our two-bedroom floor plans come with

  111 Summit Terrace, South Portland, ME 04106
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  /34

  $1,200,000 Sold Jul 24, 2025

  • 1,598 Sq Ft
  • $751/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1900

  45 Willard St, South Portland, ME 04106

  Ideally situated just a few hundred yards from Willard Beach in one of Maine's most sought-after seaside communities, this beautifully maintained home offers more than just great bones — it has soul. Thoughtfully updated and full of character, it blends timeless coastal charm with modern comforts in an exceptional setting. The spacious, renovated kitchen features a gorgeous tile backsplash and a

  Randy Ferrell Portside Real Estate Group

  

  45 Willard St, South Portland, ME 04106
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  /53

  Est $998,746 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,346 Sq Ft

  12 Blueberry Rd, Cape Elizabeth, ME 04107

  

  12 Blueberry Rd, Cape Elizabeth, ME 04107
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  /105

  $1,500,000

  • 4 Beds
  • 4 Baths
  • 3,090 Sq Ft

  49 Smith St, South Portland, ME 04106

  Welcome to your dream home, completely renovated in 2024! This stunning property in the highly sought-after Willard Square combines modern amenities with convenient living. Perfectly positioned within walking distance to delightful restaurants and the serene Willard Beach, this home is a true gem.**Key Features:**- **Main House:** The main residence boasts three spacious bedrooms

  Michelangelo Floridino Landing Real Estate

  

  49 Smith St, South Portland, ME 04106
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  /14

  $2,900 per month

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Condo for Rent

  333 Preble St Unit 101, South Portland, ME 04106

  Come live in one of South Portland's most desirable neighborhoods near Willard Square. This first floor 3 bedroom apartment is Just steps away from the ocean and public beach. This apartment was just renovated with fresh paint, refinished hardwood floors and updated kitchen with a gas stove, and dishwasher. Featuring a formal dining room, large pantry, Large windows with ocean scents, hard wood

  333 Preble St Unit 101, South Portland, ME 04106
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  /2

  $440,000 Sold Jul 23, 2025

  • Land
  • 0.10 Acre
  • $4,400,000 per Acre

  • 1 Day On Market

  90 Willow St, South Portland, ME 04106

  Build your Seaside Cottage Home & walk two minutes to Willard Beach! Or Scratch Bakery around the corner for coffee & Bagel! Seaside community at its finest!

  Mark Fortier Town & Shore Real Estate

  

  90 Willow St, South Portland, ME 04106
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  /57

  Est $707,964 Not Listed For Sale

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

  524 Cottage Rd, South Portland, ME 04106

  

  524 Cottage Rd, South Portland, ME 04106
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  /36

  $475,000

  • 3 Beds
  • 1 Bath
  • 1,248 Sq Ft

  88 Mitchell Rd, South Portland, ME 04106

  Looking for a house in Meeting House Hill to call your own? How about one with some of the best neighbors you could ask for? This three bedroom, one bath home is close to the theater, restaurants, breweries, 295, Portland Jetport, Portland Old Port, Bug Light, Willard Beach and Fort Williams. Sizeable back yard that is ideal for gardening, dogs or chilling out in a hammock. First time on the

  The Marc Gup Keller Williams Realty

  

  88 Mitchell Rd, South Portland, ME 04106
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  /65

  $750,000 Sold Jul 22, 2025

  • 1,374 Sq Ft
  • $546/SF
  • 7 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1928

  53 Ocean View Ave, South Portland, ME 04106

  Welcome to 53 Ocean View AvenueLocated in the heart of South Portland's coveted Willard Beach neighborhood, this charming home offers the perfect blend of coastal living and urban convenience. Nestled on a quiet residential street, you're just a short stroll to Willard Beach, Portland Stage, Scratch Baking, David's 388, and the many grocers, bakeries, restaurants, boutiques, and shops that

  Tom Landry Benchmark Real Estate

  

  53 Ocean View Ave, South Portland, ME 04106
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  /50

  Est $1,001,247 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,986 Sq Ft

  27 Victory Ave, South Portland, ME 04106

  

  27 Victory Ave, South Portland, ME 04106
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  /32

  $685,000

  • 3 Beds
  • 1 Bath
  • 1,356 Sq Ft

  533 Preble St, South Portland, ME 04106

  Just a 5-minute stroll to Willard Beach, this thoughtfully updated 2-3 bedroom home presents the perfect blend of coastal living and everyday comfort. Set in a nice neighborhood close to Willard Square, this home has been carefully maintained and offers flexible living spaces to suit a variety of lifestyles.The sunny front room is ideal as a breakfast nook, home office, den, or even a

  Tara Baker Kennebunk Beach Realty

  

  533 Preble St, South Portland, ME 04106
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  /22

  $450,000 Sold Jun 30, 2025

  • 720 Sq Ft
  • $625/SF

  • 2 Beds
  • 1 Bath
  • Built 1880

  14 Fisherman's Ln, South Portland, ME 04106

  Charming 2 bedroom, 1 bath cottage in the heart of Willard beach.

  The Marc Gup Keller Williams Realty

  

  14 Fisherman's Ln, South Portland, ME 04106
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  /34

  Est $471,110 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 835 Sq Ft

  35 Brookside Ave, South Portland, ME 04106

  

  35 Brookside Ave, South Portland, ME 04106
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  /36

  $1,150,000

  • 4 Beds
  • 3 Baths
  • 2,394 Sq Ft

  28 Stone Dr, Cape Elizabeth, ME 04107

  Welcome to 28 Stone Drive. In Cape Elizabeth and on the South Portland line, tucked at the end of a quiet street, this home offers that rare blend of privacy, charm, and close to everything you love. Less than a mile to the beach and moments from neighborhood staples like The Cookie Jar, Rosemont Market, Scratch Bakery, Terracotta Pasta, David's 388, and A&C Soda Shop —you're never far from good

  Randy Ferrell Portside Real Estate Group

  

  28 Stone Dr, Cape Elizabeth, ME 04107
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  /48

  $726,000 Sold Jun 30, 2025

  • 2,003 Sq Ft
  • $362/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1990

  94 Thompson St, South Portland, ME 04106

  Wonderfully located, Cape-style home nestled in South Portland's desirable Willard Beach neighborhood. This spacious 3-bedroom, 2-bath residence offers a spacious floorplan, featuring a cozy family room with wood stove and a bright living and dining area. The kitchen is centrally located and great for entertaining. Stay comfortable in all seasons with heat pump mini-splits in each room providing

  Kathryn Townsend Townsend Real Estate

  

  94 Thompson St, South Portland, ME 04106
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  /88

  Est $953,357 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,151 Sq Ft

  93 Angell Ave, South Portland, ME 04106

  

  93 Angell Ave, South Portland, ME 04106
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  /37

  $624,900

  • 3 Beds
  • 2.5 Baths
  • 1,960 Sq Ft

  5 Virginia Ave, South Portland, ME 04106

  2005 built, fully dormered, 3 bed/3bath cape style home walking distance to Willard Beach and square, Ferry Village, mill creek shops, local parks and the greenbelt pathway. Features include a 3- or 4-bedroom layout, cherry kitchen, primary suite with full bath and walk-in closet, hardwood flooring on the 1st floor, lots of natural light, finished basement perfect for 4th bedroom/gym/office/guest

  Jason Bisson Cottage & Co Real Estate

  

  5 Virginia Ave, South Portland, ME 04106
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  /39

  $440,000 Sold Jun 30, 2025

  • 1,444 Sq Ft
  • $305/SF
  • 29 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1986

  51 Woodland Rd Unit 1, Cape Elizabeth, ME 04107

  Welcome to Cottage Farms Place! This charming 2-bedroom, 1-bath second-floor condo is perfectly located in Cape Elizabeth, just steps from the Dyer Woods Trail system, about a mile from Willard Beach and about 1-1⁄2 miles from Fort Williams municipal park, all accessible via public sidewalks. Enjoy the peace and privacy of a top floor with treetop views and an abundance of natural light

  Dave Demeo RE/MAX Riverside

  

  51 Woodland Rd Unit 1, Cape Elizabeth, ME 04107
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  /42

  Est $821,029 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,440 Sq Ft

  18 Elsmere Ave, South Portland, ME 04106

  

  18 Elsmere Ave, South Portland, ME 04106
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  /9

  $899,900 New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,350 Sq Ft

  115 Summit Terrace Unit 6, South Portland, ME 04106

  Introducing a thoughtfully designed 20-unit luxury condominium community nestled in the sought-after Willard Beach area of South Portland. Each residence offers approximately 2,350 square feet of refined living space across three levels. This unit does not have an elevator. The second floor features an elegant open-concept layout that includes the living room, kitchen, dining area, a separate

  Anne Ross-Murray F.O. Bailey Real Estate

  

  115 Summit Terrace Unit 6, South Portland, ME 04106
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  /31

  $740,000 Sold Jun 18, 2025

  • 1,296 Sq Ft
  • $571/SF
  • 5 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1930

  57 Lowell St, South Portland, ME 04106

  This charming 3-bedroom home is located in one of South Portland's most sought-after beachside neighborhoods - just minutes from Willard Beach, local shops, and favorite spots like Scratch Bakery and Willard Scoops.From the moment you arrive, the classic curb appeal draws you in. A sun-drenched, finished front porch provides a bright, flexible space that can be enjoyed in any season.

  Sophia Rosen Sierra Boler Portside Real Estate Group

  

  57 Lowell St, South Portland, ME 04106
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  /59

  Est $755,118 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,232 Sq Ft

  61 Elsmere Ave, South Portland, ME 04106

  

  61 Elsmere Ave, South Portland, ME 04106
• 

  

  /9

  $947,872 New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,350 Sq Ft

  115 Summit Terrace Unit 5, South Portland, ME 04106

  Introducing a thoughtfully designed 20-unit luxury condominium community nestled in the sought-after Willard Beach area of South Portland. Each residence offers approximately 2,350 square feet of refined living space across three levels, with a private elevator for enhanced convenience. The second floor features an elegant open-concept layout that includes the living room, kitchen, dining area, a

  Anne Ross-Murray F.O. Bailey Real Estate

  

  115 Summit Terrace Unit 5, South Portland, ME 04106
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  /36

  $782,000 Sold Jun 17, 2025

  • 2,256 Sq Ft
  • $347/SF
  • 9 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1954

  22 Vincent St, South Portland, ME 04106

  Located in the heart of South Portland, this stunning 3-bedroom, 3-bathroom home offers bright, sun-filled living spaces and a layout perfect for entertaining. With generous room sizes and thoughtful design, this home blends comfort and functionality in a prime location near local shops, restaurants, and the waterfront. Don't miss this spacious and inviting gem in one of Maine's most desirable

  Marc Fishman Keller Williams Realty

  

  22 Vincent St, South Portland, ME 04106
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  /26

  Est $739,728 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,881 Sq Ft

  67 Elsmere Ave, South Portland, ME 04106

  

  67 Elsmere Ave, South Portland, ME 04106
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  /64

  $779,000 Pending

  • 5 Beds
  • 2 Baths
  • 2,366 Sq Ft

  16 Grand St, South Portland, ME 04106

  OPEN HOUSES: Thursday (7/10) 4:30pm-6:00pm & Saturday (7/12) 9:30am-11:00amJust minutes from Willard Beach, this well-maintained South Portland property offers the perfect blend of classic charm, major system upgrades, and flexible living with a newly constructed detached ADU completed in 2023.The main home features 1,554± SF with four bedrooms, a bonus room, and one full bath.

  Arden Stuckey Keller Williams Realty

  

  16 Grand St, South Portland, ME 04106
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  /32

  $700,000 Sold Jun 16, 2025

  • 1,642 Sq Ft
  • $426/SF
  • 2 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1952

  9 Charlotte St, South Portland, ME 04106

  Nestled at the end of a quiet dead-end street in one of South Portland's most desirable neighborhoods, this home is a short walk to many local restaurants and shops. Mill Creek, Knightsville and Willard Beach are also conveniently located within minutes, making this an ideal location. Inside you will find 3 comfortable bedrooms plus a flexible office (or potential 4th bedroom), including a

  Emily Smith Keller Williams Realty

  

  9 Charlotte St, South Portland, ME 04106
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  /45

  Est $879,871 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,616 Sq Ft

  78 Davis St, South Portland, ME 04106

  

  78 Davis St, South Portland, ME 04106
• 

  

  /53

  $845,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,068 Sq Ft

  33 Bowers St, South Portland, ME 04106

  This charming bungalow is located in the heart of South Portland's desirable Willard Beach-Meeting House Hill community. It offers single level living and is situated on a rare double lot on a fabulous dead end street.Bathed in natural light with beautiful hardwood floors throughout, this home exudes warmth and character. It has been much-loved and meticulously maintained by the seller for over

  Lois Flaherty Locations Real Estate Group LLC

  

  33 Bowers St, South Portland, ME 04106
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  /31

  $510,000 Sold May 09, 2025

  • 1,312 Sq Ft
  • $389/SF
  • 22 Days On Market

  • 4 Beds
  • 1 Bath
  • Built 1930

  63 Vincent St, South Portland, ME 04106

  Come check out this sweet Meeting House Hill home. It's been lovingly cared for by one family for 62+ years and has all the classic bungalow details including a fireplace, built-ins and beautiful moldings. All major systems, the basement, siding, roof and chimney are all in good shape. After you're done painting the interior and refinishing the hardwood floors, this home will be gorgeous! It has

  Brian Linscott Linscott Real Estate

  

  63 Vincent St, South Portland, ME 04106
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  /50

  Est $743,609 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,106 Sq Ft

  26 Clinton St, South Portland, ME 04106

  

  26 Clinton St, South Portland, ME 04106
• 

  

  /9

  $947,872 Pending

  • 3 Beds
  • 3.5 Baths
  • 2,350 Sq Ft

  115 Summit Terrace Unit 4, South Portland, ME 04106

  Introducing a thoughtfully designed 20-unit luxury condominium community nestled in the sought-after Willard Beach area of South Portland. Each residence offers approximately 2,350 square feet of refined living space across three levels, with a private elevator for enhanced convenience. The second floor features an elegant open-concept layout that includes the living room, kitchen, dining area, a

  Anne Ross-Murray F.O. Bailey Real Estate

  

  115 Summit Terrace Unit 4, South Portland, ME 04106
• 

  

  /36

  $585,000 Sold May 07, 2025

  • 1,549 Sq Ft
  • $378/SF
  • 33 Days On Market

  • 4 Beds
  • 1 Bath
  • Built 1916

  357 Cottage Rd, South Portland, ME 04106

  This unique four-bedroom home blends charm and comfort, just a mile from the beach. Featuring classic stucco and original wood floors from its 1900 roots, it offers three spacious bedrooms on the second floor and a private loft bedroom above. The cozy living room with a stove insert fireplace and sunny dining room are perfect for relaxation and entertaining. A detached garage with a finished art

  Brittney Barr Landing Real Estate

  

  357 Cottage Rd, South Portland, ME 04106
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  /46

  Est $811,461 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,446 Sq Ft

  20 Goudy St, South Portland, ME 04106

  

  20 Goudy St, South Portland, ME 04106
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  /45

  $570,000 Sold May 05, 2025

  • 1,317 Sq Ft
  • $433/SF
  • 5 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1850

  23 Angell Ave, South Portland, ME 04106

  This bright, sunny home has been loved by one family for over 60 years. Now it's time for some lucky buyers to make it their own. Just a short walk to Willard Square and Scratch bakery, this is an exceptional location, halfway between Willard beach and the shops and restaurants on Cottage Road. Inside, the home is currently arranged with the primary bedroom on the first floor. There is still some

  L Kate Hodgson Locations Real Estate Group LLC

  

  23 Angell Ave, South Portland, ME 04106
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  /37

  Est $892,517 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,695 Sq Ft

  16 Goudy St, South Portland, ME 04106

  

  16 Goudy St, South Portland, ME 04106
• 

  

  /41

  $585,000 Sold Apr 28, 2025

  • 1,056 Sq Ft
  • $554/SF
  • 27 Days On Market

  • 4 Beds
  • 1 Bath
  • Built 1958

  45 Summit St, South Portland, ME 04106

  Walk to Willard Beach from this Classic New England cape located in the desirable Willard Square neighborhood where delights like Scratch Bakery, Scoops ice cream parlor and Davids restaurant are all just a short walk away. This home offers a newer roof and vinyl siding, new heat pumps for energy efficient heating and cooling and a spectacular deck overlooking a fenced in back yard. Inside

  Teri Ouellette Keller Williams Realty

  

  45 Summit St, South Portland, ME 04106
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  /67

  Est $876,287 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,958 Sq Ft

  25 Edgewood Rd, South Portland, ME 04106

  

  25 Edgewood Rd, South Portland, ME 04106
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  /48

  $875,000 Sold Apr 28, 2025

  • 1,656 Sq Ft
  • $528/SF
  • 12 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1920

  38 Lowell St, South Portland, ME 04106

  Charming Coastal Four-Square in the Heart of the Willard Neighborhood!Tucked away on a peaceful dead-end street, this stunning home is just steps from Willard Beach, offering the perfect oceanside retreat.Step inside from the spacious farmer's porch, and you'll feel like you've walked into the pages of a New England design magazine. The open, airy kitchen boasts custom cabinetry, ample storage,

  Sarah Delisle Courtney Sweeton Portside Real Estate Group

  

  38 Lowell St, South Portland, ME 04106

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