1,525

Cumberland, ME Homes

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  • /57

    $539,000

    • 3 Beds
    • 1 Bath
    • 1,512 Sq Ft

    553 Sawyer St, South Portland, ME 04106

    Location, location! On a large corner lot in South Portland's desirable Meetinghouse Hill neighborhood, this traditional three bedroom home offers a rare blend of privacy and accessibility, where you can enjoy a coastal lifestyle at your doorstep. Walk or bike to two live theaters, local favorites like Scratch Baking and The Cookie Jar, Willard Beach and Bug Light, David's 388 and Leluco Bistro,

    Kelly Walker EXP Realty

    553 Sawyer St, South Portland, ME 04106
  • /61

    $850,000 Sold Aug 11, 2025

    • 3,321 Sq Ft
    • $256/SF
    • 5 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1955

    129 Walnut St, South Portland, ME 04106

    This beautiful 3,321 sq ft cape home on a quiet street in the Meeting House Hill neighborhood has it all: charm, elegant living, abundant space, energy efficiency and potential for an ADU. It features 3-4 bedrooms, 2.5 baths, and a spectacular cathedral ceiling kitchen with granite counters and stainless appliances, opening onto a rear deck with a hot tub. The first floor living room includes

    Jeffrey Davis Town & Shore Real Estate

    129 Walnut St, South Portland, ME 04106
    • /34

      Est $761,361 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,744 Sq Ft

      6 Applewood Cir, South Portland, ME 04106

      6 Applewood Cir, South Portland, ME 04106
  • /80

    $799,900

    • 5 Beds
    • 2 Baths
    • 2,092 Sq Ft

    338 Ocean St, South Portland, ME 04106

    This beautifully cared-for 5-bedroom, 2-bath Colonial in South Portland blends old charm with modern updates and sits on one of the largest yards in the area—a level 0.74-acre lot full of potential. Built in 1910, the home keeps its original feel with hardwood floors and a cozy wood-burning fireplace, while offering updated features like a granite kitchen with stainless steel appliances, newer

    John Krouse EXP Realty

    338 Ocean St, South Portland, ME 04106
  • /4

    $550,000 Sold Aug 07, 2025

    • 950 Sq Ft
    • $579/SF
    • 1 Bed
    • 1.5 Baths
    • Built 1927

    341 Pine St Unit 205, South Portland, ME 04106

    Sunny and bright one bedroom condo at Meetinghouse Lofts. This condo is in the original school section and features high ceilings, tall windows, and open floor plan. Central air conditioning and gas fireplace. Dedicated covered parking space.

    Colleen Bedard RE/MAX Shoreline

    341 Pine St Unit 205, South Portland, ME 04106
    • /11

      Est $844,225 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,444 Sq Ft

      61 Adelbert St, South Portland, ME 04106

      61 Adelbert St, South Portland, ME 04106
  • /44

    $659,000

    • 3 Beds
    • 1.5 Baths
    • 1,248 Sq Ft

    46 Haven Rd, South Portland, ME 04106

    Welcome to 46 Haven Rd! Nestled in one of the most desired streets in South Portland's Meeting House Hill neighborhood, this cozy home boasts 3 bedrooms and 1.5 baths. This home perfectly blends classic character with thoughtful updates throughout.From the inviting front porch (perfect for your morning coffee ritual) to the hardwood floors, wood-burning fireplace, and sunny, soul-soothing

    Elyssa Kmetz NextHome Experience

    46 Haven Rd, South Portland, ME 04106
  • /52

    $325,000 Sold Jul 21, 2025

    • 768 Sq Ft
    • $423/SF
    • 10 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1954

    213 Mussey St, South Portland, ME 04106

    Looking for Your Next Project?This charming South Portland ranch is ready for a fresh start and a new owner with vision! Nestled in a desirable neighborhood just a short walk to the library, Mill Creek shopping, local restaurants, and the scenic Greenbelt Trail, the location can't be beat.Inside, you'll find hardwood floors, a staircase leading to the attic offering great potential for

    Kimberly Myers Cottage & Co Real Estate

    213 Mussey St, South Portland, ME 04106
    • /53

      Est $1,044,953 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,381 Sq Ft

      75 Adelbert St, South Portland, ME 04106

      75 Adelbert St, South Portland, ME 04106
  • /31

    $850,000 Pending

    • 3 Beds
    • 3 Baths
    • 1,500 Sq Ft

    5 Schooner Rd, South Portland, ME 04106

    Truly exceptional and one of a kind 3-bedroom, 2 bath home, one of the most stylish, bright and energy efficient homes available anywhere. This home makes its own power through solar panels. Heat pumps and radiantly heated bathroom floor provide maximum comfort in any season. Top of the line Bosch, Wolf induction and LG appliances. Super efficient with 18 inch double-wall insulation, triple

    Richard Murphy Harborview Properties, Inc.

    5 Schooner Rd, South Portland, ME 04106
  • /52

    $680,000 Sold Jul 17, 2025

    • 1,841 Sq Ft
    • $369/SF
    • 5 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1941

    42 Sylvan Rd, South Portland, ME 04106

    First time on the market in 65 years! Welcome to 42 Sylvan Road, this tastefully maintained classic SoPo Colonial is ready for you to move in. The 3 bed 2 bath home, with hardwood floors throughout, is one of the few homes on the street with a 2 car garage. In addition to the formal livingroom, diningroom and kitchen, the first floor boasts a family room and 4 season sunroom off the back of

    James McAleney Cottage & Co Real Estate

    42 Sylvan Rd, South Portland, ME 04106
    • /29

      Est $461,498 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,167 Sq Ft

      58 Stillman St, South Portland, ME 04106

      58 Stillman St, South Portland, ME 04106
  • /16

    $869,900 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,869 Sq Ft

    227 Pine St, South Portland, ME 04106

    Under construction in the heart of Meetinghouse Hill, this stunning Modern French Country Cottage is a rare new-build opportunity in one of South Portland's most established neighborhoods. Thoughtfully designed by Surf Road Interiors, every detail has been carefully curated to deliver both function and elegance. Built by a reputable team of contractors, the home features 9-foot ceilings on both

    Will Van Wickler Keller Williams Realty

    227 Pine St, South Portland, ME 04106
  • /26

    $705,000 Sold Jul 16, 2025

    • 2,195 Sq Ft
    • $321/SF
    • 78 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1910

    132 Walnut St, South Portland, ME 04106

    ADDITIONAL $20,000 price drop!!! Highly sought after Meetinghouse Hill location and only a mile from Willard Beach! This spacious and tastefully renovated 3 bedroom, 2 full bathroom home is close to everything South Portland has to offer. Updates include shaker cabinets, quartz countertop, Frigidaire appliances, a second full bathroom, hardwood flooring and many additional esthetic upgrades.

    Paul Connolly First Maine Real Estate

    132 Walnut St, South Portland, ME 04106
    • /18

      Est $558,315 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,361 Sq Ft

      67 Clifford St, South Portland, ME 04106

      67 Clifford St, South Portland, ME 04106
  • /10

    $849,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 1,968 Sq Ft

    57 O'Neil St, South Portland, ME 04106

    Welcome to Meetinghouse Hill Park! This new neighborhood in South Portland is starting to take shape, and the location just can't be beat. Walk or bike to Mill Creek, Knightville or head up the hill and go toward Willard Beach or Portland Headlight. These homes will offer energy efficiency with heat pumps, great layouts with room to grow and work from home, and an attached one car garage.

    April Cohen Duston Leddy Real Estate

    57 O'Neil St, South Portland, ME 04106
  • /40

    $565,000 Sold Jul 09, 2025

    • 1,369 Sq Ft
    • $413/SF
    • 5 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1942

    109 Hillside Ave, South Portland, ME 04106

    This 3BR/2BA Colonial is Ideally located in the Meeting House Hill area of South Portland, close to Williard Beach, Bug Light, Scratch Bakery, Portland Headlight, and a short drive to downtown Portland. You will love the hardwood floors, period features, a warm pellet stove in the front-to-back living room, the dining room with a built-in china cabinet, and the two full baths. Add in the 3-season

    The Marc Gup Keller Williams Realty

    109 Hillside Ave, South Portland, ME 04106
    • /73

      Est $691,538 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,026 Sq Ft

      48 Woodmoor Rd, South Portland, ME 04106

      48 Woodmoor Rd, South Portland, ME 04106
  • /2

    $750,000 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,536 Sq Ft

    73 O'Neil St, South Portland, ME 04106

    Welcome to Meetinghouse Hill Park! This is the fourth house to be built. The location just can't be beat. Walk or bike to Mill Creek, Knightville or head up the hill and go toward Willard Beach or Portland Headlight. These homes will offer energy efficiency with heat pumps, great layouts with room to grow and work from home, and an attached one car garage. Finishes include hardwood and tile

    April Cohen Duston Leddy Real Estate

    73 O'Neil St, South Portland, ME 04106
  • /99

    $950,000 Sold Jul 09, 2025

    • 3,569 Sq Ft
    • $266/SF
    • 9 Days On Market
    • 3 Baths
    • Built 1925

    340 Ocean St, South Portland, ME 04106

    Discover a prime investment opportunity. This charming multi-family property features three spacious units, each with three bedrooms and one bathroom. Recent enhancements, including a roof replacement five years ago and various updates throughout, ensure the building's longevity and appeal. Each unit operates independently with separate electric meters and individual boilers, promoting tenant

    John Krouse EXP Realty

    340 Ocean St, South Portland, ME 04106
    • /53

      Est $799,039 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,644 Sq Ft

      81 Clifford St, South Portland, ME 04106

      81 Clifford St, South Portland, ME 04106
  • /47

    $749,000

    • 2 Baths
    • 1,587 Sq Ft

    310 Pine St, South Portland, ME 04106

    Charming Two-Unit Property in the Heart of South Portland's Meetinghouse HillWelcome to 310 Pine Street a rare opportunity in the highly desirable Meetinghouse Hill neighborhood of South Portland. This well-maintained two-unit property offers flexibility, character, and incredible potential, whether you're looking to owner-occupy, invest, or convert to a single-family home.The first-floor

    Joshua Caron Maine Community Real Estate

    310 Pine St, South Portland, ME 04106
  • /28

    $700,000 Sold Jul 02, 2025

    • 1,281 Sq Ft
    • $546/SF
    • 38 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2015

    341 Pine St Unit 304, South Portland, ME 04106

    Experience the perfect blend of contemporary living and old-world character in this stunning top-floor, 2-bedroom condo at Meetinghouse Lofts, ideally situated in the heart of Meetinghouse Hill in South Portland. Originally the Roosevelt School, this historic building was thoughtfully reimagined and expanded to offer exceptional modern living. This home offers westerly views and abundant natural

    Randy Ferrell Portside Real Estate Group

    341 Pine St Unit 304, South Portland, ME 04106
    • /76

      Est $1,141,633 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 4,224 Sq Ft

      6 Adelbert St, South Portland, ME 04106

      6 Adelbert St, South Portland, ME 04106
  • /40

    $735,500

    • 3 Beds
    • 2 Baths
    • 1,385 Sq Ft

    3 Solar Way Unit 3, South Portland, ME 04106

    Discover your eco-friendly haven in the heart of southern Maine. These three-bedroom homes offer comfort and convenience with two floors of classic modern living adjacent to the Neighborhood Park. Experience luxurious living without the maintenance. A great layout for remote working and larger families. Seller Concessions Available.

    The Marc Gup Keller Williams Realty

    3 Solar Way Unit 3, South Portland, ME 04106
  • /44

    $587,000 Sold Jul 01, 2025

    • 1,706 Sq Ft
    • $344/SF
    • 6 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1974

    4 Beaufort St, South Portland, ME 04106

    Welcome to 4 Beaufort Street! This wonderful 3 bedroom/2 bathroom home is situated in the desirable Meetinghouse Hill neighborhood in South Portland that is conveniently located to enjoy all that Greater Portland has to offer. This beautiful property offers a unique blend of privacy in a serene setting with the benefits of a vibrant neighborhood. Enjoy stunning sunrises from the dining room and

    Alexander Kappelman RE/MAX Shoreline

    4 Beaufort St, South Portland, ME 04106
    • /18

      Est $1,031,205 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,209 Sq Ft

      13 Richards St, South Portland, ME 04106

      13 Richards St, South Portland, ME 04106
  • /24

    $495,000 New Construction

    • 1 Bed
    • 1 Bath
    • 842 Sq Ft

    1 Solar Way Unit 1, South Portland, ME 04021

    Discover your eco-friendly haven in the heart of Southern Maine. These charming one-bedroom, one-bathroom townhouses not only offer comfort and convenience but also each home features a solar array to help offset your energy costs. An exceptional way to downsize or start your homeownership journey.Seller Concessions Available.

    The Marc Gup Keller Williams Realty

    1 Solar Way Unit 1, South Portland, ME 04021
  • /25

    $480,000 Sold Jun 24, 2025

    • 1,056 Sq Ft
    • $455/SF
    • 1 Day On Market
    • 3 Beds
    • 1 Bath
    • Built 1955

    61 Providence Ave, South Portland, ME 04106

    Welcome to 61 Providence Avenue, nestled in the heart of the highly desirable Meetinghouse Hill neighborhood in South Portland. This classic 3-bedroom, 1-bathroom Cape-style home is full of potential and ready for your updates and personal touches. Owned by the same family since 1955, the home is being offered in as-is condition—an excellent opportunity for those looking to customize a home in a

    Paige Klein Portside Real Estate Group

    61 Providence Ave, South Portland, ME 04106
    • /40

      Est $979,457 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 3,144 Sq Ft

      990 Sawyer St, South Portland, ME 04106

      990 Sawyer St, South Portland, ME 04106
  • /46

    $475,000 Pending

    • 2 Beds
    • 1 Bath
    • 1,131 Sq Ft

    67 Boothby Ave, South Portland, ME 04106

    Welcome to this thoughtfully updated and beautifully maintained home nestled in South Portland's highly desirable Meeting House Hill neighborhood. Offering a seamless blend of modern improvements and timeless character, this home sits in a vibrant, walkable area surrounded by some of the region's most iconic coastal destinations. The kitchen has been completely renovated with white cabinetry,

    Joyce Frost Blue Lobster Real Estate

    67 Boothby Ave, South Portland, ME 04106
  • /31

    $725,000 Sold Jun 24, 2025

    • 1,444 Sq Ft
    • $502/SF
    • 3 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1930

    75 Parrott St, South Portland, ME 04106

    A house like this doesn't come along very often. With its charm, convenient location near Knightville, Mill Creek and the Troutbrook Marsh, and incredible panoramic views of the Portland skyline, this is a place you'll love to call home. Many people are familiar with Parrott St for the amazing views it affords, and on a clear day, you can see all the way to Mt. Washington. 75 Parrott St has a

    Andrew Stevens Keller Williams Realty

    75 Parrott St, South Portland, ME 04106
    • /39

      Est $579,376 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,614 Sq Ft

      51 Kaler Rd, South Portland, ME 04106

      51 Kaler Rd, South Portland, ME 04106
  • /41

    $575,000 Pending

    • 3 Beds
    • 1 Bath
    • 1,266 Sq Ft

    235 Harriet St, South Portland, ME 04106

    Welcome to 235 Harriet Street—a well-maintained, move-in ready home nestled in a quiet, sought-after South Portland neighborhood. This inviting 3-bedroom, 1-bathroom home provides the perfect blend of comfort, convenience, and classic charm.Step inside to discover a bright and functional layout with hardwood floors, a spacious living area with fireplace, sunroom and a cozy kitchen. The three

    Christopher St.Pierre EXP Realty

    235 Harriet St, South Portland, ME 04106
  • /45

    $565,000 Sold Jun 23, 2025

    • 1,178 Sq Ft
    • $480/SF
    • 6 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1940

    181 Margaret St, South Portland, ME 04106

    Welcome to this charming 2-bedroom, 1-bath home that perfectly blends comfort, convenience, and everyday charm. Located in a highly desirable, walkable neighborhood just minutes from the beach, this move-in ready gem offers a relaxed lifestyle in a truly unbeatable location. Inside, you'll find an easy, functional layout that maximizes space and feels instantly like home. The living areas are

    April Cohen Duston Leddy Real Estate

    181 Margaret St, South Portland, ME 04106
    • /20

      Est $502,066 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,386 Sq Ft

      703 Sawyer St, South Portland, ME 04106

      703 Sawyer St, South Portland, ME 04106
  • /30

    $450,000 Pending

    • 2 Beds
    • 1.5 Baths
    • 1,310 Sq Ft

    19 Jordan Ave, South Portland, ME 04106

    Welcome to 19 Jordan Avenue, a classic bungalow nestled in the heart of South Portland. First floor offers 3 season front porch, living room, dining room, kitchen and two bedrooms. Full bath with claw foot tub. Second floor with open plan and half bath. The back deck is not to be missed - Southwest facing and ready for entertaining. Fenced, level back yard with mature raised beds is ready for

    Derrick Buckspan RE/MAX Shoreline

    19 Jordan Ave, South Portland, ME 04106
  • /37

    $793,000 Sold Jun 10, 2025

    • 2,098 Sq Ft
    • $378/SF
    • 7 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2000

    167 S Marriner St, South Portland, ME 04106

    Set between the beloved neighborhoods of Willard Square and Ferry Village, this inviting 3-bedroom, 2.5-bath New Englander offers the perfect blend of charm and location. From here, you're just minutes to Willard Beach, Bug Light Park, Davidson's Beach, and an array of local restaurants, coffee shops, and walking paths.Inside, the home welcomes you with an updated kitchen designed for both

    Scott Townsend Keller Williams Realty

    167 S Marriner St, South Portland, ME 04106
    • /30

      Est $446,387 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,527 Sq Ft

      731 Sawyer St, South Portland, ME 04106

      731 Sawyer St, South Portland, ME 04106
  • /60

    $425,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,000 Sq Ft

    174 Harriet St, South Portland, ME 04106

    Open House Saturday July 19, 12pm-2pmWelcome to 174 Harriet Street - A Cozy South Portland GemStep into this charming home, nestled in a peaceful neighborhood in South Portland. This home has been passed down through generations, filled with warmth, memories, and character. Now, it's ready for its next chapter.As you enter through the front gate, you're welcomed by a sweet entryway

    Rebekah Knights Home Port Realty

    174 Harriet St, South Portland, ME 04106

Showing Results 1 - 40, Page 1 of 18

Home Trends in Meetinghouse Hill, ME

Housing Trends

Median Sale Price
$458,495
Median Single Family Sale Price
$712,250
Median Townhouse Sale Price
$307,990
Average Price Per Sq Ft
$297
Number of Homes for Sale
4
Last 12 months Home Sales
14
Months of Supply
3.40
Median List Price
$485,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
3%
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