1,041

Cumberland, ME Homes

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  • /45

    $780,000 Pending

    • 3 Baths
    • 2,832 Sq Ft

    532 Main St, South Portland, ME 04106

    This commercially zoned 3-unit property offers separate utilities for each unit, helping to keep operating expenses low. Featuring ample off-street parking, it provides convenient access for tenants, customers, or clients.Ideally located in South Portland, this property benefits from easy access to major routes, shopping, and local amenities. With flexible commercial zoning, it's a great

    Ashley Lutko Donna Galluzzo Signature Homes Real Estate Group, LLC

    532 Main St, South Portland, ME 04106
  • /33

    $455,000 Sold Jul 18, 2025

    • 1,008 Sq Ft
    • $451/SF
    • 5 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1970

    124 Cleveland Cir, South Portland, ME 04106

    Discover the perfect blend of comfort, style, and location in this charming 3 bedroom, 1 bathroom South Portland home. The brand new kitchen shines with granite countertops and fresh finishes, while newly painted interiors create a bright, welcoming atmosphere. Step outside to a huge fenced in backyard - ideal for play, pets, or outdoor entertaining. The partially finished basement offers

    Katie Parish Portside Real Estate Group

    124 Cleveland Cir, South Portland, ME 04106
    • /42

      Est $465,093 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,396 Sq Ft

      47 Memory Ln, South Portland, ME 04106

      47 Memory Ln, South Portland, ME 04106
  • /26

    $524,900

    • 2 Beds
    • 2 Baths
    • 1,548 Sq Ft

    78 Cumberland Rd, South Portland, ME 04106

    Welcome home! This charming property is nestled in a fantastic neighborhood, just a short walk to local schools, playgrounds, and restaurants. A mature tree in the front yard provides shade and curb appeal, perfectly complementing the inviting front porch, ideal for morning coffee and relaxing evenings. Inside, you'll find a sunny living room and a spacious eat-in kitchen, updated with ample

    Jonathan Cirrinone Maine Real Estate Experts

    78 Cumberland Rd, South Portland, ME 04106
  • /48

    $520,000 Sold Jul 16, 2025

    • 1,290 Sq Ft
    • $403/SF
    • 6 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1942

    52 Mckinley St, South Portland, ME 04106

    This updated 4-bedroom, 2-bath home is tucked into a highly sought-after South Portland neighborhood and offers the perfect blend of comfort and convenience. Inside, you'll find newly refinished hardwood floors and fresh paint throughout, creating a bright and welcoming atmosphere. Step outside to enjoy a spacious, fenced-in yard and a brand-new deck—ideal for relaxing or entertaining. With easy

    April Cohen Duston Leddy Real Estate

    52 Mckinley St, South Portland, ME 04106
    • /17

      Est $400,717 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,125 Sq Ft

      54 Memory Ln, South Portland, ME 04106

      54 Memory Ln, South Portland, ME 04106
  • /24

    $435,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,406 Sq Ft

    67 Gary L Maietta Pkwy Unit 40, South Portland, ME 04106

    What an amazing location and community! This bright and sunny condo is the launching pad to so many of Maine's great amenities. Start enjoying summer with beaches, parks, and downtown Portland all at your fingertips.This spacious end unit in the desirable Wainwright Complex offers the perfect blend of style, comfort, and convenience. The layout can't be beat. With an attached garage, a

    Stephanie Morrison Morrison Real Estate

    67 Gary L Maietta Pkwy Unit 40, South Portland, ME 04106
  • /68

    $589,900 Sold Jul 10, 2025

    • 1,350 Sq Ft
    • $437/SF
    • 6 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2018

    31 Bonnybank Terrace, South Portland, ME 04106

    Charming Cottage Style Bungalow in Desirable Pleasantdale Neighborhood. Enjoy the ease of sought-after single level living with the bonus of a beautifully finished lower level with plenty of storage. Tucked away on a quiet dead-end street in the convenient Dyer neighborhood, this architecturally designed, Loring built Bungalow blends quality construction with timeless Craftsman charm and

    Jeffrey Walker Signature Homes Real Estate Group, LLC

    31 Bonnybank Terrace, South Portland, ME 04106
    • /38

      Est $494,729 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,610 Sq Ft

      50 Memory Ln, South Portland, ME 04106

      50 Memory Ln, South Portland, ME 04106
  • /33

    $295,900 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,253 Sq Ft

    23 Romano Rd, South Portland, ME 04106

    UNDER CONTRACT; ALL SHOWINGS CANCELLED. Investors take notice! Adorable cape in fantastic neighborhood offers three bedrooms, one and a half baths, large garage, great yard. First floor bedroom and full bath make one-floor living an option.Numerous projects need completing, but the bones are charming: sweet arched doorways; hardwood flooring on first level; new heat and hot water; many

    Hannah Holmes Cottage & Co Real Estate

    23 Romano Rd, South Portland, ME 04106
  • /66

    $650,000 Sold Jun 20, 2025

    • 2,250 Sq Ft
    • $289/SF
    • 4 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1970

    226 Alfred St, South Portland, ME 04106

    Welcome to this beautifully updated 3-bedroom, 2.5-bath Cape Cod-style home, tucked away in one of South Portland's most desirable neighborhoods. Offering the perfect blend of charm and modern comfort, this home features a flexible floor plan with a first-floor bedroom and full bath, an additional office space ideal for remote work or a private study, two spacious bedrooms and a full bath on the

    Paige Klein Portside Real Estate Group

    226 Alfred St, South Portland, ME 04106
    • /52

      Est $495,090 Not Listed For Sale

      • 4 Beds
      • 1 Bath
      • 1,536 Sq Ft

      28 Cornell St, South Portland, ME 04106

      28 Cornell St, South Portland, ME 04106
  • /30

    $279,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft

    34 Romano Rd, South Portland, ME 04106

    Opportunities await with what this cute bungalow has to offer. This rustic home has a great foundation and solid bones. It is ideally located within walking distance or a short bike ride to local beaches, parks, walking trails and the South Portland Community Pool & Center. Restaurants and retail stores are all nearby. Bring your imagination to this property as it lends itself to getting many

    Mary Sue Cady-Mainella Century 21 North East

    34 Romano Rd, South Portland, ME 04106
  • /47

    $515,000 Sold May 29, 2025

    • 1,050 Sq Ft
    • $490/SF
    • 5 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1970

    17 Northeast Ln, South Portland, ME 04106

    The crocus flowers have emerged from their winter slumber and are ready to greet you on the front lawn of 17 Northeast Lane! This spacious 3-bedroom home located in an established South Portland neighborhood sits on a sunny lot with a large deck overlooking a sizable yard. Well maintained and boasting many updates, you can enjoy the convenience of one floor living, including laundry on the main

    Katie Brooke Vitalius Real Estate Group, LLC

    17 Northeast Ln, South Portland, ME 04106
    • /41

      Est $493,697 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,384 Sq Ft

      71 Thornton Ave, South Portland, ME 04106

      71 Thornton Ave, South Portland, ME 04106
  • /23

    $395,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,075 Sq Ft

    42 Buchanan St, South Portland, ME 04106

    Bright and smartly designed 3 bedroom home in an incredible South Portland location! The Stanwood Park neighborhood features mid-century Sears and Roebuck homes on walkable roads and cul-de-sacs. Short walk to local South Portland schools, easy access to all the amenities of Knightville and Portland. Seller has filled the large yard and garden with perrenial flowers, which bloom all year round.

    Dylan Suagee Keller Williams Realty

    42 Buchanan St, South Portland, ME 04106
  • /62

    $650,000 Sold May 16, 2025

    • 1,674 Sq Ft
    • $388/SF
    • 191 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2000

    1101 Highland Ave, South Portland, ME 04106

    **Now back on the market as the Seller has returned from their winter retreat and is ready to sell!** Welcome to 1101 Highland Avenue, a charming contemporary home nestled on a corner lot of this coveted neighborhood in the heart of South Portland. Step inside to a space with timeless elegance--this home is meticulously cared for and boasts an ultra modern kitchen with stainless appliances and

    Karyn MacGrath Keller Williams Realty

    1101 Highland Ave, South Portland, ME 04106
    • /12

      Est $450,703 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,295 Sq Ft

      14 Thornton Ave, South Portland, ME 04106

      14 Thornton Ave, South Portland, ME 04106
  • /2

    $475,000 Pending

    • 3 Beds
    • 2 Baths
    • 935 Sq Ft

    51 Bonnybriar Rd, South Portland, ME 04106

    Updated 3-bedroom, 2-bath home located on a quiet dead-end street in a desirable neighborhood. Enjoy modern comforts in a peaceful setting, with easy access to local amenities and the Greenbelt Trail system.

    April Cohen Duston Leddy Real Estate

    51 Bonnybriar Rd, South Portland, ME 04106
  • /28

    $400,000 Sold Mar 28, 2025

    • 1,188 Sq Ft
    • $337/SF
    • 22 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 2015

    67 Gary L Maietta Way Unit 9, South Portland, ME 04106

    Welcome to Unit #9 at 67 Gary L. Maietta Parkway in South Portland, a well crafted and conventional layout 2-bedroom, 1.5-bathroom condo, built in 2015. This town home offers a wonderful combination of modern living and natural beauty, with scenic views of the surrounding woods. Outdoor lovers will appreciate being just steps away from The Greenbelt walkway and Wainwright Sports Complex, perfect

    Joshua Caron Maine Community Real Estate

    67 Gary L Maietta Way Unit 9, South Portland, ME 04106
    • /58

      Est $498,511 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,553 Sq Ft

      60 Gary L Maietta Pkwy Unit 13, South Portland, ME 04106

      60 Gary L Maietta Pkwy Unit 13, South Portland, ME 04106
  • /38

    $459,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 1,544 Sq Ft

    60 Gary L Maietta Pkwy Unit 10, South Portland, ME 04106

    OPEN HOUSE - Saturday, June 27th from 1-3pm.Welcome to this stunning and well maintained 3-bedroom, 2.5-bath condo featuring both beautiful and durable flooring, dramatic granite countertops, a cozy propane fireplace, and secluded porch perfect for relaxing or entertaining.The top floor offers a spacious primary suite featuring large double closets and an oversized bedroom,

    Lisa Andrade Dream Home Realty LLC

    60 Gary L Maietta Pkwy Unit 10, South Portland, ME 04106
  • /61

    $560,000 Sold Feb 28, 2025

    • 1,913 Sq Ft
    • $293/SF
    • 7 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1917

    11 Grandview Ave, South Portland, ME 04106

    An ideal home ready to create new memories. The large, fenced corner lot is beautifully landscaped and perfect for pets, gathering on the patio, or picking blackberries every August. The layout combines classic charm with functionality including covered porches, 2.5 baths, 1st floor laundry, living room, and a huge kitchen opening into the dining room. The first floor features a peaceful primary

    Heidi Nottonson Keller Williams Realty

    11 Grandview Ave, South Portland, ME 04106
    • /30

      Est $469,961 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,116 Sq Ft

      60 Gary L Maietta Pkwy Unit 9, South Portland, ME 04106

      60 Gary L Maietta Pkwy Unit 9, South Portland, ME 04106
  • /55

    $579,000 Under Contract

    • 2 Baths
    • 1,552 Sq Ft

    88 Grandview Ave, South Portland, ME 04106

    Turnkey 2-Unit Investment Opportunity! This well-maintained multi-family home is nestled in a quiet neighborhood setting and offers flexibility for both owner-occupants and investors. Both units have been recently updated and are move-in ready. The first-floor unit features 1 bedroom, 1 full bath, a bright kitchen, a spacious living room, and a versatile flex space perfect for a home office, gym,

    Katie Kinney Landing Real Estate

    88 Grandview Ave, South Portland, ME 04106
  • /23

    $400,000 Sold Feb 28, 2025

    • 1,221 Sq Ft
    • $328/SF
    • 12 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1955

    42 Cumberland Rd, South Portland, ME 04106

    OPEN HOUSESaturday, January 25, 202510:00 AM - 12:00 PMWelcome to 42 Cumberland Rd, South Portland, MEDiscover this inviting ranch-style home located in the heart of South Portland. Featuring 2 bedrooms, 1 bathroom, and 1,221 square feet of living space, this home also offers a partially finished basement with exciting potential to create two additional bedrooms,

    Zachariah Oja Keller Williams Realty

    42 Cumberland Rd, South Portland, ME 04106
    • /62

      Est $546,469 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,887 Sq Ft

      9 Old Bog Rd, South Portland, ME 04106

      9 Old Bog Rd, South Portland, ME 04106
  • /18

    $479,000 Sold Feb 13, 2025

    • 1,052 Sq Ft
    • $455/SF
    • 3 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1955

    963 Highland Ave, South Portland, ME 04106

    This beautifully updated mid-century ranch home in South Portland offers single-level living with a light-filled, open-concept floor plan. You will be welcomed by an airy eat-in kitchen, complete with a large island, and stainless-steel appliances. Perfect for both everyday living and entertaining, the kitchen flows into the inviting dining area and living room, which boasts a cozy wood-burning

    David Banks RE/MAX By The Bay

    963 Highland Ave, South Portland, ME 04106
    • /19

      Est $473,555 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,286 Sq Ft

      32 Carignan Ave, South Portland, ME 04106

      32 Carignan Ave, South Portland, ME 04106
  • /61

    $650,000 Sold Feb 11, 2025

    • 1,842 Sq Ft
    • $353/SF
    • 11 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1997

    57 Ledgefield Cir, South Portland, ME 04106

    Great opportunity in a fantastic South Portland neighborhood walking distance to the the South Portland Community Center and pool. This home has great space, with 3 bedrooms, 2.5 baths, and a large fenced in back yard. The kitchen flows into a large dining area, and there are two front rooms, allowing you to have a formal dining room if you wish, or use it as a family room. There is also finished

    Tyson Wilkins Waypoint Brokers Collective

    57 Ledgefield Cir, South Portland, ME 04106
    • /50

      Est $571,627 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,822 Sq Ft

      21 Wilson St, South Portland, ME 04106

      21 Wilson St, South Portland, ME 04106
  • /59

    $518,610 Sold Feb 06, 2025

    • 1,532 Sq Ft
    • $339/SF
    • 80 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1927

    36 Cornell St, South Portland, ME 04106

    Don't overlook this hidden gem! Located on a quiet, dead end road, yet only minutes to downtown Portland, 36 Cornell Street is a bright, spacious colonial revival home with so much to offer! Here you'll find 2 bedrooms plus a bonus room, 1.5 baths, and major potential with a large, unfinished attic space and basement. The charm is off the charts here with Craftsman period details, stunning

    Mandy Wheeler U&R Real Estate

    36 Cornell St, South Portland, ME 04106
    • /69

      Est $398,178 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 928 Sq Ft

      73 Grandview Ave, South Portland, ME 04106

      73 Grandview Ave, South Portland, ME 04106
  • /35

    $484,000 Sold Jan 28, 2025

    • 1,536 Sq Ft
    • $315/SF
    • 27 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1924

    39 Mclean St, South Portland, ME 04106

    Don't miss your chance to make this South Portland gem your own! With its ideal location, character-filled interior, and ample outdoor space, this home is a must-see for anyone looking for a welcoming home in a vibrant, up-and-coming neighborhood.This charming Colonial is nestled in the neighborhood of Thornton Heights, offering a perfect blend of convenience and comfort. Ideally located with

    Vanessa Greco Portside Real Estate Group

    39 Mclean St, South Portland, ME 04106
    • /41

      Est $511,368 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,450 Sq Ft

      58 Sunset Ave, South Portland, ME 04106

      58 Sunset Ave, South Portland, ME 04106
  • /34

    $370,000 Sold Jan 17, 2025

    • 700 Sq Ft
    • $529/SF
    • 6 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1942

    90 Bonnybriar Rd, South Portland, ME 04106

    This charming 700 square foot ranch-style home features two cozy bedrooms and one bath, offering a perfect blend of character and practicality in a central location. Situated just a short distance from the community center and the Greenbelt Walkway, allows you to easily enjoy the area's outdoor spaces and local amenities. Its compact layout maximizes its efficient use of space. This home offers

    April Cohen Duston Leddy Real Estate

    90 Bonnybriar Rd, South Portland, ME 04106
    • /45

      Est $631,160 Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 1,990 Sq Ft

      71 Sunset Ave, South Portland, ME 04106

      71 Sunset Ave, South Portland, ME 04106
  • /41

    $465,000 Sold Jan 08, 2025

    • 1,920 Sq Ft
    • $242/SF
    • 5 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 2015

    67 Gary L Maietta Pkwy Unit 21, South Portland, ME 04106

    Located adjacent to the Wainwright Recreation Complex and Greenbelt Walkway, this end unit is one of those rare condos with an attached garage allowing direct entry into the living space and a finished basement providing plenty of storage space. This association is located in the Highland Meadows area of the city and offers easy access, east and west, to shopping, dining and area beaches. With a

    April Cohen Duston Leddy Real Estate

    67 Gary L Maietta Pkwy Unit 21, South Portland, ME 04106
    • /49

      Est $536,939 Not Listed For Sale

      • 5 Beds
      • 1 Bath
      • 1,894 Sq Ft

      24 Grandview Ave, South Portland, ME 04106

      24 Grandview Ave, South Portland, ME 04106
  • /36

    $675,000 Sold Dec 11, 2024

    • 1,692 Sq Ft
    • $399/SF
    • 27 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2024

    3 George St, South Portland, ME 04106

    Welcome to this stunning new construction home, offering the ease of one-level living in a peaceful, sought-after neighborhood. Featuring beautiful hardwood floors throughout, this home is designed with an open floor plan that seamlessly blends the living room, dining area, and kitchen—perfect for hosting gatherings. The inviting kitchen is equipped with stainless steel appliances, abundant

    Corki Gray Keller Williams Realty

    3 George St, South Portland, ME 04106

Showing Results 1 - 40, Page 1 of 18

Home Trends in Highland, ME

Housing Trends

Median Sale Price
$348,450
Median Single Family Sale Price
$461,605
Average Price Per Sq Ft
$300
Number of Homes for Sale
9
Last 12 months Home Sales
18
Months of Supply
6.00
Median List Price
$457,605
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
-2%
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