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Recently Sold Highland Homes

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  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /29

    $275,000 Sold Nov 27, 2024

    • 1,019 Sq Ft
    • $270/SF
    • 65 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1940

    57 Mclean St, South Portland, ME 04106

    Contractor Special!! APPROVED SHORT SALE PRICE OF $268,000... Mature neighborhood in South Portland, great location off of route 1.

    Christine Karales Paul Your Real Estate Company

    57 Mclean St, South Portland, ME 04106
  • /23

    $575,000 Sold Nov 27, 2024

    • 2,575 Sq Ft
    • $223/SF
    • 120 Days On Market
    • 3 Baths
    • Built 1920

    955 Highland Ave, South Portland, ME 04106

    Back on the market through no fault of it's own. Large 2 unit on over half an acre with distant mountain views in South Portland. This building has been in the same family since 1978. The first floor unit is bright and airy with 2 bedrooms and full bath. The 2nd and 3rd floor unit boasts 4+ bedrooms and 2 full baths and had been owner occupied since 1978. Separate driveways for each unit and

    Jeffrey Walker Signature Homes Real Estate Group, LLC

    955 Highland Ave, South Portland, ME 04106
  • /24

    $539,900 Sold Nov 15, 2024

    • 2,524 Sq Ft
    • $214/SF
    • 79 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1976

    231 Alfred St, South Portland, ME 04106

    This lovingly cared for home has been owned by just one family. Spacious interior with an open concept layout including a living room with built-ins, formal dining room with china cabinet, nice kitchen and breakfast nook. Great first floor primary bedroom suite with walk in closet and bath. Mature landscaping surrounds this property with perennial and vegetable gardens, a great gazebo, a shed for

    Brian Linscott Linscott Real Estate

    231 Alfred St, South Portland, ME 04106
  • /41

    $430,000 Sold Nov 13, 2024

    • 1,581 Sq Ft
    • $272/SF
    • 10 Days On Market
    • 4 Beds
    • 1 Bath
    • Built 1955

    111 Bonnybriar Rd, South Portland, ME 04106

    Introducing 111 Bonnybriar Rd. A delightful Cape-style home nestled on a quiet dead-end road in South Portland. This property offers a spacious, well-maintained yard, along with a large, detached two-car garage—perfect for storage, hobbies, or extra parking. Inside, you'll find the rare ''Winder style'' staircase—a unique architectural detail not often seen in a ''Cape'' style home. The newly

    John Hayes Keller Williams Realty

    111 Bonnybriar Rd, South Portland, ME 04106
  • /21

    $560,000 Sold Oct 17, 2024

    • 1,150 Sq Ft
    • $487/SF
    • 4 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1945

    158 Mckinley St, South Portland, ME 04106

    Rare opportunity to own a meticulously renovated and expanded picture-perfect home in beautiful South Portland! This expansive corner lot in the Stanwood Park neighborhood was renovated down to the studs. Renovations include a second floor primary suite which features a luxurious skylight shower. The kitchen includes new energy star appliances and quartz countertops and opens to a stunning new

    Peter R. O'Flinn Real Broker

    158 Mckinley St, South Portland, ME 04106
  • /15

    $420,000 Sold Oct 15, 2024

    • 2,268 Sq Ft
    • $185/SF
    • 13 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1972

    19 Cleveland Cir, South Portland, ME 04106

    Unlock the potential of this delightful 4-bed, 2.5-bath raised ranch, just waiting for your unique vision to make it shine. With its generous living spaces and versatile layout, this home offers a perfect canvas for your dream design. Located in a prime spot, you'll enjoy easy access to all the vibrant amenities South Portland has to offer. Don't miss out on the chance to create your ideal living

    Tyler Janelle Maine Real Estate Co

    19 Cleveland Cir, South Portland, ME 04106
  • /21

    $378,500 Sold Oct 15, 2024

    • 870 Sq Ft
    • $435/SF
    • 18 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1957

    56 Carignan Ave, South Portland, ME 04106

    This charming property combines practicality and a welcoming ambiance! Single-story living, offering 2 bedrooms, an updated full bath, an eat-in kitchen, and a spacious living room. The full basement is clean and dry with a laundry area. Plenty of potential for future expansion. The attached 1-car garage provides added convenience and storage. Outside, enjoy the benefits of a well-kept, flat yard

    Stacy Salvo Portside Real Estate Group

    56 Carignan Ave, South Portland, ME 04106
  • /37

    $577,000 Sold Oct 11, 2024

    • 1,936 Sq Ft
    • $298/SF
    • 7 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1968

    55 Cleveland Cir, South Portland, ME 04106

    Welcome to 55 Cleveland Cir. This home offers 3 bedrooms, 2 full bathrooms, an open floor plan on the main level and an additional large family room. Numerous upgrades throughout the home including updated floor plan, fresh interior paint throughout, new bathroom features and new large, pressure treated and stained back deck. This address boosts a double lot waiting for your touch. Plenty of

    Mindy Phillips EXP Realty

    55 Cleveland Cir, South Portland, ME 04106
  • /38

    $355,000 Sold Oct 09, 2024

    • 856 Sq Ft
    • $415/SF
    • 2 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1928

    15 Noyes St, South Portland, ME 04106

    Discover all the charm of this beautifully updated 1-bedroom, 1-bathroom single-level bungalow in the heart of South Portland, featured in the 2021 movie Downeast! Ideally situated near all the town's amenities, this home is just a short drive from some of Maine's most stunning beaches, with shopping and dining only minutes away. Step inside to find a modern kitchen and bathroom, both recently

    Jasmine Pellerin Keller Williams Realty

    15 Noyes St, South Portland, ME 04106
  • /43

    $419,000 Sold Oct 08, 2024

    • 1,050 Sq Ft
    • $399/SF
    • 14 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1941

    717 Highland Ave, South Portland, ME 04106

    Welcome to this charming cape-style home, ideally located in the hear of South Portland, minutes to beautiful beaches, shopping centers and a variety of local amenities. An open floor plan connects the living areas. The large kitchen is perfect for culinary adventures. It offers a first-floor bedroom and bathroom with added bonus space on the second floor. Updated features include hardwood

    Sarah Carson Portside Real Estate Group

    717 Highland Ave, South Portland, ME 04106
  • /27

    $410,000 Sold Sep 20, 2024

    • 1,188 Sq Ft
    • $345/SF
    • 8 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 2007

    67 Gary L Maietta Pkwy Unit 33, South Portland, ME 04106

    Dreaming of the good life in sought-after South Portland? Set your sights on this beautiful 3 bedroom, 1.5 bath condo! Situated steps away from Wainwright Recreation Complex's fields, paths & playground and within easy reach of So Po's endless offerings, these digs are a warm welcome home. Wood & tile floors, lofty ceilings & recessed lighting await inside. The dine-in kitchen's gorgeous granite

    Bridget King Jason Miller King + Miller Real Estate

    67 Gary L Maietta Pkwy Unit 33, South Portland, ME 04106
  • /3

    $437,000 Sold Sep 20, 2024

    • 1,340 Sq Ft
    • $326/SF
    • 5 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1942

    19 Buchanan St, South Portland, ME 04106

    Step into your dream home: a charming Full Dormer Cape with a private backyard reminiscent of the countryside! The deck is perfect for BBQs, morning yoga, or just sipping your coffee. Great curb appeal with a fenced in backyard and charming porch entry outside. Inside, the vaulted ceilings with exposed beams in the kitchen add charm and style with plenty of natural light streaming in. Three

    Brett Davis EXP Realty

    19 Buchanan St, South Portland, ME 04106
  • /34

    $397,400 Sold Sep 20, 2024

    • 1,350 Sq Ft
    • $294/SF
    • 69 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1954

    70 Cornell St, South Portland, ME 04106

    Discover the perfect blend of charm and opportunity in this cherished home situated on a generous lot at the serene end of a cul-de-sac. Whether you envision customizing to your taste or settling in to savor its existing comforts, this residence offers it all. Cozy up by the wood-burning fireplace, enjoy the convenience of 2 full bathrooms, and cook with ease in the open, eat in kitchen.

    Eric Landry Town & Shore Real Estate

    70 Cornell St, South Portland, ME 04106
  • /32

    $625,000 Sold Aug 19, 2024

    • 2,112 Sq Ft
    • $296/SF
    • 0 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 2009

    103 Cumberland Rd, South Portland, ME 04106

    Conveniently situated near major transportation hubs, beaches, schools, biking and hiking trails, and a community center, this contemporary home offers everything you're looking for.Built in 2009, this 2,100+ sqft residence features 3 bedrooms, 2 baths, an office/den, a bonus room, and an attached garage. Recently enhanced with freshly painted interiors and refinished hardwood floors,

    Patrick Kenney Portside Real Estate Group

    103 Cumberland Rd, South Portland, ME 04106
  • /34

    $450,000 Sold Aug 06, 2024

    • 1,392 Sq Ft
    • $323/SF
    • 23 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1920

    19 Mclean St, South Portland, ME 04106

    Welcome to this 1920's built foursquare. The first floor features a dining room with period built-in shelving, kitchen, family room and foyer. Upstairs is a full bathroom and three bedrooms, each with deep closets. Lots of natural daylight throughout both floors!The dry and efficient basement has a laundry area with a utility sink, a spare bathroom, small workshop and lots of storage

    Jeffrey Mateja Keller Williams Realty

    19 Mclean St, South Portland, ME 04106
  • /52

    $455,000 Sold Aug 02, 2024

    • 1,536 Sq Ft
    • $296/SF
    • 18 Days On Market
    • 4 Beds
    • 1 Bath
    • Built 1928

    28 Cornell St, South Portland, ME 04106

    PRICE REDUCED! QUIET AND PRIVATE SOUTH PORTLAND LOCATION! This delightful and spacious 4 bedroom bungalow is located on a quiet street where pride of ownership shows. Newly painted and refreshed and ready for you. High ceilings, charming original woodwork and all hardwood floors make this the picture of a wonderful home. Have breakfast in the large eat in kitchen with all new appliances and

    Susan DeQuattro The Aland Realty Group, LLC

    28 Cornell St, South Portland, ME 04106
  • /2

    $825,026 Sold Jul 11, 2025

    • 2,140 Sq Ft
    • $386/SF
    • 4 Beds
    • 2.5 Baths
    • Built 2025

    951 Highland Ave, South Portland, ME 04106

    Custom built Colonial with all the extras. New Construction Opportunity beautiful 4-bedroom, 2.5-bath home and enjoy the rare chance to choose your own finishes and personalize every detail. Public water and private sewer. Built with care by a trusted local builder known for quality craftsmanship.

    Jeffrey Walker Signature Homes Real Estate Group, LLC

    951 Highland Ave, South Portland, ME 04106
  • /2

    $495,000 Sold May 15, 2025

    • 1,255 Sq Ft
    • $394/SF
    • 2 Beds
    • 1.5 Baths
    • Built 1941

    6 Washington Ave, South Portland, ME 04106

    Quaint Cape Cod style home in the desirable Stanwood Park neighborhood! This 2 bedroom, 1.5 bath home offers a first floor bedroom, a contemporary kitchen, and an open living and dining room with wood floors. A first floor flex space makes an excellent office or den. Recent improvements include a TC Hafford basement system and heat pumps. Outside there is a shed for easy storage. Enjoy being

    Jennifer Tabb Portside Real Estate Group

    6 Washington Ave, South Portland, ME 04106
  • /2

    $80,000 Sold Jul 25, 2025

    • Land
    • 0.16 Acre
    • $500,000 per Acre

    TBD Main St, South Portland, ME 04106

    Elizabeth Splane Home At Last Realty

    TBD Main St, South Portland, ME 04106

Frequently Asked Questions

What is the average time to sell a house in Highland, ME?
The houses for sale in Highland, ME spend an average of 104 days on the market.
What is the number of active homes for sale in Highland, ME?
There are 10 active homes for sale in Highland, ME.

Home Trends in Highland, ME

Housing Trends

Median Sale Price
$348,450
Median Single Family Sale Price
$460,605
Average Price Per Sq Ft
$305
Number of Homes for Sale
10
Last 12 months Home Sales
18
Months of Supply
6.70
Median List Price
$457,605
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
-2%
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