Cumberland, ME Homes

• 

  

  

  /31

  $775,000

  • 3 Beds
  • 2.5 Baths
  • 2,154 Sq Ft

  151 Pilgrim Rd, South Portland, ME 04106

  Classic and inviting, this cozy Cape Cod style home sits at the end of a quiet cul-de-sac, wrapped in blooming gardens providing a sense of peaceful comfort. The home welcomes you with a bright and cozy front living room creating a lovely space for relaxing at the end of the day. Just beyond, a casual family room offers direct access to the back deck, creating a seamless indoor-outdoor flow. The

  

  David Banks

  RE/MAX By The Bay

  (207) 560-4192

  

  151 Pilgrim Rd, South Portland, ME 04106
• 

  Explore South Portland

• 

  

  

  /41

  $2,395 - $3,806 per month

  Liberty Commons

  1 - 3 Beds

  62 Macarthur Cir E, South Portland, ME 04106

  At Liberty Commons, explore and enjoy deluxe features like a gourmet fully-equipped kitchens with stylish, yet functional prep islands with breakfast bar seating and full-size washers & dryers in each of our one, two, and three-bedroom apartments. Ideally located next to both I-95 and I-295. Offering bright, spacious floor plans, attractive amenities, and thoughtful features, our upscale

  62 Macarthur Cir E, South Portland, ME 04106
• 

  

  

  /40

  $310,000 Sold Jul 31, 2025

  • 1,308 Sq Ft
  • $237/SF
  • 13 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1972

  757 Main St Unit 15, South Portland, ME 04106

  Easy Living Near the Coast — 3BR, 2BA Condo in South PortlandWelcome to Kings Wood Park, where comfort, convenience, and value come together. This well-appointed 3-bedroom, 2 full bath condo provides sought-after one-floor living with hardwood floors and a bright, open layout. Just five minutes from downtown Portland and within easy reach of beaches, restaurants, shopping, the airport,

  Susan Sinnett RE/MAX Shoreline

  

  757 Main St Unit 15, South Portland, ME 04106
• 

  

  

  /42

  Est $655,796 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,554 Sq Ft

  72 Ocean St Unit 210, South Portland, ME 04106

  

  72 Ocean St Unit 210, South Portland, ME 04106
• 

  

  /2

  $225,000

  • Land
  • 0.30 Acre
  • $750,000 per Acre

  Lot B Broadway, South Portland, ME 04106

  Level wooded lot. Public water and sewer in the street. Residential Corridor overlay zone. Subject lot is being split from a larger parcel. Final survey may be revised to meet the minimum land area needed for a 3-unit or 4-unit if owner occupied. Buyers are encouraged to verify zoning and code requirements with the city.

  

  Tim Flaherty

  The Flaherty Group

  (207) 994-5378

  

  Lot B Broadway, South Portland, ME 04106
• 

  

  /55

  $2,412 - $4,329 per month

  Latitude at South Portland

  Studio - 2 Beds

  350 Clark's Pond Pkwy, Portland, ME 04106

  Latitude at South Portland is located at 350 Clarks Pond Parkway Portland, ME and is managed by URS Properties. Latitude at South Portland offers Studio to 2 bedroom apartments ranging in size from 387 to 1036 sq.ft. Amenities include Air Conditioner, Efficient Appliances, Elevator, Fitness Center, Large Closets and more. This rental community is pet friendly, welcoming both cats and dogs.

  350 Clark's Pond Pkwy, Portland, ME 04106
• 

  

  /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
• 

  

  /23

  Est $511,873 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,532 Sq Ft

  47 Dawson St, South Portland, ME 04106

  

  47 Dawson St, South Portland, ME 04106
• 

  

  /57

  $539,000 Open Sat 12PM - 2PM

  • 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
• 

  

  /10

  $1,195 - $1,965 per month

  Olde English Village Apartments

  Studio - 2 Beds

  503 Westbrook St, South Portland, ME 04106

  Welcome to Olde English Village, a beautiful place to live. Our property features beautiful landscaping in a quiet, peaceful environment. You will enjoy the spacious apartments and wonderful neighbors. This community is professionally managed with excellent management and maintenance staff. The apt complex is nearby to schools, universities, turnpikes (both 95 & 295), bus lines/train, shopping

  503 Westbrook St, South Portland, ME 04106
• 

  /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
• 

  

  /44

  Est $603,325 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,175 Sq Ft

  28 Rhode Island Ave, South Portland, ME 04106

  

  28 Rhode Island Ave, South Portland, ME 04106
• 

  

  /32

  $450,000

  • 3 Beds
  • 2 Baths
  • 1,056 Sq Ft

  214 Settler Rd Unit 21, South Portland, ME 04106

  This beautifully remodeled 3BR 2BA condominium offers the one-floor living you have been searching for with a spacious and open floor plan, enhanced by vaulted ceilings that create an airy, welcoming atmosphere! The kitchen is a chef's dream, featuring high-end soft-close cabinetry, granite countertops, under-cabinet lighting, and a double oven—perfect for entertaining. The large composite deck,

  Peter Coyne Coyne Webber Real Estate Associates, LLC

  

  214 Settler Rd Unit 21, South Portland, ME 04106
• 

  

  /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
• 

  

  /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
• 

  

  /50

  Est $525,745 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,308 Sq Ft

  33 Massachusetts Ave, South Portland, ME 04106

  

  33 Massachusetts Ave, South Portland, ME 04106
• 

  

  /47

  $519,000 Pending

  • 4 Beds
  • 1.5 Baths
  • 2,142 Sq Ft

  81 Settler Rd, South Portland, ME 04106

  Tucked into one of South Portland's most convenient neighborhoods, this updated home offers the perfect blend of comfort, style, and location with beaches, shopping, and I295 all just minutes away.Set on a spacious .35 acre lot, this 4 bedroom, 1.5 bath home is filled with natural light and thoughtfully refreshed throughout. Step inside to discover new flooring, fresh paint, and updated

  Bailey Pate Maine Real Estate Co

  

  81 Settler Rd, South Portland, ME 04106
• 

  

  /20

  $3,500 per month

  • 2 Beds
  • 1 Bath
  • 780 Sq Ft
  • House for Rent

  732 Highland Ave, South Portland, ME 04106

  Nestled in a private wooded enclave in South Portland is a newly constructed 2 bed/1 bath single story home. A large outdoor deck provides secluded living space where you can enjoy the natural world. The home is within walking distance of the community recreation center with access to the pool, gym and track, close to local beaches and restaurants, and only 10 minutes from downtown

  732 Highland Ave, 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
• 

  

  /66

  Est $721,331 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 2,246 Sq Ft

  67 Massachusetts Ave, South Portland, ME 04106

  

  67 Massachusetts Ave, South Portland, ME 04106
• 

  

  /71

  $1,495,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 4,136 Sq Ft

  18 Colchester Dr, South Portland, ME 04106

  Set on 1.07 acres in one of the area's most sought-after neighborhoods, this custom contemporary home is built for comfort, style, and serious entertaining. The open-concept kitchen and living area features soaring ceilings, a fireplace, and floor-to-ceiling windows that flood the space with natural light and offer full views of the incredible backyard.Step outside to your own private

  Patrick Donahue Great Atlantic Realty Group

  

  18 Colchester Dr, South Portland, ME 04106
• 

  

  /31

  $1,895 per month

  • 1 Bed
  • 1 Bath
  • 960 Sq Ft
  • Condo for Rent

  261 Elm St Unit 261 Elm Street, South Portland, ME 04106

  Single occupant desired for 1 BR, 1 BA apt. Great location, 5 minutes to downtown Portland, parking, rec center nearby with pool and walking track, Greenbelt bike trail, Millcreek shopping/laundromat, area beaches. Top rated school system. Portland, ME was voted one of top 10 coastal places to live in the US.

  261 Elm St Unit 261 Elm Street, 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
• 

  

  /25

  Est $451,767 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  96 Pennsylvania Ave, South Portland, ME 04106

  

  96 Pennsylvania Ave, South Portland, ME 04106
• 

  

  /49

  $949,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,553 Sq Ft

  45 Higgins Ln, South Portland, ME 04106

  Nestled at the end of a quiet cul-de-sac, 45 Higgins Lane combines casual elegance with the charm of a classic colonial-style home. Renovated for the wants and needs of today's buyers this home is turn-key and ready to welcome new stewards. The first level welcomes you the moment you enter with a must-have mudroom, ideal for Maine's changing weather. The kitchen has been beautifully appointed

  Andrea Pellechia Legacy Properties Sotheby's International Realty

  

  45 Higgins Ln, South Portland, ME 04106
• 

  

  /29

  $2,000 per month

  • 1 - 3 Beds
  • 1 Bath
  • 600 Sq Ft
  • Condo for Rent

  248 Preble St Unit 2, South Portland, ME 04106

  Fully-furnished year-round rental available November 1st!Beautifully renovated, fully furnished one-bedroom, one-bathroom apartment in the desirable Willard Beach neighborhood of South Portland. Flooded with natural light all day long and just a couple minutes walk from the beach. This is one of the best locations in greater Portland. Plus enjoy a large, beautifully landscaped yard to

  248 Preble St Unit 2, South Portland, ME 04106
• 

  

  /25

  $475,000 Sold Jul 18, 2025

  • 1,459 Sq Ft
  • $326/SF
  • 22 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1950

  30 Ardsley Ave, South Portland, ME 04106

  Welcome home to this delightful 3-bedroom Cape, offering warmth, character, and modern conveniences. The first-floor master bedroom ensures ease and accessibility, while the eat-in kitchen, dining room, and inviting living room create a comfortable and functional flow.Recent upgrades include 2 year new furnace, updated main bathroom & added full bath off finished basement area — provide

  Ridge York Blue Lobster Real Estate

  

  30 Ardsley Ave, South Portland, ME 04106
• 

  

  /34

  Est $455,998 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,260 Sq Ft

  82 Pennsylvania Ave, South Portland, ME 04106

  

  82 Pennsylvania Ave, South Portland, ME 04106
• 

  

  /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

  $2,800 per month

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • Condo for Rent

  58 Ocean St Unit 2, South Portland, ME 04106

  Bright 2BR/2BA in the Heart of Knightville Walk to Everything!Welcome to 58 Ocean St #1 a spacious and updated 2-bedroom, 2-bath apartment in one of South Portland's most walkable and vibrant neighborhoods. Located in the heart of Knightville, this sunny unit offers a perfect mix of comfort, convenience, and coastal charm.Inside, you'll find:Two full

  58 Ocean St Unit 2, 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
• 

  

  /65

  Est $674,117 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,708 Sq Ft

  32 Pennsylvania Ave, South Portland, ME 04106

  

  32 Pennsylvania Ave, South Portland, ME 04106
• 

  

  /41

  $575,000 Open Sat 10AM - 12PM

  • 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
• 

  

  /77

  $9,475 per month

  • 4 Beds
  • 2.5 Baths
  • 2,125 Sq Ft
  • House for Rent

  11 Henry St, South Portland, ME 04106

  This home is available for full-winter leases beginning in October, 2025 and ending on May 15-30, 2026 (flexible), at the fully-inclusive monthly rate of $9975/month. This fully-furnished, fully-equipped vacation home is available for individual (please request rates) or multi-month leases. 4 bedrooms, 2.5 baths, rooftop deck with ocean views, brand new first floor deck, with both decks

  11 Henry St, South Portland, ME 04106
• 

  

  /22

  $370,000 Sold Jul 17, 2025

  • 924 Sq Ft
  • $400/SF

  • 2 Beds
  • 1 Bath
  • Built 1986

  21 Valley St Unit 1, South Portland, ME 04106

  Welcome to this fully renovated, move-in ready townhouse-style end unit condo located in one of South Portland's most sought-after neighborhoods. The open-concept first floor features a bright eat-in kitchen that flows into a spacious living area, with sliding doors leading to a private deck—perfect for outdoor dining and relaxation. Upstairs offers two generously sized bedrooms with built-in

  Sydney Harrison Town & Shore Real Estate

  

  21 Valley St Unit 1, South Portland, ME 04106
• 

  

  /23

  Est $584,087 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,272 Sq Ft

  26 Pennsylvania Ave, South Portland, ME 04106

  

  26 Pennsylvania Ave, South Portland, ME 04106
• 

  

  /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
• 

  

  /67

  $5,375 per month

  • 3 Beds
  • 1.5 Baths
  • 1,600 Sq Ft
  • House for Rent

  23 Graffam Rd, South Portland, ME 04106

  This beautiful home is available for single-month or multi-month leases. Please inquire for individual monthly rates or multiple-month blended rates. FULL-WINTER 2025-2026 leases: $5375/mo, plus utils. This rate is available for a single full-winter lease that begins in the fall (as early as October 1, 2025) and extends thru May 30, 2026. Energy efficient heat pump for heating and

  23 Graffam 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
• 

  

  /44

  Est $646,980 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,949 Sq Ft

  45 New York Ave, South Portland, ME 04106

  

  45 New York Ave, South Portland, ME 04106

Showing Results 1 - 40, Page 1 of 18