Cumberland, ME Homes in ZIP Code 04106

• 

  

  

  /54

  $764,900 Pending

  • 2 Beds
  • 2.5 Baths
  • 2,274 Sq Ft

  18 Plover Way Unit 29, South Portland, ME 04106

  Christina Mackey Coldwell Banker Realty

  

  18 Plover Way Unit 29, South Portland, ME 04106
• 

  

  

  /62

  $1,325,000 Sold Apr 07, 2025

  • 2,302 Sq Ft
  • $576/SF
  • 1 Day On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1965

  56 Myrtle Ave, South Portland, ME 04106

  Nestled in the coveted Willard Beach neighborhood of South Portland, this beautifully updated 3-bedroom, 2.5-bath ranch offers stunning views of the Atlantic Ocean and an abundance of living space. The sunlit main level showcases a welcoming layout, while the finished basement—featuring a legal third bedroom—provides flexibility for guests, a home office, or a cozy retreat. Step outside to enjoy

  Jessica Girard Pack Maynard and Associates

  

  56 Myrtle Ave, South Portland, ME 04106
• 

  

  

  /59

  Est $718,837 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 2,772 Sq Ft

  255 Westbrook St, South Portland, ME 04106

  

  255 Westbrook St, South Portland, ME 04106
• 

  

  

  /55

  $764,900 Pending

  • 2 Beds
  • 2.5 Baths
  • 2,274 Sq Ft

  22 Plover Way Unit 33, South Portland, ME 04106

  Christina Mackey Coldwell Banker Realty

  

  22 Plover Way Unit 33, South Portland, ME 04106
• 

  

  

  /51

  $735,000 Sold Apr 07, 2025

  • 1,955 Sq Ft
  • $376/SF
  • 39 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 2001

  16 Fisherman's Ln, South Portland, ME 04106

  Built in 2001, 16 Fisherman's Lane is a special home rich in cottage-style touches, and was thoughtfully designed to make use of every square foot of its living space. A few short strides from your front door at 16 Fisherman's Lane places you in the sand of Willard Beach with views of Spring Point Ledge Light, with House and Little Diamond Islands in the distance. Featuring seasonal views

  Mike Faulkingham Cottage & Co Real Estate

  

  16 Fisherman's Ln, South Portland, ME 04106
• 

  

  /30

  Est $538,997 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,006 Sq Ft

  118 Keswick Rd, South Portland, ME 04106

  

  118 Keswick Rd, South Portland, ME 04106
• 

  

  /24

  $325,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 624 Sq Ft

  1233 Broadway, South Portland, ME 04106

  Great opportunity for affordable investment property or first time home. House has had many recent updates--new front steps, new basement door, freshly painted, new kitchen floor, new butcher block counter, new medicine cabinet, hardwood floors redone, and heatpump added in recent years. Back yard features raised vegetable beds, lots of potential for gardening, and a large patio with a fire

  Teresa Reager EXP Realty

  

  1233 Broadway, South Portland, ME 04106
• 

  

  /34

  $475,000 Sold Apr 06, 2025

  • 1,155 Sq Ft
  • $411/SF
  • 89 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1900

  450 Preble St Unit 5, South Portland, ME 04106

  **WILLARD SQUARE CONDO ALERT!** Have you dreamed of living in one of Southern Maine's most sought-after neighborhoods? Now's your chance! This charming 2-bedroom, 1-bath condo is nestled right in the heart of Willard Square, just a short stroll from Willard Beach.Located on the third floor of a cozy five-unit building, this pet-friendly unit boasts two convenient entrances and a spacious

  Frank Barry RE/MAX Oceanside

  

  450 Preble St Unit 5, South Portland, ME 04106
• 

  

  /34

  Est $703,795 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,144 Sq Ft

  90 Thirlmere Ave, South Portland, ME 04106

  

  90 Thirlmere Ave, South Portland, ME 04106
• 

  

  /30

  $1,150,000 Under Contract

  • 3 Beds
  • 3 Baths
  • 2,080 Sq Ft

  30 Deake St, South Portland, ME 04106

  Open House Saturday July 12th 1:00-3:00pm. Completely renovated in 2014 by SoPo Cottage, this house is ready for you to move in. The moment you arrive—past the landscaped yard and carried by the salty sea air—this home offers a warm, effortless welcome. Hardwood floors stretch throughout the entire home, grounding a layout designed for both ease and comfort. The kitchen features a center

  Michael Sosnowski Maine Home Connection

  

  30 Deake St, South Portland, ME 04106
• 

  

  /37

  $535,000 Sold Apr 02, 2025

  • 1,952 Sq Ft
  • $274/SF
  • 135 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1971

  52 Fellows St, South Portland, ME 04106

  Welcome to 52 Fellows Street, a delightful, well situated single-family home in the heart of South Portland, ME. This charming residence has a spacious layout and offers an inviting blend of classic character and modern convenience, ideal for anyone seeking comfort and charm in a prime location. Nestled in a friendly, convenient, walkable neighborhood. Located just a quick walk to a great garden

  Chase Fournier Landing Real Estate

  

  52 Fellows St, South Portland, ME 04106
• 

  

  /26

  Est $456,805 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,025 Sq Ft

  85 Keswick Rd, South Portland, ME 04106

  

  85 Keswick Rd, South Portland, ME 04106
• 

  

  /36

  $475,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 1,325 Sq Ft

  62 Strout St, South Portland, ME 04106

  This charming ranch home offers a huge fenced in yard with 2 sheds, a new above ground pool and a deck to relax on. The lovely kitchen offers a new kitchen with granite counters, stainless steel fridge, gas stove and an adjacent dining area. Well maintained this adorable home has hardwood floors throughout. A new walk-in shower with glass surround adds charm. 2 bedrooms for family visits. The

  Janice Ryder Keller Williams Realty

  

  62 Strout St, South Portland, ME 04106
• 

  

  /34

  $650,000 Sold Mar 31, 2025

  • 1,788 Sq Ft
  • $364/SF
  • 50 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2006

  25 Henley St Unit 9, South Portland, ME 04106

  Tired of shoveling? Condo living is the best! Discover the perfect blend of comfort, convenience and charm in this stunning home. Perfectly situated next to the Greenbelt trail, you'll enjoy endless opportunities for walking, biking and soaking in the natural beauty of this coastal neighborhood. minutes to light houses, parks, marinas, restaurants, coffee shops, theaters, and Willard

  Melissa Richter Keller Williams Realty

  

  25 Henley St Unit 9, South Portland, ME 04106
• 

  

  /34

  Est $367,053 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,008 Sq Ft

  33 Hobart St Unit 6, South Portland, ME 04106

  

  33 Hobart St Unit 6, 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
• 

  

  /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
• 

  

  /21

  Est $431,153 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,020 Sq Ft

  336 Westbrook St, South Portland, ME 04106

  

  336 Westbrook St, South Portland, ME 04106
• 

  

  /55

  $475,000 Under Contract

  • 4 Beds
  • 2 Baths
  • 1,426 Sq Ft

  67 Marcelle Ave, South Portland, ME 04106

  Step into this well built Cape style home in South Portland. This home offers 4 generously sized bedrooms and 2 baths. There is a spacious living room with a gas fireplace, a front to back kitchen and dining room. There is a great deck off the kitchen to enjoy the outdoors. The house is conveniently located near a golf course, major highways, shopping at the Main Mall and Main Street. This home

  Dana Berenson 207 Prime Properties, LLC

  

  67 Marcelle Ave, South Portland, ME 04106
• 

  

  /56

  $812,500 Sold Mar 25, 2025

  • 1,960 Sq Ft
  • $415/SF
  • 26 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2024

  69 O'Neil St, South Portland, ME 04106

  * 100% DONE & READY FOR IT'S NEW HOMEOWNER * 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

  April Cohen Duston Leddy Real Estate

  

  69 O'Neil St, South Portland, ME 04106
• 

  

  /23

  Est $461,156 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,212 Sq Ft

  1749 Broadway, South Portland, ME 04106

  

  1749 Broadway, 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
• 

  

  /40

  $358,000 Sold Mar 21, 2025

  • 738 Sq Ft
  • $485/SF
  • 4 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1987

  148 Breakwater Dr Unit 409, South Portland, ME 04106

  What's better than owning a condo with sweeping water views of Casco Bay, Ft. Gorges, Peaks, Little & Great Diamond, and Cushing Islands, and Spring Point Marina from the LR, BR and balcony? Live comfortably and affordably year-round or seasonally in this absolutely immaculate 2-bedroom condo at the ideally located Breakwater Condominiums, offering perks such as a community room, laundry

  Teresa Reager EXP Realty

  

  148 Breakwater Dr Unit 409, South Portland, ME 04106
• 

  

  /34

  Est $460,230 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft

  41 Linton St, South Portland, ME 04106

  

  41 Linton St, South Portland, ME 04106
• 

  

  /70

  $869,900 Under Contract

  • 2 Beds
  • 2.5 Baths
  • 1,338 Sq Ft

  215 High St Unit 101, South Portland, ME 04106

  Imagine waking up each morning to the sunlight sparkling on the harbor and the tugboats and cruise ships cruising by, right outside your bedroom window! You can step out onto one of two balconies for your morning coffee or evening glass of wine. Enjoy the latest blooms in the garden, check your vegetables in your own small, raised garden bed or enjoy impromptu gatherings in the patio gardens. The

  The Marc Gup Keller Williams Realty

  

  215 High St Unit 101, South Portland, ME 04106
• 

  

  /17

  $387,000 Sold Mar 21, 2025

  • 1,296 Sq Ft
  • $299/SF
  • 5 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1900

  78 Jackson St, South Portland, ME 04106

  Tucked away on a small side street in South Portland, 78 Jackson St blends charm with functionality. Outside, this classic Mansard-style home features intricate corbels and a flat back yard leading to a small pond. Inside you will find tall ceilings and rustic pine floors. The spacious living room has large windows allowing for plenty of natural light. The home's renovated kitchen features crisp

  Randy Ferrell Portside Real Estate Group

  

  78 Jackson St, South Portland, ME 04106
• 

  

  /20

  Est $447,908 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft

  110 Hall St, South Portland, ME 04106

  

  110 Hall St, South Portland, ME 04106
• 

  

  /37

  $259,000 Under Contract

  • 1 Bed
  • 1 Bath
  • 570 Sq Ft

  148 Breakwater Dr Unit 214, South Portland, ME 04106

  A delightful Breakwater Condo on Casco Bay offers a prime location, vibrant community and easy living. This one bedroom second floor unit with elevator access is just down the hall so you can enjoy morning sunshine & salty air from your balcony perch. Easy recreational access to the Green Belt, Spring Point, Bug Light Park and Willard Beach. Reserved Parking Space, 24 hour security, on-site

  Derrick Buckspan RE/MAX Shoreline

  

  148 Breakwater Dr Unit 214, South Portland, ME 04106
• 

  

  /54

  $700,000 Sold Mar 21, 2025

  • 2,320 Sq Ft
  • $302/SF
  • 4 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1925

  30 Reynolds St, South Portland, ME 04106

  Three story classic !! Welcome to a home with Charm galore. Hardwood flooring throughout first floor and large open rooms, sunlight through Stained glass and large windows. The New Master suite offers walk in tile shower,Granite, new windows, built in cabinets custom Made. The new expansive trex deck overlooks a big yard fenced for gardeners, privacy and more. You have

  Kathleen Scott Coldwell Banker Realty

  

  30 Reynolds St, South Portland, ME 04106
• 

  

  /42

  Est $614,497 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,054 Sq Ft

  101 Fellows St, South Portland, ME 04106

  

  101 Fellows St, South Portland, ME 04106
• 

  

  /6

  $499,900 Under Contract

  • Land
  • 0.50 Acre
  • $999,800 per Acre

  50 Surfsite Rd, South Portland, ME 04106

  Ocean views from this elevated lot in one of South Portland's most desirable neighborhoods. Just a short walk to Willard Beach, Spring Point Lighthouse, Scratch Bakery, SMCC, Bug Light Park, and Spring Point Marina! The previous Lot 90 is now tripled in size combining with the adjacent Lot 94A resulting in a half-acre lot within the G10 building zone. Possibilities for multiple units with

  Mark Fortier Town & Shore Real Estate

  

  50 Surfsite Rd, South Portland, ME 04106
• 

  

  /64

  $825,000 Sold Mar 21, 2025

  • 2,104 Sq Ft
  • $392/SF
  • 9 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1920

  63 Cloyster Rd, South Portland, ME 04106

  A rare find in the Loveitt's Field neighborhood is this traditional, cottage style, 4 bedroom, 2 bath home with attached garage. View the water seasonally from first floor and all year from second floor. Many original features and awaiting your touches or redesign. Owned by the same family since 1968.

  Fred Greenwood Keller Williams Realty

  

  63 Cloyster Rd, South Portland, ME 04106
• 

  

  /49

  Est $685,893 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 2,352 Sq Ft

  160 Fellows St, South Portland, ME 04106

  

  160 Fellows St, South Portland, ME 04106
• 

  

  /3

  $375,000 Under Contract

  • 3 Beds
  • 1 Bath
  • 1,377 Sq Ft

  1380 Broadway, South Portland, ME 04106

  Charming older home for sale in the heart of South Portland, Maine. This property features classic New England architecture with original hardwood floors, detailed moldings, and natural light. Downstairs, the living areas include a living room, formal dining room, kitchen, bathroom and an extra room to use as an in-home office/den and laundry room. Upstairs, you'll find three bedrooms. The yard

  Mariemill Giordano Century 21 North East

  

  1380 Broadway, South Portland, ME 04106
• 

  

  /31

  $435,000 Sold Mar 07, 2025

  • 1,464 Sq Ft
  • $297/SF
  • 3 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1953

  118 Brigham St, South Portland, ME 04106

  Experience the best of first-floor living in this beautifully updated 3-bedroom ranch. The brand-new kitchen features granite countertops and stainless steel appliances. Freshly painted interior and gorgeous refinished hardwood floors flow throughout the main level. Boasting a fully finished basement with a spacious family room and a den that can easily be used as an additional bedroom. Step

  Joe Flynn The Atlantic Real Estate Network

  

  118 Brigham St, South Portland, ME 04106
• 

  

  /65

  Est $487,689 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,549 Sq Ft

  9 Dawson St, South Portland, ME 04106

  

  9 Dawson St, 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
• 

  

  /53

  Est $467,190 Not Listed For Sale

  • 6 Beds
  • 2 Baths
  • 2,240 Sq Ft

  85 Dawson St, South Portland, ME 04106

  

  85 Dawson St, South Portland, ME 04106
• 

  

  /55

  $1,135,000 Sold Feb 28, 2025

  • 1,573 Sq Ft
  • $722/SF
  • 4 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1987

  148 Breakwater Dr Unit 7, South Portland, ME 04106

  Spectacular Waterfront Townhouse overlooking Spring Point Marina, Spring Point Lighthouse, Fort Gorges, and Peaks Island. Fully Renovated in 2022. Bright and sunny 3 story townhouse with 1 car attached garage. 3 bedrooms, 2.5 baths: The 1st Floor has a Bedroom or Office/Den and bathroom, new heated tile floor. Walk out to Patio and relax with views of the water. The 2nd level of the home has a

  Pam Bonnvie Partners Realty

  

  148 Breakwater Dr Unit 7, South Portland, ME 04106
• 

  

  /28

  Est $405,883 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 748 Sq Ft

  125 Dawson St, South Portland, ME 04106

  

  125 Dawson St, South Portland, ME 04106

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