Cumberland County, ME Homes

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  /40

  $629,000 Pending

  • 1 Bed
  • 1 Bath
  • 770 Sq Ft

  709 Chandlers Wharf Unit 709, Portland, ME 04101

  Experience the epitome of coastal urban living in this exceptional 1-bedroom, 1-bath condominium at Chandler's Wharf—Portland's premier waterfront address. This single-level unit offers a private deck with sweeping easterly views of Casco Bay, where you'll enjoy spectacular sunrises and a front-row seat to the working waterfront. Just outside your door is immediate access to the historic Old Port

  

  Tom Landry

  Benchmark Real Estate

  (207) 387-7574

  

  709 Chandlers Wharf Unit 709, Portland, ME 04101
• 

  

  

  /19

  $15,483 per month

  • 3 Beds
  • 2 Baths
  • Condo for Rent

  24 Bayou Rd Unit ID1255713P, Naples, ME 04055

  Feel at home in this inviting 3-bedroom, 2-bathroom home located near Sebago State Park Beach. With a spacious layout that accommodates up to 10 guests, this home offers a bedroom on the first floor with a queen bed and two additional bedrooms upstairs. Enjoy the convenience of a large yard complete with a fire pit, swing set, and deck, perfect for outdoor gatherings.The home features two

  24 Bayou Rd Unit ID1255713P, Naples, ME 04055
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  /30

  $432,000 Sold Sep 12, 2025

  • 1,609 Sq Ft
  • $268/SF
  • 4 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1952

  105 Mckinley Ave, Westbrook, ME 04092

  Lovely, well maintained classic ranch living on one level. Kitchen and bathroom have been updated. Two bedrooms, hardwood floors, and partially finished basement. Attached breezeway with one car garage. Well landscaped lot in quiet neighborhood close to shopping, golf course, downtown and beaches. Fairly private back yard great for enjoying the outdoors.

  Donna Aikins EXP Realty

  

  105 Mckinley Ave, Westbrook, ME 04092
• 

  

  

  /45

  Est $417,313 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,056 Sq Ft

  22 State Park Rd, Naples, ME 04055

  

  22 State Park Rd, Naples, ME 04055
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  /44

  $1,295,000 Under Contract

  • 4 Beds
  • 3.5 Baths
  • 4,508 Sq Ft

  30 Stony Ridge Rd, Cumberland Foreside, ME 04110

  Set on 1.47 acres at the end of a cul-de-sac, this Cumberland Foreside home offers flexible living areas, exceptional garage space, and direct access to woodland trails. For car collectors or hobbyists, the property includes an attached 3-car garage plus a heated detached garage with three bays and tandem depth - accommodating up to 9 vehicles in total. Inside the home, the foyer opens to two

  

  David Banks

  RE/MAX By The Bay

  (207) 223-7870

  

  30 Stony Ridge Rd, Cumberland Foreside, ME 04110
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  /14

  $19,483 per month

  • 3 Beds
  • 1 Bath
  • Condo for Rent

  9 Cross St Unit ID1255687P, Sebago, ME 04029

  Feel at home in this charming 3-bedroom, 1-bathroom property located in the Northwest Shores Association on Sebago Lake. With a private dock, mooring, and easy access for swimming with a sandy bottom, this home is perfect for those who love the water. The property features one bedroom downstairs with a queen-size bed and two bedrooms upstairs with full-size beds, offering ample space for

  9 Cross St Unit ID1255687P, Sebago, ME 04029
• 

  

  /22

  $440,000 Sold Sep 12, 2025

  • 1,326 Sq Ft
  • $332/SF
  • 14 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 2000

  141 Milton St, Portland, ME 04103

  Welcome to 141 Milton Street, where charm, convenience, and comfort meet in the heart of Portland. This 2-bedroom, 1-bathroom home has an open-concept layout that feels bright and inviting from the moment you step inside. The living and dining areas flow effortlessly into the kitchen, creating a space that's perfect for both quiet evenings and entertaining guests.One of the standout features

  Amy Adams Portland's Choice Realty, LLC

  

  141 Milton St, Portland, ME 04103
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  /52

  Est $583,705 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,450 Sq Ft

  407 Songo School Rd, Naples, ME 04055

  

  407 Songo School Rd, Naples, ME 04055
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  /54

  $665,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,112 Sq Ft

  64 Hearn Rd, Scarborough, ME 04074

  Welcome to 64 Hearn Road! This well-maintained 3BR, 2.5BA Colonial is move-in ready with fresh paint, updated lighting, and new carpeting on the second floor. The 1st floor features a living room with fireplace, formal dining room, and spacious kitchen with center island. Upstairs you'll find a primary suite with full bath and walk-in closet, two additional bedrooms, a second full bath, a bonus

  

  Deja Lett

  Keller Williams Realty

  (207) 569-3074

  

  64 Hearn Rd, Scarborough, ME 04074
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  /2

  $2,400 per month

  • 2 Beds
  • 1.5 Baths
  • Condo for Rent

  762 Main St Unit 1, Westbrook, ME 04092

  Property Id: 2143857Spacious unit with updates featuring two new triple wide windows in the front over looking Main Street and updated kitchen (new cabinets & flooring). 2 Bedroom and 1.5 bath. Walking distance to Hannaford, post office, library and laundry mat. 10-15 minute drive to UNE and 15 minutes or less to USM.

  762 Main St Unit 1, Westbrook, ME 04092
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  /22

  $500,000 Sold Sep 12, 2025

  • 2,266 Sq Ft
  • $221/SF
  • 5 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1900

  21 Libby St, Scarborough, ME 04074

  Located on a corner lot at the end of a quiet street, this classic New England style home is a short walk from Oak Hill and all the shops, restaurants, schools and town park. The first floor has a large living room with picture windows, a dining room, an open kitchen with pantry, laundry room and a full bathroom. The large windows throughout the downstairs fill the rooms with natural light.

  Lorie Dana LandVest, Inc.

  

  21 Libby St, Scarborough, ME 04074
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  /77

  Est $761,875 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 990 Sq Ft

  31 Bentwood St, Naples, ME 04055

  

  31 Bentwood St, Naples, ME 04055
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  /12

  $1,200,000 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 3,952 Sq Ft

  92 Us Route 1, Falmouth, ME 04105

  Showings start Friday, September 12. Discover the potential of this 2.98-acre parcel in a highly convenient location surrounded by nature. The property currently includes a house and barn that could be lovingly restored or, presenting a rare chance for fresh vision and new construction. With its beautiful, open land and flexible layout, this setting provides an ideal canvas for creating custom

  

  David Banks

  RE/MAX By The Bay

  (207) 910-0042

  

  92 Us Route 1, Falmouth, ME 04105
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  /20

  $2,700 per month

  • 2 Beds
  • 2 Baths
  • 1,040 Sq Ft
  • Condo for Rent

  43 West St Unit 2, Portland, ME 04102

  Property Id: 1256162Tasteful 2 bedroom 2 bathroom apartment in a Victorian building in the West End. Updated kitchen with stainless steel appliances including brand new sink and countertops. Open concept living room and kitchen with lots of character throughout the unit and building. First floor apartment with separate entrances to both bedrooms. The second bedroom could be used as an

  43 West St Unit 2, Portland, ME 04102
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  /40

  $440,000 Sold Sep 12, 2025

  • 1,728 Sq Ft
  • $255/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1973

  4 Acorn Ln, Windham, ME 04062

  Your own private oasis in the heart of Windham. The well landscaped home is ready for a new owner after being loved by the current owners for 40 years. This well cared for home has 3 bedrooms and 2 full bathrooms. A first -floor bonus room makes 1 story living possible, or a great office/ den. The cedar siding and wooded yard is quintessential New England. With a location that puts

  Richard Yost NextHome NorthEast Realty

  

  4 Acorn Ln, Windham, ME 04062
• 

  

  /23

  Est $787,671 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,064 Sq Ft

  3 Autumn St, Naples, ME 04055

  

  3 Autumn St, Naples, ME 04055
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  /56

  $649,000 Under Contract

  • 3 Beds
  • 3 Baths
  • 2,376 Sq Ft

  56 Two Rod Rd, Scarborough, ME 04074

  Welcome to 56 Two Rod Road, a rare single-level living opportunity in one of Scarborough's most desirable communities. Set on just over an acre with beautifully manicured, low-maintenance gardens, this turnkey home offers the perfect blend of convenience, comfort, and style. Inside are three generous bedrooms, an updated high-end full bath, plus two half baths. The kitchen and mudroom have also

  

  Tom Landry

  Benchmark Real Estate

  (207) 746-0996

  

  56 Two Rod Rd, Scarborough, ME 04074
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  /16

  $21,042 per month

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  13 Autumn Ln Unit ID1255667P, Sebago, ME 04029

  Experience tranquility in this charming one-bedroom cabin, complete with a private bath and a common room featuring a kitchenette. This cabin offers a direct walk-out onto the pond-side floating boardwalk, allowing you to feel at home amidst nature. With a queen bed in the private bedroom and a small futon in the common room, this cabin comfortably accommodates up to three guests. Enjoy access to

  13 Autumn Ln Unit ID1255667P, Sebago, ME 04029
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  /50

  $460,000 Sold Sep 12, 2025

  • 960 Sq Ft
  • $479/SF
  • 10 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1978

  274 Longfellow St, Westbrook, ME 04092

  'AMAZING HOME, LOT, LOCATION & VALUE!' This property is just what you have been searching for and has been meticulously maintained inside & out! From it's most desirable location to the beautifully manicured corner lot, it features a bright spacious 3 bedroom design, gorgeous newer kitchen with solid maple cabinets, granite countertops & island that opens up to the warm & inviting living room,

  Bruce Ludka Maine Realty 2000

  

  274 Longfellow St, Westbrook, ME 04092
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  /47

  Est $1,079,615 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,182 Sq Ft

  89 Pine Rock Rd, Naples, ME 04055

  

  89 Pine Rock Rd, Naples, ME 04055
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  /43

  $380,000 Under Contract

  • 3 Beds
  • 1.5 Baths
  • 896 Sq Ft

  30 Blue Jay Ln, Bridgton, ME 04009

  This charming year-round cottage is tucked away at the end of a dead-end road, surrounded by trees. Vacation home or permanent home? You decide. As part of the Knight's Hill Association, you'll have access to a beach, boat slips, a seasonal outdoor pool, and tennis courts. Enjoy all the Association has to offer, or stay home and relax on the deck or stone patio. In the winter, hit the slopes

  

  Linda Dupuis

  Maine Source Realty

  (207) 309-2270

  

  30 Blue Jay Ln, Bridgton, ME 04009
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  /7

  $2,300 per month

  • 2 Beds
  • 1 Bath
  • 750 Sq Ft
  • Condo for Rent

  758 Main St Unit 2, Westbrook, ME 04092

  Property Id: 2060930The apartment building has been around for a while but we recently put in this unit new flooring in 2024. We also put in four new windows on the back side of the building in 2024. We recently put in four new windows on the front side in 2025. There is onsite parking for one car and street parking for an additional vehicle. This unit is on the second floor with a great

  758 Main St Unit 2, Westbrook, ME 04092
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  /35

  $404,000 Sold Sep 12, 2025

  • 1,954 Sq Ft
  • $207/SF
  • 12 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1975

  20 Shadow Lawn Dr, Standish, ME 04084

  WELCOME to your new home! Tucked away at the end of a peaceful dead-end road in a small subdivision, this charming 3-bedroom, 1-bath home offers a perfect blend of comfort, privacy, and convenience. Whether you're a first-time homebuyer, looking to downsize, or searching for a cozy space to call your own, this home is ready to welcome you with open arms.Step inside to discover a

  Angela Houghton RE/MAX Coastal

  

  20 Shadow Lawn Dr, Standish, ME 04084
• 

  

  /54

  Est $404,725 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,120 Sq Ft

  97 Taylor Ln, Naples, ME 04055

  

  97 Taylor Ln, Naples, ME 04055
• 

  

  /28

  $895,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,958 Sq Ft

  43 Blueberry Cove, Yarmouth, ME 04096

  Perched above the Royal River with some of the most coveted views in Blueberry Cove, this single level residence offers rare scale and setting. Cathedral ceilings, skylights, and new windows and sliding doors fill the home with light and frame sweeping water vistas. In the living room, a fireplace with wood stove insert adds warmth and character. The floor plan includes a spacious primary suite

  

  David Banks

  RE/MAX By The Bay

  (207) 492-7153

  

  43 Blueberry Cove, Yarmouth, ME 04096
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  /4

  $2,400 per month

  • 3 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Condo for Rent

  416 Brighton Ave, Portland, ME 04102

  Property Id: 2115223Charming 3-Bedroom Greek Revival Apartment | 1 Bath | 1,150 Sq FtStep into classic elegance with this spacious 3-bedroom, 1-bath apartment located in a beautifully maintained Greek Revival home. With 1,150 square feet of living space, timeless architectural charm, and modern conveniences, this unit offers comfort, character, and a truly inviting

  416 Brighton Ave, Portland, ME 04102
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  /17

  $450,000 Sold Sep 12, 2025

  • 1,000 Sq Ft
  • $450/SF
  • 5 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1940

  414 Roosevelt Trail, Casco, ME 04015

  Endless possibilities await with this unique property located in Casco, Maine—ideal for entrepreneurs, investors, or anyone looking for flexible living and business space. Perfectly positioned on a high-traffic route where thousands of vehicles pass daily, this property offers outstanding visibility for commercial ventures while still providing the charm and comfort of a single-family

  Lauren Kelley Dream Home Realty LLC

  

  414 Roosevelt Trail, Casco, ME 04015
• 

  

  /22

  Est $708,289 Not Listed For Sale

  • Studio
  • 3 Baths
  • 3,144 Sq Ft

  79 Lewis Rd, Naples, ME 04055

  

  79 Lewis Rd, Naples, ME 04055
• 

  

  /36

  $1,395,000 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 3,028 Sq Ft

  30 Dogwood Ln, Yarmouth, ME 04096

  In the desirable Village Run neighborhood, this classic Colonial-style home offers over 3,000 square feet of thoughtfully designed living space, featuring 4 bedrooms and 2.5 bathrooms. A charming front porch welcomes you inside, where the main level is perfectly suited for both everyday living and entertaining. The first floor includes a spacious mudroom off the attached garage, granite-appointed

  

  David Banks

  RE/MAX By The Bay

  (207) 707-6994

  

  30 Dogwood Ln, Yarmouth, ME 04096
• 

  

  /16

  $28,248 per month

  • 2 Beds
  • 1 Bath
  • Condo for Rent

  13 Autumn Ln Unit ID1255669P, Sebago, ME 04029

  Experience the charm of cabin living with this two-bedroom retreat, featuring a private bedroom and bath, plus a common room with a kitchenette. Nestled a short walk from the pond side floating boardwalk, this cabin offers a queen bed in one bedroom and a bunk bed in the other, along with a small futon in the common room, comfortably accommodating up to four guests. Enjoy access to the natural

  13 Autumn Ln Unit ID1255669P, Sebago, ME 04029
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  /28

  $725,000 Sold Sep 12, 2025

  • 2,400 Sq Ft
  • $302/SF
  • 52 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1988

  57 Riverside Ridge, Windham, ME 04062

  Sale is for 1.9 acres. Rare opportunity for your own private riverside retreat along the Presumpscot River, on 150+ acre North Gorham Pond! Nestled on a peaceful dead-end lane, this colonial-style home has had many updates and upgrades and offers over 150 feet of water frontage, blending serenity with easy access to many nearby amenities and schools. North Gorham Pond has no boating restrictions,

  Derek Eisenberg Continental Real Estate Group, Inc.

  

  57 Riverside Ridge, Windham, ME 04062
• 

  

  /18

  Est $247,153 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft

  128 Horace Files Rd, Naples, ME 04055

  

  128 Horace Files Rd, Naples, ME 04055
• 

  

  /31

  $449,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft

  79 Birchvale Dr, Portland, ME 04102

  Welcome to one of the most peaceful places in Portland. Located on a quiet street abutting woodlands, you'll feel miles away from the city while being in one of Portland's most desirable neighborhoods. Deering Center, with its quiet tree-lined streets and easy access to both Rosemont and Deering Center amenities, makes this one of the most sought-after locations for those rightsizing, downsizing,

  

  Tom Landry

  Benchmark Real Estate

  (207) 495-7382

  

  79 Birchvale Dr, Portland, ME 04102
• 

  

  /20

  $3,000 per month

  • 2 Beds
  • 2 Baths
  • 1,550 Sq Ft
  • House for Rent

  67 Regatta Dr, Freeport, ME 04032

  Property Id: 2138719Welcome home to this charming 2 bedroom, 2 bathroom single family cottage in Freeport! Just 8 minutes from downtown Freeport and 10 minutes from Brunswick. Available Nov, 1st -May, 31st, Enjoy modern amenities including a dishwasher, microwave, washer/dryer, fireplace and AC. With off-street parking, vaulted ceilings, and 27 private acres to explore, this cozy home is

  67 Regatta Dr, Freeport, ME 04032
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  /15

  $325,000 Sold Sep 12, 2025

  • 1,793 Sq Ft
  • $181/SF
  • 9 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1980

  58 Albion Rd, Windham, ME 04062

  Welcome home to 58 Albion Road! The current owner has cherished this home and made beautiful memories here for the past 40 years, and now it's your turn to do the same. The upper level features a kitchen with new stainless steel Whirlpool appliances, a dining nook, a living room with a large picture window that fills the space with natural light, three bedrooms, and one bathroom. The lower

  Kristin Piccone Landing Real Estate

  

  58 Albion Rd, Windham, ME 04062
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  /39

  Est $434,875 Not Listed For Sale

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

  8 Oakwood Cir, Naples, ME 04055

  

  8 Oakwood Cir, Naples, ME 04055
• 

  

  /29

  $599,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,914 Sq Ft

  44 Winn Rd, Falmouth, ME 04105

  This is a charming home located in Falmouth, with an inviting layout this property exudes comfort and convenience, with a bit of charm. A unique floor plan is enhanced by natural light streaming through oversized windows and wood and brick accents creating a warm and airy ambiance throughout. Enter inside through a spacious mudroom featuring ample closet space this is ideal for Maine seasons. Sit

  

  David Banks

  RE/MAX By The Bay

  (207) 489-2545

  

  44 Winn Rd, Falmouth, ME 04105
• 

  

  /20

  $2,000 per month

  • 1 Bed
  • 1 Bath
  • 1,161 Sq Ft
  • House for Rent

  64 Emerson Dr, Windham, ME 04062

  Property Id: 2142595This fully furnished one-bedroom cottage offers the perfect seasonal rental for Winter 2025/2026. Flexible move-in dates are available, and the lease runs through May 1, 2026.Step inside and you'll find a cozy, well-appointed space complete with all the furniture shown in photos, fully stocked kitchenware, and the convenience of a washer and dryer. High-speed

  64 Emerson Dr, Windham, ME 04062
• 

  

  /37

  $550,000 Sold Sep 12, 2025

  • 1,792 Sq Ft
  • $307/SF
  • 1 Day On Market

  • 3 Beds
  • 2 Baths
  • Built 2020

  25 Arrowhead Pass, Windham, ME 04062

  Sunlight shimmering through the trees. Sparkling starry skies. Built in 2020 and nestled on 1.89 private, peaceful acres, this 3-bedroom, 2-bath Windham property is a special spot. Tranquil treehouse vibes abound inside, where soaring ceilings, heat pumps, a seamless layout, and lots of windows blur the line between indoors and out. You'll adore the dine-in kitchen's granite countertops,

  Bridget King Jason Miller King + Miller Real Estate

  

  25 Arrowhead Pass, Windham, ME 04062
• 

  

  /100

  Est $744,578 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,688 Sq Ft

  17 Granite Rd, Naples, ME 04055

  

  17 Granite Rd, Naples, ME 04055

Showing Results 441 - 480, Page 12 of 18