5-Bedroom Homes for Sale in Cumberland County ME

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  $775,000

  • 5 Beds
  • 2 Baths
  • 2,092 Sq Ft

  338 Ocean St, South Portland, ME 04106

  This lovely 5-bedroom, 2-bath Colonial home in South Portland is full of charm and smart updates. Sitting on one of the biggest yards in the area—almost three-quarters of an acre—it gives you space to play, garden, or even add a pool or a garage with city okay. Built in 1910, it still has its warm wood floors and a pretty brick fireplace to gather around. The kitchen is bright with shiny granite

  John Krouse EXP Realty

  

  338 Ocean St, South Portland, ME 04106
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  /43

  $649,000

  • 6 Beds
  • 3 Baths
  • 4,170 Sq Ft

  11 Haven Rd, Windham, ME 04062

  Huge Price Drop! Tucked away on a quiet street in Windham, this unique home offers exceptional space and value with an additional apartment. The main home lives like a 5-bedroom, 2-bath layout, anchored by an oversized fireplace that gives chalet-style warmth and character. The updated kitchen overlooks a large, private backyard — perfect for gatherings or quiet evenings.The primary suite

  Christopher Davis Real Broker

  

  11 Haven Rd, Windham, ME 04062
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  /47

  $424,900

  • 7 Beds
  • 3 Baths
  • 4,032 Sq Ft

  259 Leach Hill Rd, Casco, ME 04015

  A Historic Farmhouse with seasonal views of Mount Washington! This isn't just a house; it's a piece of history, a classic Maine farmhouse located in historic Casco Maine. Sitting on a beautiful parcel of land, the property offers a unique blend of rustic charm and convenience. With over 4,000 square feet of living space and a total of seven bedrooms, this property is incredibly flexible. It's

  Todd Harvey Pine Tree Realty of Maine

  

  259 Leach Hill Rd, Casco, ME 04015
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  /50

  $3,500,000

  • 6 Beds
  • 4 Baths
  • 5,887 Sq Ft

  93 Governors Point Rd, Harpswell, ME 04079

  A truly exceptional Maine Coastal Residence. Nestled on a private 1.92 acre peninsula, this Post and Beam masterpiece offers unparalleled luxury and tranquility. With 913 feet of pristine waterfront, including your own deep water dock and float, this multi level residence boasts nearly 6,000 square feet of living space, featuring six bedrooms and four bathrooms. Master suite is on

  Dennis Duggan Legacy Properties Sotheby's International Realty

  

  93 Governors Point Rd, Harpswell, ME 04079
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  /108

  $2,200,000

  • 6 Beds
  • 3 Baths
  • 3,014 Sq Ft

  20 Spruce Ledge Rd, Harpswell, ME 04003

  A once-in-a-lifetime opportunity awaits on the southeast end of Bailey Island, a rare oceanfront estate offered for the first time in over 50 years. Spanning multiple dwellings with five unique structures, this extraordinary family compound has been the heart of four generations, where summers were defined by salt air, laughter, and the rhythm of the tides. With sweeping Atlantic Ocean views,

  Ronald Hutchins Keller Williams Realty

  

  20 Spruce Ledge Rd, Harpswell, ME 04003
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  $3,980,000

  • 5 Beds
  • 3.5 Baths
  • 5,626 Sq Ft

  397 Cape Monday Rd, Harrison, ME 04040

  Welcome to an extraordinary lakefront residence nestled along the highly sought-after Cape Monday Rd renowned for its breathtaking sunsets and unmatched serenity. This timber-frame masterpiece graces the sparkling eastern shores of Long Lake, showcasing 226 feet of pristine waterfront and an unparalleled blend of natural beauty and refined craftsmanship. From the moment you arrive, the home's

  Shannon Boyington Coldwell Banker Realty

  

  397 Cape Monday Rd, Harrison, ME 04040
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  /111

  $789,000

  • 5 Beds
  • 3.5 Baths
  • 3,718 Sq Ft

  10 Durham Rd, Freeport, ME 04032

  Expansive and Versatile Residence with Prime Location and Business Potential.This spacious and well-appointed home offers exceptional flexibility and functionality. The main residence features five bedrooms (3-bedroom septic), 3.5 bathrooms, and a thoughtfully designed floor plan that accommodates a variety of living arrangements.The main level includes a welcoming entryway, a generous

  Raylene Estabrook Signature Homes Real Estate Group, LLC

  

  10 Durham Rd, Freeport, ME 04032
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  /15

  $5,500,000

  • 5 Beds
  • 6 Baths
  • 6,766 Sq Ft

  10 Cromwell Cove Rd, Harpswell, ME 04079

  The most significant property to come to the Harpswell market in over two decades, this estate is set on almost 3 private acres with 315' +\- of beachfront. Both the main and guest houses provide sweeping, uninterrupted views of Rogue Island and the Atlantic horizon beyond-evoking the timeless coastal scenes captured by Maine's iconic artists. Designed by prominent architects, Will Winkelman and

  Elise Kiely Legacy Properties Sotheby's International Realty

  

  10 Cromwell Cove Rd, Harpswell, ME 04079
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  /79

  $2,175,000

  • 7 Beds
  • 4.5 Baths
  • 4,677 Sq Ft

  61 Sawyer Rd, Chebeague Island, ME 04017

  Nestled on a 1.77-acre elevated lot with 248 feet of rocky shoreline and a sandy beach, this serene island retreat blends privacy with accessibility. Just a short boat ride from Portland and Falmouth, it offers the perfect balance of seclusion and convenience. Highlights include a deep-water dock, a private beach ideal for sea glass hunting, and an in-ground pool with sweeping water views—this

  Jane Leonard Jodi Federle Portside Real Estate Group

  

  61 Sawyer Rd, Chebeague Island, ME 04017
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  /83

  $1,799,999

  • 8 Beds
  • 6.5 Baths
  • 3,382 Sq Ft

  60 Butterworth Dr, Naples, ME 04055

  Exceptional Long Lake Waterfront Compound - A Once-in-a-Lifetime Opportunity! This rare offering includes three separate deeded, year-around homes with 91 feet of private sandy beach along Long Lake in Naples. With a brand-new dock, shorefront boathouse/shanty for storage and update systems throughout, this versatile compound is perfect for multi-generational living, rental income, or a

  Joe Flynn The Atlantic Real Estate Network

  

  60 Butterworth Dr, Naples, ME 04055
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  /91

  $860,000

  • 6 Beds
  • 4 Baths
  • 4,836 Sq Ft

  148 Spiller Hill Rd, Raymond, ME 04071

  Welcome to 148 Spiller Hill Rd., Raymond, Maine. A delightful home with plenty of space to spread out in a scenic Maine setting. +/- 3 acres surrounded by lush greenery including mature flower gardens. This home boasts5 car attached garage and an in law apartment that is separated from the main living space The main living space is generous and cozy with a fireplace and hardwood floors. Another

  Dustin Slocum Engel & Volkers Casco Bay

  

  148 Spiller Hill Rd, Raymond, ME 04071
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  /94

  $399,900

  • 5 Beds
  • 1.5 Baths
  • 2,336 Sq Ft

  186 Bridgton Rd, Sebago, ME 04029

  This stately 1840s Cape has long caught traveler's eyes with its fine features, open fields, sloping hill with majestic oak and maple trees and is surrounded by 120+ acres of woodland trust that won't ever be developed or sold. The original Cape comes replete with the original antique pine board floors and molding, open beams, three fireplaces (and a Dutch or beehive oven), and

  Heidi Brandt-Hostelley Portside Real Estate Group

  

  186 Bridgton Rd, Sebago, ME 04029
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  /87

  $3,350,000

  • 5 Beds
  • 6.5 Baths
  • 6,024 Sq Ft

  25 Ocean Ave, Cape Elizabeth, ME 04107

  Introducing 25 Ocean Avenue — an extraordinary coastal retreat set in the only neighborhood in Cape Elizabeth that borders a state park and a mile-long stretch of sandy beach, with deeded right-of-way access to Crescent Beach. Perched high above the shoreline, this remarkable home offers panoramic Atlantic Ocean views that span Crescent Beach, Kettle Cove, and Richmond Island—enjoyed from nearly

  John Hayes Keller Williams Realty

  

  25 Ocean Ave, Cape Elizabeth, ME 04107
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  $595,000

  • 6 Beds
  • 6 Baths
  • 4,500 Sq Ft

  34 Middle Ridge Rd, Bridgton, ME 04009

  The home spans 4500 square feet and includes 14 rooms and 6 bathrooms, situated on a 2.5-acre wooded lot. It is currently functioning as a single-family residence but can be adapted for use as a bed and breakfast or converted into a duplex with the addition of a second kitchen. The house contains 14 rooms, including 6 bedrooms on the second level. Three bedrooms have private full bathrooms, and

  Richard Blanchard Getty Real Estate Services, LLC

  

  34 Middle Ridge Rd, Bridgton, ME 04009
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  $1,200,000

  • 5 Beds
  • 3 Baths
  • 3,290 Sq Ft

  140 Pennell Ave, Portland, ME 04103

  Have you been seeking your own private 1 acre property in Portland? Do you need room for a large family? Are you looking for an income producing property or a unique opportunity to develop land in Portland? If any of these opportunities are what you have been searching for, 140 Pennell is the property for you! Ideally located in a desirable North Deering neighborhood on a dead end street. This

  Alexander Kappelman RE/MAX Shoreline

  

  140 Pennell Ave, Portland, ME 04103
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  $4,100,000

  • 7 Beds
  • 4.5 Baths
  • 4,300 Sq Ft

  1 & 9 Franklin Terrace, South Portland, ME 04106

  Willard Beachfront Estate with Panoramic Ocean Views.Welcome to this rare beachfront gem located in South Portland's highly desirable Willard Beach neighborhood. This property offers a luxurious coastal lifestyle with two distinct homes—a fully remodeled four+ bedroom main residence and a charming three-bedroom guest house- plus a possible buildable lot. Perfect family

  Anne Ross-Murray F.O. Bailey Real Estate

  

  1 & 9 Franklin Terrace, South Portland, ME 04106
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  /75

  $1,195,000

  • 6 Beds
  • 2.5 Baths
  • 2,520 Sq Ft

  13 Gallinari Way, Bridgton, ME 04009

  Here's your chance to own a beautifully updated, generously sized home on the shores of stunning Highland Lake—just steps from downtown! Walk to trails, shops, a local bookstore, restaurants, bars, and even catch a movie, all while enjoying the peace and beauty of lakeside life. Soak in panoramic views of Mount Washington and Pleasant Mountain, and watch the sun set over the water from your

  Mick Early The Lakes Real Estate

  

  13 Gallinari Way, Bridgton, ME 04009
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  /52

  $4,950,000

  • 5 Beds
  • 5 Baths
  • 4,969 Sq Ft

  361 Cape Rd, Raymond, ME 04071

  Sited on the pristine waters of Sebago Lake, this private waterfront estate provides vast and elevated westerly views over one of New England's largest lakes to the White Mountains of New Hampshire. This region is well known for its recreational activities that include outstanding boating, swimming, fishing, golfing and winter downhill skiing all within 25± miles of the property. Encompassed

  John Saint-Amour LandVest, Inc.

  

  361 Cape Rd, Raymond, ME 04071
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  $5,750,000

  • 5 Beds
  • 5 Baths
  • 4,969 Sq Ft

  Unlisted Address

  Sited on the pristine waters of Sebago Lake, this private waterfront estate provides vast and elevated westerly views over one of New England's largest lakes to the White Mountains of New Hampshire. This region is well known for its four-season recreational activities that include outstanding boating, swimming, fishing, golfing and winter downhill skiing all within 25± miles of the property. The

  John Saint-Amour LandVest, Inc.

  

  Unlisted Address
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  /70

  $949,900

  • 5 Beds
  • 3.5 Baths
  • 2,312 Sq Ft

  171 Harrison Heights Rd, Harrison, ME 04040

  See the sunset over spectacular Mountain & Long Lake views from this spacious, fully furnished 5-bedroom, 4-bath log home, featuring 3 floors of comfortable living space on 7 private acres. Store your kayak at the Right of Way to Crystal Lake, fish, swim & enjoy the beauty of the shared area without paying waterfront taxes! This amazing Log Home offers a conveniently located primary bedroom on

  Jodi Chute Pine Tree Realty of Maine

  

  171 Harrison Heights Rd, Harrison, ME 04040
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  /52

  $3,495,000

  • 5 Beds
  • 2.5 Baths
  • 2,512 Sq Ft

  20 Long Point Island, Harpswell, ME 04079

  Maine Coastal Paradise - Two Homes, Endless Ocean ViewsWelcome to a rare opportunity to own a truly one-of-a-kind oceanfront retreat on the coast of Maine. With over 2,500 feet of private ocean frontage, this stunning property features two charming coastal cottages, surrounded by native flora, abundant wildlife, and the peaceful rhythm of the tides.This special location offers

  Rhonda Clark Harcourts Waterfront & Fine Properties

  

  20 Long Point Island, Harpswell, ME 04079
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  /33

  $9,500,000

  • 6 Beds
  • 5.5 Baths
  • 5,830 Sq Ft

  33 Massacre Ln, Scarborough, ME 04074

  Experience the pinnacle of beachfront living in Maine on 4.3 private acres and 5,705 SF of living square footage with 6 bedrooms and 5.5 baths within the exclusive Prouts Neck community. This extraordinary property boasts breathtaking ocean views, miles of pristine beach, and a tranquil pond in the backyard, creating a unique coastal sanctuary. The home has been elegantly transformed with a

  Elise Kiely Legacy Properties Sotheby's International Realty

  

  33 Massacre Ln, Scarborough, ME 04074
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  /50

  $993,000

  • 5 Beds
  • 4.5 Baths
  • 4,309 Sq Ft

  31 Dorothy Dr, Standish, ME 04084

  Live the lake view dream in this stunning cedar chalet on Watchic Lake, built in 2021, with panoramic water views of beautiful Watchic Lake in Standish, Maine. Designed for year-round living, this home blends rustic charm with modern luxury. The main house features four spacious bedrooms, including a grand primary suite with a private balcony, sweeping lake views, a spa-style bath with walk-in

  Tammy Ruda Legacy Properties Sotheby's International Realty

  

  31 Dorothy Dr, Standish, ME 04084
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  /39

  $440,000

  • 5 Beds
  • 2 Baths
  • 3,051 Sq Ft

  84 Hillside Rd, Westbrook, ME 04092

  **Own a Piece of Westbrook's History - Legal Two-Unit with Incredible Potential!**Welcome to 84 Hillside Road, a legal two-unit property that offers both charm and opportunity. Originally built to welcome new workers to the historic S.D. Warren paper mill, this home is more than just an investment—it's a nostalgic piece of Westbrook's story.Unit 1 features four spacious bedrooms, a

  Jennifer Whitehead Dream Home Realty LLC

  

  84 Hillside Rd, Westbrook, ME 04092
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  /9

  $619,000

  • 5 Beds
  • 3 Baths
  • 2,527 Sq Ft

  10 Kaye Ln, Baldwin, ME 04024

  This new under construction home offers a spacious layout featuring open concept floor plan, 5 generously sized bedrooms and 3 bathrooms. This property features a 30-foot deeded right of way, providing direct access to Sand Pond! Town beach and boat launch short distance down the road. Located in the peaceful town of Baldwin providing the perfect balance of privacy and convenience, with a quick

  Alicia Frech Ramsey Pulkkinen A Team Realty

  

  10 Kaye Ln, Baldwin, ME 04024
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  $5,390,000

  • 6 Beds
  • 6.5 Baths
  • 5,600 Sq Ft

  58 Beaumont Dr, Naples, ME 04055

  Relaxation and building core memories await on Maine's pristine Long Lake at this secluded 6.3 acre lakefront compound, buffered by an additional 47+ acres of private, wooded, shared land for unparalleled privacy. The 360' of lake frontage includes 2 private docks and a sandy beach perfect for swimming or launching kayaks and paddle boards. The custom Waltman Architectural Designed, white pine

  Anne Erwin Real Estate Anne Erwin Sotheby's International Realty

  

  58 Beaumont Dr, Naples, ME 04055
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  /94

  $2,900,000

  • 5 Beds
  • 5.5 Baths
  • 3,344 Sq Ft

  49 Megquier Rd, Gray, ME 04039

  Situated amidst 371 +/- acres of rolling fields, majestic hills, & mature trees, this expansive, gated, farmhouse estate offers some of the most beautiful & picturesque views you can imagine. With a stunning & breathtaking setting like no other, Collyer Brook Farm has endless potential to make your vision come to life. Whether you're dreaming of a private getaway retreat or a thriving horse farm,

  Amy Tarbox Blue Lobster Real Estate

  

  49 Megquier Rd, Gray, ME 04039
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  /89

  $3,300,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 4,692 Sq Ft

  24 Amerescoggin Rd, Falmouth, ME 04105

  Rare New Construction Waterfront Home on Falmouth Foreside - A Once-in-a-Lifetime Coastal OfferingWelcome to an extraordinary opportunity to own brand-new construction with private ocean frontage in the heart of Falmouth Foreside—one of Maine's most coveted seaside communities. This architecturally stunning coastal residence offers 22± feet of owned shoreline, private sandy beach access, and

  Nicholas Guerrette RE/MAX Shoreline

  

  24 Amerescoggin Rd, Falmouth, ME 04105
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  /9

  $1,959,900 New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,482 Sq Ft

  4 Winnwood Farm Way, Falmouth, ME 04105

  Welcome to Falmouth's newest premier Neighborhood, Winnwood Farms! Designed and custom built by Justin Fletcher Homes. Have you been dreaming about building your new home? Come meet with a designer and the builder to customize your dream home on one of the available private lots. Located in a quiet yet very convenient location of Falmouth, Winnwood Farms offers privacy on wooded lots

  Mark Small Landmark Realty

  

  4 Winnwood Farm Way, Falmouth, ME 04105
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  /83

  $1,895,000 Open Sun 2PM - 4PM

  • 6 Beds
  • 6 Baths
  • 5,751 Sq Ft

  Unlisted Address

  A Rare Opportunity to own a distinguished stand alone brick building in the heart of Downtown Portland. This 3 unit property combines historic architecture with modern versatility. Offering three beautiful residences plus professional office space in the lower level. Highlights include: Timeless craftsmanship with original stained-glass windows and architectural details. Flexible office space

  Catherine Nekoie Gardner Real Estate Group

  

  Unlisted Address

Showing Results 41 - 70, Page 2 of 2