3,004

Cumberland, ME Homes

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  • /36

    $2,100,000

    • 5 Beds
    • 4 Baths
    • 4,041 Sq Ft

    205 W Cundys Point, Harpswell, ME 04079

    Ultimate Privacy and Serenity on West Cundy's PointDiscover the tranquility of coastal Maine at this rare retreat on West Cundy's Point. A scenic, winding road leads you through classic maritime beauty—past generational homes nestled among pine trees along the rocky shoreline—before arriving at your private sanctuary.Resting on over two acres with 300+ feet of deep-water ocean

    Laurie Haggerty Roxanne York Real Estate

    205 W Cundys Point, Harpswell, ME 04079
  • /42

    $1,225,000 Sold Aug 01, 2025

    • 1,444 Sq Ft
    • $848/SF
    • 45 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2008

    33 Bernier Ln, Harpswell, ME 04079

    Boaters take notice! Excellent rental history. This special offering on Quahog Bay features two seasonal cottages and a deep water dock and float; an extraordinary value for boaters and investors alike. With 10-14 feet of water at low tide, the dock setup easily accommodates larger boat drafts and provides direct access to ocean adventures. Easterly views showcase the most colorful sunrises,

    Madeleine Hill Roxanne York Real Estate

    33 Bernier Ln, Harpswell, ME 04079
    • /85

      Est $1,030,660 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 2,414 Sq Ft

      907 Cundys Harbor Rd, Harpswell, ME 04079

      907 Cundys Harbor Rd, Harpswell, ME 04079
  • /45

    $1,900,000

    • 4 Beds
    • 4 Baths
    • 4,263 Sq Ft

    240 W Cundys Point, Harpswell, ME 04079

    Welcome to 240 West Cundys Point Road in Harpswell. A truly notable property located in a highly desirable section of town. The site consists of 2.3 acres of wooded land with approx 913 feet of water frontage. Commanding ocean views combine with serene privacy. The scene is long ocean views, offshore islands, and boats transiting the area. Classic Maine. A never ending changing panorama. In

    Dennis Duggan Legacy Properties Sotheby's International Realty

    240 W Cundys Point, Harpswell, ME 04079
  • /28

    $625,000 Sold Jul 28, 2025

    • 912 Sq Ft
    • $685/SF
    • 49 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1960

    49 W Shore Rd, Harpswell, ME 04003

    Situated on the rugged western shoreline of Bailey Island, this classic oceanfront cottage offers a rare opportunity to experience quintessential Maine living. Walking distance to several restaurants, and a short drive to Cedar Beach, this location is hard to replicate. Boasting expansive sunset views, this home features two cozy bedrooms, a sunlit living room, and recently renovated

    Craig Davis Engel & Volkers Casco Bay

    49 W Shore Rd, Harpswell, ME 04003
    • /52

      Est $547,966 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,080 Sq Ft

      8 Sunrise Ln, Harpswell, ME 04079

      8 Sunrise Ln, Harpswell, ME 04079
  • /50

    $2,295,000

    • 3 Beds
    • 2.5 Baths
    • 3,059 Sq Ft

    24 Moose Alley, Harpswell, ME 04079

    Your own little slice of heaven in one of New England's best kept secrets!Watch the sunsets from your deck or private dock with this custom built waterfront home in Harpswell. Sited on Ewin Narrows enjoy over 500 feet of shoreline with this custom built cape style home which boasts 5+ acres of privacy, plus an additional 2+ acre building lot! 24 Moose Alley offers a one-level

    Diane Jousset Better Homes & Gardens Real Estate/The Masiello Group

    24 Moose Alley, Harpswell, ME 04079
  • /23

    $700,000 Sold Jul 23, 2025

    • 1,008 Sq Ft
    • $694/SF
    • 22 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1960

    61 W Shore Rd, Harpswell, ME 04003

    Island living on oceanfront in Maine!! As you drive down the peninsula your cares get left behind. Step back in time to quiet roadways, with neighbors out walking and chatting, and tending to their summery cottage gardens. Location Location!! Stunning, expansive, westerly views of Harpswell Sound and out to open Ocean! This little gem has open kitchen, dining, living area that opens onto

    Nancy Carleton Vitalius Real Estate Group

    61 W Shore Rd, Harpswell, ME 04003
    • /34

      Est $355,463 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 560 Sq Ft

      5 Warren St, Harpswell, ME 04079

      5 Warren St, Harpswell, ME 04079
  • /83

    $1,700,000

    • 3 Beds
    • 3 Baths
    • 2,359 Sq Ft

    37 & 38 S Dyers Cove Rd, Harpswell, ME 04079

    A rare and remarkable opportunity to own two oceanview homes on neighboring lots along Harpswell's coveted coastline. Perfectly positioned to take in sweeping, unobstructed views of the water, this unique offering includes a primary residence, a guest or income-producing cottage, and 150 feet of owned waterfront on Quahog Bay with a deep-water dock and float—ideal for boating, kayaking, or simply

    Kelsie Labbe Coldwell Banker Realty

    37 & 38 S Dyers Cove Rd, Harpswell, ME 04079
  • /51

    $837,500 Sold Jul 18, 2025

    • 2,122 Sq Ft
    • $395/SF
    • 44 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1996

    49 Dipper Cove Rd, Orrs Island, ME 04066

    Welcome to Dipper Cove a coveted waterfront association on Orrs Island made up of 23 well appointed homes. Amenities include a common dock with 4-5' of water at low tide, guaranteed a mooring, use of the common dingy to get to and from your boat, social use of the clubhouse, and tennis courts. Set on a private one acre lot blooming with mature perennials. Well cared for, with interior and

    Madeleine Hill Roxanne York Real Estate

    49 Dipper Cove Rd, Orrs Island, ME 04066
    • /50

      Est $1,623,708 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 3,088 Sq Ft

      8 Hannahs Cove Rd, Harpswell, ME 04079

      8 Hannahs Cove Rd, Harpswell, ME 04079
  • /64

    $1,500,000

    • 4 Beds
    • 2.5 Baths
    • 2,500 Sq Ft

    11 Orion Point Way, Harpswell, ME 04079

    This unique property epitomizes a quintessential Maine escape, offering breathtaking 100-foot cliff views of Long Reach Cove from Hogback Ridge. Upon entering and ascending the winding driveway, you will experience a perfect blend of seclusion and convenience, with the desired privacy of Great Island just minutes from Brunswick. The first dwelling on your right, Cove Cottage, spans 1,500 square

    Laura Madsen EXP Realty

    11 Orion Point Way, Harpswell, ME 04079
  • /26

    $920,000 Sold Jul 16, 2025

    • 2,815 Sq Ft
    • $327/SF
    • 7 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 2002

    27 Dipper Cove Rd, Orrs Island, ME 04066

    Welcome to Dipper Cove—a peaceful, beautifully maintained waterfront neighborhood on Orr's Island where sea breezes, coastal charm, and community come together. Nestled among lovely gardens and mature landscaping, this thoughtfully designed home features a welcoming layout that adapts to your needs over time. With only a few steps up from the garage or front entry, the home offers the ease of

    Sofia Voltin Portside Real Estate Group

    27 Dipper Cove Rd, Orrs Island, ME 04066
    • /24

      Est $1,095,211 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,821 Sq Ft

      22 Moose Alley, Harpswell, ME 04079

      22 Moose Alley, Harpswell, ME 04079
  • /108

    $2,500,000

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

    20 Spruce Ledge Rd, Harpswell, ME 04003

    Beautiful, bold, and breathtaking barely begin to capture the essence of this cherished oceanfront estate on the southeast end of Bailey Island. For over 50 years, it has been the centerpiece of summer days and cherished memories, a place where time slowed down, the tides set the rhythm, and 4 generations have gathered to celebrate life's simple pleasures. Now, for the first time in half a

    Ronald Hutchins Keller Williams Realty

    20 Spruce Ledge Rd, Harpswell, ME 04003
  • /47

    $800,000 Sold Jul 11, 2025

    • 2,800 Sq Ft
    • $286/SF
    • 6 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1972

    250 Oak Ledge Rd, Harpswell, ME 04079

    Captivating, stunning, beautiful! You pick the adjective to describe this 1.4+/- acre waterfront site with 188' of frontage on the New Meadows River (salt water). The ranch-style, 1972 vintage house was thoughtfully designed to fully capture its water views. The north wing of the house features the kitchen/dining area with its large picture windows encompassing the water views and its access to

    Robert Williams Rob Williams Real Estate Brokers

    250 Oak Ledge Rd, Harpswell, ME 04079
    • /66

      Est $854,132 Not Listed For Sale

      • 2 Beds
      • 3.5 Baths
      • 2,412 Sq Ft

      10 Ledgemere Rd, Orrs Island, ME 04066

      10 Ledgemere Rd, Orrs Island, ME 04066
  • /53

    $1,300,000

    • 2 Beds
    • 2 Baths
    • 1,640 Sq Ft

    8 Linnel Dr, Bailey Island, ME 04003

    They say all the best spots were built on 50 years ago—this is one of them.Built in 1976 on the eastern shores of Bailey Island, this one-of-a-kind property offers a truly irreplaceable setting. With 200 feet of waterfront, a private pocket beach, and breathtaking sunrises over the open ocean, the views here are vast, ever-changing, and absolutely magical.The home enjoys rare

    Roxanne York Roxanne York Real Estate

    8 Linnel Dr, Bailey Island, ME 04003
  • /44

    $899,000 Sold Jul 11, 2025

    • 2,211 Sq Ft
    • $407/SF
    • 11 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2011

    27 Oceanside Rd, Bailey Island, ME 04003

    Oceanside, your coastal retreat on beautiful Bailey Island—where life moves to the rhythm of the tides and everything you love about island living is just a short stroll away. From local restaurants and the neighborhood market to scenic walking trails and some of the area's most beloved beaches, it's all right outside your door.This thoughtfully designed home offers stunning water views from

    Bruce Davis Engel & Volkers Casco Bay

    27 Oceanside Rd, Bailey Island, ME 04003
    • /62

      Est $856,419 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,664 Sq Ft

      5 Sailors Way, Harpswell, ME 04079

      5 Sailors Way, Harpswell, ME 04079
  • /83

    $1,195,000

    • 3 Beds
    • 1 Bath
    • 2,000 Sq Ft

    30 Osbourne Row, Orrs Island, ME 04066

    Nestled on the southern end of Orr's Island you will find this 3 bedroom, 1 bath Cape perched overlooking Harpswell Sound. Sit on the covered porch and watch the sunsets over the water. The living room with its large windows takes full advantage of the panoramic water views. The primary bedroom is on the first floor and also has a water view. Property does need updating and repairs but the

    Robert Williams Rob Williams Real Estate Brokers

    30 Osbourne Row, Orrs Island, ME 04066
  • /38

    $460,000 Sold Jul 08, 2025

    • 1,194 Sq Ft
    • $385/SF
    • 26 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1975

    12 Harbor Heights, Harpswell, ME 04079

    A Cundy's Harbor Gem! Move in ready, Fully furnished!!Proven Successful, year round rental history. YTD revenue of 54,219! Upgrades throughout make this quaint, year round home so special. New roof! Classic kitchen with all the detailed moldings. Nickel board accent walls and new floors through out the home. A refreshed bathroom and laundry done thoughtfully for maximum space. 2 extra large

    Robin Yeager North Point Realty LLC

    12 Harbor Heights, Harpswell, ME 04079
    • /75

      Est $799,551 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 956 Sq Ft

      147 Dingley Island Rd, Harpswell, ME 04079

      147 Dingley Island Rd, Harpswell, ME 04079
  • /75

    $1,400,000

    • 4 Beds
    • 4 Baths
    • 3,725 Sq Ft

    21 Harpswell Islands Rd, Harpswell, ME 04079

    The ocean is out back, the world is out front.This big bright airy home offers panoramic views over the Gurnet strait. Donot hit the lobster traps with your pitching wedge. For boaters, your privatedock and mooring offer direct access to Casco Bay and beyond. Out front,shopping is five minutes away. Downtown and Bowdoin College are 10minutes, Portland 30 and the Jetport

    Mark Lomas Keller Williams Realty

    21 Harpswell Islands Rd, Harpswell, ME 04079
  • /24

    $1,400,000 Sold Jul 03, 2025

    • 1,660 Sq Ft
    • $843/SF
    • 4 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2008

    26 Cedar Beach Rd, Harpswell, ME 04079

    This lovely Maine cottage is perched on the rocks of Bailey Island providing expansive southeasterly views of the Atlantic Ocean, including Pond Island, Pond Ledges, and other Casco Bay Islands. Ready for immediate occupancy with 3 bedrooms, 2 baths, a brick wood-burning fireplace, the open floor plan with many seating areas and the deck, balcony and waterfront stone terrace provide views. Stone

    Karen Reiche LandVest, Inc.

    26 Cedar Beach Rd, Harpswell, ME 04079
    • /61

      Est $636,506 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,304 Sq Ft

      287 Cundys Harbor Rd, Harpswell, ME 04079

      287 Cundys Harbor Rd, Harpswell, ME 04079
  • /84

    $1,175,000

    • 3 Beds
    • 2 Baths
    • 1,158 Sq Ft

    95 Blueberry Ln, Harpswell, ME 04079

    Perched on the eastern shore of one of Orr's Island's highest points, sits this captivating 3BR, 2BA, year-round home boasting spectacular open-ocean views. It has been completely renovated and tastefully decorated. Located in one of Harpswell's upscaled neighborhoods where homes were positioned to access the dramatic ocean vistas. One of only a few in the development offering two rights-of-way

    Fred Rowe Rob Williams Real Estate Brokers

    95 Blueberry Ln, Harpswell, ME 04079
  • /59

    $899,000 Sold Jul 02, 2025

    • 1,928 Sq Ft
    • $466/SF
    • 18 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1880

    6 Barker Point Rd, Bailey Island, ME 04003

    Unique Antique Property on Beautiful Bailey IslandSteeped in history and lovingly maintained, this charming antique home offers a rare opportunity to own a piece of Bailey Island's past—while enjoying all the comforts of modern living.Situated in a prime location, the home rests high on the island, providing exceptional water quality without the need for filtration and capturing gentle

    Roxanne York Roxanne York Real Estate

    6 Barker Point Rd, Bailey Island, ME 04003
    • /25

      Est $506,296 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,545 Sq Ft

      16 Cundys Harbor Rd, Harpswell, ME 04079

      16 Cundys Harbor Rd, Harpswell, ME 04079
  • /73

    $1,200,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,664 Sq Ft

    3 Linnell Dr, Harpswell, ME 04003

    Enjoy breathtaking sunrises over the open Atlantic, the soothing rhythm of the waves, access to the private beachfront, and the unmatched sense of community that defines life on Bailey Island. Built in 1978 with families in mind, this rare year-round home offers protected, bold ocean views and a timeless sense of coastal living that's increasingly hard to find.The first floor

    Roxanne York Roxanne York Real Estate

    3 Linnell Dr, Harpswell, ME 04003
  • /45

    $389,000 Sold Jul 01, 2025

    • 922 Sq Ft
    • $422/SF
    • 5 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 2008

    6 Merritt House Rd Unit 22, Harpswell, ME 04079

    Welcome to effortless coastal living at its finest. Where coastal charm meets modern convenience. Located in a special waterfront community, this pristine, seaside condo offers 922 sq ft of like-new living space, Freshly painted, newly refinished hardwood floors, and a brand-new on-demand heating system to ensure your space feels modern and worry-free.Designed with easy living in mind,

    Laurie Haggerty Roxanne York Real Estate

    6 Merritt House Rd Unit 22, Harpswell, ME 04079
    • /39

      Est $437,945 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,507 Sq Ft

      203 Harpswell Islands Rd, Harpswell, ME 04079

      203 Harpswell Islands Rd, Harpswell, ME 04079
  • /55

    $1,295,000 Pending

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

    68 W Shore Rd, Harpswell, ME 04003

    Perched high above West Shore Road, this stunning home offers sweeping westerly ocean views and unforgettable sunsets from every room.Despite its central location on beloved Bailey Island, the home offers surprising privacy—just moments from island favorites like Cook's Lobster House, the Fishnet Cafe, the Cribstone Bridge, Mackerel Cove, Cedar Beach, Lands End, and more.The exterior

    Roxanne York Roxanne York Real Estate

    68 W Shore Rd, Harpswell, ME 04003
  • /81

    $799,000 Sold Jun 30, 2025

    • 2,557 Sq Ft
    • $312/SF
    • 9 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2002

    39 Catlin Shore Rd, Harpswell, ME 04079

    Nestled among mature trees with the soothing scent of salt air and glimpses of the sparkling waters of Quahog Bay, this charming home is a perfect blend of comfort and coastal living. Designed to maximize its picturesque setting, the owners crafted this residence with thoughtful attention to detail and seamless flow throughout. The spacious primary suite offers partial water views and features

    Patricia Lawson Keller Williams Realty

    39 Catlin Shore Rd, Harpswell, ME 04079
    • /7

      Not Listed For Sale

      0 Harpswell Islands Rd Rd Unit 1550738, Harpswell, ME 04003

      0 Harpswell Islands Rd Rd Unit 1550738, Harpswell, ME 04003
  • /60

    $1,389,000 Pending

    • 3 Beds
    • 3 Baths
    • 3,118 Sq Ft

    11 Blueberry Ridge, Harpswell, ME 04066

    Enjoy sweeping views of the open Atlantic from this stunning coastal neighborhood. Thoughtfully designed with a spacious open floor plan, this home offers breathtaking ocean vistas from nearly every room. The beautifully landscaped grounds feature a charming stone walkway, vibrant perennials, and a serene, natural setting.Inside, the craftsmanship shines with gorgeous wood post-and-beam

    Laurie Haggerty Roxanne York Real Estate

    11 Blueberry Ridge, Harpswell, ME 04066
  • /30

    $570,000 Sold Jun 30, 2025

    • 1,320 Sq Ft
    • $432/SF
    • 25 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1920

    34 Garrison Cove Rd, Harpswell, ME 04003

    A Coastal gem on Bailey Island. Imagine a place where every sunset feels like a private masterpiece, where the scent of salt air drifts through your windows, and the ocean is never more than a glance away. On the rugged shores of Bailey Island — home to Maine's famed Cribstone Bridge and timeless maritime beauty — this newly reimagined coastal cottage awaits.Lovingly renovated to honor the

    Bruce Davis Engel & Volkers Casco Bay

    34 Garrison Cove Rd, Harpswell, ME 04003
    • /41

      Not Listed For Sale

      33 Quahog Farm Rd, Harpswell, ME 04079

      33 Quahog Farm Rd, Harpswell, ME 04079
  • /59

    $415,000

    • Land
    • 3.58 Acres
    • $115,922 per Acre

    0 Bayview Rd Unit 2 1632776, Harpswell, ME 04066

    Welcome to Orrs Island! This lot is what dreams are made of. Cleared and prepped for TWO different building sites-choose your favorite, or build a compound immersed in all the best parts of Maine. This property has roughly 300' of private, old growth, waterfront in a long, secretive bay. It also has deeded access to the western side of the island (and two public paths for neighborhood residents)

    Kacy Hintze RE/MAX Riverside

    0 Bayview Rd Unit 2 1632776, Harpswell, ME 04066

Showing Results 1 - 40, Page 1 of 18

Home Trends in Harpswell, ME

Housing Trends

Median Sale Price
$280,000
Median Single Family Sale Price
$389,000
Average Price Per Sq Ft
$364
Number of Homes for Sale
1
Last 12 months Home Sales
2
Months of Supply
6.00
Median List Price
$389,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-34%
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