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Cumberland County ME Houses for Sale

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  • /62

    $1,550,000

    • 3 Beds
    • 3.5 Baths
    • 2,280 Sq Ft

    37 Cobb Rd, Raymond, ME 04071

    The ultimate combination of luxury and privacy awaits in this classic Maine timber frame retreat, situated on 4.52 acres with 325 feet of owned water frontage on Crescent Lake. This home seamlessly blends timeless craftsmanship with modern amenities, featuring live edge siding, cedar shakes, and a durable metal roof. Inside, the open-concept kitchen, dining, and living area is highlighted by

    Alicia Frech Ramsey Pulkkinen A Team Realty

    37 Cobb Rd, Raymond, ME 04071
  • /47

    $479,999

    • 4 Beds
    • 2.5 Baths
    • 2,008 Sq Ft

    640 Webbs Mills Rd, Raymond, ME 04071

    This well cared for Colonial offers ample space and peace of mind. Conveniently located in walking distance to Crescent Lake public beach and boat launch, with sprawling ATV trails nearby. Whether you're a lake lover, outdoor enthusiast or looking for a peaceful lifestyle with easy access to nature, this home has it. The primary bedroom offers its own private bath and with a high efficiency gas

    Daniel Meuse Hearth & Key Realty

    640 Webbs Mills Rd, Raymond, ME 04071
  • /45

    $475,000

    • 4 Beds
    • 2.5 Baths
    • 2,156 Sq Ft

    10 Empire Way, Portland, ME 04103

    Classic simplicity defines this Cape-style home nestled in Portland's Riverton neighborhood. Offering 4 bedrooms and 2.5 baths, this corner-lot property sits in a quiet, tree-lined community with sidewalks throughout. The yard offers great potential and is ready for your finishing touches. Just steps from the Riverton Community Center—with a gym, pool, learning center, and organized events—this

    Jeffrey Mateja Keller Williams Realty

    10 Empire Way, Portland, ME 04103
  • /56

    $725,000

    • 4 Beds
    • 3.5 Baths
    • 3,128 Sq Ft

    32 Kings Ln, Windham, ME 04062

    This beautiful Colonial set on a grassy knoll with trees lightly surrounding provides views of surrounding fields and distant hills. A Spacious home with large eat-in kitchen, oversized island and breakfast table area create space for the cook or guests who drop by to chat. A more formal dining area and living room provide seating for those special occasions. Upstairs is the master suite with

    Anthony Poulin Meservier & Associates

    32 Kings Ln, Windham, ME 04062
  • /26

    $499,900

    • 2 Beds
    • 0.5 Baths
    • 480 Sq Ft

    14 Serenity Dr, Harpswell, ME 04079

    This sweet 2 bedroom seasonal cottage is the last one on Serenity Drive and is a quiet summer retreat with 94 feet of deep water frontage on Mill Cove. It has been in the same family since built in 1956 and offers true coastal cottage charm in quaint Harpswell. Open kitchen and living room with original pine board paneling and exposed rafters and fireplace. Cozy enclosed screen porch overlooking

    Kathy Harris Portside Real Estate Group

    14 Serenity Dr, Harpswell, ME 04079
  • /44

    $499,500

    • 3 Beds
    • 1.5 Baths
    • 1,883 Sq Ft

    244 Libby Rd, Casco, ME 04015

    Escape to this exceptionally well-built 3-bedroom, 1.5-bath home, privately nestled on a beautifully wooded +/- 7-acre lot. Brimming with country charm and quality craftsmanship, the inviting floor plan welcomes you with a cozy seating/reading area that flows into a custom kitchen featuring stainless steel appliances and warm wood finishes. The kitchen opens seamlessly to a dining room and

    Jeffrey Mateja Keller Williams Realty

    244 Libby Rd, Casco, ME 04015
  • /50

    $2,100,000

    • 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
  • /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
  • /65

    $679,000

    • 3 Beds
    • 1 Bath
    • 1,577 Sq Ft

    247 Wiley Rd, Naples, ME 04055

    Lakes, mountains, forests, and farmland! All within reach! Imagine all of your new home and small farm dreams rolled into one beautiful property. This lovely home has been meticulously updated by a master craftsman. The home overlooks gardens, vineyards, a small orchard, and best of all you can have chickens, goats, sheep and more! The sellers have planted three different varieties of

    Ann Marie Kennedy Thompson Pine Tree Realty of Maine

    247 Wiley Rd, Naples, ME 04055
  • /55

    $579,000

    • 3 Beds
    • 2.5 Baths
    • 2,522 Sq Ft

    20 Cameron Ln, Windham, ME 04062

    Lots to see in this beautiful, well maintained 3 Bedroom, 2.5 bath home which boasts 2252 sf of living space, including a huge Bonus Room above the garage. The home sits on 1.87 acres of land. This home offers plenty of privacy on a private road yet is just 5 minutes from North Windham, shopping and many restaurants. The home has a New Roof (2021) and an Entire House Stand by Generator. The home

    William Holmes Cumberland County Realty

    20 Cameron Ln, Windham, ME 04062
  • /32

    $750,000

    • 3 Beds
    • 1.5 Baths
    • 2,585 Sq Ft

    117 Beech Ridge Rd, Scarborough, ME 04074

    Opportunity knocks twice! Returning to the market through no fault of the property and now offering buyers even greater assurance. With a completed inspection to share, and an appraisal supporting the $750,000 list price, its quality and value are verified. Purposely designed and lovingly maintained by its original owner, an engineer who oversaw every detail of its construction, this home blends

    Fred Butts EXP Realty

    117 Beech Ridge Rd, Scarborough, ME 04074
  • /56

    $675,000

    • 3 Beds
    • 2 Baths
    • 2,016 Sq Ft

    255 Raymond Hill Rd, Raymond, ME 04071

    Step into a piece of Maine history at Gladstone Manor, a captivating 1704 farmhouse set on 2 private acres in Raymond. This rare property offers the perfect blend of antique charm, modern updates, and a flexible layout suited for multi-generational living, rental potential (confirm requirements with the town), or creative use. The first floor features an updated eat-in kitchen with a soapstone

    Marie Flaherty The Flaherty Group

    255 Raymond Hill Rd, Raymond, ME 04071
  • /83

    $1,575,000

    • 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
  • /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
  • /20

    $629,000

    • 2 Beds
    • 2 Baths
    • 1,344 Sq Ft

    98 Regan Ln, Portland, ME 04103

    With every detail thoughtfully updated. From top to bottom, everything inside has been replaced (walls, floors, doors, appliances, etc.) with modern finishes and quality materials, creating a fresh, contemporary living space that feels brand new. This meticulously renovated home offers the best of both worlds - the charm of an established neighborhood combined with all the modern conveniences and

    Jason Saphire www.HomeZu.com

    98 Regan Ln, Portland, ME 04103
  • /64

    $1,500,000

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

    11 Orion Point Way, Harpswell, ME 04079

    A Rare Maine Seacoast Escape — Two Residences, Endless ViewsPerched high above the sparkling waters of Long Reach Cove, this extraordinary property captures the very soul of the Maine coast. From its commanding 100-foot cliff views along Hogback Ridge to its rare combination of privacy and convenience, this is a place where nature and craftsmanship meet. Just minutes from Brunswick, yet

    Laura Madsen EXP Realty

    11 Orion Point Way, Harpswell, ME 04079
  • /52

    $569,000

    • 2 Beds
    • 1.5 Baths
    • 1,163 Sq Ft

    30 Dow St, Portland, ME 04102

    This small federal style home welcomes you to the West End of Portland with a lot of history! The property card states it was built in 1835; however, a local building historian states it was built ca. 1828. The main house is 19 feet (+-) wide at the street and runs 47 feet (+-) deep. Although a narrow and deep lot is a common size in the historical section of Portland, this home has a larger

    Lisa Deering EXP Realty

    30 Dow St, Portland, ME 04102
  • /44

    $325,000

    • 2 Beds
    • 1 Bath
    • 950 Sq Ft

    49 Belfort St, Portland, ME 04103

    2 BR, 1 Bath Bungalow home with a large level backyard. Convenient location just off of Forest Avenue to all of Portland's amenities. Hardwood floors throughout most of home. Solid home with full concrete basement and a newer gas furnace. Mudroom entrance with easy basement access and an attached carport. Large back deck. Needs updating.

    Wayne Farrin Peninsula Properties

    49 Belfort St, Portland, ME 04103
  • /56

    $599,900

    • 4 Beds
    • 3 Baths
    • 3,140 Sq Ft

    2 Victoria Dr, Gray, ME 04039

    Welcome to 2 Victoria Drive-Where comfort meets convenience in the heart of Maine!This beautifully maintained home offers easy single-floor living with the added bonus of finished space in the basement-perfect for a cozy family room, home gym, office, or guest space. Step outside and fall in love with the lush, well-manicured lawn-ideal for summer BBQ's, lawn games, or simply soaking in the

    Andrea Babbin Wood Breakwater Realty Group, LLC

    2 Victoria Dr, Gray, ME 04039
  • /50

    $3,500,000

    • 6 Beds
    • 4 Baths
    • 6,363 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 over 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
  • /69

    $585,000

    • 4 Beds
    • 3 Baths
    • 2,542 Sq Ft

    73 Norway Rd, Harrison, ME 04040

    OPEN HOUSE SUNDAY, 9/14, 12:00 - 2:00. This charming four-bedroom, three-bath Ward Log home is tucked away from the road, accessed by a paved driveway, and features a private waterfront across the street complete with a sandy beach and dock. Built in 1987, the home has been lovingly maintained and thoughtfully updated over the years. Inside, you'll find warm knotty pine throughout most of the

    Liz Marcella Chalmers Realty

    73 Norway Rd, Harrison, ME 04040
  • /57

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,176 Sq Ft

    2 Jameson Dr, Bridgton, ME 04009

    This house comes with a REDUCED RATE as low as 5.875pct (APR 6.114pct) as of 08/12/2025 through List & LockTM. This is a seller paid rate-buydown that reduces the buyer's interest rate and monthly payment. Terms apply, see disclosures for more information. Discover modern charm and Maine serenity at 2 Jameson Drive! This beautifully finished 3-bed, 2-bath retreat features radiant heat, heat pumps

    Jaime Rolfe Oberg Insurance & Real Estate Agency, Inc.

    2 Jameson Dr, Bridgton, ME 04009
  • /46

    $995,000

    • 4 Beds
    • 2.5 Baths
    • 2,121 Sq Ft

    21 Renee Rd, Freeport, ME 04032

    Built in 2021 by Jackson Built's Arrow Home and Design, this beautiful New England-style home combines exquisite interiors with thoughtful design- modern, stylish, and created for the way you live. Located on a quiet cul-de-sac in a wonderful neighborhood, the lot is surrounded by open space offering a private and serene setting. The dream kitchen is the focal point of the home with an expansive

    Amy Cartmell Keller Williams Realty

    21 Renee Rd, Freeport, ME 04032
  • /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
  • /56

    $350,000

    • 1 Bed
    • 3 Baths
    • 5,024 Sq Ft

    945 Pequawket Trail, Standish, ME 04084

    Unleash Your Vision on This Expansive 5,000+ Sq Ft Property! Discover a unique opportunity to own over 5,000 square feet of versatile space set on 2.96 acres in the desirable Standish Residential District. Formerly home to a grandfathered, legal non-conforming 4,400 sq ft auction hall and event center, this property offers a wealth of potential for your next venture or vision. The main

    Raylene Estabrook Signature Homes Real Estate Group, LLC

    945 Pequawket Trail, Standish, ME 04084
  • /56

    $685,000

    • 4 Beds
    • 3 Baths
    • 2,712 Sq Ft

    142 Falmouth Rd, Windham, ME 04062

    This spacious Windham Cape sits on 1.84 acres of the most desireable area in Windham! This distinct home has beautiful dark hardwood floors from the kitchen to the dining room and tied to an earthy tiled floor giving it a modern and warm feel! The living room is where you'll relax and chill with large windows and ample wall space for your art and photos. Step out to your 1st level deck that has a

    Joel Turgo Elevate Maine Realty

    142 Falmouth Rd, Windham, ME 04062
  • /34

    $349,900

    • 3 Beds
    • 1 Bath
    • 1,296 Sq Ft

    987 Naples Rd, Harrison, ME 04040

    Welcome to this beautifully updated 3 bedroom home, where modern comfort meets classic charm. Thoughtfully renovated with new siding, windows, roof, a new septic system and leach field, this property is truly move-in ready. Enjoy the ease of a spacious first-floor master bedroom, offering privacy and convenience and two additional bedrooms upstairs. Throughout the home, you'll find gorgeously

    Jennifer Foss Home Port Realty

    987 Naples Rd, Harrison, ME 04040
  • /44

    $1,395,000

    • 4 Beds
    • 2.5 Baths
    • 2,173 Sq Ft

    8 Knight St, Falmouth, ME 04105

    Seaside living at its finest. Perfectly sited across from Casco Bay and Maine's largest anchorage, this newly renovated coastal-inspired modern Ranch on Falmouth Foreside offers a rare blend of refined design and effortless living. Meticulously transformed by a premier designer, the home now showcases elegant single-level living, where every element has been thoughtfully curated and masterfully

    Linda MacDonald Legacy Properties Sotheby's International Realty

    8 Knight St, Falmouth, ME 04105
  • /46

    $849,000

    • 3 Beds
    • 2.5 Baths
    • 2,222 Sq Ft

    259 Falmouth Rd, Falmouth, ME 04105

    Where History meets modern living. Welcome to 259 Falmouth Road, Falmouth.Step into the charm of a thoughtfully restored New England farmhouse, offering the perfect balance of timeless character and updated comfort. Set on nearly half an acre (.46 acres), this 2,222 square foot home features three bedrooms, two and a half bathrooms, and an easygoing layout ideal for both everyday living

    Chelsea Roy Portside Real Estate Group

    259 Falmouth Rd, Falmouth, ME 04105
  • /80

    $1,775,000

    • 3 Beds
    • 3 Baths
    • 3,769 Sq Ft

    254 Foreside Rd, Cumberland Foreside, ME 04110

    A private spanctuary for the discerning collectors and luxury lovers—this is the rare opportunity you've been waiting for. Expertly reimagined in 2014-2015 with custom finishes throughout, this architecturally striking residence was thoughtfully designed to showcase large-scale artwork while providing the ultimate backdrop for entertaining and refined living.As you wind up the private

    John Hatcher Keller Williams Realty

    254 Foreside Rd, Cumberland Foreside, ME 04110
  • /119

    $1,000,000

    • 3 Beds
    • 3 Baths
    • 4,058 Sq Ft

    250 Mere Point Rd, Brunswick, ME 04011

    Everything you could possibly need. Enjoy the ease of entertaining in this immaculate home with space for everyone, inside and out—just 5 minutes to Bowdoin College and Maine Street Brunswick. Greet guests on the easterly-facing wraparound porch with mahogany floors—ideal for morning coffee or evening drinks. The spacious kitchen features cherry cabinets, Brazilian cherry floors, granite

    Rick Bisson Keller Williams Realty

    250 Mere Point Rd, Brunswick, ME 04011
  • /123

    $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
  • /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
  • /78

    $659,000

    • 4 Beds
    • 1.5 Baths
    • 1,840 Sq Ft

    1689 Harpswell Islands Rd, Harpswell, ME 04079

    Quintessential Island Living with Endless Possibilities - 1689 Harpswell Islands Road, Orr's Island, MENestled in the heart of Orr's Island village, this rare and versatile property offers a unique blend of historic charm, coastal character, and exceptional functionality across three distinct buildings.The centerpiece is an updated 1865 New England-style home featuring 3 bedrooms,

    Bruce Davis Engel & Volkers Casco Bay

    1689 Harpswell Islands Rd, Harpswell, ME 04079
  • /43

    $374,900

    • 2 Beds
    • 1 Bath
    • 1,110 Sq Ft

    388 Ossipee Trail E, Gorham, ME 04038

    Stop Searching... this Is The One! Why settle when you can have it all? This fully updated Cape is more than just a home, it's the lifestyle upgrade you've been waiting for. Perfectly situated on a private, tree-lined lot, this property delivers peace and privacy without sacrificing convenience. Step inside and be impressed by a bright, modern kitchen with sleek white cabinetry, stainless

    Fred Andrews Spectrum Real Estate

    388 Ossipee Trail E, Gorham, ME 04038
  • /44

    $450,000

    • 2 Beds
    • 1 Bath
    • 1,194 Sq Ft

    31 Allen Range Rd, Freeport, ME 04032

    Excellent opportunity for developers and investors alike. The home has 2 bedrooms and 1 Bath but has unfinished space on the second floor for additional bedrooms. The home sits on 15+ acres that could be used for many things such as single family homes, multi family homes or business use. It is in the MDA zone which states each additional lot need only be 50,000 sq feet and only requires 100

    Rodney Charest Meservier & Associates

    31 Allen Range Rd, Freeport, ME 04032
  • /83

    $949,000

    • 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
  • /72

    $2,150,000

    • 4 Beds
    • 3.5 Baths
    • 3,636 Sq Ft

    42 Knowles Point Rd, Bridgton, ME 04009

    Welcome to Knowles Point on pristine Highland Lake! A rare opportunity to experience lake living at its finest in one of only a few homes located in this exclusive cul-de-sac . Just bring your toothbrush to start enjoying this fully furnished, move-in ready 4-bedroom, 3.5-bath home, perfect for quiet getaways or memorable gatherings. Embrace the natural beauty of 1.8 wooded acres, with over 200

    Tracey Lopez Oberg Insurance & Real Estate Agency, Inc.

    42 Knowles Point Rd, Bridgton, ME 04009
  • /49

    $754,000

    • 4 Beds
    • 4 Baths
    • 2,644 Sq Ft

    220 Lane Ave, Portland, ME 04103

    Nestled in a quiet, tree-lined corner of a cozy Portland neighborhood, this well-loved 4-bedroom, 2 full and 2 half bath home blends timeless charm with thoughtful updates for modern living. Surrounded by beautifully curated landscaping that blooms with color and texture year-round, the home welcomes you with a spacious front porch—perfect for sipping coffee on crisp mornings—and an oversized

    Ansley Moore Better Homes & Gardens Real Estate/The Masiello Group

    220 Lane Ave, Portland, ME 04103
  • /49

    $1,080,000

    • 3 Beds
    • 2.5 Baths
    • 1,536 Sq Ft

    86 Ridge Rd, Frye Island, ME 04071

    Welcome to the Lighthouse on Frye Island—an iconic waterfront retreat that offers relaxed living and effortless access to Sebago Lake. This furnished home features three bedrooms upstairs, alongside a versatile loft and a bonus room on the first floor, ensuring ample space for family and guests. With 2 full baths and half bath off of the bonus room, this residence effortlessly balances comfort

    Ellen McKee Advisors Living, LLC

    86 Ridge Rd, Frye Island, ME 04071

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