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Cumberland, ME Homes for Sale

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  • /22

    $899,000

    • 2 Beds
    • 2 Baths
    • 1,368 Sq Ft

    5 Skillin Rd, Cumberland, ME 04021

    Welcome to 5 Skillin Road, a unique and alluring property. This updated ranch features two bedrooms and a modern bathroom. The kitchen was recently renovated with stainless steel appliances, white cabinets and counters which flows into an open-concept living room and dining area. Other features include mini splits and whole house generator, an attached 2 car garage with an apartment above it, a

    Agent Photo

    David Banks

    RE/MAX By The Bay

    (207) 386-3840

    5 Skillin Rd, Cumberland, ME 04021
  • /36

    $599,000 Open Sun 12PM - 3PM

    • 3 Beds
    • 2 Baths
    • 2,162 Sq Ft

    34 Trails End Rd, Windham, ME 04062

    Many uses possible for this home. Second floor of garage would make a great apartment or in-law . also the daylight basement has a separate entrance and could have many uses.Zoning allows for many uses.

    Tom Noonan Allied Real Estate

    34 Trails End Rd, Windham, ME 04062
  • /33

    $560,000 Open Sat 1PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 2,236 Sq Ft

    37 Belvedere Dr, Windham, ME 04062

    Step into this beautifully upgraded 3-bedroom, 3-bath home that perfectly blends classic charm with modern comfort. This home welcomes you with a stunning farmer's porch—the perfect spot for morning coffee or evening relaxation.Inside, you'll find a thoughtfully designed floor plan featuring custom cabinetry that adds elegance and functionality to the kitchen and beyond. The living and dining

    Andy Lord Landing Real Estate

    37 Belvedere Dr, Windham, ME 04062
  • /36

    $715,000

    • 3 Beds
    • 2.5 Baths
    • 1,768 Sq Ft

    17 Alishia Ln, Gray, ME 04039

    IF YOU NEED ROOM FOR AN RV, WORK EQUIPMENT OR JUST TOYS, THIS 30 X 40 DETACHED GARAGE HAS IT!! This charming colonial home offers 3 spacious bedrooms, 2.5 baths, with the master suite featuring a full bath and a w/in closet. All bedrooms are carpeted for added comfort. The first floor features a fully applianced kitchen with SS appliances and granite countertops, as well as stunning hardwood

    Doreen Gagne Integrity Homes Real Estate Group, PC

    17 Alishia Ln, Gray, ME 04039
  • /38

    $725,000

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

    16 Rockaway Rd, Falmouth, ME 04105

    Welcome to 16 Rockaway Road! This charming home has been lovingly lived in and offers a warm and inviting atmosphere. As you step inside, you'll be greeted by a lovely kitchen featuring a large and functional island, perfect for meal prep and casual dining. The Jenn Air stove and ample counter space will delight any home chef, and the abundant natural light creates a bright and cheerful ambiance.

    Amy Sheehan Keller Williams Realty

    16 Rockaway Rd, Falmouth, ME 04105
  • /100

    $624,999

    • 3 Beds
    • 2 Baths
    • 2,023 Sq Ft

    193 Bruce Hill Rd, Cumberland Center, ME 04021

    Welcome to 193 Bruce Hill Road! This 3 bed 2 bath home has an in-ground pool, heat pumps, solar power, battery backup, a lovely all glass sunroom (gorgeous!), a vintage wood burning kitchen stove (along with modern appliances) and so many upgrades! Bonus room and den in the basement. There is a 2 car detached garage and the pool house has a half bath. The primary bedroom has an en suite bath and

    Griffin Meara Excellence Realty

    193 Bruce Hill Rd, Cumberland Center, ME 04021
  • /36

    $589,000

    • 3 Beds
    • 1 Bath
    • 1,620 Sq Ft

    176 Anglers Rd, Windham, ME 04062

    Just in time for Spring/Summer! Nestled on the shores of Pettingill Pond in Windham, this 3-bedroom cottage comes completely furnished and is move in ready! With its prime location in the Lakes Region area of Maine, you're just a stone's throw away from a myriad of dining, shopping, and outdoor activities. Whether you're unwinding on your own dock or exploring the waters, this property offers 46

    Constance Eldridge Pine Tree Realty of Maine

    176 Anglers Rd, Windham, ME 04062
  • /50

    $895,000

    • 3 Beds
    • 2.5 Baths
    • 2,780 Sq Ft

    27 Hunts Hill Rd, Gray, ME 04039

    This beautiful home is a unique gem nestled in among mature Black Locust trees, Horse Chestnut trees, and a rare tri-colored Beech tree. This landscape illuminates the estimated 200 year old grand Oak tree; holding a cherished history story within. The home itself, originally built in 1800, has been recently expanded and renovated; where modern meets gracefully with the antique charm that this

    Elizabeth Theriault Coldwell Banker Realty

    27 Hunts Hill Rd, Gray, ME 04039
  • /29

    $650,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,728 Sq Ft

    273 Mayall Rd, Gray, ME 04039

    New Construction! Move in beginning July! Beautiful colonial sitting on just under two acres with 3 bedrooms, 2.5 baths, 1728 sqft, and direct access 2 car garage. The house offers an open concept. The kitchen will have new stainless steel appliances and granite countertops. Primary bedroom has a walk-in closet and primary bath with double sinks! 2nd floor laundry room. A basement and room above

    Amanda Gervais RE/MAX Coastal

    273 Mayall Rd, Gray, ME 04039
  • /23

    $369,900

    • 2 Beds
    • 1 Bath
    • 767 Sq Ft

    15 Tarkill Way Unit 15, Windham, ME 04062

    Welcome to this charming and beautifully maintained one level condominium nestled in a peaceful 55+ community minutes from all of Windham's amenities. This home features a one car garage and full basement with many upgrades such as gorgeous hardwood floors, a double oven and granite counters in the kitchen, remote control blinds in the main living area, heat pumps on the first floor and in the

    Michelle Don Rebecca Lord RE/MAX Shoreline

    15 Tarkill Way Unit 15, Windham, ME 04062
  • /25

    $299,000

    • 2 Beds
    • 1 Bath
    • 816 Sq Ft

    43 Skillin Rd, Cumberland Center, ME 04021

    Located in the heart of Cumberland, this classic 1970s ranch offers a unique opportunity for investors or buyers seeking a manageable home with promising potential. Set on 1.27 acres, the property features two bedrooms and one full bathroom across 816 square feet of living space, with an additional 408 square feet of finished area in the basement that lends itself well to a variety of uses. The

    Eric Humes All Points Realty

    43 Skillin Rd, Cumberland Center, ME 04021
  • /42

    $389,000

    • 3 Beds
    • 1 Bath
    • 1,425 Sq Ft

    79 Ramsdell Rd, Gray, ME 04039

    Location, Location, Location!This charming home offers the perfect blend of convenience and low-maintenance living. Nestled in an ideal spot for commuting to Portland, Auburn, or Windham, you'll love how easily you can get where you need to go. Step outside to enjoy summer evenings grilling on the spacious wraparound deck, or unwind in the bonus room located in the finished basement — perfect for

    Matt and Gena Lamontagne Signature Homes Real Estate Group, LLC

    79 Ramsdell Rd, Gray, ME 04039
  • /36

    $475,000 Open Sat 10AM - 11:30AM

    • 3 Beds
    • 2 Baths
    • 1,617 Sq Ft

    55 Underwood Way, Windham, ME 04062

    Located in one of Windham's most sought-after neighborhoods, this beautifully maintained Cape offers three spacious bedrooms and two full bathrooms. The heart of the home is a showstopper of a kitchen, featuring gleaming granite countertops, stainless steel appliances, custom cherry cabinetry, and built-in storage perfect for any home chef. Enjoy the warmth and charm of the expansive family room,

    Tiffany Libb Pamela Starnes Signature Homes Real Estate Group

    55 Underwood Way, Windham, ME 04062
  • /26

    $349,995

    • 2 Beds
    • 1 Bath
    • 1,584 Sq Ft

    88 Smith Rd, Windham, ME 04062

    Great opportunity to build equity. House has some good bones and is move-in ready.There are several unique features to explore in this home. Enjoy 1 floor living plus bonus space in basement. Features include an oversized 2 + car garage and plenty of storage space. The taxes are a portion of the current assessment, as a 6 acre lot has been split and is being offered separately. MLS #1620025

    Michael Jacobson Kre Brokerage Group

    88 Smith Rd, Windham, ME 04062
  • /5

    $225,000

    • Land
    • 6 Acres
    • $37,500 per Acre

    90 Smith Rd, Windham, ME 04062

    Here is your opportunity to build or bring your home to a large 6 acre lot. This lot is newly created form a larger lot split from 88 Smith road which is also for sale. Driveway is grubbed out and ready for your plans. Property has recently been subdivided to create the parcel. Soils have been done and septic plan is attached.

    Michael Jacobson Kre Brokerage Group

    90 Smith Rd, Windham, ME 04062
  • /33

    $449,900

    • 3 Beds
    • 1.5 Baths
    • 1,428 Sq Ft

    3 Sayward Dr, Gray, ME 04039

    Charming Cape Cod in Sought-After Gray Subdivision - 3 Sayward DrWelcome to 3 Sayward Dr, a beautifully maintained gray Cape Cod nestled on 1.76 serene acres in one of Gray's most desirable subdivisions. This inviting home offers the perfect blend of comfort, style, and functionality—ideal anyone looking to enjoy Maine living at its finest.Step inside to discover newer floors and sun-filled rooms

    Dustin Mallar Maine Source Realty

    3 Sayward Dr, Gray, ME 04039
  • /34

    $500,000 Open Sat 1PM - 2:30PM

    • 3 Beds
    • 1.5 Baths
    • 1,352 Sq Ft

    34 Belvedere Dr, Windham, ME 04062

    PUBLIC OPEN HOUSE - 4/26 from 1pm-2:30pm.You will get YARD ENVY at 34 Belvedere Drive! One of the most popular neighborhoods in Windham. This like new three bedroom & 1.5 bathroom colonial is waiting for new owners to make memories here! Natural light pours in through large windows, highlighting the charming features of the space. The kitchen is a true focal point, with sleek countertops, ample

    Adam Parent Maine Real Estate Co

    34 Belvedere Dr, Windham, ME 04062
  • /53

    $405,000

    • 3 Beds
    • 3 Baths
    • 1,992 Sq Ft

    8 Ramsdell Rd, Gray, ME 04039

    OPEN HOUSE Saturday, April 5th, 2-4pm! Welcome to this beautiful two-story home, perfectly nestled on a sprawling 3-acre lot, offering an ideal spot to call HOME. With 3 spacious bedrooms and 3 full bathrooms, this is ideal for anyone seeking a combination of comfort and modern living.The main floor features an open kitchen and dining area with stainless steel appliances, and tons of cabinet and

    Kristin Piccone Landing Real Estate

    8 Ramsdell Rd, Gray, ME 04039
  • /45

    $429,000

    • 2 Beds
    • 3 Baths
    • 931 Sq Ft

    24 Shore Rd, Windham, ME 04062

    This charming two-bedroom, one-and-a-half-bath home offers the perfect blend of comfort and convenience—ideal as your primary residence or relaxing lakefront getaway. Featuring numerous updates and a cozy, easy-living layout, this home invites you to relax and enjoy everything lakeside living has to offer. Come relax gaze at the stars and listen to the loons. Located just minutes from

    Elizabeth Splane Home At Last Realty

    24 Shore Rd, Windham, ME 04062
  • /34

    $325,000

    • 2 Beds
    • 0.5 Baths
    • 730 Sq Ft

    148 Anglers Rd, Windham, ME 04062

    Nestled on the serene shores of Pettingill Pond in Windham, this charming seasonal cottage has been a cherished family retreat since its construction in 1935. Steeped in history and filled with nostalgic charm, it remains a beloved haven for generations of the same family. The cottage features two cozy bedrooms and a delightful sleeping porch, perfect for crisp Maine evenings. The living room,

    Marie Flaherty The Flaherty Group

    148 Anglers Rd, Windham, ME 04062
  • /64

    $1,995,000

    • 6 Beds
    • 3 Baths
    • 3,696 Sq Ft

    160 Lyons Point Rd, Raymond, ME 04071

    Welcome to 160 Lyons Point Road, a stunning 6-bedroom, 3-bathroom lakefront retreat nestled on the shores of Little Sebago Lake in Gray, Maine. This spacious, beautifully maintained home offers the perfect blend of year-round comfort and vacation-style living.With direct walk-out access to the lake, the property is designed for those who crave the waterfront lifestyle. Whether you're

    Lisa Andrade Dream Home Realty LLC

    160 Lyons Point Rd, Raymond, ME 04071
  • /42

    $330,000 Open Sun 11AM - 1PM

    • 2 Beds
    • 1 Bath
    • 880 Sq Ft

    65 Anglers Rd, Windham, ME 04062

    This year-round cottage offers a right-of-way to Pettingill Pond with stunning water views. It features two bedrooms, one bathroom, and a cozy loft area.Located in the picturesque lakes region, you're just a short drive from Sebago Lake, Little Sebago Lake, and recreational activities like boating and hiking.Conveniently close to the North Windham shopping area, this cottage is a

    Eric Meadows Margaret {Maggie} Ellis Portside Real Estate Group

    65 Anglers Rd, Windham, ME 04062
  • /32

    $270,000 Open Sat 10AM - 11:30AM

    • 2 Beds
    • 1.5 Baths
    • 1,000 Sq Ft

    22 Whites Bridge Rd Unit 22, Windham, ME 04062

    Motivated Seller! It's easy to bloom when you're planted at 22 Whites Bridge Road! A serene setting, siding that will be completely spruced up this summer, and the simplicity of condominium living make this end-unit 2-bedroom, 1.5-bath abode a warm welcome home. Inside, rustic wood beams, lofty ceilings, and an open, airy layout make relaxing, dining, and entertainment an easy endeavor. The

    Bridget King Jason Miller King + Miller Real Estate

    22 Whites Bridge Rd Unit 22, Windham, ME 04062
  • /31

    $299,000

    • 2 Beds
    • 1.5 Baths
    • 936 Sq Ft

    19 Baxter Woods Trail Unit 47, Windham, ME 04062

    Sweet, petite and situated in well-loved Windham, this 2-bedroom, 1.5-bath condo's calling card has convenience written all over it! A walkable neighborhood, swimming pool, and easy proximity to amenities make these digs poised to please. Glistening from a recent glow-up, the dine-in kitchen's granite countertops and direct access to the deck will have you whistling while whipping up lunch.

    Bridget King Jason Miller King + Miller Real Estate

    19 Baxter Woods Trail Unit 47, Windham, ME 04062
  • /16

    $950,000

    • Land
    • 2.61 Acres
    • $363,985 per Acre

    Lot #1 Chamberlain Dr, Windham, ME 04062

    Seize this incredible opportunity to acquire 2.61 acre surveyed parcel of prime land, is perfectly suited for residential or commercial development. Located just off Route 302 and Tandberg Trail, this highly visible and accessible property offers zoning flexibility with the potential to construct 60- 64 residential units, mixed use or retail/ flex commercial buildings in a growing area with

    Marc Fishman Keller Williams Realty

    Lot #1 Chamberlain Dr, Windham, ME 04062
  • /74

    $699,000

    • 3 Beds
    • 2 Baths
    • 1,984 Sq Ft

    3 Nautical Way Unit A, Gray, ME 04039

    Welcome to 3A Nautical Way, Gray. This beautifully designed one level three bedroom, two bath condo offers it all. Located in a private setting yet conveniently located near the turnpike, shopping & all the outdoor recreation Maine can offer. Beautifully landscaped yard, expansive garage & private back deck with propane hookup for the grill. The kitchen offers hickory cabinets, granite counter

    Leah Gagne Locations Real Estate Group LLC

    3 Nautical Way Unit A, Gray, ME 04039
  • /92

    $749,000

    • 3 Beds
    • 2 Baths
    • 1,984 Sq Ft

    3 Nautical Way Unit B, Gray, ME 04039

    Welcome to 3B Nautical Way. This stunning custom designed one level three bedroom, two bath condo is a breath of fresh air. Located in a private setting yet conveniently located near the turnpike, shopping & all the outdoor recreation Maine can offer. Gorgeous landscaped yard, expansive garage & private back deck with hot tub, wooden slab bar & timber beam swing, huge walkout basement with work

    Leah Gagne Locations Real Estate Group LLC

    3 Nautical Way Unit B, Gray, ME 04039
  • /147

    $1,448,000

    • 6 Beds
    • 4 Baths
    • 3,968 Sq Ft

    3 Nautical Way, Gray, ME 04039

    Welcome to 3 Nautical Way. This stunning custom designed one level multi generational home is a breath of fresh air. Each unit of this home is absolutely stunning. Located in a private setting yet conveniently located near the turnpike, shopping & all the outdoor recreation Maine can offer. Gorgeous landscaped yard, expansive garages & private back decks with hot tub, wooden slab bar & timber

    Leah Gagne Locations Real Estate Group LLC

    3 Nautical Way, Gray, ME 04039
  • /137

    $1,448,000

    • 4 Baths
    • 3,968 Sq Ft

    3 Nautical Way, Gray, ME 04039

    Welcome to 3 Nautical Way. This stunning custom designed one level two unit home is a breath of fresh air. Located in a private setting yet conveniently located near the turnpike, shopping & all the outdoor recreation Maine can offer. Gorgeous landscaped yard, expansive garages & private back decks with hot tub, wooden slab bar & timber beam swing. Custom designed kitchens with high end

    Leah Gagne Locations Real Estate Group LLC

    3 Nautical Way, Gray, ME 04039
  • /54

    $1,175,000

    • 4 Beds
    • 2.5 Baths
    • 3,299 Sq Ft

    65 Sky Dr, Windham, ME 04062

    A like-new custom home, meticulously designed, that makes an unforgettable statement in one of the most sought-after Lakes Region neighborhoods. Located just minutes from the charm of downtown Windham, this stunning property is ideally positioned just a mile away from all the conveniences of the town center, and offers the best of both worlds—seclusion and accessibility. You'll enjoy the peaceful

    Bruce Davis Engel & Volkers Casco Bay

    65 Sky Dr, Windham, ME 04062
  • /79

    $1,150,000

    • 5 Beds
    • 3.5 Baths
    • 4,568 Sq Ft

    16 Gin Mill Ln, Windham, ME 04062

    Located at the mouth of the pristine Little Sebago Lake, this serene and beautiful Mill Pond setting provides year-round stillness and tranquility on 2.5 acres with 285ft of owned water frontage, ideal for a dock and swimming, with additional access to an association beach with a dock. In the summer, the gentle lapping of the water invites residents to enjoy activities such as swimming, kayaking,

    Stacy Salvo Portside Real Estate Group

    16 Gin Mill Ln, Windham, ME 04062
  • /5

    $875,000

    • Land
    • 88 Acres
    • $9,943 per Acre

    24 Portland Rd, Gray, ME 04039

    Two parcels being sold together. Beautiful wooded lot both commercially zoned out front and residential out back approximately 88 acres. The lot consist of large trees a pristine babbling brook with small waterfalls and rock walls. Keep it for a large private family compound or perfect for a subdivision.

    Derek Drumtra Ray Landing Real Estate

    24 Portland Rd, Gray, ME 04039
  • /2

    $510,000

    • 2.5 Baths
    • 1,848 Sq Ft

    25 Abby Ln, Gray, ME 04039

    Investors, first timers and multi-generational buyers must see this owner-occupied quality-built duplex situated on a beautifully kept private 1.84 acre lot in convenient GRAY, Maine location in close proximity to local amenities. Pride of homeownership is found here as both units were occupied by the owners. Each unit features bright and sunny open concept kitchen, dining and living rooms, 2

    Debbie Mancini Regency Realty Group

    25 Abby Ln, Gray, ME 04039
  • /2

    $485,000

    • Land
    • 22 Acres
    • $22,045 per Acre

    224 Shaker Rd, Gray, ME 04039

    Excellent opportunity in RRA zone—large tract near Dry Mills corner. Level lot offers over 800' of frontage on Route 26. Close to I-95 (Maine Turnpike).

    Cheri Bonawitz Malone Commercial Brokers, Inc.

    224 Shaker Rd, Gray, ME 04039
  • /2

    $429,000

    • Land
    • 3.70 Acres
    • $115,946 per Acre

    99 Enterprise Dr, Windham, ME 04062

    Permitted uses: Auction house, Automobile auction facilityAutomobile repair services, Building, accessory Business and professional office,Contractor services, Contractor storage yard, Construction services, heavy, major Construction services, heavy, minor, Convention center, Distribution facility, Forestry, Hotel, Industry, heavy, Industry, light, Marijuana cultivation facility,

    Larry Eliason Butts Commercial Brokers

    99 Enterprise Dr, Windham, ME 04062
  • /31

    $625,000 Open Fri 4PM - 5:30PM

    • 3 Beds
    • 2.5 Baths
    • 1,711 Sq Ft

    1 Oaken Ridge Unit 1, North Yarmouth, ME 04097

    OPEN HOUSE FRIDAY 4/25 FROM 4:00-5:30AND SUNDAY 4/27 FROM 1:00-3:00Welcome to Oaken Ridge - A Distinctive Townhome Community Surrounded by Nature.Discover a truly unique living experience at Oaken Ridge, where the ease of condo living meets the tranquility of a private, wooded setting. Nestled on over 30 acres with portions along the Royal River, this intimate community of just six townhomes

    Mary Conroy Portside Real Estate Group

    1 Oaken Ridge Unit 1, North Yarmouth, ME 04097
  • /7

    $250,000

    • 2 Beds
    • 1 Bath
    • 972 Sq Ft

    50 Overlook Rd, Windham, ME 04062

    Investors! Here is an opportunity to renovate this home or build a new with deeded access to Highland Lake. Home is in need of extensive repairs.

    Rodney Charest Meservier & Associates

    50 Overlook Rd, Windham, ME 04062

Frequently Asked Questions

Is Cumberland, ME a safe city?
In general, the safest neighborhood in Cumberland, ME with lower crime scores is Cumberland Foreside.
What are the most popular zip codes in Cumberland, ME?
The most popular zip codes in Cumberland, ME include 04240, 04101, 04074, 04103 and 04062.
What are the most popular neighborhoods near Cumberland, ME?
The most popular neighborhoods near Cumberland, ME are Outer Falmouth, West Cumberland, North Yarmouth, North Gorham and New Gloucester.
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