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    Cumberland County, ME Short Term Rental Properties for Sale

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    Portland, ME Lewiston, ME Bangor, ME Auburn, ME Waterville, ME Augusta, ME Rockland, ME Biddeford, ME
    13 properties
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    Sebago Lake Duplex with Game Rooms
    Updated: Jul 22
    Sebago Lake Duplex with Game Rooms

    45-47 Shore Road, Sebago, ME 04029

    $1,395,000
    5,936 sqft 1.61 AC lot
    Two‑unit duplex totaling 5,936 square feet on 1.61 acres
    More than 300' of road frontage with room for a potential garage or barn
    ICF construction with 12‑inch concrete walls, including the dividing wall
    Each unit has four bedrooms, three baths, and a large game room
    Neighborhood‑only beach at the end of the street near Sebago Lake
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    Renovated Short-Term Rental Property
    Updated: Jul 12
    Renovated Short-Term Rental Property

    679 Roosevelt Trail, Naples, ME 04055

    $1,950,000
    6,974 sqft 1.32 AC lot
    Three short‑term rental units within the Farmhouse and historic cupola
    6,974 square feet on 1.32 acres with Commercial zoning
    Primary structure dates to 1785; cupola constructed in 1899
    Seasonal antique shop and café occupy additional property areas
    Within walking distance of the Naples Causeway
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    Historic Mixed-Use Property
    Historic Mixed-Use Property

    679 Roosevelt Trail, Naples, ME 04055

    $1,950,000
    6,974 sqft 1.32 AC lot

    Three short-term rental units accompany a seasonal antique shop and café in a walkable Naples commercial setting.

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    See what stands out in Cumberland County

    We check every for-sale listing in the county against comparable properties across the country. Most price about where you would expect. A few are worth a second look.

    We check every listing here. A few are worth a second look.

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    Brick Quadplex With Parking
    Brick Quadplex With Parking

    481 Cumberland Avenue, Portland, ME 04101

    $1,200,000
    4,086 sqft

    Vacant delivery includes private parking and a varied mix of unit layouts.

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    Brick Quadplex with Private Parking
    Brick Quadplex with Private Parking

    481 Cumberland Avenue, Portland, ME 04101

    $1,200,000
    4,086 sqft 0.11 AC lot

    Four residential units include a two-bedroom layout and three one-bedroom apartments.

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    Waterfront Multifamily Compound
    Waterfront Multifamily Compound

    13 & 16 Joyal Hill Lane, Casco, ME 04015

    $825,000
    2,304 sqft 7.50 AC lot

    Multiple residences on private waterfront land provide flexible year-round, seasonal, or rental use.

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    Turn a Listing Into an Investment Snapshot Cap Rate, Potential NOI, Demand score for every listing. Go To Analytics Center
    Duplex with Private Courtyard
    Duplex with Private Courtyard

    75 Carleton Street, Portland, ME 04102

    $970,000
    2,634 sqft 0.05 AC lot

    Two-unit property with flexible living arrangements, off-street parking, and a fenced outdoor area in Portland’s West End.

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    Waterfront Multifamily Property
    Waterfront Multifamily Property

    1316 13 & 16 Joyal Hill Ln, Casco, ME 04015

    $825,000
    2,304 sqft 7.50 AC lot

    Multi-unit compound with a separate chalet, private dock, wooded acreage, and additional buildable lots.

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    Two-Unit Multifamily Property
    Two-Unit Multifamily Property

    1 Firefly Street, Portland, ME 04101

    $679,998
    965 sqft 4.04 AC lot

    New construction pairs a contemporary three-bedroom residence with a detached accessory dwelling unit and shared community amenities.

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    Waterfront Triplex Compound
    Waterfront Triplex Compound

    13 & 16 Joyal Hill Lane, Casco, ME 04015

    $825,000
    2,304 sqft 7.50 AC lot

    Three-unit waterfront compound with owned dock access, a 3-bedroom main chalet, and two additional 2-bedroom units.

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    Two-Unit Residential Income Property
    Two-Unit Residential Income Property

    75 Carleton Street, Portland, ME 04102

    $970,000
    2,634 sqft

    Two-unit residence with cathedral ceilings and skylights plus off-street parking and a private courtyard.

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    Historic Barn Mixed-Use Property
    Historic Barn Mixed-Use Property

    679 Roosevelt Trail, Naples, ME 04055

    $1,950,000
    6,974 sqft

    Historic barn with three renovated Airbnb units, a seasonal antique shop, and a café, near Naples Causeway.

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    Newly Built Furnished Duplex
    Newly Built Furnished Duplex

    45-47 Shore Road, Sebago, ME 04029

    $1,395,000

    Turnkey two-unit property with mirrored layouts, extensive furnishings, private outdoor areas, and short-term rental operations already in place.

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    Based on your search, we've compiled 13 Potential Opportunities for your consideration. Besides 13 Active listings in Cumberland County, ME, we suggest exploring several alternatives:

    Cumberland County, ME Short Term Rental Properties Market Trends and Statistics

    Explore 13 short term rental properties for sale in Cumberland County, ME, showcased through 13 active listings on our real estate platform. These investment opportunities span a total of 48,175 square feet of properties for sale, with an estimated market value of $16,134,998.

    Sale prices for short term rental properties in Cumberland County, ME start at $679,998, averaging $1,241,153, and reaching up to $1,950,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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    Featured Cumberland County Real Estate Agencies

    Realmo connects you with licensed Cumberland County CRE brokers providing property specifications, local market pricing, and commercial transaction underwriting support.

    Vitalius Real Estate Group
    306 Congress Street, Suite 3 Portland, ME 04101
    Phone: 12075413755
    www.vitalius.com
    Maine Real Estate Choice
    18 Olde Village West Naples, ME 04055
    Phone: 12076935200
    www.mainerealestatechoice.com
    F.O. Bailey Real Estate
    183 US Route One Falmouth, ME 04105
    Phone: 12077811111
    www.fobaileyrealestate.com

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