Short Term Rental

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
6 properties
Historic Barn with Three Airbnb Units
Updated: Apr 21
Historic Barn with Three Airbnb Units

679 Roosevelt Trail, Naples, ME 04055

$1,950,000
6,974 sqft 1.32 AC lot
Originally built in 1785; wood‑frame, wood‑siding structure with a mix of shingle and metal roofing
Features 3 Airbnb units: 2 within the farmhouse and 1 historic cupola unit from the Bay of Naples Hotel (constructed in 1899)
Each unit has been fully renovated for guest accommodations
Lake waterfront feature; located within walking distance to the Naples Causeway with access to restaurants and waterfront activities
Recent upgrades include new windows, new roof, updated electrical, improved plumbing, and new septic system
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679 Roosevelt Trail, Naples, ME 04055

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Historic Retail and Rental Barn
Updated: Apr 21
Historic Retail and Rental Barn

679 Roosevelt Trail, Naples, ME 04055

$1,950,000
6,974 sqft 1.32 AC lot
Originally built in 1785, "The Naples Barn" features historic structure with contemporary accommodations
Three Airbnb units: two in the Farmhouse and one Historic Cupola unit (Cupola constructed in 1899)
Historic Cupola was part of the Bay of Naples Hotel until demolition in 1960
Recent upgrades include new roof, new windows, updated electrical systems, improved plumbing, and new septic system
Water and sewer: private well and private sewer with septic tank
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Two-Unit Residential Income Property
Two-Unit Residential Income Property

75 Carleton Street, Portland, ME 04102

$990,000
2,634 sqft 0.05 AC lot

Two-unit property built in 1874, currently operating as an Airbnb with private outdoor space and off-street parking.

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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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Three-Unit Residential Income Building
Three-Unit Residential Income Building

115 Clark Street, Portland, ME 04102

$1,199,000
2,784 sqft 0.07 AC lot

Well-maintained three-unit with one vacant apartment and off-street parking; RN-4 zoning.

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Two-Unit Condo with ADU Potential
Two-Unit Condo with ADU Potential

1 Firefly Street, Portland, ME 04101

$679,998
965 sqft 4.04 AC lot

Modern two-unit condo with flexible ADU, ideal for investors.

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Based on your search, we've compiled 6 Potential Opportunities for your consideration. Besides 6 Active listings in Cumberland County, ME, we suggest exploring several alternatives:

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

Explore 6 short term rental properties for sale in Cumberland County, ME, showcased through 6 active listings on our real estate platform. These investment opportunities span a total of 27,305 square feet of properties for sale, with an estimated market value of $8,718,998.

Sale prices for short term rental properties in Cumberland County, ME start at $679,998, averaging $1,453,166, 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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