Short Term Rental

Naples, ME Short Term Rental Properties for Sale

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Casco, ME Bridgton, ME Harrison, ME Sebago, ME Otisfield, ME Poland, ME Denmark, ME Raymond, ME
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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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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Based on your search, we've compiled 7 Potential Opportunities for your consideration. Besides 3 Active listings in Naples, ME, we suggest exploring several alternatives: 4 properties in Nearby Cities

Opportunities in Nearby Cities

Here are 4 Similar properties we found in Nearby Locations for your consideration.

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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Duplex With Rear Cottage
Duplex With Rear Cottage

62 Evergreen Avenue, Old Orchard Beach, ME 04064

$819,000
3,931 sqft 0.12 AC lot

Two updated 2-bedroom units plus a detached rear cottage, each with established rental history and private outdoor space.

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Triplex with Flexible Rental Terms
Triplex with Flexible Rental Terms

21 Milliken Street, Old Orchard Beach, ME 04064

$989,000
2,288 sqft 0.12 AC lot

Town-inspected triplex at 21 Milliken Street offering adaptable short-, mid-, or long-term rental setups near Old Orchard Beach.

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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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Naples, ME Short Term Rental Properties Market Trends and Statistics

Explore 3 short term rental properties for sale in Naples, ME, showcased through 3 active listings on our real estate platform. These investment opportunities span a total of 20,922 square feet of properties for sale, with an estimated market value of $5,850,000.

Sale prices for short term rental properties in Naples, ME start at $1,950,000, averaging $1,950,000, 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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Top Commercial Asset Segments

Commercial property segments ranked by active listings on the market

Short term rental properties 3

Demographics Overview

Population 3,949
Population Growth (5Y) +0.7%
Median Household Income $68,278
College Educated 46.6%

High-Yield Neighborhoods for Investment

Identify Naples submarkets with the highest inventory density on the market and evaluate the average listing prices of real estate assets

Neighborhood Average Price
04055 $2M

Taxes & Financing

Tax Rate (average for all types) 0.92%
Property Tax per SF $47.58 per SF
Tax Rate vs County Average 0.60 pp below county avg
Average Loan-to-Value 65.0%

Listings Trend

New vs delisted commercial listings in Cumberland County

New Delisted

Total CRE Inventory on Market (SF)

Average Property Price per SF

For-sale pricing trends across core commercial property types in Cumberland County

Retail

Residential Income

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