Investing in Nantucket, MA — Market Analysis
Nantucket sits at the luxury end of the Massachusetts investment market, with a median home price around $2,400,000. Nantucket is a resort and vacation-rental market. The long-term rent number here rarely tells the real story — the investment case is usually built on nightly revenue, and lenders that accept documented short-term rental income underwrite these deals very differently from lenders that do not.
Buying a rental property in Nantucket on a DSCR loan means putting a minimum of $480,000 down (20% of purchase price), leaving a loan amount of $1,920,000 at 80% LTV. At current DSCR investor pricing near 7.50%, principal and interest on that loan runs about $13,425 per month. Add Nantucket County property taxes of roughly $2,280/month, landlord insurance of about $1,840/month, and an HOA/master-association allowance of $320/month, and your all-in PITIA lands near $17,865/month. That PITIA figure — not the P&I — is what the lender divides your rent into.
A long-term lease in Nantucket should generate roughly $6,075/month in gross rent. Against a PITIA of $17,865, that produces an estimated DSCR ratio of 0.34x. That is well below the 1.0 threshold on a long-term lease, which is typical for a market at this price point. Financing here generally works one of three ways — a larger down payment, a no-ratio DSCR product, or qualifying on short-term rental revenue instead of long-term rent.
If you intend to operate the property as a short-term rental, estimated gross nightly revenue in Nantucket is around $13,050/month across a full year. Lenders do not credit gross STR revenue dollar-for-dollar — they typically haircut it 25%–30% for vacancy, cleaning, platform fees, and management. Applying a 28% haircut gives an effective $9,396/month, or a DSCR ratio of 0.53x. Even on short-term revenue this is a tight file, so plan on a larger down payment or a no-ratio structure.
Two Massachusetts-specific items to build into your model: Massachusetts has strong tenant protections and a judicial eviction process that routinely runs several months, so vacancy and legal reserves matter more here than in most states. The Cape and Islands operate on a compressed summer season that concentrates most of the year's short-term revenue into roughly fourteen weeks. In Nantucket specifically, effective property tax on investment property runs around 1.14% of value annually — about $27,360 a year at the median price — and landlord insurance near $22,080 a year.
On return metrics, Nantucket pencils to an estimated cap rate of 1.88% using a 62% NOI margin, and a gross rent multiplier of 32.9. Monthly cash flow on a long-term lease at 20% down is estimated at $11,790 negative. Negative cash flow at 20% down is common in appreciation-led markets; investors here typically increase the down payment, buy below median, add a unit, or run the property short-term to close the gap.

