Southold, NY

Key Performance Metrics

Market snapshot

Performance indicators for the Southold short-term rental market based on reliable data.

Listings

209 / 422

Reliable / Active

Cap Rate

3%

Middle-Earners Gross Yield

Revenue

$36,650

Middle-Earners Revenue

Occupancy

45%

Middle-Earners Occupancy

Home Value

$1,103,718

Median Home Sale Price

Top Earners

$91,921

Top-Earners Revenue

Southold

Market Revenue Seasonality

Top Listings

Highest revenue

The highest-performing listings in Southold.

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C

Challenging to Investors

Southold Regulations

Allowed but constrained by the 14‑night minimum, mandatory inspections, $300 biennial permit and evolving framework; non‑primary rentals face a 1% cap and lottery, with heavy fines and proactive enforcement creating compliance and investment risk.

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About Southold

The Town of Southold is one of ten towns in Suffolk County, New York, United States. It is located in the northeastern tip of the county, on the North Fork of Long Island. The population was 23,732 at the 2020 census. The town also contains a hamlet named Southold, which was settled in 1640.