What Airbnb listings in Ossining and Upper Hudson Country earn, how often they're booked, and how that compares with the rest of Fairfield County (CT) and Westchester County (NY), CT.

Over the past 12 months, regularly available listings in Ossining and Upper Hudson Country earned $49,436 on average, were booked for 56% of the nights they were open, and averaged $489 a night. The median gross yield, before expenses, is 8.2%.
Yearly revenue
$49,436
Occupancy
56%
Nightly rate
$489
Gross yield
8.2%
before expenses
Median of 20 listings
Active listings
28
Ossining and Upper Hudson Country pairs above-market booking revenue with below-market occupancy. Average trailing-year booking revenue is $49,436, versus $43,999 across the wider market. Average occupancy is 56% of available nights, while the average nightly rate of $489 is above the market.
That makes the rate assumption worth checking carefully against comparable homes with the same bedroom count. The higher area revenue average is not a reason to budget for better occupancy than the area actually reports.
Commentary uses groups of at least 20 listings. Tables may include smaller groups.
Regularly available Airbnb listings in Ossining and Upper Hudson Country earned an average of $49,436 over the past 12 months. That is 12% more than the Fairfield County (CT) and Westchester County (NY), CT average of $43,999. That is booking revenue including cleaning fees, before Airbnb fees, operating costs and taxes.
Listings in Ossining and Upper Hudson Country were booked for an average of 56% of the nights they were open for booking over the past 12 months. That is 2 points lower than the Fairfield County (CT) and Westchester County (NY), CT average of 58%. Nights a host blocked off don't count.
The average nightly rate in Ossining and Upper Hudson Country was $489 over the past 12 months, including cleaning fees. That is 17% higher than the Fairfield County (CT) and Westchester County (NY), CT average of $417.
For homes with a matched home value, the median room-revenue potential in Ossining and Upper Hudson Country is $52,397 a year and the median gross yield is 8.2%. Gross yield is 1.2 points lower than the Fairfield County (CT) and Westchester County (NY), CT median. Gross yield is measured before expenses, financing and taxes, so profit depends on what you pay for a home and what it costs to run. Analyze the exact property before you buy.
Reveal any property's Airbnb profitabilityThe table shows average yearly revenue and median gross yield for each home size, with the Fairfield County (CT) and Westchester County (NY), CT figure for the same size under each one.
| Bedrooms | Yearly revenue | Gross yield |
|---|---|---|
| 1 bedroom 8 listings | $19,380 Fairfield County (CT) and Westchester County (NY), CT: $24,767 | Not enough data Fairfield County (CT) and Westchester County (NY), CT: 13.0% |
| 2 bedrooms 7 listings | $30,436 Fairfield County (CT) and Westchester County (NY), CT: $35,011 | 7.9% Fairfield County (CT) and Westchester County (NY), CT: 8.4% |
| 4+ bedrooms 8 listings | $94,893 Fairfield County (CT) and Westchester County (NY), CT: $99,327 | 10.2% Fairfield County (CT) and Westchester County (NY), CT: 9.0% |
Every row uses the same method and data date. Nearby areas link to their own pages.
| Area | Yearly revenue | Occupancy | Nightly rate | Gross yield |
|---|---|---|---|---|
| Ossining and Upper Hudson Country This area 28 listings | $49,436 | 56% | $489 | 8.2% |
| Fairfield County (CT) and Westchester County (NY), CT market 681 listings | $43,999 | 58% | $417 | 9.4% |
| Greenwich 58 listings | $48,727 | 53% | $534 | 4.8% |
| Stamford 126 listings | $39,510 | 58% | $355 | 11.5% |
| Mamaroneck and Rye Shore 45 listings | $54,808 | 59% | $530 | 10.7% |
| New Rochelle Area 37 listings | $46,716 | 51% | $419 | 9.9% |
The Fairfield County (CT) and Westchester County (NY), CT market includes 14 areas based on local neighborhood and city boundaries. Each listing is counted in the area containing it.
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It is the average booking revenue a regularly available listing earned over the past 12 months, including cleaning fees and before Airbnb fees, operating costs and taxes. It is an estimate, not verified host payouts.
For each listing, BNBCalc divides the nights booked by the nights it was open for booking over the past 12 months, then averages the results. Nights a host blocked off are left out.
It is the average price per booked night over the past 12 months, including cleaning fees.
It estimates what a listing would earn in a year from its nightly rates if it were available all year at its expected occupancy, based on its last 12 months of bookings. It excludes cleaning fees. It is an estimate, not income a host received.
For each listing, BNBCalc divides its room-revenue potential by an estimated value for a home with the same ZIP code and bedroom count, then reports the median. It is measured before expenses, financing and taxes, so it is not profit or a full return on investment.
Yearly revenue, occupancy and nightly rate cover listings of every type and size that were open for booking at least 127 nights over the past year (28 in Ossining and Upper Hudson Country). Room-revenue potential and gross yield cover entire homes with one to five bedrooms that were also booked for at least 30% of their open nights and have a matched home value. BNBCalc shows no figure for an area with fewer than 5 qualifying listings.
Figures are current as of November 3, 2026 and refresh monthly.
The market page summarizes all of Fairfield County (CT) and Westchester County (NY), CT from a separate monthly market dataset. This page averages the individual listings in each area, so the two can differ. Use this page to compare areas with each other.
They don't include operating costs, financing, taxes, insurance or the price of a specific home, and they don't show whether short-term rentals are allowed. Check local rules and analyze the exact property before you buy.
With BNBCalc Markets, compare Ossining and Upper Hudson Country by bedroom count and performance level, see home prices, and browse its listings on the map.