Photo: Daniel Case · CC BY-SA 3.0146 homes sold in Ossining in the last year, at a typical $526K
About one sale in 3 is a condo. Below: what each kind of home sells for, what your budget buys, the best months to buy, how hard you’ll have to bid, and a shortcut to every site where Ossining homes are listed.
Every place Ossining homes are listed, in one stop
We don’t copy listings: the agents’ sites have the photos and the latest price changes. Set what you want once and we open each site already filtered to Ossining.
For sale
Rent
New, land & open houses
Links open the listing sites; TownRatings isn’t paid for them and doesn’t rank one above another. Rentals and government-owned homes come from sources outside the MLS.
A third of Ossining’s sales are condos, at $336K less than a house
71 houses and 53 condos sold in the year to May 2026. Condos sell faster. Houses draw more bidding wars.
typical sale · 71 sold in 12 months
- Per square foot
- $380NY $316
- Days to sell
- 49
- Sold over asking
- 62%
- Listings with a price cut
- 21%
typical sale · 53 sold in 12 months
- Per square foot
- $269NY $832
- Days to sell
- 46
- Sold over asking
- 43%
- Listings with a price cut
- 15%
Multi-family (2–4 units): 20 sold, typical $744K
Townhouses: 2 sold, typical $558K
Too few sales in 12 months for reliable figures.
Fewer homes sell than a decade ago, at 1.7 times the 2016 price
146 sales in the last year, against 236 in 2016 and a low of 156 in 2023. The typical sale went from $309K in 2016 to $526K.
Source: Redfin Data Center, MLS sales. Typical price and $/sq ft are the monthly medians, weighted by sales.
What $550K buys in Ossining
Check a listing against what Ossining homes sold for
Against the town’s median price per square foot over the last 12 months. A rough check: condition, lot and location within town move a price more than this can see.
Bidding wars in Ossining are more common than before the pandemic, but 58% fewer homes come up for sale
We read every month of Ossining’s home sales since 2016 so you don’t have to. Each figure covers 12 months, because a single month in a town is too few sales to mean much. Latest: the year to May 2026, 146 sales.
If you’re buying in Ossining
- Shop in April. It brings about 21 new listings a month, close to the busiest month, with fewer bidding wars (29% over asking).
- Less room to haggle. Only 18% of listings cut their price, against 22% before the pandemic.
- Bid near asking. Buyers paid 101.6% of the list price on average; 53% paid over.
- You’ll usually have time. Only 4% of homes go under contract within two weeks; the typical one takes 44 days.
Spring brings the homes; summer brings the bidding wars
May has the most new listings (about 25 a month), but July is the most competitive: 44% of July sales close over asking. February has the least competition (29%).
Averages for each calendar month, 2015 on.
Hotter than in 2021, and hotter than New York
| Ossining now | 2017–19 | 2021 peak | NY now | |
|---|---|---|---|---|
| Sold over askingShare of sales that closed above the list price | 53% | 28% | 41% | 41% |
| Gone within two weeksShare of homes under contract within 14 days | 4% | 5% | 4% | 26% |
| Listings with a price cutShare of homes for sale that cut their price | 18% | 22% | 18% | 20% |
| Price paid vs. askingAverage sale price ÷ list price | 101.6% | 98.7% | 100.3% | 101% |
| Days to sellMedian days from listing to contract | 44 | 63 | 47 | 41 |
28 homes for sale on a typical day
That’s 58% fewer than in 2017–19 and well under 2016’s 124.
1 in 6 listings has cut its price
18% in the last year, against 22% in 2017–19 and 20% across New York.
Since 2019, houses are up 52%, condos 50%
A house typically sold for $630K in the last year (71 sales), a condo for $294K (53).
Median sale price, weighted by sales each month. Years with fewer than 4 sales of a type are left out.
Ossining ranks 203rd of 362 busy New York markets for bidding wars
Share of sales over asking in the last year, among towns with 60 or more sales. Ossining is in the middle of the pack.
Source: Redfin Data Center, city market tracker, January 2016 to May 2026 (MLS sales, not seasonally adjusted). Ratios are weighted by homes sold; price cuts by homes for sale.
Five things worth knowing
New listings in May
The month with the most choice. December has the fewest, about 10.
Best time to buySchools
The schools grade for Ossining, from test results, graduation and how much students grow.
Schools in OssiningTypical commute
The average one-way trip to work for people who live in Ossining.
Work & commuteCheck the flood map
Flood insurance isn’t in a standard policy, and lenders require it in FEMA flood zones. Check the address before you make an offer.
Natural hazardsLook up any property
Assessed value, lot size and every past sale of a home you’re eyeing are public, at the town or county assessor and the registry of deeds.
No busy market nearby sells for less a square foot; Briarcliff Manor, Upper Nyack, Sleepy Hollow, Mount Pleasant and Croton-on-Hudson for far more
The busier markets within 25 miles of Ossining, by what sold. Prices, taxes and how far a paycheck goes next door are on Cost of living.
| Sold | Typical sale | $/sq ft | Over asking | Days to sell | |
|---|---|---|---|---|---|
| Mount Pleasant | 316 | $981K | $456 | 62% | 24 |
| Ossining | 146 | $526K | $330 | 53% | 44 |
| Briarcliff Manor | 79 | $1.3M | $419 | 66% | 24 |
| Congers | 69 | $704K | $350 | 52% | 38 |
| Croton-on-Hudson | 66 | $870K | $453 | 55% | 35 |
| Sleepy Hollow | 50 | $1.5M | $758 | 44% | 36 |
| Upper Nyack | 30 | $880K | $456 | 40% | 45 |
Redfin Data Center, June 2025 to May 2026. Towns with fewer than 20 sales are left out, and Redfin doesn’t report every town separately.
Post your home to Ossining, free
Selling it yourself, renting out an apartment or looking for a roommate? Post it to Ossining. People who follow the town see it, and so do people comparing Ossining with their own town. No commission, no listing fee.
Questions about buying a home in Ossining
What do homes sell for in Ossining, NY?
146 homes sold in the year to May 2026 at a typical $526K, $330 a square foot. Houses sold for about $630K, condos for about $294K.
Is Ossining a buyer’s or seller’s market?
A seller’s market: 15 homes were for sale in May 2026 and 7 sold, about 2.1 months of supply. Buyers paid 101.6% of asking on average, and 18% of listings cut their price.
When is the best time to buy in Ossining?
May brings the most new listings. The sales history shows which months have fewer bidding wars.
Where can I see homes for sale in Ossining?
Zillow, Redfin, Realtor.com and Homes.com all carry Ossining’s MLS listings; the search links above open each one filtered to Ossining.
Sales, prices, days on market and listings: Redfin Data Center (MLS, monthly, not seasonally adjusted). Property tax rate: Census American Community Survey. Two-bedroom rent: HUD Fair Market Rent. Typical home value: Zillow Home Value Index. Schools grade: TownRatings (how grades work).