Photo: Irina S.B. · CC BY 4.053 homes sold in Sleepy Hollow in the last year, at a typical $1.6M
Houses and condos split the market almost evenly. 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 Sleepy Hollow homes are listed.
Every place Sleepy Hollow 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 Sleepy Hollow.
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.
Half of Sleepy Hollow’s sales are condos, at $392K more than a house
22 houses and 24 condos sold in the year to May 2026. Condos sell faster. Houses draw more bidding wars.
typical sale · 22 sold in the year to May 2026
- Per square foot
- $516NY $316
- Days to sell
- 47
- Sold over asking
- 59%
- Listings with a price cut
- 29%
typical sale · 24 sold in the year to May 2026
- Per square foot
- $983NY $832
- Days to sell
- 43
- Sold over asking
- 33%
- Listings with a price cut
- 17%
Multi-family (2–4 units): 4 sold, typical $801K
Too few sales in 12 months for reliable figures.
About as many homes sell as usual, at 2.3 times the 2016 price
53 sales in the last year, against 77 in 2022 and a low of 36 in 2019. The typical sale went from $699K in 2016 to $1.6M.
Source: Redfin Data Center, MLS sales; from June 2026 each month is a 3-month rolling window, its counts divided by 3. Typical price and $/sq ft are the monthly medians, weighted by sales. Redfin stopped publishing towns’ figures by property type after May 2026, so houses and condos are shown for the year to then.
What $1.6M buys in Sleepy Hollow
Check a listing against what Sleepy Hollow 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 Sleepy Hollow are more common than before the pandemic, with about as many homes for sale
We read every month of Sleepy Hollow’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 September 2026, 53 sales.
If you’re buying in Sleepy Hollow
- Shop in February. It brings about 7 new listings a month, close to the busiest month, with fewer bidding wars (31% over asking).
- Expect to bid over asking. Buyers paid 103.4% of the list price on average; 50% paid over.
- You’ll usually have time. Only 10% of homes go under contract within two weeks; the typical one takes 30 days.
Spring brings both the most homes and the most bidding wars
March has the most new listings (about 8 a month), but April is the most competitive: 46% of April sales close over asking. February offers nearly as much choice with fewer homes bid up (31%). January has the least competition (27%) but only about 5 new listings.
Averages for each calendar month, 2015 on.
Nearly as heated as 2021, and hotter than New York
| Sleepy Hollow now | 2017–19 | 2021 peak | NY now | |
|---|---|---|---|---|
| Sold over askingShare of sales that closed above the list price | 50% | 37% | 59% | 39% |
| Gone within two weeksShare of homes under contract within 14 days | 10% | 9% | 11% | 25% |
| Price paid vs. askingAverage sale price ÷ list price | 103.4% | 99.4% | 103.8% | 100.5% |
| Days to sellMedian days from listing to contract | 30 | 63 | 51 | 43 |
15 homes for sale on a typical day
That’s twice the 2022 low (8), about the 2017–19 level and well under 2016’s 32.
Houses and condos, year by year
A house typically sold for $1.3M in the year to May 2026 (22 sales), a condo for $1.7M (24).
Median sale price, weighted by sales each month. Years with fewer than 4 sales of a type are left out.
Source: Redfin Data Center, city figures, January 2016 to September 2026 (MLS sales, not seasonally adjusted; from June 2026 each month is a 3-month rolling window, its counts divided by 3). Ratios are weighted by homes sold; price cuts by homes for sale.
Five things worth knowing
New listings in March
The month with the most choice. November has the fewest, about 3.
Best time to buySchools
The schools grade for Sleepy Hollow, from test results, graduation and how much students grow.
Schools in Sleepy HollowTypical commute
The average one-way trip to work for people who live in Sleepy Hollow.
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.
Tarrytown, Nyack, Upper Nyack, Mount Pleasant, Briarcliff Manor and Ossining sell for less a square foot
The busier markets within 25 miles of Sleepy Hollow, 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 | 295 | $1M | $482 | 62% | 25 |
| Ossining | 143 | $550K | $345 | 54% | 43 |
| Briarcliff Manor | 87 | $1.3M | $435 | 70% | 23 |
| Tarrytown | 74 | $952K | $534 | 56% | 34 |
| Nyack | 56 | $694K | $423 | 45% | 31 |
| Sleepy Hollow | 53 | $1.6M | $797 | 50% | 30 |
| Upper Nyack | 32 | $937K | $455 | 44% | 40 |
Redfin Data Center, October 2025 to September 2026. Towns with fewer than 20 sales are left out, and Redfin doesn’t report every town separately.
Post your home to Sleepy Hollow, free
Selling it yourself, renting out an apartment or looking for a roommate? Post it to Sleepy Hollow. People who follow the town see it, and so do people comparing Sleepy Hollow with their own town. No commission, no listing fee.
Questions about buying a home in Sleepy Hollow
What do homes sell for in Sleepy Hollow, NY?
53 homes sold in the year to September 2026 at a typical $1.6M, $797 a square foot. Houses sold for about $1.3M, condos for about $1.7M in the year to May 2026.
Is Sleepy Hollow a buyer’s or seller’s market?
A seller’s market: 17 homes were for sale in September 2026 and 6 sold, about 2.8 months of supply. Buyers paid 103.4% of asking on average.
When is the best time to buy in Sleepy Hollow?
March brings the most new listings. The sales history shows which months have fewer bidding wars.
Where can I see homes for sale in Sleepy Hollow?
Zillow, Redfin, Realtor.com and Homes.com all carry Sleepy Hollow’s MLS listings; the search links above open each one filtered to Sleepy Hollow.
Sales, prices, days on market and listings: Redfin Data Center (MLS, monthly, not seasonally adjusted; from June 2026 each month is a 3-month rolling window, its counts divided by 3). 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).