Photo: Jared Kofsky/PlaceNJ.com · CC BY-SA 3.047 homes sold in Highlands in the last year, at a typical $442K
Almost every sale is a house. 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 Highlands homes are listed.
Every place Highlands 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 Highlands.
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.
Houses are 79% of Highlands’ sales, at a typical $433K
47 homes sold in the year to May 2026.
typical sale · 37 sold in 12 months
- Per square foot
- $280NY $316
- Days to sell
- 36
- Sold over asking
- 46%
- Listings with a price cut
- 23%
Multi-family (2–4 units): 5 sold, typical $536K
Condos: 5 sold, typical $467K
Too few sales in 12 months for reliable figures.
About as many homes sell as usual, at 2.4 times the 2016 price
47 sales in the last year, against 88 in 2021 and a low of 27 in 2012. The typical sale went from $187K in 2016 to $442K.
Source: Redfin Data Center, MLS sales. Typical price and $/sq ft are the monthly medians, weighted by sales.
What $450K buys in Highlands
Check a listing against what Highlands 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 Highlands are more common than before the pandemic, but two thirds fewer homes come up for sale
We read every month of Highlands’ home sales since 2012 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, 47 sales.
If you’re buying in Highlands
- Shop in July. It brings about 8 new listings a month, close to the busiest month, with fewer bidding wars (31% over asking).
- Some room to negotiate. 20% of listings cut their price, about as many as before the pandemic.
- Bid near asking. Buyers paid 100.2% of the list price on average; 51% paid over.
- You’ll usually have time. Only 5% of homes go under contract within two weeks; the typical one takes 37 days.
Spring brings the homes; fall brings the bidding wars
May has the most new listings (about 10 a month), but September is the most competitive: 41% of September sales close over asking. July offers nearly as much choice with fewer homes bid up (31%). March has the least competition (22%).
Averages for each calendar month, 2015 on.
Hotter than in 2021, and hotter than New York
| Highlands now | 2017–19 | 2021 peak | NY now | |
|---|---|---|---|---|
| Sold over askingShare of sales that closed above the list price | 51% | 22% | 41% | 41% |
| Gone within two weeksShare of homes under contract within 14 days | 5% | 3% | 2% | 26% |
| Listings with a price cutShare of homes for sale that cut their price | 20% | 18% | 19% | 20% |
| Price paid vs. askingAverage sale price ÷ list price | 100.2% | 95% | 99.8% | 101% |
| Days to sellMedian days from listing to contract | 37 | 125 | 48 | 41 |
10 homes for sale on a typical day
That’s 1.2 times the 2025 low (9), 69% fewer than in 2017–19 and well under 2012’s 59.
1 in 5 listings has cut its price
20% in the last year, against 18% in 2017–19 and 20% across New York.
Since 2019, houses are up 91%, condos 47%
A house typically sold for $433K in the last year (37 sales), a condo for $467K (5).
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 market tracker, January 2012 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 3.
Best time to buySchools
The schools grade for Highlands, from test results, graduation and how much students grow.
Schools in HighlandsTypical commute
The average one-way trip to work for people who live in Highlands.
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.
Vails Gate sells for less a square foot; Philipstown for far more
The busier markets within 25 miles of Highlands, 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 | |
|---|---|---|---|---|---|
| Woodbury | 153 | $544K | $265 | 41% | 59 |
| Cornwall | 127 | $526K | $270 | 35% | 55 |
| Philipstown | 90 | $749K | $395 | 41% | 59 |
| Firthcliffe | 51 | $469K | $271 | 41% | 52 |
| Highlands | 47 | $442K | $270 | 51% | 37 |
| Vails Gate | 33 | $327K | $261 | 30% | 46 |
| Highland Falls | 31 | $416K | $271 | 58% | 38 |
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 Highlands, free
Selling it yourself, renting out an apartment or looking for a roommate? Post it to Highlands. People who follow the town see it, and so do people comparing Highlands with their own town. No commission, no listing fee.
Questions about buying a home in Highlands
What do homes sell for in Highlands, NY?
47 homes sold in the year to May 2026 at a typical $442K, $270 a square foot.
Is Highlands a buyer’s or seller’s market?
A buyer’s market: 13 homes were for sale in May 2026 and 2 sold, about 6.5 months of supply. Buyers paid 100.2% of asking on average, and 20% of listings cut their price.
When is the best time to buy in Highlands?
May brings the most new listings. The sales history shows which months have fewer bidding wars.
Where can I see homes for sale in Highlands?
Zillow, Redfin, Realtor.com and Homes.com all carry Highlands’ MLS listings; the search links above open each one filtered to Highlands.
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).