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Southold Free Library facade (view from Main Street)Photo: Kosboot · CC BY-SA 4.0
Housing in Southold

95 homes sold in Southold in the last year, at a typical $965K

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 Southold homes are listed.

Homes sold
95
June 2025 to May 2026
Typical sale price
$965K
median, weighted by sales
Price per square foot
$562
New York $434
Paid vs. asking
97.7%
19% sold over asking
For sale now
42
May 2026 · 8 sold that month
What sold · last 12 months

Houses are 93% of Southold’s sales, at a typical $1,000K

95 homes sold in the year to May 2026.

Houses$1,000K

typical sale · 88 sold in 12 months

Per square foot
$563NY $316
Days to sell
78
Sold over asking
18%
Listings with a price cut
17%
Fewer sales

Townhouses: 1 sold, typical $603K
Condos: 6 sold, typical $582K

Too few sales in 12 months for reliable figures.

14 years of sales

Fewer homes sell than before 2021, at 1.9 times the 2016 price

95 sales in the last year, against 155 in 2020 and a low of 89 in 2023. The typical sale went from $516K in 2016 to $965K.

Homes soldTypical sale price
050100150200$600K$800K$1M$1.2M2012: 102 sold, typical $487K’122013: 128 sold, typical $497K2014: 117 sold, typical $510K’142015: 137 sold, typical $493K2016: 141 sold, typical $516K’162017: 135 sold, typical $586K2018: 107 sold, typical $582K’182019: 113 sold, typical $627K2020: 155 sold, typical $733K’202021: 138 sold, typical $887K2022: 103 sold, typical $1M’222023: 89 sold, typical $1,000K2024: 112 sold, typical $1.1M’242025: 93 sold, typical $986KLast 12 months: 95 sold, typical $965KNow

Source: Redfin Data Center, MLS sales. Typical price and $/sq ft are the monthly medians, weighted by sales.

What your budget buys

What $950K buys in Southold

Houseat $563 a sq ft
The same money in New Yorkat $316 a sq ft

Is this asking price fair?

Check a listing against what Southold 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.

What the sales history says · 14 years of sales

Bidding wars in Southold are more common than before the pandemic, but 44% fewer homes come up for sale

We read every month of Southold’s 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, 95 sales.

If you’re buying in Southold

  • Shop in June. It brings about 16 new listings a month, close to the busiest month, with fewer bidding wars (19% over asking).
  • Some room to negotiate. 17% of listings cut their price, about as many as before the pandemic.
  • Offer under asking. Buyers paid 97.7% of the list price on average; 19% paid over.
  • You’ll usually have time. Only 10% of homes go under contract within two weeks; the typical one takes 70 days.
Best time to buy

Spring brings the homes; summer brings the bidding wars

May has the most new listings (about 18 a month), but July is the most competitive: 27% of July sales close over asking. March has the least competition (16%).

New listings a monthShare sold over asking
0510152013%27%40%Sweet spotJan: 9 new listings a month, 20% sold over asking, 74 days to sellJFeb: 10 new listings a month, 22% sold over asking, 104 days to sellFMar: 12 new listings a month, 16% sold over asking, 113 days to sellMApr: 17 new listings a month, 21% sold over asking, 124 days to sellAMay: 18 new listings a month, 20% sold over asking, 110 days to sellMJun: 16 new listings a month, 19% sold over asking, 76 days to sellJJul: 13 new listings a month, 27% sold over asking, 73 days to sellJAug: 14 new listings a month, 25% sold over asking, 60 days to sellASep: 14 new listings a month, 23% sold over asking, 68 days to sellSOct: 13 new listings a month, 17% sold over asking, 81 days to sellONov: 8 new listings a month, 21% sold over asking, 89 days to sellNDec: 4 new listings a month, 17% sold over asking, 85 days to sellD

Averages for each calendar month, 2015 on.

How competitive is it now?

Calmer than the 2021 frenzy, and calmer than New York

Southold now2017–192021 peakNY now
Sold over askingShare of sales that closed above the list price19%12%51%41%
Gone within two weeksShare of homes under contract within 14 days10%5%13%26%
Listings with a price cutShare of homes for sale that cut their price17%16%10%20%
Price paid vs. askingAverage sale price ÷ list price97.7%96.1%102.4%101%
Days to sellMedian days from listing to contract701014241
Supply

35 homes for sale on a typical day

That’s 1.5 times the 2022 low (24), 44% fewer than in 2017–19 and well under 2014’s 102.

2012: 95 for sale’122013: 99 for sale2014: 102 for sale2015: 99 for sale’152016: 74 for sale2017: 61 for sale2018: 57 for sale’182019: 66 for sale2020: 48 for sale2021: 27 for sale’212022: 24 for sale2023: 32 for sale2024: 40 for sale’242025: 37 for saleLast 12 months: 35 for saleNow
Room to negotiate

1 in 6 listings has cut its price

17% in the last year, against 16% in 2017–19 and 20% across New York.

2015: 16%’152016: 15%2017: 13%2018: 16%’182019: 18%2020: 13%2021: 10%’212022: 12%2023: 18%2024: 19%’242025: 19%Last 12 months: 17%Now
Prices by type

Since 2019, houses are up 53%, condos 42%

A house typically sold for $1,000K in the last year (88 sales), a condo for $582K (6).

$450K$700K$950K$1.2M2013201520172019202120232025NowHouses 2013: $524K, 115 salesHouses 2014: $537K, 104 salesHouses 2015: $517K, 125 salesHouses 2016: $554K, 122 salesHouses 2017: $607K, 124 salesHouses 2018: $587K, 99 salesHouses 2019: $656K, 104 salesHouses 2020: $752K, 147 salesHouses 2021: $932K, 129 salesHouses 2022: $1M, 97 salesHouses 2023: $1M, 80 salesHouses 2024: $1.1M, 99 salesHouses 2025: $1M, 82 salesHouses last 12 months: $1,000K, 88 salesHouses $1,000KCondos 2013: $312K, 8 salesCondos 2014: $284K, 11 salesCondos 2015: $317K, 9 salesCondos 2016: $328K, 17 salesCondos 2017: $313K, 10 salesCondos 2018: $460K, 6 salesCondos 2019: $409K, 5 salesCondos 2020: $448K, 7 salesCondos 2021: $554K, 7 salesCondos 2022: $589K, 4 salesCondos 2023: $694K, 8 salesCondos 2024: $569K, 13 salesCondos 2025: $552K, 9 salesCondos last 12 months: $582K, 6 salesCondos $582K

Median sale price, weighted by sales each month. Years with fewer than 4 sales of a type are left out.

Across New York

Southold ranks 349th 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. Southold is one of the state’s calmer markets.

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.

Rent or buy?

Owning the typical Southold home costs about $5,764 a month

Mortgage
Property tax
Insurance
Rent

Price: Southold’s typical sale, last 12 months. Property tax at Southold’s 0.9% (median bill ÷ median value, Census ACS); insurance at 0.35% of price a year. Before PMI, HOA dues, upkeep and the tax deduction. Whether Southold is affordable on local pay is on Cost of living.

Before you buy in Southold

Six things worth knowing

18

New listings in May

The month with the most choice. December has the fewest, about 4.

Best time to buy
0.9%

Property tax, a year

Of a home’s value: the median bill over the median home value. On a $965K home, about $8,760 a year.

Taxes vs. neighbors
B+

Schools

The schools grade for Southold, from test results, graduation and how much students grow.

Schools in Southold
27 min

Typical commute

The average one-way trip to work for people who live in Southold.

Work & commute
Flood

Check 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 hazards
Records

Look 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.

Nearby markets · last 12 months

Old Saybrook Center sells for less a square foot; East Marion, Northwest Harbor and Noyack for far more

The busier markets within 25 miles of Southold, by what sold. Prices, taxes and how far a paycheck goes next door are on Cost of living.

SoldTypical sale$/sq ftOver askingDays to sell
Southold95$965K$56219%70
Old Saybrook Center82$777K$39029%60
Greenport West42$979K$57119%101
Northwest Harbor36$2.4M$85011%122
Noyack31$2.4M$92013%207
East Marion27$1.3M$79222%116
Greenport25$1.1M$6468%145

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.

Selling, or renting out?

Post your home to Southold, free

Selling it yourself, renting out an apartment or looking for a roommate? Post it to Southold. People who follow the town see it, and so do people comparing Southold with their own town. No commission, no listing fee.

Questions about buying a home in Southold

What do homes sell for in Southold, NY?

95 homes sold in the year to May 2026 at a typical $965K, $562 a square foot.

Is Southold a buyer’s or seller’s market?

A balanced market: 42 homes were for sale in May 2026 and 8 sold, about 5.3 months of supply. Buyers paid 97.7% of asking on average, and 17% of listings cut their price.

When is the best time to buy in Southold?

May brings the most new listings. The sales history shows which months have fewer bidding wars.

How much are property taxes in Southold?

About 0.9% of a home’s value a year. On a $965K home that’s near $8,760.

Where can I see homes for sale in Southold?

Zillow, Redfin, Realtor.com and Homes.com all carry Southold’s MLS listings; the search links above open each one filtered to Southold.

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).