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Shambaugh House, Westport, CT, USA - September 2012Photo: WestportWiki · CC BY-SA 3.0
Housing in Old Hill

31 homes sold in Old Hill in the last year, at a typical $2.2M

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 Old Hill homes are listed.

Homes sold
31
June 2025 to May 2026
Typical sale price
$2.2M
median, weighted by sales
Price per square foot
$611
Connecticut $263
Paid vs. asking
102.5%
52% sold over asking
For sale now
7
May 2026 · 2 sold that month
What sold · last 12 months

Houses are 100% of Old Hill’s sales, at a typical $2.2M

31 homes sold in the year to May 2026.

Houses$2.2M

typical sale · 31 sold in 12 months

Per square foot
$611CT $273
Days to sell
50
Sold over asking
52%
Listings with a price cut
23%
11 years of sales

Fewer homes sell than before 2021, at 1.6 times the 2016 price

31 sales in the last year, against 71 in 2020 and a low of 32 in 2025. The typical sale went from $1.4M in 2016 to $2.2M.

Homes soldTypical sale price
0255075100$1.4M$1.8M$2.3M$2.7M2015: 41 sold, typical $1.2M’152016: 37 sold, typical $1.4M2017: 42 sold, typical $1.5M’172018: 44 sold, typical $1.3M2019: 35 sold, typical $1.1M’192020: 71 sold, typical $1.3M2021: 64 sold, typical $1.6M’212022: 54 sold, typical $2M2023: 42 sold, typical $2.2M’232024: 53 sold, typical $2.5M2025: 32 sold, typical $2.1M’25Last 12 months: 31 sold, typical $2.2MNow

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

What your budget buys

What $2M buys in Old Hill

Houseat $611 a sq ft
The same money in Connecticutat $273 a sq ft

Is this asking price fair?

Check a listing against what Old Hill 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 · 11 years of sales

Bidding wars in Old Hill are more common than before the pandemic, but 82% fewer homes come up for sale

We read every month of Old Hill’s home sales since 2015 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, 31 sales.

If you’re buying in Old Hill

  • Shop in June. It brings about 7 new listings a month, close to the busiest month, with fewer bidding wars (32% over asking).
  • Some room to negotiate. 23% of listings cut their price, about as many as before the pandemic.
  • Expect to bid over asking. Buyers paid 102.5% of the list price on average; 52% paid over.
  • You’ll usually have time. Only 41% of homes go under contract within two weeks; the typical one takes 50 days.
Best time to buy

Spring brings the homes; winter brings the bidding wars

April has the most new listings (about 9 a month), but February is the most competitive: 37% of February sales close over asking. May and June offer nearly as much choice with fewer homes bid up (33%). March has the least competition (21%).

New listings a monthShare sold over asking
02.557.51013%27%40%Sweet spotJan: 5 new listings a month, 30% sold over asking, 135 days to sellJFeb: 6 new listings a month, 37% sold over asking, 68 days to sellFMar: 6 new listings a month, 21% sold over asking, 118 days to sellMApr: 9 new listings a month, 33% sold over asking, 104 days to sellAMay: 7 new listings a month, 33% sold over asking, 67 days to sellMJun: 7 new listings a month, 32% sold over asking, 76 days to sellJJul: 5 new listings a month, 27% sold over asking, 59 days to sellJAug: 5 new listings a month, 37% sold over asking, 72 days to sellASep: 5 new listings a month, 23% sold over asking, 93 days to sellSOct: 5 new listings a month, 30% sold over asking, 125 days to sellONov: 3 new listings a month, 30% sold over asking, 134 days to sellNDec: 3 new listings a month, 27% sold over asking, 95 days to sellD

Averages for each calendar month, 2015 on.

How competitive is it now?

Nearly as heated as 2021, and about like Connecticut as a whole

Old Hill now2017–192021 peakCT now
Sold over askingShare of sales that closed above the list price52%10%47%56%
Gone within two weeksShare of homes under contract within 14 days41%8%43%47%
Listings with a price cutShare of homes for sale that cut their price23%22%7%18%
Price paid vs. askingAverage sale price ÷ list price102.5%95.9%101.7%102.2%
Days to sellMedian days from listing to contract501314539
Supply

6 homes for sale on a typical day

That’s 1.2 times the 2022 low (5), 82% fewer than in 2017–19 and well under 2017’s 35.

2015: 29 for sale’152016: 30 for sale2017: 35 for sale2018: 29 for sale’182019: 35 for sale2020: 27 for sale2021: 24 for sale’212022: 5 for sale2023: 10 for sale2024: 7 for sale’242025: 7 for saleLast 12 months: 6 for saleNow
Room to negotiate

1 in 4 listings has cut its price

23% in the last year, against 22% in 2017–19 and 18% across Connecticut.

2017: 6%’172018: 20%2019: 25%2020: 13%’202021: 7%2022: 25%2023: 13%’232024: 16%2025: 25%Last 12 months: 23%Now

Source: Redfin Data Center, city market tracker, January 2015 to May 2026 (MLS sales, not seasonally adjusted). Ratios are weighted by homes sold; price cuts by homes for sale.

Before you buy in Old Hill

Four things worth knowing

9

New listings in April

The month with the most choice. December has the fewest, about 3.

Best time to buy
42 min

Typical commute

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

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

South Wilton and Coleytown sell for less a square foot; Westport Village and Compo for far more

The busier markets within 25 miles of Old Hill, 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
Westport349$2.1M$62646%51
Compo57$2.9M$81540%46
Coleytown42$2.6M$54145%60
Westport Village39$1.8M$77038%275
Saugatuck33$1.8M$72239%81
Old Hill31$2.2M$61152%50
South Wilton21$1M$43962%39

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 Old Hill, free

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

Questions about buying a home in Old Hill

What do homes sell for in Old Hill, CT?

31 homes sold in the year to May 2026 at a typical $2.2M, $611 a square foot.

Is Old Hill a buyer’s or seller’s market?

A seller’s market: 7 homes were for sale in May 2026 and 2 sold, about 3.5 months of supply. Buyers paid 102.5% of asking on average, and 23% of listings cut their price.

When is the best time to buy in Old Hill?

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

Where can I see homes for sale in Old Hill?

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

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).