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Westport, Connecticut downtownPhoto: Quintin Soloviev · CC BY 4.0
Housing in Westport

340 homes sold in Westport in the last year, at a typical $2.3M

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 Westport homes are listed.

Homes sold
340
October 2025 to September 2026
Typical sale price
$2.3M
houses $2.2M · condos $1.4M (year to May 2026)
Price per square foot
$651
Connecticut $262
Paid vs. asking
102.6%
46% sold over asking
For sale now
64
September 2026 · 34 sold that month
What sold · last 12 months

11% of Westport’s sales are condos, at $885K less than a house

307 houses and 39 condos sold in the year to May 2026. Houses sell faster and draw more bidding wars.

Houses$2.2M

typical sale · 307 sold in the year to May 2026

Per square foot
$617CT $273
Days to sell
46
Sold over asking
47%
Listings with a price cut
14%
Condos$1.4M

typical sale · 39 sold in the year to May 2026

Per square foot
$820CT $256
Days to sell
318
Sold over asking
36%
Listings with a price cut
15%
Fewer sales

Multi-family (2–4 units): 3 sold, typical $1.2M

Too few sales in 12 months for reliable figures.

11 years of sales

Fewer homes sell than before 2021, at 1.8 times the 2016 price

340 sales in the last year, against 696 in 2020 and a low of 343 in 2025. The typical sale went from $1.3M in 2016 to $2.3M.

Homes soldTypical sale price
0175350525700$1.3M$1.7M$2M$2.4M2015: 393 sold, typical $1.3M’152016: 394 sold, typical $1.3M2017: 471 sold, typical $1.2M’172018: 442 sold, typical $1.2M2019: 393 sold, typical $1.1M’192020: 696 sold, typical $1.3M2021: 610 sold, typical $1.4M’212022: 476 sold, typical $1.8M2023: 349 sold, typical $1.9M’232024: 363 sold, typical $1.9M2025: 343 sold, typical $2.1M’25Last 12 months: 340 sold, typical $2.3MNow

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 your budget buys

What $2M buys in Westport

Houseat $617 a sq ft, year to May 2026
Condoat $820 a sq ft, year to May 2026
The same money in Connecticutat $273 a sq ft, year to May 2026

Is this asking price fair?

Check a listing against what Westport 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 Westport are more common than before the pandemic, but three quarters fewer homes come up for sale

We read every month of Westport’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 September 2026, 340 sales.

If you’re buying in Westport

  • Shop in March. It brings about 68 new listings a month, close to the busiest month, with fewer bidding wars (22% over asking).
  • Expect to bid over asking. Buyers paid 102.6% of the list price on average; 46% paid over.
  • You’ll usually have time. Only 35% of homes go under contract within two weeks; the typical one takes 48 days.
Best time to buy

Spring brings the homes; summer brings the bidding wars

May has the most new listings (about 79 a month), but June is the most competitive: 34% of June sales close over asking. March and April offer nearly as much choice with fewer homes bid up (22%). February has the least competition (19%).

New listings a monthShare sold over asking
02040608013%27%40%Sweet spotJan: 44 new listings a month, 23% sold over asking, 116 days to sellJFeb: 54 new listings a month, 19% sold over asking, 117 days to sellFMar: 68 new listings a month, 22% sold over asking, 128 days to sellMApr: 75 new listings a month, 26% sold over asking, 98 days to sellAMay: 79 new listings a month, 30% sold over asking, 95 days to sellMJun: 63 new listings a month, 34% sold over asking, 69 days to sellJJul: 50 new listings a month, 31% sold over asking, 60 days to sellJAug: 36 new listings a month, 27% sold over asking, 77 days to sellASep: 51 new listings a month, 26% sold over asking, 73 days to sellSOct: 40 new listings a month, 24% sold over asking, 89 days to sellONov: 27 new listings a month, 26% sold over asking, 89 days to sellNDec: 17 new listings a month, 23% sold over asking, 97 days to sellD

Averages for each calendar month, 2015 on.

How competitive is it now?

Nearly as heated as 2021, and calmer than Connecticut

Westport now2017–192021 peakCT now
Sold over askingShare of sales that closed above the list price46%8%44%53%
Gone within two weeksShare of homes under contract within 14 days35%7%39%46%
Price paid vs. askingAverage sale price ÷ list price102.6%95.5%100.8%101.9%
Days to sellMedian days from listing to contract481315241
Supply

68 homes for sale on a typical day

That’s 78% fewer than in 2017–19 and well under 2015’s 320.

2015: 320 for sale’152016: 319 for sale2017: 313 for sale2018: 299 for sale’182019: 305 for sale2020: 234 for sale2021: 166 for sale’212022: 119 for sale2023: 92 for sale2024: 80 for sale’242025: 87 for saleLast 12 months: 68 for saleNow
Prices by type

Since 2019, houses are up 103%, condos 131%

A house typically sold for $2.2M in the year to May 2026 (307 sales), a condo for $1.4M (39).

$975K$1.5M$1.9M$2.4M201520172019202120232025NowHouses 2015: $1.3M, 370 salesHouses 2016: $1.3M, 369 salesHouses 2017: $1.3M, 442 salesHouses 2018: $1.2M, 417 salesHouses 2019: $1.1M, 360 salesHouses 2020: $1.3M, 646 salesHouses 2021: $1.6M, 561 salesHouses 2022: $2M, 437 salesHouses 2023: $1.9M, 327 salesHouses 2024: $2.1M, 308 salesHouses 2025: $2.3M, 294 salesHouses last 12 months: $2.2M, 307 salesHouses $2.2MCondos 2015: $680K, 21 salesCondos 2016: $676K, 21 salesCondos 2017: $680K, 25 salesCondos 2018: $614K, 25 salesCondos 2019: $591K, 32 salesCondos 2020: $568K, 47 salesCondos 2021: $712K, 44 salesCondos 2022: $896K, 36 salesCondos 2023: $1.5M, 20 salesCondos 2024: $1.3M, 52 salesCondos 2025: $1.3M, 46 salesCondos last 12 months: $1.4M, 39 salesCondos $1.4M

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

Across Connecticut

Westport ranks 68th of 78 busy Connecticut markets for bidding wars

Share of sales over asking in the last year, among towns with 60 or more sales. Westport is one of the state’s calmer markets.

Source: Redfin Data Center, city figures, January 2015 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.

Before you buy in Westport

Five things worth knowing

79

New listings in May

The month with the most choice. December has the fewest, about 17.

Best time to buy
A+

Schools

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

Schools in Westport
41 min

Typical commute

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

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

Greens Farms and Old Hill sell for less a square foot; Compo for far more

The busier markets within 25 miles of Westport, 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
Westport340$2.3M$65146%48
Staples95$2.2M$63453%63
Compo44$3.5M$86144%45
Greens Farms41$3.1M$60331%79
Saugatuck38$2M$75530%65
Westport Village37$1.9M$69555%40
Old Hill31$2.1M$59948%58

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.

Selling, or renting out?

Post your home to Westport, free

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

Questions about buying a home in Westport

What do homes sell for in Westport, CT?

340 homes sold in the year to September 2026 at a typical $2.3M, $651 a square foot. Houses sold for about $2.2M, condos for about $1.4M in the year to May 2026.

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

A seller’s market: 64 homes were for sale in September 2026 and 34 sold, about 1.8 months of supply. Buyers paid 102.6% of asking on average.

When is the best time to buy in Westport?

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

Where can I see homes for sale in Westport?

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

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).