WESTPORT, CT — From a brand-new, 8,935-square-foot home on Sycamore Drive that sold for $5.15 million to a 1962 home on Vineyard Lane, every one of Westport's recent sales topped $1.6 million.
There were five homes sold in Westport between Oct. 7 and Oct. 15, 2026, with a top price of $5.15 million, according to Zillow.com.
4 Sycamore Drive sold Oct. 15 for $5.15 million. The six-bedroom, eight-bath home was built in 2026 and has 8,935 square feet on 1 acre.
27 Woody Lane sold Oct. 14 for $3.25 million. The five-bedroom, five-bath home was built in 1974 and has 6,166 square feet on 2.55 acres.
56 Charcoal Hill Road sold Oct. 14 for $2,555,000. The five-bedroom, three-bath home was built in 1931 and has 3,072 square feet on 2.3 acres.
5 Aspetuck Lane sold Oct. 9 for $1.65 million. The six-bedroom, four-bath home was built in 1966 and has 3,240 square feet on 2.02 acres.
19 Vineyard Lane sold Oct. 7 for $1.62 million. The five-bedroom, three-bath home was built in 1962 and has 3,246 square feet on 1.24 acres.
What this says about the Westport market: Prices in this batch ran from $1.62 million at 19 Vineyard Lane to $5.15 million at 4 Sycamore Drive. All five were single-family homes. Per-square-foot prices ranged from about $499 at 19 Vineyard Lane to about $832 at 56 Charcoal Hill Road. The oldest, at 56 Charcoal Hill Road, dates to 1931; the newest, at 4 Sycamore Drive, was built in 2026.
Sourced from Zillow.com's recently sold listings for Westport and Greens Farms, as of Oct. 17, 2026.
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