NEW CANAAN, CT — New Canaan's open houses this weekend include a Dinyar Wadia-designed Colonial with a pond, fountain and footbridge, a 1932 country compound with a 2,300-square-foot poolside barn, and two new houses within walking distance of town. A reimagined 1903 home on West Road and an in-town townhouse with a private elevator round out the list.
Eight New Canaan homes are holding open houses Saturday, Oct. 17, and Sunday, Oct. 18, with prices from $1,250,000 to $5,895,000, according to Zillow.com.
Saturday, Oct. 17
16 Grace St., noon to 2 p.m. (also Sunday, noon to 2 p.m.), $2,895,000. In the heart of the village, this 1946 house has been completely rebuilt and expanded across three finished floors with an open, light-filled plan, according to the listing. It's a five-bedroom, 4.5-bath home with 2,778 square feet. Its price was cut by $100,000 on Oct. 9.
67 West Hills Road, 1 to 4 p.m., $3,195,000. Designed by architect Dinyar Wadia, this 1982 center-hall Colonial on more than two acres has a circular drive framed by stone pillars and grounds with a pond, fountain, footbridge and grassy knoll, according to the listing. It's a five-bedroom home with four full and two half baths and 4,615 square feet.
19 Orchard Lane, 2:30 to 4:30 p.m. (also Sunday, 2:30 to 4:30 p.m.), $4,999,999. Still under construction and very close to completion, according to the listing, this Lecher Development house on a quiet in-town cul-de-sac has four finished levels and a kitchen with a large center island. It's a six-bedroom, 7.5-bath home with 8,152 square feet.
474 Brookside Road, 3 to 5 p.m., $5,895,000. This country compound on more than 3 acres pairs a preserved 1932 main house, with a primary suite and spa-like bath, with a 2,300-square-foot poolside entertainment barn, according to the listing. It's a six-bedroom, 4.5-bath home with 7,723 square feet.
Sunday, Oct. 18
125 West Road, 1 to 3 p.m., $4,595,000. Dating to 1903 and reimagined for modern living, this house on more than two acres has custom millwork, soaring ceilings and an office off the entry, according to the listing. It's a six-bedroom, 6.5-bath home with 6,246 square feet.
16 Raymond St., 1 to 3 p.m., $1,250,000. In the heart of New Canaan, this updated 1877 two-family has a first-floor unit with three bedrooms, an updated bath and a renovated kitchen, plus a second-floor apartment, according to the listing. Zillow counts it as a five-bedroom property with 1,936 square feet.
31 Richmond Hill Road #31, 1:30 to 3 p.m., $2,595,000. This like-new 2013 standalone rear unit in town has a private elevator serving every level, a chef's kitchen with custom cabinets and a finished attic, according to the listing. It's a four-bedroom, 3.5-bath condo with 4,650 square feet. Its price was cut by $404,000 on Sept. 28.
24 Oak Grove Place, 2 to 4 p.m., $4,395,000. This new house on a quiet private lane is a short walk to schools, town, the train and a park, according to the listing, with a flat backyard with a pool and spa and a kitchen with quartzite counters, Thermador appliances and an oversized island. It's a six-bedroom, 7.5-bath home with 6,778 square feet on 0.57 acres.
Also open Sunday: 16 Grace St. (noon to 2 p.m.) and 19 Orchard Lane (2:30 to 4:30 p.m.).
Make a weekend of it: Saturday, start in the village on Grace Street at noon, head to West Hills Road at 1, then Orchard Lane and Brookside Road late afternoon. Sunday, West Road, Raymond Street and Richmond Hill Road open around 1 p.m., followed by Oak Grove Place and Orchard Lane after 2.
Listing details from Zillow.com as of Oct. 14, 2026. Open-house schedules can change; check each listing before you go.
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