Chester, Essex & Deep River Open Houses Oct. 10-11: An 1835 Home Reimagined, A River House And 4 More

CHESTER, CT — This weekend's lower-valley open houses include a 1927 house right on the water in Chester, a few minutes' walk from the village galleries, and an 1835 Essex home expanded to nearly 3,000 square feet. In Deep River, there's an 1880 house with a barn and a professional Jade stove, plus a Colonial overlooking the Pratt Read Reservoir.

Six Chester, Essex and Deep River homes are holding open houses Saturday, Oct. 10, and Sunday, Oct. 11, with prices from $269,900 to $928,000, according to Zillow.com.

Subscribe

Saturday, Oct. 10

240 Main St., Deep River, 11 a.m. to 1 p.m., $599,900. New to the market Oct. 8, this 1880 house within walking distance of downtown has a brand-new roof, built-ins and original details. The kitchen has a professional Jade stove and looks out on a landscaped, private backyard, and a barn offers flex space for a gym, office or hobby room. It's a three-bedroom, two-bath home with 1,694 square feet.

92 Water St., Chester, noon to 2 p.m., $269,900. This 1927 Colonial sits right on the water with river views, a short stroll from downtown Chester's boutiques, art galleries and restaurants, according to the listing. It can also be bought together with the adjacent 90 Water St. It's a three-bedroom, one-bath home with 1,217 square feet on 0.27 acres. Its price was cut by $15,000 on Sept. 23.

60 Bushy Hill Road, Essex, 1 to 3 p.m., $928,000. Built in 1835 and expanded to more than 2,950 square feet, this home centers on a chef's kitchen with a waterfall island and a walk-in pantry, next to a vaulted, window-lined great room. All three bedrooms have their own baths, and an upstairs lounge could serve as a library or media room. It's a three-bedroom home with three full and one half baths on 0.85 acres.

Sunday, Oct. 11

73 Long Hill Road, Deep River, noon to 2 p.m., $625,000. This 1986 home is less than five minutes from the Essex and Chester town centers, according to the listing, and near walking and nature trails. It's a four-bedroom, 2.5-bath home with 2,196 square feet on 1.5 acres.

77 Falls Landing Road, Deep River, noon to 2 p.m., $699,900. On a private cul-de-sac, this 2001 Colonial overlooks the Pratt Read Reservoir with about 200 feet of waterfront. It has all-new plumbing, updated baths and a newer HVAC system, with a few updates left for the next owner, plus an eat-in kitchen and a family room with a gas fireplace. It's a four-bedroom, 2.5-bath home with 3,143 square feet on 1.9 acres; the HOA fee is $25 a month. Its price was cut by $50,000 on Sept. 28.

5 Northwinds Drive, Essex, noon to 2 p.m., $625,000. This custom one-owner home sits on a low-traffic street in Essex's historic Ivoryton village. Its flexible layout allows for two offices, or a craft room or artist's studio, and the kitchen has quartz counters. It's a three-bedroom, 2.5-bath home with 2,314 square feet on 1.13 acres. Its price was cut by $24,000 on Oct. 5.

Make a weekend of it: on Saturday, start on Main Street in Deep River at 11, head to the water in Chester at noon and finish on Bushy Hill Road in Essex. Sunday's three noon open houses are a short drive apart, from Long Hill Road and the reservoir to Ivoryton.

Listing details from Zillow.com as of Oct. 7, 2026. Open-house schedules can change; check each listing before you go.