Upcoming Open Houses In Chester, Essex & Deep River

DEEP RIVER, CT — This weekend's open houses in the lower Connecticut River Valley include a restored 1830 antique on Spring Street that was the home of Asahel and Adelia Watrous, the former parsonage of the Essex Baptist Church and an 1835 Ivoryton house expanded to more than 2,950 square feet.

Eight homes in Chester, Essex and Deep River are holding open houses Saturday, Oct. 24, and Sunday, Oct. 25, with prices from $289,000 to $999,000, according to Zillow.com.

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Saturday, Oct. 24

8 Southworth St., Deep River, 10 a.m. to 1 p.m., $499,000. Coming to market this weekend, this 1918 Colonial is a walk from downtown, with rich wood molding, a staircase with a classic box newel post, first-floor laundry, a family room, an enclosed front porch and a large side deck, according to the listing. It's a four-bedroom, 1.5-bath home with 1,753 square feet.

7 Hickory Hill Drive, Chester, 11 a.m. to 1 p.m., $775,000. On a dead-end road a walk from downtown Chester, this recently updated 1984 Colonial has new vinyl siding, new central air, refinished hardwood floors, an enlarged primary bath and a finished walkout basement, according to the listing. It's a three-bedroom, 2.5-bath home with 3,002 square feet on 1.27 acres.

8 Prospect St., Essex, noon to 2 p.m., $999,000. This 1880 Essex Village Colonial was the parsonage for the Essex Baptist Church, according to the listing, and has hardwood floors, period moldings, three fireplaces, a wraparound porch and an attached garage, near Town Park, the library and downtown shops. It's a three-bedroom, 1.5-bath home with 2,287 square feet on 0.48 acres.

2 Pinewood Trail, Deep River, 1 to 3 p.m., $685,000. On a dead-end street with its own pond, this 1990 modern Cape has a cathedral-ceilinged living area with a fireplace, a first-floor primary suite and a finished walkout lower level, according to the listing. It's a three-bedroom, 3.5-bath home with 2,403 square feet on 1.96 acres.

60 Bushy Hill Road, Ivoryton, 1 to 3 p.m., $928,000. Built in 1835 and expanded after an eight-month renovation with a new roof, siding, plumbing, kitchen, baths and hardwood floors, this house has a chef's kitchen with a waterfall island, a vaulted great room and three bedrooms with their own baths, according to the listing. It's a three-bedroom, 3.5-bath home with 2,950 square feet on 0.85 acres.

Sunday, Oct. 25

173 West Main St., Chester, 11 a.m. to 1 p.m., $289,000. Along the Pattaconk Brook near the heart of Chester, this remodeled 1977 manufactured home with additions has a wood stove and a 45-by-28-foot garage with a loft, according to the listing, which says it will not qualify for financing, so it's cash only, and that the septic leaching fields will need replacing. It's a two-bedroom, one-bath home with 1,392 square feet on 2 acres.

5 Northwinds Drive, Ivoryton, noon to 2 p.m., $599,000. On a quiet street in historic Ivoryton, this custom 1984 home has had one owner and has two possible office spaces, a kitchen with quartz counters and an oversized pantry with built-in shelving, according to the listing. It's a three-bedroom, 2.5-bath home with 2,314 square feet on 1.13 acres. Its price was cut by $26,000 on Oct. 18.

26 Spring St., Deep River, 1 to 3 p.m., $695,000. Coming to market Sunday, this restored antique dating to about 1830 was the home of Asahel and Adelia Watrous, according to the listing. It has an eat-in kitchen with stone counters and a vaulted tin ceiling, a living room with a wood stove, a library with built-in bookcases and a detached two-car garage, steps from Deep River's center. It's a four-bedroom, two-bath home with 2,052 square feet on 0.7 acres.

Make a weekend of it: Saturday, start on Southworth Street in Deep River at 10 a.m., head to Chester's Hickory Hill Drive at 11 and the Essex parsonage at noon, then finish at Pinewood Trail or Bushy Hill Road in the afternoon. Sunday, see West Main Street in Chester at 11, Northwinds Drive at noon and the Watrous house on Spring Street at 1.

Listing details from Zillow.com as of Oct. 22, 2026. Open-house schedules can change; check each listing before you go.