KILLINGWORTH, CT — Waterfalls, streams and a pond surround the most expensive home for sale in Killingworth, part of which started out as a fishing shack, according to listings on Zillow.com.
No. 1 on the list is 18 Birch Mill Road, which the listing calls the Well Maiden Estate, listed at $2,195,000 after a $155,000 price cut on Aug. 14. Cascading waterfalls, winding streams and Kroopa Pond come together across its 3.5 acres, and the listing says a restored wing of the house was originally a historic fishing shack. The 1988 house has 3,700 square feet, four bedrooms, two full bathrooms and one half bathroom. It has been on Zillow for 136 days.
Just behind it is 21 Clarkson Lane, at the end of a cul-de-sac, listed at $1,995,000 after a $255,000 price cut on Sept. 16. The 2006 house has 4,190 square feet, five bedrooms, four full bathrooms and two half bathrooms on 2.4 acres; the listing says an adjacent 1.9-acre building lot can be bought along with it. It has been on Zillow for 74 days.
Rounding out the top three is 180 Green Hill Road, an 18th-century Colonial estate on 8.2 acres, listed at $1,299,900. The listing dates the house to 1760; Zillow says 1770. It has 4,154 square feet, four bedrooms and four full bathrooms, six working fireplaces, a 28-by-13-foot keeping room and a primary suite with its own fireplace and sitting room. It has been on Zillow for 193 days.
No. 4 is 86 Laurel Ridge Trail, a 1998 Colonial with a wraparound porch, listed at $899,000 after a $16,000 price cut on Sept. 14. It has 2,942 square feet, four bedrooms, two full bathrooms and one half bathroom on 2.7 acres, and a kitchen with a center island and double ovens. It has been on Zillow for 83 days.
Closing out the top five is 26 Overlook Farms Road, another 1998 Colonial, on 2.2 acres, listed at $834,900. The 3,016-square-foot house has four bedrooms, two full bathrooms and one half bathroom, a three-car garage, a family room with a fireplace and a walk-out basement. It has been on Zillow for 11 days.
Prices, listing status and days on market are from each property's Zillow.com listing as of Oct. 26, 2026, and may change. Only homes marked "For sale" or offered as new construction were included; pending, coming-soon, land-only and multifamily listings were left out.
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