Take A Tour: East Hampton's Five Priciest Homes On The Market Right Now

EAST HAMPTON, CT — A restored 1823 house on the Connecticut River tops East Hampton's most expensive homes for sale, followed by a 39-stall horse boarding farm, according to listings on Zillow.com.

No. 1 on the list is 30 Knowles Road, a waterfront home listed at $1,395,000 after a $100,000 price cut on Sept. 4. The renovated 1823 house has 3,799 square feet, four bedrooms and four full bathrooms on 0.53 acres. The listing says the sale also includes an approved parcel with a detached garage, for 0.94 acres in all, and a chef's kitchen with soaring ceilings and river views. It has been on Zillow for 171 days.

Just behind it is 155 Bear Swamp Road, a horse boarding farm offered for the first time, listed at $1,000,000. The 10.32-acre property has 39 stalls in three barns, including a main barn with 16 stalls and two tack rooms, along with a 1985 house with 2,131 square feet, three bedrooms, one full bathroom and one half bathroom. It has been on Zillow for 40 days.

Rounding out the top three is 64 Highland Terrace, which is for sale by owner at $899,999. The 2021 house in Skyline Estates has 3,000 square feet, four bedrooms, two full bathrooms and one half bathroom on 1.18 acres. Out back there's a heated in-ground pool and an outdoor pavilion with a wood- or coal-fired pizza oven and a granite bar. It has been on Zillow for 12 days.

No. 4 is 506 Freya Lane, a new-construction home still to be built on a 2.21-acre lot in the second phase of Lake Overlook Estates, with views of Lake Pocotopaug, listed at $764,900. The builder's Richmond plan has 2,706 square feet, three bedrooms, two full bathrooms and one half bathroom, three gables and a two-story family room with a balcony overlook, and buyers can add bedrooms. It has been on Zillow for 213 days.

Closing out the top five is 36 Charles Mary Drive, a 1989 Colonial on nearly 2 acres, listed at $759,900. The 3,987-square-foot house has four bedrooms, three full bathrooms and one half bathroom, a level, fully fenced backyard, a two-story family room with a stone fireplace and a sunroom with a skylight next to the hot tub. It has been on Zillow for 50 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. The house at 180 Tartia Road, listed at $995,000, was left out because Zillow marks it "Coming soon" until Oct. 31.