Take A Tour: Norwalk's 5 Priciest Homes On The Market Right Now

NORWALK, CT — Waterfront property dominates the top of Norwalk's housing market. Every one of the city's five most expensive homes for sale on Zillow.com is on or overlooking the water, led by a $24 million estate with views across the Norwalk Islands.

No. 1 on the list is 16 Nathan Hale Drive, asking $24,000,000. The 1890 house, renovated by the design firm S.R. Gambrel Inc., looks out over the islands of Long Island Sound and has 6,169 square feet, five bedrooms, five full bathrooms and one half bathroom on 1.1 acres. It has a two-story entry hall, a great room and a chef's kitchen with a large marble island. It has been on Zillow for 24 days.

Just behind it is 57 Rowayton Ave. on the Five Mile River in Rowayton, next to the town dock and steps from Rowayton Seafood, at $10,995,000. Designed by Beinfield Architecture and built in 2013, the 4,225-square-foot house was inspired by luxury yachts, with mahogany throughout, and comes with a private 38-foot dock. It has three bedrooms; Zillow lists three full bathrooms and one half bathroom, while the description says five baths. It has been on Zillow for 75 days.

Rounding out the top three is its neighbor at 41 Rowayton Ave., at $7,000,000. The 1949 house has 3,732 square feet, four bedrooms, four full bathrooms and one half bathroom, plus direct waterfront, a private dock, a sandy beach, a waterside pool and membership in the Rowayton Beach Association. It has been on Zillow for 89 days.

No. 4 is 21 Point Road, a 1932 Georgian Colonial in the Wilson Point Association with views of the Sound, listed at $4,895,000 after a $555,000 price cut on Oct. 16. The 10,045-square-foot house has seven bedrooms, nine full bathrooms and one half bathroom on 1.4 acres, a primary suite with a fireplace and private terrace, a pool and a pool house with a full kitchen. It has been on Zillow for 62 days.

Closing out the top five is another Wilson Point home, 1 Woodland Road, a 1924 English Tudor manor that the listing calls one of the association's original houses, at $4,500,000. The 3,234-square-foot home has four bedrooms and four full bathrooms on 0.87 acres with water views. It has been on Zillow for 63 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.