Five luxury homes lead Old Lyme market with high price tags

A beachfront property on Pond Road in Old Lyme, Connecticut, holds the highest asking price among homes currently for sale in the town, according to Zillow listings. The property at 40 Pond Road is listed at $3,975,000. This price reflects a $225,000 reduction applied on October 20.

The 6,098-square-foot lot contains two residences with views of Long Island Sound. The listing describes the pair as suitable for a primary residence, a second home, or rental income. Zillow classifies the property as new construction and reports a combined total of 5,500 square feet. The structure features six bedrooms, seven full bathrooms, and two half bathrooms. One house has been remodeled while the other is newly built with concrete floors and an open layout. The property has been on the market for 153 days.

The second most expensive listing is at 314 Ferry Road, a modern smart home known as Greystone. It is priced at $3,397,000 following a $600,000 price cut on October 2. Built in 2024 on 1.12 acres adjacent to a protected wildlife area, the 4,505-square-foot home includes three bedrooms, three full bathrooms, and one half bathroom. Features include a rooftop deck and a kitchen equipped with Wolf and Sub-Zero appliances and a 10-by-4-foot island. This property has been listed for 208 days.

The third property on the list is a new single-level modern farmhouse at 41-1 Whippoorwill Road. It is listed at $1,899,999. The 3,345-square-foot home sits on 13.44 acres next to protected open space. It has four bedrooms, three full bathrooms, one half bathroom, a sunroom, and covered porches. The home has been on the market for 55 days.

Number four is 30-1 Lords Meadow Lane, a new modern-farmhouse-style home listed at $1,650,000. The price was reduced by $40,000 on October 13. Built in 2026, the 5,418-square-foot residence is on 2.43 acres. It features four bedrooms, four full bathrooms, one half bathroom, a main-level primary suite, a three-car garage, and an oversized quartz island. The builder's lender offers a limited-time financing incentive. The property has been listed for 33 days.

The fifth home is an antique Colonial at 25 Johnny Cake Hill Road, dated to 1730. It is listed at $1,550,000 after a $109,000 price cut on September 30. Located on 1.2 secluded acres near the Old Lyme Country Club, the 2,750-square-foot house has four bedrooms, three full bathrooms, and one half bathroom. Recent updates include a new cedar roof, a new HVAC system, and new hardscaping around the pool. This property has been on the market for 56 days. Data for all listings was current as of October 26, 2026.