From Frogtown to Smith Ridge: Four Fresh Takes on New Canaan

New Canaan’s late-October arrivals are few in number but broad in scale. Four homes were listed between October 14 and October 23, with asking prices ranging from $1.295 million to $8.74 million.

The group includes a newly built compound on a former nursery site, a 2026 renovation and expansion on Bald Hill Road, a walkable Park Lane address, and six secluded acres on Smith Ridge Road. Property history and municipal permits add useful perspective where the available records document an earlier sale or meaningful work.

259 Frogtown Road

$8,740,000 · 7 bedrooms · 9.5 baths · 14,216 sq. ft. · Listed October 19

259 Frogtown Road is a 7-bedroom, 9.5-bath home in New Canaan, built in 2026 on 2.25 acres with 14,216 square feet. Highlights include gated entrance on 2.25 landscaped acres, pool, spa, and attached pool house, full guest house for family and friends, and seven fireplaces and an elevator.

Call Cress previously profiled the property in June 2026, noting that the 2.25-acre site once operated as a plant nursery and that GreenDay Company designed and built the contemporary compound. The current property page also records an $8.747 million asking price on September 15, 2026, before the $8.74 million listing on October 19.

Municipal permit records document a $2 million new-construction permit issued in 2025 for a 10,250-square-foot, seven-bedroom dwelling, followed by a $125,000 revision connecting and remodeling the existing barn with additional living, gym, bath, and outdoor space.

View the full listing →Listed by Higgins Group Bedford Square

311 Bald Hill Road

$4,295,000 · 6 bedrooms · 7.5 baths · 6,529 sq. ft. · Listed October 14

311 Bald Hill Road is a 6-bedroom, 7.5-bath home in New Canaan, built in 1965 on 2.43 acres with 6,529 square feet. Highlights include historic stone walls, trails, specimen plantings, and pond, organic-modern interiors with white oak flooring and limewash finishes, custom kitchen with Wolf, Sub-Zero, and Miele appliances, and formal living and dining rooms with executive office.

The property previously sold for $1,805,000 on May 19, 2025.

View the full listing →Listed by Corcoran Centric Realty

7 Park Lane

$2,895,000 · 4 bedrooms · 4.5 baths · 6,222 sq. ft. · Listed October 22

7 Park Lane is a 4-bedroom, 4.5-bath home in New Canaan, built in 2003 on 0.31 acres with 6,222 square feet. Highlights include in-town cul-de-sac setting, sidewalks to downtown New Canaan, high ceilings and detailed millwork, and kitchen opening to the family room.

View the full listing →Listed by Compass Connecticut, LLC

792 Smith Ridge Road

$1,295,000 · 2 bedrooms · 3 baths · 2,262 sq. ft. · Listed October 20

792 Smith Ridge Road is a 2-bedroom, 3-bath home in New Canaan, built in 1946 on 6.02 acres with 2,262 square feet. Highlights include six secluded acres with a picturesque pond, scenic path bordered by historic stone walls, two bedrooms and three full baths, and home office or study.

View the full listing →Listed by Pinnacle R.E.& Management Srvc

These four listings capture several sides of New Canaan’s market at once, from estate-scale living to more approachable entries into town.

Availability, pricing, open houses, and status can change quickly. Follow each property link for current details and the complete listing.

Listing information and public records were checked on October 23, 2026. Information is deemed reliable but not guaranteed. Permit descriptions summarize municipal records and do not establish the present condition or completion of the work. Equal Housing Opportunity.