This Upcoming Connecticut Development Brings 78 Homes
This upcoming Connecticut development, Chilston Court, will bring 78 luxury residences to downtown Greenwich, with condos and penthouses priced from roughly $4.5 million to more than $10 million. Designed by Robert A.M. Stern Architects and slated for completion in 2028, it targets lock-and-leave living near Greenwich Avenue.
Developer Josh Caspi has unveiled the project as a rare large-scale condo option in one of the country's wealthiest enclaves, according to Robb Report. For readers following luxury real estate and dream homes, the plans mark a shift from sprawling estates toward walkable downtown living.
Key Takeaways
- Chilston Court will add 78 residences to downtown Greenwich, with completion expected in 2028.
- Homes are priced from about $4.5 million to upward of $10 million.
- Robert A.M. Stern Architects is designing two buildings at 275 and 290 Mason Street.
- Amenities include roughly 10,000 square feet of shared spaces, plus concierge service.
- Units start above 2,000 square feet, ranging from two-bedroom homes to penthouses.
What Is This Upcoming Connecticut Development?
Chilston Court is a condominium project aimed at residents who want to stay in Greenwich without maintaining large backcountry estates. Caspi told Robb Report that many longtime locals have been waiting for a true lock-and-leave alternative of meaningful scale.
Rather than chasing Manhattan weekenders, the developer expects many buyers to come from Greenwich estates and nearby Fairfield and Westchester counties. The pitch is community continuity—country clubs, family ties, and downtown convenience—without the upkeep of a sprawling home.
Where Will the Homes Sit and Who Designed Them?
The two buildings will rise at 275 and 290 Mason Street, steps from the Metro-North station and Greenwich Avenue. RAMSA partner Sarge Gardiner described the site as a chance to connect the commercial core with surrounding residential streets.
Architecture draws on local civic landmarks such as the historic post office, YMCA, and fire headquarters. The firm frames the look as "modern traditionalism," pairing classical cornices, stone detailing, and arched entrances with expansive windows, open plans, and recessed loggias meant to feel like outdoor rooms.
What Will Buyers Get Inside Chilston Court?
Residences run from two-bedroom layouts to penthouses. Even the smallest homes measure more than 2,000 square feet, with oversized primary suites, generous closets, wide hallways, and ceilings exceeding nine feet.
Interiors are by London's Bryan O'Sullivan Studio. Shared amenities span about 10,000 square feet and include a lap pool, wellness facilities, a 20-person private dining room, and a residents-only speakeasy, plus concierge service and dedicated delivery closets for packages, groceries, and laundry.
Pricing starts around $4.5 million and climbs past $10 million. For affluent buyers seeking optionality—walk, drive, train, or lock the door and leave—this upcoming Connecticut development is positioned as downtown Greenwich's next luxury address.