George Cress of Enterprise Realty   Email: george@cress.co (dot co)   Call/Text: 212-203-5251

Enterprise Realty Office: 203-929-6311

George Cress of Enterprise Realty
Email: george@cress.co (dot co)  Call/Text: 212-203-5251
Enterprise Realty Office: 203-929-6311

259 Frogtown Road is a newly constructed contemporary compound set on 2.25 private acres in New Canaan. Spanning nearly 13,000 square feet across a main residence and guest cottage, the property combines impressive scale with a level of finish rarely found in new construction.

Once home to a thriving plant nursery, the site has been transformed into a private estate featuring a pool and spa, two koi-stocked ponds, an indoor-outdoor entertaining pavilion, and extensively landscaped grounds, all just minutes from downtown.

Designed and built by GreenDay Company, the home features a contemporary aesthetic characterized by clean lines, natural materials, and extensive use of glass. Inside, a three-story foyer introduces more than 11,800 square feet of living space in the main residence. Twelve-foot ceilings carry throughout.

The great room serves as the centerpiece of the home. A double-sided fireplace anchors the space, while walls of glass frame views of the terrace, pool, and surrounding grounds.

The kitchen’s dual islands provide ample workspace and seating, while fully integrated appliances maintain the home’s clean architectural lines. A spacious pantry offers additional storage and preparation space, while the adjacent dining room and sitting room provide a more intimate setting for formal gatherings.

The second floor is home to five ensuite bedrooms, including an expansive primary suite with a private balcony overlooking the property. The primary bath features dual vanities, a soaking tub, and an oversized shower with four shower heads framed by an enormous picture window.

A third-floor office and flex space provides a retreat for work or study, separated from the activity of the home’s main living areas. Below, the lower level features twelve-foot ceilings and dedicated spaces for fitness, recreation, media, and casual gathering.

A distinguishing feature of the property is its guest cottage. Connected to the main residence by a covered walkway, the structure functions as a fully independent living space complete with its own kitchen, living area, bedroom, office, and substantial storage. Whether used for extended family, long-term guests, staff accommodations, or a private workspace, it adds a level of versatility rarely found in a single-family residence.

While many luxury homes emphasize square footage alone, 259 Frogtown Road stands out for how its spaces are organized and connected. The relationship between the main residence, outdoor amenities, and guest cottage creates a true compound experience, offering flexibility for a variety of living arrangements while maintaining a cohesive architectural vision.

Cress is an innovative real estate advisory firm representing buyers and sellers of high-end properties throughout Fairfield County, CT and beyond. On the sell side, Cress delivers marketing-driven support designed to expand visibility and maximize outcomes. Through its co-listing model, Cress partners alongside listing agents to provide digital-first distribution, high-quality content creation, and proactive demand generation strategies that extend well beyond traditional MLS exposure.

On the buy side, Cress offers flat-fee representation and commission rebate programs that bring efficiency and transparency to luxury transactions while maintaining a high standard of service. Known for strategic insight, modern marketing execution, and deep local knowledge, Cress provides a smarter, more aligned approach to buying and selling real estate.

For more information, visit www.callcress.com.

George Cress
(212) 203-5251
george@cress.co
License #RES.0832278
Fairfield County, CT

Enterprise Realty Inc.
License #REB.0751297
45 Huntington Plaza
Shelton, CT 06484