VIEW 29 PHOTOS

500 Round Hill Road

Greenwich, CT 06831

$29,900,000 PRICE
6 Beds
6/1 Baths
6,910 Sqft
19.69 Acres
2015 Built

An extraordinary opportunity to create a new landmark estate on Round Hill Rd's premier building site: a nearly 20-acre offering at a 560 ft elevation - one of the highest points on Round Hill with a spectacular 7,000+ sq. ft. guest house for immediate liveability during the construction phase. Potential to build notable 22,000+ sq. ft. main house with optimal south-facing orientation and Long Island Sound views from second floor on 8-acre lot and additional 12,000+ sq. ft. on 4.2 acre lot for a total of 35,000+/- sq. ft. The existing stone guest house built in 2015 was designed by acclaimed architect Christopher Pagliaro with interior design by Arthur Dunnam of Dunnam Zerbini Design and offers south-facing pool with spa, separate studio apartment for visitors, and attached 3-car garage. Additional buffer lot of 2.3 conservation acres. DISCLAIMER: Photos labeled CONCEPTUAL RENDERING are for illustrative purposes only. Home design shown is not an approved or proposed architectural plan and is intended solely to illustrate the potential use of the property. Buyer to verify all zoning, building, and site requirements.

Additional Information

ADDITIONAL INFORMATION

BASEMENT DESCRIPTION: Partially Finished
ELEMENTARY SCHOOL: Parkway
MIDDLE SCHOOL: Western
ON MARKET DATE: 2026-10-01
PARKING: Garage Door Opener, Electric Gate
SEWER: Septic Tank
STYLE: Contemporary
TAX AMOUNT: $104,770
TYPE: Residential
UTILITIES: Propane
YEAR BUILT: 2015

INTERIOR/EXTERIOR FEATURES

BEDS: 6
CONSTRUCTION MATERIALS: Stone
COOLING: Central Air
EXTERIOR FEATURES: Gas Grill, Terrace, Deck, Pool (Private)
FULL BATHS: 6
HEAT: Propane
INTERIOR FEATURES: Kitchen Island
ROOF: Slate

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Location for 500 Round Hill Road, Greenwich, CT

Schools for 500 Round Hill Road, Greenwich, CT

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Community

Greenwich

Fairfield County, Connecticut

Long a haven for artists, entertainers, writers and athletes, the affluent Fairfield County town of Greenwich has been ranked by Money Magazine as number one on its list of the 100 best places to live...

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New Canaan Brokerage
26 Cherry Street
New Canaan, CT 06840
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Information provided by the Greenwich Multiple Listing Service, Inc. © 2026. Listing Courtesy of Joseph Barbieri of Sotheby's International Realty (203.869.4343). Data is updated as of 13:14 PM on 10/07/2026