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500 Round Hill Road, 
Greenwich, CT 06831

$29,900,000

6

Beds

7

Baths

6,910

Sq Ft

Single Family

Active

Listed by

Joseph Barbieri

Sotheby'S International Realty

Last updated:

October 7, 2026, 05:15 PM

MLS#

125964

Source:

CT GAR

About This Home

500 Round Hill Road

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.

Home Facts

Single Family

7 Baths

6 Bedrooms

Built in 2015

Price Summary

29,900,000

$4,327 per Sq. Ft.

MLS #:

125964

Last Updated:

October 7, 2026, 05:15 PM

Added:

9 day(s) ago

Rooms & Interior

Bedrooms

Total Bedrooms:

6

Bathrooms

Total Bathrooms:

7

Full Bathrooms:

6

Interior

Living Area:

6,910 Sq. Ft.

Structure

Structure

Building Area:

6,910 Sq. Ft.

Year Built:

2015

Lot

Lot Size (Sq. Ft):

857,696

Finances & Disclosures

Finances

Price:

$29,900,000

Price per Sq. Ft:

$4,327 per Sq. Ft.

Source:CT GAR
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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.