Property photo 1
Property photo 2
Property photo 3
Property photo 4
Property photo 5
6 Beds
7 Baths
6,910 sqft

$29,900,000

500 Round Hill Road, Greenwich CT, 06831

Price per sqft$4,327.06
Built in2015
Property size6,910 sqft
Property typeResidential

Overview

Active

Listed Oct 1, 2026

Updated 31h ago

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, studio apartment with 6th bedroom 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.

$198,925/mo

Est. mortgage payment based on a $29,900,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
125964
Available since
October 1, 2026

Interior Features

Bedrooms
6
Bathrooms
7
Fireplace
Yes
Cooling
Yes
Basement
No

Exterior Features

Lot Size
19.69 Acres

Other Property Details

Taxes
$104,770
Tax Frequency
Annually

 Courtesy of Joseph Barbieri | Sotheby's International Realty - Greenwich Brokerage

Based on information from DASH - Sotheby's International Realty (SIR) as of 10/3/2026. This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. The display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent. 

©2026 DASH - Sotheby's International Realty (SIR). All rights reserved. 

Data last updated 4:43 AM UTC, 10/3/2026

Powered by Luxury Presence