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 18h 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

Interior Features

Bedrooms
6
Bathrooms
7
Fireplace
Yes
Cooling
Yes
Heating
Yes
Basement
Yes

Exterior Features

Lot Size
19.69 Acres

Other Property Details

Taxes
$104,770
Tax Frequency
Annually
Garage
Yes
Pool
Yes
MLS provider logo

Listed by Joseph Barbieri with Sotheby's International Realty
Listing Contact:  

The IDX display contains information sourced from the Greenwich Association of REALTORS® as of 10/2/2026. This data is intended solely for personal, non-commercial use and is not to be utilized for any other purposes except to identify potential properties for purchase. Although the MLS data displayed is typically considered reliable, it is not guaranteed to be accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and are advised to conduct their own investigations or seek professional assistance. Other sources besides the Listing Agent may have contributed to the MLS data presented. Unless expressly specified in writing, the Broker/Agent has not confirmed any information obtained from external sources. The Broker/Agent may or may not have acted as the Listing and/or Selling Agent and cannot guarantee the accuracy of property locations displayed on any map. Any compensation offers are solely made to participants of the MLS where the listing is registered.

©2026 Greenwich Association of REALTORS® all rights reserved.

Data last updated on 10/2/2026 at 5:09 AM UTC

Powered by Luxury Presence