500 Round Hill Road, Greenwich, CT 06831 (MLS# 125964)


$29,900,000
500 Round Hill Road
Greenwich, CT 06831
MLS# 125964
6 beds  |  6.1 baths  |  6910 sqft


560ft elevation
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560ft elevation Aerial white line Round Hill Guest House Foyer Living room Kitchen/dining rm Kitchen Lounge Den Library Primary suite Primary bath Primary bath #2 Office Gym Deck Bedroom Bathroom Wine room Pool with spa Pool view Terrace Back of house 19.69 acres Land 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 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 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

Property Description
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.

Details
Maps
General Property Info
Year Built: 2015
Garage #: 3
Elementary School: Parkway
Middle School: Western
Pool: Yes
Pool Description: With Spa
Court: No
Court Description: Possible Site
SqFt +/-: 6910
Acres +/-: 19.69
Location Property Info
List Price: $29,900,000
Type: Single Family Residence
Street #: 500
Street Name: Round Hill
Street Suffix: Road
State: CT
Zip Code: 06831
County: Fairfield
Area: 3 - Greenwich
Property ID: 10-3657
# Bdrms: 6
# FBths: 6
Baths: 6.1
OfficeContract Info
Status: Active
List Date: 2026-10-01
Property Features
Entry Hall Ceilings: Barrel
Entry Hall Comments: Hardwood Floor
Living Room Ceilings: Vaulted
Dining Room Ceilings: Beamed
Dining Room Comments: Kitchen/DR
Family Room Comments: Adjacent Kitchen
Kitchen Ceilings: Beamed
Kitchen Comments: Gourmet; Kitchen Island
Primary Bdrm Ceilings: Skylight; Vaulted
Primary Bdrm Comments: Primary Bedroom Suite
Primary Bth Comments: Luxury Bath
Laundry Comments: Separate Room
Other Room Comments: Exercise Room; Mudroom; Office Space; Solarium; Studio; Wine Cellar
Design: Contemporary
Cooling System: Central Air
Heat System: Hydro-Air
Heat Fuel: Propane
Hot Water: Gas
Attic: None
Basement Type: Partially Finished
Water Source: Well
Sanitation Source: Septic Tank
Gas Source: Propane
Exterior: Stone
Parking Description: Attached Garage
Roof: Slate
Lot Description: Adjcnt Conservation; Parklike
Documents Available: GIS Maps; Plot Plan; Room Sizes; Septic Plan
Features: Auto Garage Door; Auto Gate; Deck; Gas Grill; Generator; Security System; Terrace
Outbuildings: Studio
Included: All Kitchen Applncs; Call LB; Washer/Dryer
Excluded: Call LB
Supplements
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.

Listing Office: Sotheby's International Realty

Last Updated: October - 01 - 2026

Listing information comes from various sources and may not always be accurate. No representation or warranty is made as to the accuracy of this information. You should verify any information that is important to your buying decision. Greenwich Multiple Listing Service, Inc.