16 Doubling Road
Greenwich, Connecticut 06830
- Beds
- 9
- Baths
- 9 | 4
- SqFt
- 16,154
- Acres
- 2.93
- Year Built
- 2026
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
GREAT INVESTMENT OPPORTUNITY- Bellavista is a 16,000+sf estate designed by architect Anthony Minichetti, comprised of 9 bedrooms, 9 full baths, and 4 half baths, set on 2.93 private elevated acres within Greenwich's elite Golden Triangle. Commanding panoramic views over one of Greenwich's historic Country Club golf courses, plus Long Island Sound views from the 2nd and 3rd floors, A truly sophisticated modern lifestyle.The residence is distinguished by its extensive integration of advanced technology systems, seamlessly embedded throughout the home. Smart-home infrastructure (lighting, climate, security,and entertainment).State-of-the-art environmental and wellness technologies (air, water, energy efficiency,and comfort). Attached 2 car garage + 5 car carriage house w lifts. 45'x20' pool Features: Full house generator. Venetian plaster walls, bleached white oak and porcelain floors throughout, radiant heated floors (including garage), self cleaning glass beaded stucco exterior with composite slate roof, imported windows/doors and stone, and expansive property for sports and entertaining. Pet grooming room with separate laundry. Chef's kitchen and additional family kitchen. Separate staff quarters. Plans available for an additional indoor pool and underground parking garage for 8 more vehicles with a car elevator.
Key Facts
- City/Town
- Greenwich
- Neighborhood
- N/A
- Property / Style
- Single Family · Contemporary
- Year Built
- 2026
- Days on Market
- 0 days
- Beds
- 9
- Baths
- 9 full · 4 half
- Living Area
- 16,154 sq ft
- Lot Size
- 2.93 acres
- Garage / Parking
- 5 garage
- Property Taxes
- $99,056 / Annually
Market Snapshot
The Greenwich Market
Single Family · trailing 12 months
Active Listings
51
16 under contract
Median List Price
$3.25M
51 active listings
Median Closed Price
$2.50M
214 sales
Median Days on Market
39
51 active listings
Median $ / Sq Ft
$863
51 active listings
Sale-to-List Ratio
101.0%
214 sales
How this home compares
List Price
$19.95M
vs $3.25M median
6.1× the median
Price / Sq Ft
$1,235
vs $863 median
43.1% above median
Days on Market
0 days
vs 39 days median
39 days fresher than median
Based on 51 active and 214 closed sales (trailing 12 mo) of single family in Greenwich. Source: SmartMLS · As of September 17, 2026.
Location
16 Doubling Road, Greenwich, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 10, 2026per month
- Principal & Interest$103,622
- Property Taxes$8,255
- Insurance$6,650
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Greenwich
- Neighborhood
- N/A
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Contemporary
- Year Built
- 2026
- New Construction
- Torn Down & Rebuilt
- Living Area
- 16,154 sq ft
Schools
- Elementary
- North Street
- High
- Greenwich
Interior
- Heating
- Gas on GasZoned
- Cooling
- Central Air
- Laundry
- Lower Level
- Laundry Location
- Large estate laundry room on lower level
- Appliances
- Electric CooktopGas CooktopRefrigeratorFreezerDishwasherWasherDryer
- Basement
- Full
- Additional Rooms
- Mud RoomStaff Quarters
Exterior & Lot
- Lot Size
- 2.93 acres
- Zoning
- RA-1
- Garage / Parking
- 5 garage spacesAttached GarageDetached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Pool
- In Ground Pool
- Construction
- Stucco
- Roof
- Slate
- Foundation
- Concrete
- Lot Description
- Fence - FullLevel LotProfessionally Landscaped
Listing & Financials
- Property Taxes
- $99,056 / Annually
- Days on Market
- 0
- MLS #
- 24207664
- MLS Status
- Active
Similar Properties
Homes with a close match in area, property type, and price.
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/17/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 9/17/2026 at 12:05 AM UTC.