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16 Doubling Road

Greenwich, Connecticut 06830

ACTIVE - NEW$19,950,000
Beds
9
Baths
9 | 4
SqFt
16,154
Acres
2.93
Year Built
2026
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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Pool5-Car GarageNew Construction

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$118,527

per 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

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Listed By

Jill Kelly

(203) 536-6280

Sotheby's International Realty

(203) 869-4343

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.