316 Valley Road
Greenwich, Connecticut 06807
- Beds
- 4
- Baths
- 3 | 2
- SqFt
- 3,150
- Acres
- 0.22
- Year Built
- 1965
- Neighborhood
- Cos Cob
- 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
Some homes are built. This one was sculpted. Elevated above the Mianus River, this turnkey four bedroom home is where extraordinary grounds meet a reimagined interior. Year-round water views, stone terraces, garden paths, stone gazebo and lookout points make a private European escape in Cos Cob. Once home of the head designer of New York Botanical Garden, the property's fieldstone walls, gardens and outdoor rooms were shaped with an artist's eye. Over the past three years, the interiors have been completely renovated with the same attention and beauty, craftsmanship and detail. A walkout entertainment room with wet bar and fireplace sets the tone. Elegant living/dining flow past a glass-enclosed wine display to an oversized chef's kitchen overlooking the river, featuring high-end appliances, custom finishes with a window seat for morning coffee. An expansive primary suite, generous en-suite bedrooms and a top-level retreat while flexible spaces accommodate guests, work and play. Outside, two stone patios, a covered grotto with fireplace, garden shed and hillside stone tower invite quiet mornings and unforgettable evenings. Walk to schools, a neighborhood deli and wine shop, with two public boat launches across the street and train stations minutes away. A rare combination of design, nature and access to NYC, this is not simply a house you see. It is one you feel.
Key Facts
Market Snapshot
The Greenwich Market
Single Family · trailing 12 months
Active Listings
45
21 under contract
Median List Price
$3.50M
45 active listings
Median Closed Price
$2.40M
172 sales
Median Days on Market
45
45 active listings
Median $ / Sq Ft
$859
45 active listings
Sale-to-List Ratio
100.4%
172 sales
How this home compares
List Price
$2.75M
vs $3.50M median
21.3% below median
Price / Sq Ft
$873
vs $859 median
In line with median
Days on Market
0 days
vs 45 days median
45 days fresher than median
Based on 45 active and 172 closed sales (trailing 12 mo) of single family in Greenwich. Source: SmartMLS · As of August 8, 2026.
Location
316 Valley Road, Greenwich, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 6, 2026per month
- Principal & Interest$14,182
- Property Taxes$836
- Insurance$917
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1965
- New Construction
- No/Resale
- Living Area
- 3,150 sq ft
- Below Grade
- 336 sq ft
Schools
- Elementary
- North Mianus
- High
- Greenwich
Interior
- Heating
- Hot Air
- Heat Fuel
- Gas In Street
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Upper Level
- Appliances
- Gas CooktopOven/RangeWall OvenConvection Oven
- Basement
- Partial
- In-Law Apartment
- No
- Interior Features
- Audio SystemAuto Garage Door OpenerCable - Pre-wiredOpen Floor PlanSecurity System
Exterior & Lot
- Lot Size
- 0.22 acres
- Zoning
- R-12
- Garage / Parking
- 1 garage space3 total parking spacesAttached GarageDrivewayAsphalt
- Waterfront Details
- Access
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Construction
- Shingle
- Color
- Beige
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- ShedGazeboGarden AreaStone WallFrench DoorsPatio
- Lot Description
- Rocky
Listing & Financials
- Property Taxes
- $10,033 / Annually
- Days on Market
- 0
- MLS #
- 24197532
- MLS Status
- Active
Similar Properties
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Co-Listed By
Suzy Armstrong
Compass Connecticut, LLC
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 8/8/2026. 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 8/8/2026 at 1:01 AM UTC.