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
Escape the ordinary at this European inspired Greenwich, CT retreat offering exceptional privacy, sweeping river views, and effortless access to the Cos Cob village amenities. Set above the Mianus River, the property features multilevel stone terraces, outdoor fireplaces, mature gardens, and an all season stone gazebo sculpted by the former head designer of the New York Botanical Garden, creating a truly one-of-a-kind outdoor experience. Inside, the completely reimagined, meticulous interior showcases rich hardwood floors, quality moldings, and thoughtful craftsmanship throughout. Versatile living spaces include a chef's kitchen, a dramatic family room with waterview exposure, and luxurious ensuite bedrooms that feel both serene and refined. Large windows and French doors frame the river, enhancing the home's European ambiance and connection to nature. Sidewalks lead to shops, cafes, schools, and the train just five minutes away. This residence blends Old World charm with modern convenience. A rare offering that delivers distinctive character, designer curated grounds, and a lifestyle that stands apart from the standard.
Key Facts
Market Snapshot
The Greenwich Market
Single Family · trailing 12 months
Active Listings
54
17 under contract
Median List Price
$3.25M
54 active listings
Median Closed Price
$2.50M
211 sales
Median Days on Market
35
54 active listings
Median $ / Sq Ft
$851
54 active listings
Sale-to-List Ratio
101.2%
211 sales
How this home compares
List Price
$2.65M
vs $3.25M median
18.5% below median
Price / Sq Ft
$841
vs $851 median
In line with median
Days on Market
0 days
vs 35 days median
35 days fresher than median
Based on 54 active and 211 closed sales (trailing 12 mo) of single family in Greenwich. Source: SmartMLS · As of September 21, 2026.
Location
316 Valley Road, Greenwich, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 17, 2026per month
- Principal & Interest$14,033
- Property Taxes$1,007
- Insurance$883
- 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
- Natural Gas
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Upper Level
- Laundry Location
- Upper level
- Appliances
- Gas CooktopGas RangeConvection OvenMicrowaveRange HoodSubzeroIcemakerDishwasherDisposalWasherDryerWine Chiller
- Basement
- Partial
- In-Law Apartment
- No
- Interior Features
- Audio SystemAuto Garage Door OpenerCable - Pre-wiredOpen Floor PlanSecurity System
- Additional Rooms
- FoyerLaundry Room
Exterior & Lot
- Lot Size
- 0.22 acres
- Zoning
- R-12
- Garage / Parking
- 1 garage space6 total parking spacesAttached GarageDrivewayAsphalt
- Waterfront
- Direct waterfront
- Waterfront Details
- RiverWalk to WaterBeach RightsView
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Construction
- Shingle
- Color
- Beige
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- BalconySidewalkTerraceShedGazeboGarden AreaLightingFrench Doors
- Lot Description
- DryProfessionally LandscapedWater View
Listing & Financials
- Property Taxes
- $12,085 / Annually
- Days on Market
- 0
- MLS #
- 24208299
- MLS Status
- Active
Similar Properties
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Co-Listed By
Richard Greene
Compass Connecticut, LLC
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/21/2026. 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 9/21/2026 at 7:00 PM UTC.