33 Cliffdale Road
Greenwich, Connecticut 06831
- Beds
- 5
- Baths
- 4 | 1
- SqFt
- 4,872
- Acres
- 4.01
- Year Built
- 1962
- Neighborhood
- Back Country
- 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
Golden opportunity to own four private acres in Greenwich's coveted Back Country. Tucked behind a gated stone entrance, this stunning Colonial sits on rolling lawns with sunset views to scenic Laub Pond. Renovated by renowned Lighthouse Architects, it blends classic New England charm with modern luxury and includes plans for future expansion. The primary suite is a true retreat, featuring mahogany vaulted ceilings and a fireplace, evoking a boutique hotel feel. Four additional bedrooms offer ample space, while expansive living areas are perfect for both quiet nights and entertaining. A sparkling pool, sweeping lawns, and rare privacy complete the setting. Just minutes from top schools, country clubs, and town.
Key Facts
- City/Town
- Greenwich
- Neighborhood
- Back Country
- Property / Style
- Single Family · Colonial
- Year Built
- 1962
- Days on Market
- 116 days
- Beds
- 5
- Baths
- 4 full · 1 half
- Living Area
- 4,872 sq ft
- Lot Size
- 4.01 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $25,997 / Annually
Market Snapshot
The Greenwich Market
Single Family · trailing 12 months
Active Listings
42
24 under contract
Median List Price
$3.54M
42 active listings
Median Closed Price
$2.40M
176 sales
Median Days on Market
43
42 active listings
Median $ / Sq Ft
$858
42 active listings
Sale-to-List Ratio
100.4%
176 sales
How this home compares
List Price
$4.50M
vs $3.54M median
27.3% above median
Price / Sq Ft
$924
vs $858 median
7.7% above median
Days on Market
116 days
vs 43 days median
73 days longer than median
Based on 42 active and 176 closed sales (trailing 12 mo) of single family in Greenwich. Source: SmartMLS · As of July 27, 2026.
Location
33 Cliffdale Road, Greenwich, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$22,944
- Property Taxes$2,166
- Insurance$1,500
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Greenwich
- Neighborhood
- Back Country
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1962
- New Construction
- No/Resale
- Living Area
- 4,872 sq ft
Schools
- Elementary
- Parkway
- High
- Greenwich
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 3
- Laundry
- Main Level
- Laundry Location
- Adjacent to kitchen
- Appliances
- Oven/RangeMicrowaveDishwasherWasherDryerWine Chiller
- Basement
- PartialFully FinishedPartial With Walk-Out
- Interior Features
- Security System
- Additional Rooms
- Wine Cellar
Exterior & Lot
- Lot Size
- 4.01 acres
- Zoning
- RA-4
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront
- Direct waterfront
- Waterfront Details
- PondAccess
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Pool
- HeatedIn Ground Pool
- Construction
- StoneWood
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- GrillTerraceUnderground SprinklerPatio
- Lot Description
- Fence - PrivacyLevel LotSloping Lot
Listing & Financials
- Property Taxes
- $25,997 / Annually
- Days on Market
- 116
- MLS #
- 24163978
- MLS Status
- Under Contract
Similar Properties
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Co-Listed By
Jeffrey Jackson
Corcoran Centric Realty
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/27/2026. 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 7/27/2026 at 12:35 PM UTC.