74 Glenville Road
Greenwich, Connecticut 06831
Reduced from $4,500,000
- Beds
- 5
- Baths
- 5 | 1
- SqFt
- 4,937
- Acres
- 1.92
- Year Built
- 1921
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
A Greenwich classic, this distinguished five-bedroom residence combines timeless architecture, exceptional craftsmanship, and grand-scale rooms designed for both entertaining and everyday living. Perched high above sweeping, beautifully landscaped grounds, the home enjoys a commanding setting with privacy, mature plantings, and expansive westerly views across the property. A slate roof, custom millwork, multiple fireplaces, and graciously proportioned interiors further reflect the home's enduring character. Elegant formal living and dining rooms are complemented by a Christopher Peacock kitchen with adjoining breakfast room, a comfortable family room, and a library or private office. Upstairs, the spacious primary suite is joined by three additional bedrooms, two of which are en suite. A fifth bedroom and flexible living space on the lower level provide additional accommodations. Expansive terraces extend the living spaces outdoors, overlooking the sweeping grounds and putting green, while a circular drive creates an impressive approach. A rare combination of scale, privacy, and setting, just minutes from central Greenwich.
Key Facts
- City/Town
- Greenwich
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1921
- Days on Market
- 45 days
- Beds
- 5
- Baths
- 5 full · 1 half
- Living Area
- 4,937 sq ft
- Lot Size
- 1.92 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $18,955 / Annually
Market Snapshot
The Greenwich Market
Single Family · trailing 12 months
Active Listings
53
23 under contract
Median List Price
$3.25M
53 active listings
Median Closed Price
$2.50M
205 sales
Median Days on Market
34
53 active listings
Median $ / Sq Ft
$859
53 active listings
Sale-to-List Ratio
101.3%
205 sales
How this home compares
List Price
$4.39M
vs $3.25M median
35.1% above median
Price / Sq Ft
$889
vs $859 median
In line with median
Days on Market
45 days
vs 34 days median
11 days longer than median
Based on 53 active and 205 closed sales (trailing 12 mo) of single family in Greenwich. Source: SmartMLS · As of October 12, 2026.
Location
74 Glenville Road, Greenwich, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 8, 2026per month
- Principal & Interest$24,316
- Property Taxes$1,580
- Insurance$1,463
- 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
- Colonial
- Year Built
- 1921
- New Construction
- No/Resale
- Living Area
- 4,937 sq ft
Schools
- Elementary
- Glenville
- High
- Greenwich
Interior
- Heating
- Hot Water
- Heat Fuel
- Natural Gas
- Cooling
- Central Air
- Fireplaces
- 3
- Laundry
- Lower Level
- Appliances
- Gas RangeWall OvenMicrowaveSubzeroWasherDryer
- Basement
- FullFull With Walk-Out
- Interior Features
- Auto Garage Door Opener
Exterior & Lot
- Lot Size
- 1.92 acres
- Zoning
- RA-1
- Garage / Parking
- 2 garage spacesUnder House Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Septic
- Construction
- Shingle
- Roof
- Slate
- Foundation
- Masonry
- Lot Description
- Lightly WoodedTreedProfessionally LandscapedRolling
Listing & Financials
- Property Taxes
- $18,955 / Annually
- Days on Market
- 45
- MLS #
- 24202628
- MLS Status
- Active
Similar Properties
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 10/12/2026. 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 10/12/2026 at 11:30 PM UTC.