592 West Hill Road
Stamford, Connecticut 06902
- Beds
- 5
- Baths
- 3 | 1
- SqFt
- 3,788
- Acres
- 1.49
- Year Built
- 1927
- Neighborhood
- Westover
- 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
Move right into this timeless classic Colonial, beautifully sited on 1.49 manicured acres with a fully fenced backyard in the heart of desirable Westover. Brimming with character and thoughtfully updated throughout, the home welcomes you with a stunning foyer that opens to an expansive living room with a wood burning fireplace and a bright, elegant formal dining room. The chef's kitchen offers generous space for cooking and entertaining and flows into an expansive pantry and mudroom for exceptional everyday functionality. The grounds are perfect for entertaining, a large front patio, and back deck for BBQ's. Plenty of room for a pool and site plans available for a 3 car garage. Freshly painted throughout, the home also features beautifully refinished hardwood floors across the first and second levels. Upstairs, the completely renovated primary suite features a spacious walk-in closet and luxurious marble bath with Waterworks fixtures. The third floor, converted in 2024 adds an additional bedroom, full bath, and bonus office space, ideal for guests, working from home, or flexible living. Extensive improvements include a new 5 bedroom septic system (2021); Full HVAC and Electrical upgrades (2022); EV charger (2023); and third floor renovation (2024). With classic architecture, beautifully refreshed interiors, and extensive modern upgrades, this exceptional Westover home presents a rare opportunity in one of Stamford's most desirable neighborhoods.
Key Facts
Market Snapshot
The Stamford Market
Single Family · trailing 12 months
Active Listings
92
91 under contract
Median List Price
$1.15M
92 active listings
Median Closed Price
$983,950
568 sales
Median Days on Market
32
92 active listings
Median $ / Sq Ft
$417
92 active listings
Sale-to-List Ratio
104.0%
568 sales
How this home compares
List Price
$1.30M
vs $1.15M median
13.0% above median
Price / Sq Ft
$343
vs $417 median
17.7% below median
Days on Market
0 days
vs 32 days median
32 days fresher than median
Based on 92 active and 568 closed sales (trailing 12 mo) of single family in Stamford. Source: SmartMLS · As of September 14, 2026.
Location
592 West Hill Road, Stamford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 10, 2026per month
- Principal & Interest$6,747
- Property Taxes$1,299
- Insurance$433
- 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
- 1927
- New Construction
- No/Resale
- Living Area
- 3,788 sq ft
Schools
- Elementary
- Roxbury
- High
- Westhill
Interior
- Heating
- Hot Air
- Heat Fuel
- Propane
- Cooling
- Central Air
- Fireplaces
- 1
- Appliances
- Gas CooktopWall OvenMicrowaveRefrigeratorFreezerWasherDryer
- Basement
- FullUnfinishedFull With Walk-Out
Exterior & Lot
- Lot Size
- 1.49 acres
- Zoning
- RA1
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Septic
- Construction
- CedarStone
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Level LotProfessionally Landscaped
Listing & Financials
- Property Taxes
- $15,591 / Annually
- Days on Market
- 0
- MLS #
- 24196481
- MLS Status
- Coming Soon
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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 9/14/2026. 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 9/14/2026 at 10:55 PM UTC.