53 West Hill Circle
Stamford, Connecticut 06902
- Beds
- 4
- Baths
- 3 | 1
- SqFt
- 4,433
- Acres
- 0.79
- Year Built
- 1963
- 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
Located in Stamford's sought-after Westover neighborhood, 53 West Hill Circle has been fully reimagined into a sophisticated, move-in-ready 4 bedroom, 3.5 bath residence defined by scale, light, and seamless indoor-outdoor living. The centerpiece is a striking chef's kitchen with a large statement island, custom cabinetry, and premium Wolf and Sub-Zero appliances. Generous storage, including multiple pantry spaces, enhances both function and everyday living, while the kitchen opens effortlessly into the main living areas. A sun-filled dining/sunroom serves as a standout feature, with vaulted ceilings, a dramatic picture window overlooking the pool and bluestone patio, and direct outdoor access-creating a natural extension of the living space. A wet bar with wine cooler enhances the home's entertaining appeal. The expansive family room is anchored by a distinctive, designer-inspired fireplace, offering both warmth and architectural presence. The primary suite features two walk-in closets and a fully renovated bath, while all bathrooms have been thoughtfully updated with clean, modern finishes.
Key Facts
Market Snapshot
The Stamford Market
Single Family · trailing 12 months
Active Listings
101
94 under contract
Median List Price
$1.16M
101 active listings
Median Closed Price
$978,000
571 sales
Median Days on Market
34
101 active listings
Median $ / Sq Ft
$406
101 active listings
Sale-to-List Ratio
104.2%
571 sales
How this home compares
List Price
$1.65M
vs $1.16M median
42.3% above median
Price / Sq Ft
$372
vs $406 median
8.4% below median
Days on Market
0 days
vs 34 days median
34 days fresher than median
Based on 101 active and 571 closed sales (trailing 12 mo) of single family in Stamford. Source: SmartMLS · As of November 4, 2026.
Location
53 West Hill Circle, Stamford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 29, 2026per month
- Principal & Interest$8,990
- Property Taxes$1,381
- Insurance$550
- 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
- Raised Ranch
- Year Built
- 1963
- New Construction
- No/Resale
- Living Area
- 4,433 sq ft
Schools
- Elementary
- Stillmeadow
- High
- Westhill
Interior
- Heating
- BaseboardHot Water
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 2
- Laundry
- Lower Level
- Appliances
- Oven/RangeConvection OvenRange HoodSubzeroDishwasherDisposal
- Basement
- FullHeatedApartmentInterior AccessPartially FinishedWalk-outFull With Walk-Out
- In-Law Apartment
- YesLower LevelSeparate Entry
- Interior Features
- Cable - AvailableOpen Floor Plan
- Additional Rooms
- Bonus RoomLaundry RoomMud Room
Exterior & Lot
- Lot Size
- 0.79 acres
- Zoning
- RA1
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Pool
- HeatedIn Ground Pool
- Construction
- Hardie Board
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- PorchStone WallPatio
- Lot Description
- Lightly WoodedLevel LotOn Cul-De-Sac
Listing & Financials
- Property Taxes
- $16,567 / Annually
- Days on Market
- 0
- MLS #
- 24218975
- MLS Status
- Active
Similar Properties
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Co-Listed By
Gene Shklover
AG Prime Realty
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 11/4/2026. 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 11/4/2026 at 4:25 PM UTC.