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53 West Hill Circle

Stamford, Connecticut 06902

ACTIVE - NEW$1,649,000
Beds
4
Baths
3 | 1
SqFt
4,433
Acres
0.79
Year Built
1963
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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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

City/Town
Stamford
Neighborhood
Westover
Property / Style
Single Family · Raised Ranch
Year Built
1963
Days on Market
0 days
Beds
4
Baths
3 full · 1 half
Living Area
4,433 sq ft
Lot Size
0.79 acres
Garage / Parking
2 garage
Property Taxes
$16,567 / Annually

Market Snapshot

The Stamford Market

Single Family · trailing 12 months

View area

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$10,921

per 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

City/Town
Stamford
Neighborhood
Westover
County
Fairfield

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

Homes with a close match in area, property type, and price.

Listed By

Alla Gubler

(203) 249-4246

AG Prime Realty

(203) 987-4722

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.