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2596 High Ridge Road

Stamford, Connecticut 06903

ACTIVE$1,000,000
Beds
4
Baths
2 | 1
SqFt
3,160
Acres
1.00
Year Built
1850
Matt Caiola

Matt Caiola

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Waterfront2-Car Garage1 FireplaceVirtual Tour

About This Home

Part of the Alexandra Subdivision established in 1965, this distinctive North Stamford residence incorporates a c.1850 barn structure, with the majority of the home constructed in 1965 and a dramatic great room addition completed in 2004. Quietly set back from the road on a private, wooded acre, this unique property offers a rare blend of history, architecture, and modern comfort less than an hour from Manhattan. The formal living room is the soul of the home, occupying the original c.1850 barn structure where local history suggests artisans may have gathered for basket weaving. Original hand-hewn beams overhead and sliders opening to the deck and serene pond make it an extraordinary space. The sunken great room commands panoramic views with a vaulted ceiling and abundant natural light, while wide-plank wood floors run throughout. Soaring walls of gallery-worthy space make this a dream for the serious art collector. The kitchen features exceptional-quality wood cabinetry by Executive Kitchens Fine European Cabinetry. Four bedrooms, including two ideally suited as a home office and private studio, 2.5 baths, and an attached two-car garage provide every comfort needed. An intimate loft with built-ins overlooks the living room below, adding a layer of architectural charm, perfect as a reading retreat or creative perch. It feels like a weekend escape. A piece of living history reimagined for modern life, rare, special, and one of a kind.

Key Facts

City/Town
Stamford
Neighborhood
North Stamford
Property / Style
Single Family · Contemporary,Antique
Year Built
1850
Days on Market
66 days
Beds
4
Baths
2 full · 1 half
Living Area
3,160 sq ft
Lot Size
1.00 acres
Garage / Parking
2 garage
Property Taxes
$11,208 / Annually

Market Snapshot

The Stamford Market

Single Family · trailing 12 months

View area

Median Days on Market

39

77 active listings

Median $ / Sq Ft

$414

77 active listings

Sale-to-List Ratio

103.8%

577 sales

How this home compares

List Price

$1.00M

vs $1.20M median

16.3% below median

Price / Sq Ft

$316

vs $414 median

23.7% below median

Days on Market

66 days

vs 39 days median

27 days longer than median

Based on 77 active and 577 closed sales (trailing 12 mo) of single family in Stamford. Source: SmartMLS · As of July 28, 2026.

Location

2596 High Ridge Road, Stamford, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$6,366

per month

  • Principal & Interest$5,099
  • Property Taxes$934
  • Insurance$333
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Stamford
Neighborhood
North Stamford
County
Fairfield

Residence

Property Type
Single Family
Style
Contemporary,Antique
Year Built
1850
New Construction
No/Resale
Living Area
3,160 sq ft

Schools

Elementary
Northeast
High
Westhill

Interior

Heating
Hot AirRadiatorZoned
Heat Fuel
ElectricOil
Cooling
Central Air
Fireplaces
1
Laundry
Upper Level
Appliances
Electric RangeRefrigeratorDishwasherWasherDryer
Basement
None
Additional Rooms
BreezewayFoyer

Exterior & Lot

Lot Size
1.00 acres
Zoning
RA1
Garage / Parking
2 garage spacesAttached Garage
Waterfront
Direct waterfront
Waterfront Details
PondViewAccess
Water Source
Private Well
Sewer
Septic
Construction
ClapboardWood
Color
Brown
Roof
Asphalt Shingle
Foundation
SlabStone
Exterior Features
GrillShedWrap Around DeckGarden AreaStone Wall
Lot Description
Some WetlandsTreedLevel LotProfessionally LandscapedRollingWater View

Listing & Financials

Property Taxes
$11,208 / Annually
Days on Market
66
MLS #
24177896
MLS Status
Active

Similar Properties

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Listed By

Nicole Borsey

(203) 667-0897

Real Broker CT, LLC

(855) 450-0442

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 7:50 AM UTC.