2596 High Ridge Road
Stamford, Connecticut 06903
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 3,160
- Acres
- 1.00
- Year Built
- 1850
- Neighborhood
- North Stamford
- Property Type
- Single Family

Matt Caiola
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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
Active Listings
77
116 under contract
Median List Price
$1.20M
77 active listings
Median Closed Price
$977,000
577 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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
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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 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.