247 Chestnut Hill Road
Stamford, Connecticut 06903
- Beds
- 2
- Baths
- 2
- SqFt
- 1,743
- Acres
- 0.81
- Year Built
- 1870
- Neighborhood
- North Stamford
- Property Type
- Single Family

Matt Caiola
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About This Home
Fall in love with the unmistakable character of this sun-drenched 1870 Farmhouse Colonial. Beautifully preserved on a lush, private 0.83-acre lot, this home blends timeless 19th-century architecture with modern updates, including a new roof, new septic system, and new well installed in 2020. Historic highlights include original wide-plank floors, exposed beams, and lovely built-ins. The main level features a spacious living room with a fireplace, a formal dining room with built-ins, framing the window, and a charming eat-in kitchen with new stone flooring, marble countertops, stainless steel appliances, a breakfast bar, and laundry. Relax in the glass-enclosed family room, which retains its original beams and flooring and opens effortlessly to a beautiful stone patio for outdoor entertaining. The second floor boasts the primary bedroom, a secondary bedroom, and a full hall bath. The third-floor features a versatile loft space that offers incredible potential to serve as a third bedroom, fully backed by the three-bedroom septic system installed in 2020, along with a new drilled well and asphalt roof.
Key Facts
- City/Town
- Stamford
- Neighborhood
- North Stamford
- Property / Style
- Single Family · Colonial,Farm House
- Year Built
- 1870
- Days on Market
- 32 days
- Beds
- 2
- Baths
- 2 full
- Living Area
- 1,743 sq ft
- Lot Size
- 0.81 acres
- Garage / Parking
- 1 garage
- Property Taxes
- $9,807 / 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
$775,000
vs $1.20M median
35.1% below median
Price / Sq Ft
$445
vs $414 median
7.5% above median
Days on Market
32 days
vs 39 days median
7 days fresher 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
247 Chestnut Hill Road, Stamford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$3,951
- Property Taxes$817
- Insurance$258
- 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
- Colonial,Farm House
- Year Built
- 1870
- New Construction
- No/Resale
- Living Area
- 1,743 sq ft
Schools
- Elementary
- Roxbury
- High
- Westhill
Interior
- Heating
- Radiator
- Heat Fuel
- Oil
- Cooling
- Ductless
- Fireplaces
- 1
- Laundry
- Main Level
- Appliances
- Electric RangeRefrigeratorDishwasherWasherElectric Dryer
- Basement
- Partial
- Interior Features
- Auto Garage Door OpenerCable - Pre-wiredOpen Floor Plan
Exterior & Lot
- Lot Size
- 0.81 acres
- Zoning
- RA1
- Garage / Parking
- 1 garage spaceDetached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Shingle
- Color
- White - Recently Pai
- Roof
- Asphalt Shingle
- Foundation
- Stone
- Exterior Features
- PorchGarden AreaPatio
- Lot Description
- Some WetlandsLightly WoodedLevel Lot
Listing & Financials
- Property Taxes
- $9,807 / Annually
- Days on Market
- 32
- MLS #
- 24185865
- MLS Status
- Under Contract
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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 6:50 AM UTC.