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247 Chestnut Hill Road

Stamford, Connecticut 06903

PENDING$775,000
Beds
2
Baths
2
SqFt
1,743
Acres
0.81
Year Built
1870
Matt Caiola

Matt Caiola

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1-Car Garage1 Fireplace

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

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

$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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$5,026

per 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

Similar Properties

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Listed By

Elizabeth Diamond

(914) 806-6886

Coldwell Banker Realty

(203) 322-2300

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.