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421 Chestnut Hill Road

Stamford, Connecticut 06903

COMING SOON - NEW$725,000
Beds
3
Baths
2 | 1
SqFt
2,161
Acres
0.67
Year Built
1977
Matt Caiola

Matt Caiola

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Waterfront1-Car Garage1 Fireplace

About This Home

Contemporary Colonial in a prime Long Ridge location! Move right into this 3-bedroom, and 2.1 bathroom home offering an open floor plan, and flexible living spaces, ideally situated just off Long Ridge Road. The main level features vaulted ceilings, oversized windows, and hardwood floors. Enjoy the modern, light and bright kitchen, a great room with a wood burning fireplace, a formal dining room, a large flex space which is ideal as an office, and a full bathroom. Upstairs offers 3 bedrooms, and a bath and a half. The lower level has a playroom, lots of storage, and an oversized 1 car garage. Step outside to your private outdoor oasis-relax on the spacious deck overlooking a serene backyard with a fire-pit, surrounded by walking trails, and a peaceful brook. Just steps away from Chestnut Hill Park, a 6.6-acre gem featuring a newly renovated playground, wide-open green spaces, and picnic areas. Minutes from shopping, dining, golf courses, and top-rated specialty hospitals, and a 2 minute drive to the Merritt Parkway makes this property ideal for buyers.

Key Facts

City/Town
Stamford
Neighborhood
North Stamford
Property / Style
Single Family · Colonial
Year Built
1977
Days on Market
0 days
Beds
3
Baths
2 full · 1 half
Living Area
2,161 sq ft
Lot Size
0.67 acres
Garage / Parking
1 garage
Property Taxes
$10,330 / Annually

Market Snapshot

The Stamford Market

Single Family · trailing 12 months

View area

Median Days on Market

38

73 active listings

Median $ / Sq Ft

$432

73 active listings

Sale-to-List Ratio

104.0%

564 sales

How this home compares

List Price

$725,000

vs $1.15M median

37.0% below median

Price / Sq Ft

$335

vs $432 median

22.5% below median

Days on Market

0 days

vs 38 days median

38 days fresher than median

Based on 73 active and 564 closed sales (trailing 12 mo) of single family in Stamford. Source: SmartMLS · As of September 7, 2026.

Location

421 Chestnut Hill Road, Stamford, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,849

per month

  • Principal & Interest$3,746
  • Property Taxes$861
  • Insurance$242
  • 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
Year Built
1977
New Construction
No/Resale
Living Area
2,161 sq ft

Schools

Elementary
Roxbury
High
Westhill

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
1
Laundry
Main Level
Laundry Location
Bathroom
Appliances
Electric RangeMicrowaveRefrigeratorDishwasherWasherElectric Dryer
Basement
Partial

Exterior & Lot

Lot Size
0.67 acres
Zoning
RA1
Garage / Parking
1 garage spaceAttached Garage
Waterfront
Direct waterfront
Waterfront Details
Brook
Water Source
Private Well
Sewer
Septic
Construction
Wood
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
Deck
Lot Description
Corner LotLightly Wooded

Listing & Financials

Property Taxes
$10,330 / Annually
Days on Market
0
MLS #
24202888
MLS Status
Coming Soon

Similar Properties

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Listed By

Lisa Migliardi

(203) 561-7871

Compass Connecticut, LLC

(203) 343-0141

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

The IDX display contains information sourced from SmartMLS, Inc. as of 9/7/2026. 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 9/7/2026 at 8:31 PM UTC.