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421 Chestnut Hill RoadStamford, CT 06903

For Sale

$725,000

Smart Buyer Rebate $5,625

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 nature trails, and a peaceful brook. Just seconds 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.

Listed by Lisa Migliardi

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License #RES.0802378

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Compass Connecticut, LLC

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203-561-7871

Last updated September 14, 2026

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Source: FlexMLS #125786

Listing Facts

  • TypeSingle-family
  • NeighborhoodNorth Stamford
  • Bedrooms3
  • Bathrooms2.5
  • Days on Prevu5
  • Taxes$10,330/year
  • Size2,161 sqft
  • Price per sqft$335

Amenities

  • Air Conditioning
  • Parking

Location

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Listing History

09/10/2026
Listed by Compass Connecticut, LLC
$725,000
  1. 09/10/2026$725,000
    Listed by Compass Connecticut, LLC

Property Details for 421 Chestnut Hill Road

Exterior

Construction

  • Roof: Asphalt
  • Year Built: 1977
  • Architectural Style: Contemporary
  • Construction Materials: Wood Siding

Features

  • Patio And Porch Features: Deck
  • Waterfront Features: Stream
  • Waterfront: Yes

Measurements

  • Building Area Total: 2,161
  • Lot Features: Corner Lot, Parklike
  • Lot Size Acres: 0.67
  • Lot Size Area: 0
  • Lot Size Square Feet: 29,185
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: 000-0159
  • Tax Annual Amount: $10,330.00
  • Tax Assessed Value: $443,900.00

Interior

Features

  • Fireplace: Yes
  • Fireplaces Total: 1

Rooms

  • Basement: Partially Finished
  • Bathrooms Full: 2
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 3
  • Bedrooms Total: 3

Other

Location

  • City Region: Out Of Town

Parking

Parking

  • Garage Spaces: 1
  • Parking Features: Garage Door Opener

Schools

Elementary School

  • Elementary School: Out Of Town

Middle or Junior School

  • Middle Or Junior School: Out Of Town

Utilities

Equipment

  • Cooling: Central Air
  • Has Cooling: Yes
  • Heating: Electric, Oil
  • Has Heating: Yes
  • Sewer: Septic Tank
  • Water Source: Well

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 3 bedrooms and 2.5 bathrooms in this single-family home at 421 Chestnut Hill Road.

What schools are nearby to 421 Chestnut Hill Road?

Nearby schools include the Out Of Town Elementary School and Out Of Town Middle School.

Does this single-family home have parking?

Yes, there is 1 parking space available for 421 Chestnut Hill Road.

What are the annual taxes for 421 Chestnut Hill Road?

Annual taxes for this single-family home are estimated at $10,330.

How does 421 Chestnut Hill Road compare to other single-family homes in North Stamford?

This single-family home is listed 84% below the average price for single-family homes in North Stamford and has been on the market for 94 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 2,161 sqft.

421 Chestnut Hill Road is a 3-bedroom, 2.5-bath single-family home for sale in Stamford CT 06903. On Prevu for 5 days at $725,000. This residence features 2,161 square feet of living space, located in North Stamford. The median listing price for single-family homes in this area is $1,775,000. Nearby schools include Out Of Town Elementary School and Out Of Town Middle School. Additional amenities include air conditioning and parking. Explore more single-family home listings in Stamford.

Based on information from Greenwich Multiple Listing Service, Inc. and/or other sources. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by Prevu or the MLS. Information is provided exclusively for consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.