Stamford, CT / 7 DAYS ON MARKET

421 Chestnut Hill RoadStamford, CT 06903

Asking price$725,000Active

Our Take

421 Chestnut Hill Road in Stamford is a Contemporary Colonial just off Long Ridge Road, with three bedrooms and two full and one half bathroom. The main level has vaulted ceilings, oversized windows, hardwood floors, an open kitchen, a great room with a wood-burning fireplace, a formal dining room, a flexible office space, and a full bathroom. Upstairs are three bedrooms and one and a half bathrooms. The lower level includes a playroom, storage, and an oversized one-car garage. A deck overlooks the backyard, fire pit, walking trails, and brook.

421 Chestnut Hill Road — photo 1
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Estimated buyer rebate

Buy with Cress and Save $3,625 on brokerage fees*

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*Estimate assumes a 2.5% buyer-agent commission and a 20% rebate. Actual savings depend on final purchase price and commission received.

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At a glance

Active · MLS #24202888
Bedrooms
3
BathroomsBaths
2 full / 1 half
Square feet
2,161
Year built
1977
Acres
0.67
Property taxes
$10,330

July 2025-June 2026

What stands out

  • Vaulted ceilings and oversized windows
  • Hardwood floors on the main level
  • Wood-burning fireplace in the great room
  • Flexible space suited for an office
  • Playroom and oversized one-car garage
  • Deck overlooking the backyard and fire pit
  • 6.6-acre Chestnut Hill Park nearby
  • Two-minute drive to the Merritt Parkway
Read the full listing description

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.

Schools

Elementary
Northeast
Middle
Turn of River
High
Westhill

Schools as reported by SmartMLS. Confirm attendance assignments with the district.

A closer look at the location

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421 Chestnut Hill Road, Stamford, CT 06903

Price history

DateEventPrice
Originally listed$725,000

Intermediate price changes and previous listings may not be included.

Could this be your next home?

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*Estimate: $725,000 asking price × assumed 2.5% buyer-agent commission × 20% rebate = $3,625. Actual savings depend on the final purchase price and commission Cress receives. The assumed commission is not a representation of this listing's offered compensation.

Listed by Compass Connecticut, LLC · (203) 343-0141

Lisa Migliardi

SmartMLS · Listing #24202888 · Active

Listing data checked: Sep 17, 2026, 7:09 PM EDT.

Listing information is deemed reliable but not guaranteed. Cress commentary is separate from the MLS listing description. Contact Cress about a correction.

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