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$725,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,161 Sq. Ft.
  • 1 Car Garage
  • Updated 2 hours ago

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Open House: 1:00 PM - 3:00 PM

Sunday 9/13 1:00 PM - 3:00 PM

421 Chestnut Hill Road,Stamford, CT 06903

421 Chestnut Hill RoadStamfordCT06903

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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.

Full Property Details for 421 Chestnut Hill Rd

General

  • Price: $725,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24202888
  • Updated: Today (9/10/2026)
  • Added to Site: Today

Interior

  • Number of Rooms: 8
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Electric Range, Microwave, Refrigerator, Dishwasher, Washer, Electric Dryer

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3
  • Primary Bedroom: Primary Bedroom - Tub w/Shower, Upper
  • Bedroom 1: Bedroom, Upper
  • Bedroom 2: Bedroom, Upper

Other Rooms

  • Living Room: Living Room - Vaulted Ceiling, Fireplace, Hardwood Floor, Main
  • Kitchen: Kitchen - Remodeled, Sliders, Main
  • Dining Room: Dining Room - Hardwood Floor, Main
  • Office: Office, Main
  • Game room: Yes
  • Game Room: Rec/Play Room, Lower
  • Rec Room: Lower
  • Laundry: Main Level

Exterior

  • Exterior Features: Deck

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 1
  • Parking: Attached Garage

Location

  • County: Fairfield
  • Neighborhood: North Stamford
  • Driving Directions: Long Ridge Road to Chestnut Hill Road

School Information

  • Elementary School: Northeast
  • Middle School: Turn of River
  • High School: Westhill

Community

  • Community Name: North Stamford

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Water, Oil
  • Heating Fuel: Oil
  • Water Heater: 40 Gallon Tank

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Wood
  • Basement Desc.: Partial
  • Roof: Asphalt Shingle
  • Square Feet: 2,161
  • Above Ground: 2,161 Sq. Ft.
  • Year Built: 1977

Lot Features

  • Lot Size (Acres): 0.67
  • Zoning: RA1
  • Lot Description: Corner Lot, Lightly Wooded

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Desc.: Brook

Financial Considerations

  • Assessment Amount: $443,900
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 312785

Listed by Compass Connecticut, LLC, Lisa Migliardi

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Listing agent

— 421 Chestnut Hill Rd —

  • Lisa Migliardi

    Compass Connecticut, LLC

Agent Contact: (203) 561-7871 Office Contact: (203) 343-0141

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 421 Chestnut Hill Rd

School District:Stamford School District
NameGradesDistance
Roxbury School
751 West Hill Road, Stamford, CT 06902
K-52.5 mi
Cloonan School
11 West North Street, Stamford, CT 06902
6-84.7 mi
Westhill High School, Stamford, CT
125 Roxbury Road, Stamford, CT 06902
9-122.4 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 421 Chestnut Hill Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/10/2026
Listed
$725,000
53.93%
MLS
9/25/2019
Sold
$471,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 421 Chestnut Hill Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$10,330
2%
$443,900
—
2023
$10,103
-7%
$443,900
—
2023
$10,858
16%
$443,900
25%
2022
$9,321
1%
$353,990
—
2021
$9,194
3%
$354,040
—
2020
$8,968
—
$354,040
—
2019
$8,968
4%
$354,040
—
2018
$8,656
4%
$354,040
9%
2017
$8,330
3%
$325,500
—
2016
$8,079
3%
$325,500
—
2015
$7,858
6%
$325,500
—
2011
$7,379
—
$325,500
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 421 Chestnut Hill Rd

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Compass Connecticut, LLC, Lisa Migliardi

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421 Chestnut Hill Road, Stamford, CT 06903 (MLS# 24202888) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 421 Chestnut Hill Road is currently listed for $725,000 and was received on September 10, 2026. Want to learn more about 421 Chestnut Hill Road? Do you have questions about finding other Single Family real estate for sale in Stamford? You can browse all Stamford real estate or contact a Coldwell Banker agent to request more information.

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