Coming Soon
3 beds2,161 sqft$335/sqft
421 Chestnut Hill Rd, Stamford, CT 06903
Est: $4,546/moGet pre-approved
Single FamilyProperty Type
0.67 acresLot Size
1977Year Built
$335/sq ftPrice per sq ft
1 carParking Spaces

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...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.

Listing Agent

  1. Lisa Migliardi

    Lisa Migliardi

    Listing Agent

    Compass

    P: (203) 561-7871

    M: (203) 561-7871

Last updated: 09/07/2026 11:38 PM • Source: SMARTMLS, MLS#: 24202888

Location

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Payment Calculator

$4,546 per month

30 year fixed, 6.55% Interest

Principal and Interest

$3,685

Property Taxes

$861

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 421 Chestnut Hill Road

Property Details
  • Taxes: $10,330 / year
  • MLS Type: Residential
  • Basement Description: Partial
  • Direct Waterfront: Yes
  • Expected Active Date: 09-10-2026
  • Garages Number: 1
  • Neighborhood: North Stamford
  • Style: Colonial
  • Garage Parking Info: Attached Garage
  • Swimming Pool: No
  • Expected On Market Date: 09-10-2026
Building Information
  • Year Built: 1977
  • Lot Size: 0.67 AC / 29,185 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Long Ridge Road to Chestnut Hill Road
  • Elementary School: Roxbury
  • High School: Westhill
  • Latitude: 41.12518
  • Longitude: -73.573053
  • Neighborhood Amenities: Golf Course, Health Club, Medical Facilities, Park, Playground/Tot Lot, Public Pool, Public Transportation
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $10,330
Interior and Exterior Features
Exterior Features
  • Exterior Features: Deck
  • Waterfront Description: Brook
Interior Features
  • Appliances Included: Electric Range, Microwave, Refrigerator, Dishwasher, Washer, Electric Dryer
  • Cooling System: Central Air
  • Heat Type: Hot Water
  • Attic YN: No
  • Fireplaces Total: 1
  • Laundry Room Info: Main Level
  • Laundry Room Location: Bathroom
  • Rooms Total: 8
Room 1
  • Room Entry Order: 1
  • Room Features: Vaulted Ceiling,Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 2
  • Room Features: Hardwood Floor
  • Room Level: Main
  • Room Type: Dining Room
Room 3
  • Room Entry Order: 3
  • Room Features: Remodeled,Sliders
  • Room Level: Main
  • Room Type: Kitchen
Room 4
  • Room Entry Order: 4
  • Room Level: Main
  • Room Type: Office
Room 5
  • Listing Key: 5A227426DC648CD1E063E201100A0B6E
  • Room Entry Order: 5
  • Room Features: Tub w/Shower
  • Room Level: Upper
  • Room Type: Primary Bedroom
Room 6
  • Room Entry Order: 6
  • Room Level: Upper
  • Room Type: Bedroom
Room 7
  • Room Entry Order: 7
  • Room Level: Upper
  • Room Type: Bedroom
Room 8
  • Room Entry Order: 8
  • Room Level: Lower
  • Room Type: Rec/Play Room
Property
Property and Assessments
  • Construction Description: Concrete
  • Exterior Siding: Wood
  • Foundation Type: Concrete
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1977
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 2161
Lot Information
  • Lot Description: Corner Lot, Lightly Wooded
  • Parcel Number: 312785
  • Sq Ft Est Heated Above Grade: 2161.0
  • Sq Ft Total: 2161.0
  • Zoning: RA1
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: 40 Gallon Tank
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 421 Chestnut Hill Road

DateEvent & SourcePriceAppreciation
Sep 25, 2019

Closed (Public Record)

Public Record #654071168

$471,000
Sep 25, 2019

Closed (Public Record)

Public Record #1336254184

$471,000

0.0% / yr

Jul 15, 2011

Closed (Public Record)

Public Record #812589254

$470,000
DateEvent & SourcePrice
09/25/2019

Closed (Public Record)

Public Record #654071168

$471,000
09/25/2019

Closed (Public Record)

Public Record #1336254184

$471,000

0.0% / yr

07/15/2011

Closed (Public Record)

Public Record #812589254

$470,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 421 Chestnut Hill Road

Taxable ValueLand$247,160Additions$196,740Total$443,900
Tax Record2025$10,330 ($861 / month)
Home Facts
Beds3Baths2.5Total Finished SqFt2,161 SqFtAbove Grade Finished SqFt2,161 SqFtUnfinished Basement SqFt936 SqFtStories2Lot Size29,185 SqFtStyleSingle Family ResidenceYear Built1977Year Renovated1977ZoningRA1CountyWESTERN CONNECTICUTAPNSTAM M:000 B:0159

Schools near 421 Chestnut Hill Road

This home is within Stamford School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 8
Public - 9 to 12
Public - K to 8
Rating
School
Distance
Roxbury School
PublicK to 5

Cloonan School
Public6 to 8

Westhill High School
Public9 to 12

Rogers International School
PublicK to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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421 Chestnut Hill Road is a single family home Coming Soon in Stamford, CT 06903. This property is currently priced at $725,000. This listing's school district is Stamford School District. Nearby schools include Roxbury School, Cloonan School and Westhill High School. 421 Chestnut Hill Road is a 3-bed, 3-bath, 2,161 sqft single family home built in 1977.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.