19 Chester Road

Closed 7/31/26
Closed 7/31/26
Gallery Image 1
Sold
Last Sold Price
$2,365,000
4 beds3,264 sqft$725/sqft
19 Chester Rd, Darien, CT 06820
Single FamilyProperty Type
0.5 acresLot Size
1931Year Built
$725/sq ftPrice per sq ft
4 carsParking Spaces

Description

This storybook charmer sits on a rare half acre of flat, dry land directly abutting Woodland Park, creating a setting that feels both private and enchanting. Summer entertaining comes naturally here; think firepit conversations, dinners on the patio, and long evenings surrounded by nature. The four-bedroom, two-and-a-half bath layout offers great flow, with the kitchen opening to the family room and a classic dining and living room arrangement anchored by a fireplace. All of this in one of Darien's...This storybook charmer sits on a rare half acre of flat, dry land directly abutting Woodland Park, creating a setting that feels both private and enchanting. Summer entertaining comes naturally here; think firepit conversations, dinners on the patio, and long evenings surrounded by nature. The four-bedroom, two-and-a-half bath layout offers great flow, with the kitchen opening to the family room and a classic dining and living room arrangement anchored by a fireplace. All of this in one of Darien's most beloved neighborhoods, walkable to schools, train, and shopping.
  • Listed by: Heather D Hilleman 917.363.5414 hhilleman@houlihanlawrence.com • Houlihan Lawrence
Listing closed: 07/31/2026 12:00 AM • Source: SMARTMLS, MLS#: 24170445
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Location

Listing Courtesy of Houlihan Lawrence, Heather D Hilleman

Sold By Compass Connecticut, LLC, Holly Hawes

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$13,542 per month

30 year fixed, 6.55% Interest

Principal and Interest

$12,021

Property Taxes

$1,521

HOA Dues

$0

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Property Information for 19 Chester Road

Property Details
  • Taxes: $18,247 / year
  • MLS Type: Residential
  • County: Fairfield County
  • Basement Description: Full, Unfinished
  • Direct Waterfront: No
  • Expected Active Date: 05-05-2026
  • Style: Tudor
  • Garage Parking Info: Driveway
  • Swimming Pool: No
  • Expected On Market Date: 05-05-2026
Building Information
  • Year Built: 1931
  • Lot Size: 0.50 AC / 21,780 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Middlesex to Chester
  • Elementary School: Holmes
  • Flood Zone: No
  • High School: Darien
  • Latitude: 41.075852
  • Longitude: -73.506133
  • Middle Jr High School: Middlesex
  • Neighborhood Amenities: Golf Course, Health Club, Library, Medical Facilities, Park, Public Transportation, Tennis Courts
  • State: Connecticut
Parking
  • Parking Total Spaces: 4
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $18,247
Interior and Exterior Features
Exterior Features
  • Exterior Features: Porch-Screened, Shed, Porch, Patio
  • Waterfront Description: Beach Rights
Interior Features
  • Appliances Included: Gas Cooktop, Wall Oven, Microwave, Range Hood, Subzero, Dishwasher, Washer, Dryer
  • Attic Description: Storage Space, Partially Finished, Walk-up
  • Cooling System: Central Air
  • Heat Type: Hot Water
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Home Automation: Thermostat(s)
  • Laundry Room Info: Main Level
  • Rooms Total: 9
Room 1
  • Room Entry Order: 1
  • Room Features: Fireplace,Hardwood Floor
  • Room Length: 26.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 13.0
Room 2
  • Room Entry Order: 11
  • Room Features: Tub w/Shower
  • Room Level: Upper
  • Room Type: Full Bath
Room 3
  • Room Entry Order: 2
  • Room Features: Patio/Terrace
  • Room Length: 15.0
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 12.0
Room 4
  • Room Entry Order: 3
  • Room Features: Breakfast Bar,Wet Bar,Hardwood Floor
  • Room Length: 15.0
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 16.0
Room 5
  • Listing Key: 5071A7A57DEA32DEE063E201100AE094
  • Room Entry Order: 4
  • Room Features: Built-Ins,Ceiling Fan,Hardwood Floor
  • Room Length: 18.0
  • Room Level: Main
  • Room Type: Family Room
  • Room Width: 19.0
Room 6
  • Room Entry Order: 5
  • Room Features: Cathedral Ceiling,Full Bath,Walk-In Closet,Hardwood Floor
  • Room Length: 19.0
  • Room Level: Upper
  • Room Type: Primary Bedroom
  • Room Width: 15.0
Room 7
  • Room Entry Order: 5
  • Room Level: Main
  • Room Type: Half Bath
Room 8
  • Room Entry Order: 6
  • Room Features: Balcony/Deck,Hardwood Floor
  • Room Length: 15.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 12.0
Room 9
  • Listing Key: 5071A7A57DEA32DEE063E201100AE094
  • Room Entry Order: 7
  • Room Features: Double-Sink,Tub w/Shower
  • Room Level: Upper
  • Room Type: Primary Bath
Room 10
  • Room Entry Order: 7
  • Room Features: Walk-In Closet,Hardwood Floor
  • Room Length: 14.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 14.0
Room 11
  • Room Entry Order: 8
  • Room Features: Wall/Wall Carpet,Hardwood Floor
  • Room Length: 12.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 12.0
Room 12
  • Room Entry Order: 9
  • Room Features: Book Shelves,Built-Ins,Wall/Wall Carpet,On 3rd Floor
  • Room Length: 14.0
  • Room Level: Upper
  • Room Type: Rec/Play Room
  • Room Width: 12.0
Property
Property and Assessments
  • Color: White
  • Construction Description: Frame, Brick, Masonry
  • Driveway Type: Gravel
  • Exclusions: See exclusion/inclusion list
  • Exterior Siding: Shingle, Brick
  • Foundation Type: Concrete
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1931
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Apartment: No
  • Living Area SQFT Per Public Records: 3264
Lot Information
  • Lot Description: Borders Open Space, Level Lot, On Cul-De-Sac, Professionally Landscaped
  • Parcel Number: 2463566
  • Sq Ft Est Heated Above Grade: 3264.0
  • Sq Ft Total: 3264.0
  • Zoning: R13
Utilities
  • Energy Features: Programmable Thermostat
  • Heat Fuel Type: Natural Gas
  • Hot Water Description: Oil, 40 Gallon Tank
  • Radon Mitigation Air: Yes
  • Radon Mitigation Water: No
  • Sewage System: Public Sewer Connected
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 19 Chester Road

DateEvent & SourcePriceAppreciation
Jul 22, 2026

Closed (Public Record)

Public Record #1947225255

$2,365,000

+4.3% / yr

Aug 17, 2012

Closed (Public Record)

Public Record #337783657

$1,315,000—
DateEvent & SourcePrice
07/22/2026

Closed (Public Record)

Public Record #1947225255

$2,365,000

+4.3% / yr

08/17/2012

Closed (Public Record)

Public Record #337783657

$1,315,000

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

Public Records for 19 Chester Road

Taxable ValueLand$834,470Additions$344,260Total$1,178,730
Tax Record2025$18,247 ($1,521 / month)
Home Facts
Beds4Baths2.5Total Finished SqFt3,264 SqFtAbove Grade Finished SqFt3,264 SqFtUnfinished Basement SqFt168 SqFtStories2Lot Size21,780 SqFtStyleSingle Family ResidenceYear Built1931Year Renovated1931ZoningR13CountyWESTERN CONNECTICUTAPNDARI M:24 B:52-53

Schools near 19 Chester Road

This home is within Darien School District.
Rating
School
Type
Grades
Distance
Holmes Elementary School
Public - PK to 5
Middlesex Middle School
Public - 6 to 8
Darien High School
Public - 9 to 12
Rating
School
Distance
Holmes Elementary School
PublicPK to 5

Middlesex Middle School
Public6 to 8

Darien High School
Public9 to 12

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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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.

Listing Courtesy of Houlihan Lawrence, Heather D Hilleman

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.