$2,225,000
PENDING

19 Chester Rd Darien, CT 06820

Darien Area

Estimated payment $13,645/month

Total Views 6,889
4 Beds
2.5 Baths
3,264 Sq Ft
$682 Price per Sq Ft

Highlights

  • Beach Access
  • Sub-Zero Refrigerator
  • Tudor Architecture
  • Holmes Elementary School Rated A
  • Property is near golf course and public transit
  • 4-minute walk to Woodland Park Nature Preserve

About This Home

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.

Listing Agent

Heather Hilleman

Houlihan Lawrence Brokerage Phone: (917) 363-5414 License #RES.0801116 Listed on: 05/01/2026

Houlihan Lawrence

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $18,247

Year Built

  • Built in 1931

Lot Details

  • 21,780 Sq Ft Lot
  • Property is zoned R13

Home Design

  • Tudor Architecture
  • Brick Exterior Construction
  • Concrete Foundation
  • Frame Construction
  • Asphalt Shingled Roof
  • Masonry Siding
  • Shingle Siding
  • Radon Mitigation System
  • Masonry

Interior Spaces

  • 3,264 Sq Ft Home
  • 1 Fireplace
  • Screened Porch
  • Unfinished Basement
  • Basement Fills Entire Space Under The House
  • Smart Thermostat

Kitchen

  • Built-In Oven
  • Gas Cooktop
  • Range Hood
  • Microwave
  • Sub-Zero Refrigerator
  • Dishwasher

Bedrooms and Bathrooms

  • 4 Bedrooms

Laundry

  • Laundry on main level
  • Dryer
  • Washer

Attic

  • Storage In Attic
  • Walkup Attic
  • Partially Finished Attic

Parking

  • 4 Parking Spaces
  • Gravel Driveway

Outdoor Features

  • Beach Access
  • Patio
  • Shed

Location

  • Property is near golf course and public transit

Schools

  • Holmes Elementary School
  • Middlesex School
  • Darien High School

Utilities

  • Central Air
  • Hot Water Heating System
  • Heating System Uses Natural Gas
  • Programmable Thermostat
  • Hot Water Circulator
  • Oil Water Heater

Community Details

  • Public Transportation

Listing and Financial Details

  • Exclusions: See exclusion/inclusion list
  • Assessor Parcel Number 2463566

Home Details

Home Type

Single Family

Est. Annual Taxes

$18,247

Year Built

Built in 1931

Lot Details

0.5 Acres

Listing Details

  • Neighborhood: N/A
  • Property Type: Single Family For Sale
  • Style: Tudor
  • Sq Ft Est Heated Above Grade: 3264
  • Total Sq Ft: 3264
  • Year Built: 1931
  • New Construction: No/Resale
  • Nearby Amenities: Golf Course, Health Club, Library, Medical Facilities, Park, Public Transportation, Tennis Courts
  • Exclusions: See exclusion/inclusion list
  • Direct Waterfront: No
  • Home Warranty Offered: No
  • Radon Mitigation Air Ynu: Yes
  • Radon Mitigation Water Ynu: No
  • Directions: Middlesex to Chester
  • In Law Apartment: No
  • Street Type: Road
  • Office Attribution Contact: (203) 655-8238
  • Reserve Prospect: No
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Total Bedrooms: 4
  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Fireplaces: 1
  • Attic Description: Storage Space, Partially Finished, Walk-up
  • Basement Description: Full, Unfinished
  • Appliances: Gas Cooktop, Wall Oven, Microwave, Range Hood, Subzero, Dishwasher, Washer, Dryer
  • Laundry Room Info: Main Level
  • Attic: Yes
  • Home Automation: Thermostat(s)

Exterior Features

  • Exterior Features: Porch-Screened, Shed, Porch, Patio
  • Exterior Siding: Shingle, Brick
  • Foundation Type: Concrete
  • Roof Information: Asphalt Shingle
  • Waterfront Description: Beach Rights
  • Swimming Pool: No
  • Construction Description: Frame, Brick, Masonry

Garage/Parking

  • Driveway Type: Gravel
  • Total Parking Spaces: 4
  • Garage And Parking: Driveway

Utilities

  • Cooling System: Central Air
  • Heat Type: Hot Water
  • Heat Fuel Type: Natural Gas
  • Hot Water Description: Oil, 40 Gallon Tank
  • Water Source: Public Water Connected
  • Sewer: Public Sewer Connected

Green Features

  • Energy Features: Programmable Thermostat

Lot Info

  • Acres: 0.5
  • Lot Description: Borders Open Space Level Lot On Cul-De-Sac Professionally Landscaped
  • Flood Zone: No
  • Zoning: R13
  • Parcel #: 2463566

Tax Info

  • Tax Year: July 2025-June 2026
  • Property Tax: 18247

MLS Schools

  • Elementary School: Holmes
  • Middle Jr High School: Middlesex
  • High School: Darien

Map

Range of Values:

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Value Increase
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Percent Increase
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Adjusted for Inflation
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $18,247 $1,178,730 $834,470 $344,260
2024 $17,316 $1,178,730 $834,470 $344,260
2023 $14,961 $849,590 $556,360 $293,230
2022 $14,638 $849,590 $556,360 $293,230
2021 $14,307 $849,590 $556,360 $293,230
2020 $13,899 $849,590 $556,360 $293,230
2019 $13,993 $849,590 $556,360 $293,230
2018 $13,713 $852,810 $559,580 $293,230
2017 $13,781 $852,810 $559,580 $293,230
2016 $13,449 $852,810 $559,580 $293,230
2015 $13,091 $852,810 $559,580 $293,230
2014 $12,801 $852,810 $559,580 $293,230
Source: Public Records

Property History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Event Price List to Sale Price per Sq Ft Prior Sale
05/20/2026 05/20/26 Pending -- -- --
05/05/2026 05/05/26 For Sale $2,225,000 +69.2% $682 / Sq Ft
04/07/2013 04/07/13 Sold $1,315,000 -15.2% $403 / Sq Ft View Prior Sale
06/19/2012 06/19/12 Pending -- -- --
01/09/2012 01/09/12 For Sale $1,550,000 -- $475 / Sq Ft
Source: SmartMLS

Purchase History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Type Sale Price Title Company
Warranty Deed $1,315,000 --
Source: Public Records

Mortgage History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Status Loan Amount Loan Type
Open $218,000 Stand Alone Refi Refinance Of Original Loan
Open $1,062,000 Adjustable Rate Mortgage/ARM
Closed $1,052,000 Adjustable Rate Mortgage/ARM
Previous Owner $632,455 No Value Available
Previous Owner $500,000 No Value Available
Previous Owner $195,000 No Value Available
Source: Public Records

Source: SmartMLS

MLS Number: 24170445

SmartMLS

APN: DARI-000024-000000-000052-000053

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