19 Chester Rd Darien, CT 06820
Darien AreaEstimated payment $13,645/month
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
Houlihan Lawrence Brokerage Phone: (917) 363-5414 License #RES.0801116 Listed on: 05/01/2026
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
Map
Home Values in the Area
Average Home Value in this Area
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 |
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 |
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 | -- |
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: SmartMLS
MLS Number: 24170445
APN: DARI-000024-000000-000052-000053
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Ask me questions while you tour the home.