19 W Main St

Chester, CT 06412

$1,363,500
Last Sold Price
4
Beds
4,205 Sq. Ft.
$324 / Sq. Ft.
4,205
Sq. Ft.
$324
per Sq. Ft.
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Closed 4/15/25
Closed 4/15/25

Description

Welcome to the Waterfall House, an iconic custom home perched above the scenic Pattaconk Brook in the heart of historic Chester Village. Overlooking a picturesque 15-foot waterfall and offering sweeping views of the serene Jennings Pond from every room, this home is a masterpiece. Meticulously renovated in 2021, it blends modern luxury with timeless historic charm. Just a 5-minute stroll from Chester's destination restaurants, boutique shops, art galleries, and the vibrant weekly farmers market that...Welcome to the Waterfall House, an iconic custom home perched above the scenic Pattaconk Brook in the heart of historic Chester Village. Overlooking a picturesque 15-foot waterfall and offering sweeping views of the serene Jennings Pond from every room, this home is a masterpiece. Meticulously renovated in 2021, it blends modern luxury with timeless historic charm. Just a 5-minute stroll from Chester's destination restaurants, boutique shops, art galleries, and the vibrant weekly farmers market that takes over the entire village. It's fun, beautiful, and convenient. The home features new wide-board floors, a chef's dream kitchen, mahogany beams, and lofty ceilings. The master suite is a retreat with a cozy fireplace, a private dressing room, and a library/sitting room in a separate tower. The lower level includes a guest suite with a private entrance, deck, fireplace, bamboo floors, and cedar closet. There is also a wine cellar for the enthusiast. Outdoor spaces are designed for enjoyment, with multi-level decks and terraces framed by new bronze fencing, perfect for gatherings, and a spacious riverside meadow. The property is surrounded by lush landscaping featuring ornamental trees, bushes, and perennials. Additional highlights include a separate carriage house with a guest suite, state-of-the-art mechanicals, a whole-house generator, and easy access to major commuting routes and Amtrak. Living in Chester means more than just a home-it's a lifestyle

Listing Agent

  1. Mick Marsden

    Mick Marsden

    Listing Agent

    Compass Connecticut, LLC

    P: (860)-334-1379

    CallText

Property Details for 19 West Main Street

Basement Description
Full, Partially Finished, Full With Hatchway
Direct Waterfront
Yes
Garages Number
2
Neighborhood
N/A
Style
Chateau
Garage Parking Info
Detached Garage, Driveway, Unpaved
Swimming Pool
No
LISTING UPDATED: 04/18/2025 03:42 PM

Property Details for 19 West Main Street

StatusClosed
MLS #24054425
Days on Market135
Taxes$14,753 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built1999
Lot Size0.75 AC / 32,670 SF
CountyMiddlesex County
Buyer's Agent Compensation2.5%
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Location

Sold By Compass Connecticut, LLC, Mick Marsden

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Building Information for 19 West Main Street

Stories-Year Built1999Building Size-Lot Size0.75 AC / 32,670 SF

Payment Calculator

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$8,024 per month

30 year fixed, 6.36% Interest

Principal and Interest

$6,794

Property Taxes

$1,229

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 19 West Main Street

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Set GPS to 9 W Main St Chester, CT 06412, Chester Museum at the Mill :: Chester Historical Society, and enter the parking lot. Bear right and follow through with 2 Pillars. Drive past an antique brick home to the property and dam.
  • Elementary School: Chester
  • Flood Zone: Yes
  • High School: Valley
  • Intermediate School: Per Board of Ed
  • Latitude: 41.400453
  • Longitude: -72.453481
  • Middle Jr High School: Winthrop
  • Neighborhood Amenities: Lake, Park, Private School(s), Shopping/Mall
  • State: Connecticut
Parking
  • Parking Total Spaces: 8
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2024-June 2025
  • Property Tax: $14,753
Interior and Exterior Features
Exterior Features
  • Exterior Features: Terrace, Deck, Garden Area, Lighting, Guest House
  • Waterfront Description: Pond, Brook, View
Interior Features
  • Appliances Included: Oven/Range, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: No
  • Fireplaces Total: 3
  • Interior Features: Auto Garage Door Opener, Cable - Available, Open Floor Plan
  • Laundry Room Info: Main Level
  • Laundry Room Location: Powder Room adjacent to Kitchen
  • Rooms Total: 11
Room 1
  • Room Entry Order: 1
  • Room Features: 9 ft+ Ceilings,Vaulted Ceiling,Quartz Counters,Hardwood Floor
  • Room Level: Main
  • Room Type: Kitchen
Room 2
  • Room Entry Order: 2
  • Room Features: 9 ft+ Ceilings,Beams,Built-Ins,Fireplace,Hardwood Floor
  • Room Length: 30.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 20.0
Room 3
  • Room Entry Order: 3
  • Room Features: Bedroom Suite,Dressing Room,Fireplace,Full Bath,Walk-In Closet,Hardwood Floor
  • Room Length: 16.0
  • Room Level: Upper
  • Room Type: Primary Bedroom
  • Room Width: 14.0
Room 4
  • Room Entry Order: 4
  • Room Features: Balcony/Deck,Built-Ins,Fireplace,Engineered Wood Floor
  • Room Length: 16.0
  • Room Level: Lower
  • Room Type: Bedroom
  • Room Width: 16.0
Room 5
  • Listing Key: 24AF795B454EB9A4E0631401100AE8DD
  • Room Entry Order: 5
  • Room Features: Built-Ins,Wood Stove,Full Bath,Hardwood Floor
  • Room Length: 20.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 20.0
Room 6
  • Room Entry Order: 6
  • Room Features: Engineered Wood Floor
  • Room Level: Lower
  • Room Type: Bedroom
Property
Property and Assessments
  • Color: Azure
  • Construction Description: Frame
  • Driveway Type: Crushed Stone
  • Elevation Certificate: No
  • Exclusions: Outdoor sculptures
  • Exterior Siding: Vertical Siding, Wood
  • Foundation Type: Concrete
  • Fuel Tank Location: Above Ground
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1999
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Access: Detached
  • In Law Apartment: Yes
  • Sq Ft Description: Main Home and Accessory Apartment over Carriage House
  • Sq Ft Est Heated Below Grade: 936
  • Living Area SQFT Per Public Records: 0
Lot Information
  • Lot Description: Interior Lot, Professionally Landscaped, Water View, Open Lot
  • Parcel Number: 940389
  • Sq Ft Est Heated Above Grade: 3269.0
  • Sq Ft Total: 4205.0
  • Zoning: R1
Utilities
  • Energy Features: Programmable Thermostat, Ridge Vents, Thermopane Windows
  • Heat Fuel Type: Oil
  • Hot Water Description: Oil, Upright Tank, 40 Gallon Tank
  • Radon Mitigation Air: No
  • Radon Mitigation Water: No
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 19 West Main Street

DateEvent & SourcePriceAppreciation
Apr 8, 2025

Closed (Public Record)

Public Record #1555938462

$1,363,500

+14.3% / yr

May 3, 2021

Closed (Public Record)

Public Record #1459850477

$805,000—
May 3, 2021

Closed (Public Record)

Public Record #1536210286

$805,000

+2.1% / yr

DateEvent & SourcePrice
04/08/2025

Closed (Public Record)

Public Record #1555938462

$1,363,500

+14.3% / yr

05/03/2021

Closed (Public Record)

Public Record #1459850477

$805,000
05/03/2021

Closed (Public Record)

Public Record #1536210286

$805,000

+2.1% / yr

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

Public Records for 19 West Main Street

Taxable ValueLand$106,260Additions$497,140Total$603,400
Tax Record2024$16,340 ($1,362 / month)
Home Facts
Lot Size32,670 SqFtStyleMulti-Family Dwelling (2-4)ZoningR-1CountyLOWER CONNECTICUT RIVERAPNCSTR M:14 B:324

Schools near 19 West Main Street

This home is within Regional School District 04.
Rating
School
Type
Grades
Distance
Chester Elementary School
Public - PK to 6
John Winthrop Middle School
Public - 7 to 8
Valley Regional High School
Public - 9 to 12
Rating
School
Distance
Chester Elementary School
PublicPK to 6

John Winthrop Middle School
Public7 to 8

Valley Regional 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 descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the seller. 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.