135 days on market
Under Contract
More about this Property

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19 West Main Street, Chester CT 06412

Current Price: $1,499,000

4 beds 4 baths 4205 sq. ft

Last Update: 3/15/2025

Property Type: Single Family For Sale

Public Remarks

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 Chesters destination restaurants, boutique shops, art galleries, and the vibrant weekly farmers market that takes over the entire village. Its fun, beautiful, and convenient. The home features new wide-board floors, a chefs 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-its a lifestyle

The towns charm is preserved through careful attention to period details while offering a vibrant arts and dining scene. Outdoor enthusiasts will love the nearby state forest, the Connecticut River, and endless opportunities for boating, hiking, and other activities. Conveniently located near major commuting routes, Chester provides easy access to New York, Boston, and Hartford, with options like Amtrak and Metro-North just minutes away. Take advantage of this rare opportunity to own a piece of Chesters finest.

Map to Property at 19 West Main Street, Chester CT 06412


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.

Residential Property Information for 19 West Main Street, Chester CT 06412

MLS #: 24054425

Style: Chateau

Color: Azure

Total Rooms:

Bedrooms: 4

Bathrooms: 4

Acres: 0.75

Year Built: 1999 (Public Records)

New Construction: No/Resale

Home Warranty Offered:

Property Tax: $14,753

Zoning: R1

Mil Rate:

Assessed Value: $603,400 

Potential Short Sale:

Square Footage: Estimated HEATED Sq.Ft. above grade is 3269; below grade sq feet total is 936; total sq ft is 4205

Features
Appliances Incl.: Oven/Range,Microwave,Range Hood,Refrigerator,Dishwasher,Washer,Dryer
Laundry Location & Info: Main Level  Powder Room adjacent to Kitchen
Fireplaces: 3
Energy Features: Programmable Thermostat,Ridge Vents,Thermopane Windows
Interior Features: Auto Garage Door Opener,Cable - Available,Open Floor Plan
Energy Features: Programmable Thermostat,Ridge Vents,Thermopane Windows
Basement Desc.: Full,Partially Finished,Full With Hatchway
Exterior Siding: Vertical Siding,Wood
Exterior Features: Terrace,Deck,Garden Area,Lighting,Guest House
Foundation: Concrete
Roof: Asphalt Shingle
Parking Spaces: 2
Driveway Type: Crushed Stone
Garage/Parking Type: Detached Garage,Driveway,Unpaved
Swimming Pool: 0
Waterfront Feat.: Pond,Brook,View
Lot Description: Interior Lot,Professionally Landscaped,Water View,Open Lot
Nearby Amenities: Lake,Park,Private School(s),Shopping/Mall
In Flood Zone: 1
Occupied: Owner
Utility Information

Hot Water System Oil,Upright Tank,40 Gallon Tank

Heat Type: Hot Air

Fueled By: Oil.

Cooling: Central Air

Fuel Tank Location: Above Ground

Water Service: Private Well

Sewage System: Septic

School Information

Elementary: Chester

Intermediate: Region 4

Middle: Winthrop

High School: Valley

Marketing History

Current List Price: $1,499,000

Original List Price: $1,499,000

DOM: 135

Listing Date: 10/17/2024

Last Updated: 3/2/2025 12:31:59 PM

Listing Agent and Broker

List Agent Name: Mick Marsden

List Office Name: Compass Connecticut, LLC