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Sold for $1,363,500
    • $1,363,500

    19 West Main Street, Chester, CT 06412

    4beds
    4,205sqft
    Single Family Residence
    Built in 1999
    0.75 Acres Lot
    $1,494,700 Zestimate®
    $324/sqft
    $4,284 Estimated rent

    Home value

    $1,494,700

    $1.36M - $1.64M

    $4,284/mo

    Zestimate® history
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    What's special

    Lofty ceilingsLush landscapingTimeless historic charmWine cellarBamboo floorsMulti-level decks and terracesMahogany beams
    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 The town's 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 Chester's finest.

    Zillow last checked:

    Listing updated:

    Listed by:

    The Mick Marsden Team,

    Mick Marsden 860-334-1379,

    Compass Connecticut, LLC 860-767-5390

    Bought with:

    Mick Marsden, RES.0772029

    Compass Connecticut, LLC

    Source: Smart MLS,MLS#: 24054425MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 4
    • Full bathrooms: 3
    • 1/2 bathrooms: 1
    Primary bedroom
    • Features: Bedroom Suite, Dressing Room, Fireplace, Full Bath, Walk-In Closet(s), Hardwood Floor
    • Level: Upper
    • Area: 224 Square Feet
    • Dimensions: 14 x 16
    Bedroom
    • Features: Balcony/Deck, Built-in Features, Fireplace, Engineered Wood Floor
    • Level: Lower
    • Area: 256 Square Feet
    • Dimensions: 16 x 16
    Bedroom
    • Features: Built-in Features, Wood Stove, Full Bath, Hardwood Floor
    • Level: Upper
    • Area: 400 Square Feet
    • Dimensions: 20 x 20
    Bedroom
    • Features: Engineered Wood Floor
    • Level: Lower
    Kitchen
    • Features: High Ceilings, Vaulted Ceiling(s), Quartz Counters, Hardwood Floor
    • Level: Main
    Living room
    • Features: High Ceilings, Beamed Ceilings, Built-in Features, Fireplace, Hardwood Floor
    • Level: Main
    • Area: 600 Square Feet
    • Dimensions: 20 x 30
    Heating
    • Forced Air, Oil
    Cooling
    • Central Air
    Appliances
    • Included: Oven/Range, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
    • Laundry: Main Level
    Features
    • Open Floorplan, In-Law Floorplan
    • Windows: Thermopane Windows
    • Basement: Full,Partially Finished
    • Attic: None
    • Number of fireplaces: 3
    Interior area
    • Total structure area: 4,205
    • Total interior livable area: 4,205 sqft
    • Finished area above ground: 3,269
    • Finished area below ground: 936

    Property

    Parking
    • Total spaces: 8
    • Parking features: Detached, Driveway, Unpaved, Garage Door Opener
    • Garage spaces: 2
    • Has uncovered spaces: Yes
    Features
    • Patio & porch: Terrace, Deck
    • Exterior features: Garden, Lighting
    • Has view: Yes
    • View description: Water
    • Has water view: Yes
    • Water view: Water
    • Waterfront features: Waterfront, Pond, Brook
    Lot
    • Size: 0.75 Acres
    • Features: Interior Lot, Landscaped, Open Lot, In Flood Zone
    Details
    • Additional structures: Guest House
    • Parcel number: 940389
    • Zoning: R1

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Chateau
    • Property subtype: Single Family Residence
    Materials
    • Vertical Siding, Wood Siding
    • Foundation: Concrete Perimeter
    • Roof: Asphalt
    Condition
    • New construction: No
    • Year built: 1999

    Utilities & green energy

    • Sewer: Septic Tank
    • Water: Well
    • Utilities for property: Cable Available
    Green energy
    • Energy efficient items: Thermostat, Ridge Vents, Windows

    Community & HOA

    Community
    • Features: Lake, Park, Private School(s), Shopping/Mall
    HOA
    • Has HOA: No
    Location
    • Region: Chester

    Financial & listing details

    • Price per square foot: $324/sqft
    • Tax assessed value: $603,400
    • Annual tax amount: $14,753
    • Date on market: 1/9/2025
    • Exclusions: Outdoor sculptures

    Price history

    DateEventPrice
    4/15/2025Sold$1,363,500-9%$324/sqft
    Source: Smart MLS #24054425 Report a problem
    3/2/2025Pending sale$1,499,000$356/sqft
    Source: Smart MLS #24054425 Report a problem
    1/9/2025Listed for sale$1,499,000$356/sqft
    Source: Smart MLS #24054425 Report a problem
    9/17/2024Listing removed$1,499,000$356/sqft
    Source: Smart MLS #24044453 Report a problem
    9/5/2024Listed for sale$1,499,000$356/sqft
    Source: Smart MLS #24044453 Report a problem
    8/19/2024Listing removed$1,499,000$356/sqft
    Source: Smart MLS #24028627 Report a problem
    8/1/2024Price change$1,499,000-6%$356/sqft
    Source: Smart MLS #24028627 Report a problem
    6/3/2024Price change$1,595,000+6.4%$379/sqft
    Source: Smart MLS #24001628 Report a problem
    5/8/2024Price change$1,499,000-8.5%$356/sqft
    Source: Smart MLS #24001628 Report a problem
    4/1/2024Listed for sale$1,639,000-3.3%$390/sqft
    Source: Smart MLS #24001628 Report a problem
    10/8/2023Listing removed--
    Source: Smart MLS #170588027 Report a problem
    8/31/2023Price change$1,695,000-3.1%$403/sqft
    Source: Smart MLS #170588027 Report a problem
    7/31/2023Listed for sale$1,750,000+3%$416/sqft
    Source: Smart MLS #170588027 Report a problem
    3/20/2023Listing removed--
    Source: Smart MLS #170552816 Report a problem
    2/27/2023Listed for sale$1,699,000+111.1%$404/sqft
    Source: Smart MLS #170552816 Report a problem
    5/3/2021Sold$805,000-8%$191/sqft
    Source: Smart MLS #170227181 Report a problem
    1/31/2021Contingent$875,000$208/sqft
    Source: Smart MLS #170227181 Report a problem
    10/1/2020Price change$875,000-2.5%$208/sqft
    Source: Coldwell Banker Realty #170227181 Report a problem
    8/4/2020Price change$897,000-3%$213/sqft
    Source: Coldwell Banker Realty #170227181 Report a problem
    5/28/2020Price change$925,000-2.6%$220/sqft
    Source: Coldwell Banker Realty #170227181 Report a problem
    8/19/2019Listed for sale$950,000+82.7%$226/sqft
    Source: Coldwell Banker Residential Br #170227181 Report a problem
    11/24/1999Sold$520,000+96.2%$124/sqft
    Source: Public Record Report a problem
    3/17/1995Sold$265,000+1192.7%$63/sqft
    Source: Public Record Report a problem
    10/28/1991Sold$20,500$5/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$16,340 +10.8%$603,400
    2024$14,753 +15.4%$603,400 +40.2%
    2023$12,779 +0.7%$430,260
    2022$12,693 $430,260
    2021$12,693 +3.1%$430,260
    2020$12,314 -0.6%$430,260
    2019$12,387 +0.5%$430,260 -5.4%
    2018$12,325 +2.8%$454,640
    2017$11,984 +4.1%$454,640
    2015$11,511 +2%$454,640
    2014$11,284 -8.4%$454,640 -19%
    2013$12,317 -2.3%$561,140
    2012$12,609 +1.6%$561,140
    2011$12,407 $561,140
    2010$12,407 +7.7%$561,140 +2.8%
    2009$11,518 -5.7%$545,630 +6.6%
    2008$12,217 +3.2%$511,800
    2007$11,833 +25.7%$511,800 +21.6%
    2006$9,416 +1.1%$420,900
    2005$9,310 +2.6%$420,900 +1.6%
    2004$9,075 +21.9%$414,400 +53.2%
    2003$7,447 +10.9%$270,500
    2001$6,717 +20.1%$270,500 -6.5%
    1995$5,595 $289,170
    Find assessor info on the county website

    Neighborhood: Chester Center

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Chester
    • Middle: Winthrop,Region 4
    • High: Valley

    Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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