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.
Single-familyProperty Type
1999Year Built
0.75 acresLot Size
$306Est. Price/Sq.Ft.
2 garage spacesParking
Listed by Mick Marsden• Compass Connecticut, LLC
Bought with Mick Marsden• Compass Connecticut, LLC
Source:Smart MLS #24054425
Redfin Estimate
$1,288,443
$75K since sold in April 2025$169K since September
Recently sold homes
Estimate history
Homes for sale
This home's estimate is 80% higher than the average sale price ($716K) of 6 comparable homes.
Laundry Room Location: Powder Room adjacent to Kitchen
Laundry Room Info: Main Level
Interior Features: Auto Garage Door Opener, Cable - Available, Open Floor Plan
In-Law Apartment: Yes
In-Law Access: Detached
Fireplaces Total: 3
Cooling System: Central Air
Appliances Included: Oven/Range, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer
Bathroom Information
# of Baths (Full): 3
# of Baths (Half): 1
Bedroom Information
Beds Total: 4
Room Information
Basement Description: Full, Partially Finished, Full With Hatchway
Exterior
Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Vertical Siding, Wood
Exterior Features: Terrace, Deck, Garden Area, Lighting, Guest House
Lot Information
Lot Description: Interior Lot, Professionally Landscaped, Water View, Open Lot
Building Information
Foundation Type: Concrete
Construction Description: Frame
Color: Azure
Property Information
Waterfront Description: Pond, Brook, View
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 0
Driveway Type: Crushed Stone
Financial
Assessments Information
Assessed Value: $603,400
Utilities
Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Oil, 40 Gallon Tank
Heat Type: Hot Air
Heat Fuel Type: Oil
Fuel Tank Location: Above Ground
Energy Features: Programmable Thermostat, Ridge Vents, Thermopane Windows
Location
School Information
Middle Jr High School: Winthrop
Intermediate School: Region 4
High School: Valley
Elementary School: Chester
Location Information
State: Connecticut
Nearby Amenities: Lake, Park, Private School(s), Shopping/Mall
Flood Zone
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.
Direct Waterfront
County: Middlesex
Public facts
Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 0.75 acres
Style: Other
Year Built: —
Year Renovated: —
County: Middlesex County
APN: 940389
Home facts updated by county records on Jul 13, 2023
Other
Documents & Disclosures
Supplement Count Public: 3
Around this home
Schools
Chester Elementary School
Public PreK-6 • Assigned • 0.3mi
7/10
John Winthrop Middle School
Public 7-8 • Assigned • 2.5mi
6/10
Valley Regional High School
Public 9-12 • Assigned • 2.1mi
7/10
Provided by GreatSchools
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
10/10 Flood Factor
Estimated 80%+ chance of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
6/10 Heat Factor
7 days above 96° expected this year, 16 days in 30 years
6/10 Wind Factor
77% chance of strong winds in next 30 years
4/10 Air Factor
3 unhealthy days expected this year, 5 days in 30 years
Provided by First Street
Historical weather
Chester, CT • 06412
Average low and high temperatures (°F)
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51
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60
42
68
51
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83
66
80
59
76
57
65
47
54
38
39
25
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Sun exposure
Try the sun simulator tool to see how light moves across the property at different times of day and year.
Provided by Shadowmap
Estimated sale price
$1.23M – $1.48M
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