21 River Road
Essex, Connecticut 06426
- Beds
- 5
- Baths
- 4 | 1
- SqFt
- 3,502
- Acres
- 2.57
- Year Built
- 1900
- Neighborhood
- Essex Village
- Property Type
- Single Family

Matt Caiola
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About This Home
Historic Waterfront Sanctuary on Falls River Cove: Set on a private 2.57-acre peninsula surrounded by the gentle waters of Falls River and Falls River Cove, this extraordinary turn-of-the-century estate offers a rare blend of rich American history and timeless architectural character. Originally an 18th-century water mill and lovingly converted into a grand private residence in the 1900s. Enter a welcoming foyer and into the cozy wood paneled Library featuring built-in bookcases and a classic fireplace. The L-shaped Living Room is framed by rich paneling, wide board floors, and another fireplace with windows that capture sweeping views of the cove. A formal Dining room is anchored by a custom built-in corner cabinet, perfect for showcasing fine china. The Eat-in Kitchen highlights lots of cabinets and counter space and bay window overlooking the gardens, the red bridge and cove. A curved staircase is an architectural statement that leads from the main hall to the light-filled second floor. There are five bedrooms and four are suites, including the Primary with fireplace. Each bedroom features its own private en-suite bathroom and walk-in closet. The house sits on a Peninsula surrounded on three sides by water, offering total privacy and panoramic views. Lush perennial flowerbeds frame a custom stone patio and a serene waterfront terrace designed for outdoor dining and entertaining. There is a whimsical Red Bridge & a Dock ready for boating along the cove to the CT River.
Key Facts
- City/Town
- Essex
- Neighborhood
- Essex Village
- Property / Style
- Single Family · Colonial
- Year Built
- 1900
- Days on Market
- 1 day
- Beds
- 5
- Baths
- 4 full · 1 half
- Living Area
- 3,502 sq ft
- Lot Size
- 2.57 acres
- Garage / Parking
- 2 garage · 4 total
- Property Taxes
- $26,610 / Annually
Market Snapshot
The Essex Market
Single Family · trailing 12 months
Active Listings
22
10 under contract
Median List Price
$969,805
22 active listings
Median Closed Price
$745,000
78 sales
Median Days on Market
77
22 active listings
Median $ / Sq Ft
$446
22 active listings
Sale-to-List Ratio
100.1%
78 sales
How this home compares
List Price
$3.25M
vs $969,805 median
3.4× the median
Price / Sq Ft
$928
vs $446 median
2.1× the median
Days on Market
1 day
vs 77 days median
76 days fresher than median
Based on 22 active and 78 closed sales (trailing 12 mo) of single family in Essex. Source: SmartMLS · As of September 12, 2026.
Location
21 River Road, Essex, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 10, 2026per month
- Principal & Interest$16,881
- Property Taxes$2,218
- Insurance$1,083
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Essex
- Neighborhood
- Essex Village
- County
- Middlesex
- Subdivision
- No
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1900
- New Construction
- No/Resale
- Living Area
- 3,502 sq ft
Schools
- Elementary
- Essex
- Middle
- Per Board of Ed
- High
- Valley
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Window Unit
- Fireplaces
- 3
- Laundry
- Main Level
- Laundry Location
- First floor
- Appliances
- Electric CooktopWall OvenConvection OvenRange HoodRefrigeratorDishwasherWasherElectric Dryer
- Basement
- FullFull With Hatchway
- In-Law Apartment
- No
- Interior Features
- Auto Garage Door OpenerCable - AvailableSecurity System
- Additional Rooms
- FoyerStaff Quarters
Exterior & Lot
- Lot Size
- 2.57 acres
- Zoning
- Residential
- Garage / Parking
- 2 garage spaces4 total parking spacesAttached GaragePavedDrivewayPrivateAsphalt
- Waterfront
- Direct waterfront
- Waterfront Details
- PondRiverWalk to WaterDock or MooringView
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- Yes
- Construction
- Clapboard
- Color
- White
- Roof
- Asphalt Shingle
- Foundation
- Stone
- Exterior Features
- SidewalkShedAwningsPorchGarden AreaPatio
- Lot Description
- SecludedLightly WoodedLevel LotWater View
Listing & Financials
- Property Taxes
- $26,610 / Annually
- Days on Market
- 1
- MLS #
- 24206047
- MLS Status
- Coming Soon
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/12/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 9/12/2026 at 2:10 AM UTC.