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323 River Road

Deep River, Connecticut 06417

ACTIVE - NEW$3,950,000
Beds
5
Baths
5 | 1
SqFt
5,557
Acres
2.52
Year Built
1996
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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WaterfrontDock / Mooring2-Car Garage3 FireplacesVirtual Tour

About This Home

Here is your opportunity to own an extraordinary Connecticut River waterfront estate complete with a deep-water dock! This exceptional 5 bedroom, 5.5 bath residence offers unparalleled privacy and stunning panaromic views across protected conservation land, creating a setting of remarkable beauty and tranquility. Thoughtfully designed to embrace its spectacular surroundings, every room is filled with natural light and captures river views, seamlessly blending the ever-changing beauty of the water with miles of pristine, undeveloped landscape. Whether watching boats glide along the river, bald eagles and ospreys soar overhead, or vibrant sunsets reflect across the water, the connection to nature is simply unrivaled. The luxurious primary suite is a private sanctuary, perfectly positioned to showcase the breathtaking riverfront setting and spectacular sunset views. Inside, three fireplaces create warmth and ambiance, offering intimate gathering spaces for cozy evenings and seasonal get-togethers. This unique Deep River property is conveniently located to Essex Village, which is recognized as one of America's "Best Small Towns" where one can enjoy boutique shopping, restaurants, marinas and quintessential New England charm, all while returning to the peace and privacy of your own waterfront retreat. This stunning property is situated two hours from Boston and New York City, and offers convenient access to airports in New haven, Hartford and Providence.

Key Facts

City/Town
Deep River
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
1996
Days on Market
9 days
Beds
5
Baths
5 full · 1 half
Living Area
5,557 sq ft
Lot Size
2.52 acres
Garage / Parking
2 garage
Property Taxes
$41,235 / Annually

Market Snapshot

The Deep River Market

Single Family · trailing 12 months

Median Days on Market

32

10 active listings

Median $ / Sq Ft

$317

10 active listings

Sale-to-List Ratio

100.0%

42 sales

How this home compares

List Price

$3.95M

vs $887,000 median

4.5× the median

Price / Sq Ft

$711

vs $317 median

2.2× the median

Days on Market

9 days

vs 32 days median

23 days fresher than median

Based on 10 active and 42 closed sales (trailing 12 mo) of single family in Deep River. Source: SmartMLS · As of July 27, 2026.

Location

323 River Road, Deep River, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$24,893

per month

  • Principal & Interest$20,140
  • Property Taxes$3,436
  • Insurance$1,317
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Deep River
Neighborhood
N/A
County
Middlesex

Residence

Property Type
Single Family
Style
Colonial
Year Built
1996
New Construction
No/Resale
Living Area
5,557 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
3
Laundry
Main Level
Appliances
Gas CooktopWall OvenMicrowaveSubzeroDishwasherWasherDryer
Basement
FullUnfinished
In-Law Apartment
Possible
Interior Features
Auto Garage Door OpenerSecurity System
Additional Rooms
FoyerMud Room
Accessibility
Accessible Bath

Exterior & Lot

Lot Size
2.52 acres
Zoning
R80
Garage / Parking
2 garage spacesAttached Garage
Waterfront
Direct waterfront
Waterfront Details
RiverWalk to WaterBeachDock or MooringView
Water Source
Private Well
Sewer
Septic
Construction
Shingle
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
Porch-EnclosedBalconyUnderground UtilitiesTerracePorchGarden AreaFrench DoorsUnderground Sprinkler
Lot Description
Professionally LandscapedWater ViewOpen Lot

Listing & Financials

Property Taxes
$41,235 / Annually
Days on Market
9
MLS #
24192020
MLS Status
Active

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Margaret Muir

(203) 415-9187

William Pitt Sotheby's Int'l

(203) 245-6700

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/27/2026. 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 7/27/2026 at 8:10 PM UTC.