323 River Road
Deep River, Connecticut 06417
- Beds
- 5
- Baths
- 5 | 1
- SqFt
- 5,557
- Acres
- 2.52
- Year Built
- 1996
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
10
12 under contract
Median List Price
$887,000
10 active listings
Median Closed Price
$457,000
42 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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
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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 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.