252 River Road
Deep River, Connecticut 06417
- Beds
- 5
- Baths
- 5 | 2
- SqFt
- 7,697
- Acres
- 9.31
- Year Built
- 2012
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
A WORLD-CLASS PRIVATE ESTATE SET ON 9.31 GATED ACRES. Nestled behind a private gated entry, this extraordinary CT River Valley estate is a rare luxury compound of architectural distinction, solitude, & resort-caliber amenities. Thoughtfully composed across 5 distinct structures, the property blends modern luxury, European influences, & timeless craftsmanship amid curated landscapes, stone pathways, terraces, & over 6,000sf of refined outdoor living space. This is a truly exceptional, once-in-a-lifetime offering. A long winding driveway gradually reveals an exclusive enclave where the outside world fades away. Stucco structures, cedar shake roofs, & copper gutters emerge in sequence, unified by professionally landscaped grounds, irrigation, & exterior lighting that enhances the estate's serene atmosphere. Completely rebuilt in 2012, & finished in 2015, the Main Residence is a masterclass in quality & livability. Rich millwork, custom cabinetry, radiant-heated hardwood floors, transom windows, & skylights define interiors that feel both elegant & inviting. A boutique-style coat room & jewel-box powder room immediately signal the home's uncompromising level of finish. The show-stopping kitchen features high-gloss bespoke cabinetry, nickel hardware, & a sculptural range hood beneath tall silver-leaf detailed ceilings. A substantial Calacatta marble island integrates a 2nd sink, butcher block, & concealed storage. Chef-grade appliances include SubZero, Wolf, & Miele. *CONTINUED*
Key Facts
- City/Town
- Deep River
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial,European
- Year Built
- 2012
- Days on Market
- 201 days
- Beds
- 5
- Baths
- 5 full · 2 half
- Living Area
- 7,697 sq ft
- Lot Size
- 9.31 acres
- Garage / Parking
- 8 garage
- Property Taxes
- $59,446 / Annually
Market Snapshot
The Deep River Market
Single Family · trailing 12 months
Active Listings
9
12 under contract
Median List Price
$924,000
9 active listings
Median Closed Price
$457,000
42 sales
Median Days on Market
36
9 active listings
Median $ / Sq Ft
$308
9 active listings
Sale-to-List Ratio
100.0%
42 sales
How this home compares
List Price
$6.50M
vs $924,000 median
7.0× the median
Price / Sq Ft
$844
vs $308 median
2.7× the median
Days on Market
201 days
vs 36 days median
165 days longer than median
Based on 9 active and 42 closed sales (trailing 12 mo) of single family in Deep River. Source: SmartMLS · As of July 27, 2026.
Location
252 River Road, Deep River, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$33,142
- Property Taxes$4,954
- Insurance$2,167
- 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,European
- Year Built
- 2012
- New Construction
- No/Resale
- Living Area
- 7,697 sq ft
Schools
- Elementary
- Deep River
- Middle
- Regional District 4
- High
- Valley
Interior
- Heating
- Hot AirRadiantZoned
- Heat Fuel
- OilPropane
- Cooling
- Central AirSplit SystemZoned
- Fireplaces
- 4
- Laundry
- Main Level
- Laundry Location
- Laundry Room w/Built-In Cabinets
- Appliances
- Gas CooktopWall OvenConvection OvenMicrowaveRange HoodRefrigeratorSubzeroIcemakerDishwasherWasherDryerWine Chiller
- Basement
- PartialFullUnfinishedStorageFull With HatchwayPartial With Walk-Out
- In-Law Apartment
- YesDetachedSeparate Entry
- Interior Features
- Audio SystemAuto Garage Door OpenerCable - AvailableOpen Floor Plan
- Additional Rooms
- Bonus RoomFoyerGreenhouseLaundry RoomMud RoomSitting RoomSolariumWine CellarWorkshop
Exterior & Lot
- Lot Size
- 9.31 acres
- Zoning
- R80
- Garage / Parking
- 8 garage spacesAttached GarageDetached Garage
- Waterfront
- Direct waterfront
- Waterfront Details
- PondViewAccess
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Pool
- GuniteHeatedPool HouseSpaIn Ground Pool
- Construction
- Stucco
- Color
- Cream
- Roof
- Shake
- Foundation
- ConcreteSlab
- Exterior Features
- TerraceGuttersLightingGuest HouseFrench DoorsPatioGrillUnderground UtilitiesUnderground Sprinkler
- Lot Description
- Fence - PartialSome WetlandsLightly WoodedClearedProfessionally LandscapedRolling
Listing & Financials
- Property Taxes
- $59,446 / Annually
- Days on Market
- 201
- MLS #
- 24143703
- MLS Status
- Under Contract - Continue to Show
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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 10:10 AM UTC.