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125 Rattling Valley Road

Deep River, Connecticut 06417

ACTIVE - NEW$795,000
Beds
3
Baths
2
SqFt
1,866
Acres
2.58
Year Built
1850
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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Guest House1-Car Garage1 Fireplace

About This Home

A countryside mini estate set on 2.5 acres of manicured grounds complete with stone walls, perennial gardens, and fruit trees nestled in a tranquil pastoral setting. Located in the beautiful lower Connecticut River Valley, bordering the walking trails of the Deep River Land Trust. Quality and charm abound in this antique home customized with modern day amenities. The main home is flanked by a spectacular great room surrounded by glass and outfitted with a custom stone, gas fireplace and stunning hardwood floors throughout. The modern chef's kitchen was recently renovated in 2026 with upgraded appliances and custom cabinetry. A spacious traditional dining room, along with two bedrooms suites and newly renovated baths, complete the main residence. A separate in-law suite is located above the oversized garage connected by brick walkway through pristine gardens to the main residence. Considered a gentlemen's farm and gardeners paradise, complete with out buildings for the current residents - twin alpacas!

Key Facts

City/Town
Deep River
Neighborhood
N/A
Property / Style
Single Family · Cape Cod
Year Built
1850
Days on Market
0 days
Beds
3
Baths
2 full
Living Area
1,866 sq ft
Lot Size
2.58 acres
Garage / Parking
1 garage · 6 total
Property Taxes
$9,000 / Annually

Market Snapshot

The Deep River Market

Single Family · trailing 12 months

Median Days on Market

55

8 active listings

Median $ / Sq Ft

$303

8 active listings

Sale-to-List Ratio

100.6%

54 sales

How this home compares

List Price

$795,000

vs $815,000 median

In line with median

Price / Sq Ft

$426

vs $303 median

40.6% above median

Days on Market

0 days

vs 55 days median

55 days fresher than median

Based on 8 active and 54 closed sales (trailing 12 mo) of single family in Deep River. Source: SmartMLS · As of November 12, 2026.

Location

125 Rattling Valley Road, Deep River, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$5,323

per month

  • Principal & Interest$4,308
  • Property Taxes$750
  • Insurance$265
  • 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
Cape Cod
Year Built
1850
New Construction
No/Resale
Living Area
1,866 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Baseboard
Heat Fuel
OilPropane
Cooling
Central Air
Fireplaces
1
Laundry
Main Level
Laundry Location
Main level off the kitchen area
Appliances
Gas RangeOven/RangeMicrowaveRefrigeratorDishwasherWasherElectric Dryer
Basement
PartialUnfinishedPartial With HatchwayConcrete Floor
In-Law Apartment
YesOver GarageSeparate Entry

Exterior & Lot

Lot Size
2.58 acres
Zoning
Per Town
Garage / Parking
1 garage space6 total parking spacesDetached GarageDrivewayPrivateCrushed Stone
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Clapboard
Color
White
Roof
Asphalt Shingle
Foundation
ConcreteStone
Exterior Features
BarnGuest HouseFrench DoorsPatioShedAwningsFruit TreesGarden AreaStone Wall
Lot Description
Lightly WoodedBorders Open SpaceRolling

Listing & Financials

Property Taxes
$9,000 / Annually
Days on Market
0
MLS #
24220875
MLS Status
Active

Similar Properties

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Listed By

Pat Park

(860) 202-9460

Eagle Eye Realty PLLC

(860) 263-9102

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

The IDX display contains information sourced from SmartMLS, Inc. as of 11/12/2026. 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 11/12/2026 at 10:15 PM UTC.