125 Rattling Valley Road
Deep River, Connecticut 06417
- Beds
- 3
- Baths
- 2
- SqFt
- 1,866
- Acres
- 2.58
- Year Built
- 1850
- Property Type
- Single Family

Matt Caiola
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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
Active Listings
8
13 under contract
Median List Price
$815,000
8 active listings
Median Closed Price
$452,500
54 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Nov 5, 2026per 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
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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 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.