106 Meadow Woods Road
Deep River, Connecticut 06417
- Beds
- 3
- Baths
- 2
- SqFt
- 2,102
- Acres
- 3.08
- Year Built
- 1986
- Property Type
- Single Family
Matt Caiola
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About This Home
Privately set on over three picturesque acres in Deep River, just moments from the Essex town line, this extraordinary custom home is the result of an exceptional architectural transformation, blending timeless New England character with thoughtful, high-end design. Enjoy a peaceful, private setting while being just minutes from the charming village centers of Deep River and Essex, with their acclaimed restaurants, boutique shops, marinas, yacht clubs, the Connecticut River Museum, and the historic Griswold Inn. A comprehensive redesign of the home's exterior was completed by renowned architect Christopher Arelt, featuring all-new windows, structural insulated panels for enhanced energy efficiency, cedar shingle siding, copper gutters, Azek trim, a 4-zone heating system, an expansive Ipe deck and stairs, a bluestone patio, and a private outdoor shower. A brand-new well, drilled in May, and a whole-house generator powered by a 500-gallon underground propane tank provide year-round comfort and peace of mind. The home's showpiece is the spectacular four-season sunroom. This breathtaking space features a coffered beadboard ceiling, rich Brazilian cherry flooring, walls of windows, a wood-burning stove, custom built-in seating, and French doors opening onto the expansive Ipe deck, creating an extraordinary setting for year-round living and entertaining.
Key Facts
- City/Town
- Deep River
- Neighborhood
- N/A
- Property / Style
- Single Family · Contemporary,Other
- Year Built
- 1986
- Days on Market
- 7 days
- Beds
- 3
- Baths
- 2 full
- Living Area
- 2,102 sq ft
- Lot Size
- 3.08 acres
- Garage / Parking
- 2 garage · 4 total
- Property Taxes
- $10,136 / 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
33
10 active listings
Median $ / Sq Ft
$317
10 active listings
Sale-to-List Ratio
100.0%
42 sales
How this home compares
List Price
$1.06M
vs $887,000 median
20.1% above median
Price / Sq Ft
$507
vs $317 median
59.9% above median
Days on Market
7 days
vs 33 days median
26 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 28, 2026.
Location
106 Meadow Woods Road, Deep River, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$5,430
- Property Taxes$845
- Insurance$355
- 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
- Contemporary,Other
- Year Built
- 1986
- New Construction
- No/Resale
- Living Area
- 2,102 sq ft
Schools
- Elementary
- Deep River
- Middle
- Per Board of Ed
- High
- Valley
Interior
- Heating
- BaseboardHot Water
- Heat Fuel
- Oil
- Cooling
- Central AirHeat Pump
- Fireplaces
- 1
- Laundry
- Lower Level
- Laundry Location
- In basement utility room
- Appliances
- Electric CooktopWall OvenRefrigeratorDishwasherWasherDryer
- Basement
- FullGarage AccessInterior AccessWalk-out
- In-Law Apartment
- PossibleLower Level
- Interior Features
- Audio SystemAuto Garage Door OpenerCable - Available
- Additional Rooms
- FoyerLaundry Room
Exterior & Lot
- Lot Size
- 3.08 acres
- Zoning
- R80
- Garage / Parking
- 2 garage spaces4 total parking spacesUnder House GarageOff Street ParkingDrivewayCrushed Stone
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Cedar
- Color
- English Cream
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- ShedDeckGuttersGarden AreaStone WallFrench DoorsUnderground SprinklerPatio
- Lot Description
- SecludedLightly WoodedProfessionally Landscaped
Listing & Financials
- Property Taxes
- $10,136 / Annually
- Days on Market
- 7
- MLS #
- 24192002
- 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 7/28/2026. 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 7/28/2026 at 4:25 AM UTC.