56 Shailer Pond Road
Deep River, Connecticut 06417
- Beds
- 3
- Baths
- 2 | 1
- SqFt
- 2,848
- Acres
- 1.84
- Year Built
- 1999
- 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
Nestled in one of Deep River's most coveted neighborhoods, this sophisticated Colonial offers the perfect balance of timeless character, privacy, and flexible living space. Featuring 3 spacious bedrooms and a bonus room on every level, the home's versatile floor plan can easily accommodate a home office, guest suite, hobby room, or potential in-law arrangement. Start your day on the relaxing back porch, host gatherings on the sun-drenched deck, and enjoy the beautifully maintained grounds that showcase exceptional pride of ownership. Bordering state forest, the property provides a rare sense of seclusion and natural beauty while remaining part of a desirable community within an excellent school district. Residents enjoy HOA access to two waterfront locations-one on Shailer Pond and another on Cedar Swamp Road-offering opportunities for recreation and outdoor enjoyment. There is also trail access at the adjoining street to Cockaponset State Forest. Combining comfort, functionality, and outstanding curb appeal, this inviting home is a wonderful opportunity to enjoy all that Deep River has to offer with easy access to i95 and Route 9. Flexible living, scenic surroundings, and a premier location make this property truly special.
Key Facts
- City/Town
- Deep River
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1999
- Days on Market
- 56 days
- Beds
- 3
- Baths
- 2 full · 1 half
- Living Area
- 2,848 sq ft
- Lot Size
- 1.84 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $9,622 / Annually
- HOA Fee
- $350 / 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
$725,000
vs $887,000 median
18.3% below median
Price / Sq Ft
$255
vs $317 median
19.6% below median
Days on Market
56 days
vs 33 days median
23 days longer 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
56 Shailer Pond Road, Deep River, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$3,697
- Property Taxes$802
- Insurance$242
- HOA$29
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
- 1999
- New Construction
- No/Resale
- Living Area
- 2,848 sq ft
Schools
- Elementary
- Deep River
- High
- Regional District 4
Interior
- Heating
- Baseboard
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Main Level
- Appliances
- Electric RangeRefrigeratorDishwasher
- Basement
- FullUnfinishedInterior AccessFull With Hatchway
- In-Law Apartment
- PossibleFirst FloorSeparate Entry
- Additional Rooms
- Bonus Room
Exterior & Lot
- Lot Size
- 1.84 acres
- Zoning
- R80
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Walk to WaterAssociation Required
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Vinyl Siding
- Color
- White
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Porch-EnclosedUnderground UtilitiesShedPorchDeckGuttersCovered Deck
- Lot Description
- Cleared
HOA / Association
- Fee
- $350 / Annually
Listing & Financials
- Property Taxes
- $9,622 / Annually
- Days on Market
- 56
- MLS #
- 24177265
- MLS Status
- Under Contract
Similar Properties
Homes with a close match in area, property type, and price.
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 6:15 AM UTC.