222 Tower Hill Road
Chaplin, Connecticut 06235
Reduced from $389,900
- Beds
- 3
- Baths
- 2
- SqFt
- 1,610
- Acres
- 4.20
- Year Built
- 1994
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Beautifully set on 4.02 scenic acres in Chaplin, Connecticut, this charming 3-bedroom, 2-bath home offers the perfect blend of character, privacy, and versatility. Featuring approximately 1,600 square feet, the home showcases soaring vaulted ceilings, stunning exposed beams, and an inviting open-concept kitchen, dining, and living area filled with natural light. The finished lower level offers a private in-law apartment with its own separate entrance - ideal for guests, extended family, or potential rental income. Enjoy peaceful outdoor living with a private bedroom balcony, an oversized upper deck off the kitchen, a lower-level deck, and access to the beautiful Stone House Brook. Additional highlights include a long circular driveway and Two outbuildings offering exceptional storage and endless possibilities. A truly special countryside retreat with warmth, charm, and flexibility throughout.
Key Facts
- City/Town
- Chaplin
- Neighborhood
- N/A
- Property / Style
- Single Family · Ranch
- Year Built
- 1994
- Days on Market
- 63 days
- Beds
- 3
- Baths
- 2 full
- Living Area
- 1,610 sq ft
- Lot Size
- 4.20 acres
- Garage / Parking
- 10 total
- Property Taxes
- $5,281 / Annually
Market Snapshot
The Chaplin Market
Single Family · trailing 12 months
Active Listings
6
2 under contract
Median List Price
$462,450
6 active listings
Median Closed Price
$361,250
26 sales
Median Days on Market
61
6 active listings
Median $ / Sq Ft
$256
6 active listings
Sale-to-List Ratio
103.1%
26 sales
How this home compares
List Price
$389,000
vs $462,450 median
15.9% below median
Price / Sq Ft
$242
vs $256 median
5.5% below median
Days on Market
63 days
vs 61 days median
In line with median
Based on 6 active and 26 closed sales (trailing 12 mo) of single family in Chaplin. Source: SmartMLS · As of July 29, 2026.
Location
222 Tower Hill Road, Chaplin, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$1,983
- Property Taxes$440
- Insurance$130
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Chaplin
- Neighborhood
- N/A
- County
- Windham
Residence
- Property Type
- Single Family
- Style
- Ranch
- Year Built
- 1994
- New Construction
- No/Resale
- Living Area
- 1,610 sq ft
- Below Grade
- 440 sq ft
Schools
- Elementary
- Chaplin
- Middle
- Per Board of Ed
- High
- Parish Hill
Interior
- Heating
- Hot Water
- Heat Fuel
- OilWood
- Cooling
- Window Unit
- Laundry
- Lower Level
- Laundry Location
- Lower level
- Appliances
- Oven/RangeRefrigeratorWasherDryer
- Basement
- FullFull With Walk-Out
- In-Law Apartment
- YesLower LevelSeparate Entry
- Interior Features
- Cable - AvailableOpen Floor Plan
Exterior & Lot
- Lot Size
- 4.20 acres
- Zoning
- RA
- Garage / Parking
- 10 total parking spacesOff Street ParkingDrivewayUnpavedPrivateCircularDirt
- Waterfront
- Direct waterfront
- Waterfront Details
- BrookWalk to WaterAccess
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Vinyl Siding
- Color
- Tan
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- BalconyShedDeckGuttersGarden AreaLightingStone Wall
- Lot Description
- TreedLevel LotSloping Lot
Listing & Financials
- Property Taxes
- $5,281 / Annually
- Days on Market
- 63
- MLS #
- 24178626
- 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 7/29/2026. 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 7/29/2026 at 11:50 AM UTC.