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222 Tower Hill Road

Chaplin, Connecticut 06235

ACTIVE$389,000

Reduced from $389,900

Beds
3
Baths
2
SqFt
1,610
Acres
4.20
Year Built
1994
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

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WaterfrontPrice Reduced

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

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

Property + 6 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,553

per 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

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Lisa Therecka

Therecka & Associates LLC

(860) 377-0441

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.