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21 Bailey Hill Road

Killingly, Connecticut 06239

PENDING$499,900

Reduced from $559,900

Beds
3
Baths
2
SqFt
1,547
Acres
1.84
Year Built
2005
Matt Caiola

Matt Caiola

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2-Car GaragePrice Reduced

About This Home

Welcome home to this well-maintained, one-owner Cape offering 3 bedrooms, 2 full baths and 1,547 sq ft of comfortable living on a peaceful 1.84-acre lot. Bright, inviting rooms and classic Cape character create an easy, livable layout ideal for everyday life. Enjoy country privacy with the convenience of being just one mile from the Rhode Island line - plenty of space for gardening, play, or future expansion. The thoughtful floor plan provides flexible bedroom use for a home office or guests. A solid canvas for your updates and personal touches, this home is perfect for first-time buyers, downsizers, or anyone seeking quiet acreage close to regional amenities.

Key Facts

City/Town
Killingly
Neighborhood
Danielson
Property / Style
Single Family · Cape Cod
Year Built
2005
Days on Market
65 days
Beds
3
Baths
2 full
Living Area
1,547 sq ft
Lot Size
1.84 acres
Garage / Parking
2 garage · 6 total
Property Taxes
$5,503 / Annually

Market Snapshot

The Killingly Market

Single Family · trailing 12 months

Median Days on Market

27

19 active listings

Median $ / Sq Ft

$225

19 active listings

Sale-to-List Ratio

100.0%

158 sales

How this home compares

List Price

$499,900

vs $449,900 median

11.1% above median

Price / Sq Ft

$323

vs $225 median

43.6% above median

Days on Market

65 days

vs 27 days median

38 days longer than median

Based on 19 active and 158 closed sales (trailing 12 mo) of single family in Killingly. Source: SmartMLS · As of August 3, 2026.

Location

21 Bailey Hill Road, Killingly, Connecticut

Property + 11 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,196

per month

  • Principal & Interest$2,570
  • Property Taxes$459
  • Insurance$167
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Killingly
Neighborhood
Danielson
County
Windham

Residence

Property Type
Single Family
Style
Cape Cod
Year Built
2005
New Construction
No/Resale
Living Area
1,547 sq ft

Schools

Elementary
Per Board of Ed
High
Killingly

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
Window Unit
Appliances
Gas CooktopGas RangeOven/RangeRange HoodRefrigeratorDishwasherWasherGas Dryer
Basement
FullUnfinished

Exterior & Lot

Lot Size
1.84 acres
Zoning
RD
Garage / Parking
2 garage spaces6 total parking spacesAttached GarageDrivewaySharedPaved
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Shingle
Roof
Asphalt Shingle
Foundation
Concrete
Lot Description
Lightly Wooded

Listing & Financials

Property Taxes
$5,503 / Annually
Days on Market
65
MLS #
24175714
MLS Status
Under Contract

Similar Properties

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

Listed By

Christine Meschino

(401) 241-4129

Start Realty

(401) 380-7000

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 8/3/2026. 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 8/3/2026 at 4:05 PM UTC.