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$559,900 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,547 Sq. Ft.
  • 2 Car Garage
  • Updated 1 day ago

Next open house:

Open House: 6:00 PM - 7:00 PM

Wednesday 6/3 6:00 PM - 7:00 PM

21 Bailey Hill Road,Killingly, CT 06239

21 Bailey Hill RoadKillinglyCT06239

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Join us at 21 Bailey Hill Road on:

  • Open House: 11:00 AM - 12:30 PM

    Saturday 6/6 11:00 AM - 12:30 PM

    21 Bailey Hill Road,Killingly, CT 06239
    21 Bailey Hill RoadKillinglyCT06239
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Charming and well-maintained 3-bedroom Cape set on a beautiful 1.83-acre lot just 1 mile over the Rhode Island line. This property offers the perfect blend of country charm and convenience, featuring 2 full bathrooms, an outbuilding, and a small barn ideal for hobbies, storage, or animals. The home has been lovingly cared for and offers a comfortable living space with plenty of room to enjoy both indoors and out. The expansive yard provides endless possibilities for gardening, recreation, or simply enjoying the peaceful setting.A rare opportunity to own a versatile property with acreage, outbuildings, and easy access to Rhode Island amenities.

Full Property Details for 21 Bailey Hill Rd

General

  • Price: $559,900
  • Taxes: $5,503 (2025)
  • Status: Active
  • Type: Single Family
  • Source: STWMLS
  • MLS ID: 1413273
  • Updated: 5/30/2026
  • Added to Site: 2 day(s) ago

Interior

  • Number of Rooms: 6
  • Interior Features: Attic, Interior Steps, Tub Shower, Cable TV, Wood Burning Stove
  • Fireplace(s): None
  • Appliances: Dryer, Dishwasher, Microwave, Oven, Oil Water Heater, Range, Washer
  • Flooring: Ceramic Tile, Hardwood, Carpet

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Additional Information

  • Spa: Yes
  • Spa Description: Hot Tub

Exterior

  • Exterior Features: Paved Driveway

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Total Spaces: 8
  • Parking Features: Attached, Garage

Location

  • County: Windham
  • Near Highway: Yes

Heating & Cooling

  • Air Conditioning: Yes
  • Cooling Type: Window Unit(s)
  • Heating Type: Forced Air, Gas

Utilities

  • Sewer: Septic Tank
  • Water: Well
  • Well: Yes

Structural Information

  • Architectural Style: Cape Cod
  • Detached/Attached: Detached
  • Construction: Plaster, Shingle Siding
  • Basement: Yes
  • Basement Desc.: Exterior Entry, Full, Interior Entry, Unfinished
  • Stories/Levels: 2
  • Building Size: 1547
  • Square Feet: 1,547
  • Living Area: 1,547 Sq. Ft.
  • Finished Total: 1,547 Sq. Ft.
  • Finished Above Grnd: 1,547 Sq. Ft.
  • Year Built: 2005

Additional Structures

  • Other Structures: Barn(s), Outbuilding

Lot Features

  • Lot Size (Acres): 1.84
  • Lot Size (Sq. Ft.): 80,150
  • Lot Size: 80150
  • Lot Features: Wooded
  • Fencing (Description): Fenced

Horse Property

  • Horse Property: Yes
  • Horse Facility Desc.: Horses Allowed

Financial Considerations

  • Tax Amount: $5,503
  • Tax Year: 2025

Disclosures and Reports

  • Property ID: 21BAILEYHILLRDKILY

Listed by Start Realty

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— 21 Bailey Hill Rd —

  • Start Realty

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 21 Bailey Hill Rd

School District:Killingly School District
NameGradesDistance
Killingly Memorial School
339 Main St., Killingly, CT 06239
2-43.7 mi
Killingly Central School
60 Soap St., Killingly, CT 06241
PK-15.4 mi
Killingly Intermediate School
1599 Upper Maple St., Killingly, CT 06241
5-86 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 21 Bailey Hill Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/30/2026
Listed
$559,900
103.67%
MLS
5/27/2005
Sold
$274,900
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 21 Bailey Hill Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$5,503
5%
$236,780
—
2023
$5,235
17%
$236,780
54%
2023
$4,463
6%
$153,510
—
2022
$4,195
—
$153,510
—
2021
$4,182
2%
$153,510
—
2020
$4,105
-2%
$153,510
—
2019
$4,169
13%
$153,510
20%
2017
$3,680
—
$128,170
—
2016
$3,680
—
$128,170
—
2015
$3,680
3%
$128,170
—
2014
$3,577
-8%
$128,170
-26%
2013
$3,893
—
$173,810
—
2011
$3,893
—
$173,810
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Be ready to buy your new home!

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NMLS#: 1598647

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Listed by Start Realty

21 Bailey Hill Road, Killingly, CT 06239 (MLS# 1413273) is a Single Family property with 3 bedrooms and 2 full bathrooms. 21 Bailey Hill Road is currently listed for $559,900 and was received on May 30, 2026. Want to learn more about 21 Bailey Hill Road? Do you have questions about finding other Single Family real estate for sale in Killingly? You can browse all Killingly real estate or contact a Coldwell Banker agent to request more information.

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