281 Bailey Hill Rd, Killingly, CT 06239
OFF MARKET

$498,000

Trulia Estimate
  • 5 Beds
  • 3 Baths
  • 2,420 sqft (on 5.20 acres)

281 Bailey Hill Rd, Killingly, CT 06239

Est. Refi. Payment $3,502/mo*
Refinance Your Home
Currently Off Market - Sold Dec 15, 1995 for $96,000

Home Value

Trulia Estimate
$498K
Since last month
Increased$2K (+0.3%)
Since last year
Increased$42K (+9.2%)
Since last sale
Increased$403K (+419.4%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +97% in the last 10 years
MonthEstimated value
2026
September 2026$499K
August 2026$497K
July 2026$514K
June 2026$507K
May 2026$481K
April 2026$472K
March 2026$466K
February 2026$449K
January 2026$437K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
172 Bailey Hill Road, Killingly, CT
0.47
Single-Family Home
$325,000
05/06/26
3
2
1,583
395 Bailey Hill Road, Killingly, CT
0.35
Single-Family Home
$470,000
06/04/26
3
2
2,170
311 Cranberry Bog Road, Killingly, CT
0.58
Single-Family Home
$590,000
06/18/26
3
2
1,226
280 Cook Hill Road, Killingly, CT
0.87
Single-Family Home
$249,900
10/23/25
3
1.5
1,344
81 Bailey Hill Road, Killingly, CT
0.85
Single-Family Home
$465,000
06/23/26
3
2
1,456
380 Mashentuck Road, Killingly, CT
1.43
Single-Family Home
$630,000
04/06/26
4
3
2,371
156 Cranberry Bog Road, Killingly, CT
1.18
Single-Family Home
$596,000
07/23/26
4
2.5
1,827
334 Ledge Road, Killingly, CT
1.09
Single-Family Home
$515,000
06/16/26
2
2
1,654
133 Cook Hill Road, Killingly, CT
0.90
Single-Family Home
$410,000
06/26/26
3
2
2,112
21 Bailey Hill Rd, Killingly, CT
1.09
Single-Family Home
$440,000
09/04/26
3
2
1,547

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
304 Bailey Hill Road, Killingly, CT 06239
0.16
$167,500
2
2
1,076
Off Market
55 Coomer Hill Road, Danielson, CT 06239
0.16
-
-
-
-
Off Market
23 Bailey Hill Village, Killingly, CT 06239
0.18
$199,900
3
2
1,280
Recently Sold
Address Not Disclosed, Dayville, CT 06241
0.17
-
-
-
-
Off Market
389 Cranberry Bog Road, Killingly, CT 06239
0.17
-
-
-
-
Off Market
24 Bailey Hill Village, Killingly, CT 06239
0.20
$161,100
3
2
1,104
Off Market
81 Coomer Hill Road, Killingly, CT 06241
0.18
$206,900
2
1
558
Off Market
232 Bailey Hill Road, Killingly, CT 06239
0.20
$615,200
3
2
1,824
Off Market
395 Bailey Hill Road, Killingly, CT 06239
0.35
$470,000
3
2
2,170
Recently Sold
115 Coomer Hill Road, Dayville, CT 06241
0.37
-
-
-
-
Off Market
419 Bailey Hill Road, Danielson, CT 06239
0.43
$377,200
2
1
1,108
Off Market
172 Bailey Hill Road, Killingly, CT 06239
0.47
$325,000
3
2
1,583
Recently Sold

Local Information

  • Map ViewExplore the area around 281 Bailey Hill Rd.
  • Schools1 Preschool School3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1974
5.2 acre lot
2,420 sqft
$206/sqft
Garage

About this House

This single-family home is located at 281 Bailey Hill Rd, Killingly, CT. 281 Bailey Hill Rd is in Killingly, CT and in ZIP code 06239. This property has 5 bedrooms, 3 bathrooms and approximately 2,420 sqft of floor space. This property has a lot size of 5.20 acres and was built in 1974.
281 Bailey Hill Rd, Killingly, CT 06239 is a 5 bedroom, 3 bathroom, 2,420 sqft single-family home built in 1974. It last sold for $96,000 on Dec 15, 1995. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $498,000, with a rent estimate of $3,279/month.

Home Details for 281 Bailey Hill Rd

Interior Features

Interior Details
BasementAtticIn-law unitNumber of Rooms: 8Types of Rooms: Breakfast Nook, Dining Room, Laundry Room, Master Bath, Mud Room, Recreation Room
Heating & Cooling
Heating: Baseboard, Oil, Wood PelletAir ConditioningCooling System: WallHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 1ElevatorFloors: Tile, Laminate
Appliances & Utilities
DryerRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: VinylGardenLawnPatio
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1974Year Updated: 2000
Property Type / Style
Property Type: Single Family HomeArchitecture: Split-level

Community

Units in Building: 1

Lot Information

Lot Area: 5.20 acres

Price and Tax history

DateEventPrice
Dec 15, 1995
Source: N/A
Sold
$96,000

Market trends in Killingly

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
43
4MoM

Around this home

What Locals Say about Killingly

At least 82 Trulia users voted on each feature.

  • 88 % Say car is needed

  • 83 % Say parking is easy

  • 83 % Say it's dog friendly

  • 83 % Say yards are well-kept

  • 74 % Say there's holiday spirit

  • 72 % Say kids play outside

  • 58 % Say neighbors are friendly

  • 58 % Say people would walk alone at night

  • 56 % Say there are sidewalks

  • 54 % Say it's quiet

  • 52 % Say there's wildlife

  • 51 % Say it's walkable to restaurants

  • 51 % Say streets are well-lit

  • 46 % Say they plan to stay for at least 5 years

  • 37 % Say it's walkable to grocery stores

  • 27 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Miranda Pipkin
    "Not the worst place to be, couple parks, shopping plazas, some things for the kids to do not a bunch! Does have some pretty good events throughout the year!"
    0
    Flag
  • Trisha L.
    "the school system is great in the district. it is a pretty safe area. I was born and raised here. and I have brought my kids up here"
    0
    Flag
  • Robyn S.
    "Been here my whole life. Three kids. Have dogs, no crime. People are friendly. Good school system. Good employment "
    0
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  • Lindsey.mcgrath7
    "lots of walking trails and wood trails nearby that vary in length. dog park is cute but not crowded "
    4
    Flag
  • Ashville.ag
    "Less than 15 minutes from downtown Putnam, easy access to Rhode Island and major Highways. Walking distance to downtown restaurants, shops and microbrewery. "
    1
    Flag
  • Steve
    "Quiet safe neighborhood with a healthy mix of respectful residents. 16 years after moving in we have seen families stop an grow here. Very recommended neighborhood. A lot of houses have been remodeled and had amenities upgraded. "
    0
    Flag
  • Carol J.
    "Car is needed to almost about everywhere in the community. There is public transportation but it isn’t great"
    0
    Flag
  • Kevin H.
    "Danielson has community events. Dayville plaza. Lowe’s. Gym. Restaurants. Bars. Black Pond Brewery. "
    0
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  • Jennifer D.
    "Neighbors feel safe to walk their dogs in our neighborhood. Safe and inviting surroundings. Love living here!"
    0
    Flag
  • Jennifer D.
    "I’ve lived here for 13 years. Love my home and the community. Schools are wonderful and love the small town feel. "
    0
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  • Becky S.
    "I've lived here for 25 years and there have been a lot of changes but mostly people tend to keep to themselves and it's a very residential area."
    1
    Flag
  • Michelle J.
    "We have lived in the Danielson area for the past 25 years. This is a nice quiet area great for raising children! More of a suburb than a city. There are many local shops & restaurants available here as well as in the surrounding towns which are close and easy to reach. Dayville & Plainfield both nearby have great parks for children. Nature walks and parks can be found here in Danielson as well as most of the surrounding towns."
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LGBTQ Local Legal Protections

Frequently asked questions about 281 Bailey Hill Rd

  • What is 281 Bailey Hill Rd estimated to be worth?
    Trulia's estimated value for 281 Bailey Hill Rd in Killingly, CT is $498,000.
  • What is the price history for 281 Bailey Hill Rd?
    281 Bailey Hill Rd in Killingly, CT last sold for $96,000 in December 1995.
  • Is Killingly a buyer's or seller's market?
    Killingly is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Killingly?
    Residents describe Killingly, CT as easy to park in, dog-friendly, and well-kept. Most residents say you need a car. See recently sold homes in Killingly, CT.
  • Does 281 Bailey Hill Rd have air conditioning?
    Yes, 281 Bailey Hill Rd in Killingly, CT has air conditioning.
  • Does 281 Bailey Hill Rd have laundry facilities?
    Yes, 281 Bailey Hill Rd in Killingly, CT has in-unit laundry.

Explore by feature - Pet Friendly

6 pet-friendly rentals in Killingly, CT

Explore by feature - Air Conditioning

6 rentals with air conditioning in Killingly, CT

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Off Market Homes Near 281 Bailey Hill Rd

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