396 Bailey Hill Rd
Killingly, CT 06239
- 4 Beds
- 2.5 Baths
- 3,033 sqft (on 20 acres)
4 Beds
2.5 Baths
3,033 sqft
(on 20 acres)
Local Information
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
2002
Lot Size
20 acres
Living Area
3,033 sqft
Price/Sqft
$256
About this House
This large Colonial Home, set back from the street, was built on 20 Acre of land great for agricultural or recreational use. The home features 4 Bedrooms and 2.5 Baths, wonderfully open kitchen with granite countertops, formal dining, impressive foyer, and exceptionally large livingroom. The wrap around porch is the perfect place to be for enjoying the beautiful views of the valley and the spectacular sunsets. Back deck is a wonderful space for entertaining. The barn and open pasture land are ready for your livestock. The back portion of the property is wooded for additional recreational opportunities. The tiled breezeway coming from the kitchen serves as a mudroom with a half bath and laundry leading to the attached 3 bay garage which has a finished Bonus Room above, making a place for a rec room, home office, or man cave. This property has been meticulously maintained and constantly upgraded throughout it's young life. A Must See! Realtor related.
396 Bailey Hill Rd, Killingly, CT 06239 is a 4 bedroom, 3 bathroom, 3,033 sqft single-family home built in 2002. It last sold for $419,900 on Jun 30, 2017. It is currently off market. The Trulia Estimate is $775,400, with a rent estimate of $3,918/month.
Home Details for 396 Bailey Hill Rd
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Interior Details BasementNumber of Rooms: 7 |
Heating & Cooling Heating: Other, OilAir ConditioningHeating Fuel: Other |
Levels, Entrance, & Accessibility Stories: 2 |
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Exterior Home Features Roof: AsphaltExterior: Other |
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Year Built Year Built: 2002 |
Property Type / Style Property Type: Single Family HomeArchitecture: Colonial |
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Units in Building: 1 |
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Lot Area: 20.00 acres |
Price History for 396 Bailey Hill Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 06/30/2017 | $419,900 | Sold | Smart MLS #E10224011 |
| 05/24/2017 | $419,900 | Listed For Sale | Agent Provided |
| 08/10/2001 | $75,000 | Sold | N/A |
Market trends in Killingly
Last updated June 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
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Available listings
45
14MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $9,875 |
| Assessment | $424,910 |
Home facts updated by county records
Comparable Sales for 396 Bailey Hill Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.19 | Single-Family Home | $470,000 | 06/04/26 | 3 | 2 | 2,170 | |
0.72 | Single-Family Home | $470,000 | 08/11/25 | 4 | 3 | 2,238 | |
0.68 | Single-Family Home | $515,000 | 06/16/26 | 2 | 2 | 1,654 | |
0.73 | Single-Family Home | $325,000 | 05/06/26 | 3 | 2 | 1,583 | |
1.12 | Single-Family Home | $655,000 | 08/15/25 | 3 | 3.5 | 3,230 | |
1.10 | Single-Family Home | $450,000 | 09/16/25 | 4 | 2 | 2,304 | |
0.97 | Single-Family Home | $590,000 | 06/18/26 | 3 | 2 | 1,226 | |
1.22 | Single-Family Home | $501,000 | 06/10/26 | 3 | 2 | 1,664 | |
1.07 | Single-Family Home | $465,000 | 06/23/26 | 3 | 2 | 1,456 | |
1.57 | Single-Family Home | $596,000 | 07/23/26 | 4 | 2.5 | 1,827 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 396 Bailey Hill Rd.
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.
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Frequently asked questions about 396 Bailey Hill Rd
- What is 396 Bailey Hill Rd estimated to be worth?Trulia's estimated value for 396 Bailey Hill Rd in Killingly, CT is $775,400.
- What is the price history for 396 Bailey Hill Rd?396 Bailey Hill Rd in Killingly, CT last sold for $419,900 in June 2017.
- 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.
- How big is the lot at 396 Bailey Hill Rd?The lot at 396 Bailey Hill Rd in Killingly, CT is about 20 acres.

