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)
Homes for sale near 396 Bailey Hill Rd
2.17 ACRESKazantzis Real Estate, LLC- OPEN SAT, 11-1PMCOMING SOON 5/141.38 ACRESBerkshire Hathaway NE Prop.
- 0.7 ACRESRE/MAX Bell Park Realty
- 1.37 ACRESKeller Williams Leading Edge
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Description
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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.
Home Highlights
Parking
No Info
Outdoor
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A/C
Heating & Cooling
HOA
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Listed
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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 |
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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 |
|---|---|---|---|---|---|---|---|
0.50 | Single-Family Home | $574,000 | 06/27/25 | 3 | 2 | 1,824 | |
0.72 | Single-Family Home | $470,000 | 08/11/25 | 4 | 3 | 2,238 | |
1.22 | Single-Family Home | $550,000 | 06/05/25 | 4 | 2 | 1,547 | |
0.73 | Single-Family Home | $325,000 | 05/06/26 | 3 | 2 | 1,583 | |
0.94 | Single-Family Home | $575,000 | 06/23/25 | 4 | 2.5 | 2,186 | |
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 | |
1.51 | Single-Family Home | $630,000 | 04/06/26 | 4 | 3 | 2,371 | |
1.11 | Single-Family Home | $322,000 | 02/18/26 | 3 | 2 | 1,732 | |
1.45 | Single-Family Home | $520,000 | 08/15/25 | 3 | 2.5 | 2,320 |
Assigned Schools
These are the assigned schools for 396 Bailey Hill Rd.
- Killingly Central School
- PK-1
- Public
- 332 Students
NAGreatSchools RatingParent Rating AverageMy son started Kindergarten at KCS this year and so far it has been a great experience. They are very organized and the teacher-parent communication is very good. My anxiety about my son starting school (with no pre-school) quickly went away after attending their parent meeting and open house. I may change my review later, but right now this appears to be a great school.Parent Review9y ago - Killingly High School
- 9-12
- Public
- 788 Students
4/10GreatSchools RatingParent Rating AverageOverall a terrible public school the only part that is redeemable is the agricultural program. The rest of the school is a waste of money and time. Also rejected a federal grant for mental health for students TWICE ( majority of students wanted it and they still rejected it).Other Review2y ago - Killingly Intermediate School
- 5-8
- Public
- 667 Students
4/10GreatSchools RatingParent Rating AverageTHIS SCHOOL IS HORRIBLE I HATE IT the work BORING OVERUSED STRECHED OUT FOR MONTHS the people like FIVE people are good people everybody else i either dont know or dont acknowledge the rest just have beef with me for pretty much no reason the restrictions HORRENDUS theres like FOUR usable sites and the teachers have the option to just disable/block them and since theres so little sites we cant do much during free time now the rules? LOL theres so many unneeded rules like no hoods and no fighting back i could literary get jumped by 6 people and still get detention "for punching someone" WHAT DID YOU WANT ME TO DO JUST TAKE IT the thing is THIS ACTUALLY HAPPENED IN 5TH GRADE and they try to hide the impending doom by calling it "in school suspension" id much rather be suspended normally and go home than sit at a desk with little to nothing to do besides work and if theres no work to do? you just sit there but oh i need the bathroom "you know the rules 1 break per 2 hours unless medically necessary" ok i get the medically necessary but they limit you to 3 minutes for each break if you go past the limit you get yelled at so basically this school sucks and can have very unfair momentsStudent Review2mo ago - Killingly Memorial School
- 2-4
- Public
- 532 Students
7/10GreatSchools RatingParent Rating AverageThe teachers and staff went out of their way to make sure that my child was ok during a very stressful time for her. She is excited to go to school and learn new things. The school still provides arts programs that many schools have let fall by the wayside.Other Review9y ago 
Check out schools near 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
57 % Say neighbors are friendly
57 % 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
44 % Say they plan to stay for at least 5 years
37 % Say it's walkable to grocery stores
27 % Say there are community events
Learn more about our methodology.
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Homes for rent near 396 Bailey Hill Rd
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Off Market Homes Near 396 Bailey Hill Rd
- SOLDAPR 30, 2026RE/MAX Bell Park Realty
- SOLDAPR 28, 2026First Choice Realty
- SOLDAPR 24, 2026Kazantzis Real Estate, LLC
- SOLDAPR 23, 2026Berkshire Hathaway NE Prop.
- SOLDAPR 16, 2026
- SOLDAPR 10, 2026Dave Jones Realty, LLC
- SOLDAPR 6, 2026Beycome of Connecticut
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396 Bailey Hill Rd, Killingly, CT 06239 is a 4 bedroom, 3 bathroom, 3,033 sqft single-family home built in 2002. This property is not currently available for sale. 396 Bailey Hill Rd was last sold on Jun 30, 2017 for $419,900. The current Trulia Estimate for 396 Bailey Hill Rd is $762,200.