50 Red Oak Drive
Killingly, Connecticut 06239
- Beds
- 4
- Baths
- 3 | 1
- SqFt
- 2,920
- Acres
- 2.27
- Year Built
- 2015
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Welcome to this impressive, custom Colonial set on a lovely landscaped lot in a desirable neighborhood. Offering 3102 sq ft, this spacious home features 4 bedrooms, 3 1/2 bathrooms and a thoughtfully designed floor plan ideal for both everyday living and entertaining. Step inside to bright, cathedral ceilings and stone fireplace in the living room. First-floor office and dining room. The well-appointed kitchen provides ample workspace and storage while opening to the surrounding indoor and outdoor living areas. Large pantry. The well thought out mudroom provides ease of entry from backyard. Spacious bedrooms and multiple bathrooms provides plenty of room. Master suite with fireplace, walk-in closet and stunning spa-like bathroom. Outside truly shines. Enjoy your own private backyard retreat featuring an above ground salt pool, beautifully maintained grounds, and an irrigation system to help keep the landscaping looking its best. With over two acres, there is plenty of space for outdoor entertaining, sitting on the front porch, gardening, or simply relaxing by the pool. Additional highlights include geothermal heating system, ERV air system, attached 3 car garage, vinyl and stone exterior, shed with electricity and the benefits of newer construction. This home combines modern amenities with the space buyers are looking for. A must see!
Key Facts
- City/Town
- Killingly
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 2015
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 3 full · 1 half
- Living Area
- 2,920 sq ft
- Lot Size
- 2.27 acres
- Garage / Parking
- 3 garage
- Property Taxes
- $10,191 / Annually
Market Snapshot
The Killingly Market
Single Family · trailing 12 months
Active Listings
25
24 under contract
Median List Price
$359,900
25 active listings
Median Closed Price
$380,000
166 sales
Median Days on Market
19
25 active listings
Median $ / Sq Ft
$242
25 active listings
Sale-to-List Ratio
100.0%
166 sales
How this home compares
List Price
$795,000
vs $359,900 median
2.2× the median
Price / Sq Ft
$272
vs $242 median
12.4% above median
Days on Market
0 days
vs 19 days median
19 days fresher than median
Based on 25 active and 166 closed sales (trailing 12 mo) of single family in Killingly. Source: SmartMLS · As of August 26, 2026.
Location
50 Red Oak Drive, Killingly, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 20, 2026per month
- Principal & Interest$4,083
- Property Taxes$849
- Insurance$265
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Killingly
- Neighborhood
- N/A
- County
- Windham
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 2015
- New Construction
- No/Resale
- Living Area
- 2,920 sq ft
Schools
- Elementary
- Per Board of Ed
- Middle
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Air
- Heat Fuel
- Geothermal
- Cooling
- Central Air
- Fireplaces
- 2
- Laundry
- Upper Level
- Appliances
- Oven/RangeMicrowaveRefrigeratorDishwasherWasherDryer
- Basement
- FullConcrete FloorFull With Hatchway
- In-Law Apartment
- No
- Interior Features
- Auto Garage Door OpenerCentral VacuumOpen Floor PlanSecurity System
- Additional Rooms
- Mud Room
Exterior & Lot
- Lot Size
- 2.27 acres
- Zoning
- RD
- Garage / Parking
- 3 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Pool
- Salt WaterAbove Ground Pool
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Porch-Wrap AroundUnderground UtilitiesSidewalkShedPorchGuttersGarden AreaFrench DoorsPatio
- Lot Description
- In SubdivisionLevel Lot
Listing & Financials
- Property Taxes
- $10,191 / Annually
- Days on Market
- 0
- MLS #
- 24201306
- MLS Status
- Coming Soon
Similar Properties
Homes with a close match in area, property type, and price.
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 8/26/2026. 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 8/26/2026 at 10:25 PM UTC.