844 Middlebury Road
Watertown, Connecticut 06795
- Beds
- 3
- Baths
- 2 | 1
- SqFt
- 2,801
- Acres
- 2.87
- Year Built
- 1996
- 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
PRICED TO SELL! Welcome to this stunning 3/4 bedroom Colonial, nestled in one of Watertown's most sought-after areas and privately set back on a beautifully landscaped property. Step inside to the two story foyer which invites you into a semi-open concept kitchen boasting corian counter-tops, stainless appliances, custom glass-face refrigerator and large peninsula for seating & entertainment. The kitchen then opens to a family room featuring an abundance of windows, skylights, a cozy wood-burning fireplace, and sliding doors leading to a newer deck overlooking the backyard. A formal living room, dining room and half bath complete the main level. Upstairs, you'll find two generously sized bedrooms and a spacious primary suite featuring cathedral ceilings, a second wood-burning fireplace, and a private bathroom. A large bonus room over the garage provides incredible flexibility and can serve as a fourth bedroom, recreation room, home office, or additional family room. Step outside to your own private backyard retreat, complete with an inground swimming pool with attached jacuzzi, and beautifully maintained grounds, perfect for relaxing or entertaining. Additional updates include a newer furnace, hot water heater, well holding tank, front steps and living room carpeting.
Key Facts
- City/Town
- Watertown
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1996
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 2 full · 1 half
- Living Area
- 2,801 sq ft
- Lot Size
- 2.87 acres
- Garage / Parking
- 3 garage
- Property Taxes
- $11,513 / Annually
Market Snapshot
The Watertown Market
Single Family · trailing 12 months
Active Listings
38
30 under contract
Median List Price
$402,000
38 active listings
Median Closed Price
$405,000
224 sales
Median Days on Market
41
38 active listings
Median $ / Sq Ft
$254
38 active listings
Sale-to-List Ratio
100.0%
224 sales
How this home compares
List Price
$570,000
vs $402,000 median
41.8% above median
Price / Sq Ft
$203
vs $254 median
20.1% below median
Days on Market
0 days
vs 41 days median
41 days fresher than median
Based on 38 active and 224 closed sales (trailing 12 mo) of single family in Watertown. Source: SmartMLS · As of November 12, 2026.
Location
844 Middlebury Road, Watertown, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Nov 5, 2026per month
- Principal & Interest$3,089
- Property Taxes$959
- Insurance$190
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Watertown
- Neighborhood
- N/A
- County
- Litchfield
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1996
- New Construction
- No/Resale
- Living Area
- 2,801 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Central Air
- Appliances
- Oven/RangeMicrowaveRefrigeratorDishwasher
- Basement
- FullUnfinished
Exterior & Lot
- Lot Size
- 2.87 acres
- Zoning
- R30
- Garage / Parking
- 3 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Pool
- In Ground Pool
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Lightly WoodedLevel LotSloping Lot
Listing & Financials
- Property Taxes
- $11,513 / Annually
- Days on Market
- 0
- MLS #
- 24220184
- MLS Status
- Coming Soon
Similar Properties
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 11/12/2026. 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 11/12/2026 at 10:15 PM UTC.