300 Hilltop Road
Watertown, Connecticut 06779
- Beds
- 3
- Baths
- 3
- SqFt
- 2,520
- Acres
- 0.46
- Year Built
- 1996
- Neighborhood
- Oakville
- Property Type
- Single Family

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About This Home
Welcome to 300 Hilltop Road in Oakville - an expansive ranch-style home offering comfort, space, and easy one-level living. This 3-bedroom, 3-bath home features an inviting open floor plan, creating a seamless flow between the main living areas and making it ideal for both everyday living and entertaining. A beautiful dual-sided fireplace between the living rooms adds warmth, character, and a cozy focal point to the home. Each bedroom is generously sized, including a spacious primary bedroom with its own private bathroom. A slider in the living room leads out to the backyard patio, creating an easy connection between indoor and outdoor living. Outside, enjoy a flat, private yard complete with a firepit - the perfect setting for relaxing evenings and outdoor gatherings. The finished basement adds valuable additional living space, perfect for a family room, home office, gym, guest area, or recreation space. Conveniently located near Route 8 and I-84, this home offers easy commuter access to Waterbury, Hartford, Danbury, and surrounding towns while still providing the privacy and comfort of a neighborhood setting. Spacious, versatile, and move-in ready, this Oakville ranch is ready to welcome its next owner.
Key Facts
- City/Town
- Watertown
- Neighborhood
- Oakville
- Property / Style
- Single Family · Ranch
- Year Built
- 1996
- Days on Market
- 85 days
- Beds
- 3
- Baths
- 3 full
- Living Area
- 2,520 sq ft
- Lot Size
- 0.46 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $8,727 / Annually
Market Snapshot
The Watertown Market
Single Family · trailing 12 months
Active Listings
26
40 under contract
Median List Price
$499,950
26 active listings
Median Closed Price
$400,000
220 sales
Median Days on Market
44
26 active listings
Median $ / Sq Ft
$261
26 active listings
Sale-to-List Ratio
100.0%
220 sales
How this home compares
List Price
$550,000
vs $499,950 median
10.0% above median
Price / Sq Ft
$218
vs $261 median
16.5% below median
Days on Market
85 days
vs 44 days median
41 days longer than median
Based on 26 active and 220 closed sales (trailing 12 mo) of single family in Watertown. Source: SmartMLS · As of September 1, 2026.
Location
300 Hilltop Road, Watertown, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 27, 2026per month
- Principal & Interest$2,828
- Property Taxes$727
- Insurance$183
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Watertown
- Neighborhood
- Oakville
- County
- Litchfield
Residence
- Property Type
- Single Family
- Style
- Ranch
- Year Built
- 1996
- New Construction
- No/Resale
- Living Area
- 2,520 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Watertown
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Ceiling FansCentral Air
- Fireplaces
- 1
- Laundry
- Main Level
- Laundry Location
- Hall outside of primary bedroom
- Appliances
- Oven/RangeRefrigeratorDishwasherWasherDryer
- Basement
- FullPartially Finished
Exterior & Lot
- Lot Size
- 0.46 acres
- Zoning
- R30
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Vinyl Siding
- Roof
- Shingle
- Foundation
- Concrete
- Exterior Features
- Patio
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $8,727 / Annually
- Days on Market
- 85
- MLS #
- 24182042
- MLS Status
- Active
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 9/1/2026. 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 9/1/2026 at 5:50 AM UTC.