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300 Hilltop Road

Watertown, Connecticut 06779

ACTIVE$550,000
Beds
3
Baths
3
SqFt
2,520
Acres
0.46
Year Built
1996
Matt Caiola

Matt Caiola

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2-Car Garage1 Fireplace

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,738

per 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

Homes with a close match in area, property type, and price.

Listed By

Desiree Meister

(860) 597-8128

William Pitt Sotheby's International Realty

(860) 682-9991

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.