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58 Oak Hollow Drive

Waterbury, Connecticut 06708

ACTIVE$359,900
Beds
3
Baths
2
SqFt
1,602
Acres
0.44
Year Built
1984
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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Pool2-Car Garage1 Fireplace

About This Home

Perfect time to make your move into this inviting Raised Ranch in desirable Bunker Hill, with major updates already completed, including a newer roof, gutters, and hardwood flooring! Step inside and immediately feel the bright, airy atmosphere throughout the main level. The living room offers a cozy pellet insert set within the focal-point fireplace, creating a warm and welcoming space to relax. The kitchen features a dedicated dining area with large bay/garden window, plenty of cabinetry and drawer storage and convenient access to the backyard, where you can enjoy outdoor entertaining, summer fun, and the above-ground pool. The main level also offers three bedrooms and a full bath with private access from the primary bedroom. The fully finished lower level adds even more living space with wood-burning stove, separate living and bonus rooms, full bath, laundry area, and access to the two-car garage offering possible in-law potential or flexible space for guests, hobbies, or work-from-home needs. Manageable .44-acre lot provides plenty of parking and room to enjoy. Currently an investment property and Tenant occupied. Please respect Tenant's privacy and do not approach property without appointment. A great choice for first-time buyers, those needing extra space, or anyone looking to downsize with distinction. Central air needs to be charged (not working). This home is a wonderful opportunity not to be missed. Schedule your showing today!

Key Facts

City/Town
Waterbury
Neighborhood
Bunker Hill
Property / Style
Single Family · Raised Ranch
Year Built
1984
Days on Market
11 days
Beds
3
Baths
2 full
Living Area
1,602 sq ft
Lot Size
0.44 acres
Garage / Parking
2 garage · 4 total
Property Taxes
$7,528 / Annually

Market Snapshot

The Waterbury Market

Single Family · trailing 12 months

Median Days on Market

36

100 active listings

Median $ / Sq Ft

$226

100 active listings

Sale-to-List Ratio

100.0%

596 sales

How this home compares

List Price

$359,900

vs $349,000 median

In line with median

Price / Sq Ft

$225

vs $226 median

In line with median

Days on Market

11 days

vs 36 days median

25 days fresher than median

Based on 100 active and 596 closed sales (trailing 12 mo) of single family in Waterbury. Source: SmartMLS · As of July 28, 2026.

Location

58 Oak Hollow Drive, Waterbury, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,582

per month

  • Principal & Interest$1,835
  • Property Taxes$627
  • Insurance$120
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Waterbury
Neighborhood
Bunker Hill
County
New Haven

Residence

Property Type
Single Family
Style
Raised Ranch
Year Built
1984
New Construction
No/Resale
Living Area
1,602 sq ft
Below Grade
408 sq ft

Schools

Elementary
Per Board of Ed
Middle
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hot Air
Heat Fuel
Electric
Cooling
None
Fireplaces
1
Laundry
Lower Level
Appliances
Oven/RangeMicrowaveRefrigeratorDishwasherDryer
Basement
PartialHeatedFully FinishedGarage AccessInterior Access
In-Law Apartment
Possible
Interior Features
Auto Garage Door Opener

Exterior & Lot

Lot Size
0.44 acres
Zoning
RS-12
Garage / Parking
2 garage spaces4 total parking spacesUnder House GarageDrivewayPrivatePaved
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Flood Zone
No
Pool
Above Ground Pool
Construction
Vinyl Siding
Color
White
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
GuttersLighting
Lot Description
Fence - PartialLightly WoodedLevel LotSloping Lot

Listing & Financials

Property Taxes
$7,528 / Annually
Days on Market
11
MLS #
24192449
MLS Status
Active

Similar Properties

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

Listed By

Dawn Rousseau

(203) 217-6522

Showcase Realty, Inc.

(860) 283-1298

Co-Listed By

Lynn Weitzner

Showcase Realty, Inc.

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 5:15 AM UTC.