58 Oak Hollow Drive
Waterbury, Connecticut 06708
- Beds
- 3
- Baths
- 2
- SqFt
- 1,602
- Acres
- 0.44
- Year Built
- 1984
- Neighborhood
- Bunker Hill
- 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
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
Active Listings
100
125 under contract
Median List Price
$349,000
100 active listings
Median Closed Price
$310,000
596 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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.
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.