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$450,000 Just Listed
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Property Description
Step into history in the heart of downtown Waterbury and make it your own. This distinctive property offers a rare opportunity to own a piece of the city's past while creating your future. Whether you're envisioning a professional office, boutique business, or a unique live/work concept, the possibilities are endless. Surrounded by the energy of downtown and rich local heritage, this space is ready to support your next chapter. Own history, build your vision, and call this property home sweet home. Zoned commercial yet recognized as mixed use, this property allows for residential conversion, offering exceptional flexibility and income potential. The current layout features office space along with 2 one-bedroom apartments on the third floor, providing an immediate cash-flow opportunity with additional upside. The second floor offers versatile options, suitable for conversion to a 4-bedroom apartment or 2 separate office suites, allowing investors or owner-users to expand, reconfigure, or reposition the space to meet their vision. Additional features include 5 covered bay garages, plus both off-street and on-street parking for added convenience. Recent updates include all new electrical panels (1/26), fresh interior paint, architectural ceilings, chimney repointed within the last 10 years, a roof approx 10 years old, a recently rebuilt heating system, forced hot air heat, updated water line, LED recessed lighting, and on-demand hot water.
Full Property Details
Full Property Details for 21 Holmes Ave
General
- Price: $450,000
- Taxes: (July 2025-June 2026)
- Status: Active
- Type: Commercial
- Source: SMARTMLS
- MLS ID: 24150157
- Updated: 1/25/2026
- Added to Site: 2 day(s) ago
Interior
- Interior Features: Living Space Available, Security System
- Flooring: Vinyl
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 4
Exterior
- Exterior Features: Sidewalk, Gutters, Lighting
Parking
- Covered Parking: Yes
- Covered Spaces: 5
Location
- County: New Haven
- Neighborhood: Downtown
- Driving Directions: West Main Street to Holmes Ave. (Per GPS).
Community
- Community Name: Downtown
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Hot Air, Natural Gas
- Heating Fuel: Natural Gas
Utilities
- Sewer: Public Sewer Connected
- Water: Public Water Connected
- Utility Description: Electric, Gas
Structural Information
- Roof: Asphalt Shingle
- Stories/Levels: 3
- Stories in Building: 3
- Square Feet: 4,365
- Sq. Ft. Source: Public Records
- Current Bldg. Use: Office/Residential
- Year Built: 1890
Unit Information
- # Tenants: 2
Unit 1
- Unit Description: 1 Bedroom
- Total Bathrooms: 2
Unit 2
- Unit Description: Office
- Total Bathrooms: 2
Lot Features
- Lot Size (Acres): 0.15
- Frontage: Municipal Street
- Present Use: Office/Residential
- Potential Use: Office/Residential
- Zoning: CBD
- Lot Description: Level Lot
Financial Considerations
- Assessment Amount: $165,270
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Documents Avail.: Lead Disclosure
- Property ID: 1379381
Listed by Showcase Realty, Inc., Lysa Napoli
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Schools
Schools serving 21 Holmes Ave
School District:Waterbury School District
| Name | Grades | Distance |
|---|---|---|
Bunker Hill School 170 Bunker Hill Avenue, Waterbury, CT 06708 | K-5 | 1.1 mi |
West Side Middle School 483 Chase Parkway, Waterbury, CT 06708 | 6-8 | 1.3 mi |
John F. Kennedy High School 422 Highland Avenue, Waterbury, CT 06708 | 9-12 | 1.1 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 21 Holmes Ave
Date
Details
Price
Change
Source
1/25/2026
Listed
$450,000
50%
MLS
11/15/1989
Sold
$300,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 21 Holmes Ave
Year
Property Taxes
Change
Tax Assessment
Change
2024
$7,434
-9%
$165,270
—
2023
$8,171
-9%
$165,270
—
2023
$8,956
15%
$165,270
28%
2022
$7,773
—
$129,090
—
2021
$7,773
—
$129,090
—
2020
$7,773
—
$129,090
—
2019
$7,773
—
$129,090
—
2018
$7,773
-4%
$129,090
-4%
2017
$8,072
—
$134,060
—
2016
$8,072
3%
$134,060
—
2015
$7,805
2%
$134,060
—
2011
$7,639
—
$134,060
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 21 Holmes Ave
21 Holmes Avenue, Waterbury, CT 06710 (MLS# 24150157) is a Commercial property. 21 Holmes Avenue is currently listed for $450,000 and was received on January 25, 2026. Want to learn more about 21 Holmes Avenue? Do you have questions about finding other Commercial real estate for sale in Waterbury? You can browse all Waterbury real estate or contact a Coldwell Banker agent to request more information.

