Be the next chapter in the story of this one-of-a-kind 1930s charmer with only 3 previous owners. Tucked away on a quiet street in a desirable area of Waterbury just minutes from Tracy's Pond this 3-bedroom Cape-style home offers a sense of calm and retreat. Original wide plank wood floors greet you at the door, while fresh paint throughout creates the perfect backdrop for quiet nights in or boisterous nights of entertaining with friends. A wood burning stove in the living room adds to the charm. Two good sized bedrooms are found on the main floor and a third bedroom is privately located on the second floor. The property offers the hard to find vibe of refined coziness. Outside, enjoy a large level partially fenced yard, beautiful landscaping, a wrap around deck and the convenience of a 3rd garage -- perfect for you to store bikes, kayaks, or your prized warm weather "garage queen". Additional features include a 10-year old roof, newer windows, newer siding, hardscaping, and newer water heater.
For sale
$369,000
55 Highwood Road, Waterbury, CT 06708
3beds
1,608sqft
Est.:
Single Family Residence
Built in 1930
0.69 Acres Lot
$-- Zestimate®
$229/sqft
$-- HOA
What's special
- 6 days |
- 815 |
- 81 |
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Julie Avellino (203)414-9479,
Connecticut Realty Studios LLC 203-414-9479
Source: Smart MLS,MLS#: 24175647
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 1
- Full bathrooms: 1
Rooms
- Room types: Laundry
Primary bedroom
- Features: Walk-In Closet(s)
- Level: Upper
Bedroom
- Features: Hardwood Floor
- Level: Main
Bedroom
- Features: Hardwood Floor
- Level: Main
Bathroom
- Level: Main
Den
- Features: Bay/Bow Window, Hardwood Floor
- Level: Main
Kitchen
- Features: Balcony/Deck, Beamed Ceilings, Dining Area, Sliders, Tile Floor
- Level: Main
Living room
- Features: Fireplace, Hardwood Floor
- Level: Main
Heating
- Baseboard, Hot Water, Radiator, Oil
Cooling
- Window Unit(s)
Appliances
- Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
- Laundry: Main Level
Features
- Basement: Full,Unfinished
- Attic: None
- Number of fireplaces: 1
Interior area
- Total structure area: 1,608
- Total interior livable area: 1,608 sqft
- Finished area above ground: 1,608
Property
Parking
- Total spaces: 8
- Parking features: Attached, Detached, Paved, Driveway, Private
- Attached garage spaces: 3
- Has uncovered spaces: Yes
Features
- Patio & porch: Wrap Around, Deck
- Exterior features: Rain Gutters
- Fencing: Partial,Privacy
Lot
- Size: 0.69 Acres
- Features: Level
Details
- Parcel number: 1388061
- Zoning: RS-12
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cape Cod
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Concrete Perimeter, Masonry
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1930
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Features: Lake, Park
HOA
- Has HOA: No
Location
- Region: Waterbury
Financial & listing details
- Price per square foot: $229/sqft
- Tax assessed value: $146,300
- Annual tax amount: $6,581
- Date on market: 5/19/2026
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 5/22/2026 | Listed for sale | $369,000+105%$229/sqft |
Source:  Smart MLS #24175647 Report a problem | ||
| 12/9/2020 | Listing removed | $180,000$112/sqft |
Source: Keller Williams Realty Partners #170287666 Report a problem | ||
| 10/6/2020 | Listed for sale | $180,000-14.3%$112/sqft |
Source: Keller Williams Realty Partners #170287666 Report a problem | ||
| 9/25/2020 | Sold | $210,000+10.6%$131/sqft |
Source: Smart MLS #170324465 Report a problem | ||
| 9/24/2020 | Pending sale | $189,900+5.5%$118/sqft |
Source: Keller Williams Realty Partners #170324465 Report a problem | ||
| 9/24/2020 | Price change | $180,000-5.2%$112/sqft |
Source: Keller Williams Realty Partners #170324465 Report a problem | ||
| 8/21/2020 | Pending sale | $189,900$118/sqft |
Source: Keller Williams Realty Prtnrs. #170324465 Report a problem | ||
| 8/7/2020 | Price change | $189,900+5.5%$118/sqft |
Source: Keller Williams Realty Prtnrs. #170324465 Report a problem | ||
| 6/6/2020 | Pending sale | $180,000$112/sqft |
Source: Keller Williams Realty Prtnrs. #170287666 Report a problem | ||
| 5/27/2020 | Price change | $180,000-5.2%$112/sqft |
Source: Keller Williams Realty Prtnrs. #170287666 Report a problem | ||
| 5/13/2020 | Listed for sale | $189,900$118/sqft |
Source: Keller Williams Realty Prtnrs. #170287666 Report a problem | ||
| 4/17/2020 | Pending sale | $189,900$118/sqft |
Source: Keller Williams Realty Prtnrs. #170287666 Report a problem | ||
| 4/11/2020 | Listed for sale | $189,900$118/sqft |
Source: Keller Williams Realty Prtnrs. #170287666 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $6,581 -9% | $146,300 |
| 2024 | $7,233 -8.8% | $146,300 |
| 2023 | $7,928 +42% | $146,300 +57.8% |
| 2022 | $5,583 | $92,730 |
| 2021 | $5,583 0% | $92,730 |
| 2020 | $5,583 +0% | $92,730 |
| 2019 | $5,583 | $92,730 |
| 2018 | $5,583 +0.9% | $92,730 +0.9% |
| 2017 | $5,531 | $91,860 |
| 2016 | $5,531 +3.4% | $91,860 |
| 2015 | $5,348 | $91,860 |
| 2014 | $5,348 +2.2% | $91,860 |
| 2013 | $5,234 +7.5% | $91,860 -21.2% |
| 2012 | $4,871 0% | $116,510 |
| 2011 | $4,872 | $116,510 |
| 2010 | $4,872 +4.8% | $116,510 |
| 2009 | $4,651 | $116,510 |
| 2008 | $4,651 -19.4% | $116,510 +9% |
| 2005 | $5,769 +3.6% | $106,890 +5.3% |
| 2002 | $5,568 +108% | $101,500 +270.8% |
| 2001 | $2,677 | $27,370 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.
All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: West Side Manor
Nearby schools
GreatSchools rating
- 5/10B. W. Tinker SchoolGrades: PK-5Distance: 1.9 mi
- 4/10West Side Middle SchoolGrades: 6-8Distance: 1.2 mi
- 1/10John F. Kennedy High SchoolGrades: 9-12Distance: 1.4 mi
A local agent can set up tours, give advice and negotiate with sellers.
- Connecticut
- New Haven County
- Waterbury
- 06708
- West Side Manor
- 55 Highwood Road
Nearby cities
Nearby neighborhoods
Nearby zip codes
Other Waterbury Topics
