Date
Details
Price
Change
Source
5/22/2026
Listed
$369,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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Property Description
Multiple Offers In Review. 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.
Full Property Details
Full Property Details for 55 Highwood Rd
General
- Price: $369,000
- Taxes: (July 2025-June 2026)
- Status: Under Contract
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24175647
- Updated: 6/25/2026
- Added to Site: 47 day(s) ago
Interior
- Number of Rooms: 7
- Rooms/Areas: Laundry Room
- Fireplace: Yes
- Number of Fireplaces: 1
- Appliances: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer
Rooms
Bathrooms
- Total Bathrooms: 1
- Full Bathrooms: 1
- Full Bath: Main
Bedrooms
- Total Bedrooms: 3
- Primary Bedroom: Primary Bedroom - Walk-In Closet, Upper
- Bedroom 1: Bedroom - Hardwood Floor, Main
- Bedroom 2: Bedroom - Hardwood Floor, Main
Other Rooms
- Living Room: Living Room - Fireplace, Hardwood Floor, Main
- Kitchen: Kitchen - Balcony/Deck, Beams, Dining Area, Sliders, Tile Floor, Main
- Den: Den - Bay/Bow Window, Hardwood Floor, Main
- Laundry: Main Level
Exterior
- Exterior Features: Wrap Around Deck, Deck, Gutters
- Color: grey
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Total Spaces: 8
- Parking: Attached Garage, Detached Garage, Under House Garage, Paved, Driveway
Location
- County: New Haven
- Driving Directions: Rte 63 to Anawan Ave to Lakeside Blvd W to Highwood Rd
School Information
- Elementary School: Per Board of Ed
- High School: Per Board of Ed
Heating & Cooling
- Cooling Type: Window Unit
- Heating Type: Baseboard, Hot Water, Radiator, Oil
- Heating Fuel: Oil
- Water Heater: Oil, Upright Tank
Utilities
- Sewer: Public Sewer Connected
- Water: Public Water Connected
Structural Information
- Architectural Style: Cape Cod
- Construction Status: No/Resale
- Exterior Const.: Vinyl Siding
- Basement Desc.: Full, Unfinished
- Roof: Asphalt Shingle
- Square Feet: 1,608
- Above Ground: 1,608 Sq. Ft.
- Year Built: 1930
Lot Features
- Lot Size (Acres): 0.69
- Driveway/Sidewalk: Private, Paved
- Zoning: RS-12
- Lot Description: Fence - Partial, Fence - Privacy, Level Lot
Financial Considerations
- Assessment Amount: $146,300
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Property ID: 1388061
Listed by Connecticut Realty Studios LLC, Julie Avellino
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agent
— 55 Highwood Rd —
Julie Avellino
Connecticut Realty Studios LLC
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 55 Highwood Rd
School District:Waterbury School District
| Name | Grades | Distance |
|---|---|---|
B. W. Tinker School 809 Highland Avenue, Waterbury, CT 06708 | K-5 | 1.9 mi |
West Side Middle School 483 Chase Parkway, Waterbury, CT 06708 | 6-8 | 1.1 mi |
John F. Kennedy High School 422 Highland Avenue, Waterbury, CT 06708 | 9-12 | 1.4 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 55 Highwood Rd
Estimate the Cost
Estimate the Cost for 55 Highwood Rd
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- Single Family
- Active
- Updated 3 days ago
- 3Beds
- 2Total Baths
- 1,602Sq. Ft.
- Single Family
- Active
- Updated 9 days ago
- 3Beds
- 2Total Baths
- 1,344Sq. Ft.
- Single Family
- Active
- Updated 2 days ago
- 3Beds
- 1Total Bath
- 1,777Sq. Ft.
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- Single Family
- Active
- Updated 2 days ago
- 3Beds
- 1Total Bath
- 1,258Sq. Ft.
- Townhouse
- Active
- Updated 2 days ago
- 3Beds
- 3Total Baths
- 2,403Sq. Ft.
- Single Family
- Active
- Updated 4 days ago
- 4Beds
- 3Total Baths
- 2,600Sq. Ft.
- Single Family
- Active
- Updated 4 days ago
- 3Beds
- 3Total Baths
- 2,264Sq. Ft.
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- Single Family
- Active
- Updated 3 days ago
- 3Beds
- 2Total Baths
- 1,271Sq. Ft.
Listed by Mustafa Muaremi (860) 877-4682
- Single Family
- Active
- Updated 16 hours ago
- 3Beds
- 3Total Baths
- 2,039Sq. Ft.
- Single Family
- Active
- Updated 2 days ago
- 2Beds
- 2Total Baths
- 1,502Sq. Ft.
- Townhouse
- Active
- Updated 2 days ago
- 3Beds
- 2Total Baths
- 1,092Sq. Ft.
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- Single Family
- Closed
- Updated 2 days ago
- 3Beds
- 1Total Bath
- 1,193Sq. Ft.
- Single Family
- Closed
- 3Beds
- 2Total Baths
- 1,861Sq. Ft.
Listed by Martha Quaratella
Sold by Keller Williams Realty Partner
Sold by Keller Williams Realty Partner
55 Highwood Road, Waterbury, CT 06708 (MLS# 24175647) is a Single Family property with 3 bedrooms and 1 full bathroom. 55 Highwood Road is currently listed for $369,000 and was received on May 19, 2026. Want to learn more about 55 Highwood Road? Do you have questions about finding other Single Family real estate for sale in Waterbury? You can browse all Waterbury real estate or contact a Coldwell Banker agent to request more information.