Sold
Last Sold Price
3 beds1,608 sqft$236/sqft
55 Highwood Rd, Waterbury, CT 06708
Single FamilyProperty Type
0.69 acresLot Size
1930Year Built
$236/sq ftPrice per sq ft
8 carsParking Spaces

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...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.
Listing closed: 07/09/2026 12:00 AM • Source: SMARTMLS, MLS#: 24175647

Location

Listing Courtesy of Connecticut Realty Studios LLC, Julie Avellino

Sold By Showcase Realty, Inc., George Stankus

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Payment Calculator

$2,512 per month

30 year fixed, 6.71% Interest

Principal and Interest

$1,964

Property Taxes

$548

HOA Dues

$0

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Property Information for 55 Highwood Road

Property Details
  • Taxes: $6,581 / year
  • MLS Type: Residential
  • Basement Description: Full, Unfinished
  • Direct Waterfront: No
  • Expected Active Date: 05-22-2026
  • Garages Number: 3
  • Style: Cape Cod
  • Garage Parking Info: Attached Garage, Detached Garage, Under House Garage, Paved, Driveway
  • Swimming Pool: No
  • Expected On Market Date: 05-22-2026
Building Information
  • Year Built: 1930
  • Lot Size: 0.69 AC / 30,056 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Rte 63 to Anawan Ave to Lakeside Blvd W to Highwood Rd
  • Elementary School: Per Board of Ed
  • Flood Zone: No
  • High School: Per Board of Ed
  • Latitude: 41.545644
  • Longitude: -73.085047
  • Neighborhood Amenities: Lake, Park
  • State: Connecticut
Parking
  • Parking Total Spaces: 8
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $6,581
Interior and Exterior Features
Exterior Features
  • Exterior Features: Wrap Around Deck, Deck, Gutters
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer
  • Cooling System: Window Unit
  • Heat Type: Baseboard, Hot Water, Radiator
  • Attic YN: No
  • Fireplaces Total: 1
  • Laundry Room Info: Main Level
  • Laundry Room Location: main floor with storage area
  • Rooms Additional: Laundry Room
  • Rooms Total: 7
Room 1
  • Room Entry Order: 1
  • Room Features: Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 2
  • Room Features: Bay/Bow Window,Hardwood Floor
  • Room Level: Main
  • Room Type: Den
Room 3
  • Room Entry Order: 3
  • Room Features: Walk-In Closet
  • Room Level: Upper
  • Room Type: Primary Bedroom
Room 4
  • Room Entry Order: 4
  • Room Features: Hardwood Floor
  • Room Level: Main
  • Room Type: Bedroom
Room 5
  • Listing Key: 51CA111E828F63E0E0631A01100A978B
  • Room Entry Order: 5
  • Room Features: Hardwood Floor
  • Room Level: Main
  • Room Type: Bedroom
Room 6
  • Room Entry Order: 6
  • Room Features: Balcony/Deck,Beams,Dining Area,Sliders,Tile Floor
  • Room Level: Main
  • Room Type: Kitchen
Room 7
  • Room Entry Order: 7
  • Room Level: Main
  • Room Type: Full Bath
Property
Property and Assessments
  • Color: grey
  • Construction Description: Frame
  • Driveway Type: Private, Paved
  • Exterior Siding: Vinyl Siding
  • Foundation Type: Concrete, Masonry
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1930
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Apartment: No
  • Living Area SQFT Per Public Records: 1608
Lot Information
  • Lot Description: Fence - Partial, Fence - Privacy, Level Lot
  • Parcel Number: 1388061
  • Sq Ft Est Heated Above Grade: 1608.0
  • Sq Ft Total: 1608.0
  • Zoning: RS-12
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Oil, Upright Tank
  • Sewage System: Public Sewer Connected
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 55 Highwood Road

DateEvent & SourcePriceAppreciation
Jul 8, 2026

Closed (Public Record)

Public Record #1945530878

$380,000

+10.8% / yr

Sep 24, 2020

Closed (Public Record)

Public Record #681094403

$210,000
DateEvent & SourcePrice
07/08/2026

Closed (Public Record)

Public Record #1945530878

$380,000

+10.8% / yr

09/24/2020

Closed (Public Record)

Public Record #681094403

$210,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 55 Highwood Road

Taxable ValueLand$31,220Additions$115,080Total$146,300
Tax Record2024$6,581 ($548 / month)
Home Facts
Beds3Baths1Total Finished SqFt1,608 SqFtAbove Grade Finished SqFt1,608 SqFtUnfinished Basement SqFt1,320 SqFtStories2Lot Size30,056 SqFtStyleSingle Family ResidenceYear Built1930Year Renovated1969ZoningRS-12CountyNAUGATUCK VALLEYAPNWBRY M:0360 B:0653 L:0041

Schools near 55 Highwood Road

This home is within Waterbury School District.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Public - 1 to 5
Rating
School
Distance
B. W. Tinker School
PublicPK to 5

West Side Middle School
Public6 to 8

John F. Kennedy High School
Public9 to 12

B.W. Tinker Bdlc
Public1 to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Connecticut Realty Studios LLC, Julie Avellino

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.