248 HIGHLAND DR
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Assigned SchoolsThe public schools this address is zoned for. Boundaries change, so confirm with the district before you count on it.
District: Waterbury School District
Neighborhood · ZIP 06708These are comparison scores, not percentages. 100 equals the national average, so 150 means about 50% above average.
Index scale: 100 = US average (tick). Lower is better.
Owner Tools
Data by ATTOM. Valuations are automated estimates, not appraisals. Photos from Google Street View and may not depict the current property state.
How this home compares
248 Highland Dr measured against every home in its neighborhood, its ZIP code and its county, using county assessor records refreshed nightly. A home can stand out in one of those areas and look ordinary in another, because each one holds a different mix of homes.
- Worth more than 86% of homes in Town Plot
- Bigger than 72% of homes in Town Plot
- Has a smaller lot than 74% of homes in Naugatuck Valley County
- Newer than 70% of homes in Waterbury 06708
What homes are worth in Waterbury 06708
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 73% of homes in Waterbury 06708.
How it measures up in Waterbury 06708
The dot is this home. The mark in the middle is the typical home in Waterbury 06708.
Pricier than 73% of homes nearby
Pricier than 51% of homes nearby
Bigger than 63% of homes nearby
Bigger than 51% of homes nearby
Newer than 70% of homes nearby
| Measure | This home | Town Plot | Waterbury 06708 | Naugatuck Valley County |
|---|---|---|---|---|
| Estimated valuepricier than | $370,956 | 86% of homes | 73% of homes | 42% of homes |
| Price per ft²pricier than | $247 | 48% of homes | 51% of homes | 36% of homes |
| Living areabigger than | 1,504 ft² | 72% of homes | 63% of homes | 51% of homes |
| Lot sizebigger than | 0.21 ac | 64% of homes | 51% of homes | 26% of homes |
| Year builtnewer than | 1978 | 69% of homes | 70% of homes | 63% of homes |
About 248 Highland Dr
How much is 248 Highland Dr, Waterbury, CT worth?
The TopHap Estimate for 248 Highland Dr, Waterbury, CT is $370,956 as of Jul 14, 2026. The likely range is $354,822 to $387,090. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 248 Highland Dr, Waterbury, CT last sell?
248 Highland Dr, Waterbury, CT last sold on Jan 1, 1900, according to the county's recorded deed.
How big is 248 Highland Dr, Waterbury, CT?
248 Highland Dr, Waterbury, CT has 3 bedrooms, 1.5 bathrooms, 1,504 square feet of living space and a 0.21-acre lot.
When was 248 Highland Dr, Waterbury, CT built?
248 Highland Dr, Waterbury, CT was built in 1978, making it 48 years old. It is a ranch home. The building has 1 story.
What schools serve 248 Highland Dr, Waterbury, CT?
248 Highland Dr, Waterbury, CT is assigned to West Side Middle School (middle), rated C-; Kennedy High School (high), rated D-; B. W. Tinker Elementary School (elementary), rated C. All sit in Waterbury School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 248 Highland Dr, Waterbury, CT compare to other homes in Waterbury 06708?
Among the 8,807 homes in Waterbury 06708, it is worth more than 73% of them ($370,956 against a typical $326,060), its price per square foot is higher than 51% of them ($247 against a typical $245), it is bigger than 63% of them (1,504 ft² against a typical 1,330 ft²), its lot is bigger than 51% of them (0.21 ac against a typical 0.21 ac) and it is newer than 70% of them (1978 against a typical 1958). Measured against all of Naugatuck Valley County, it is worth more than 42% of homes there. These shares are recounted nightly from the full county assessor record for each area, not from active listings.
What are the property taxes on 248 Highland Dr, Waterbury, CT?
The 2024 property tax bill for 248 Highland Dr, Waterbury, CT was $7,975. The county assessed it at $177,310.
More homes on Highland Dr
- 87 Highland Dr$369K3 bd · 1.5 ba · 1,176 ft² · Sold $359K · Feb 2026
- 352 Highland Dr$392K3 bd · 1.5 ba · 1,404 ft² · Sold $375K · Dec 2025
- 207 Highland Dr$277K3 bd · 1 ba · 1,040 ft² · Sold $263K · Oct 2025
- 457 Highland Dr$299K3 bd · 2 ba · 1,340 ft² · Sold $277K · Jun 2025
- 421 Highland Dr$362K3 bd · 1 ba · 1,204 ft² · Sold $198K · Mar 2025
- 66 Highland Dr$342K2 bd · 1.5 ba · 1,828 ft² · Sold $290K · May 2024
- 154 Highland Dr$338K2 bd · 2 ba · 960 ft² · Sold $290K · Aug 2023
- 108 Highland Dr$312K3 bd · 1 ba · 1,040 ft² · Sold $277K · Jun 2023
- 10 Highland Dr$336K3 bd · 1.5 ba · 1,250 ft² · Sold $233K · Jun 2023
- 390 Highland Dr$364K3 bd · 2 ba · 1,660 ft² · Sold $275K · Oct 2022
- 67 Highland Dr$306K3 bd · 1 ba · 1,206 ft² · Sold $142K · Sep 2022
- 445 Highland Dr3 bd · 1.5 ba · 1,268 ft² · Sold $180K · Jul 2022
Closest homes
- 238 Highland Dr$344K80 ft · 3 bd · 1.5 ba · 1,056 ft² · Sold $170K · Jun 2009
- 917 Washington Avenue Ext$447K127 ft · 3 bd · 2.5 ba · 2,038 ft² · Sold $410K · Mar 2025
- 266 Highland Dr$322K126 ft · 3 bd · 1.5 ba · 1,238 ft² · Sold Jan 1900
- 253 Highland Dr$322K182 ft · 2 bd · 2 ba · 960 ft² · Sold $221K · Apr 2021
- 226 Highland Dr$288K159 ft · 3 bd · 1 ba · 960 ft² · Sold $121K · May 2009
- 243 Highland Dr$303K186 ft · 2 bd · 1 ba · 1,040 ft² · Sold $122K · Jun 1990
- 265 Highland Dr$370K209 ft · 3 bd · 1.5 ba · 1,128 ft² · Sold $129K · Jun 2010
- 901 Washington Avenue Ext$417K209 ft · 3 bd · 2.5 ba · 1,588 ft² · Sold $375K · Jan 2025
More homes in Waterbury 06708
- 1769 Watertown Ave$330K4 bd · 2 ba · 1,326 ft² · Sold $340K · Aug 2026
- 925 Oronoke Rd$225K2 bd · 1.5 ba · 1,330 ft² · Sold $235K · Aug 2026
- 319 Maybrook Rd$430K4 bd · 2.5 ba · 2,766 ft² · Sold $375K · Aug 2026
- 19 Summit St6 bd · 2 ba · 1,562 ft² · Sold $180K · Aug 2026
- 15 Chambers St6 bd · 3 ba · 4,766 ft² · Sold $430K · Aug 2026
- 159 Arden Rd$324K3 bd · 1 ba · 1,344 ft² · Sold $324K · Aug 2026
- 91 Mount Carmel Ave$300K3 bd · 1.5 ba · 912 ft² · Sold $352K · Aug 2026
- 925 Oronoke Rd20.51 ac · Sold $190K · Aug 2026
- 46 Spring Garden Ave$285K2 bd · 1 ba · 1,386 ft² · Sold $250K · Jul 2026
- 118 Norton St$270K2 bd · 1 ba · 918 ft² · Sold $275K · Jul 2026
- 102 Circuit Ave$279K3 bd · 1.5 ba · 1,268 ft² · Sold $266K · Jul 2026
- 21 White Birch Dr$343K3 bd · 1.5 ba · 1,252 ft² · Sold $386K · Jul 2026
Assigned schools
Explore the area
See this home in context
Open 248 Highland Dr on TopHap’s interactive map to compare it against every sale nearby, overlay school zones and flood risk, and run a CMA.
Open in map