38 HIGHLAND DR
Valuation
Tax & Assessment
Property Facts
Transaction History(1)
Sales and refinances filed with the county for this home. Not every transfer is a normal sale, so check the type before comparing prices.Assigned SchoolsThe public schools this address is zoned for. Boundaries change, so confirm with the district before you count on it.
District: Regional School District 16
Neighborhood · ZIP 06712These 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
38 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 68% of homes in Naugatuck Valley County
- Costs less per square foot than 82% of homes in Prospect 06712
- Bigger than 75% of homes in Naugatuck Valley County
- Has a smaller lot than 80% of homes in Prospect 06712
What homes are worth in Prospect 06712
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 49% of homes in Prospect 06712.
How it measures up in Prospect 06712
The dot is this home. The mark in the middle is the typical home in Prospect 06712.
Pricier than 49% of homes nearby
Pricier than 18% of homes nearby
Bigger than 70% of homes nearby
Bigger than 20% of homes nearby
Newer than 37% of homes nearby
| Measure | This home | Prospect 06712 | Naugatuck Valley County |
|---|---|---|---|
| Estimated valuepricier than | $474,641 | 49% of homes | 68% of homes |
| Price per ft²pricier than | $226 | 18% of homes | 28% of homes |
| Living areabigger than | 2,096 ft² | 70% of homes | 75% of homes |
| Lot sizebigger than | 0.49 ac | 20% of homes | 58% of homes |
| Year builtnewer than | 1967 | 37% of homes | 48% of homes |
About 38 Highland Dr
How much is 38 Highland Dr, Prospect, CT worth?
The TopHap Estimate for 38 Highland Dr, Prospect, CT is $474,641 as of Sep 24, 2026. The likely range is $444,541 to $504,741. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 38 Highland Dr, Prospect, CT last sell?
38 Highland Dr, Prospect, CT last sold on Jan 1, 1900, according to the county's recorded deed.
How big is 38 Highland Dr, Prospect, CT?
38 Highland Dr, Prospect, CT has 2 bedrooms, 2 bathrooms, 2,096 square feet of living space and a 0.49-acre lot.
When was 38 Highland Dr, Prospect, CT built?
38 Highland Dr, Prospect, CT was built in 1967, making it 59 years old. It is a ranch home. The building has 1 story.
What schools serve 38 Highland Dr, Prospect, CT?
38 Highland Dr, Prospect, CT is assigned to Long River Middle School (middle), rated A-; Prospect Elementary School (elementary), rated A-; Woodland Regional High School (high), rated B+. All sit in Regional School District 16. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 38 Highland Dr, Prospect, CT compare to other homes in Prospect 06712?
Among the 3,652 homes in Prospect 06712, it is worth more than 49% of them ($474,641 against a typical $478,963), its price per square foot is higher than 18% of them ($226 against a typical $277), it is bigger than 70% of them (2,096 ft² against a typical 1,644 ft²), its lot is bigger than 20% of them (0.49 ac against a typical 0.93 ac) and it is newer than 37% of them (1967 against a typical 1983). Measured against all of Naugatuck Valley County, it is worth more than 68% 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 38 Highland Dr, Prospect, CT?
The 2026 property tax bill for 38 Highland Dr, Prospect, CT was $7,559. The county assessed it at $265,510.
More homes on Highland Dr
- 3 Highland Dr$445K3 bd · 3.5 ba · 1,508 ft² · Sold $425K · Oct 2025
- 1 Highland Dr$435K3 bd · 1.5 ba · 1,338 ft² · Sold $410K · Nov 2024
- 37 Highland Dr$348K2 bd · 1.5 ba · 1,264 ft² · Sold $300K · May 2024
- 4 Highland Dr$592K5 bd · 3 ba · 2,076 ft² · Sold $510K · Aug 2023
- 6 Highland Dr$462K3 bd · 2.5 ba · 1,230 ft² · Sold $365K · Jun 2022
- 8 Highland Dr$437K4 bd · 2.5 ba · 1,340 ft² · Sold $370K · Jun 2022
- 35 Highland Dr$406K3 bd · 2.5 ba · 1,250 ft² · Sold $293K · Jan 2022
- 10 Highland Dr$372K3 bd · 2 ba · 1,288 ft² · Sold $120K · Dec 2021
- 34 Highland Dr$368K3 bd · 1.5 ba · 1,200 ft² · Sold $280K · Jul 2021
- 43 Highland Dr$468K3 bd · 1 ba · 1,238 ft² · Sold $319K · Feb 2021
- 22 Highland Dr$431K3 bd · 1.5 ba · 1,352 ft² · Sold $287K · Dec 2020
- 40 Highland Dr$366K3 bd · 1.5 ba · 1,040 ft² · Sold $245K · Sep 2020
Closest homes
- 36 Highland Dr$439K131 ft · 3 bd · 1.5 ba · 1,340 ft² · Sold $273K · Oct 2008
- 40 Highland Dr$366K133 ft · 3 bd · 1.5 ba · 1,040 ft² · Sold $245K · Sep 2020
- 14 Rozum Cir$313K162 ft · 3 bd · 1 ba · 960 ft² · Sold Jan 1900
- 16 Rozum Cir$354K229 ft · 3 bd · 1 ba · 1,248 ft² · Sold $229K · May 2003
- 12 Rozum Cir$525K185 ft · 5 bd · 2.5 ba · 2,592 ft² · Sold Jan 1900
- 37 Highland Dr$348K232 ft · 2 bd · 1.5 ba · 1,264 ft² · Sold $300K · May 2024
- 39 Highland Dr$413K227 ft · 3 bd · 1.5 ba · 1,352 ft² · Sold Jan 1900
- 35 Highland Dr$406K296 ft · 3 bd · 2.5 ba · 1,250 ft² · Sold $293K · Jan 2022
More homes in Prospect 06712
- 16 Juggernaut Rd$650K3 bd · 3.5 ba · 2,708 ft² · Sold $650K · Oct 2026
- 9 Poplar Dr$150K2 bd · 3 ba · 1,928 ft² · Sold $589K · Oct 2026
- 6 Lilac Ln$523K2 bd · 2.5 ba · 1,552 ft² · Sold $475K · Sep 2026
- 46 Barbara Ave2 bd · 1 ba · 938 ft² · Sold $55K · Sep 2026
- 109 Summit Rd$500K3 bd · 2.5 ba · 1,872 ft² · Sold $526K · Sep 2026
- 7 Williams Dr$505K3 bd · 3.5 ba · 1,442 ft² · Sold $505K · Sep 2026
- 181 Cook Rd$700K3 bd · 3 ba · 1,847 ft² · Sold $750K · Sep 2026
- 76 Clark Hill Rd$499K4 bd · 2.5 ba · 3,150 ft² · Sold $450K · Sep 2026
- 17 Maple Dr$401K2 bd · 1 ba · 1,232 ft² · Sold $305K · Sep 2026
- 123 Salem Rd$320K2 bd · 1 ba · 1,407 ft² · Sold $400K · Sep 2026
- 44 Juggernaut Rd$475K3 bd · 2 ba · 1,340 ft² · Sold $475K · Sep 2026
- 125 Salem Rd$490K2 bd · 1 ba · 974 ft² · Sold $90K · Sep 2026
Assigned schools
Explore the area
See this home in context
Open 38 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