39 HIGHLAND DR
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(6)
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
39 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 65% of homes in Naugatuck Valley County
- Costs more per square foot than 87% of homes in Naugatuck Valley County
- Smaller than 70% of homes in Prospect 06712
- 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 43% 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 43% of homes nearby
Pricier than 82% of homes nearby
Bigger than 30% of homes nearby
Bigger than 20% of homes nearby
Newer than 36% of homes nearby
| Measure | This home | Prospect 06712 | Naugatuck Valley County |
|---|---|---|---|
| Estimated valuepricier than | $452,957 | 43% of homes | 65% of homes |
| Price per ft²pricier than | $335 | 82% of homes | 87% of homes |
| Living areabigger than | 1,352 ft² | 30% of homes | 41% of homes |
| Lot sizebigger than | 0.48 ac | 20% of homes | 58% of homes |
| Year builtnewer than | 1967 | 36% of homes | 48% of homes |
About 39 Highland Dr
How much is 39 Highland Dr, Prospect, CT worth?
The TopHap Estimate for 39 Highland Dr, Prospect, CT is $452,957 as of Aug 30, 2026. The likely range is $426,442 to $479,472. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 39 Highland Dr, Prospect, CT last sell?
39 Highland Dr, Prospect, CT last sold on Jan 1, 1900, according to the county's recorded deed.
How big is 39 Highland Dr, Prospect, CT?
39 Highland Dr, Prospect, CT has 3 bedrooms, 1.5 bathrooms, 1,352 square feet of living space and a 0.48-acre lot.
When was 39 Highland Dr, Prospect, CT built?
39 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 39 Highland Dr, Prospect, CT?
39 Highland Dr, Prospect, CT is assigned to Long River Middle School (middle), rated B; Prospect Elementary School (elementary), rated B+; 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 39 Highland Dr, Prospect, CT compare to other homes in Prospect 06712?
Among the 3,651 homes in Prospect 06712, it is worth more than 43% of them ($452,957 against a typical $479,550), its price per square foot is higher than 82% of them ($335 against a typical $277), it is bigger than 30% of them (1,352 ft² against a typical 1,628 ft²), its lot is bigger than 20% of them (0.48 ac against a typical 0.93 ac) and it is newer than 36% of them (1967 against a typical 1983). Measured against all of Naugatuck Valley County, it is worth more than 65% 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 39 Highland Dr, Prospect, CT?
The 2025 property tax bill for 39 Highland Dr, Prospect, CT was $6,216. The county assessed it at $243,110.
More homes on Highland Dr
- 3 Highland Dr$443K3 bd · 3.5 ba · 1,508 ft² · Sold $425K · Oct 2025
- 1 Highland Dr$431K3 bd · 1.5 ba · 1,338 ft² · Sold $410K · Nov 2024
- 37 Highland Dr$344K2 bd · 1.5 ba · 1,264 ft² · Sold $300K · May 2024
- 4 Highland Dr$568K5 bd · 3 ba · 2,076 ft² · Sold $510K · Aug 2023
- 6 Highland Dr$491K3 bd · 2.5 ba · 1,230 ft² · Sold $365K · Jun 2022
- 8 Highland Dr$460K4 bd · 2.5 ba · 1,340 ft² · Sold $370K · Jun 2022
- 35 Highland Dr$415K3 bd · 2.5 ba · 1,250 ft² · Sold $293K · Jan 2022
- 10 Highland Dr$414K3 bd · 2 ba · 1,288 ft² · Sold $120K · Dec 2021
- 34 Highland Dr$389K3 bd · 1.5 ba · 1,200 ft² · Sold $280K · Jul 2021
- 43 Highland Dr$503K3 bd · 1 ba · 1,238 ft² · Sold $319K · Feb 2021
- 22 Highland Dr$471K3 bd · 1.5 ba · 1,352 ft² · Sold $287K · Dec 2020
- 40 Highland Dr$378K3 bd · 1.5 ba · 1,040 ft² · Sold $245K · Sep 2020
Closest homes
- 37 Highland Dr$344K124 ft · 2 bd · 1.5 ba · 1,264 ft² · Sold $300K · May 2024
- 41 Highland Dr$534K125 ft · 3 bd · 2.5 ba · 2,242 ft² · Sold $165K · May 2000
- 11 Highland Dr$523K180 ft · 3 bd · 2.5 ba · 1,438 ft² · Sold $267K · Jun 2015
- 13 Highland Dr$450K232 ft · 4 bd · 2.5 ba · 1,444 ft² · Sold $162K · Mar 1997
- 40 Highland Dr$378K234 ft · 3 bd · 1.5 ba · 1,040 ft² · Sold $245K · Sep 2020
- 38 Highland Dr$510K227 ft · 2 bd · 2 ba · 2,096 ft² · Sold Jan 1900
- 35 Highland Dr$415K251 ft · 3 bd · 2.5 ba · 1,250 ft² · Sold $293K · Jan 2022
- 43 Highland Dr$503K254 ft · 3 bd · 1 ba · 1,238 ft² · Sold $319K · Feb 2021
More homes in Prospect 06712
- 11 Coachlight Cir$658K4 bd · 2.5 ba · 2,612 ft² · Sold $658K · Aug 2026
- 115 Salem Rd$370K3 bd · 2 ba · 1,076 ft² · Sold $370K · Aug 2026
- 12 Straitsville Rd$385K3 bd · 1.5 ba · 1,382 ft² · Sold $350K · Aug 2026
- 2 Hemlock Rd$410K3 bd · 1 ba · 1,008 ft² · Sold $410K · Aug 2026
- 16 Stephen Ct$520K3 bd · 2.5 ba · 2,000 ft² · Sold $520K · Aug 2026
- 9 Cheryl Ln$600K4 bd · 3 ba · 2,369 ft² · Sold $600K · Aug 2026
- 44 Summit Rd$440K4 bd · 2 ba · 1,982 ft² · Sold $440K · Aug 2026
- 86 Summit Rd$723K3 bd · 2.5 ba · 2,938 ft² · Sold $720K · Jul 2026
- 8 Dogwood Dr$221K3 bd · 1.5 ba · 1,075 ft² · Sold $220K · Jul 2026
- 59 Cherry Cir$600K2 bd · 2.5 ba · 2,067 ft² · Sold $600K · Jul 2026
- 109 Beach Dr$367K3 bd · 1.5 ba · 1,267 ft² · Sold $365K · Jul 2026
- 24 Rozum Cir$309K2 bd · 1 ba · 1,186 ft² · Sold $308K · Jul 2026
Assigned schools
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