16 UPLAND RD
Valuation
Tax & Assessment
Property Facts
Transaction History(7)
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 15
Neighborhood · ZIP 06762These 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
16 Upland Rd 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 less than 95% of homes in Middlebury 06762
- Costs more per square foot than 94% of homes in Middlebury 06762
- Smaller than 97% of homes in Middlebury 06762
- Has a smaller lot than 91% of homes in Middlebury 06762
- Older than 67% of homes in Naugatuck Valley County
What homes are worth in Middlebury 06762
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 5% of homes in Middlebury 06762.
How it measures up in Middlebury 06762
The dot is this home. The mark in the middle is the typical home in Middlebury 06762.
Pricier than 5% of homes nearby
Pricier than 94% of homes nearby
Bigger than 3% of homes nearby
Bigger than 9% of homes nearby
Newer than 34% of homes nearby
| Measure | This home | Middlebury 06762 | Naugatuck Valley County |
|---|---|---|---|
| Estimated valuepricier than | $333,902 | 5% of homes | 34% of homes |
| Price per ft²pricier than | $371 | 94% of homes | 93% of homes |
| Living areabigger than | 900 ft² | 3% of homes | 6% of homes |
| Lot sizebigger than | 0.33 ac | 9% of homes | 42% of homes |
| Year builtnewer than | 1955 | 34% of homes | 33% of homes |
About 16 Upland Rd
How much is 16 Upland Rd, Middlebury, CT worth?
The TopHap Estimate for 16 Upland Rd, Middlebury, CT is $333,902 as of Sep 24, 2026. The likely range is $324,615 to $343,189. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 16 Upland Rd, Middlebury, CT last sell?
16 Upland Rd, Middlebury, CT last sold on Mar 24, 2021 for $130,000, according to the county's recorded deed.
How big is 16 Upland Rd, Middlebury, CT?
16 Upland Rd, Middlebury, CT has 3 bedrooms, 1 bathrooms, 900 square feet of living space and a 0.33-acre lot.
When was 16 Upland Rd, Middlebury, CT built?
16 Upland Rd, Middlebury, CT was built in 1955, making it 71 years old. It is a ranch home. The building has 1 story.
What schools serve 16 Upland Rd, Middlebury, CT?
16 Upland Rd, Middlebury, CT is assigned to Memorial Middle School (middle), rated A; Middlebury Elementary School (elementary), rated C+; Pomperaug Regional High School (high), rated A. All sit in Regional School District 15. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 16 Upland Rd, Middlebury, CT compare to other homes in Middlebury 06762?
Among the 3,076 homes in Middlebury 06762, it is worth more than 5% of them ($333,902 against a typical $540,384), its price per square foot is higher than 94% of them ($371 against a typical $264), it is bigger than 3% of them (900 ft² against a typical 2,066 ft²), its lot is bigger than 9% of them (0.33 ac against a typical 1 ac) and it is newer than 34% of them (1955 against a typical 1972). Measured against all of Naugatuck Valley County, it is worth more than 34% 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 16 Upland Rd, Middlebury, CT?
The 2025 property tax bill for 16 Upland Rd, Middlebury, CT was $5,080. The county assessed it at $156,200.
More homes on Upland Rd
- 26 Upland Rd$545K3 bd · 2 ba · 1,388 ft² · Sold $510K · May 2024
- 6 Upland Rd$355K2 bd · 1 ba · 951 ft² · Sold $175K · Jun 2021
- 34 Upland Rd$409K3 bd · 1 ba · 1,064 ft² · Sold $255K · Jan 2017
- 15 Upland Rd$425K3 bd · 2 ba · 1,612 ft² · Sold $255K · Jan 2005
- 5 Upland Rd$482K3 bd · 2 ba · 1,520 ft² · Sold $226K · Nov 2003
- 39 Upland Rd$565K4 bd · 3 ba · 1,716 ft² · Sold Jan 1900
- 44 Upland Rd$407K3 bd · 1 ba · 1,040 ft² · Sold Jan 1900
- 27 Upland Rd$551K4 bd · 3.5 ba · 1,817 ft² · Sold Jan 1900
Closest homes
- 26 Upland Rd$545K104 ft · 3 bd · 2 ba · 1,388 ft² · Sold $510K · May 2024
- 6 Upland Rd$355K106 ft · 2 bd · 1 ba · 951 ft² · Sold $175K · Jun 2021
- 28 Saint Joseph Ave$539K130 ft · 4 bd · 3 ba · 2,598 ft² · Sold Jan 1900
- 34 Upland Rd$409K201 ft · 3 bd · 1 ba · 1,064 ft² · Sold $255K · Jan 2017
- 15 Upland Rd$425K182 ft · 3 bd · 2 ba · 1,612 ft² · Sold $255K · Jan 2005
- 5 Upland Rd$482K213 ft · 3 bd · 2 ba · 1,520 ft² · Sold $226K · Nov 2003
- 27 Upland Rd$551K210 ft · 4 bd · 3.5 ba · 1,817 ft² · Sold Jan 1900
- 41 Saint Joseph Ave$423K299 ft · 3 bd · 2 ba · 1,160 ft² · Sold $258K · May 2019
More homes in Middlebury 06762
- 117 Crest Rd$735K4 bd · 2.5 ba · 2,543 ft² · Sold $735K · Sep 2026
- 36 Highridge Rd$512K3 bd · 2.5 ba · 1,997 ft² · Sold $580K · Sep 2026
- 555 Whittemore Rd$340K4 bd · 2.5 ba · 1,855 ft² · Sold $340K · Sep 2026
- 28 Hunting Ridge Rd2.81 ac · Sold $736K · Sep 2026
- 7 Pine Rdg$635KCondominium · Sold $870K · Sep 2026
- 89 Regan Rd$471K3 bd · 2.5 ba · 2,406 ft² · Sold $362K · Sep 2026
- 36 Independence Cir$671K4 bd · 3.5 ba · 3,512 ft² · Sold $670K · Aug 2026
- 200 Northridge Dr$653K3 bd · 2.5 ba · 2,360 ft² · Sold $650K · Aug 2026
- 24 Steinmann Ave$469K3 bd · 2.5 ba · 1,378 ft² · Sold $467K · Aug 2026
- 1252 Straits Tpke$245K4 bd · 1 ba · 1,848 ft² · Sold $245K · Aug 2026
- 413 Watertown Rd$487K4 bd · 2.5 ba · 2,251 ft² · Sold $485K · Aug 2026
- 420 Charcoal Ave$477K3 bd · 2 ba · 1,575 ft² · Sold $475K · Aug 2026
Assigned schools
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