21 BROOKSIDE DR
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
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 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
21 Brookside 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 90% of homes in Naugatuck Valley County
- Costs less per square foot than 77% of homes in Middlebury 06762
- Bigger than 91% of homes in Naugatuck Valley County
- Has a bigger lot than 79% of homes in Naugatuck Valley County
- Newer than 95% 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 78% 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 78% of homes nearby
Pricier than 23% of homes nearby
Bigger than 80% of homes nearby
Bigger than 58% of homes nearby
Newer than 86% of homes nearby
| Measure | This home | Middlebury 06762 | Naugatuck Valley County |
|---|---|---|---|
| Estimated valuepricier than | $675,739 | 78% of homes | 90% of homes |
| Price per ft²pricier than | $234 | 23% of homes | 32% of homes |
| Living areabigger than | 2,882 ft² | 80% of homes | 91% of homes |
| Lot sizebigger than | 1 ac | 58% of homes | 79% of homes |
| Year builtnewer than | 2006 | 86% of homes | 95% of homes |
About 21 Brookside Dr
How much is 21 Brookside Dr, Middlebury, CT worth?
The TopHap Estimate for 21 Brookside Dr, Middlebury, CT is $675,739 as of Sep 24, 2026. The likely range is $630,936 to $720,542. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 21 Brookside Dr, Middlebury, CT last sell?
21 Brookside Dr, Middlebury, CT last sold on Dec 21, 2010 for $405,000, according to the county's recorded deed.
How big is 21 Brookside Dr, Middlebury, CT?
21 Brookside Dr, Middlebury, CT has 4 bedrooms, 2.5 bathrooms, 2,882 square feet of living space and a 1.00-acre lot.
When was 21 Brookside Dr, Middlebury, CT built?
21 Brookside Dr, Middlebury, CT was built in 2006, making it 20 years old. It is a colonial home. The building has 2 stories.
What schools serve 21 Brookside Dr, Middlebury, CT?
21 Brookside Dr, Middlebury, CT is assigned to Long Meadow Elementary School (elementary), rated B; Pomperaug Regional High School (high), rated A-; Memorial Middle School (middle), rated B. All sit in Regional School District 15. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 21 Brookside Dr, Middlebury, CT compare to other homes in Middlebury 06762?
Among the 3,076 homes in Middlebury 06762, it is worth more than 78% of them ($675,739 against a typical $539,977), its price per square foot is higher than 23% of them ($234 against a typical $265), it is bigger than 80% of them (2,882 ft² against a typical 2,085 ft²), its lot is bigger than 58% of them (1 ac against a typical 1 ac) and it is newer than 86% of them (2006 against a typical 1973). Measured against all of Naugatuck Valley County, it is worth more than 90% 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 21 Brookside Dr, Middlebury, CT?
The 2025 property tax bill for 21 Brookside Dr, Middlebury, CT was $11,389. The county assessed it at $350,200.
More homes on Brookside Dr
- 15 Brookside Dr$692K3 bd · 2.5 ba · 2,328 ft² · Sold $670K · Jul 2026
- 11 Brookside Dr$639K4 bd · 2.5 ba · 1,742 ft² · Sold $620K · Jul 2025
- 28 Brookside Dr$688K4 bd · 3.5 ba · 3,512 ft² · Sold $660K · Aug 2024
- 13 Brookside Dr$647K4 bd · 2.5 ba · 2,950 ft² · Sold $500K · Mar 2022
- 3 Brookside Dr$622K4 bd · 3 ba · 2,950 ft² · Sold $505K · Oct 2021
- 6 Brookside Dr$600K3 bd · 2.5 ba · 2,240 ft² · Sold $470K · Oct 2021
- 1 Brookside Dr$577K3 bd · 3 ba · 2,240 ft² · Sold $380K · Sep 2020
- 2 Brookside Dr$652K4 bd · 2.5 ba · 2,778 ft² · Sold $399K · Nov 2016
- 19 Brookside Dr$623K4 bd · 2.5 ba · 2,553 ft² · Sold $399K · Nov 2014
- 8 Brookside Dr$425K4 bd · 2.5 ba · 1,742 ft² · Sold $263K · Apr 2014
- 17 Brookside Dr$590K3 bd · 2.5 ba · 2,375 ft² · Sold $495K · Jul 2009
- 5 Brookside Dr$420K4 bd · 2.5 ba · 1,742 ft² · Sold $519K · Jun 2007
Closest homes
- 9 Independence Cir$700K0 ft · 4 bd · 3.5 ba · 3,512 ft² · Sold $560K · Oct 2005
- 14 Nantucket Way$639K0 ft · 4 bd · 2.5 ba · 2,812 ft² · Sold $417K · May 2020
- 4 Independence Cir$662K0 ft · 4 bd · 3.5 ba · 2,555 ft² · Sold $425K · Aug 2014
- 4 Stonington Ct$623K0 ft · 4 bd · 3 ba · 2,950 ft² · Sold $522K · Oct 2005
- 3 Chatham Ct$639K0 ft · 4 bd · 2.5 ba · 2,812 ft² · Sold $474K · Mar 2006
- 2 Brookside Dr$652K0 ft · 4 bd · 2.5 ba · 2,778 ft² · Sold $399K · Nov 2016
- 5 Colonial Ct$611K0 ft · 3 bd · 2.5 ba · 2,554 ft² · Sold $377K · Oct 2004
- 11 Brookside Dr$639K0 ft · 4 bd · 2.5 ba · 1,742 ft² · Sold $620K · Jul 2025
More homes in Middlebury 06762
- 397 White Deer Rock Rd$2.2M3 bd · 2.5 ba · 3,363 ft² · Sold $1.9M · Oct 2026
- 22 Somerset Dr0.8 ac · Sold $1M · Sep 2026
- 130 Fairhaven Dr$650K3 bd · 2.5 ba · 2,654 ft² · Sold $668K · Sep 2026
- 392 Charcoal Ave$696K4 bd · 3 ba · 3,324 ft² · Sold $900K · Sep 2026
- 179 Burr Hall Rd$675K4 bd · 2.5 ba · 2,088 ft² · Sold $730K · Sep 2026
- 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
Assigned schools
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