21 OVERLOOK DR
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(4)
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: New Milford School District
Neighborhood · ZIP 06776These 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 Overlook 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 less than 83% of homes in Western Connecticut County
- Costs less per square foot than 80% of homes in Western Connecticut County
- Smaller than 69% of homes in Western Connecticut County
- Has a smaller lot than 75% of homes in New Milford 06776
What homes are worth in New Milford 06776
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 New Milford 06776.
How it measures up in New Milford 06776
The dot is this home. The mark in the middle is the typical home in New Milford 06776.
Pricier than 43% of homes nearby
Pricier than 60% of homes nearby
Bigger than 46% of homes nearby
Bigger than 25% of homes nearby
Newer than 46% of homes nearby
| Measure | This home | New Milford 06776 | Western Connecticut County |
|---|---|---|---|
| Estimated valuepricier than | $455,061 | 43% of homes | 17% of homes |
| Price per ft²pricier than | $308 | 60% of homes | 20% of homes |
| Living areabigger than | 1,476 ft² | 46% of homes | 31% of homes |
| Lot sizebigger than | 0.45 ac | 25% of homes | 40% of homes |
| Year builtnewer than | 1974 | 46% of homes | 60% of homes |
About 21 Overlook Dr
How much is 21 Overlook Dr, New Milford, CT worth?
The TopHap Estimate for 21 Overlook Dr, New Milford, CT is $455,061 as of Aug 30, 2026. The likely range is $393,048 to $517,074. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 21 Overlook Dr, New Milford, CT last sell?
21 Overlook Dr, New Milford, CT last sold on Jun 23, 2025 for $435,000, according to the county's recorded deed.
How big is 21 Overlook Dr, New Milford, CT?
21 Overlook Dr, New Milford, CT has 3 bedrooms, 2 bathrooms, 1,476 square feet of living space and a 0.45-acre lot.
When was 21 Overlook Dr, New Milford, CT built?
21 Overlook Dr, New Milford, CT was built in 1974, making it 52 years old. It is a ranch home. The building has 1 story.
What schools serve 21 Overlook Dr, New Milford, CT?
21 Overlook Dr, New Milford, CT is assigned to New Milford High School (high), rated B-; Hill and Plain Elementary School (elementary); Schaghticoke Middle School (middle), rated C+. All sit in New Milford School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 21 Overlook Dr, New Milford, CT compare to other homes in New Milford 06776?
Among the 10,061 homes in New Milford 06776, it is worth more than 43% of them ($455,061 against a typical $482,619), its price per square foot is higher than 60% of them ($308 against a typical $285), it is bigger than 46% of them (1,476 ft² against a typical 1,567 ft²), its lot is bigger than 25% of them (0.45 ac against a typical 0.93 ac) and it is newer than 46% of them (1974 against a typical 1977). Measured against all of Western Connecticut County, it is worth more than 17% 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 Overlook Dr, New Milford, CT?
The 2025 property tax bill for 21 Overlook Dr, New Milford, CT was $9,110. The county assessed it at $192,050.
More homes on Overlook Dr
- 41 Overlook Dr$560K3 bd · 2.5 ba · 1,218 ft² · Sold $550K · Feb 2026
- 39 Overlook Dr$652K3 bd · 2.5 ba · 2,112 ft² · Sold $625K · Jul 2025
- 40 Overlook Dr$434K3 bd · 3 ba · 1,028 ft² · Sold $405K · Nov 2024
- 25 Overlook Dr$331K4 bd · 2 ba · 1,296 ft² · Sold $307K · Sep 2024
- 32 Overlook Dr$438K3 bd · 1.5 ba · 1,028 ft² · Sold $390K · Jan 2023
- 52 Overlook Dr$498K3 bd · 2.5 ba · 1,320 ft² · Sold $414K · May 2022
- 45 Overlook Dr$485K4 bd · 2 ba · 1,872 ft² · Sold $305K · Jul 2020
- 31 Overlook Dr$392K3 bd · 1.5 ba · 912 ft² · Sold $100K · Jan 2020
- 28 Overlook Dr$380K4 bd · 2 ba · 1,028 ft² · Sold $100K · Jun 2018
- 18 Overlook Dr$384K2 bd · 1 ba · 912 ft² · Sold $206K · Aug 2017
- 47 Overlook Dr$511K3 bd · 2 ba · 1,444 ft² · Sold $280K · Oct 2015
- 22 Overlook Dr$456K3 bd · 2 ba · 1,108 ft² · Sold $88K · Mar 2015
Closest homes
- 19 Overlook Dr$423K100 ft · 3 bd · 1 ba · 912 ft² · Sold $285K · Jul 2005
- 23 Overlook Dr$336K101 ft · 3 bd · 1 ba · 912 ft² · Sold Jan 1900
- 17 Overlook Dr$460K198 ft · 3 bd · 1.5 ba · 1,028 ft² · Sold $344K · Jul 2007
- 25 Overlook Dr$331K203 ft · 4 bd · 2 ba · 1,296 ft² · Sold $307K · Sep 2024
- 15 Overlook Dr$540K294 ft · 4 bd · 2 ba · 1,943 ft² · Sold $160K · Mar 1997
- 22 Overlook Dr$456K268 ft · 3 bd · 2 ba · 1,108 ft² · Sold $88K · Mar 2015
- 20 Overlook Dr$422K249 ft · 3 bd · 1 ba · 1,124 ft² · Sold $235K · Sep 2008
- 27 Overlook Dr$373K311 ft · 3 bd · 3 ba · 912 ft² · Sold $210K · Jul 2002
More homes in New Milford 06776
- 15 Glen Ridge Ct$217K1 bd · 1 ba · 682 ft² · Sold $229K · Aug 2026
- 14 Carlson Ridge Ct$533K2 bd · 2 ba · 1,931 ft² · Sold $530K · Aug 2026
- 15 White Swan Dr$493K3 bd · 1.5 ba · 1,232 ft² · Sold $380K · Aug 2026
- 120 Sullivan Farm$550K2 bd · 3 ba · 1,785 ft² · Sold $550K · Aug 2026
- 32 Ferris Estates Rd$1.6M3 bd · 4 ba · 2,460 ft² · Sold $1.4M · Aug 2026
- 36 Maple Dr$439K3 bd · 1 ba · 1,069 ft² · Sold $439K · Aug 2026
- 85 Aspetuck Vlg$269K2 bd · 1.5 ba · 1,152 ft² · Sold $275K · Aug 2026
- 35 Hillendale Dr$415K3 bd · 1 ba · 1,144 ft² · Sold $415K · Aug 2026
- 17 Bridle Rd$504K4 bd · 2.5 ba · 1,948 ft² · Sold $405K · Aug 2026
- 214 Pumpkin Hill Rd$400K3 bd · 2 ba · 1,842 ft² · Sold $400K · Aug 2026
- 14 Westview Rd$500K3 bd · 3 ba · 1,436 ft² · Sold $500K · Aug 2026
- 3 Halletts Rd$551K3 bd · 2 ba · 1,379 ft² · Sold $551K · Aug 2026
Assigned schools
Explore the area
See this home in context
Open 21 Overlook 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