5 GREGORY 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: 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
5 Gregory 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 71% of homes in Western Connecticut County
- Costs less per square foot than 92% of homes in Western Connecticut County
- Bigger than 71% of homes in New Milford 06776
- Has a smaller lot than 82% of homes in New Milford 06776
- Older than 81% 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 69% 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 69% of homes nearby
Pricier than 36% of homes nearby
Bigger than 71% of homes nearby
Bigger than 18% of homes nearby
Newer than 19% of homes nearby
| Measure | This home | New Milford 06776 | Western Connecticut County |
|---|---|---|---|
| Estimated valuepricier than | $562,388 | 69% of homes | 29% of homes |
| Price per ft²pricier than | $263 | 36% of homes | 8% of homes |
| Living areabigger than | 2,142 ft² | 71% of homes | 55% of homes |
| Lot sizebigger than | 0.37 ac | 18% of homes | 35% of homes |
| Year builtnewer than | 1958 | 19% of homes | 36% of homes |
About 5 Gregory Dr
How much is 5 Gregory Dr, New Milford, CT worth?
The TopHap Estimate for 5 Gregory Dr, New Milford, CT is $562,388 as of Aug 30, 2026. The likely range is $509,825 to $614,951. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 5 Gregory Dr, New Milford, CT last sell?
5 Gregory Dr, New Milford, CT last sold on Jun 23, 2003 for $255,000, according to the county's recorded deed.
How big is 5 Gregory Dr, New Milford, CT?
5 Gregory Dr, New Milford, CT has 2 bedrooms, 1.5 bathrooms, 2,142 square feet of living space and a 0.37-acre lot.
When was 5 Gregory Dr, New Milford, CT built?
5 Gregory Dr, New Milford, CT was built in 1958, making it 68 years old. It is a ranch home. The building has 1 story.
What schools serve 5 Gregory Dr, New Milford, CT?
5 Gregory Dr, New Milford, CT is assigned to Northville Elementary School (elementary); Schaghticoke Middle School (middle), rated C+; New Milford High School (high), rated B-. All sit in New Milford School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 5 Gregory 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 69% of them ($562,388 against a typical $482,811), its price per square foot is higher than 36% of them ($263 against a typical $284), it is bigger than 71% of them (2,142 ft² against a typical 1,560 ft²), its lot is bigger than 18% of them (0.37 ac against a typical 0.93 ac) and it is newer than 19% of them (1958 against a typical 1977). Measured against all of Western Connecticut County, it is worth more than 29% 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 5 Gregory Dr, New Milford, CT?
The 2025 property tax bill for 5 Gregory Dr, New Milford, CT was $8,982. The county assessed it at $186,660.
More homes on Gregory Dr
Closest homes
- 10 Vista Dr$556K209 ft · 5 bd · 2.5 ba · 2,064 ft² · Sold $135K · Jun 1999
- 18 Vista Dr$489K232 ft · 3 bd · 2.5 ba · 1,188 ft² · Sold $230K · May 2001
- 13 White Swan Dr$567K185 ft · 3 bd · 2.5 ba · 1,425 ft² · Sold $287K · Apr 2014
- 3 Gregory Dr$515K223 ft · 3 bd · 1.5 ba · 1,324 ft² · Sold $245K · Jan 2017
- 15 White Swan Dr$493K248 ft · 3 bd · 1.5 ba · 1,232 ft² · Sold $380K · Aug 2026
- 15 Vista Dr$461K283 ft · 4 bd · 2.5 ba · 1,830 ft² · Sold Jan 1900
- 19 Vista Dr$444K290 ft · 3 bd · 1.5 ba · 1,152 ft² · Sold $239K · Aug 2016
- 8 Gregory Dr$583K311 ft · 4 bd · 2 ba · 2,080 ft² · Sold $566K · Feb 2026
More homes in New Milford 06776
- 23 Town View Dr$350K3 bd · 1 ba · 1,138 ft² · Sold $385K · Sep 2026
- 13 Valley Dr$297K2 bd · 1.5 ba · 1,222 ft² · Sold $313K · Sep 2026
- 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
Assigned schools
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