14 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
14 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 87% of homes in Western Connecticut County
- Costs more per square foot than 84% of homes in New Milford 06776
- Smaller than 87% of homes in Western Connecticut County
- Has a smaller lot than 73% of homes in New Milford 06776
- Older than 80% 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 32% 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 32% of homes nearby
Pricier than 84% of homes nearby
Bigger than 23% of homes nearby
Bigger than 27% of homes nearby
Newer than 20% of homes nearby
| Measure | This home | New Milford 06776 | Western Connecticut County |
|---|---|---|---|
| Estimated valuepricier than | $423,762 | 32% of homes | 13% of homes |
| Price per ft²pricier than | $385 | 84% of homes | 39% of homes |
| Living areabigger than | 1,100 ft² | 23% of homes | 13% of homes |
| Lot sizebigger than | 0.46 ac | 27% of homes | 41% of homes |
| Year builtnewer than | 1958 | 20% of homes | 36% of homes |
About 14 Overlook Dr
How much is 14 Overlook Dr, New Milford, CT worth?
The TopHap Estimate for 14 Overlook Dr, New Milford, CT is $423,762 as of Sep 24, 2026. The likely range is $383,090 to $464,434. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 14 Overlook Dr, New Milford, CT last sell?
14 Overlook Dr, New Milford, CT last sold on Jan 30, 1998 for $134,000, according to the county's recorded deed.
How big is 14 Overlook Dr, New Milford, CT?
14 Overlook Dr, New Milford, CT has 3 bedrooms, 2 bathrooms, 1,100 square feet of living space and a 0.46-acre lot.
When was 14 Overlook Dr, New Milford, CT built?
14 Overlook 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 14 Overlook Dr, New Milford, CT?
14 Overlook Dr, New Milford, CT is assigned to New Milford High School (high), rated C+; Hill and Plain Elementary School (elementary), rated C+; 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 14 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 32% of them ($423,762 against a typical $483,736), its price per square foot is higher than 84% of them ($385 against a typical $290), it is bigger than 23% of them (1,100 ft² against a typical 1,556 ft²), its lot is bigger than 27% of them (0.46 ac against a typical 0.93 ac) and it is newer than 20% of them (1958 against a typical 1977). Measured against all of Western Connecticut County, it is worth more than 13% 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 14 Overlook Dr, New Milford, CT?
The 2025 property tax bill for 14 Overlook Dr, New Milford, CT was $7,374. The county assessed it at $152,260.
More homes on Overlook Dr
- 41 Overlook Dr$563K3 bd · 2.5 ba · 1,218 ft² · Sold $550K · Feb 2026
- 39 Overlook Dr$655K3 bd · 2.5 ba · 2,112 ft² · Sold $625K · Jul 2025
- 21 Overlook Dr$458K3 bd · 2 ba · 1,476 ft² · Sold $435K · Jun 2025
- 40 Overlook Dr$437K3 bd · 3 ba · 1,028 ft² · Sold $405K · Nov 2024
- 25 Overlook Dr$360K4 bd · 2 ba · 1,296 ft² · Sold $307K · Sep 2024
- 32 Overlook Dr$444K3 bd · 1.5 ba · 1,028 ft² · Sold $390K · Jan 2023
- 52 Overlook Dr$534K3 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$403K3 bd · 1.5 ba · 912 ft² · Sold $100K · Jan 2020
- 28 Overlook Dr$461K4 bd · 2 ba · 1,028 ft² · Sold $100K · Jun 2018
- 18 Overlook Dr$387K2 bd · 1 ba · 912 ft² · Sold $206K · Aug 2017
- 47 Overlook Dr$546K3 bd · 2 ba · 1,444 ft² · Sold $280K · Oct 2015
Closest homes
- 12 Overlook Dr$447K100 ft · 3 bd · 2.5 ba · 1,100 ft² · Sold $265K · Jun 2007
- 16 Overlook Dr$448K150 ft · 3 bd · 1 ba · 1,386 ft² · Sold Jan 1900
- 10 Overlook Dr$450K226 ft · 3 bd · 2 ba · 1,028 ft² · Sold $289K · Aug 2004
- 18 Overlook Dr$387K248 ft · 2 bd · 1 ba · 912 ft² · Sold $206K · Aug 2017
- 183 Carmen Hill Rd$449K253 ft · 3 bd · 2 ba · 1,575 ft² · Sold $430K · Aug 2025
- 181 Carmen Hill Rd$455K222 ft · 3 bd · 2.5 ba · 1,236 ft² · Sold $375K · May 2024
- Overlook Dr251 ft · 3 bd · 1.5 ba · 1,200 ft² · Sold Jan 1900
- 11 Overlook Dr$441K282 ft · 3 bd · 1.5 ba · 1,200 ft² · Sold Jan 1900
More homes in New Milford 06776
- 18 Stephanie Dr$649K3 bd · 2.5 ba · 3,420 ft² · Sold $652K · Sep 2026
- 52 Twin Oaks$345K2 bd · 2 ba · 1,280 ft² · Sold $375K · Sep 2026
- 12 Terrace Pl$185K1 bd · 1 ba · 620 ft² · Sold $157K · Sep 2026
- 28 Meetinghouse Ter$539K3 bd · 2 ba · 1,684 ft² · Sold $554K · Sep 2026
- 14 Valley Dr$342K2 bd · 1.5 ba · 1,222 ft² · Sold $275K · Sep 2026
- 3 Bucks Rock Rd$450K2 bd · 2 ba · 1,296 ft² · Sold $450K · Sep 2026
- 255 Aspetuck Ridge Rd$619K2 bd · 2 ba · 1,210 ft² · Sold $600K · Sep 2026
- 5 Connelly Rd$448K3 bd · 2 ba · 1,363 ft² · Sold $440K · Sep 2026
- 486 Litchfield Rd$292K2 bd · 1 ba · 1,074 ft² · Sold $5K · Sep 2026
- 16 Jotham Rd4 bd · 3 ba · 1,598 ft² · Sold $515K · Sep 2026
- 27 Hilltop View Rd$477K3 bd · 2 ba · 1,476 ft² · Sold $477K · Sep 2026
- 22 Big Bear Hill Rd$719K4 bd · 3.5 ba · 2,980 ft² · Sold $712K · Sep 2026
Assigned schools
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