414 UNDERWOOD ST
Valuation
Tax & Assessment
Property Facts
Transaction History(5)
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: Holliston School District
Neighborhood · ZIP 01746These 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
414 Underwood St 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 71% of homes in Holliston 01746
- Costs less per square foot than 68% of homes in Middlesex County
- Bigger than 66% of homes in Middlesex County
- Has a bigger lot than 87% of homes in Middlesex County
- Newer than 70% of homes in Middlesex County
What homes are worth in Holliston 01746
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 71% of homes in Holliston 01746.
How it measures up in Holliston 01746
The dot is this home. The mark in the middle is the typical home in Holliston 01746.
Pricier than 71% of homes nearby
Pricier than 53% of homes nearby
Bigger than 64% of homes nearby
Bigger than 79% of homes nearby
Newer than 64% of homes nearby
| Measure | This home | Holliston 01746 | Middlesex County |
|---|---|---|---|
| Estimated valuepricier than | $885,296 | 71% of homes | 61% of homes |
| Price per ft²pricier than | $395 | 53% of homes | 32% of homes |
| Living areabigger than | 2,240 ft² | 64% of homes | 66% of homes |
| Lot sizebigger than | 1.83 ac | 79% of homes | 87% of homes |
| Year builtnewer than | 1977 | 64% of homes | 70% of homes |
About 414 Underwood St
How much is 414 Underwood St, Holliston, MA worth?
The TopHap Estimate for 414 Underwood St, Holliston, MA is $885,296 as of Aug 30, 2026. The likely range is $872,839 to $897,753. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 414 Underwood St, Holliston, MA last sell?
414 Underwood St, Holliston, MA last sold on Oct 14, 2022 for $780,000, according to the county's recorded deed. TopHap holds 3 recorded sales for this parcel.
How big is 414 Underwood St, Holliston, MA?
414 Underwood St, Holliston, MA has 4 bedrooms, 2.5 bathrooms, 2,240 square feet of living space and a 1.83-acre lot.
When was 414 Underwood St, Holliston, MA built?
414 Underwood St, Holliston, MA was built in 1977, making it 49 years old. It is a colonial home. The building has 2 stories.
What schools serve 414 Underwood St, Holliston, MA?
414 Underwood St, Holliston, MA is assigned to Holliston High School (high), rated A; Robert H. Adams Middle School (middle), rated A-; Placentino Elementary School (elementary). All sit in Holliston School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 414 Underwood St, Holliston, MA compare to other homes in Holliston 01746?
Among the 5,229 homes in Holliston 01746, it is worth more than 71% of them ($885,296 against a typical $725,115), its price per square foot is higher than 53% of them ($395 against a typical $391), it is bigger than 64% of them (2,240 ft² against a typical 1,901 ft²), its lot is bigger than 79% of them (1.83 ac against a typical 0.7 ac) and it is newer than 64% of them (1977 against a typical 1968). Measured against all of Middlesex County, it is worth more than 61% 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 414 Underwood St, Holliston, MA?
The 2025 property tax bill for 414 Underwood St, Holliston, MA was $10,850. The county assessed it at $740,600.
More homes on Underwood St
- 358 Underwood St$580K3 bd · 1.5 ba · 1,184 ft² · Sold $575K · Mar 2026
- 257 Underwood St$1.2M4 bd · 2.5 ba · 2,783 ft² · Sold $1.2M · Aug 2025
- 35 Underwood St$740K3 bd · 1.5 ba · 1,080 ft² · Sold $720K · May 2025
- 235 Underwood St$1.3M4 bd · 2.5 ba · 3,563 ft² · Sold $1.3M · May 2025
- 401 Underwood St4 bd · 3.5 ba · 3,110 ft² · Sold $1.3M · Oct 2024
- 229 Underwood St$1.6M4 bd · 4.5 ba · 4,180 ft² · Sold $1.5M · Aug 2024
- 449 Underwood St$662K3 bd · 2 ba · 1,028 ft² · Sold $598K · Dec 2023
- 429 Underwood St$763K3 bd · 2.5 ba · 2,268 ft² · Sold $655K · Sep 2023
- 245 Underwood St$1.1M4 bd · 2.5 ba · 3,058 ft² · Sold $850K · Aug 2023
- 380 Underwood St$917K4 bd · 3 ba · 2,824 ft² · Sold $765K · Dec 2022
- 39 Underwood St$572K2 bd · 2 ba · 1,829 ft² · Sold $475K · Oct 2022
- 425 Underwood St$1.1M4 bd · 3.5 ba · 3,222 ft² · Sold $860K · Aug 2022
Closest homes
- 402 Underwood St$718K154 ft · 3 bd · 1.5 ba · 1,960 ft² · Sold $107K · Dec 1983
- 426 Underwood St$754K173 ft · 3 bd · 2 ba · 1,755 ft² · Sold $445K · May 2008
- 21 Katie Way$1.5M356 ft · 4 bd · 3.5 ba · 3,663 ft² · Sold $1.2M · Dec 2021
- 413 Underwood St$1.1M450 ft · 6 bd · 3.5 ba · 4,004 ft² · Sold $750K · Jan 2022
- 392 Underwood St$765K357 ft · 4 bd · 2.5 ba · 1,440 ft² · Sold $647K · Jul 2021
- 19 Katie Way$1.5M459 ft · 4 bd · 3.5 ba · 3,787 ft² · Sold $1.6M · Apr 2024
- 15 Katie Way$1.6M468 ft · 4 bd · 3.5 ba · 3,934 ft² · Sold $1.5M · Nov 2023
- 428 Underwood St$679K399 ft · 4 bd · 1.5 ba · 2,074 ft² · Sold $203K · Sep 1998
More homes in Holliston 01746
- 31 Robert Rd$660K3 bd · 1.5 ba · 1,093 ft² · Sold $660K · Aug 2026
- 65 Woods Xing$950K4 bd · 2.5 ba · 2,898 ft² · Sold $950K · Aug 2026
- 1 Fisher St$600K3 bd · 1.5 ba · 1,102 ft² · Sold $600K · Aug 2026
- 129 Marked Tree Rd$730K3 bd · 3 ba · 1,248 ft² · Sold $730K · Aug 2026
- 45 Johnson Dr$1.3M4 bd · 2.5 ba · 3,252 ft² · Sold $1.3M · Aug 2026
- 30 Piedmont Dr$710K2 bd · 2.5 ba · 2,188 ft² · Sold $678K · Aug 2026
- 79 Union St$735K3 bd · 1.5 ba · 1,362 ft² · Sold $735K · Aug 2026
- 674 Washington St4 bd · 3 ba · 3,450 ft² · Sold $720K · Aug 2026
- 83 Stagecoach Rd$592K3 bd · 1.5 ba · 1,248 ft² · Sold $450K · Aug 2026
- 73 Water St$680K4 bd · 2 ba · 1,428 ft² · Sold $680K · Aug 2026
- 39 Summit Pointe Dr$1M4 bd · 3.5 ba · 3,815 ft² · Sold $1.7M · Aug 2026
- 54 Shaw Farm Rd$560K2 bd · 1.5 ba · 1,008 ft² · Sold $560K · Aug 2026
Assigned schools
Explore the area
See this home in context
Open 414 Underwood St 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