163 OVERLOOK DR
Valuation
Tax & Assessment
Property Facts
Transaction History(9)
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
163 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 more than 86% of homes in Holliston 01746
- Costs less per square foot than 80% of homes in Middlesex County
- Bigger than 88% of homes in Middlesex County
- Has a bigger lot than 85% of homes in Middlesex County
- Newer than 76% 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 86% 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 86% of homes nearby
Pricier than 27% of homes nearby
Bigger than 87% of homes nearby
Bigger than 75% of homes nearby
Newer than 71% of homes nearby
| Measure | This home | Holliston 01746 | Middlesex County |
|---|---|---|---|
| Estimated valuepricier than | $1,111,872 | 86% of homes | 76% of homes |
| Price per ft²pricier than | $351 | 27% of homes | 20% of homes |
| Living areabigger than | 3,170 ft² | 87% of homes | 88% of homes |
| Lot sizebigger than | 1.39 ac | 75% of homes | 85% of homes |
| Year builtnewer than | 1985 | 71% of homes | 76% of homes |
About 163 Overlook Dr
How much is 163 Overlook Dr, Holliston, MA worth?
The TopHap Estimate for 163 Overlook Dr, Holliston, MA is $1,111,872 as of Aug 30, 2026. The likely range is $1,036,510 to $1,187,234. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 163 Overlook Dr, Holliston, MA last sell?
163 Overlook Dr, Holliston, MA last sold on Jul 29, 2013 for $515,000, according to the county's recorded deed. TopHap holds 6 recorded sales for this parcel.
How big is 163 Overlook Dr, Holliston, MA?
163 Overlook Dr, Holliston, MA has 4 bedrooms, 2.5 bathrooms, 3,170 square feet of living space and a 1.39-acre lot.
When was 163 Overlook Dr, Holliston, MA built?
163 Overlook Dr, Holliston, MA was built in 1985, making it 41 years old. The building has 2 stories.
What schools serve 163 Overlook Dr, Holliston, MA?
163 Overlook Dr, Holliston, MA is assigned to Robert H. Adams Middle School (middle), rated A-; Placentino Elementary School (elementary); Holliston High School (high), rated A. All sit in Holliston School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 163 Overlook Dr, Holliston, MA compare to other homes in Holliston 01746?
Among the 5,229 homes in Holliston 01746, it is worth more than 86% of them ($1,111,872 against a typical $725,291), its price per square foot is higher than 27% of them ($351 against a typical $389), it is bigger than 87% of them (3,170 ft² against a typical 1,901 ft²), its lot is bigger than 75% of them (1.39 ac against a typical 0.7 ac) and it is newer than 71% of them (1985 against a typical 1968). Measured against all of Middlesex County, it is worth more than 76% 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 163 Overlook Dr, Holliston, MA?
The 2025 property tax bill for 163 Overlook Dr, Holliston, MA was $13,482. The county assessed it at $920,300.
More homes on Overlook Dr
- 125 Overlook Dr$843K4 bd · 2.5 ba · 2,292 ft² · Sold $659K · May 2021
- 105 Overlook Dr$1M4 bd · 3 ba · 3,000 ft² · Sold $585K · Dec 2017
- 95 Overlook Dr$1.1M4 bd · 3.5 ba · 2,934 ft² · Sold $599K · Jun 2016
- 37 Overlook Dr$1M3 bd · 2.5 ba · 2,419 ft² · Sold $587K · Dec 2015
- 115 Overlook Dr$967K4 bd · 2.5 ba · 2,964 ft² · Sold Jan 2015
- 27 Overlook Dr$959K4 bd · 2.5 ba · 2,550 ft² · Sold Apr 2014
- 85 Overlook Dr$887K4 bd · 2.5 ba · 2,510 ft² · Sold $442K · Oct 2012
- 67 Overlook Dr$917K4 bd · 2.5 ba · 2,464 ft² · Sold $480K · Aug 2011
- 57 Overlook Dr$881K4 bd · 2.5 ba · 2,662 ft² · Sold $525K · Jun 2010
- 135 Overlook Dr$944K3 bd · 2.5 ba · 2,674 ft² · Sold $388K · Nov 2000
- 143 Overlook Dr$822K3 bd · 2.5 ba · 2,541 ft² · Sold $273K · Aug 1998
- 75 Overlook Dr$937K4 bd · 2.5 ba · 2,872 ft² · Sold $295K · Oct 1994
Closest homes
- 153 Overlook Dr$851K121 ft · 4 bd · 2.5 ba · 2,133 ft² · Sold $225K · May 1985
- 655 Central St$884K121 ft · 3 bd · 3.5 ba · 2,765 ft² · Sold $860K · Oct 2025
- 173 Willowgate Rise$968K120 ft · 4 bd · 2.5 ba · 2,566 ft² · Sold $625K · Jul 2020
- 181 Willowgate Rise$916K228 ft · 4 bd · 2.5 ba · 2,616 ft² · Sold $290K · Aug 1994
- 143 Overlook Dr$822K234 ft · 3 bd · 2.5 ba · 2,541 ft² · Sold $273K · Aug 1998
- 689 Central St$776K344 ft · 3 bd · 2.5 ba · 2,056 ft² · Sold $465K · Sep 2014
- 191 Willowgate Rise$926K344 ft · 3 bd · 3 ba · 2,360 ft² · Sold $520K · May 2020
- 135 Overlook Dr$944K358 ft · 3 bd · 2.5 ba · 2,674 ft² · Sold $388K · Nov 2000
More homes in Holliston 01746
- 361 Winter St$925K4 bd · 2.5 ba · 2,264 ft² · Sold $980K · Aug 2026
- 54 Jarbrook Rd$769K4 bd · 2 ba · 1,736 ft² · Sold $800K · Aug 2026
- 100 Marilyn St$680K3 bd · 2 ba · 1,393 ft² · Sold $689K · Aug 2026
- 23 Bonney Dr$836K4 bd · 2.5 ba · 2,108 ft² · Sold $836K · Aug 2026
- 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
Assigned schools
Explore the area
See this home in context
Open 163 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