153 OVERLOOK DR
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
153 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 68% of homes in Holliston 01746
- Costs less per square foot than 67% of homes in Middlesex County
- Has a bigger lot than 85% of homes in Middlesex County
- Newer than 75% 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 68% 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 68% of homes nearby
Pricier than 55% of homes nearby
Bigger than 60% of homes nearby
Bigger than 74% of homes nearby
Newer than 70% of homes nearby
| Measure | This home | Holliston 01746 | Middlesex County |
|---|---|---|---|
| Estimated valuepricier than | $850,741 | 68% of homes | 58% of homes |
| Price per ft²pricier than | $399 | 55% of homes | 33% of homes |
| Living areabigger than | 2,133 ft² | 60% of homes | 62% of homes |
| Lot sizebigger than | 1.33 ac | 74% of homes | 85% of homes |
| Year builtnewer than | 1984 | 70% of homes | 75% of homes |
About 153 Overlook Dr
How much is 153 Overlook Dr, Holliston, MA worth?
The TopHap Estimate for 153 Overlook Dr, Holliston, MA is $850,741 as of Aug 30, 2026. The likely range is $798,749 to $902,733. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 153 Overlook Dr, Holliston, MA last sell?
153 Overlook Dr, Holliston, MA last sold on May 28, 1985 for $225,000, according to the county's recorded deed.
How big is 153 Overlook Dr, Holliston, MA?
153 Overlook Dr, Holliston, MA has 4 bedrooms, 2.5 bathrooms, 2,133 square feet of living space and a 1.33-acre lot.
When was 153 Overlook Dr, Holliston, MA built?
153 Overlook Dr, Holliston, MA was built in 1984, making it 42 years old. It is a contemporary home. The building has 2 stories.
What schools serve 153 Overlook Dr, Holliston, MA?
153 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 153 Overlook Dr, Holliston, MA compare to other homes in Holliston 01746?
Among the 5,229 homes in Holliston 01746, it is worth more than 68% of them ($850,741 against a typical $724,790), its price per square foot is higher than 55% of them ($399 against a typical $389), it is bigger than 60% of them (2,133 ft² against a typical 1,894 ft²), its lot is bigger than 74% of them (1.33 ac against a typical 0.7 ac) and it is newer than 70% of them (1984 against a typical 1968). Measured against all of Middlesex County, it is worth more than 58% 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 153 Overlook Dr, Holliston, MA?
The 2025 property tax bill for 153 Overlook Dr, Holliston, MA was $10,702. The county assessed it at $730,500.
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
- 163 Overlook Dr$1.1M4 bd · 2.5 ba · 3,170 ft² · Sold $515K · Jul 2013
- 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
Closest homes
- 655 Central St$884K0 ft · 3 bd · 3.5 ba · 2,765 ft² · Sold $860K · Oct 2025
- 143 Overlook Dr$822K114 ft · 3 bd · 2.5 ba · 2,541 ft² · Sold $273K · Aug 1998
- 163 Overlook Dr$1.1M121 ft · 4 bd · 2.5 ba · 3,170 ft² · Sold $515K · Jul 2013
- 135 Overlook Dr$944K237 ft · 3 bd · 2.5 ba · 2,674 ft² · Sold $388K · Nov 2000
- 173 Willowgate Rise$968K241 ft · 4 bd · 2.5 ba · 2,566 ft² · Sold $625K · Jul 2020
- 125 Overlook Dr$843K355 ft · 4 bd · 2.5 ba · 2,292 ft² · Sold $659K · May 2021
- 181 Willowgate Rise$916K349 ft · 4 bd · 2.5 ba · 2,616 ft² · Sold $290K · Aug 1994
- 115 Overlook Dr$967K461 ft · 4 bd · 2.5 ba · 2,964 ft² · Sold Jan 2015
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
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