1585 HIGHLAND ST
Valuation
Tax & Assessment
Property Facts
Transaction History(12)
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
1585 Highland 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 77% of homes in Holliston 01746
- Costs less per square foot than 74% of homes in Middlesex County
- Bigger than 75% of homes in Middlesex County
- Has a bigger lot than 83% of homes in Middlesex County
- Newer than 84% 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 77% 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 77% of homes nearby
Pricier than 44% of homes nearby
Bigger than 73% of homes nearby
Bigger than 72% of homes nearby
Newer than 77% of homes nearby
| Measure | This home | Holliston 01746 | Middlesex County |
|---|---|---|---|
| Estimated valuepricier than | $952,150 | 77% of homes | 67% of homes |
| Price per ft²pricier than | $375 | 44% of homes | 26% of homes |
| Living areabigger than | 2,538 ft² | 73% of homes | 75% of homes |
| Lot sizebigger than | 1.22 ac | 72% of homes | 83% of homes |
| Year builtnewer than | 1993 | 77% of homes | 84% of homes |
About 1585 Highland St
How much is 1585 Highland St, Holliston, MA worth?
The TopHap Estimate for 1585 Highland St, Holliston, MA is $952,150 as of Sep 24, 2026. The likely range is $861,648 to $1,042,652. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 1585 Highland St, Holliston, MA last sell?
1585 Highland St, Holliston, MA last sold on Jul 24, 2025 for $920,000, according to the county's recorded deed. TopHap holds 3 recorded sales for this parcel.
How big is 1585 Highland St, Holliston, MA?
1585 Highland St, Holliston, MA has 4 bedrooms, 2.5 bathrooms, 2,538 square feet of living space and a 1.22-acre lot.
When was 1585 Highland St, Holliston, MA built?
1585 Highland St, Holliston, MA was built in 1993, making it 33 years old. It is a colonial home. The building has 2 stories.
What schools serve 1585 Highland St, Holliston, MA?
1585 Highland St, Holliston, MA is assigned to Robert H. Adams Middle School (middle), rated A-; Holliston High School (high), 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 1585 Highland St, Holliston, MA compare to other homes in Holliston 01746?
Among the 5,229 homes in Holliston 01746, it is worth more than 77% of them ($952,150 against a typical $721,180), its price per square foot is higher than 44% of them ($375 against a typical $387), it is bigger than 73% of them (2,538 ft² against a typical 1,901 ft²), its lot is bigger than 72% of them (1.22 ac against a typical 0.7 ac) and it is newer than 77% of them (1993 against a typical 1968). Measured against all of Middlesex County, it is worth more than 67% 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 1585 Highland St, Holliston, MA?
The 2025 property tax bill for 1585 Highland St, Holliston, MA was $12,728. The county assessed it at $868,800.
More homes on Highland St
- 892 Highland St$736K4 bd · 2.5 ba · 1,764 ft² · Sold $729K · May 2026
- 1014 Highland St$744K3 bd · 3.5 ba · 1,820 ft² · Sold $730K · Jan 2026
- 1112 Highland St$773K4 bd · 1.5 ba · 1,702 ft² · Sold $750K · Aug 2025
- 1221 Highland St$1M3 bd · 2.5 ba · 3,362 ft² · Sold $1M · Aug 2025
- 1210 Highland St$475K3 bd · 1.5 ba · 1,722 ft² · Sold $460K · Jul 2025
- 1282 Highland St$768K3 bd · 3 ba · 2,800 ft² · Sold $830K · Jul 2025
- 365 Highland St$852K4 bd · 2.5 ba · 2,030 ft² · Sold $835K · May 2025
- 980 Highland St$683K3 bd · 2 ba · 1,436 ft² · Sold Jan 2025
- 635 Highland St3 bd · 1.5 ba · 1,080 ft² · Sold $1.9M · Jan 2025
- 923 Highland St$794K3 bd · 2.5 ba · 1,184 ft² · Sold $755K · Aug 2024
- 690 Highland St$1M4 bd · 2.5 ba · 2,938 ft² · Sold $920K · Jul 2024
- 1575 Highland St$1M4 bd · 2.5 ba · 2,704 ft² · Sold $850K · Nov 2023
Closest homes
- 1595 Highland St$902K172 ft · 4 bd · 2.5 ba · 2,184 ft² · Sold $235K · Jul 1993
- 1575 Highland St$1M191 ft · 4 bd · 2.5 ba · 2,704 ft² · Sold $850K · Nov 2023
- 9 Timber Ledge Dr$1.1M326 ft · 4 bd · 2.5 ba · 3,460 ft² · Sold $640K · Jun 2010
- 15 Timber Ledge Dr$1.3M273 ft · 4 bd · 4 ba · 3,247 ft² · Sold $494K · Dec 1997
- 11 Timber Ledge Dr$1.1M341 ft · 4 bd · 3.5 ba · 3,481 ft² · Sold Dec 2013
- 7 Timber Ledge Dr$1M485 ft · 4 bd · 2.5 ba · 3,087 ft² · Sold $640K · Oct 2015
- 5 Timber Ledge Dr$1M496 ft · 4 bd · 2.5 ba · 2,412 ft² · Sold Nov 2013
- 269 Rolling Meadow Dr$893K412 ft · 4 bd · 2.5 ba · 1,971 ft² · Sold $520K · Nov 2015
More homes in Holliston 01746
- 152 Turner Rd$210K1 bd · 1.5 ba · 698 ft² · Sold $215K · Sep 2026
- 65 Briarcliff Ln$850K3 bd · 2 ba · 1,888 ft² · Sold $835K · Sep 2026
- 10 Winston Rd$1.1M4 bd · 3 ba · 3,648 ft² · Sold $1.1M · Sep 2026
- 361 Winter St$982K4 bd · 2.5 ba · 2,264 ft² · Sold $980K · Aug 2026
- 54 Jarbrook Rd$802K4 bd · 2 ba · 1,736 ft² · Sold $800K · Aug 2026
- 100 Marilyn St$691K3 bd · 2 ba · 1,393 ft² · Sold $689K · Aug 2026
- 23 Bonney Dr$837K4 bd · 2.5 ba · 2,108 ft² · Sold $836K · Aug 2026
- 31 Robert Rd$662K3 bd · 1.5 ba · 1,093 ft² · Sold $660K · Aug 2026
- 65 Woods Xing$952K4 bd · 2.5 ba · 2,898 ft² · Sold $950K · Aug 2026
- 1 Fisher St$601K3 bd · 1.5 ba · 1,102 ft² · Sold $600K · Aug 2026
- 129 Marked Tree Rd$732K3 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
Assigned schools
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