106 JENNINGS RD
Valuation
Tax & Assessment
Property Facts
Transaction History(8)
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
106 Jennings Rd 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.
- Costs more per square foot than 92% of homes in Holliston 01746
- Smaller than 79% of homes in Holliston 01746
- Has a smaller lot than 76% of homes in Holliston 01746
- Older than 82% of homes in Holliston 01746
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 42% 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 42% of homes nearby
Pricier than 92% of homes nearby
Bigger than 21% of homes nearby
Bigger than 24% of homes nearby
Newer than 18% of homes nearby
| Measure | This home | Holliston 01746 | Middlesex County |
|---|---|---|---|
| Estimated valuepricier than | $681,695 | 42% of homes | 37% of homes |
| Price per ft²pricier than | $552 | 92% of homes | 69% of homes |
| Living areabigger than | 1,236 ft² | 21% of homes | 21% of homes |
| Lot sizebigger than | 0.43 ac | 24% of homes | 59% of homes |
| Year builtnewer than | 1956 | 18% of homes | 48% of homes |
About 106 Jennings Rd
How much is 106 Jennings Rd, Holliston, MA worth?
The TopHap Estimate for 106 Jennings Rd, Holliston, MA is $681,695 as of Sep 24, 2026. The likely range is $654,170 to $709,220. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 106 Jennings Rd, Holliston, MA last sell?
106 Jennings Rd, Holliston, MA last sold on Feb 10, 2014, according to the county's recorded deed. TopHap holds 3 recorded sales for this parcel.
How big is 106 Jennings Rd, Holliston, MA?
106 Jennings Rd, Holliston, MA has 3 bedrooms, 2.5 bathrooms, 1,236 square feet of living space and a 0.43-acre lot.
When was 106 Jennings Rd, Holliston, MA built?
106 Jennings Rd, Holliston, MA was built in 1956, making it 70 years old. It is a raised ranch home. The building has 1 story.
What schools serve 106 Jennings Rd, Holliston, MA?
106 Jennings Rd, Holliston, MA is assigned to Placentino Elementary School (elementary); Robert H. Adams Middle School (middle), rated A; 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 106 Jennings Rd, Holliston, MA compare to other homes in Holliston 01746?
Among the 5,229 homes in Holliston 01746, it is worth more than 42% of them ($681,695 against a typical $718,255), its price per square foot is higher than 92% of them ($552 against a typical $387), it is bigger than 21% of them (1,236 ft² against a typical 1,901 ft²), its lot is bigger than 24% of them (0.43 ac against a typical 0.7 ac) and it is newer than 18% of them (1956 against a typical 1968). Measured against all of Middlesex County, it is worth more than 37% 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 106 Jennings Rd, Holliston, MA?
The 2025 property tax bill for 106 Jennings Rd, Holliston, MA was $8,682. The county assessed it at $592,600.
More homes on Jennings Rd
- 131 Jennings Rd$735K3 bd · 1.5 ba · 1,748 ft² · Sold $720K · Dec 2025
- 114 Jennings Rd$647K3 bd · 2.5 ba · 1,704 ft² · Sold $563K · Jan 2023
- 103 Jennings Rd$688K3 bd · 2.5 ba · 4,310 ft² · Sold $450K · Jun 2022
- 122 Jennings Rd$666K4 bd · 2 ba · 1,276 ft² · Sold $535K · Nov 2021
- 90 Jennings Rd$695K3 bd · 2 ba · 1,124 ft² · Sold $480K · Oct 2020
- 46 Jennings Rd$1.2M4 bd · 3.5 ba · 3,096 ft² · Sold $760K · Jul 2020
- 98 Jennings Rd$480K3 bd · 2 ba · 1,196 ft² · Sold $217K · Feb 2017
- 58 Jennings Rd8 bd · 4 ba · 1,716 ft² · Sold Sep 1999
- 66 Jennings Rd8 bd · 4 ba · 1,700 ft² · Sold $262K · Oct 1985
- 72 Jennings Rd6 bd · 3 ba · 1,680 ft² · Sold Jan 1900
- 130 Jennings Rd$669K4 bd · 1.5 ba · 1,622 ft² · Sold Jan 1900
Closest homes
- 114 Jennings Rd$647K101 ft · 3 bd · 2.5 ba · 1,704 ft² · Sold $563K · Jan 2023
- 98 Jennings Rd$480K102 ft · 3 bd · 2 ba · 1,196 ft² · Sold $217K · Feb 2017
- 90 Jennings Rd$695K194 ft · 3 bd · 2 ba · 1,124 ft² · Sold $480K · Oct 2020
- 122 Jennings Rd$666K196 ft · 4 bd · 2 ba · 1,276 ft² · Sold $535K · Nov 2021
- 130 Jennings Rd$669K292 ft · 4 bd · 1.5 ba · 1,622 ft² · Sold Jan 1900
- 72 Jennings Rd290 ft · 6 bd · 3 ba · 1,680 ft² · Sold Jan 1900
- 49 Windsor Dr$304K344 ft · 2 bd · 1.5 ba · 933 ft² · Sold $26K · Feb 1996
- 49 Windsor Dr$288K344 ft · 2 bd · 1.5 ba · 850 ft² · Sold $189K · Dec 2020
More homes in Holliston 01746
- 66 Lakeshore Dr$404K3 bd · 1 ba · 1,060 ft² · Sold $310K · Oct 2026
- 1804 Washington St$795K2 bd · 2 ba · 2,358 ft² · Sold $785K · Oct 2026
- 208 Mohawk Path$1.4M4 bd · 4.5 ba · 4,440 ft² · Sold $1.4M · Sep 2026
- 47 Westfield Dr$785K4 bd · 2.5 ba · 1,932 ft² · Sold $785K · Sep 2026
- 21 Foxwood Cv$1.2M4 bd · 3.5 ba · 2,982 ft² · Sold $1.1M · Sep 2026
- 33 Copper Ln$675K3 bd · 2 ba · 1,190 ft² · Sold $670K · Sep 2026
- 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
Assigned schools
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