17 WINDSOR DR
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(2)
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
17 Windsor 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.
- Among the least valuable homes in Middlesex County
- Costs less per square foot than 93% of homes in Holliston 01746
- Smaller than 95% of homes in Holliston 01746
- Has a smaller lot than 84% 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 3% 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 3% of homes nearby
Pricier than 7% of homes nearby
Bigger than 5% of homes nearby
Bigger than 16% of homes nearby
Newer than 54% of homes nearby
| Measure | This home | Holliston 01746 | Middlesex County |
|---|---|---|---|
| Estimated valuepricier than | $259,942 | 3% of homes | almost no homes |
| Price per ft²pricier than | $301 | 7% of homes | 9% of homes |
| Living areabigger than | 864 ft² | 5% of homes | 6% of homes |
| Lot sizebigger than | 0.41 ac | 16% of homes | 57% of homes |
| Year builtnewer than | 1969 | 54% of homes | 62% of homes |
About 17 Windsor Dr
How much is 17 Windsor Dr, Holliston, MA worth?
The TopHap Estimate for 17 Windsor Dr, Holliston, MA is $259,942 as of Oct 21, 2026. The likely range is $239,070 to $280,814. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 17 Windsor Dr, Holliston, MA last sell?
17 Windsor Dr, Holliston, MA last sold on Nov 30, 2018 for $201,400, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.
How big is 17 Windsor Dr, Holliston, MA?
17 Windsor Dr, Holliston, MA has 2 bedrooms, 1 bathrooms and 864 square feet of living space.
When was 17 Windsor Dr, Holliston, MA built?
17 Windsor Dr, Holliston, MA was built in 1969, making it 57 years old. It is a condo/apartment home. The building has 1 story.
What schools serve 17 Windsor Dr, Holliston, MA?
17 Windsor Dr, 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 17 Windsor Dr, Holliston, MA compare to other homes in Holliston 01746?
Among the 5,229 homes in Holliston 01746, it is worth more than 3% of them ($259,942 against a typical $728,839), its price per square foot is higher than 7% of them ($301 against a typical $390), it is bigger than 5% of them (864 ft² against a typical 1,901 ft²), its lot is bigger than 16% of them (0.41 ac against a typical 0.7 ac) and it is newer than 54% of them (1969 against a typical 1968). Measured against all of Middlesex County, it is worth more than almost no 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 17 Windsor Dr, Holliston, MA?
The 2025 property tax bill for 17 Windsor Dr, Holliston, MA was $3,352. The county assessed it at $228,800.
More homes on Windsor Dr
- 49 Windsor Dr # 105$272K2 bd · 1.5 ba · 851 ft² · Sold $293K · Jun 2025
- 49 Windsor Dr # 307$243K2 bd · 1.5 ba · 960 ft² · Sold $270K · Oct 2024
- 49 Windsor Dr # 108$254K1 bd · 1.5 ba · 743 ft² · Sold $275K · Oct 2024
- 49 Windsor Dr # 102$209K1 bd · 1.5 ba · 654 ft² · Sold $220K · Jul 2024
- 49 Windsor Dr # 106$358K3 bd · 1.5 ba · 1,088 ft² · Sold $285K · May 2022
- 30 Windsor Dr$810K4 bd · 1.5 ba · 2,319 ft² · Sold $595K · Sep 2021
- 49 Windsor Dr # 204$272K2 bd · 1.5 ba · 852 ft² · Sold $200K · Jun 2021
- 49 Windsor Dr # 310$290K2 bd · 1.5 ba · 860 ft² · Sold $215K · Jun 2021
- 49 Windsor Dr # 308$330K2 bd · 1.5 ba · 938 ft² · Sold $240K · Apr 2021
- 17 Windsor Dr # D$319K2 bd · 1 ba · 999 ft² · Sold $235K · Mar 2021
- 49 Windsor Dr # 109$281K2 bd · 1.5 ba · 850 ft² · Sold $189K · Dec 2020
- 49 Windsor Dr # 309$274K2 bd · 1.5 ba · 860 ft² · Sold $190K · Jul 2020
Closest homes
- 17 Windsor Dr$292K0 ft · 2 bd · 1 ba · 864 ft² · Sold $119K · May 2008
- 17 Windsor Dr$316K0 ft · 2 bd · 1 ba · 999 ft² · Sold $210K · Mar 2018
- 17 Windsor Dr$319K0 ft · 2 bd · 1 ba · 999 ft² · Sold $235K · Mar 2021
- 72 Jennings Rd185 ft · 6 bd · 3 ba · 1,680 ft² · Sold Jan 1900
- 90 Jennings Rd$729K182 ft · 3 bd · 2 ba · 1,124 ft² · Sold $480K · Oct 2020
- 66 Jennings Rd266 ft · 8 bd · 4 ba · 1,700 ft² · Sold $262K · Oct 1985
- 98 Jennings Rd$501K219 ft · 3 bd · 2 ba · 1,196 ft² · Sold $217K · Feb 2017
- 58 Jennings Rd345 ft · 8 bd · 4 ba · 1,716 ft² · Sold Sep 1999
More homes in Holliston 01746
- 15 Bullard St$870K4 bd · 3.5 ba · 2,704 ft² · Sold $870K · Oct 2026
- 1172 Washington St$1.1M3 bd · 1 ba · 1,608 ft² · Sold $1.1M · Oct 2026
- 109 Rockland St$641K4 bd · 2 ba · 1,686 ft² · Sold $410K · Oct 2026
- 60 Johnson Dr$1.3M5 bd · 3.5 ba · 3,512 ft² · Sold $1.4M · Oct 2026
- 66 Lakeshore Dr$310K3 bd · 1 ba · 1,060 ft² · Sold $310K · Oct 2026
- 1804 Washington St$785K2 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$787K4 bd · 2.5 ba · 1,932 ft² · Sold $785K · Sep 2026
- 21 Foxwood Cv$1.1M4 bd · 3.5 ba · 2,982 ft² · Sold $1.1M · Sep 2026
- 33 Copper Ln$671K3 bd · 2 ba · 1,190 ft² · Sold $670K · Sep 2026
- 152 Turner Rd$214K1 bd · 1.5 ba · 698 ft² · Sold $215K · Sep 2026
- 65 Briarcliff Ln$836K3 bd · 2 ba · 1,888 ft² · Sold $835K · Sep 2026
Assigned schools
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