21 SIMON DR
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(1)
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: Milford School District
Neighborhood · ZIP 01757These 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
21 Simon 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 67% of homes in Worcester County
What homes are worth in Milford 01757
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 57% of homes in Milford 01757.
How it measures up in Milford 01757
The dot is this home. The mark in the middle is the typical home in Milford 01757.
Pricier than 57% of homes nearby
Pricier than 58% of homes nearby
Bigger than 47% of homes nearby
Bigger than 63% of homes nearby
Newer than 60% of homes nearby
| Measure | This home | Milford 01757 | Worcester County |
|---|---|---|---|
| Estimated valuepricier than | $569,385 | 57% of homes | 67% of homes |
| Price per ft²pricier than | $316 | 58% of homes | 57% of homes |
| Living areabigger than | 1,800 ft² | 47% of homes | 55% of homes |
| Lot sizebigger than | 0.42 ac | 63% of homes | 44% of homes |
| Year builtnewer than | 1978 | 60% of homes | 58% of homes |
About 21 Simon Dr
How much is 21 Simon Dr, Milford, MA worth?
The TopHap Estimate for 21 Simon Dr, Milford, MA is $569,385 as of Oct 21, 2026. The likely range is $533,442 to $605,328. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 21 Simon Dr, Milford, MA last sell?
21 Simon Dr, Milford, MA last sold on Aug 29, 1986 for $171,000, according to the county's recorded deed.
How big is 21 Simon Dr, Milford, MA?
21 Simon Dr, Milford, MA has 4 bedrooms, 2 bathrooms, 1,800 square feet of living space and a 0.42-acre lot.
When was 21 Simon Dr, Milford, MA built?
21 Simon Dr, Milford, MA was built in 1978, making it 48 years old. It is a colonial home. The building has 2 stories.
What schools serve 21 Simon Dr, Milford, MA?
21 Simon Dr, Milford, MA is assigned to Milford High School (high), rated D+; Memorial (elementary); Stacy Middle School (middle), rated D. All sit in Milford School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 21 Simon Dr, Milford, MA compare to other homes in Milford 01757?
Among the 8,863 homes in Milford 01757, it is worth more than 57% of them ($569,385 against a typical $541,857), its price per square foot is higher than 58% of them ($316 against a typical $306), it is bigger than 47% of them (1,800 ft² against a typical 1,853 ft²), its lot is bigger than 63% of them (0.42 ac against a typical 0.34 ac) and it is newer than 60% of them (1978 against a typical 1971). Measured against all of Worcester 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 21 Simon Dr, Milford, MA?
The 2025 property tax bill for 21 Simon Dr, Milford, MA was $5,766. The county assessed it at $450,500.
More homes on Simon Dr
- 17 Simon Dr$684K4 bd · 2.5 ba · 1,942 ft² · Sold $585K · Aug 2022
- 2 Simon Dr$687K4 bd · 3 ba · 2,104 ft² · Sold $602K · Apr 2022
- 5 Simon Dr$805K4 bd · 3 ba · 2,874 ft² · Sold $675K · Jan 2021
- 19 Simon Dr$587K4 bd · 1.5 ba · 1,764 ft² · Sold $405K · Jun 2020
- 10 Simon Dr$663K4 bd · 2.5 ba · 2,200 ft² · Sold $250K · Nov 2011
- 3 Simon Dr$636K4 bd · 3 ba · 1,976 ft² · Sold $363K · Sep 2003
- 23 Simon Dr$631K4 bd · 1.5 ba · 2,184 ft² · Sold $167K · Jul 1998
- 13 Simon Dr$709K4 bd · 3.5 ba · 2,500 ft² · Sold $160K · May 1994
- 15 Simon Dr$652K4 bd · 2.5 ba · 2,088 ft² · Sold $175K · May 1994
- 9 Simon Dr$626K4 bd · 3 ba · 1,944 ft² · Sold Nov 1993
- 11 Simon Dr$625K4 bd · 3 ba · 1,944 ft² · Sold $168K · May 1992
Closest homes
- 23 Simon Dr$631K104 ft · 4 bd · 1.5 ba · 2,184 ft² · Sold $167K · Jul 1998
- 19 Simon Dr$587K151 ft · 4 bd · 1.5 ba · 1,764 ft² · Sold $405K · Jun 2020
- 17 Wales St$580K193 ft · 4 bd · 2.5 ba · 1,968 ft² · Sold Jan 1900
- 17 Simon Dr$684K281 ft · 4 bd · 2.5 ba · 1,942 ft² · Sold $585K · Aug 2022
- 10 Simon Dr$663K270 ft · 4 bd · 2.5 ba · 2,200 ft² · Sold $250K · Nov 2011
- 15 Simon Dr$652K343 ft · 4 bd · 2.5 ba · 2,088 ft² · Sold $175K · May 1994
- 15 Wales St$671K299 ft · 3 bd · 1.5 ba · 2,248 ft² · Sold Feb 2008
- 24 Wales St$749K377 ft · 4 bd · 2.5 ba · 2,058 ft² · Sold $383K · Aug 2016
More homes in Milford 01757
- 138 Congress St$658K3 bd · 2 ba · 1,958 ft² · Sold $584K · Oct 2026
- 17 Dartmouth Dr$625K5 bd · 2.5 ba · 2,013 ft² · Sold $625K · Oct 2026
- 12 Clarridge Cir$685K4 bd · 1.5 ba · 2,096 ft² · Sold $695K · Oct 2026
- 7 Stoney Brook Ln$600K2 bd · 3 ba · 2,212 ft² · Sold $610K · Oct 2026
- 49 Purdue Dr$575K3 bd · 2.5 ba · 1,697 ft² · Sold $595K · Oct 2026
- 15 Highland St$525K3 bd · 2 ba · 1,533 ft² · Sold $538K · Oct 2026
- 1 E Main St4 bd · 2 ba · 1,996 ft² · Sold $725K · Oct 2026
- 8 Rogers St$473K2 bd · 1 ba · 1,248 ft² · Sold $456K · Oct 2026
- 25 Jionzo Rd$550K3 bd · 1.5 ba · 1,599 ft² · Sold $568K · Oct 2026
- 24 Granite St4 bd · 3 ba · 1,877 ft² · Sold $598K · Oct 2026
- 4 W Pine St4 bd · 2 ba · 2,758 ft² · Sold $710K · Oct 2026
- 8 Walden Way$727K2 bd · 2.5 ba · 2,250 ft² · Sold $730K · Oct 2026
Assigned schools
Explore the area
See this home in context
Open 21 Simon 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