21 FLAGG RD
Valuation
Tax & Assessment
Property Facts
Transaction History(6)
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: Southborough School District
Neighborhood · ZIP 01772These 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 Flagg 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.
- Worth more than 93% of homes in Worcester County
- Costs less per square foot than 92% of homes in Southborough 01772
- Bigger than 85% of homes in Worcester County
- Has a bigger lot than 78% of homes in Worcester County
- Among the oldest homes in Southborough 01772
What homes are worth in Southborough 01772
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 39% of homes in Southborough 01772.
How it measures up in Southborough 01772
The dot is this home. The mark in the middle is the typical home in Southborough 01772.
Pricier than 39% of homes nearby
Pricier than 8% of homes nearby
Bigger than 61% of homes nearby
Bigger than 76% of homes nearby
Older than almost all homes nearby
| Measure | This home | Southborough 01772 | Worcester County |
|---|---|---|---|
| Estimated valuepricier than | $871,890 | 39% of homes | 93% of homes |
| Price per ft²pricier than | $319 | 8% of homes | 57% of homes |
| Living areabigger than | 2,730 ft² | 61% of homes | 85% of homes |
| Lot sizebigger than | 1.5 ac | 76% of homes | 78% of homes |
| Year builtnewer than | 1840 | almost no homes | 2% of homes |
About 21 Flagg Rd
How much is 21 Flagg Rd, Southborough, MA worth?
The TopHap Estimate for 21 Flagg Rd, Southborough, MA is $871,890 as of Sep 24, 2026. The likely range is $834,832 to $908,948. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 21 Flagg Rd, Southborough, MA last sell?
21 Flagg Rd, Southborough, MA last sold on Jun 29, 2012 for $445,000, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.
How big is 21 Flagg Rd, Southborough, MA?
21 Flagg Rd, Southborough, MA has 3 bedrooms, 2.5 bathrooms, 2,730 square feet of living space and a 1.50-acre lot.
When was 21 Flagg Rd, Southborough, MA built?
21 Flagg Rd, Southborough, MA was built in 1840, making it 186 years old. The building has 2 stories.
What schools serve 21 Flagg Rd, Southborough, MA?
21 Flagg Rd, Southborough, MA is assigned to P Brent Trottier (middle), rated A-; Mary E Finn School (elementary); Algonquin Regional High School (high), rated A. All sit in Southborough School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 21 Flagg Rd, Southborough, MA compare to other homes in Southborough 01772?
Among the 3,253 homes in Southborough 01772, it is worth more than 39% of them ($871,890 against a typical $951,262), its price per square foot is higher than 8% of them ($319 against a typical $412), it is bigger than 61% of them (2,730 ft² against a typical 2,454 ft²), its lot is bigger than 76% of them (1.5 ac against a typical 1 ac) and it is newer than almost none of them (1840 against a typical 1984). Measured against all of Worcester County, it is worth more than 93% 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 Flagg Rd, Southborough, MA?
The 2025 property tax bill for 21 Flagg Rd, Southborough, MA was $11,497. The county assessed it at $832,500.
More homes on Flagg Rd
- 43 Flagg Rd$811K4 bd · 2.5 ba · 3,054 ft² · Sold $810K · May 2026
- 32 Flagg Rd$1M4 bd · 2.5 ba · 2,332 ft² · Sold $1M · Jun 2025
- 37 Flagg Rd$1.1M3 bd · 2.5 ba · 3,838 ft² · Sold $1.1M · Dec 2024
- 49 Flagg Rd$911K3 bd · 2 ba · 2,436 ft² · Sold $860K · May 2024
- 2 Flagg Rd$471K3 bd · 1.5 ba · 1,490 ft² · Sold $350K · Dec 2023
- 5 Flagg Rd$1M5 bd · 2.5 ba · 2,302 ft² · Sold $929K · Apr 2023
- 46 Flagg Rd$795K3 bd · 3.5 ba · 1,314 ft² · Sold $685K · Jan 2023
- 55 Flagg Rd$1.3M4 bd · 3 ba · 5,756 ft² · Sold $1M · Jan 2023
- 23 Flagg Rd$1.2M4 bd · 2.5 ba · 3,798 ft² · Sold $1.1M · Apr 2022
- 17 Flagg Rd$2M4 bd · 5.5 ba · 4,134 ft² · Sold $1.6M · Mar 2021
- 24 Flagg Rd$1.1M3 bd · 2.5 ba · 3,409 ft² · Sold $775K · Jan 2021
- 56 Flagg Rd$777K4 bd · 2.5 ba · 2,221 ft² · Sold $550K · Dec 2019
Closest homes
- 17 Flagg Rd$2M250 ft · 4 bd · 5.5 ba · 4,134 ft² · Sold $1.6M · Mar 2021
- 10 Flagg Rd$1.1M298 ft · 4 bd · 3.5 ba · 3,060 ft² · Sold $445K · Dec 1998
- 12 Flagg Rd$876K329 ft · 4 bd · 2 ba · 2,579 ft² · Sold Jan 1900
- 25 Flagg Rd$869K297 ft · 3 bd · 1.5 ba · 2,262 ft² · Sold $273K · Jul 1997
- 8 Flagg Rd$1.1M340 ft · 4 bd · 2.5 ba · 3,159 ft² · Sold $525K · Oct 2016
- 23 Flagg Rd$1.2M400 ft · 4 bd · 2.5 ba · 3,798 ft² · Sold $1.1M · Apr 2022
- 14 Flagg Rd$728K407 ft · 4 bd · 2.5 ba · 3,952 ft² · Sold $333K · Feb 2009
- 2a Strawberry Hill Rd0.1 mi · 2 bd · 1 ba · 1,247 ft² · Sold May 2016
More homes in Southborough 01772
- 45 Highland St$825K3 bd · 2 ba · 1,858 ft² · Sold $825K · Sep 2026
- 8 Bantry Rd$1M4 bd · 2.5 ba · 2,308 ft² · Sold $1M · Sep 2026
- 162 Main St$940K4 bd · 2.5 ba · 3,024 ft² · Sold $940K · Sep 2026
- 8 School St$751K3 bd · 2 ba · 1,585 ft² · Sold $750K · Aug 2026
- 14 Stub Toe Ln$1.2M3 bd · 2.5 ba · 3,034 ft² · Sold $1.2M · Aug 2026
- 3 Hubley Ln$1.2M4 bd · 2.5 ba · 3,329 ft² · Sold $1.2M · Aug 2026
- 39 Meeting House Ln$207K1 bd · 1.5 ba · 1,158 ft² · Sold $207K · Aug 2026
- 8 Ted Ln$719K3 bd · 1.5 ba · 1,311 ft² · Sold $718K · Aug 2026
- 1 Tara Rd$890K3 bd · 3 ba · 1,969 ft² · Sold $890K · Aug 2026
- 39 Darlene Dr$1.3M3 bd · 3.5 ba · 2,858 ft² · Sold $1.3M · Aug 2026
- 8 Leeds Way$1.5M4 bd · 4 ba · 3,577 ft² · Sold $1.5M · Aug 2026
- 2 Garrison Ln$1.2M5 bd · 2.5 ba · 3,114 ft² · Sold $1.2M · Aug 2026
Assigned schools
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