366 MAIN ST
Valuation
Tax & Assessment
Property Facts
Transaction History(3)
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: Winchendon School District
Neighborhood · ZIP 01475These 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
366 Main 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 less than 89% of homes in Worcester County
- Costs more per square foot than 94% of homes in Winchendon 01475
- Smaller than 95% of homes in Worcester County
- Has a bigger lot than 83% of homes in Worcester County
- Newer than 81% of homes in Winchendon 01475
What homes are worth in Winchendon 01475
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 26% of homes in Winchendon 01475.
How it measures up in Winchendon 01475
The dot is this home. The mark in the middle is the typical home in Winchendon 01475.
Pricier than 26% of homes nearby
Pricier than 94% of homes nearby
Bigger than 6% of homes nearby
Bigger than 76% of homes nearby
Newer than 81% of homes nearby
| Measure | This home | Winchendon 01475 | Worcester County |
|---|---|---|---|
| Estimated valuepricier than | $326,274 | 26% of homes | 11% of homes |
| Price per ft²pricier than | $363 | 94% of homes | 77% of homes |
| Living areabigger than | 898 ft² | 6% of homes | 5% of homes |
| Lot sizebigger than | 2.01 ac | 76% of homes | 83% of homes |
| Year builtnewer than | 1997 | 81% of homes | 80% of homes |
About 366 Main St
How much is 366 Main St, Winchendon, MA worth?
The TopHap Estimate for 366 Main St, Winchendon, MA is $326,274 as of Sep 24, 2026. The likely range is $295,372 to $357,176. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 366 Main St, Winchendon, MA last sell?
366 Main St, Winchendon, MA last sold on Dec 2, 1997 for $80,200, according to the county's recorded deed.
How big is 366 Main St, Winchendon, MA?
366 Main St, Winchendon, MA has 2 bedrooms, 1 bathrooms, 898 square feet of living space and a 2.01-acre lot.
When was 366 Main St, Winchendon, MA built?
366 Main St, Winchendon, MA was built in 1997, making it 29 years old. It is a split foyer home. The building has 1 story.
What schools serve 366 Main St, Winchendon, MA?
366 Main St, Winchendon, MA is assigned to Memorial (elementary); Murdock Middle School (middle), rated C; Murdock High School (high), rated D. All sit in Winchendon School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 366 Main St, Winchendon, MA compare to other homes in Winchendon 01475?
Among the 3,357 homes in Winchendon 01475, it is worth more than 26% of them ($326,274 against a typical $385,526), its price per square foot is higher than 94% of them ($363 against a typical $246), it is bigger than 6% of them (898 ft² against a typical 1,595 ft²), its lot is bigger than 76% of them (2.01 ac against a typical 0.99 ac) and it is newer than 81% of them (1997 against a typical 1978). Measured against all of Worcester County, it is worth more than 11% 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 366 Main St, Winchendon, MA?
The 2025 property tax bill for 366 Main St, Winchendon, MA was $3,545. The county assessed it at $301,700.
More homes on Main St
- 257 Main St$351K2 bd · 1.5 ba · 1,246 ft² · Sold $350K · Aug 2026
- 11 Main St10 bd · 6 ba · 5,199 ft² · Sold $770K · Dec 2024
- 280 Main St$395K3 bd · 2 ba · 1,670 ft² · Sold $375K · Nov 2024
- 233 Main St5 bd · 3 ba · 2,844 ft² · Sold $350K · Aug 2024
- 365 Main St$463K3 bd · 1.5 ba · 1,244 ft² · Sold $450K · Nov 2023
- 361 Main St$411K3 bd · 1.5 ba · 1,381 ft² · Sold $350K · Oct 2022
- 256 Main St$384K3 bd · 1.5 ba · 1,536 ft² · Sold $319K · Dec 2021
- 140 Main St$349K3 bd · 2 ba · 1,257 ft² · Sold $276K · Apr 2021
- 192 Main St$265K1 bd · 1 ba · 720 ft² · Sold $88K · Aug 2019
- 76 Main St$380K3 bd · 2 ba · 1,733 ft² · Sold $223K · Jul 2019
- 255r Main St$305K3 bd · 1 ba · 1,365 ft² · Sold $125K · Jul 2018
- 314 Main St$489K3 bd · 1.5 ba · 1,780 ft² · Sold $225K · Jul 2018
Closest homes
- 362 Main St$333K200 ft · 2 bd · 1 ba · 1,092 ft² · Sold Jan 1900
- 358 Main St$377K420 ft · 3 bd · 1 ba · 1,584 ft² · Sold $132K · Jun 2010
- 361 Main St$411K0.1 mi · 3 bd · 1.5 ba · 1,381 ft² · Sold $350K · Oct 2022
- 365 Main St$463K0.1 mi · 3 bd · 1.5 ba · 1,244 ft² · Sold $450K · Nov 2023
- 357 Main St$402K0.1 mi · 2 bd · 1 ba · 1,344 ft² · Sold $23K · Jul 1985
- 354 Main St$509K0.1 mi · 3 bd · 2 ba · 1,560 ft² · Sold Jan 1900
- 350 Main St$442K0.2 mi · 4 bd · 2 ba · 2,349 ft² · Sold Jan 1900
- 347 Main St$399K0.2 mi · 3 bd · 1.5 ba · 1,945 ft² · Sold Jan 1900
More homes in Winchendon 01475
- 26 Royalston Rd N$250K3 bd · 1.5 ba · 1,152 ft² · Sold $250K · Sep 2026
- 101 Royalston Rd N$600K3 bd · 1.5 ba · 1,992 ft² · Sold $600K · Sep 2026
- 309 Ash St$491K3 bd · 3.5 ba · 1,840 ft² · Sold $490K · Aug 2026
- 22 Prospect St4 bd · 2.5 ba · 2,001 ft² · Sold $382K · Aug 2026
- 15 Juniper St$376K4 bd · 1 ba · 2,111 ft² · Sold $375K · Aug 2026
- 45 Town Farm Rd$458K3 bd · 1.5 ba · 1,824 ft² · Sold $457K · Aug 2026
- 296 Maple St0.48 ac · Sold $290K · Aug 2026
- 17 Town Farm Rd$451K3 bd · 1.5 ba · 1,724 ft² · Sold $450K · Aug 2026
- 314 Maple St$396K3 bd · 2 ba · 1,390 ft² · Sold $395K · Aug 2026
- 323 Spring St$371K2 bd · 1 ba · 1,507 ft² · Sold $370K · Aug 2026
- 106 2nd St$303K2 bd · 1 ba · 768 ft² · Sold $450K · Aug 2026
- 88 Mill St$182K3 bd · 1 ba · 1,168 ft² · Sold $182K · Aug 2026
Assigned schools
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