88 PLEASANT ST
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
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: 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
88 Pleasant 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 less per square foot than 98% of homes in Worcester County
- Bigger than 70% of homes in Winchendon 01475
- Has a smaller lot than 94% of homes in Winchendon 01475
- Older than 97% of homes in Worcester County
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 28% 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 28% of homes nearby
Pricier than 9% of homes nearby
Bigger than 70% of homes nearby
Bigger than 6% of homes nearby
Newer than 7% of homes nearby
| Measure | This home | Winchendon 01475 | Worcester County |
|---|---|---|---|
| Estimated valuepricier than | $326,515 | 28% of homes | 11% of homes |
| Price per ft²pricier than | $166 | 9% of homes | 2% of homes |
| Living areabigger than | 1,969 ft² | 70% of homes | 62% of homes |
| Lot sizebigger than | 0.18 ac | 6% of homes | 15% of homes |
| Year builtnewer than | 1870 | 7% of homes | 3% of homes |
About 88 Pleasant St
How much is 88 Pleasant St, Winchendon, MA worth?
The TopHap Estimate for 88 Pleasant St, Winchendon, MA is $326,515 as of Aug 30, 2026. The likely range is $304,171 to $348,859. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 88 Pleasant St, Winchendon, MA last sell?
88 Pleasant St, Winchendon, MA last sold on Mar 29, 2005 for $170,000, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.
How big is 88 Pleasant St, Winchendon, MA?
88 Pleasant St, Winchendon, MA has 4 bedrooms, 1.5 bathrooms, 1,969 square feet of living space and a 0.18-acre lot.
When was 88 Pleasant St, Winchendon, MA built?
88 Pleasant St, Winchendon, MA was built in 1870, making it 156 years old. The building has 2 stories.
What schools serve 88 Pleasant St, Winchendon, MA?
88 Pleasant 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 88 Pleasant St, Winchendon, MA compare to other homes in Winchendon 01475?
Among the 3,357 homes in Winchendon 01475, it is worth more than 28% of them ($326,515 against a typical $383,832), its price per square foot is higher than 9% of them ($166 against a typical $244), it is bigger than 70% of them (1,969 ft² against a typical 1,596 ft²), its lot is bigger than 6% of them (0.18 ac against a typical 0.97 ac) and it is newer than 7% of them (1870 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 88 Pleasant St, Winchendon, MA?
The 2025 property tax bill for 88 Pleasant St, Winchendon, MA was $3,003. The county assessed it at $255,600.
More homes on Pleasant St
- 142 Pleasant St5 bd · 2.5 ba · 2,763 ft² · Sold $319K · Dec 2024
- 163 Pleasant St4 bd · 2 ba · 1,620 ft² · Sold $155K · Oct 2023
- 162 Pleasant St5 bd · 3 ba · 3,048 ft² · Sold $340K · Feb 2022
- 151 Pleasant St5 bd · 2 ba · 1,791 ft² · Sold $110K · Aug 2020
- 71 Pleasant St$264K2 bd · 1.5 ba · 1,660 ft² · Sold $89K · Apr 2020
- 27 Pleasant St7 bd · 3.5 ba · 2,583 ft² · Sold $125K · Jul 2017
- 29 Pleasant St # 3510 bd · 6 ba · 5,784 ft² · Sold $200K · Jul 2017
- 148 Pleasant St5 bd · 3 ba · 2,544 ft² · Sold $71K · May 2017
- 103 Pleasant St$304K3 bd · 2 ba · 1,868 ft² · Sold $63K · Aug 2014
- 87 Pleasant St3 bd · 2 ba · 2,081 ft² · Sold $137K · Sep 2009
- 122 Pleasant St$482K7 bd · 4.5 ba · 4,606 ft² · Sold $326K · Mar 2007
- 102 Pleasant St # 1044 bd · 2 ba · 1,553 ft² · Sold $190K · Jul 2006
Closest homes
- 96 Pleasant St$321K59 ft · 4 bd · 1.5 ba · 1,707 ft² · Sold Jan 1900
- 102 Pleasant St # 104113 ft · 4 bd · 2 ba · 1,553 ft² · Sold $190K · Jul 2006
- 108 Summer St142 ft · 5 bd · 3.5 ba · 3,146 ft² · Sold $385K · Sep 2022
- 15 Oak St158 ft · 5 bd · 4 ba · 3,744 ft² · Sold $550K · Oct 2025
- 71 Pleasant St$264K230 ft · 2 bd · 1.5 ba · 1,660 ft² · Sold $89K · Apr 2020
- 87 Pleasant St194 ft · 3 bd · 2 ba · 2,081 ft² · Sold $137K · Sep 2009
- 103 Pleasant St$304K191 ft · 3 bd · 2 ba · 1,868 ft² · Sold $63K · Aug 2014
- 37 Spruce St$313K264 ft · 3 bd · 1 ba · 1,402 ft² · Sold $190K · Oct 2007
More homes in Winchendon 01475
- 309 Ash St$490K3 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
- 257 Main St$350K2 bd · 1.5 ba · 1,246 ft² · Sold $350K · Aug 2026
- 15 Juniper St$375K4 bd · 1 ba · 2,111 ft² · Sold $375K · Aug 2026
- 45 Town Farm Rd$457K3 bd · 1.5 ba · 1,824 ft² · Sold $457K · Aug 2026
- 296 Maple St0.48 ac · Sold $290K · Aug 2026
- 17 Town Farm Rd$450K3 bd · 1.5 ba · 1,724 ft² · Sold $450K · Aug 2026
- 314 Maple St$395K3 bd · 2 ba · 1,390 ft² · Sold $395K · Aug 2026
- 323 Spring St$370K2 bd · 1 ba · 1,507 ft² · Sold $370K · Aug 2026
- 106 2nd St$304K2 bd · 1 ba · 768 ft² · Sold $450K · Aug 2026
- 88 Mill St$182K3 bd · 1 ba · 1,168 ft² · Sold $182K · Aug 2026
- 23 Pine St$220K2 bd · 1 ba · 1,353 ft² · Sold $210K · Aug 2026
Assigned schools
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