44 PLEASANT 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.Foreclosure Filings(2)
Assigned SchoolsThe public schools this address is zoned for. Boundaries change, so confirm with the district before you count on it.
District: Milton School District
Neighborhood · ZIP 02186These 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
44 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 97% of homes in Milton 02186
- Costs more per square foot than 78% of homes in Norfolk County
- Smaller than 96% of homes in Milton 02186
- Has a bigger lot than 72% of homes in Milton 02186
- Older than 73% of homes in Norfolk County
What homes are worth in Milton 02186
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 Milton 02186.
How it measures up in Milton 02186
The dot is this home. The mark in the middle is the typical home in Milton 02186.
Pricier than 3% of homes nearby
Pricier than 64% of homes nearby
Bigger than 4% of homes nearby
Bigger than 72% of homes nearby
Newer than 45% of homes nearby
| Measure | This home | Milton 02186 | Norfolk County |
|---|---|---|---|
| Estimated valuepricier than | $680,597 | 3% of homes | 43% of homes |
| Price per ft²pricier than | $594 | 64% of homes | 78% of homes |
| Living areabigger than | 1,145 ft² | 4% of homes | 19% of homes |
| Lot sizebigger than | 0.34 ac | 72% of homes | 46% of homes |
| Year builtnewer than | 1933 | 45% of homes | 27% of homes |
About 44 Pleasant St
How much is 44 Pleasant St, Milton, MA worth?
The TopHap Estimate for 44 Pleasant St, Milton, MA is $680,597 as of Sep 24, 2026. The likely range is $637,710 to $723,484. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 44 Pleasant St, Milton, MA last sell?
44 Pleasant St, Milton, MA last sold on Sep 1, 2015 for $406,000, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.
How big is 44 Pleasant St, Milton, MA?
44 Pleasant St, Milton, MA has 2 bedrooms, 1 bathrooms, 1,145 square feet of living space and a 0.34-acre lot.
When was 44 Pleasant St, Milton, MA built?
44 Pleasant St, Milton, MA was built in 1933, making it 93 years old. It is a cape cod home. The building has 2 stories.
What schools serve 44 Pleasant St, Milton, MA?
44 Pleasant St, Milton, MA is assigned to Cunningham School (elementary), rated A; Milton High School (high), rated A; Charles S Pierce Middle School (middle), rated A-. All sit in Milton School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 44 Pleasant St, Milton, MA compare to other homes in Milton 02186?
Among the 8,308 homes in Milton 02186, it is worth more than 3% of them ($680,597 against a typical $1,049,505), its price per square foot is higher than 64% of them ($594 against a typical $562), it is bigger than 4% of them (1,145 ft² against a typical 1,937 ft²), its lot is bigger than 72% of them (0.34 ac against a typical 0.18 ac) and it is newer than 45% of them (1933 against a typical 1938). Measured against all of Norfolk County, it is worth more than 43% 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 44 Pleasant St, Milton, MA?
The 2025 property tax bill for 44 Pleasant St, Milton, MA was $6,650. The county assessed it at $599,600.
More homes on Pleasant St
- 211 Pleasant St$1.2M3 bd · 2 ba · 1,846 ft² · Sold $2.9M · Aug 2026
- 207 Pleasant St$1.6M4 bd · 1.5 ba · 2,490 ft² · Sold $1.6M · Aug 2026
- 98 Pleasant St$732K3 bd · 1 ba · 1,047 ft² · Sold $725K · Jul 2026
- 73 Pleasant St$593K2 bd · 1.5 ba · 981 ft² · Sold $595K · Jul 2026
- 111 Pleasant St # 1134 bd · 5 ba · 2,916 ft² · Sold $1.5M · Jun 2026
- 97 Pleasant St$922K3 bd · 1.5 ba · 1,350 ft² · Sold $900K · Apr 2026
- 639 Pleasant St$797K2 bd · 1.5 ba · 1,471 ft² · Sold $760K · Jan 2026
- 32 Pleasant St$1.3M4 bd · 2.5 ba · 2,504 ft² · Sold $1.2M · Nov 2025
- 418 Pleasant St4 bd · 2 ba · 2,630 ft² · Sold $950K · Oct 2025
- 36 Pleasant St$827K3 bd · 1 ba · 1,004 ft² · Sold $785K · Oct 2025
- 641 Pleasant St$794K2 bd · 1.5 ba · 1,710 ft² · Sold $735K · Aug 2025
- 349 Pleasant St$803K3 bd · 1.5 ba · 1,654 ft² · Sold $754K · Aug 2025
Closest homes
- 40 Pleasant St$1.2M84 ft · 3 bd · 3.5 ba · 2,078 ft² · Sold $850K · May 2019
- 50 Pleasant St$1.3M77 ft · 3 bd · 2.5 ba · 1,572 ft² · Sold $1.2M · Sep 2024
- 56 Pleasant St$1.1M102 ft · 4 bd · 2.5 ba · 2,065 ft² · Sold $180K · Apr 1985
- 36 Pleasant St$827K162 ft · 3 bd · 1 ba · 1,004 ft² · Sold $785K · Oct 2025
- 628 Randolph Ave$917K130 ft · 4 bd · 2.5 ba · 2,806 ft² · Sold $410K · Jun 2016
- 624 Randolph Ave$778K148 ft · 3 bd · 1.5 ba · 1,384 ft² · Sold $695K · Oct 2024
- 630 Randolph Ave$861K165 ft · 3 bd · 1 ba · 1,428 ft² · Sold $755K · Jul 2023
- 620 Randolph Ave$647K186 ft · 3 bd · 1 ba · 1,095 ft² · Sold $49K · Mar 2010
More homes in Milton 02186
- 40 Cape Cod Ln$1.2M4 bd · 2 ba · 1,876 ft² · Sold $1.1M · Sep 2026
- 73 Washington St$1.2M6 bd · 2.5 ba · 2,754 ft² · Sold $1.2M · Sep 2026
- 17 Duggan Ln$1.3M4 bd · 1.5 ba · 1,870 ft² · Sold $625K · Sep 2026
- 44 Quarry Ln$1.3M5 bd · 2.5 ba · 2,278 ft² · Sold $1.3M · Sep 2026
- 50 Brierbrook St$2.1M4 bd · 4 ba · 3,078 ft² · Sold $1.5M · Sep 2026
- 14 Brookside Park$1.2M4 bd · 2 ba · 2,548 ft² · Sold $1.1M · Sep 2026
- 567 Canton Ave$1M3 bd · 1.5 ba · 1,806 ft² · Sold $1M · Sep 2026
- 12 Lufbery St$782K3 bd · 1 ba · 1,236 ft² · Sold $715K · Sep 2026
- 45 Foster Ln$1.4M4 bd · 3.5 ba · 2,298 ft² · Sold $1.3M · Sep 2026
- 88 Wharf St$1.6M2 bd · 2 ba · 1,911 ft² · Sold $1.6M · Sep 2026
- 187 Hinckley Rd$1.5M4 bd · 2.5 ba · 1,731 ft² · Sold $1.5M · Sep 2026
- 274 Blue Hills Pkwy$725K4 bd · 2 ba · 1,434 ft² · Sold $725K · Sep 2026
Assigned schools
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