38 WINCHESTER ST
Valuation
Tax & Assessment
Property Facts
Transaction History(7)
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: Brookline School District
Neighborhood · ZIP 02446These 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
38 Winchester 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 98% of homes in Coolidge Corner
- Costs more per square foot than 94% of homes in Norfolk County
- Among the smallest homes in Norfolk County
- Has a smaller lot than 98% of homes in Norfolk County
- Older than 89% of homes in Norfolk County
What homes are worth in Brookline 02446
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 2% of homes in Brookline 02446.
How it measures up in Brookline 02446
The dot is this home. The mark in the middle is the typical home in Brookline 02446.
Pricier than 2% of homes nearby
Pricier than 69% of homes nearby
Bigger than 3% of homes nearby
Bigger than 6% of homes nearby
Newer than 22% of homes nearby
| Measure | This home | Coolidge Corner | Brookline 02446 | Norfolk County |
|---|---|---|---|---|
| Estimated valuepricier than | $425,956 | 2% of homes | 2% of homes | 8% of homes |
| Price per ft²pricier than | $953 | 69% of homes | 69% of homes | 94% of homes |
| Living areabigger than | 447 ft² | 3% of homes | 3% of homes | almost no homes |
| Lot sizebigger than | 3,476 ft² | 6% of homes | 6% of homes | 2% of homes |
| Year builtnewer than | 1905 | 21% of homes | 22% of homes | 11% of homes |
About 38 Winchester St
How much is 38 Winchester St, Brookline, MA worth?
The TopHap Estimate for 38 Winchester St, Brookline, MA is $425,956 as of Sep 24, 2026. The likely range is $384,173 to $467,739. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 38 Winchester St, Brookline, MA last sell?
38 Winchester St, Brookline, MA last sold on Apr 10, 2017 for $400,000, according to the county's recorded deed. TopHap holds 6 recorded sales for this parcel.
How big is 38 Winchester St, Brookline, MA?
38 Winchester St, Brookline, MA has 1 bedrooms, 1 bathrooms and 447 square feet of living space.
When was 38 Winchester St, Brookline, MA built?
38 Winchester St, Brookline, MA was built in 1905, making it 121 years old. The building has 1 story.
What schools serve 38 Winchester St, Brookline, MA?
38 Winchester St, Brookline, MA is assigned to Edward Devotion School (elementary), rated A; Brookline High School (high), rated A-. All sit in Brookline School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 38 Winchester St, Brookline, MA compare to other homes in Brookline 02446?
Among the 7,868 homes in Brookline 02446, it is worth more than 2% of them ($425,956 against a typical $1,020,905), its price per square foot is higher than 69% of them ($953 against a typical $868), it is bigger than 3% of them (447 ft² against a typical 1,244 ft²), its lot is bigger than 6% of them (3,476 ft² against a typical 0.29 ac) and it is newer than 22% of them (1905 against a typical 1925). Measured against all of Norfolk County, it is worth more than 8% 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 38 Winchester St, Brookline, MA?
The 2025 property tax bill for 38 Winchester St, Brookline, MA was $3,758. The county assessed it at $380,700.
More homes on Winchester St
- 49 Winchester St # 2$1.3M2 bd · 2 ba · 1,377 ft² · Sold $1.3M · May 2026
- 38 Winchester St # 4$568K1 bd · 1 ba · 763 ft² · Sold $565K · May 2026
- 19 Winchester St # 110$467K1 bd · 1 ba · 612 ft² · Sold $465K · May 2026
- 67 Winchester St # 6$804K210 ft² · Sold $202K · May 2026
- 20 Winchester St # 3$1M2 bd · 2 ba · 1,296 ft² · Sold $1M · Apr 2026
- 34 Winchester St # 1$353K1 bd · 1 ba · 660 ft² · Sold $350K · Jan 2026
- 47 Winchester St # 2$1.2M3 bd · 2 ba · 1,310 ft² · Sold $1.1M · Oct 2025
- 19 Winchester St # 102$568K1 bd · 1 ba · 612 ft² · Sold $560K · Sep 2025
- 19 Winchester St # 304$563K1 bd · 1 ba · 698 ft² · Sold $555K · Sep 2025
- 36 Winchester St # 6$386K1 bd · 1 ba · 410 ft² · Sold $380K · Jul 2025
- 66 Winchester St # Phb$1.1M2 bd · 2 ba · 1,311 ft² · Sold $1.1M · Jul 2025
- 32 Winchester St # 4$533K1 bd · 1 ba · 763 ft² · Sold $525K · Jul 2025
Closest homes
- 38 Winchester St$483K0 ft · 1 bd · 1 ba · 660 ft² · Sold $499K · May 2017
- 38 Winchester St$418K0 ft · 1 bd · 1 ba · 410 ft² · Sold $215K · Nov 2010
- 38 Winchester St$426K0 ft · 1 bd · 1 ba · 447 ft² · Sold $289K · Jul 2014
- 38 Winchester St$424K0 ft · 1 bd · 1 ba · 447 ft² · Sold $224K · May 2011
- 38 Winchester St$380K0 ft · 1 bd · 1 ba · 410 ft² · Sold $62K · Nov 1997
- 38 Winchester St$408K0 ft · 1 bd · 1 ba · 410 ft² · Sold $361K · Dec 2017
- 38 Winchester St$572K0 ft · 1 bd · 1 ba · 778 ft² · Sold $382K · Jun 2013
- 38 Winchester St$465K0 ft · 1 bd · 1 ba · 684 ft² · Sold $226K · Mar 2003
More homes in Brookline 02446
- 178 Ivy St$4.7M3 bd · 2.5 ba · 2,556 ft² · Sold $4.7M · Sep 2026
- 662 Washington St$316K1 bd · 168 ft² · Sold $75K · Sep 2026
- 84 Westbourne Ter$2M4 bd · 4.5 ba · 3,083 ft² · Sold $2.9M · Sep 2026
- 255 Saint Paul St$1.1M1 bd · 363 ft² · Sold $200K · Aug 2026
- 147 Fuller St$1.1M2 bd · 1 ba · 1,358 ft² · Sold $1.1M · Aug 2026
- 106 Jordan Rd$2M3 bd · 2.5 ba · 1,746 ft² · Sold $2.4M · Aug 2026
- 91 Thorndike St$3.3M5 bd · 3.5 ba · 3,229 ft² · Sold $3.2M · Aug 2026
- 23 Summit Ave$1.8M3 bd · 3 ba · 1,268 ft² · Sold $2.1M · Aug 2026
- 50 Longwood Ave$489K1 bd · 1 ba · 827 ft² · Sold $655K · Aug 2026
- 152 Harvard St$1.1M3 bd · 2 ba · 1,468 ft² · Sold $1.1M · Aug 2026
- 227 Summit Ave$1.6M3 bd · 2.5 ba · 1,889 ft² · Sold $1.6M · Aug 2026
- 15 Naples Rd$3M5 bd · 4.5 ba · 3,053 ft² · Sold $2.7M · Aug 2026
Assigned schools
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