138 WINCHESTER ST
Valuation
Tax & Assessment
Property Facts
Transaction History(1)
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
138 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 more than 95% of homes in Norfolk County
- Costs more per square foot than 94% of homes in Norfolk County
- Bigger than 77% of homes in Coolidge Corner
- Older than 81% 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 86% 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 86% of homes nearby
Pricier than 75% of homes nearby
Bigger than 77% of homes nearby
Newer than 48% of homes nearby
| Measure | This home | Coolidge Corner | Brookline 02446 | Norfolk County |
|---|---|---|---|---|
| Estimated valuepricier than | $2,305,174 | 86% of homes | 86% of homes | 95% of homes |
| Price per ft²pricier than | $991 | 75% of homes | 75% of homes | 94% of homes |
| Living areabigger than | 2,327 ft² | 77% of homes | 77% of homes | 74% of homes |
| Year builtnewer than | 1920 | 48% of homes | 48% of homes | 19% of homes |
About 138 Winchester St
How much is 138 Winchester St, Brookline, MA worth?
The TopHap Estimate for 138 Winchester St, Brookline, MA is $2,305,174 as of Sep 24, 2026. The likely range is $2,206,693 to $2,403,655. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 138 Winchester St, Brookline, MA last sell?
138 Winchester St, Brookline, MA last sold on May 24, 2019 for $1,945,000, according to the county's recorded deed.
How big is 138 Winchester St, Brookline, MA?
138 Winchester St, Brookline, MA has 3 bedrooms, 4.5 bathrooms and 2,327 square feet of living space.
When was 138 Winchester St, Brookline, MA built?
138 Winchester St, Brookline, MA was built in 1920, making it 106 years old. It is a condo/apartment home. The building has 3 stories.
What schools serve 138 Winchester St, Brookline, MA?
138 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 138 Winchester St, Brookline, MA compare to other homes in Brookline 02446?
Among the 7,868 homes in Brookline 02446, it is worth more than 86% of them ($2,305,174 against a typical $1,011,036), its price per square foot is higher than 75% of them ($991 against a typical $867), it is bigger than 77% of them (2,327 ft² against a typical 1,250 ft²) and it is newer than 48% of them (1920 against a typical 1925). Measured against all of Norfolk County, it is worth more than 95% 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 138 Winchester St, Brookline, MA?
The 2025 property tax bill for 138 Winchester St, Brookline, MA was $20,722. The county assessed it at $2,099,500.
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
- 138 Winchester St # 1$2.3M0 ft · 3 bd · 4 ba · 2,041 ft² · Sold $2.4M · May 2024
- 134 Winchester St49 ft · 6 bd · 2 ba · 3,151 ft² · Sold Jan 1900
- 144 Winchester St50 ft · 8 bd · 4 ba · 3,984 ft² · Sold Jan 1900
- 130 Winchester St98 ft · 4 bd · 3 ba · 2,700 ft² · Sold $53K · Jun 1977
- 148 Winchester St101 ft · 7 bd · 4 ba · 3,942 ft² · Sold Jan 1900
- 197 Mason Ter$2.8M154 ft · 4 bd · 3.5 ba · 2,208 ft² · Sold $2.3M · Jun 2024
- 193 Mason Ter$2.1M177 ft · 4 bd · 2.5 ba · 1,905 ft² · Sold Jan 1900
- 203 Mason Ter$3.1M155 ft · 5 bd · 3.5 ba · 3,060 ft² · Sold Sep 2014
More homes in Brookline 02446
- 80 Vernon St$3.2M20 bd · 20 ba · 21,831 ft² · Sold $3.1M · Oct 2026
- 47 Alton Pl$1.8M4 bd · 2 ba · 2,140 ft² · Sold $1.9M · Oct 2026
- 7 Chatham St$7.4M7 bd · 5.5 ba · 6,648 ft² · Sold $7M · Oct 2026
- 131 Carlton St$5.6M6 bd · 4.5 ba · 6,494 ft² · Sold $5.5M · Sep 2026
- 32 James St$891K3 bd · 1 ba · 1,120 ft² · Sold $889K · Sep 2026
- 69 Lancaster Ter0.24 ac · Sold $500K · Sep 2026
- 45 Longwood Ave$849K2 bd · 2 ba · 1,161 ft² · Sold $835K · Sep 2026
- 38 Fuller St$3.9M5 bd · 4.5 ba · 3,170 ft² · Sold $4.4M · Sep 2026
- 16 York Ter$2.8M4 bd · 6 ba · 3,050 ft² · Sold $2.8M · Sep 2026
- 1600 Beacon St$549K1 bd · 1 ba · 557 ft² · Sold $475K · Sep 2026
- 132 Sewall Ave$1.7M3 bd · 2 ba · 1,873 ft² · Sold $1.7M · Sep 2026
- 2 Mason Ter$3M6 bd · 3.5 ba · 5,748 ft² · Sold $2.5M · Sep 2026
Assigned schools
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