49 WINCHESTER ST
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(8)
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
49 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 82% of homes in Norfolk County
- Costs more per square foot than 92% of homes in Norfolk County
- Smaller than 67% of homes in Norfolk County
- Has a smaller lot than 96% of homes in Norfolk County
- Older than 85% 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 61% 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 61% of homes nearby
Pricier than 61% of homes nearby
Bigger than 55% of homes nearby
Bigger than 12% of homes nearby
Newer than 34% of homes nearby
| Measure | This home | Coolidge Corner | Brookline 02446 | Norfolk County |
|---|---|---|---|---|
| Estimated valuepricier than | $1,256,364 | 62% of homes | 61% of homes | 82% of homes |
| Price per ft²pricier than | $912 | 62% of homes | 61% of homes | 92% of homes |
| Living areabigger than | 1,377 ft² | 56% of homes | 55% of homes | 33% of homes |
| Lot sizebigger than | 4,326 ft² | 12% of homes | 12% of homes | 4% of homes |
| Year builtnewer than | 1915 | 33% of homes | 34% of homes | 15% of homes |
About 49 Winchester St
How much is 49 Winchester St, Brookline, MA worth?
The TopHap Estimate for 49 Winchester St, Brookline, MA is $1,256,364 as of Sep 24, 2026. The likely range is $1,144,204 to $1,368,524. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 49 Winchester St, Brookline, MA last sell?
49 Winchester St, Brookline, MA last sold on May 26, 2026 for $1,250,000, according to the county's recorded deed. TopHap holds 4 recorded sales for this parcel.
How big is 49 Winchester St, Brookline, MA?
49 Winchester St, Brookline, MA has 2 bedrooms, 2 bathrooms and 1,377 square feet of living space.
When was 49 Winchester St, Brookline, MA built?
49 Winchester St, Brookline, MA was built in 1915, making it 111 years old. The building has 1 story.
What schools serve 49 Winchester St, Brookline, MA?
49 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 49 Winchester St, Brookline, MA compare to other homes in Brookline 02446?
Among the 7,868 homes in Brookline 02446, it is worth more than 61% of them ($1,256,364 against a typical $1,019,944), its price per square foot is higher than 61% of them ($912 against a typical $868), it is bigger than 55% of them (1,377 ft² against a typical 1,246 ft²), its lot is bigger than 12% of them (4,326 ft² against a typical 0.29 ac) and it is newer than 34% of them (1915 against a typical 1925). Measured against all of Norfolk County, it is worth more than 82% 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 49 Winchester St, Brookline, MA?
The 2025 property tax bill for 49 Winchester St, Brookline, MA was $10,747. The county assessed it at $1,088,900.
More homes on Winchester St
- 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
- 66 Winchester St # 203$1.1M2 bd · 2 ba · 1,236 ft² · Sold $1.1M · Jul 2025
Closest homes
- 49 Winchester St$1.3M0 ft · 2 bd · 2 ba · 1,377 ft² · Sold Jan 1900
- 49 Winchester St$1.1M0 ft · 2 bd · 2 ba · 1,264 ft² · Sold $185K · Jan 1997
- 51 Winchester St$1.2M28 ft · 2 bd · 1 ba · 1,310 ft² · Sold $208K · Sep 1995
- 51 Winchester St$1.1M28 ft · 3 bd · 1 ba · 1,428 ft² · Sold $445K · Apr 2003
- 51 Winchester St$1.4M28 ft · 3 bd · 1 ba · 1,428 ft² · Sold $710K · Feb 2014
- 47 Winchester St$1.1M30 ft · 2 bd · 2.5 ba · 1,275 ft² · Sold $440K · Jan 2008
- 47 Winchester St$1.2M30 ft · 3 bd · 2 ba · 1,310 ft² · Sold $1.1M · Oct 2025
- 47 Winchester St$1M30 ft · 3 bd · 3 ba · 1,310 ft² · Sold $435K · Sep 2007
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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