165 Winchester St
+585.6%vs the Brookline ZIP median sale $/ft² ($143)
Sales Performance
1 arms-length sales on record for this building.
Unit Mix & Floor PlansThe building's recurring floor plans, found by grouping units with identical beds, baths and square footage in county records. Larger groups are the building's standard layouts; leftover units have one-off sizes.
Ownership & Financing
Recent SalesThe latest recorded arms-length sales in the building, newest first.
Values are TopHap estimates, not appraisals. Sales, ownership and tax figures come from recorded county documents via ATTOM and can lag by several weeks.
Property Facts
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.
All UnitsEvery property record the county has at this street address, such as the units in a condo building. Prices shown are our estimates, not asking prices.
Data by ATTOM. Valuations are automated estimates, not appraisals. Photos from Google Street View and may not depict the current property state.
About 165 Winchester St
How many units are in 165 Winchester St, Brookline, MA?
165 Winchester St, Brookline, MA has 2 residential units across built in 1900, according to county assessor records.
What is a unit at 165 Winchester St, Brookline, MA worth?
The median TopHap Estimate across the 2 units at 165 Winchester St, Brookline, MA is $2,429,769. That works out to $980 per square foot. Units run from 1,928 to 3,528 square feet. Estimates are modelled from recorded sales and assessments, not appraisals.
Is 165 Winchester St, Brookline, MA expensive for Brookline?
Units at 165 Winchester St, Brookline, MA carry a median of $980 per square foot, 586% above the Brookline median of $143 per square foot.
How often do units sell at 165 Winchester St, Brookline, MA?
0 units at 165 Winchester St, Brookline, MA sold in the last 12 months, out of 1 recorded arms-length sales all time. That is a turnover rate of 0.0% of the building per year.
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
- 165 Winchester St$2.4M0 ft · 4 bd · 3 ba · 3,528 ft² · Sold Jan 1900
- 167 Winchester St72 ft · 6 bd · 3.5 ba · 3,379 ft² · Sold Mar 2017
- 2 Thorndike St$2.7M85 ft · 5 bd · 5.5 ba · 3,880 ft² · Sold $2.6M · Jul 2024
- 2 Thorndike St$2.5M85 ft · 4 bd · 4.5 ba · 2,032 ft² · Sold Jan 1900
- 1 Columbia Ter118 ft · 6 bd · 4 ba · 4,189 ft² · Sold Jan 1900
- 7 Columbia Ter109 ft · 6 bd · 6 ba · 3,927 ft² · Sold $363K · Jul 1988
- 60 Columbia St141 ft · 6 bd · 3 ba · 4,484 ft² · Sold Jan 1900
- 173 Winchester St$1.4M131 ft · 3 bd · 2.5 ba · 1,959 ft² · Sold $910K · Aug 2021
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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