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165 Winchester St

Brookline, MA 02446

4 bd 4 ba 3,740 sqft Built 1900 condos
No recorded sales

Location

Timeline: Sale, Listing & Tax History

Recorded events

No recorded events

No sale or listing events are on file for this property.

Tax assessment history

YearBuildingLandTotal assessedTax paid
2025 $2,293,400 $2,293,400 $22,636
2024 $2,248,400 $2,248,400 $21,967
2023 $2,063,700 $2,063,700 $20,575
2022 $2,003,600 $2,003,600 $20,417
2021 $1,983,800 $1,983,800 $19,441
2020 $1,964,200 $1,964,200 $18,562
2019 $1,870,700 $1,870,700 $17,528
2018 $1,669,300 $1,669,300 $15,792
2017 $1,545,600 $1,545,600 $15,271

Property facts

Year built
1900
Property type
condos
Stories
Beds
4
Baths
4
Living area
3,740 sqft
Lot size
ZIP code
02446
City
Brookline
Street
Winchester St
Coordinates
42.34492, -71.13066

Comparable properties nearby

Frequently asked questions

When did 165 Winchester St last sell?
No public-record sale is on file for 165 Winchester St.
What is the current tax assessment for 165 Winchester St?
The most recent total assessment for 165 Winchester St (year 2025) is $2,293,400 with $22,636 in property tax.
When was 165 Winchester St built?
165 Winchester St was built in 1900.
How does 165 Winchester St compare to others on Winchester St?
We track 8 other properties on Winchester St. Browse the list under "Other properties on Winchester St" to compare beds, baths, and sale history.
What are the property facts for 165 Winchester St?
165 Winchester St is a 4 bed, 4 bath, 3,740 sqft condos.
Is 165 Winchester St a flip candidate?
No — 165 Winchester St does not appear in our flips dataset.
Is 165 Winchester St a tax-appeal candidate?
No — 165 Winchester St is not currently flagged as a tax-appeal candidate.

Forecast for this area

ZIP-area linear projection — not a per-property automated valuation
Quarterly trend
-3.6%
Implied 1-yr
-14.3%
2026 Q3
$1.05M
2026 Q4
$1M
ZIP 02446 — Median Price History + Forecast

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