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19 Winchester St

Brookline, MA 02446

1 bd 1 ba 699 sqft Built 1968 condos
Most recent sale
$597,450
Jun 27, 2022

Location

Timeline: Sale, Listing & Tax History

Recorded events

DateEventPriceSource
May 2, 2025 Listing removed $3,000 MLSPIN
Feb 13, 2025 Listed for rent $3,000 MLSPIN
Jun 27, 2022 Sold $597,450 MLS #72969240
Apr 20, 2022 Listed $599,900 MLS #72969240
Jul 4, 2021 Listing removed $2,375 MLSPIN
Jun 26, 2021 Listing removed $2,375 MLSPIN
Jun 4, 2021 Listed for rent $2,375 MLSPIN
Aug 21, 2017 Listing removed $2,200 MLSPIN
Aug 5, 2017 Price changed for rent $2,200 MLSPIN
Jul 10, 2017 Price changed for rent $2,395 MLSPIN
Jun 20, 2017 Price changed for rent $2,450 MLSPIN
Jun 8, 2017 Listed for rent $2,500 MLSPIN
Jul 12, 2016 Listing removed $2,450 MLSPIN
May 31, 2016 Price changed for rent $2,450 MLSPIN
May 17, 2016 Listed for rent $2,500 MLSPIN
Jul 3, 2015 Listing removed $2,450 MLSPIN
Jun 19, 2015 Price changed for rent $2,450 MLSPIN
Jun 5, 2015 Listed for rent $2,500 MLSPIN
Feb 28, 1987 Sold $142,000 Public Record

Tax assessment history

YearBuildingLandTotal assessedTax paid
2025 $572,500 $572,500 $5,651
2024 $561,300 $561,300 $5,484
2023 $558,000 $558,000 $5,563
2022 $547,000 $547,000 $5,574
2021 $541,700 $541,700 $5,309
2020 $536,300 $536,300 $5,068
2019 $510,800 $510,800 $4,786
2018 $487,700 $487,700 $4,614
2017 $451,600 $451,600 $4,462
2016 $399,400 $399,400 $4,162
2015 $363,100 $363,100 $3,878
2014 $323,600 $323,600 $3,686
2006 $301,700 $2,881
2005 $285,200 $2,918
2004 $266,500 $2,833
2003 $249,100 $2,792

Property facts

Year built
1968
Property type
condos
Stories
1
Beds
1
Baths
1
Living area
699 sqft
Lot size
ZIP code
02446
City
Brookline
Street
Winchester St
Coordinates
42.34228, -71.12512

Comparable properties nearby

Block-level micro-comps

Same street, ±3 house numbers, sold in the last 24 months

Investment analysis

Estimates based on local averages — not personalized advice
Estimated monthly rent
$2,027
Gross rental yield
4.07%
Implied cap rate
2.65%
Trend-extrapolated value

Frequently asked questions

When did 19 Winchester St last sell?
19 Winchester St most recently sold on Jun 27, 2022 for $597,450.
What is the current tax assessment for 19 Winchester St?
The most recent total assessment for 19 Winchester St (year 2025) is $572,500 with $5,651 in property tax.
How does 19 Winchester St's assessment compare to its last sale price?
The current assessment is 4.2% below the last sale price of $597,450.
When was 19 Winchester St built?
19 Winchester St was built in 1968.
How does 19 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 19 Winchester St?
19 Winchester St is a 1 bed, 1 bath, 699 sqft condos.
Is 19 Winchester St a flip candidate?
No — 19 Winchester St does not appear in our flips dataset.
Is 19 Winchester St a tax-appeal candidate?
No — 19 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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