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33 Winslow Rd

Brookline, MA 02446

3 bd 1 ba 880 sqft Built 1944 condos
Most recent sale
$525,000
Oct 14, 2022

Location

Timeline: Sale, Listing & Tax History

Recorded events

DateEventPriceSource
Sep 24, 2024 Listing removed $3,600 MLSPIN
Jan 1, 2024 Listing removed $3,500 MLSPIN
Oct 14, 2022 Sold $525,000 MLS #73015571
Sep 16, 2022 Price changed $549,900 MLS #73015571
Aug 4, 2022 Listing removed $3,300 MLSPIN
Aug 4, 2022 Price changed $549,000 MLS #73015571
Jul 26, 2022 Listed for rent $3,300 MLSPIN
Jul 25, 2022 Price changed $549,900 MLS #73015571
Jul 21, 2022 Listed $579,900 MLS #73015571
May 3, 2019 Sold $550,000 MLS #72462072
Apr 26, 2019 Relisted $539,800 MLS #72462072
Mar 7, 2019 Listed $539,800 MLS #72462072
Feb 3, 2016 Listing removed $3,100 AppfolioUnits
Jan 27, 2016 Price changed for rent $3,100 AppfolioUnits
Jan 13, 2016 Listing removed $3,200 AppfolioUnits
Dec 9, 2015 Listed for rent $3,200 AppfolioUnits
Dec 5, 2015 Listed for rent $3,200 AppfolioUnits
Sep 22, 2015 Listed for rent $2,700 AppfolioUnits
Mar 2, 2015 Listing removed $3,100 AppfolioUnits
Jan 19, 2015 Listed for rent $3,100 AppfolioUnits
Apr 17, 2009 Sold $247,500 MLS #70877472
Mar 1, 2009 Relisted $295,000 MLS #70877472
Feb 24, 2009 Listing removed $295,000 MLSPIN
Feb 20, 2009 Listed $275,000 MLS #70877472
Oct 21, 2008 Listing removed $275,000 MLSPIN
Oct 4, 2008 Listed $275,000 MLS #70830513
Aug 14, 2008 Sold $192,000 Public Record

Tax assessment history

YearBuildingLandTotal assessedTax paid
2025 $538,000 $538,000 $5,310
2024 $527,400 $527,400 $5,153
2023 $542,600 $542,600 $5,410
2022 $532,000 $532,000 $5,421
2021 $526,700 $526,700 $5,162
2020 $521,500 $521,500 $4,928
2019 $487,000 $487,000 $4,563
2018 $441,000 $441,000 $4,172
2017 $408,300 $408,300 $4,034
2016 $371,200 $371,200 $3,868
2015 $337,500 $337,500 $3,605
2014 $294,600 $294,600 $3,355
2006 $278,300 $2,658
2005 $251,800 $2,576
2004 $235,400 $2,502
2003 $220,000 $2,466

Property facts

Year built
1944
Property type
condos
Stories
1
Beds
3
Baths
1
Living area
880 sqft
Lot size
ZIP code
02446
City
Brookline
Street
Winslow Rd
Coordinates
42.35065, -71.12290

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
$2,552
Gross rental yield
5.83%
Implied cap rate
3.79%
Trend-extrapolated value

Frequently asked questions

When did 33 Winslow Rd last sell?
33 Winslow Rd most recently sold on Oct 14, 2022 for $525,000.
What is the current tax assessment for 33 Winslow Rd?
The most recent total assessment for 33 Winslow Rd (year 2025) is $538,000 with $5,310 in property tax.
How does 33 Winslow Rd's assessment compare to its last sale price?
The current assessment is 2.5% above the last sale price of $525,000.
When was 33 Winslow Rd built?
33 Winslow Rd was built in 1944.
How does 33 Winslow Rd compare to others on Winslow Rd?
We track 4 other properties on Winslow Rd. Browse the list under "Other properties on Winslow Rd" to compare beds, baths, and sale history.
What are the property facts for 33 Winslow Rd?
33 Winslow Rd is a 3 bed, 1 bath, 880 sqft condos.
Is 33 Winslow Rd a flip candidate?
No — 33 Winslow Rd does not appear in our flips dataset.
Is 33 Winslow Rd a tax-appeal candidate?
No — 33 Winslow Rd 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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