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54 Woodside Rd

Winchester, MA 01890

5 bd 3 ba 2,630 sqft Built 1925 Lot 12,197 sqft single_family
Most recent sale
$1,530,000
Nov 18, 2021

Location

Timeline: Sale, Listing & Tax History

Recorded events

DateEventPriceSource
Nov 18, 2021 Sold $1,530,000 MLS #72901290
Sep 28, 2021 Listed $1,425,000 MLS #72901290
Jul 2, 1999 Sold $350,000 Public Record
May 27, 1993 Sold $225,000 Public Record

Tax assessment history

YearBuildingLandTotal assessedTax paid
2025 $636,800 $861,900 $1,498,700 $16,621
2023 $591,900 $861,900 $1,453,800 $15,729
2022 $465,300 $689,500 $1,154,800 $14,447
2021 $465,300 $620,600 $1,085,900 $13,932
2020 $465,300 $620,600 $1,085,900 $13,454
2019 $465,300 $551,600 $1,016,900 $12,315
2018 $444,700 $498,200 $942,900 $11,494
2017 $422,400 $428,400 $850,800 $10,448
2016 $411,300 $403,400 $814,700 $9,516
2015 $397,900 $403,400 $801,300 $9,728
2014 $374,600 $336,100 $710,700 $8,997
2006 $293,000 $314,800 $607,800 $6,303
2005 $283,000 $288,700 $571,700 $5,957
2004 $243,600 $254,300 $497,900 $5,666
2003 $218,800 $246,500 $465,300 $5,295

Property facts

Year built
1925
Property type
single_family
Stories
Beds
5
Baths
3
Living area
2,630 sqft
Lot size
12,197 sqft
ZIP code
01890
City
Winchester
Street
Woodside Rd
Coordinates
42.45869, -71.15138

Comparable properties nearby

Investment analysis

Estimates based on local averages — not personalized advice
Estimated monthly rent
$7,627
Gross rental yield
5.98%
Implied cap rate
3.89%
Trend-extrapolated value

Frequently asked questions

When did 54 Woodside Rd last sell?
54 Woodside Rd most recently sold on Nov 18, 2021 for $1,530,000.
What is the current tax assessment for 54 Woodside Rd?
The most recent total assessment for 54 Woodside Rd (year 2025) is $1,498,700 with $16,621 in property tax.
How does 54 Woodside Rd's assessment compare to its last sale price?
The current assessment is 2.0% below the last sale price of $1,530,000.
When was 54 Woodside Rd built?
54 Woodside Rd was built in 1925.
How does 54 Woodside Rd compare to others on Woodside Rd?
We track 8 other properties on Woodside Rd. Browse the list under "Other properties on Woodside Rd" to compare beds, baths, and sale history.
What are the property facts for 54 Woodside Rd?
54 Woodside Rd is a 5 bed, 3 bath, 2,630 sqft, 12,197 sqft lot single_family.
Is 54 Woodside Rd a flip candidate?
No — 54 Woodside Rd does not appear in our flips dataset.
Is 54 Woodside Rd a tax-appeal candidate?
No — 54 Woodside 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
+1.1%
Implied 1-yr
+4.5%
2026 Q2
$1.94M
2026 Q3
$1.96M
ZIP 01890 — Median Price History + Forecast

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