16 Chestnut St
Winchester, MA 01890
6 bd 5 ba 6,100 sqft Built 1908 Lot 16,988 sqft single_family
Most recent sale
$2,625,000
Oct 17, 2022
Location
Timeline: Sale, Listing & Tax History
Recorded events
| Date | Event | Price | Source |
|---|---|---|---|
| Oct 17, 2022 | Sold | $2,625,000 | MLS #73033839 |
| Sep 16, 2022 | Price changed | $2,849,000 | MLS #73033839 |
| Sep 8, 2022 | Listed | $2,999,000 | MLS #73033839 |
| Jun 17, 2002 | Sold | $1,300,000 | Public Record |
| Aug 5, 1983 | Sold | $180,000 | Public Record |
Tax assessment history
| Year | Building | Land | Total assessed | Tax paid |
|---|---|---|---|---|
| 2025 | $1,448,600 | $1,292,900 | $2,741,500 | $30,403 |
| 2023 | $1,443,800 | $1,254,900 | $2,698,700 | $28,458 |
| 2022 | $1,130,300 | $1,064,700 | $2,195,000 | $27,459 |
| 2021 | $1,130,300 | $931,700 | $2,062,000 | $26,455 |
| 2020 | $1,130,300 | $931,700 | $2,062,000 | $25,548 |
| 2019 | $1,130,300 | $817,600 | $1,947,900 | $23,589 |
| 2018 | $1,095,700 | $798,600 | $1,894,300 | $23,092 |
| 2017 | $968,400 | $759,600 | $1,728,000 | $21,220 |
| 2016 | $927,700 | $759,600 | $1,687,300 | $19,708 |
| 2015 | $899,400 | $690,200 | $1,589,600 | $19,298 |
| 2014 | $888,700 | $627,400 | $1,516,100 | $19,194 |
| 2006 | $686,100 | $616,600 | $1,302,700 | $13,509 |
| 2005 | $675,400 | $565,600 | $1,241,000 | $12,931 |
| 2004 | $650,100 | $528,600 | $1,178,700 | $13,414 |
| 2003 | $628,600 | $513,400 | $1,142,000 | $12,996 |
Property facts
Year built
1908
Property type
single_family
Stories
—
Beds
6
Baths
5
Living area
6,100 sqft
Lot size
16,988 sqft
ZIP code
01890
City
Winchester
Street
Chestnut St
Coordinates
42.44476, -71.13206
Comparable properties nearby
Block-level micro-comps
Same street, ±3 house numbers, sold in the last 24 monthsInvestment analysis
Estimates based on local averages — not personalized adviceEstimated monthly rent
$17,690
Gross rental yield
8.09%
Implied cap rate
5.26%
Trend-extrapolated value
—
Frequently asked questions
When did 16 Chestnut St last sell?
16 Chestnut St most recently sold on Oct 17, 2022 for $2,625,000.
What is the current tax assessment for 16 Chestnut St?
The most recent total assessment for 16 Chestnut St (year 2025) is $2,741,500 with $30,403 in property tax.
How does 16 Chestnut St's assessment compare to its last sale price?
The current assessment is 4.4% above the last sale price of $2,625,000.
When was 16 Chestnut St built?
16 Chestnut St was built in 1908.
How does 16 Chestnut St compare to others on Chestnut St?
We track 5 other properties on Chestnut St. Browse the list under "Other properties on Chestnut St" to compare beds, baths, and sale history.
What are the property facts for 16 Chestnut St?
16 Chestnut St is a 6 bed, 5 bath, 6,100 sqft, 16,988 sqft lot single_family.
Is 16 Chestnut St a flip candidate?
No — 16 Chestnut St does not appear in our flips dataset.
Is 16 Chestnut St a tax-appeal candidate?
No — 16 Chestnut St is not currently flagged as a tax-appeal candidate.
Forecast for this area
ZIP-area linear projection — not a per-property automated valuationQuarterly trend
+1.1%
Implied 1-yr
+4.5%
2026 Q2
$1.94M
2026 Q3
$1.96M
ZIP 01890 — Median Price History + Forecast
Explore nearby
Geography
Other properties on Chestnut St