14 Chestnut St
Winchester, MA 01890
5 bd 3 ba 3,480 sqft Built 1933 Lot 10,019 sqft single_family
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
| Year | Building | Land | Total assessed | Tax paid |
|---|---|---|---|---|
| 2025 | $681,500 | $1,126,900 | $1,808,400 | $20,055 |
| 2024 | $632,300 | $1,093,700 | $1,726,000 | $19,556 |
| 2023 | $611,800 | $1,027,500 | $1,639,300 | $19,344 |
| 2022 | $580,200 | $928,000 | $1,508,200 | $18,868 |
| 2021 | $580,200 | $812,000 | $1,392,200 | $17,862 |
| 2020 | $580,200 | $812,000 | $1,392,200 | $17,249 |
| 2019 | $580,200 | $712,600 | $1,292,800 | $15,656 |
| 2018 | $564,200 | $696,000 | $1,260,200 | $15,362 |
| 2016 | $515,900 | $662,000 | $1,177,900 | $13,758 |
| 2015 | $496,600 | $601,600 | $1,098,200 | $13,332 |
| 2014 | $481,000 | $546,900 | $1,027,900 | $13,013 |
| 2006 | $434,700 | $537,400 | $972,100 | $10,081 |
| 2005 | $434,700 | $493,000 | $927,700 | $9,667 |
| 2004 | $392,800 | $460,700 | $853,500 | $9,713 |
| 2003 | $383,200 | $447,400 | $830,600 | $9,452 |
Property facts
Year built
1933
Property type
single_family
Stories
—
Beds
5
Baths
3
Living area
3,480 sqft
Lot size
10,019 sqft
ZIP code
01890
City
Winchester
Street
Chestnut St
Coordinates
42.44475, -71.13243
Comparable properties nearby
Block-level micro-comps
Same street, ±3 house numbers, sold in the last 24 monthsFrequently asked questions
When did 14 Chestnut St last sell?
No public-record sale is on file for 14 Chestnut St.
What is the current tax assessment for 14 Chestnut St?
The most recent total assessment for 14 Chestnut St (year 2025) is $1,808,400 with $20,055 in property tax.
When was 14 Chestnut St built?
14 Chestnut St was built in 1933.
How does 14 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 14 Chestnut St?
14 Chestnut St is a 5 bed, 3 bath, 3,480 sqft, 10,019 sqft lot single_family.
Is 14 Chestnut St a flip candidate?
No — 14 Chestnut St does not appear in our flips dataset.
Is 14 Chestnut St a tax-appeal candidate?
No — 14 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