39 Orchard St
Winchester, CT 06098
3 bd 2 ba 1,200 sqft Built 1879 Lot 11,326 sqft single_family
Most recent sale
$235,000
Mar 31, 2023
Location
Timeline: Sale, Listing & Tax History
Recorded events
| Date | Event | Price | Source |
|---|---|---|---|
| Dec 3, 2025 | Sold | $290,000 | Public Record |
| Nov 30, 2025 | Listed | $279,923 | SMARTMLS |
| Nov 26, 2025 | Sold | $290,000 | SMARTMLS |
| Sep 29, 2025 | Listed | $279,923 | SMARTMLS |
| Jul 18, 2025 | Sold | $208,900 | SMARTMLS |
| Mar 9, 2025 | Listed | $230,000 | SMARTMLS |
| Mar 31, 2023 | Sold | $235,000 | SMARTMLS |
| Jan 1, 2023 | Listing removed | — | SMARTMLS |
| Nov 21, 2022 | Relisted | $225,000 | SMARTMLS |
| Nov 14, 2022 | Listing removed | — | SMARTMLS |
| Oct 21, 2022 | Listed | $225,000 | SMARTMLS |
| Dec 27, 2021 | Sold | $128,000 | SMARTMLS |
| Nov 19, 2002 | Sold | $99,900 | Public Record |
Tax assessment history
| Year | Building | Land | Total assessed | Tax paid |
|---|---|---|---|---|
| 2025 | $87,640 | $32,830 | $120,470 | $3,514 |
| 2023 | $55,650 | $32,830 | $88,480 | $2,335 |
| 2022 | $60,620 | $23,800 | $84,420 | $2,831 |
| 2021 | $56,280 | $23,800 | $80,080 | $2,686 |
| 2020 | $56,280 | $23,800 | $80,080 | $2,686 |
| 2018 | $56,280 | $23,800 | $80,080 | $2,686 |
| 2017 | $52,570 | $23,800 | $76,370 | $2,561 |
| 2016 | $52,290 | $23,800 | $76,090 | $2,552 |
| 2015 | $52,290 | $23,800 | $76,090 | $2,488 |
| 2013 | $52,290 | $23,800 | $76,090 | $2,374 |
| 2006 | $42,420 | $22,540 | $64,960 | $2,166 |
| 2005 | $42,420 | $22,540 | $64,960 | $2,142 |
| 2003 | $42,420 | $22,540 | $64,960 | $1,957 |
Property facts
Year built
1879
Property type
single_family
Stories
—
Beds
3
Baths
2
Living area
1,200 sqft
Lot size
11,326 sqft
ZIP code
06098
City
Winchester
Street
Orchard St
Coordinates
41.91890, -73.07519
Comparable properties nearby
Investment analysis
Estimates based on local averages — not personalized adviceEstimated monthly rent
$1,800
Gross rental yield
9.19%
Implied cap rate
5.97%
Trend-extrapolated value
—
Frequently asked questions
When did 39 Orchard St last sell?
39 Orchard St most recently sold on Mar 31, 2023 for $235,000.
What is the current tax assessment for 39 Orchard St?
The most recent total assessment for 39 Orchard St (year 2025) is $120,470 with $3,514 in property tax.
How does 39 Orchard St's assessment compare to its last sale price?
The current assessment is 48.7% below the last sale price of $235,000.
When was 39 Orchard St built?
39 Orchard St was built in 1879.
How does 39 Orchard St compare to others on Orchard St?
We track 2 other properties on Orchard St. Browse the list under "Other properties on Orchard St" to compare beds, baths, and sale history.
What are the property facts for 39 Orchard St?
39 Orchard St is a 3 bed, 2 bath, 1,200 sqft, 11,326 sqft lot single_family.
Is 39 Orchard St a flip candidate?
Yes — 39 Orchard St appears in our flips dataset, indicating it sold twice within a short window with a notable price change.
Is 39 Orchard St a tax-appeal candidate?
No — 39 Orchard 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
+0.4%
Implied 1-yr
+1.7%
2026 Q3
$325.2K
2026 Q4
$326.6K
ZIP 06098 — Median Price History + Forecast
Explore nearby
Geography
Other properties on Orchard St