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69 Upson Ave

Winchester, CT 06098

8 bd 3 ba 3,516 sqft Built 1900 Lot 6,098 sqft multi_family
Most recent sale
$245,000
Nov 22, 2022

Location

Timeline: Sale, Listing & Tax History

Recorded events

DateEventPriceSource
Nov 18, 2025 Listing removed $1,950 SMARTMLS
Oct 23, 2025 Listed for rent $1,950 SMARTMLS
Nov 22, 2022 Sold $245,000 SMARTMLS

Tax assessment history

YearBuildingLandTotal assessedTax paid
2021 $84,840 $17,710 $102,550 $3,440
2020 $83,370 $17,710 $101,080 $3,390
2019 $83,370 $17,710 $101,080 $3,390
2018 $83,370 $17,710 $101,080 $3,390
2017 $84,700 $17,710 $102,410 $3,435
2016 $84,700 $17,710 $102,410 $3,435
2015 $84,700 $17,710 $102,410 $3,349
2013 $84,700 $17,710 $102,410 $3,195
2006 $76,650 $15,050 $91,700 $3,057
2005 $76,650 $15,050 $91,700 $3,024
2003 $76,650 $15,050 $91,700 $2,762

Property facts

Year built
1900
Property type
multi_family
Stories
Beds
8
Baths
3
Living area
3,516 sqft
Lot size
6,098 sqft
ZIP code
06098
City
Winchester
Street
Upson Ave
Coordinates
41.91842, -73.07390

Comparable properties nearby

Investment analysis

Estimates based on local averages — not personalized advice
Estimated monthly rent
$1,470
Gross rental yield
7.20%
Implied cap rate
4.68%
Trend-extrapolated value

Frequently asked questions

When did 69 Upson Ave last sell?
69 Upson Ave most recently sold on Nov 22, 2022 for $245,000.
What is the current tax assessment for 69 Upson Ave?
The most recent total assessment for 69 Upson Ave (year 2021) is $102,550 with $3,440 in property tax.
How does 69 Upson Ave's assessment compare to its last sale price?
The current assessment is 58.1% below the last sale price of $245,000.
When was 69 Upson Ave built?
69 Upson Ave was built in 1900.
How does 69 Upson Ave compare to others on Upson Ave?
We track 1 other property on Upson Ave. Browse the list under "Other properties on Upson Ave" to compare beds, baths, and sale history.
What are the property facts for 69 Upson Ave?
69 Upson Ave is a 8 bed, 3 bath, 3,516 sqft, 6,098 sqft lot multi_family.
Is 69 Upson Ave a flip candidate?
No — 69 Upson Ave does not appear in our flips dataset.
Is 69 Upson Ave a tax-appeal candidate?
No — 69 Upson Ave 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
+0.4%
Implied 1-yr
+1.7%
2026 Q3
$325.2K
2026 Q4
$326.6K
ZIP 06098 — Median Price History + Forecast

Explore nearby

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