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55 High St

Winchester, CT 06098

12 bd 6 ba 7,241 sqft Built 1882 Lot 27,878 sqft multi_family
Most recent sale
$360,000
Oct 11, 2022

Location

Timeline: Sale, Listing & Tax History

Recorded events

DateEventPriceSource
Oct 11, 2022 Sold $360,000 Public Record
Oct 7, 2022 Sold $360,000 SMARTMLS
Jun 22, 2022 Listed $399,000 MLS #170502634
Nov 9, 1998 Sold $130,000 Public Record

Tax assessment history

YearBuildingLandTotal assessedTax paid
2025 $236,320 $25,690 $262,010 $7,643
2023 $236,320 $25,690 $262,010 $6,914
2022 $194,600 $18,900 $213,500 $7,161
2021 $194,600 $18,900 $213,500 $7,161
2020 $194,600 $18,900 $213,500 $7,161
2019 $194,600 $18,900 $213,500 $7,161
2018 $194,600 $18,900 $213,500 $7,161
2017 $197,960 $18,900 $216,860 $7,273
2016 $197,960 $18,900 $216,860 $7,273
2015 $197,960 $18,900 $216,860 $7,091
2013 $197,960 $18,900 $216,860 $6,766
2006 $171,850 $17,290 $189,140 $6,306
2005 $171,850 $17,290 $189,140 $6,238
2003 $171,850 $17,290 $189,140 $5,697

Property facts

Year built
1882
Property type
multi_family
Stories
Beds
12
Baths
6
Living area
7,241 sqft
Lot size
27,878 sqft
ZIP code
06098
City
Winchester
Street
High St
Coordinates
41.92264, -73.07299

Comparable properties nearby

Investment analysis

Estimates based on local averages — not personalized advice
Estimated monthly rent
$2,160
Gross rental yield
7.20%
Implied cap rate
4.68%
Trend-extrapolated value

Frequently asked questions

When did 55 High St last sell?
55 High St most recently sold on Oct 11, 2022 for $360,000.
What is the current tax assessment for 55 High St?
The most recent total assessment for 55 High St (year 2025) is $262,010 with $7,643 in property tax.
How does 55 High St's assessment compare to its last sale price?
The current assessment is 27.2% below the last sale price of $360,000.
When was 55 High St built?
55 High St was built in 1882.
How does 55 High St compare to others on High St?
We track 3 other properties on High St. Browse the list under "Other properties on High St" to compare beds, baths, and sale history.
What are the property facts for 55 High St?
55 High St is a 12 bed, 6 bath, 7,241 sqft, 27,878 sqft lot multi_family.
Is 55 High St a flip candidate?
No — 55 High St does not appear in our flips dataset.
Is 55 High St a tax-appeal candidate?
No — 55 High St 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

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