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16 Winding Trl

Middlebury, CT 06762

3 bd 3 ba 2,646 sqft Built 2014 condos
Most recent sale
$529,900
May 16, 2022

Location

Timeline: Sale, Listing & Tax History

Recorded events

DateEventPriceSource
Apr 10, 2026 Sold $625,000 SMARTMLS
Mar 4, 2026 Listed $625,000 SMARTMLS
May 16, 2022 Sold $529,900 Public Record
May 13, 2022 Sold $529,900 SMARTMLS
Mar 25, 2022 Listed $529,900 MLS #170476756
Sep 8, 2020 Sold $440,000 Public Record
Jul 22, 2020 Listed $449,900 MLS #170318645
Mar 3, 2015 Sold $431,686 Public Record

Tax assessment history

YearBuildingLandTotal assessedTax paid
2025 $322,400 $322,400 $10,484
2023 $322,400 $322,400 $10,401
2022 $322,400 $322,400 $10,078
2021 $295,300 $295,300 $10,285
2020 $295,300 $295,300 $10,365
2019 $295,300 $295,300 $9,863
2018 $295,300 $295,300 $9,600
2017 $295,300 $295,300 $9,299
2016 $283,600 $283,600 $8,794
2015 $283,600 $283,600 $8,542
2013 $16,700 $16,700 $482

Property facts

Year built
2014
Property type
condos
Stories
2
Beds
3
Baths
3
Living area
2,646 sqft
Lot size
ZIP code
06762
City
Middlebury
Street
Winding Trl
Coordinates
41.51649, -73.13506

Comparable properties nearby

Block-level micro-comps

Same street, ±3 house numbers, sold in the last 24 months

Investment analysis

Estimates based on local averages — not personalized advice
Estimated monthly rent
$3,969
Gross rental yield
8.99%
Implied cap rate
5.84%
Trend-extrapolated value

Frequently asked questions

When did 16 Winding Trl last sell?
16 Winding Trl most recently sold on May 16, 2022 for $529,900.
What is the current tax assessment for 16 Winding Trl?
The most recent total assessment for 16 Winding Trl (year 2025) is $322,400 with $10,484 in property tax.
How does 16 Winding Trl's assessment compare to its last sale price?
The current assessment is 39.2% below the last sale price of $529,900.
When was 16 Winding Trl built?
16 Winding Trl was built in 2014.
How does 16 Winding Trl compare to others on Winding Trl?
We track 8 other properties on Winding Trl. Browse the list under "Other properties on Winding Trl" to compare beds, baths, and sale history.
What are the property facts for 16 Winding Trl?
16 Winding Trl is a 3 bed, 3 bath, 2,646 sqft condos.
Is 16 Winding Trl a flip candidate?
Yes — 16 Winding Trl appears in our flips dataset, indicating it sold twice within a short window with a notable price change.
Is 16 Winding Trl a tax-appeal candidate?
No — 16 Winding Trl 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
+1.0%
Implied 1-yr
+3.9%
2026 Q3
$683.9K
2026 Q4
$690.2K
ZIP 06762 — Median Price History + Forecast

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