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165 Skyline Dr

Middlebury, CT 06762

3 bd 4 ba 2,585 sqft Built 1962 Lot 41,382 sqft single_family
Most recent sale
$525,000
Jun 16, 2022

Location

Timeline: Sale, Listing & Tax History

Recorded events

DateEventPriceSource
Jun 16, 2022 Sold $525,000 Public Record
Jun 15, 2022 Sold $525,000 SMARTMLS
Apr 7, 2022 Listed $489,900 MLS #170479247
Apr 4, 2005 Sold $422,000 Public Record

Tax assessment history

YearBuildingLandTotal assessedTax paid
2025 $146,900 $62,500 $209,400 $6,810
2023 $146,900 $62,500 $209,400 $6,755
2022 $146,900 $62,500 $209,400 $6,546
2021 $135,100 $71,200 $206,300 $7,185
2020 $135,100 $71,200 $206,300 $7,241
2019 $135,100 $71,200 $206,300 $6,890
2018 $135,100 $71,200 $206,300 $6,707
2017 $135,100 $71,200 $206,300 $6,496
2016 $127,100 $83,800 $210,900 $6,540
2015 $127,100 $83,800 $210,900 $6,352
2013 $127,100 $83,800 $210,900 $6,087
2005 $125,030 $59,570 $184,600 $5,640
2004 $125,030 $59,570 $184,600 $5,689
2003 $125,000 $59,600 $184,600 $5,257

Property facts

Year built
1962
Property type
single_family
Stories
Beds
3
Baths
4
Living area
2,585 sqft
Lot size
41,382 sqft
ZIP code
06762
City
Middlebury
Street
Skyline Dr
Coordinates
41.55200, -73.10373

Comparable properties nearby

Investment analysis

Estimates based on local averages — not personalized advice
Estimated monthly rent
$3,878
Gross rental yield
8.86%
Implied cap rate
5.76%
Trend-extrapolated value

Frequently asked questions

When did 165 Skyline Dr last sell?
165 Skyline Dr most recently sold on Jun 16, 2022 for $525,000.
What is the current tax assessment for 165 Skyline Dr?
The most recent total assessment for 165 Skyline Dr (year 2025) is $209,400 with $6,810 in property tax.
How does 165 Skyline Dr's assessment compare to its last sale price?
The current assessment is 60.1% below the last sale price of $525,000.
When was 165 Skyline Dr built?
165 Skyline Dr was built in 1962.
How does 165 Skyline Dr compare to others on Skyline Dr?
We track 5 other properties on Skyline Dr. Browse the list under "Other properties on Skyline Dr" to compare beds, baths, and sale history.
What are the property facts for 165 Skyline Dr?
165 Skyline Dr is a 3 bed, 4 bath, 2,585 sqft, 41,382 sqft lot single_family.
Is 165 Skyline Dr a flip candidate?
No — 165 Skyline Dr does not appear in our flips dataset.
Is 165 Skyline Dr a tax-appeal candidate?
No — 165 Skyline Dr 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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