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106 Oak Leaf Dr

Chestertown, MD 21620

3 bd 3 ba 1,976 sqft Built 2003 Lot 3,672 sqft townhomes
No recorded sales

Location

Timeline: Sale, Listing & Tax History

Recorded events

No recorded events

No sale or listing events are on file for this property.

Tax assessment history

YearBuildingLandTotal assessedTax paid
2025 $171,100 $60,000 $231,100 $3,621
2024 $171,100 $60,000 $231,100 $3,398
2022 $128,300 $60,000 $188,300 $2,932
2019 $95,300 $60,000 $155,300 $2,428
2018 $95,300 $60,000 $155,300 $2,413
2017 $95,300 $60,000 $155,300 $2,335
2016 $97,200 $60,000 $157,200 $2,364
2015 $97,200 $60,000 $157,200 $581
2014 $97,200 $60,000 $157,200 $2,364
2013 $119,200 $60,000 $179,200 $1,347

Property facts

Year built
2003
Property type
townhomes
Stories
3
Beds
3
Baths
3
Living area
1,976 sqft
Lot size
3,672 sqft
ZIP code
21620
City
Chestertown
Street
Oak Leaf Dr
Coordinates
39.22798, -76.06704

Comparable properties nearby

Block-level micro-comps

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

Frequently asked questions

When did 106 Oak Leaf Dr last sell?
No public-record sale is on file for 106 Oak Leaf Dr.
What is the current tax assessment for 106 Oak Leaf Dr?
The most recent total assessment for 106 Oak Leaf Dr (year 2025) is $231,100 with $3,621 in property tax.
When was 106 Oak Leaf Dr built?
106 Oak Leaf Dr was built in 2003.
How does 106 Oak Leaf Dr compare to others on Oak Leaf Dr?
We track 8 other properties on Oak Leaf Dr. Browse the list under "Other properties on Oak Leaf Dr" to compare beds, baths, and sale history.
What are the property facts for 106 Oak Leaf Dr?
106 Oak Leaf Dr is a 3 bed, 3 bath, 1,976 sqft, 3,672 sqft lot townhomes.
Is 106 Oak Leaf Dr a flip candidate?
No — 106 Oak Leaf Dr does not appear in our flips dataset.
Is 106 Oak Leaf Dr a tax-appeal candidate?
No — 106 Oak Leaf 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
+1.5%
Implied 1-yr
+6.1%
2026 Q3
$413.1K
2026 Q4
$418.9K
ZIP 21620 — Median Price History + Forecast

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