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258 Winding Trail Ln

Oakland, MD 21550

4 ba 3,300 sqft Built 2009 Lot 1,716 sqft condo
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 $485,000 $75,000 $560,000 $7,179
2024 $485,000 $75,000 $560,000 $6,462
2022 $265,000 $75,000 $340,000 $4,583
2021 $265,000 $75,000 $340,000 $4,617
2020 $265,000 $75,000 $340,000 $4,617
2019 $265,000 $75,000 $340,000 $4,617
2016 $165,000 $75,000 $240,000 $3,397
2015 $165,000 $75,000 $240,000 $3,397
2014 $165,000 $75,000 $240,000 $3,412

Property facts

Year built
2009
Property type
condo
Stories
Beds
Baths
4
Living area
3,300 sqft
Lot size
1,716 sqft
ZIP code
21550
City
Oakland
Street
Winding Trail Ln
Coordinates
39.49868, -79.32737

Comparable properties nearby

Block-level micro-comps

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

Frequently asked questions

When did 258 Winding Trail Ln last sell?
No public-record sale is on file for 258 Winding Trail Ln.
What is the current tax assessment for 258 Winding Trail Ln?
The most recent total assessment for 258 Winding Trail Ln (year 2025) is $560,000 with $7,179 in property tax.
When was 258 Winding Trail Ln built?
258 Winding Trail Ln was built in 2009.
How does 258 Winding Trail Ln compare to others on Winding Trail Ln?
We track 8 other properties on Winding Trail Ln. Browse the list under "Other properties on Winding Trail Ln" to compare beds, baths, and sale history.
What are the property facts for 258 Winding Trail Ln?
258 Winding Trail Ln is a 4 bath, 3,300 sqft, 1,716 sqft lot condo.
Is 258 Winding Trail Ln a flip candidate?
No — 258 Winding Trail Ln does not appear in our flips dataset.
Is 258 Winding Trail Ln a tax-appeal candidate?
No — 258 Winding Trail Ln 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
-5.7%
Implied 1-yr
-22.7%
2026 Q3
$384K
2026 Q4
$349.5K
ZIP 21550 — Median Price History + Forecast

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