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Winding Trail Ln, Oakland, MD Property Records

Garrett County property records for 29 addresses on Winding Trail Ln, Oakland, MD · Last verified October 2026

Winding Trail Ln Highlights

Properties 29
Median Sale Price $525,000
Deeds and Mortgages on File 52
Median Price per Sqft $169
Owner Occupied 10%
Median Annual Tax Bill $6,751
Median Year Built 2007
Median Ownership Tenure 5 years

Properties on Winding Trail Ln

Owner names and exact recorded amounts are on file and can be viewed instantly on this page with a free 10-day trial.

8 Winding Trail Ln, Unit 1B

4 ba · 3,300 sqft · built 2006

Last Sale Tax Bill Prior Sale Owner Records
$575,000Apr 2025 $6,7512026 Amount on File Nov 2017 Owner on File Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

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10 Winding Trail Ln, #1A

4 ba · 3,300 sqft · built 2006

Last Sale Tax Bill Prior Sale Owner Records
$346,000Jul 2019 $6,7512026 Amount on File Apr 2010 2 Owners on File Assessor + 2 DocumentsUpdated Oct 2026

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35 Winding Trail Ln

1 acres

Last Sale Tax Bill Prior Sale Owner Records
$37,000Sep 2020 $1,3232023 Amount on File Jul 2014 2 Owners on File Assessor + 3 DocumentsUpdated Sep 2023

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36 Winding Trail Ln

1 acres

Last Sale Tax Bill Prior Sale Owner Records
$72,500Dec 2024 $1,1392025 —Dec 2024 Owner on File Assessor + 1 DocumentUpdated May 2026

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46 Winding Trail Ln

1 acres

Last Sale Tax Bill Prior Sale Owner Records
$75,000Jun 2023 $1,1892023 Owner on File Assessor + 1 DocumentUpdated Sep 2023

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85 Winding Trail Ln, #2A

4 ba · 3,300 sqft · built 2006 · 0.047 acres

Last Sale Tax Bill Prior Sale Owner Records
—Mar 2011 $6,7512026 Amount on File Jun 2006 2 Owners on File Assessor + 2 DocumentsUpdated Oct 2026

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87 Winding Trail Ln, #2B

4 ba · 3,300 sqft · built 2006 · 0.04 acres

Last Sale Tax Bill Prior Sale Owner Records
$404,550Mar 2006 $6,7512026 2 Owners on File AssessorUpdated Aug 2026

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138 Winding Trail Ln, #3A

4 ba · 3,300 sqft · built 2006

Last Sale Tax Bill Prior Sale Owner Records
$303,000Apr 2018 $5,5302023 Amount on File Sep 2006 4 Owners on File Assessor + 1 DocumentUpdated Sep 2023

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140 Winding Trail Ln, #3B

4 ba · 3,300 sqft · built 2006 · 0.046 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jun 2006 $6,7512026 2 Owners on File AssessorUpdated Aug 2026

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168 Winding Trail Ln, #4A

4 ba · 3,300 sqft · built 2006

Last Sale Tax Bill Prior Sale Owner Records
$350,000Oct 2014 $5,5302023 Amount on File Sep 2006 2 Owners on File Assessor + 1 DocumentUpdated Sep 2023

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170 Winding Trail Ln, #4B

4 ba · 3,300 sqft · built 2006 · 0.044 acres

Last Sale Tax Bill Prior Sale Owner Records
$340,000Mar 2020 $7,1792025 Amount on File Dec 2016 2 Owners on File Assessor + 2 DocumentsUpdated Apr 2026

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178 Winding Trail Ln, #5B

4 ba · 3,300 sqft · built 2006

Last Sale Tax Bill Prior Sale Owner Records
$525,000Sep 2026 $6,7512026 Amount on File Sep 2021 2 Owners on File Assessor + 2 DocumentsUpdated Sep 2026

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180 Winding Trail Ln, #5A

4 ba · 3,000 sqft · built 2006

Last Sale Tax Bill Prior Sale Owner Records
$325,000Jan 2017 $5,5302023 Amount on File Feb 2012 2 Owners on File Assessor + 2 DocumentsUpdated Sep 2023

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245 Winding Trail Ln, #6A

4 ba · 3,000 sqft · built 2007 · 0.048 acres

Last Sale Tax Bill Prior Sale Owner Records
$430,000Nov 2009 $6,7512026 Owner on File AssessorUpdated Aug 2026

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247 Winding Trail Ln, #6B

4 ba · 3,300 sqft · built 2007

Last Sale Tax Bill Prior Sale Owner Records
$554,999Oct 2025 $7,1792025 Amount on File Apr 2023 2 Owners on File Owner Occupied Assessor + 4 DocumentsUpdated Nov 2025

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254 Winding Trail Ln, #7B

4 ba · 3,300 sqft · built 2009 · 0.075 acres

Last Sale Tax Bill Prior Sale Owner Records
$649,900Aug 2022 $6,7512026 Amount on File Sep 2017 Owner on File Assessor + 3 DocumentsUpdated Oct 2026

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256 Winding Trail Ln, #7A

4 ba · 3,300 sqft · built 2007 · 0.044 acres

Last Sale Tax Bill Prior Sale Owner Records
$425,000Jan 2021 $7,1792025 Amount on File Oct 2007 2 Owners on File Assessor + 2 DocumentsUpdated Apr 2026

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258 Winding Trail Ln, #8B

4 ba · 3,300 sqft · built 2009

Last Sale Tax Bill Prior Sale Owner Records
$405,000Sep 2020 $5,5302023 Amount on File Aug 2016 2 Owners on File Assessor + 1 DocumentUpdated Sep 2023

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260 Winding Trail Ln, #8A

4 ba · 3,300 sqft · built 2009

Last Sale Tax Bill Prior Sale Owner Records
$435,000Aug 2008 $5,0002026 2 Owners on File Owner Occupied AssessorUpdated Aug 2026

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265 Winding Trail Ln, #9A

4 ba · 3,300 sqft · built 2009

Last Sale Tax Bill Prior Sale Owner Records
$599,000Jun 2023 $5,5302023 Amount on File Aug 2018 2 Owners on File Assessor + 4 DocumentsUpdated Sep 2023

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267 Winding Trail Ln, #9B

4 ba · 3,300 sqft · built 2009 · 0.036 acres

Last Sale Tax Bill Prior Sale Owner Records
$461,000Sep 2021 $6,7512026 Amount on File Oct 2008 2 Owners on File Assessor + 2 DocumentsUpdated Aug 2026

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277 Winding Trail Ln

5.5 ba · 1,932 sqft · built 2023 · 0.859 acres

Last Sale Tax Bill Prior Sale Owner Records
$65,000Jan 2022 $10,6362025 Amount on File Nov 2008 Owner on File Assessor + 2 DocumentsUpdated May 2026

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285 Winding Trail Ln, #10A

4 ba · 3,300 sqft · built 2008

Last Sale Tax Bill Prior Sale Owner Records
$559,250Oct 2025 $7,1792025 Amount on File Dec 2019 2 Owners on File Assessor + 3 DocumentsUpdated Nov 2025

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287 Winding Trail Ln, #10B

4 ba · 3,300 sqft · built 2007

Last Sale Tax Bill Prior Sale Owner Records
$560,000Mar 2026 $7,1792025 Amount on File Dec 2017 2 Owners on File Assessor + 3 DocumentsUpdated Jun 2026

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305 Winding Trail Ln, #12A

4 ba · 3,300 sqft · built 2009 · 0.044 acres

Last Sale Tax Bill Prior Sale Owner Records
$595,000Jan 2024 $6,7512026 Amount on File Jun 2016 Owner on File Assessor + 1 DocumentUpdated Oct 2026

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307 Winding Trail Ln, #12B

4 ba · 3,300 sqft · built 2019 · 0.039 acres

Last Sale Tax Bill Prior Sale Owner Records
$587,500Aug 2025 $6,7512026 Amount on File May 2021 Owner on File Assessor + 4 DocumentsUpdated Oct 2026

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308 Winding Trail Ln, #11B

4 ba · 3,300 sqft · built 2009 · 1 acres

Last Sale Tax Bill Prior Sale Owner Records
$612,500Jun 2023 $6,7512026 Amount on File Nov 2013 Owner on File Assessor + 1 DocumentUpdated Oct 2026

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310 Winding Trail Ln, #11A

5 ba · 3,300 sqft · built 2009

Last Sale Tax Bill Prior Sale Owner Records
$459,900Jan 2021 $5,5302023 Amount on File Feb 2020 2 Owners on File Assessor + 4 DocumentsUpdated Sep 2023

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335 Winding Trail Ln

0.48 acres

Last Sale Tax Bill Prior Sale Owner Records
$407,500Mar 2005 $2342026 Amount on File Sep 2004 Owner on File AssessorUpdated Sep 2026

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Property Records in Nearby Streets