Winding Oak Dr, Hagerstown, MD Property Records

Washington County property records for 86 addresses on Winding Oak Dr, Hagerstown, MD · Last verified October 2026

Winding Oak Dr Highlights

Properties 86
Median Sale Price $260,000
Deeds and Mortgages on File 75
Median Price per Sqft $201
Owner Occupied 88%
Median Annual Tax Bill $2,355
Median Year Built 2003
Median Ownership Tenure 11 years

Properties on Winding Oak Dr

Address Details Last Sale Tax Bill Records Owner

202 Winding Oak Dr

1.5 ba · 1,350 sqft built 2002 · 0.166 acres $260,000 Jun 2025 $2,630 2026 Assessor + 1 Document Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

203 Winding Oak Dr

2 ba · 1,421 sqft built 2002 · 0.172 acres $170,000 Jul 2010 $1,339 2026 Assessor Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

204 Winding Oak Dr

2 ba · 1,310 sqft built 2002 · 0.075 acres $165,000 Aug 2016 $2,360 2026 Assessor Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

205 Winding Oak Dr

1.5 ba · 1,242 sqft built 2002 · 0.075 acres $230,000 Mar 2023 $2,373 2026 Assessor + 3 Documents Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

206 Winding Oak Dr

1.5 ba · 1,350 sqft built 2002 · 0.075 acres $290,000 Nov 2025 $2,362 2026 Assessor + 2 Documents Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

207 Winding Oak Dr

2.5 ba · 1,137 sqft built 2002 · 0.075 acres $129,623 Jul 2002 $1,984 2026 Assessor Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

208 Winding Oak Dr

2 ba · 1,269 sqft built 2002 · 0.075 acres $142,900 Jul 2014 $2,031 2026 Assessor Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

209 Winding Oak Dr

1.5 ba · 1,050 sqft built 2002 · 0.075 acres $135,000 Jun 2010 $1,009 2026 Assessor Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

210 Winding Oak Dr

2 ba · 1,242 sqft built 2002 · 0.075 acres $216,100 Dec 2021 $1,986 2026 Assessor + 2 Documents Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

211 Winding Oak Dr

2 ba · 1,310 sqft built 2002 · 0.075 acres $162,000 May 2017 $1,938 2026 Assessor + 2 Documents Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

212 Winding Oak Dr

1.5 ba · 1,524 sqft built 2002 · 0.118 acres $134,900 May 2002 $2,955 2026 Assessor Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

213 Winding Oak Dr

2 ba · 1,524 sqft built 2002 · 0.117 acres $205,000 Oct 2019 $2,590 2026 Assessor + 1 Document Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

216 Winding Oak Dr

2 ba · 1,770 sqft built 2002 · 0.138 acres $212,500 Dec 2019 $2,798 2026 Assessor + 1 Document Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

217 Winding Oak Dr

1.5 ba · 1,322 sqft built 2002 · 0.133 acres $135,900 Jun 2002 $2,412 2026 Assessor Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

218 Winding Oak Dr

1.5 ba · 1,242 sqft built 2002 · 0.077 acres $138,000 Oct 2011 $2,251 2026 Assessor Updated Oct 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

219 Winding Oak Dr

2 ba · 1,125 sqft built 2002 · 0.075 acres $235,000 Jan 2023 $2,169 2026 Assessor + 3 Documents Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

220 Winding Oak Dr

1.5 ba · 1,242 sqft built 2002 · 0.078 acres $195,000 May 2021 $1,990 2026 Assessor + 1 Document Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

221 Winding Oak Dr

1.5 ba · 1,310 sqft built 2002 · 0.075 acres $137,000 Mar 2013 $2,363 2026 Assessor Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

222 Winding Oak Dr

1.5 ba · 1,242 sqft built 2002 · 0.079 acres $116,900 Jul 2002 $2,271 2026 Assessor Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

223 Winding Oak Dr

1.5 ba · 1,242 sqft built 2002 · 0.105 acres $134,115 Dec 2002 $2,221 2026 Assessor Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

224 Winding Oak Dr

1.5 ba · 1,202 sqft built 2002 · 0.079 acres $121,600 Jun 2002 $2,271 2026 Assessor Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

225 Winding Oak Dr

1.5 ba · 1,373 sqft built 2002 · 0.108 acres $303,000 May 2026 $2,761 2026 Assessor + 1 Document Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

226 Winding Oak Dr

2.5 ba · 1,507 sqft built 2002 · 0.134 acres $190,000 Jan 2019 $3,003 2026 Assessor + 2 Documents Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

227 Winding Oak Dr

1.5 ba · 1,322 sqft built 2002 · 0.077 acres $135,000 Aug 2015 $2,351 2026 Assessor + 1 Document Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

229 Winding Oak Dr

2 ba · 1,310 sqft built 2002 · 0.076 acres $180,000 Jul 2008 $2,365 2026 Assessor + 1 Document Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

230 Winding Oak Dr

2 ba · 1,370 sqft built 2002 · 0.102 acres $175,000 Sep 2018 $2,363 2026 Assessor + 1 Document Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

231 Winding Oak Dr

1.5 ba · 1,610 sqft built 2002 · 0.137 acres $157,900 Sep 2002 $2,575 2026 Assessor Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

232 Winding Oak Dr

1.5 ba · 1,322 sqft built 2002 · 0.075 acres $240,000 Jul 2022 $2,351 2026 Assessor + 3 Documents Updated Oct 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

234 Winding Oak Dr

1.5 ba · 1,202 sqft built 2002 · 0.074 acres $164,000 Jul 2026 $2,295 2026 Assessor + 2 Documents Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

235 Winding Oak Dr

1.5 ba · 1,548 sqft built 2002 · 0.117 acres $259,900 Apr 2006 $2,579 2026 Assessor Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

236 Winding Oak Dr

1.5 ba · 1,050 sqft built 2002 · 0.073 acres $255,000 Sep 2025 $2,079 2026 Assessor + 1 Document Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

237 Winding Oak Dr

1.5 ba · 1,242 sqft built 2002 · 0.075 acres $167,000 Jun 2016 $2,050 2026 Assessor Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

238 Winding Oak Dr

2 ba · 1,826 sqft built 2002 · 0.127 acres $301,000 Jul 2023 $3,121 2026 Assessor + 1 Document Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

239 Winding Oak Dr

1.5 ba · 1,050 sqft built 2002 · 0.075 acres $106,900 Nov 2002 $1,553 2026 Assessor Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

241 Winding Oak Dr

2 ba · 1,194 sqft built 2002 · 0.075 acres $150,000 Aug 2010 $1,895 2026 Assessor Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

243 Winding Oak Dr

1.5 ba · 1,310 sqft built 2002 · 0.075 acres $114,900 Dec 2002 $2,063 2026 Assessor + 1 Document Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

245 Winding Oak Dr

2 ba · 1,382 sqft built 2001 · 0.229 acres $178,900 Oct 2018 $2,395 2026 Assessor + 1 Document Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

303 Winding Oak Dr

2.5 ba · 1,656 sqft built 2003 · 0.197 acres $152,900 Apr 2003 $3,242 2026 Assessor + 1 Document Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

304 Winding Oak Dr

1.5 ba · 1,393 sqft built 2003 · 0.155 acres $315,000 Oct 2024 $2,921 2026 Assessor + 1 Document Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

305 Winding Oak Dr

1.5 ba · 1,050 sqft built 2003 · 0.191 acres $143,000 May 2018 $1,850 2026 Assessor + 1 Document Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

306 Winding Oak Dr

1.5 ba · 1,242 sqft built 2003 · 0.081 acres $224,000 Sep 2022 $1,999 2026 Assessor + 1 Document Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

307 Winding Oak Dr

2 ba · 1,242 sqft built 2003 · 0.076 acres $299,900 May 2026 $2,355 2026 Assessor + 2 Documents Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

308 Winding Oak Dr

2 ba · 1,310 sqft built 2003 · 0.082 acres $275,000 Nov 2023 $2,413 2026 Assessor + 3 Documents Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

309 Winding Oak Dr

2 ba · 1,242 sqft built 2003 · 0.075 acres $230,000 Mar 2023 $2,366 2026 Assessor + 2 Documents Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

310 Winding Oak Dr

2 ba · 1,310 sqft built 2003 · 0.152 acres $179,900 Feb 2017 $2,685 2026 Assessor + 1 Document Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

311 Winding Oak Dr

1.5 ba · 1,202 sqft built 2003 · 0.075 acres $170,000 Jan 2018 $2,368 2026 Assessor + 1 Document Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

313 Winding Oak Dr

2 ba · 1,496 sqft built 2003 · 0.133 acres $300,000 May 2024 $2,699 2026 Assessor + 2 Documents Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

314 Winding Oak Dr

2.5 ba · 1,698 sqft built 2004 · 0.18 acres $154,900 May 2004 $2,528 2023 Assessor Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

316 Winding Oak Dr

1.5 ba · 1,310 sqft built 2004 · 0.097 acres $140,000 Oct 2011 $2,094 2026 Assessor Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

317 Winding Oak Dr

2 ba · 1,476 sqft built 2004 · 0.137 acres $148,900 May 2004 $2,596 2026 Assessor Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

318 Winding Oak Dr

1.5 ba · 1,310 sqft built 2004 · 0.089 acres $230,000 Oct 2022 $2,087 2026 Assessor + 2 Documents Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

319 Winding Oak Dr

1.5 ba · 1,310 sqft built 2004 · 0.079 acres $153,900 May 2004 $2,362 2026 Assessor Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

320 Winding Oak Dr

2 ba · 1,597 sqft built 2004 · 0.156 acres $385,000 May 2026 $3,410 2026 Assessor + 2 Documents Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

321 Winding Oak Dr

2 ba · 1,310 sqft built 2004 · 0.076 acres $232,000 Jul 2023 $681 2026 Assessor + 1 Document Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

323 Winding Oak Dr

2 ba · 1,242 sqft built 2004 · 0.076 acres $130,900 Jun 2004 $2,320 2026 Assessor + 2 Documents Updated Oct 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

325 Winding Oak Dr

2 ba · 1,310 sqft built 2004 · 0.079 acres $138,900 Jun 2004 $2,088 2026 Assessor + 1 Document Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

327 Winding Oak Dr

1.5 ba · 1,400 sqft built 2004 · 0.146 acres $156,400 Jun 2004 $2,828 2026 Assessor Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

331 Winding Oak Dr

2.5 ba · 1,763 sqft built 2004 · 0.16 acres $145,927 Jan 2015 $3,715 2026 Assessor + 1 Document Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

333 Winding Oak Dr

2 ba · 1,310 sqft built 2004 · 0.076 acres $140,900 Jul 2004 $2,129 2026 Assessor Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

335 Winding Oak Dr

2 ba · 1,242 sqft built 2004 · 0.076 acres $130,900 Jul 2004 $1,941 2026 Assessor + 1 Document Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

337 Winding Oak Dr

2 ba · 1,506 sqft built 2004 · 0.152 acres $146,900 Jul 2004 $2,684 2026 Assessor Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

341 Winding Oak Dr

2 ba · 1,611 sqft built 2004 · 0.16 acres $150,900 Oct 2004 $2,703 2026 Assessor Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

343 Winding Oak Dr

1.5 ba · 1,310 sqft built 2004 · 0.075 acres $130,900 Sep 2004 $2,389 2026 Assessor + 2 Documents Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

344 Winding Oak Dr

2 ba · 1,555 sqft built 2004 · 0.137 acres $192,107 Nov 2004 $2,685 2026 Assessor Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

345 Winding Oak Dr

2 ba · 1,310 sqft built 2004 · 0.075 acres $157,000 Nov 2016 $2,110 2026 Assessor Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

346 Winding Oak Dr

2 ba · 1,310 sqft built 2004 · 0.072 acres $155,000 Aug 2015 $2,110 2026 Assessor Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

347 Winding Oak Dr

1.5 ba · 1,022 sqft built 2004 · 0.075 acres $138,000 Sep 2016 $2,060 2026 Assessor + 1 Document Updated Oct 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

348 Winding Oak Dr

2 ba · 1,310 sqft built 2004 · 0.072 acres $148,900 Nov 2004 $2,416 2026 Assessor Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

349 Winding Oak Dr

1.5 ba · 1,242 sqft built 2004 · 0.075 acres $274,000 Jul 2025 $2,289 2026 Assessor Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

350 Winding Oak Dr

2 ba · 1,338 sqft built 2004 · 0.073 acres $157,900 Nov 2004 $2,125 2026 Assessor Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

351 Winding Oak Dr

2 ba · 1,310 sqft built 2004 · 0.075 acres $142,900 Nov 2004 $2,452 2026 Assessor + 2 Documents Updated Oct 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

352 Winding Oak Dr

2 ba · 1,022 sqft built 2004 · 0.073 acres $169,500 Oct 2015 $2,147 2026 Assessor + 1 Document Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

353 Winding Oak Dr

1.5 ba · 1,242 sqft built 2004 · 0.075 acres $290,000 Dec 2025 $519 2026 Assessor + 1 Document Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

354 Winding Oak Dr

2 ba · 1,290 sqft built 2004 · 0.074 acres $138,900 Nov 2004 $1,120 2026 Assessor + 1 Document Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

355 Winding Oak Dr

2 ba · 1,545 sqft built 2004 · 0.075 acres $195,000 Jul 2018 $3,212 2026 Assessor + 1 Document Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

356 Winding Oak Dr

2 ba · 1,585 sqft built 2004 · 0.116 acres $187,500 Jul 2015 $3,300 2026 Assessor Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

360 Winding Oak Dr

2 ba · 1,374 sqft built 2005 · 0.115 acres $156,000 Sep 2013 $2,797 2026 Assessor + 1 Document Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

362 Winding Oak Dr

1.5 ba · 1,242 sqft built 2005 · 0.076 acres $134,900 Feb 2005 $2,018 2026 Assessor + 1 Document Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

364 Winding Oak Dr

1.5 ba · 1,242 sqft built 2005 · 0.075 acres $148,900 Jan 2005 $2,304 2026 Assessor Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

366 Winding Oak Dr

2 ba · 1,327 sqft built 2005 · 0.133 acres $169,000 Aug 2017 $1,707 2026 Assessor + 1 Document Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

370 Winding Oak Dr

2 ba · 1,524 sqft built 2005 · 0.118 acres $195,000 Aug 2019 $2,608 2026 Assessor + 1 Document Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

372 Winding Oak Dr

2 ba · 1,310 sqft built 2005 · 0.075 acres $315,000 Jul 2026 $2,136 2026 Assessor + 2 Documents Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

374 Winding Oak Dr

1.5 ba · 1,242 sqft built 2005 · 0.075 acres $136,900 Dec 2004 $2,285 2026 Assessor Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

376 Winding Oak Dr

1.5 ba · 1,242 sqft built 2005 · 0.075 acres $250,000 Oct 2023 $2,304 2026 Assessor + 2 Documents Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

378 Winding Oak Dr

2 ba · 1,350 sqft built 2005 · 0.075 acres $146,900 Apr 2005 $2,431 2026 Assessor + 1 Document Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

380 Winding Oak Dr

2 ba · 1,533 sqft built 2005 · 0.166 acres $240,000 Dec 2007 $3,065 2026 Assessor + 1 Document Updated Oct 2026 2 Owners on File Owner Occupied

Property Records in Nearby Streets