Tradewinds Dr, San Jose, CA Property Records

Santa Clara County property records for 52 addresses on Tradewinds Dr, San Jose, CA · Last verified August 2026

Tradewinds Dr Highlights

Properties 344
Median Sale Price $528,000
Deeds and Mortgages on File 503
Median Price per Sqft $543
Owner Occupied 60%
Median Annual Tax Bill $5,891
Median Year Built 1970
Median Ownership Tenure 12 years

Properties on Tradewinds Dr

Owner names and prior sale amounts shown locked below are available instantly with a free trial.

275 Tradewinds Dr

16 units · Built 1970 · 722 sq ft

Last Sale Median Tax Bill Median Sale    
$375,000Oct 2025 $4,4502025 $389,00016 units    

276 Tradewinds Dr

12 units · Built 1970 · 992 sq ft

Last Sale Median Tax Bill Median Sale    
$590,000Sep 2025 $7,4622025 $530,00012 units    

277 Tradewinds Dr

12 units · Built 1970 · 992 sq ft

Last Sale Median Tax Bill Median Sale    
$588,000Feb 2023 $5,8682025 $510,00012 units    

279 Tradewinds Dr

8 units · Built 1970 · 959 sq ft

Last Sale Median Tax Bill Median Sale    
$605,000Aug 2023 $8,1222025 $455,0008 units    

280 Tradewinds Dr

8 units · Built 1970 · 959 sq ft

Last Sale Median Tax Bill Median Sale    
$540,000Oct 2023 $7,4382025 $540,0008 units    

281 Tradewinds Dr

16 units · Built 1970 · 722 sq ft

Last Sale Median Tax Bill Median Sale    
$420,000Mar 2026 $5,3072025 $408,00016 units    

282 Tradewinds Dr

12 units · Built 1970 · 959 sq ft

Last Sale Median Tax Bill Median Sale    
$605,000Mar 2024 $5,5752025 $389,00012 units    

283 Tradewinds Dr

12 units · Built 1970 · 992 sq ft

Last Sale Median Tax Bill Median Sale    
$509,000Jul 2020 $6,9592025 $495,00012 units    

285 Tradewinds Dr

8 units · Built 1970 · 959 sq ft

Last Sale Median Tax Bill Median Sale    
$445,000Mar 2026 $3,7162025 $165,0008 units    

287 Tradewinds Dr

12 units · Built 1970 · 959 sq ft

Last Sale Median Tax Bill Median Sale    
$485,000Aug 2019 $5,5552025 $316,00012 units    

288 Tradewinds Dr

16 units · Built 1970 · 722 sq ft

Last Sale Median Tax Bill Median Sale    
$425,000Oct 2024 $4,7822025 $432,00016 units    

289 Tradewinds Dr

8 units · Built 1970 · 959 sq ft

Last Sale Median Tax Bill Median Sale    
$615,000Apr 2022 $7,0482025 $456,0008 units    

291 Tradewinds Dr

12 units · Built 1970 · 959 sq ft

Last Sale Median Tax Bill Median Sale    
$475,000Jun 2026 $4,1632025 $475,00012 units    

292 Tradewinds Dr

16 units · Built 1970 · 722 sq ft

Last Sale Median Tax Bill Median Sale    
$400,000May 2026 $5,4722025 $400,00016 units    

293 Tradewinds Dr

8 units · Built 1970 · 959 sq ft

Last Sale Median Tax Bill Median Sale    
$570,000Apr 2026 $6,8232025 $374,0008 units    

294 Tradewinds Dr

12 units · Built 1970 · 959 sq ft

Last Sale Median Tax Bill Median Sale    
$474,000May 2026 $5,5362025 $474,00012 units    

295 Tradewinds Dr

12 units · Built 2000 · 1,449 sq ft

Last Sale Median Tax Bill Median Sale    
$775,000Mar 2023 $9,1612025 $598,00012 units    

296 Tradewinds Dr

8 units · Built 1970 · 959 sq ft

Last Sale Median Tax Bill Median Sale    
$660,000Jan 2022 $7,2272025 $490,0008 units    

297 Tradewinds Dr

12 units · Built 2000 · 1,449 sq ft

Last Sale Median Tax Bill Median Sale    
$850,000Sep 2024 $8,6572025 $600,00012 units    

300 Tradewinds Dr

8 units · Built 1970 · 959 sq ft

Last Sale Median Tax Bill Median Sale    
$507,000Aug 2018 $5,8292025 $280,0008 units    

301 Tradewinds Dr

8 units · Built 1970 · 959 sq ft

Last Sale Median Tax Bill Median Sale    
$700,000Mar 2024 $8,1722025 $555,0008 units    

303 Tradewinds Dr

12 units · Built 1970 · 959 sq ft

Last Sale Median Tax Bill Median Sale    
$750,000Jan 2026 $6,5842025 $499,00012 units    

304 Tradewinds Dr

12 units · Built 1970 · 959 sq ft

Last Sale Median Tax Bill Median Sale    
$550,000May 2023 $5,3832025 $475,00012 units    

305 Tradewinds Dr

12 units · Built 1970 · 992 sq ft

Last Sale Median Tax Bill Median Sale    
$515,000May 2026 $6,7152025 $515,00012 units    

307 Tradewinds Dr

12 units · Built 1970 · 992 sq ft

Last Sale Median Tax Bill Median Sale    
$552,000Oct 2021 $7,3392025 $500,00012 units    

309 Tradewinds Dr

16 units · Built 1970 · 722 sq ft

Last Sale Median Tax Bill Median Sale    
$392,500Apr 2026 $6,1032025 $425,00016 units    

310 Tradewinds Dr

8 units · Built 1970 · 959 sq ft

Last Sale Median Tax Bill Median Sale    
$540,000Jul 2026 $6,4272025 $510,0008 units    

311 Tradewinds Dr

2 bd · 2 ba · 1,122 sqft · built 1986 · 0.028 acres

Last Sale Tax Bill Prior Sale Owner Records
$560,000Oct 2020 $8,2082025 —Jun 2013 Owner on Record Assessor + 2 DocumentsUpdated Oct 2025

312 Tradewinds Dr

12 units · Built 1970 · 992 sq ft

Last Sale Median Tax Bill Median Sale    
$485,000Jul 2026 $5,4442025 $510,00012 units    

313 Tradewinds Dr

3 bd · 2 ba · 1,246 sqft · built 1986 · 0.028 acres

Last Sale Tax Bill Prior Sale Owner Records
$675,000Oct 2021 $9,4832025 —Dec 2014 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2025

315 Tradewinds Dr

2 bd · 2 ba · 1,122 sqft · built 1986 · 0.028 acres

Last Sale Tax Bill Prior Sale Owner Records
$475,000May 2016 $7,5802025 —Feb 2015 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Nov 2025

317 Tradewinds Dr

3 bd · 2 ba · 1,246 sqft · built 1986 · 0.028 acres

Last Sale Tax Bill Prior Sale Owner Records
$260,000Jun 2010 $4,8642025 Amount on Record May 2006 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

319 Tradewinds Dr

2 bd · 2 ba · 1,122 sqft · built 1986 · 0.028 acres

Last Sale Tax Bill Prior Sale Owner Records
$580,000Oct 2018 $8,7132025 Amount on Record Jul 2016 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2025

321 Tradewinds Dr

3 bd · 2 ba · 1,246 sqft · built 1986 · 0.028 acres

Last Sale Tax Bill Prior Sale Owner Records
$630,000Sep 2019 $9,2322025 Amount on Record Dec 2016 2 Owners on Record Assessor + 2 DocumentsUpdated Jun 2026

323 Tradewinds Dr

2 bd · 2 ba · 1,122 sqft · built 1986 · 0.009 acres

Last Sale Tax Bill Prior Sale Owner Records
$157,000Jan 1990 $4,2002025 Owner on Record Owner Occupied AssessorUpdated Aug 2026

325 Tradewinds Dr

3 bd · 2 ba · 1,246 sqft · built 1986 · 0.028 acres

Last Sale Tax Bill Prior Sale Owner Records
$651,000Feb 2020 $9,4302025 —Dec 2019 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2025

327 Tradewinds Dr

2 bd · 2 ba · 1,122 sqft · built 1986 · 0.028 acres

Last Sale Tax Bill Prior Sale Owner Records
$365,000May 2014 $6,2472025 Owner on Record Assessor + 1 DocumentUpdated Oct 2025

329 Tradewinds Dr

3 bd · 2 ba · 1,246 sqft · built 1986 · 0.028 acres

Last Sale Tax Bill Prior Sale Owner Records
—Nov 1988 $3,3432025 2 Owners on Record Owner Occupied AssessorUpdated Aug 2026

331 Tradewinds Dr

2 bd · 2 ba · 1,122 sqft · built 1985 · 0.028 acres

Last Sale Tax Bill Prior Sale Owner Records
$585,000Jun 2026 $8,4212025 Amount on Record Feb 2020 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

333 Tradewinds Dr

3 bd · 2 ba · 1,246 sqft · built 1985 · 0.028 acres

Last Sale Tax Bill Prior Sale Owner Records
$240,000Mar 2009 $4,4482025 Amount on Record Dec 2008 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2025

335 Tradewinds Dr

2 bd · 2 ba · 1,122 sqft · built 1985 · 0.028 acres

Last Sale Tax Bill Prior Sale Owner Records
$142,500Jun 1994 $3,6232025 —Jun 1994 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

337 Tradewinds Dr

3 bd · 2 ba · 1,246 sqft · built 1985 · 0.028 acres

Last Sale Tax Bill Prior Sale Owner Records
$718,000Apr 2025 $7,9592025 Amount on Record Apr 2016 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

339 Tradewinds Dr

2 bd · 2 ba · 1,122 sqft · built 1985 · 0.028 acres

Last Sale Tax Bill Prior Sale Owner Records
$700,000Oct 2023 $9,2362024 Amount on Record Jun 2012 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

341 Tradewinds Dr

3 bd · 2 ba · 1,246 sqft · built 1985 · 0.028 acres

Last Sale Tax Bill Prior Sale Owner Records
$740,000May 2018 $9,7392025 —Jul 2014 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2025

343 Tradewinds Dr

2 bd · 2 ba · 1,122 sqft · built 1985 · 0.028 acres

Last Sale Tax Bill Prior Sale Owner Records
$415,000Aug 2014 $9,2822025 —Aug 2014 2 Owners on Record Owner Occupied AssessorUpdated Aug 2026

345 Tradewinds Dr

3 bd · 2 ba · 1,246 sqft · built 1985 · 0.028 acres

Last Sale Tax Bill Prior Sale Owner Records
$420,000Sep 2014 $6,9552025 Amount on Record May 2004 Owner on Record AssessorUpdated Oct 2025

347 Tradewinds Dr

2 bd · 2 ba · 1,122 sqft · built 1985 · 0.028 acres

Last Sale Tax Bill Prior Sale Owner Records
$405,000Aug 2008 $7,0762025 Amount on Record May 2004 2 Owners on Record Owner Occupied AssessorUpdated Oct 2025

349 Tradewinds Dr

3 bd · 2 ba · 1,246 sqft · built 1985 · 0.028 acres

Last Sale Tax Bill Prior Sale Owner Records
$425,000Jun 2014 $7,1562025 Owner on Record Assessor + 2 DocumentsUpdated Oct 2025

351 Tradewinds Dr

2 bd · 2 ba · 1,122 sqft · built 1985 · 0.028 acres

Last Sale Tax Bill Prior Sale Owner Records
$700,000May 2022 $9,8982025 —Jun 2021 3 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2025

353 Tradewinds Dr

3 bd · 2 ba · 1,246 sqft · built 1985 · 0.028 acres

Last Sale Tax Bill Prior Sale Owner Records
$250,000Jun 2012 $4,5972025 —Oct 2005 Owner on Record AssessorUpdated Oct 2025

355 Tradewinds Dr

2 bd · 2 ba · 1,122 sqft · built 1985 · 0.028 acres

Last Sale Tax Bill Prior Sale Owner Records
$370,000Aug 2014 $6,2132025 —Jul 2004 Owner on Record AssessorUpdated Oct 2025

357 Tradewinds Dr

3 bd · 2 ba · 1,246 sqft · built 1985 · 0.028 acres

Last Sale Tax Bill Prior Sale Owner Records
$730,000May 2022 $9,6532025 Amount on Record Aug 2014 Owner on Record Owner Occupied Assessor + 4 DocumentsUpdated Aug 2026

Property Records in Nearby Streets