Simon Dr, Chesapeake, VA Property Records

Chesapeake City property records for 64 addresses on Simon Dr, Chesapeake, VA · Last verified August 2026

Simon Dr Highlights

Properties 64
Median Sale Price $855,000
Deeds and Mortgages on File 101
Median Price per Sqft $201
Owner Occupied 84%
Median Annual Tax Bill $8,869
Median Year Built 2011
Median Ownership Tenure 12 years

Properties on Simon Dr

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

1301 Simon Dr

6 bd · 4.5 ba · 4,767 sqft · 0.407 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$665,000Dec 2019 $10,1722025 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated Aug 2026

1302 Simon Dr

5 bd · 4 ba · 3,958 sqft · 0.358 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$586,256Oct 2015 $9,0792025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

1303 Simon Dr

5 bd · 3.5 ba · 4,189 sqft · 0.464 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$554,900Jul 2012 $9,3742025 Amount on Record Jun 2009 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jun 2026

1304 Simon Dr

4 bd · 2.5 ba · 3,590 sqft · 0.36 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$520,759Dec 2011 $8,3962025 Amount on Record May 2011 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

1305 Simon Dr

5 bd · 4 ba · 4,139 sqft · 0.501 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$669,900Feb 2021 $9,2892025 Amount on Record Sep 2008 2 Names on Record Assessor + 2 DocumentsUpdated Jun 2026

1306 Simon Dr

6 bd · 5.5 ba · 4,920 sqft · 0.369 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$620,500Jan 2013 $10,3422025 Amount on Record Apr 2005 2 Names on Record AssessorUpdated Jun 2026

1307 Simon Dr

4 bd · 3.5 ba · 3,507 sqft · 0.503 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$661,662Apr 2019 $8,5962025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

1308 Simon Dr

6 bd · 4.5 ba · 5,490 sqft · 0.376 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$415,000Jan 2009 $10,5212025 Amount on Record Jan 2005 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

1309 Simon Dr

5 bd · 3 ba · 3,677 sqft · 0.498 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$590,000May 2016 $8,8152025 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

1310 Simon Dr

5 bd · 4 ba · 3,965 sqft · 0.376 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$560,000Feb 2015 $8,5362025 Amount on Record Sep 2011 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

1311 Simon Dr

5 bd · 3.5 ba · 3,562 sqft · 0.494 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$600,000Jul 2013 $9,0252025 Amount on Record Dec 2012 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

1312 Simon Dr

6 bd · 4 ba · 4,240 sqft · 0.375 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Nov 2017 $9,6142025 Amount on Record Apr 2005 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

1313 Simon Dr

4 bd · 3.5 ba · 3,758 sqft · 0.503 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$975,000Apr 2025 $9,2752025 Amount on Record Dec 2018 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

1314 Simon Dr

5 bd · 3 ba · 3,865 sqft · 0.367 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$336,000Oct 2018 $8,8062025 Amount on Record Jan 2015 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

1315 Simon Dr

5 bd · 3.5 ba · 3,545 sqft · 0.517 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$612,500May 2014 $8,6272025 Amount on Record Dec 2012 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

1316 Simon Dr

5 bd · 4 ba · 4,894 sqft · 0.364 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$665,000Apr 2009 $10,1312025 Amount on Record Nov 2008 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

1317 Simon Dr

4 bd · 3.5 ba · 3,746 sqft · 0.537 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$915,000Aug 2024 $8,8112025 Amount on Record Dec 2016 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

1318 Simon Dr

5 bd · 3.5 ba · 3,607 sqft · 0.36 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$300,000Aug 2013 $8,4702025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

1319 Simon Dr

5 bd · 3.5 ba · 3,485 sqft · 0.551 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$184,500Nov 2011 $8,3592025 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

1320 Simon Dr

6 bd · 5.5 ba · 5,194 sqft · 0.351 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$873,000Sep 2021 $9,0662023 Amount on Record Apr 2006 2 Names on Record Assessor + 3 DocumentsUpdated Apr 2026

1321 Simon Dr

4 bd · 4 ba · 3,486 sqft · 0.567 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$637,500Jul 2020 $5,6632019 Amount on Record May 2016 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2023

1322 Simon Dr

6 bd · 4.5 ba · 4,019 sqft · 0.351 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$904,000Nov 2025 $8,8602025 Amount on Record Oct 2018 2 Names on Record Owner Occupied Assessor + 6 DocumentsUpdated Jun 2026

1323 Simon Dr

4 bd · 4 ba · 4,675 sqft · 0.582 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$850,000May 2021 $9,8482025 Amount on Record Jan 2009 1 Name on Record Assessor + 3 DocumentsUpdated Jun 2026

1324 Simon Dr

5 bd · 3 ba · 4,090 sqft · 0.355 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$8,7902025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

1325 Simon Dr

5 bd · 3 ba · 3,750 sqft · 0.6 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$584,000May 2017 Amount on Record Jul 2014 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2023

1326 Simon Dr

4 bd · 4.5 ba · 4,025 sqft · 0.426 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$210,000Jun 2009 $9,2022025 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jun 2026

1327 Simon Dr

4 bd · 3 ba · 3,824 sqft · 0.348 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$599,000May 2010 $8,5612025 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

1328 Simon Dr

6 bd · 6 ba · 5,115 sqft · 0.58 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$650,000Aug 2015 $10,6712025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

1330 Simon Dr

6 bd · 4.5 ba · 4,518 sqft · 0.466 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$805,250Mar 2006 $7,0182021 Amount on Record Mar 2005 2 Names on Record Assessor + 2 DocumentsUpdated Apr 2026

1331 Simon Dr

7 bd · 6.5 ba · 7,246 sqft · 0.401 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$928,500Jul 2019 $13,7292025 Amount on Record Jan 2006 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

1332 Simon Dr

5 bd · 3 ba · 3,698 sqft · 0.355 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$570,000Dec 2014 $8,5252025 Amount on Record Feb 2013 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

1334 Simon Dr

5 bd · 4 ba · 3,528 sqft · 0.373 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$555,000Jul 2014 Amount on Record Jun 2013 1 Name on Record Owner Occupied AssessorUpdated Sep 2023

1336 Simon Dr

3 bd · 2.5 ba · 3,696 sqft · 0.492 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$623,226Aug 2011 $8,6392025 Amount on Record Mar 2011 2 Names on Record Assessor + 3 DocumentsUpdated Jun 2026

1337 Simon Dr

6 bd · 5.5 ba · 6,422 sqft · 0.757 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$350,000Apr 2005 $12,4972025 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated Aug 2026

1338 Simon Dr

4 bd · 5 ba · 4,855 sqft · 0.555 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$180,000Mar 2009 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2023

1340 Simon Dr

3 bd · 3.5 ba · 3,185 sqft · 0.425 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$600,000Apr 2014 $8,2542025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

1344 Simon Dr

5 bd · 4 ba · 4,501 sqft · 0.389 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$535,000Sep 2017 $9,4222025 Amount on Record Jan 2006 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

1345 Simon Dr

5 bd · 4.5 ba · 4,692 sqft · 0.941 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$899,900Jan 2026 $10,3562025 Amount on Record Apr 2005 1 Name on Record Assessor + 2 DocumentsUpdated Jul 2026

1347 Simon Dr

5 bd · 3 ba · 3,695 sqft · 0.487 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$565,000Sep 2014 Amount on Record Dec 2012 1 Name on Record Owner Occupied AssessorUpdated Sep 2023

1348 Simon Dr

5 bd · 3 ba · 3,845 sqft · 0.432 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$565,000Aug 2018 $8,6082025 Amount on Record Aug 2016 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

1349 Simon Dr

5 bd · 4.5 ba · 4,821 sqft · 0.587 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$628,500Aug 2009 $10,2322025 Amount on Record Jul 2006 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

1350 Simon Dr

5 bd · 4.5 ba · 4,228 sqft · 0.387 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$250,000Apr 2005 $8,9632025 1 Name on Record Owner Occupied AssessorUpdated Jun 2026

1351 Simon Dr

5 bd · 4.5 ba · 4,728 sqft · 0.598 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$601,000Apr 2018 $10,1472025 Amount on Record May 2006 2 Names on Record Assessor + 1 DocumentUpdated Jun 2026

1352 Simon Dr

5 bd · 3 ba · 3,592 sqft · 0.371 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$545,000Apr 2013 $8,7382025 Amount on Record Dec 2012 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jun 2026

1353 Simon Dr

3 bd · 3.5 ba · 3,881 sqft · 0.603 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$178,965Jun 2013 $9,0772025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

1354 Simon Dr

5 bd · 3 ba · 3,594 sqft · 0.364 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$555,000Aug 2013 $8,8482025 Amount on Record Mar 2013 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

1355 Simon Dr

5 bd · 3.5 ba · 4,011 sqft · 0.603 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$540,000May 2011 $9,4002025 Amount on Record Jun 2010 1 Name on Record Owner Occupied AssessorUpdated Jun 2026

1356 Simon Dr

4 bd · 3.5 ba · 3,746 sqft · 0.364 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$894,900Sep 2025 $8,9832025 Amount on Record Dec 2011 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

1357 Simon Dr

5 bd · 3.5 ba · 4,222 sqft · 0.594 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$250,000Sep 2009 $9,6672025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

1358 Simon Dr

4 bd · 3.5 ba · 3,536 sqft · 0.375 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$560,000Aug 2014 $8,7302025 Amount on Record Dec 2012 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

1359 Simon Dr

5 bd · 4 ba · 3,893 sqft · 0.596 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$638,595May 2017 $9,5962025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jun 2026

1360 Simon Dr

5 bd · 3 ba · 3,845 sqft · 0.387 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$570,000Sep 2013 $9,1452025 Amount on Record May 2013 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

1361 Simon Dr

4 bd · 3.5 ba · 4,854 sqft · 0.562 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$184,500May 2011 $10,4232025 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

1362 Simon Dr

5 bd · 3.5 ba · 3,576 sqft · 0.401 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$679,000Dec 2021 $8,4432025 Amount on Record Sep 2013 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

1363 Simon Dr

4 bd · 3 ba · 3,226 sqft · 0.546 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$187,910Jan 2014 $8,0432025 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

1364 Simon Dr

5 bd · 3.5 ba · 3,641 sqft · 0.416 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$155,000Aug 2010 $8,3052025 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

1365 Simon Dr

5 bd · 3.5 ba · 3,502 sqft · 0.555 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$619,000Nov 2014 $8,8692025 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

1366 Simon Dr

6 bd · 3 ba · 4,249 sqft · 0.407 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$589,000Apr 2019 $8,9032025 Amount on Record Dec 2011 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

1367 Simon Dr

4 bd · 3.5 ba · 3,204 sqft · 0.532 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$663,500Aug 2020 $8,2752025 Amount on Record Jun 2014 2 Names on Record Assessor + 3 DocumentsUpdated Jun 2026

1368 Simon Dr

5 bd · 3.5 ba · 3,713 sqft · 0.408 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$290,000Jan 2007 $8,3022025 Amount on Record Feb 2005 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

1369 Simon Dr

6 bd · 3.5 ba · 3,699 sqft · 0.367 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$855,000Jun 2022 $1,7922022 Amount on Record Jun 2018 2 Names on Record Assessor + 5 DocumentsUpdated Apr 2026

1370 Simon Dr

4 bd · 2.5 ba · 3,296 sqft · 0.432 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$171,100Sep 2013 $7,8822025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

1371 Simon Dr

5 bd · 4 ba · 4,715 sqft · 0.382 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$675,000Sep 2020 $6,9832019 Amount on Record Apr 2005 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Sep 2023

1372 Simon Dr

5 bd · 4.5 ba · 3,466 sqft · 0.351 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$700,000Dec 2021 $8,4522025 Amount on Record May 2014 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

Property Records in Nearby Streets