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Wayward Dr, Annapolis, MD Property Records

Anne Arundel County property records for 55 addresses on Wayward Dr, Annapolis, MD · Last verified August 2026

Wayward Dr Highlights

Properties 55
Median Sale Price $535,300
Deeds and Mortgages on File 55
Median Price per Sqft $256
Owner Occupied 95%
Median Annual Tax Bill $3,791
Median Year Built 1975
Median Ownership Tenure 17 years

Properties on Wayward Dr

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

563 Wayward Dr

2 ba · 1,320 sqft · 0.447 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
—Jun 1976 $2,9872023 2 Names on Record Owner Occupied AssessorUpdated Sep 2023

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565 Wayward Dr

2 ba · 2,187 sqft · 0.473 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$725,000Jan 2026 $3,7912025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jun 2026

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566 Wayward Dr

3.5 ba · 2,424 sqft · 0.53 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$20,545,000Nov 2022 $5,1272024 Amount on Record Mar 2021 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

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567 Wayward Dr

2 ba · 1,320 sqft · 0.589 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$87,693Jul 1984 $2,7542023 2 Names on Record Owner Occupied AssessorUpdated Sep 2023

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568 Wayward Dr

2 ba · 2,840 sqft · 0.459 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Jul 1973 $2,7612023 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2023

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569 Wayward Dr

2 ba · 2,240 sqft · 0.689 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Jun 2009 $3,3542024 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

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570 Wayward Dr

2 ba · 2,240 sqft · 0.53 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$97,500Sep 1985 $3,5252024 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

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571 Wayward Dr

2 ba · 2,500 sqft · 1 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$535,300Apr 2022 $4,6032023 —Jun 2002 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2023

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572 Wayward Dr

3 ba · 1,669 sqft · 0.498 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Jul 1973 $4,6132023 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2023

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573 Wayward Dr

2 ba · 1,264 sqft · 0.75 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Mar 1999 $2,7482023 Amount on Record Nov 1998 2 Names on Record Owner Occupied AssessorUpdated Sep 2023

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574 Wayward Dr

3 ba · 3,111 sqft · 0.465 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$158,500Jun 1988 $3,4702023 2 Names on Record Owner Occupied AssessorUpdated Sep 2023

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575 Wayward Dr

2 ba · 2,240 sqft · 0.8 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Jul 1973 $2,8282023 2 Names on Record Owner Occupied AssessorUpdated Sep 2023

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577 Wayward Dr

2 ba · 2,240 sqft · 0.869 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
—Sep 2005 $3,4662024 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

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579 Wayward Dr

2 ba · 1,264 sqft · 1.11 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
—Jun 1992 $3,0192023 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2023

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581 Wayward Dr

2.5 ba · 2,284 sqft · 0.387 acres

Last Sale Tax Bill Prior Sale Owner Records
$535,000Oct 2022 $5,1012024 Amount on Record Sep 2019 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

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583 Wayward Dr

2 ba · 1,971 sqft · 1.05 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$565,000Aug 2020 $5,5672023 Amount on Record Jan 2002 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2023

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601 Wayward Dr

2 ba · 2,244 sqft · 0.031 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jan 2010 $4,6632024 Amount on Record Jun 2006 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

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602 Wayward Dr

2 ba · 1,936 sqft · 0.345 acres

Last Sale Tax Bill Prior Sale Owner Records
$505,000Dec 2025 $3,3032024 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

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603 Wayward Dr

2 ba · 2,240 sqft · 0.348 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$87,000Jan 1983 1 Name on Record Owner Occupied AssessorUpdated Sep 2023

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604 Wayward Dr

2 ba · 2,160 sqft · 0.453 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$3,5612024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

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605 Wayward Dr

2 ba · 2,240 sqft · 0.344 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,7812023 2 Names on Record Owner Occupied AssessorUpdated Sep 2023

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606 Wayward Dr

2 ba · 2,398 sqft · 0.869 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$159,900Nov 1989 $3,8042024 1 Name on Record Owner Occupied AssessorUpdated Apr 2026

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607 Wayward Dr

2 ba · 2,240 sqft · 0.363 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$136,000Dec 1988 $3,5862024 1 Name on Record Assessor + 1 DocumentUpdated Aug 2026

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608 Wayward Dr

2.5 ba · 2,064 sqft · 0.6 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$470,000Jan 2022 $5,2982024 1 Name on Record Assessor + 2 DocumentsUpdated Apr 2026

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609 Wayward Dr

2 ba · 2,240 sqft · 0.381 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Aug 1974 $2,8402023 2 Names on Record Owner Occupied AssessorUpdated Sep 2023

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610 Wayward Dr

2 ba · 2,240 sqft · 0.418 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Oct 1974 2 Names on Record Owner Occupied AssessorUpdated Sep 2023

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611 Wayward Dr

3 ba · 3,259 sqft · 0.369 acres · Pool

Last Sale Tax Bill Prior Sale Owner Records
$415,000Dec 2011 $5,5822024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

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612 Wayward Dr

2 ba · 2,056 sqft · 0.351 acres

Last Sale Tax Bill Prior Sale Owner Records
$150,000Nov 1996 $3,3452024 Amount on Record Apr 1991 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

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613 Wayward Dr

2 ba · 2,460 sqft · 0.361 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,5452024 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

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614 Wayward Dr

2 ba · 1,264 sqft · 0.344 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$260,000Sep 2013 $4,0702023 Amount on Record Sep 2008 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2023

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616 Wayward Dr

2 ba · 1,320 sqft · 0.468 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$72,000Jan 1979 $2,7542023 1 Name on Record Owner Occupied AssessorUpdated Sep 2023

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617 Wayward Dr

2 ba · 1,920 sqft · 0.399 acres

Last Sale Tax Bill Prior Sale Owner Records
$310,000Jun 2013 $4,5432025 Amount on Record — 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jun 2026

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618 Wayward Dr

2 ba · 1,680 sqft · 0.589 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$392,000Jun 2014 $4,2122023 Amount on Record Dec 2011 2 Names on Record Owner Occupied AssessorUpdated Sep 2023

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620 Wayward Dr

2 ba · 2,483 sqft · 0.5 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$375,000Jun 2017 $4,7572023 —Feb 1998 2 Names on Record Assessor + 1 DocumentUpdated Sep 2023

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622 Wayward Dr

2 ba · 2,240 sqft · 0.401 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$525,000Sep 2022 $5,0432025 Amount on Record Jan 2019 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

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623 Wayward Dr

3 ba · 2,214 sqft · 0.344 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$315,000Apr 2019 $5,1562025 —Feb 2004 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

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624 Wayward Dr

3 ba · 1,804 sqft · 0.344 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$505,000Apr 2020 $5,0552023 Amount on Record Jan 2016 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2023

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625 Wayward Dr

2 ba · 2,456 sqft · 0.344 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$435,000Mar 2014 $4,6982023 Amount on Record Nov 1999 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2023

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626 Wayward Dr

2 ba · 2,264 sqft · 0.359 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$580,000Mar 2023 $5,4862024 Amount on Record Nov 2015 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

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627 Wayward Dr

2 ba · 2,424 sqft · 0.341 acres

Last Sale Tax Bill Prior Sale Owner Records
$440,000Jul 2008 $4,7442024 Amount on Record Jul 2002 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

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628 Wayward Dr

2 ba · 2,240 sqft · 0.378 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Dec 1975 $2,9512023 2 Names on Record Owner Occupied AssessorUpdated Sep 2023

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629 Wayward Dr

2 ba · 2,694 sqft · 0.339 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$359,000May 2004 $3,3872023 2 Names on Record Owner Occupied AssessorUpdated Sep 2023

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630 Wayward Dr

2 ba · 2,240 sqft · 0.361 acres

Last Sale Tax Bill Prior Sale Owner Records
$405,000Apr 2018 $4,9972024 Amount on Record Oct 1997 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Apr 2026

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632 Wayward Dr

2 ba · 2,688 sqft · 0.344 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$169,900Apr 1990 $2,7972023 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Sep 2023

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633 Wayward Dr

2 ba · 1,920 sqft · 0.351 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$199,500Jun 1999 $3,6062024 Amount on Record Apr 1992 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

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634 Wayward Dr

2 ba · 1,980 sqft · 0.344 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
—Mar 2003 $2,4912023 Amount on Record Nov 1993 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2023

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635 Wayward Dr

3 ba · 2,213 sqft · 0.378 acres

Last Sale Tax Bill Prior Sale Owner Records
$347,300Jan 2022 $4,9682024 Amount on Record Jul 2014 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

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636 Wayward Dr

2 ba · 2,240 sqft · 0.344 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Mar 1976 $2,8902023 2 Names on Record Owner Occupied AssessorUpdated Sep 2023

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637 Wayward Dr

2 ba · 1,672 sqft · 0.56 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Mar 1976 $3,3192023 2 Names on Record Owner Occupied AssessorUpdated Sep 2023

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638 Wayward Dr

2 ba · 2,633 sqft · 0.344 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$3,8402024 2 Names on Record Owner Occupied AssessorUpdated Apr 2026

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639 Wayward Dr

4 ba · 3,390 sqft · 1.88 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$550,000Apr 2021 $6,2432024 Amount on Record Aug 1986 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

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640 Wayward Dr

2 ba · 2,240 sqft · 0.378 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$3,6122024 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Apr 2026

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641 Wayward Dr

4 ba · 2,174 sqft · 0.769 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$439,000Aug 2017 $4,9772023 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2023

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642 Wayward Dr

2 ba · 3,792 sqft · 0.457 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$375,000Dec 2015 $7,4322025 —Feb 1996 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

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644 Wayward Dr

2 ba · 2,240 sqft · 0.485 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$389,000Oct 2015 $4,1922023 Amount on Record Oct 1995 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2023

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Wildfire Risk on Wayward Dr

Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020

Wildfire RiskLow
this street's cells rank at the 18th percentile of exposed land nationally · 38th in Maryland
Wildfire LikelihoodLow — about 1 in 6,863 per year
ExposureDirect
3 of 7 cells directly exposed · 7 adjoin burnable vegetation

Property Records in Nearby Streets