565 WAYWARD DR
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(3)
Sales and refinances filed with the county for this home. Not every transfer is a normal sale, so check the type before comparing prices.Assigned SchoolsThe public schools this address is zoned for. Boundaries change, so confirm with the district before you count on it.
District: Anne Arundel County Public Schools
Neighborhood · ZIP 21401These are comparison scores, not percentages. 100 equals the national average, so 150 means about 50% above average.
Index scale: 100 = US average (tick). Lower is better.
Owner Tools
Data by ATTOM. Valuations are automated estimates, not appraisals. Photos from Google Street View and may not depict the current property state.
How this home compares
565 Wayward Dr measured against every home in its neighborhood, its ZIP code and its county, using county assessor records refreshed nightly. A home can stand out in one of those areas and look ordinary in another, because each one holds a different mix of homes.
- Worth more than 79% of homes in Anne Arundel County
- Costs more per square foot than 80% of homes in Anne Arundel County
- Bigger than 66% of homes in Anne Arundel County
- Has a bigger lot than 80% of homes in Annapolis 21401
- Older than 84% of homes in Gingerville / Rolling Hills
What homes are worth in Annapolis 21401
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 61% of homes in Annapolis 21401.
How it measures up in Annapolis 21401
The dot is this home. The mark in the middle is the typical home in Annapolis 21401.
Pricier than 61% of homes nearby
Pricier than 57% of homes nearby
Bigger than 64% of homes nearby
Bigger than 80% of homes nearby
Newer than 34% of homes nearby
| Measure | This home | Gingerville / Rolling Hills | Annapolis 21401 | Anne Arundel County |
|---|---|---|---|---|
| Estimated valuepricier than | $741,496 | 78% of homes | 61% of homes | 79% of homes |
| Price per ft²pricier than | $339 | 60% of homes | 57% of homes | 80% of homes |
| Living areabigger than | 2,187 ft² | 64% of homes | 64% of homes | 66% of homes |
| Lot sizebigger than | 0.47 ac | 69% of homes | 80% of homes | 80% of homes |
| Year builtnewer than | 1973 | 16% of homes | 34% of homes | 37% of homes |
About 565 Wayward Dr
How much is 565 Wayward Dr, Annapolis, MD worth?
The TopHap Estimate for 565 Wayward Dr, Annapolis, MD is $741,496 as of Aug 30, 2026. The likely range is $696,420 to $786,572. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 565 Wayward Dr, Annapolis, MD last sell?
565 Wayward Dr, Annapolis, MD last sold on Jan 9, 2026 for $725,000, according to the county's recorded deed.
How big is 565 Wayward Dr, Annapolis, MD?
565 Wayward Dr, Annapolis, MD has 2 bathrooms, 2,187 square feet of living space and a 0.47-acre lot.
When was 565 Wayward Dr, Annapolis, MD built?
565 Wayward Dr, Annapolis, MD was built in 1973, making it 53 years old. It is a conventional home. The building has 1 story.
What schools serve 565 Wayward Dr, Annapolis, MD?
565 Wayward Dr, Annapolis, MD is assigned to Rolling Knolls Elementary School (elementary), rated A-; Annapolis High School (high), rated C; Wiley H. Bates Middle School (middle), rated C+. All sit in Anne Arundel County Public Schools. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 565 Wayward Dr, Annapolis, MD compare to other homes in Annapolis 21401?
Among the 14,511 homes in Annapolis 21401, it is worth more than 61% of them ($741,496 against a typical $647,265), its price per square foot is higher than 57% of them ($339 against a typical $321), it is bigger than 64% of them (2,187 ft² against a typical 1,854 ft²), its lot is bigger than 80% of them (0.47 ac against a typical 0.15 ac) and it is newer than 34% of them (1973 against a typical 1986). Measured against all of Anne Arundel County, it is worth more than 79% of homes there. These shares are recounted nightly from the full county assessor record for each area, not from active listings.
What are the property taxes on 565 Wayward Dr, Annapolis, MD?
The 2025 property tax bill for 565 Wayward Dr, Annapolis, MD was $3,792. The county assessed it at $497,600.
More homes on Wayward Dr
- 617 Wayward Dr$599K2 ba · 1,920 ft² · Sold $599K · Aug 2026
- 602 Wayward Dr$518K2 ba · 1,936 ft² · Sold $505K · Dec 2025
- 634 Wayward Dr$773K2 ba · 2,530 ft² · Sold $735K · May 2025
- 574 Wayward Dr$593K3 ba · 3,111 ft² · Sold $560K · Mar 2025
- 626 Wayward Dr$690K2 ba · 2,264 ft² · Sold $580K · Mar 2023
- 566 Wayward Dr$671K3.5 ba · 2,424 ft² · Sold $21M · Nov 2022
- 581 Wayward Dr$664K2.5 ba · 2,284 ft² · Sold $535K · Oct 2022
- 622 Wayward Dr$625K2 ba · 2,240 ft² · Sold $525K · Sep 2022
- 608 Wayward Dr$639K2.5 ba · 2,064 ft² · Sold $470K · Mar 2022
- 635 Wayward Dr$579K3 ba · 2,213 ft² · Sold $347K · Jan 2022
- 639 Wayward Dr$789K4 ba · 3,390 ft² · Sold $550K · Apr 2021
- 583 Wayward Dr$781K2 ba · 2,131 ft² · Sold $565K · Aug 2020
Closest homes
- 567 Wayward Dr$462K131 ft · 2 ba · 1,936 ft² · Sold $88K · Jul 1984
- 563 Wayward Dr$509K158 ft · 2 ba · 1,720 ft² · Sold Jan 1900
- 552 Rockwood Ct$499K179 ft · 2.5 ba · 1,644 ft² · Sold $70K · Oct 1999
- 550 Rockwood Ct$628K186 ft · 3 ba · 2,202 ft² · Sold $400K · Dec 2014
- 1988 Glencrest Ln$618K207 ft · 2 ba · 2,240 ft² · Sold $420K · Apr 2016
- 569 Wayward Dr$615K246 ft · 2 ba · 2,240 ft² · Sold Jun 2009
- 1987 Glencrest Ln$587K279 ft · 2 ba · 2,240 ft² · Sold Jan 1900
- 566 Wayward Dr$671K266 ft · 3.5 ba · 2,424 ft² · Sold $21M · Nov 2022
More homes in Annapolis 21401
- 926 Central St$602K3.5 ba · 1,752 ft² · Sold $600K · Aug 2026
- 1402 Catlyn Pl$532K2.5 ba · 2,200 ft² · Sold $530K · Aug 2026
- 1709 Point No Point Dr$750K2.5 ba · 2,217 ft² · Sold $750K · Aug 2026
- 1714 Broadlee Trl$901K3 ba · 1,648 ft² · Sold $900K · Aug 2026
- 1608 Belle Dr$586K4 ba · 2,013 ft² · Sold $585K · Aug 2026
- 349 Epping Way$916K3 ba · 3,292 ft² · Sold $915K · Aug 2026
- 2054 Quaker Way$345K2 ba · 1,114 ft² · Sold $345K · Aug 2026
- 2638 Foremast Aly$569K3 ba · 2,020 ft² · Sold $569K · Aug 2026
- 362 Severn Rd$702K2 ba · 1,536 ft² · Sold $565K · Aug 2026
- 2001 Warners Ter N$305K1,065 ft² · Sold $305K · Aug 2026
- 2003 Warners Ter N$360K1,072 ft² · Sold $360K · Aug 2026
- 789 Eastern Point Rd$625K2 ba · 1,756 ft² · Sold $625K · Aug 2026
Assigned schools
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