Market Overview
Annapolis is pricier ($510K median vs $370K), a difference of about $140K. Annapolis moves faster, with homes averaging 25 days on market compared to 28 in Williamsburg. Williamsburg offers a lower entry point at $150K–$1.5M.
Annapolis
MD
Williamsburg
VA
Median Price
$510K
$370K
Avg Days on Market
25 days
28 days
Price Range
$200K–$3M+
$150K–$1.5M
Top Neighborhoods
Downtown Annapolis, Eastport, West Annapolis, Parole
Colonial Williamsburg, Kingsmill, New Town, Ford's Colony
Schools
Williamsburg leads on school quality with a 84% average pass rate (rated Strong) compared to 80% in Annapolis. Top schools in Annapolis include Annapolis High School and Broadneck High School. In Williamsburg, families look to Lafayette High School and Warhill High School. See Annapolis schools | See Williamsburg schools
Annapolis
MD
Williamsburg
VA
Quality Tier
Strong
Strong
Avg Pass Rate
80%
84%
Top Schools
Annapolis High School, Broadneck High School, Annapolis Middle School
Lafayette High School, Warhill High School, Berkeley Middle School
Pass Rate
Commute
Williamsburg is closer to downtown at ~25 minutes vs ~45 minutes. Neither city has direct Metro access. Major highway access: Annapolis (Rt 50, Rt 2, I-97), Williamsburg (I-64, Rt 60, Rt 199).
Annapolis
MD
Williamsburg
VA
Drive to Downtown
~45 min
~25 min
Metro Stations
No Metro access
No Metro access
Metro Lines
N/A
N/A
Major Highways
Rt 50, Rt 2, I-97
I-64, Rt 60, Rt 199
Commuter Rail
None
None
Walkability
Annapolis is more walkable with a Walk Score of 45 (Car-Dependent), compared to 35 in Williamsburg. Transit scores: Annapolis (18) vs Williamsburg (10). Walkability varies significantly by neighborhood. Urban corridors like Downtown Annapolis and Colonial Williamsburg score much higher than suburban areas.
Annapolis
MD
Williamsburg
VA
Walk Score
Transit Score
18
10
Bike Score
52
42
Safety
Williamsburg is rated "Average" with a total crime rate Near Virginia average. Annapolis is rated "Below Average" (34% above Virginia average). Both cities compare favorably to broader regional trends. Crime rates vary by neighborhood, so check specific areas when house hunting.
Annapolis
MD
Williamsburg
VA
Safety Rating
Violent Crime
2.2/1K
1.2/1K
Property Crime
20.5/1K
15.2/1K
vs Virginia Avg
34% above Virginia average
Near Virginia average
MD
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Frequently Asked Questions
Is Annapolis or Williamsburg more affordable?
Williamsburg is more affordable with a median home price of $370K, compared to $510K in Annapolis. Both cities offer a wide range of housing options, from condos and townhomes to single-family homes. Annapolis prices range from $200K–$3M+. Williamsburg prices range from $150K–$1.5M.
Which has better schools, Annapolis or Williamsburg?
Williamsburg has stronger schools overall, with a 84% average pass rate compared to 80% in Annapolis. Top schools in Annapolis include Annapolis High School and Broadneck High School. In Williamsburg, standout schools include Lafayette High School and Warhill High School. School quality varies by neighborhood, so check specific school zones when evaluating homes.
Which is easier to commute from, Annapolis or Williamsburg?
Williamsburg has the shorter commute to downtown at ~25 minutes vs ~45 minutes. Annapolis has no direct Metro access. Williamsburg has no direct Metro access.
Is Annapolis or Williamsburg better for families?
Both cities are popular with families. Annapolis is Maryland's capital and the home of the U. Williamsburg blends colonial history with modern living. The best choice depends on your priorities: budget, school quality, commute length, and neighborhood feel. smover can help you find a verified agent in either city who specializes in family-friendly neighborhoods.
Market data verified by smover using real transaction records. School data from Virginia DOE, Maryland MSDE, and DC OSSE public reports. Property tax rates from Virginia Dept. of Taxation (2024). Walkability scores from Walk Score (2024). Crime data from FBI UCR and Virginia State Police (2023). Commute times are approximate rush-hour estimates. Updated March 2026.