369 CHARLES ST
Valuation
Tax & Assessment
Property Facts
Transaction History(5)
Sales and refinances filed with the county for this home. Not every transfer is a normal sale, so check the type before comparing prices.Foreclosure Filings(1)
Assigned SchoolsThe public schools this address is zoned for. Boundaries change, so confirm with the district before you count on it.
District: Winchester City Public Schools
Neighborhood · ZIP 22601These 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
369 Charles St 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 less than 90% of homes in Winchester 22601
- Costs less per square foot than 89% of homes in Winchester 22601
- Smaller than 66% of homes in Winchester 22601
- Has a smaller lot than 83% of homes in Winchester 22601
- Older than 84% of homes in Winchester 22601
What homes are worth in Winchester 22601
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 10% of homes in Winchester 22601.
How it measures up in Winchester 22601
The dot is this home. The mark in the middle is the typical home in Winchester 22601.
Pricier than 10% of homes nearby
Pricier than 11% of homes nearby
Bigger than 34% of homes nearby
Bigger than 17% of homes nearby
Newer than 16% of homes nearby
| Measure | This home | Winchester 22601 |
|---|---|---|
| Estimated valuepricier than | $245,000 | 10% of homes |
| Price per ft²pricier than | $199 | 11% of homes |
| Living areabigger than | 1,232 ft² | 34% of homes |
| Lot sizebigger than | 3,741 ft² | 17% of homes |
| Year builtnewer than | 1930 | 16% of homes |
About 369 Charles St
How much is 369 Charles St, Winchester, VA worth?
The TopHap Estimate for 369 Charles St, Winchester, VA is $245,000 as of Oct 21, 2026. The likely range is $237,229 to $252,771. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 369 Charles St, Winchester, VA last sell?
369 Charles St, Winchester, VA last sold on Oct 26, 2026 for $219,000, according to the county's recorded deed. TopHap holds 4 recorded sales for this parcel.
How big is 369 Charles St, Winchester, VA?
369 Charles St, Winchester, VA has 3 bedrooms, 2 bathrooms, 1,232 square feet of living space and a 0.09-acre lot.
When was 369 Charles St, Winchester, VA built?
369 Charles St, Winchester, VA was built in 1930, making it 96 years old. The building has 2 stories.
What schools serve 369 Charles St, Winchester, VA?
369 Charles St, Winchester, VA is assigned to Virginia Avenue Charlotte DeHart Elementary School (elementary), rated D-; Daniel Morgan Middle School (middle), rated C-; John Handley High School (high), rated D+. All sit in Winchester City Public Schools. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 369 Charles St, Winchester, VA compare to other homes in Winchester 22601?
Among the 9,084 homes in Winchester 22601, it is worth more than 10% of them ($245,000 against a typical $355,577), its price per square foot is higher than 11% of them ($199 against a typical $247), it is bigger than 34% of them (1,232 ft² against a typical 1,442 ft²), its lot is bigger than 17% of them (3,741 ft² against a typical 0.17 ac) and it is newer than 16% of them (1930 against a typical 1966). These shares are recounted nightly from the full county assessor record for each area, not from active listings.
What are the property taxes on 369 Charles St, Winchester, VA?
The 2026 property tax bill for 369 Charles St, Winchester, VA was $2,005. The county assessed it at $252,200.
More homes on Charles St
- 376 Charles St$177K3 bd · 1 ba · 1,232 ft² · Sold $175K · Mar 2026
- 365 Charles St$271K3 bd · 1 ba · 1,232 ft² · Sold $220K · Nov 2022
- 386 Charles St6 bd · 3 ba · 2,016 ft² · Sold $200K · Jun 2021
- 374 Charles St$260K3 bd · 1 ba · 1,288 ft² · Sold $150K · Jun 2021
- 378 Charles St6 bd · 3 ba · 2,016 ft² · Sold $260K · Apr 2020
- 367 Charles St$241K3 bd · 1 ba · 1,232 ft² · Sold $138K · May 2019
- 371 Charles St$271K3 bd · 2.5 ba · 1,460 ft² · Sold $90K · Jul 2018
- 366 Charles St$219K3 bd · 1.5 ba · 1,460 ft² · Sold $155K · Jun 2006
- 384 Charles St$206K3 bd · 1 ba · 1,254 ft² · Sold Jan 1900
- 385 Charles St0.16 ac · Sold Jan 1900
- 373 Charles St$276K3 bd · 1 ba · 1,516 ft² · Sold Jan 1900
- 370 Charles St6 bd · 2 ba · 2,224 ft² · Sold Jan 1900
Closest homes
- 367 Charles St$241K31 ft · 3 bd · 1 ba · 1,232 ft² · Sold $138K · May 2019
- 371 Charles St$271K45 ft · 3 bd · 2.5 ba · 1,460 ft² · Sold $90K · Jul 2018
- 365 Charles St$271K63 ft · 3 bd · 1 ba · 1,232 ft² · Sold $220K · Nov 2022
- 373 Charles St$276K75 ft · 3 bd · 1 ba · 1,516 ft² · Sold Jan 1900
- 375 Charles St$235K104 ft · 3 bd · 1.5 ba · 1,334 ft² · Sold Jan 1900
- 368 National Ave$354K136 ft · 5 bd · 2.5 ba · 2,198 ft² · Sold $167K · Dec 2019
- 370 National Ave141 ft · 3 bd · 2 ba · 1,764 ft² · Sold Jan 1900
- 366 National Ave139 ft · 4 bd · 2 ba · 1,748 ft² · Sold $105K · Nov 2018
More homes in Winchester 22601
- 700 Green St$359K3 bd · 1.5 ba · 1,344 ft² · Sold $354K · Oct 2026
- 321 N Kent St$261K3 bd · 1.5 ba · 1,280 ft² · Sold $255K · Oct 2026
- 507 S Stewart St$629K4 bd · 3 ba · 2,240 ft² · Sold $670K · Oct 2026
- 2159 Harvest Dr$325K3 bd · 1.5 ba · 1,380 ft² · Sold $325K · Oct 2026
- 19 E Leicester St$336K3 bd · 1.5 ba · 1,359 ft² · Sold $185K · Oct 2026
- 201 Parkway St$449K4 bd · 2 ba · 1,627 ft² · Sold $225K · Oct 2026
- 1426 Ramseur Ln3 bd · 2 ba · 2,308 ft² · Sold $250K · Oct 2026
- 964 Woodstock Ln3 bd · 2 ba · 1,632 ft² · Sold $205K · Oct 2026
- 63 Riflemen Ln$395K3 bd · 2 ba · 1,163 ft² · Sold $391K · Oct 2026
- 139 Hawthorne Dr$781K4 bd · 2.5 ba · 2,974 ft² · Sold $840K · Oct 2026
- 131 Shirley St$415K3 bd · 2.5 ba · 1,548 ft² · Sold $415K · Oct 2026
- 346 Smalts Cir1,999 ft² · Sold $720K · Oct 2026
Assigned schools
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