244 ASHLAND DR
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(1)
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: Frederick County Public Schools
Neighborhood · ZIP 22603These 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
244 Ashland 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 87% of homes in Frederick County
- Bigger than 82% of homes in Frederick County
- Has a bigger lot than 76% of homes in Frederick County
- Newer than 71% of homes in Winchester 22603
What homes are worth in Winchester 22603
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 79% of homes in Winchester 22603.
How it measures up in Winchester 22603
The dot is this home. The mark in the middle is the typical home in Winchester 22603.
Pricier than 79% of homes nearby
Pricier than 44% of homes nearby
Bigger than 81% of homes nearby
Bigger than 46% of homes nearby
Newer than 71% of homes nearby
| Measure | This home | Winchester 22603 | Frederick County |
|---|---|---|---|
| Estimated valuepricier than | $653,479 | 79% of homes | 87% of homes |
| Price per ft²pricier than | $256 | 44% of homes | 60% of homes |
| Living areabigger than | 2,551 ft² | 81% of homes | 82% of homes |
| Lot sizebigger than | 2 ac | 46% of homes | 76% of homes |
| Year builtnewer than | 1999 | 71% of homes | 55% of homes |
About 244 Ashland Dr
How much is 244 Ashland Dr, Winchester, VA worth?
The TopHap Estimate for 244 Ashland Dr, Winchester, VA is $653,479 as of Sep 24, 2026. The likely range is $620,698 to $686,260. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 244 Ashland Dr, Winchester, VA last sell?
244 Ashland Dr, Winchester, VA last sold on May 21, 2007 for $417,000, according to the county's recorded deed.
How big is 244 Ashland Dr, Winchester, VA?
244 Ashland Dr, Winchester, VA has 4 bedrooms, 2.5 bathrooms, 2,551 square feet of living space and a 2.00-acre lot.
When was 244 Ashland Dr, Winchester, VA built?
244 Ashland Dr, Winchester, VA was built in 1999, making it 27 years old. The building has 1 story.
What schools serve 244 Ashland Dr, Winchester, VA?
244 Ashland Dr, Winchester, VA is assigned to Frederick County Middle School (middle), rated D-; Apple Pie Ridge Elementary School (elementary), rated D-; James Wood High School (high), rated C+. All sit in Frederick County Public Schools. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 244 Ashland Dr, Winchester, VA compare to other homes in Winchester 22603?
Among the 4,562 homes in Winchester 22603, it is worth more than 79% of them ($653,479 against a typical $441,052), its price per square foot is higher than 44% of them ($256 against a typical $264), it is bigger than 81% of them (2,551 ft² against a typical 1,600 ft²), its lot is bigger than 46% of them (2 ac against a typical 2.34 ac) and it is newer than 71% of them (1999 against a typical 1987). Measured against all of Frederick County, it is worth more than 87% 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 244 Ashland Dr, Winchester, VA?
The 2026 property tax bill for 244 Ashland Dr, Winchester, VA was $2,997. The county assessed it at $565,380.
More homes on Ashland Dr
- 173 Ashland Dr$649K5 bd · 4.5 ba · 3,204 ft² · Sold $355K · Apr 2026
- 155 Ashland Dr$646K4 bd · 2.5 ba · 2,619 ft² · Sold $645K · Dec 2024
- 217 Ashland Dr$536K4 bd · 3.5 ba · 2,318 ft² · Sold $535K · Oct 2024
- 266 Ashland Dr$700K4 bd · 3 ba · 2,397 ft² · Sold $678K · Aug 2023
- 220 Ashland Dr$635K3 bd · 2 ba · 2,117 ft² · Sold $580K · Aug 2021
- 111 Ashland Dr$560K3 bd · 2.5 ba · 2,244 ft² · Sold $349K · Sep 2019
- 251 Ashland Dr$645K5 bd · 3.5 ba · 2,619 ft² · Sold $309K · Jun 2011
- 110 Ashland Dr$634K4 bd · 3.5 ba · 2,192 ft² · Sold $290K · Dec 2002
- 142 Ashland Dr$744K4 bd · 3.5 ba · 2,630 ft² · Sold $349K · Oct 2002
- 225 Ashland Dr$746K4 bd · 4 ba · 3,357 ft² · Sold $336K · Dec 1999
- 192 Ashland Dr$676K4 bd · 3.5 ba · 2,309 ft² · Sold Jan 1900
- 191 Ashland Dr$742K4 bd · 3.5 ba · 3,354 ft² · Sold Jan 1900
Closest homes
- 266 Ashland Dr$700K262 ft · 4 bd · 3 ba · 2,397 ft² · Sold $678K · Aug 2023
- 220 Ashland Dr$635K394 ft · 3 bd · 2 ba · 2,117 ft² · Sold $580K · Aug 2021
- 251 Ashland Dr$645K429 ft · 5 bd · 3.5 ba · 2,619 ft² · Sold $309K · Jun 2011
- 280 Ashland Dr$659K498 ft · 4 bd · 3.5 ba · 2,644 ft² · Sold Jan 1900
- 225 Ashland Dr$746K0.1 mi · 4 bd · 4 ba · 3,357 ft² · Sold $336K · Dec 1999
- 185 Hannah Ct$650K0.1 mi · 3 bd · 3.5 ba · 2,470 ft² · Sold $338K · Feb 2004
- 192 Ashland Dr$676K0.1 mi · 4 bd · 3.5 ba · 2,309 ft² · Sold Jan 1900
- 138 Hannah Ct$716K0.1 mi · 4 bd · 2.5 ba · 2,889 ft² · Sold $315K · May 2003
More homes in Winchester 22603
- 2630 Hunting Ridge Rd$900K3 bd · 4.5 ba · 2,475 ft² · Sold $900K · Oct 2026
- 130 Babbs Mountain Rd3 bd · 2 ba · 1,123 ft² · Sold $1.1M · Oct 2026
- 153 Burr Stone Ln$640K4 bd · 2.5 ba · 2,400 ft² · Sold $652K · Sep 2026
- 12.9 ac · Sold $150K · Sep 2026
- 2346 Welltown Rd$382K3 bd · 3 ba · 1,988 ft² · Sold $288K · Sep 2026
- 142 Fortress Dr$599K4 bd · 3.5 ba · 2,292 ft² · Sold $583K · Sep 2026
- 430 Babbs Mountain Rd$430K2 bd · 2.5 ba · 1,745 ft² · Sold $400K · Sep 2026
- 220 N Hayfield Rd$325K3 bd · 1 ba · 1,456 ft² · Sold $410K · Sep 2026
- 2020 Siler Rd10.97 ac · Sold $216K · Sep 2026
- 280 Sage Cir$308K3 bd · 2.5 ba · 1,220 ft² · Sold $309K · Sep 2026
- 117 Wagtail Ln$332K3,485 ft² · Sold $432K · Sep 2026
- 384 Frog Hollow Rd6.5 ac · Sold $223K · Sep 2026
Assigned schools
Explore the area
See this home in context
Open 244 Ashland Dr on TopHap’s interactive map to compare it against every sale nearby, overlay school zones and flood risk, and run a CMA.
Open in map