5744 OAKCREST DR
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(2)
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: Calvert County Public Schools
Neighborhood · ZIP 20685These 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
5744 Oakcrest 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 less than 95% of homes in Saint Leonard 20685
- Costs more per square foot than 78% of homes in Saint Leonard 20685
- Smaller than 97% of homes in Calvert County
- Has a smaller lot than 96% of homes in Saint Leonard 20685
What homes are worth in Saint Leonard 20685
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 5% of homes in Saint Leonard 20685.
How it measures up in Saint Leonard 20685
The dot is this home. The mark in the middle is the typical home in Saint Leonard 20685.
Pricier than 5% of homes nearby
Pricier than 78% of homes nearby
Bigger than 5% of homes nearby
Bigger than 4% of homes nearby
Newer than 51% of homes nearby
| Measure | This home | Saint Leonard 20685 | Calvert County |
|---|---|---|---|
| Estimated valuepricier than | $286,155 | 5% of homes | 7% of homes |
| Price per ft²pricier than | $331 | 78% of homes | 78% of homes |
| Living areabigger than | 864 ft² | 5% of homes | 3% of homes |
| Lot sizebigger than | 0.14 ac | 4% of homes | 12% of homes |
| Year builtnewer than | 1989 | 51% of homes | 47% of homes |
About 5744 Oakcrest Dr
How much is 5744 Oakcrest Dr, Saint Leonard, MD worth?
The TopHap Estimate for 5744 Oakcrest Dr, Saint Leonard, MD is $286,155 as of Oct 21, 2026. The likely range is $273,063 to $299,247. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 5744 Oakcrest Dr, Saint Leonard, MD last sell?
5744 Oakcrest Dr, Saint Leonard, MD last sold on Mar 6, 2001 for $68,500, according to the county's recorded deed.
How big is 5744 Oakcrest Dr, Saint Leonard, MD?
5744 Oakcrest Dr, Saint Leonard, MD has 1 bathrooms, 864 square feet of living space and a 0.14-acre lot.
When was 5744 Oakcrest Dr, Saint Leonard, MD built?
5744 Oakcrest Dr, Saint Leonard, MD was built in 1989, making it 37 years old. The building has 1 story.
What schools serve 5744 Oakcrest Dr, Saint Leonard, MD?
5744 Oakcrest Dr, Saint Leonard, MD is assigned to St. Leonard Elementary School (elementary), rated B+; Southern Middle School (middle), rated C; Calvert High School (high), rated B-. All sit in Calvert County Public Schools. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 5744 Oakcrest Dr, Saint Leonard, MD compare to other homes in Saint Leonard 20685?
Among the 2,632 homes in Saint Leonard 20685, it is worth more than 5% of them ($286,155 against a typical $483,721), its price per square foot is higher than 78% of them ($331 against a typical $274), it is bigger than 5% of them (864 ft² against a typical 1,820 ft²), its lot is bigger than 4% of them (0.14 ac against a typical 0.93 ac) and it is newer than 51% of them (1989 against a typical 1989). Measured against all of Calvert County, it is worth more than 7% 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 5744 Oakcrest Dr, Saint Leonard, MD?
The 2025 property tax bill for 5744 Oakcrest Dr, Saint Leonard, MD was $2,416. The county assessed it at $224,600.
More homes on Oakcrest Dr
- 5705 Oakcrest Dr$532K3 ba · 2,048 ft² · Sold $335K · Oct 2026
- 5715 Oakcrest Dr$462K3.5 ba · 2,728 ft² · Sold $442K · Aug 2025
- 5741 Oakcrest Dr$559K2 ba · 2,024 ft² · Sold $519K · Dec 2024
- 5758 Oakcrest Dr$390K2 ba · 1,288 ft² · Sold $362K · Dec 2024
- 5730 Oakcrest Dr$373K2 ba · 1,296 ft² · Sold $356K · Oct 2024
- 5735 Oakcrest Dr$425K2.5 ba · 1,944 ft² · Sold $390K · Jul 2024
- 5748 Oakcrest Dr$412K3 ba · 1,080 ft² · Sold $340K · May 2023
- 5745 Oakcrest Dr$514K3.5 ba · 2,652 ft² · Sold $425K · Nov 2022
- 5710 Oakcrest Dr$497K2 ba · 1,518 ft² · Sold $325K · Jun 2021
- 5751 Oakcrest Dr$485K2.5 ba · 2,008 ft² · Sold Mar 2021
- 5724 Oakcrest Dr$348K2 ba · 1,326 ft² · Sold $176K · Mar 2004
- 5755 Oakcrest Dr$545K2.5 ba · 2,288 ft² · Sold $209K · May 2003
Closest homes
- 5748 Oakcrest Dr$412K53 ft · 3 ba · 1,080 ft² · Sold $340K · May 2023
- 5740 Oakcrest Dr$280K54 ft · 1 ba · 960 ft² · Sold $80K · Mar 1995
- 5752 Oakcrest Dr$334K105 ft · 2 ba · 1,080 ft² · Sold Jan 1900
- 1449 Plateau Rd$380K134 ft · 1 ba · 1,710 ft² · Sold $350K · Oct 2024
- 1441 Plateau Rd$318K132 ft · 1.5 ba · 1,240 ft² · Sold Jan 1900
- 5736 Oakcrest Dr$313K119 ft · 1 ba · 1,344 ft² · Sold Jan 1900
- 5745 Oakcrest Dr$514K202 ft · 3.5 ba · 2,652 ft² · Sold $425K · Nov 2022
- 5741 Oakcrest Dr$559K207 ft · 2 ba · 2,024 ft² · Sold $519K · Dec 2024
More homes in Saint Leonard 20685
- 1543 Avenue B$397K3 ba · 1,814 ft² · Sold $397K · Oct 2026
- 6230 Nicole Dr$705K3.5 ba · 2,802 ft² · Sold $705K · Oct 2026
- 548 Windmill Dr$590K2.5 ba · 1,954 ft² · Sold $590K · Oct 2026
- 6010 Goldfinch Ln$695K3.5 ba · 2,878 ft² · Sold Oct 2026
- 5335 Majesty Ln$475K2.5 ba · 2,588 ft² · Sold $495K · Oct 2026
- 1947 Oriole Way$640K2.5 ba · 2,044 ft² · Sold $640K · Oct 2026
- 5330 Cove View Dr$552K2 ba · 1,558 ft² · Sold $550K · Oct 2026
- 4200 Henry Ct$625K3 ba · 4,345 ft² · Sold $615K · Oct 2026
- 1538 Dogwood Rd$200K1.5 ba · 953 ft² · Sold $200K · Oct 2026
- 6070 Hill Rd$281K1 ba · 1,248 ft² · Sold $280K · Sep 2026
- 1331 Calvert Beach Rd$343K1 ba · 1,230 ft² · Sold $201K · Sep 2026
- 1262 Calvert Beach Rd$454K2.5 ba · 1,248 ft² · Sold $277K · Sep 2026
Assigned schools
Explore the area
See this home in context
Open 5744 Oakcrest 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