41901 WINDWARD WAY
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: St. Marys County Public Schools
Neighborhood · ZIP 20636These 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
41901 Windward Way 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 69% of homes in St. Mary's County
- Bigger than 68% of homes in St. Mary's County
- Has a bigger lot than 85% of homes in St. Mary's County
What homes are worth in Hollywood 20636
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 52% of homes in Hollywood 20636.
How it measures up in Hollywood 20636
The dot is this home. The mark in the middle is the typical home in Hollywood 20636.
Pricier than 52% of homes nearby
Pricier than 41% of homes nearby
Bigger than 59% of homes nearby
Bigger than 81% of homes nearby
Newer than 56% of homes nearby
| Measure | This home | Hollywood 20636 | St. Mary's County |
|---|---|---|---|
| Estimated valuepricier than | $503,454 | 52% of homes | 69% of homes |
| Price per ft²pricier than | $226 | 41% of homes | 45% of homes |
| Living areabigger than | 2,228 ft² | 59% of homes | 68% of homes |
| Lot sizebigger than | 3.07 ac | 81% of homes | 85% of homes |
| Year builtnewer than | 1993 | 56% of homes | 52% of homes |
About 41901 Windward Way
How much is 41901 Windward Way, Hollywood, MD worth?
The TopHap Estimate for 41901 Windward Way, Hollywood, MD is $503,454 as of Sep 24, 2026. The likely range is $475,976 to $530,932. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 41901 Windward Way, Hollywood, MD last sell?
41901 Windward Way, Hollywood, MD last sold on Jun 26, 2011 for $323,000, according to the county's recorded deed. TopHap holds 3 recorded sales for this parcel.
How big is 41901 Windward Way, Hollywood, MD?
41901 Windward Way, Hollywood, MD has 2.5 bathrooms, 2,228 square feet of living space and a 3.07-acre lot.
When was 41901 Windward Way, Hollywood, MD built?
41901 Windward Way, Hollywood, MD was built in 1993, making it 33 years old. The building has 1 story.
What schools serve 41901 Windward Way, Hollywood, MD?
41901 Windward Way, Hollywood, MD is assigned to Oakville Elementary School (elementary), rated A-; Leonardtown Middle School (middle), rated A-; Leonardtown High School (high), rated B+. All sit in St. Marys County Public Schools. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 41901 Windward Way, Hollywood, MD compare to other homes in Hollywood 20636?
Among the 4,077 homes in Hollywood 20636, it is worth more than 52% of them ($503,454 against a typical $491,027), its price per square foot is higher than 41% of them ($226 against a typical $237), it is bigger than 59% of them (2,228 ft² against a typical 1,952 ft²), its lot is bigger than 81% of them (3.07 ac against a typical 1.16 ac) and it is newer than 56% of them (1993 against a typical 1989). Measured against all of St. Mary's County, it is worth more than 69% 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 41901 Windward Way, Hollywood, MD?
The 2025 property tax bill for 41901 Windward Way, Hollywood, MD was $3,984. The county assessed it at $390,767.
More homes on Windward Way
Closest homes
- 41911 Windward Way$520K284 ft · 2.5 ba · 1,837 ft² · Sold $419K · Nov 2020
- Pleasant Valley Ln253 ft · 2,178 ft² · Sold Jan 1900
- 41891 Windward Way$492K359 ft · 3 ba · 1,820 ft² · Sold $155K · Sep 1993
- 24647 Maple Valley Ln$562K397 ft · 2.5 ba · 2,312 ft² · Sold $530K · May 2023
- 41921 Windward Way$536K461 ft · 3 ba · 2,184 ft² · Sold $324K · Sep 2019
- Pleasant Valley Ln385 ft · 0.13 ac · Sold Jan 1900
- 24643 Maple Valley Ln$542K0.1 mi · 2.5 ba · 2,424 ft² · Sold $540K · Jun 2025
- 24644 Maple Valley Ln$606K0.1 mi · 3 ba · 2,370 ft² · Sold $45K · Jan 2001
More homes in Hollywood 20636
- 25757 Ricky Dr$419K2 ba · 1,220 ft² · Sold $427K · Oct 2026
- 26269 Skyview Dr$242K1 ba · 1,200 ft² · Sold $200K · Oct 2026
- 44018 W Mervell Ct$615K3.5 ba · 2,696 ft² · Sold $615K · Oct 2026
- 24510 Half Pone Point Rd$1.3M3 ba · 2,892 ft² · Sold $1.3M · Oct 2026
- 25287 Pinto Dr$355K2 ba · 1,344 ft² · Sold $355K · Sep 2026
- 26260 Skyview Dr$345K1 ba · 1,216 ft² · Sold $345K · Sep 2026
- 23017 Holloway Ct$680K3 ba · 3,184 ft² · Sold $680K · Sep 2026
- 23025 Brixton Ct$695K3.5 ba · 4,358 ft² · Sold $570K · Sep 2026
- 24490 Oak Valley Ln$680K3 ba · 2,229 ft² · Sold $680K · Sep 2026
- 24740 Marva Point Way$725K3 ba · 2,373 ft² · Sold $690K · Sep 2026
- 44025 W Leola Ct$615K3.5 ba · 2,974 ft² · Sold $615K · Sep 2026
- 24570 Moran Rd$390K2 ba · 1,316 ft² · Sold $390K · Sep 2026
Assigned schools
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