104 MAIN ST
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: Caroline County Public Schools
Neighborhood · ZIP 21655These 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
104 Main 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.
- Costs less per square foot than 79% of homes in Preston 21655
- Bigger than 73% of homes in Preston 21655
- Has a smaller lot than 93% of homes in Preston 21655
- Older than 84% of homes in Preston 21655
What homes are worth in Preston 21655
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 49% of homes in Preston 21655.
How it measures up in Preston 21655
The dot is this home. The mark in the middle is the typical home in Preston 21655.
Pricier than 49% of homes nearby
Pricier than 21% of homes nearby
Bigger than 73% of homes nearby
Bigger than 7% of homes nearby
Newer than 16% of homes nearby
| Measure | This home | Preston | Preston 21655 | Caroline County |
|---|---|---|---|---|
| Estimated valuepricier than | $324,540 | 63% of homes | 49% of homes | 55% of homes |
| Price per ft²pricier than | $159 | 44% of homes | 21% of homes | 32% of homes |
| Living areabigger than | 2,035 ft² | 67% of homes | 73% of homes | 71% of homes |
| Lot sizebigger than | 0.34 ac | 33% of homes | 7% of homes | 26% of homes |
| Year builtnewer than | 1935 | 34% of homes | 16% of homes | 21% of homes |
About 104 Main St
How much is 104 Main St, Preston, MD worth?
The TopHap Estimate for 104 Main St, Preston, MD is $324,540 as of Jul 14, 2026. The likely range is $293,788 to $355,292. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 104 Main St, Preston, MD last sell?
104 Main St, Preston, MD last sold on Sep 29, 2000 for $119,000, according to the county's recorded deed.
How big is 104 Main St, Preston, MD?
104 Main St, Preston, MD has 2 bathrooms, 2,035 square feet of living space and a 0.34-acre lot.
When was 104 Main St, Preston, MD built?
104 Main St, Preston, MD was built in 1935, making it 91 years old. The building has 1 story.
What schools serve 104 Main St, Preston, MD?
104 Main St, Preston, MD is assigned to Preston Elementary School (elementary), rated A; Colonel Richardson High School (high), rated C; Colonel Richardson Middle School (middle), rated B. All sit in Caroline County Public Schools. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 104 Main St, Preston, MD compare to other homes in Preston 21655?
Among the 1,984 homes in Preston 21655, it is worth more than 49% of them ($324,540 against a typical $326,710), its price per square foot is higher than 21% of them ($159 against a typical $200), it is bigger than 73% of them (2,035 ft² against a typical 1,600 ft²), its lot is bigger than 7% of them (0.34 ac against a typical 1.25 ac) and it is newer than 16% of them (1935 against a typical 1980). Measured against all of Caroline County, it is worth more than 55% 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 104 Main St, Preston, MD?
The 2025 property tax bill for 104 Main St, Preston, MD was $3,146. The county assessed it at $262,600.
More homes on Main St
- 128 Main St$460K2.5 ba · 2,839 ft² · Sold $435K · Aug 2026
- 160 Main St1 ba · 1,200 ft² · Sold $96K · Apr 2026
- 148 Main St$223K2 ba · 2,884 ft² · Sold $220K · Nov 2025
- 116 Main St$268K2 ba · 1,185 ft² · Sold $259K · Dec 2024
- 230 Main St$420K4 ba · 2,880 ft² · Sold $405K · Nov 2024
- 122 Main St$313K2 ba · 2,490 ft² · Sold $300K · Aug 2024
- 168 Main St3,648 ft² · Sold $250K · Jun 2024
- 102 Main St$201K1 ba · 1,008 ft² · Sold $135K · Jun 2023
- 240 Main St$335K3 ba · 2,088 ft² · Sold $350K · Apr 2023
- 162 Main St1.5 ba · 1,304 ft² · Sold $38K · Dec 2022
- 133 Main St$438K2.5 ba · 1,995 ft² · Sold $366K · Oct 2022
- 106 Main St1,600 ft² · Sold $128K · Aug 2022
Closest homes
- 106 Main St67 ft · 1.5 ba · 1,234 ft² · Sold $227K · Dec 2020
- 102 Main St$201K73 ft · 1 ba · 1,008 ft² · Sold $135K · Jun 2023
- 108 Main St$265K184 ft · 1.5 ba · 1,858 ft² · Sold Jun 2001
- 100 Main St$351K210 ft · 2.5 ba · 2,332 ft² · Sold $15K · Oct 1999
- 110 Main St$224K215 ft · 1 ba · 1,220 ft² · Sold $10K · Jul 1998
- Main St223 ft · 1 ba · 1,220 ft² · Sold Jan 1900
- 107 Main St$211K245 ft · 1 ba · 1,216 ft² · Sold $51K · Apr 2009
- 112 Main St$280K307 ft · 2 ba · 1,676 ft² · Sold $160K · Sep 2003
More homes in Preston 21655
- 3410 Seaman Rd$505K2.5 ba · 1,988 ft² · Sold $549K · Aug 2026
- 103 Chamber St$79K2 ba · 1,488 ft² · Sold $80K · Aug 2026
- 21370 Skeleton Creek Rd$396K1 ba · 1,356 ft² · Sold $15K · Aug 2026
- 4433 Harmony Rd1,568 ft² · Sold $275K · Aug 2026
- 2697 Choptank Main St$266K1.5 ba · 1,104 ft² · Sold $262K · Aug 2026
- 6101 Bethlehem Rd1 ba · 1,392 ft² · Sold $295K · Jul 2026
- 4218 Harmony Rd$2.6M7 ba · 9,364 ft² · Sold $2.6M · Jul 2026
- 4228 Harmony Rd$385K1 ba · 1,222 ft² · Sold $2.6M · Jul 2026
- 22408 Hog Creek Rd$445K3.5 ba · 2,304 ft² · Sold $443K · Jul 2026
- 4215 Preston Rd$299K1 ba · 1,642 ft² · Sold $290K · Jul 2026
- 5026 Bethlehem Rd$295K2 ba · 1,845 ft² · Sold $285K · Jul 2026
- 3720 Payne Rd$540K2.5 ba · 2,304 ft² · Sold $510K · Jul 2026
Assigned schools
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