Skip to content
Skip to content
TopHapOpen in map
Single Family ResidenceResidential
$342,558$168 / ft²
TopHap EstimateOur estimate of what this home would sell for today, based on nearby sales, the home's size and features, and local price trends. It is a starting point, not an appraisal.· confidence 90How well the pricing models agreed with each other on this home. Higher means the estimate rests on stronger, more consistent data.· as of Aug 30, 2026

4420 PRESTON RD

PRESTON, MD 21655
2
Baths
2,037 ft²
Living AreaTotal finished area of the structures, from county records. Some counties include shared space like hallways or a building gym, so it may not match a listing.
1.89 ac
Lot SizeThe size of the land the home sits on, from county records.
1959
Year BuiltThe year the home was originally built, according to county records.
1
StoriesHow many floors the home has above ground.
4
ParkingThe number of parking spaces on the property, including the garage.

Valuation

$343K
$310K low$375K high

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$2,540 (2025)
Assessed ValueThe value the county assigns to this home to calculate property tax. It is often lower than what the home would sell for.$295,200 (2026)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$64,000
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$231,200
Previous AssessedThe county's assessed value from the year before, useful for seeing how the assessment changed.$271,633
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$295,200

Property Facts

Property TypeThe broad category the county puts this property in, such as residential or commercial.Single Family Residence
StyleThe architectural style of the home, such as ranch or colonial.Conventional
CountyCAROLINE
Lot (acres)The size of the land the home sits on, from county records.1.89
RoofThe main material covering the roof, such as asphalt shingle or tile.Composition Shingle
HeatingThe type of heating system in the home.Baseboard
CoolingThe type of cooling or air conditioning in the home.Yes
PoolWhether the property has a pool, and what kind, such as in-ground.No
FeaturesExtra features found in county records. Records are not complete everywhere, so a missing feature does not always mean the home lacks it.Shed · 576 ft²Porch · 143 ft²

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.

E
Preston Elementary SchoolA
Elementary · Grades PK–5 · 1.6 mi
H
Colonel Richardson High SchoolC
High · Grades 9–12 · 5.1 mi
M
Colonel Richardson Middle SchoolB
Middle · Grades 6–8 · 5.2 mi

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.

CrimeLocal crime compared with the rest of the country, where 100 is average. It reflects things like population density, income, and how crime gets reported.105
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.84
EarthquakeEarthquake risk and likely building damage compared with the rest of the country, where 100 is average. Scores can run far above 100.35

Index scale: 100 = US average (tick). Lower is better.

Homes occupiedThe share of homes here that someone lives in. The rest sit empty, including vacation and for-sale homes.91%
Bachelor's or higherThe share of adults 25 and older whose highest degree is a bachelor's degree.8.6%
Poverty rateThe share of people whose household income falls below the federal poverty line, which varies by family size.8.7%
UnemploymentThe share of men 16 and older who are out of work and actively looking. Only men are counted in this figure.1.0%
PopulationHow many people live in this area.4,300
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.77 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$79,033
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$100,494
Average tempThe average temperature here across a full year.56°F
Annual precipHow much rain and melted snow falls here in a typical year.44 in
SunshineThe share of daylight hours that get direct sun in a typical year, counting cloud cover.57%

Owner Tools

Do you own this home?
Claim this home

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

4420 Preston Rd 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 76% of homes in Preston 21655
  • Bigger than 74% of homes in Preston 21655
  • Older than 74% 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
$105K$928K

This home is worth more than 52% 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.

Estimated value$342,558
CheaperTypical $332,664Pricier

Pricier than 52% of homes nearby

Price per ft²$168
CheaperTypical $208Pricier

Pricier than 24% of homes nearby

Living area2,037 ft²
SmallerTypical 1,589 ft²Bigger

Bigger than 74% of homes nearby

Lot size1.89 ac
SmallerTypical 1.25 acBigger

Bigger than 61% of homes nearby

Year built1959
OlderTypical 1980Newer

Newer than 26% of homes nearby

How 4420 Preston Rd ranks against every home in each area.
MeasureThis homePreston 21655Caroline County
Estimated valuepricier than$342,55852% of homes58% of homes
Price per ft²pricier than$16824% of homes37% of homes
Living areabigger than2,037 ft²74% of homes71% of homes
Lot sizebigger than1.89 ac61% of homes64% of homes
Year builtnewer than195926% of homes31% of homes

About 4420 Preston Rd

How much is 4420 Preston Rd, Preston, MD worth?

The TopHap Estimate for 4420 Preston Rd, Preston, MD is $342,558 as of Aug 30, 2026. The likely range is $309,818 to $375,298. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 4420 Preston Rd, Preston, MD last sell?

4420 Preston Rd, Preston, MD last sold on Jan 1, 1900, according to the county's recorded deed.

How big is 4420 Preston Rd, Preston, MD?

4420 Preston Rd, Preston, MD has 2 bathrooms, 2,037 square feet of living space and a 1.89-acre lot.

When was 4420 Preston Rd, Preston, MD built?

4420 Preston Rd, Preston, MD was built in 1959, making it 67 years old. It is a conventional home. The building has 1 story.

What schools serve 4420 Preston Rd, Preston, MD?

4420 Preston Rd, 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 4420 Preston Rd, Preston, MD compare to other homes in Preston 21655?

Among the 1,984 homes in Preston 21655, it is worth more than 52% of them ($342,558 against a typical $332,664), its price per square foot is higher than 24% of them ($168 against a typical $208), it is bigger than 74% of them (2,037 ft² against a typical 1,589 ft²), its lot is bigger than 61% of them (1.89 ac against a typical 1.25 ac) and it is newer than 26% of them (1959 against a typical 1980). Measured against all of Caroline County, it is worth more than 58% 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 4420 Preston Rd, Preston, MD?

The 2025 property tax bill for 4420 Preston Rd, Preston, MD was $2,540. The county assessed it at $295,200.

More homes on Preston Rd

Closest homes

More homes in Preston 21655

Assigned schools

Explore the area

See this home in context

Open 4420 Preston Rd 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
A flyover of TopHap's photorealistic 3D map, with recorded sale prices pinned to homes
Search any address, city, zip, or county…3D$1.9M$6.25MOpen in map