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Single Family ResidenceResidential
$943,192$261 / 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
Last sold for $605,900 on May 5, 2006

1344 CHESTNUT AVE

ANNAPOLIS, MD 21403
4 / 2
Baths
3,612 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.
0.17 ac
Lot SizeThe size of the land the home sits on, from county records.
1987
Year BuiltThe year the home was originally built, according to county records.
2
StoriesHow many floors the home has above ground.
2
ParkingThe number of parking spaces on the property, including the garage.

Valuation

$943K
$845K low$1M high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$605,900 · May 5, 2006

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$8,591 (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.$829,800 (2026)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$250,500
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$579,300
Previous AssessedThe county's assessed value from the year before, useful for seeing how the assessment changed.$754,933
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$829,800

Climate Risk

Overall riskThe average of the five hazard scores below, on a 0 to 100 scale. Higher means greater projected risk over the coming decades.19
69
FloodProjected flooding risk from rivers, heavy rain, and storm surge, scored 0 to 100. Higher is riskier.
21
WildfireProjected wildfire risk, scored 0 to 100, based on how much land burns in a typical year. Higher is riskier.
9
DroughtProjected water shortage risk, scored 0 to 100. Higher means more strain on the local water supply.
FEMA Flood ZoneFEMA's flood zone for this address. Zones starting with A or V are high risk, and lenders usually require flood insurance there.minimal

Scores 0–100; higher = greater projected risk.

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
CountyANNE ARUNDEL
Lot (acres)The size of the land the home sits on, from county records.0.17
RoofThe main material covering the roof, such as asphalt shingle or tile.Composition Shingle
HeatingThe type of heating system in the home.Heat Pump
CoolingThe type of cooling or air conditioning in the home.Central
FireplaceWhether the home has a fireplace, and what kind.Yes
GarageWhether the property has a garage, and details like whether it is attached to the home.Garage, Attached
PoolWhether the property has a pool, and what kind, such as in-ground.Spa/Hot Tub (Only)
ViewThe type of view from the property, or another feature of the site that affects value.Waterfront
FeaturesExtra features found in county records. Records are not complete everywhere, so a missing feature does not always mean the home lacks it.Deck · 240 ft²

Transaction History(6)

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
Hillsmere Elementary SchoolA
Elementary · Grades EE–5 · 2.0 mi
M
Annapolis Middle SchoolC
Middle · Grades 6–8 · 3.7 mi
H
Annapolis High SchoolC
High · Grades 9–12 · 6.7 mi

District: Anne Arundel County Public Schools

Neighborhood · ZIP 21403These 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.130
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.85
EarthquakeEarthquake risk and likely building damage compared with the rest of the country, where 100 is average. Scores can run far above 100.34

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.92%
Bachelor's or higherThe share of adults 25 and older whose highest degree is a bachelor's degree.32%
Poverty rateThe share of people whose household income falls below the federal poverty line, which varies by family size.8.5%
UnemploymentThe share of men 16 and older who are out of work and actively looking. Only men are counted in this figure.0.9%
PopulationHow many people live in this area.32,838
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.2,339 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$117,902
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$161,719
Average tempThe average temperature here across a full year.57°F
Annual precipHow much rain and melted snow falls here in a typical year.45 in
SunshineThe share of daylight hours that get direct sun in a typical year, counting cloud cover.57%

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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

1344 Chestnut Ave 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 90% of homes in Anne Arundel County
  • Costs less per square foot than 97% of homes in Highland Beach
  • Bigger than 93% of homes in Annapolis 21403
  • Has a smaller lot than 82% of homes in Highland Beach
  • Newer than 69% of homes in Annapolis 21403

What homes are worth in Annapolis 21403

Each bar is how many homes fall in that price range. The marker is this home.

This home
$257K$2.9M

This home is worth more than 74% of homes in Annapolis 21403.

How it measures up in Annapolis 21403

The dot is this home. The mark in the middle is the typical home in Annapolis 21403.

Estimated value$943,192
CheaperTypical $661,197Pricier

Pricier than 74% of homes nearby

Price per ft²$261
CheaperTypical $364Pricier

Pricier than 14% of homes nearby

Living area3,612 ft²
SmallerTypical 1,710 ft²Bigger

Bigger than 93% of homes nearby

Lot size0.17 ac
SmallerTypical 0.2 acBigger

Bigger than 45% of homes nearby

Year built1987
OlderTypical 1980Newer

Newer than 69% of homes nearby

How 1344 Chestnut Ave ranks against every home in each area.
MeasureThis homeHighland BeachAnnapolis 21403Anne Arundel County
Estimated valuepricier than$943,19251% of homes74% of homes90% of homes
Price per ft²pricier than$2613% of homes14% of homes45% of homes
Living areabigger than3,612 ft²85% of homes93% of homes92% of homes
Lot sizebigger than0.17 ac18% of homes45% of homes46% of homes
Year builtnewer than198760% of homes69% of homes58% of homes

About 1344 Chestnut Ave

How much is 1344 Chestnut Ave, Annapolis, MD worth?

The TopHap Estimate for 1344 Chestnut Ave, Annapolis, MD is $943,192 as of Aug 30, 2026. The likely range is $844,989 to $1,041,395. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 1344 Chestnut Ave, Annapolis, MD last sell?

1344 Chestnut Ave, Annapolis, MD last sold on May 5, 2006 for $605,900, according to the county's recorded deed. TopHap holds 5 recorded sales for this parcel.

How big is 1344 Chestnut Ave, Annapolis, MD?

1344 Chestnut Ave, Annapolis, MD has 4 bathrooms, 3,612 square feet of living space and a 0.17-acre lot.

When was 1344 Chestnut Ave, Annapolis, MD built?

1344 Chestnut Ave, Annapolis, MD was built in 1987, making it 39 years old. It is a conventional home. The building has 2 stories.

What schools serve 1344 Chestnut Ave, Annapolis, MD?

1344 Chestnut Ave, Annapolis, MD is assigned to Hillsmere Elementary School (elementary), rated A; Annapolis Middle School (middle), rated C; Annapolis High School (high), rated C. All sit in Anne Arundel County Public Schools. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 1344 Chestnut Ave, Annapolis, MD compare to other homes in Annapolis 21403?

Among the 11,835 homes in Annapolis 21403, it is worth more than 74% of them ($943,192 against a typical $661,197), its price per square foot is higher than 14% of them ($261 against a typical $364), it is bigger than 93% of them (3,612 ft² against a typical 1,710 ft²), its lot is bigger than 45% of them (0.17 ac against a typical 0.2 ac) and it is newer than 69% of them (1987 against a typical 1980). Measured against all of Anne Arundel County, it is worth more than 90% 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 1344 Chestnut Ave, Annapolis, MD?

The 2025 property tax bill for 1344 Chestnut Ave, Annapolis, MD was $8,591. The county assessed it at $829,800.

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