Skip to content
Skip to content
TopHapOpen in map
Single Family ResidenceResidential
$600,000$454 / 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 94How 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 $385,000 on Nov 15, 2019

866 CHESTNUT TREE DR

ANNAPOLIS, MD 21409
2
Baths
1,322 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.
0.21 ac
Lot SizeThe size of the land the home sits on, from county records.
1960
Year BuiltThe year the home was originally built, according to county records.
1
StoriesHow many floors the home has above ground.

Valuation

$600K
$564K low$636K high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$385,000 · Nov 15, 2019

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$4,575 (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.$404,833 (2026)
Previous AssessedThe county's assessed value from the year before, useful for seeing how the assessment changed.$384,867
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$424,800

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.6
1
FloodProjected flooding risk from rivers, heavy rain, and storm surge, scored 0 to 100. Higher is riskier.
20
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.0.21
RoofThe main material covering the roof, such as asphalt shingle or tile.Composition Shingle
HeatingThe type of heating system in the home.Electric
CoolingThe type of cooling or air conditioning in the home.Central
FireplaceWhether the home has a fireplace, and what kind.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.Deck · 96 ft²Porch · 84 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
Cape St. Claire Elementary SchoolA-
Elementary · Grades PK–5 · 0.2 mi
H
Broadneck High SchoolA-
High · Grades 9–12 · 0.4 mi
M
Magothy River Middle SchoolA
Middle · Grades 6–8 · 3.8 mi

District: Anne Arundel County Public Schools

Neighborhood · ZIP 21409These 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.77
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.90
EarthquakeEarthquake risk and likely building damage compared with the rest of the country, where 100 is average. Scores can run far above 100.39

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.95%
Bachelor's or higherThe share of adults 25 and older whose highest degree is a bachelor's degree.29%
Poverty rateThe share of people whose household income falls below the federal poverty line, which varies by family size.3.1%
UnemploymentThe share of men 16 and older who are out of work and actively looking. Only men are counted in this figure.0.8%
PopulationHow many people live in this area.19,947
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.1,056 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$139,607
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$177,018
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%

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

866 Chestnut Tree 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 more than 68% of homes in College Parkway
  • Costs more per square foot than 94% of homes in Anne Arundel County
  • Smaller than 88% of homes in College Parkway
  • Has a smaller lot than 83% of homes in College Parkway
  • Older than 87% of homes in Annapolis 21409

What homes are worth in Annapolis 21409

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

This home
$328K$2.3M

This home is worth more than 52% of homes in Annapolis 21409.

How it measures up in Annapolis 21409

The dot is this home. The mark in the middle is the typical home in Annapolis 21409.

Estimated value$600,000
CheaperTypical $588,377Pricier

Pricier than 52% of homes nearby

Price per ft²$454
CheaperTypical $303Pricier

Pricier than 89% of homes nearby

Living area1,322 ft²
SmallerTypical 1,971 ft²Bigger

Bigger than 13% of homes nearby

Lot size0.21 ac
SmallerTypical 0.23 acBigger

Bigger than 33% of homes nearby

Year built1960
OlderTypical 1981Newer

Newer than 13% of homes nearby

How 866 Chestnut Tree Dr ranks against every home in each area.
MeasureThis homeCollege ParkwayAnnapolis 21409Anne Arundel County
Estimated valuepricier than$600,00068% of homes52% of homes65% of homes
Price per ft²pricier than$45492% of homes89% of homes94% of homes
Living areabigger than1,322 ft²12% of homes13% of homes20% of homes
Lot sizebigger than0.21 ac17% of homes33% of homes53% of homes
Year builtnewer than196016% of homes13% of homes22% of homes

About 866 Chestnut Tree Dr

How much is 866 Chestnut Tree Dr, Annapolis, MD worth?

The TopHap Estimate for 866 Chestnut Tree Dr, Annapolis, MD is $600,000 as of Aug 30, 2026. The likely range is $563,509 to $636,491. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 866 Chestnut Tree Dr, Annapolis, MD last sell?

866 Chestnut Tree Dr, Annapolis, MD last sold on Nov 15, 2019 for $385,000, according to the county's recorded deed.

How big is 866 Chestnut Tree Dr, Annapolis, MD?

866 Chestnut Tree Dr, Annapolis, MD has 2 bathrooms, 1,322 square feet of living space and a 0.21-acre lot.

When was 866 Chestnut Tree Dr, Annapolis, MD built?

866 Chestnut Tree Dr, Annapolis, MD was built in 1960, making it 66 years old. It is a conventional home. The building has 1 story.

What schools serve 866 Chestnut Tree Dr, Annapolis, MD?

866 Chestnut Tree Dr, Annapolis, MD is assigned to Cape St. Claire Elementary School (elementary), rated A-; Broadneck High School (high), rated A-; Magothy River Middle School (middle), rated A. All sit in Anne Arundel County Public Schools. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 866 Chestnut Tree Dr, Annapolis, MD compare to other homes in Annapolis 21409?

Among the 7,909 homes in Annapolis 21409, it is worth more than 52% of them ($600,000 against a typical $588,377), its price per square foot is higher than 89% of them ($454 against a typical $303), it is bigger than 13% of them (1,322 ft² against a typical 1,971 ft²), its lot is bigger than 33% of them (0.21 ac against a typical 0.23 ac) and it is newer than 13% of them (1960 against a typical 1981). Measured against all of Anne Arundel County, it is worth more than 65% 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 866 Chestnut Tree Dr, Annapolis, MD?

The 2025 property tax bill for 866 Chestnut Tree Dr, Annapolis, MD was $4,575. The county assessed it at $404,833.

More homes on Chestnut Tree Dr

Closest homes

More homes in Annapolis 21409

Assigned schools

Explore the area

See this home in context

Open 866 Chestnut Tree 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
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