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Single Family ResidenceResidential
$1,324,920$432 / 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 Sep 24, 2026
Last sold for $767,000 on Dec 14, 2012

108 E CHESTNUT ST

SAINT MICHAELS, MD 21663
3.5
Baths
3,066 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.
0.22 ac
Lot SizeThe size of the land the home sits on, from county records.
1857
Year BuiltThe year the home was originally built, according to county records.
2
StoriesHow many floors the home has above ground.

Valuation

$1.3M
$1.2M low$1.5M high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$767,000 · Dec 14, 2012

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$11,888 (2026)
Assessed ValueThe value the county assigns to this home to calculate property tax. It is often lower than what the home would sell for.$933,700 (2026)
Previous AssessedThe county's assessed value from the year before, useful for seeing how the assessment changed.$837,800
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$1,125,500

Property Facts

Property TypeThe broad category the county puts this property in, such as residential or commercial.Single Family Residence
CountyTALBOT
Lot (acres)The size of the land the home sits on, from county records.0.22
ConstructionThe main material the home's frame and walls are built from.Frame (Unspecified)
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.Yes
FireplaceWhether the home has a fireplace, and what kind.Yes
PoolWhether the property has a pool, and what kind, such as in-ground.Spa/Hot Tub (Only)
FeaturesExtra features found in county records. Records are not complete everywhere, so a missing feature does not always mean the home lacks it.Patio · 286 ft²Porch · 202 ft²

Transaction History(5)

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
St. Michaels Elementary SchoolC
Elementary · Grades PK–5 · 0.3 mi
M
St. Michaels Middle/High SchoolC
Middle · Grades 6–12 · 0.3 mi

District: Talbot County Public Schools

Neighborhood · ZIP 21663These 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.149
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.94
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.71%
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.5.2%
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.2,696
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.134 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$89,069
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$136,111
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

108 E Chestnut 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.

  • Worth more than 88% of homes in St. Michaels
  • Costs more per square foot than 80% of homes in Talbot County
  • Bigger than 92% of homes in St. Michaels
  • Has a smaller lot than 76% of homes in Talbot County
  • Older than 98% of homes in Talbot County

What homes are worth in Saint Michaels 21663

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

This home
$268K$4.1M

This home is worth more than 72% of homes in Saint Michaels 21663.

How it measures up in Saint Michaels 21663

The dot is this home. The mark in the middle is the typical home in Saint Michaels 21663.

Estimated value$1,324,920
CheaperTypical $804,995Pricier

Pricier than 72% of homes nearby

Price per ft²$432
CheaperTypical $397Pricier

Pricier than 56% of homes nearby

Living area3,066 ft²
SmallerTypical 2,016 ft²Bigger

Bigger than 81% of homes nearby

Lot size0.22 ac
SmallerTypical 0.34 acBigger

Bigger than 34% of homes nearby

Year built1857
OlderTypical 1981Newer

Newer than 3% of homes nearby

How 108 E Chestnut St ranks against every home in each area.
MeasureThis homeSt. MichaelsSaint Michaels 21663Talbot County
Estimated valuepricier than$1,324,92088% of homes72% of homes85% of homes
Price per ft²pricier than$43256% of homes56% of homes80% of homes
Living areabigger than3,066 ft²92% of homes81% of homes83% of homes
Lot sizebigger than0.22 ac75% of homes34% of homes24% of homes
Year builtnewer than18576% of homes3% of homes2% of homes

About 108 E Chestnut St

How much is 108 E Chestnut St, Saint Michaels, MD worth?

The TopHap Estimate for 108 E Chestnut St, Saint Michaels, MD is $1,324,920 as of Sep 24, 2026. The likely range is $1,195,209 to $1,454,631. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 108 E Chestnut St, Saint Michaels, MD last sell?

108 E Chestnut St, Saint Michaels, MD last sold on Dec 14, 2012 for $767,000, according to the county's recorded deed. TopHap holds 4 recorded sales for this parcel.

How big is 108 E Chestnut St, Saint Michaels, MD?

108 E Chestnut St, Saint Michaels, MD has 3.5 bathrooms, 3,066 square feet of living space and a 0.22-acre lot.

When was 108 E Chestnut St, Saint Michaels, MD built?

108 E Chestnut St, Saint Michaels, MD was built in 1857, making it 169 years old. The building has 2 stories.

What schools serve 108 E Chestnut St, Saint Michaels, MD?

108 E Chestnut St, Saint Michaels, MD is assigned to St. Michaels Elementary School (elementary), rated C; St. Michaels Middle/High School (middle), rated C. All sit in Talbot County Public Schools. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 108 E Chestnut St, Saint Michaels, MD compare to other homes in Saint Michaels 21663?

Among the 1,934 homes in Saint Michaels 21663, it is worth more than 72% of them ($1,324,920 against a typical $804,995), its price per square foot is higher than 56% of them ($432 against a typical $397), it is bigger than 81% of them (3,066 ft² against a typical 2,016 ft²), its lot is bigger than 34% of them (0.22 ac against a typical 0.34 ac) and it is newer than 3% of them (1857 against a typical 1981). Measured against all of Talbot County, it is worth more than 85% 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 108 E Chestnut St, Saint Michaels, MD?

The 2026 property tax bill for 108 E Chestnut St, Saint Michaels, MD was $11,888. The county assessed it at $933,700.

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