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Rural ResidenceResidential
$2,782,868$732 / 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 74How 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

1221 CHESTNUT RIDGE RD

DOVER PLAINS, NY 12522
2
Beds
2
Baths
3,800 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.
22 ac
Lot SizeThe size of the land the home sits on, from county records.
2004
Year BuiltThe year the home was originally built, according to county records.
1
StoriesHow many floors the home has above ground.
6
RoomsThe total room count in county records. Counties differ on which rooms they count, so compare it loosely.

Valuation

$2.8M
$2.1M low$3.5M high

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$19,358 (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.$876,300 (2025)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$440,400
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$435,900
Previous AssessedThe county's assessed value from the year before, useful for seeing how the assessment changed.$876,300
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$1,297,300

Property Facts

Property TypeThe broad category the county puts this property in, such as residential or commercial.Rural Residence
StyleThe architectural style of the home, such as ranch or colonial.Contemporary
CountyDutchess
Lot (acres)The size of the land the home sits on, from county records.22.00
HeatingThe type of heating system in the home.Central
CoolingThe type of cooling or air conditioning in the home.Central
FireplaceWhether the home has a fireplace, and what kind.Yes
FeaturesExtra features found in county records. Records are not complete everywhere, so a missing feature does not always mean the home lacks it.Deck · 724 ft²Patio · 724 ft²Porch · 924 ft²

Assigned SchoolsThe public schools this address is zoned for. Boundaries change, so confirm with the district before you count on it.

M
Millbrook Middle SchoolC+
Middle · Grades 6–8 · 3.0 mi
H
Millbrook High SchoolA
High · Grades 9–12 · 3.0 mi
E
Elm Drive Elementary School
Elementary · Grades PK–2 · 3.5 mi

District: Millbrook Central School District

Neighborhood · ZIP 12522These 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.121
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.102
EarthquakeEarthquake risk and likely building damage compared with the rest of the country, where 100 is average. Scores can run far above 100.72

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.90%
Bachelor's or higherThe share of adults 25 and older whose highest degree is a bachelor's degree.21%
Poverty rateThe share of people whose household income falls below the federal poverty line, which varies by family size.14%
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.5,125
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.130 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$88,753
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$126,937
Average tempThe average temperature here across a full year.48°F
Annual precipHow much rain and melted snow falls here in a typical year.48 in
SunshineThe share of daylight hours that get direct sun in a typical year, counting cloud cover.58%

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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

1221 Chestnut Ridge 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.

  • Among the most valuable homes in Dutchess County
  • Among the highest price per square foot in Dutchess County
  • Bigger than 96% of homes in Dutchess County
  • Has a bigger lot than 98% of homes in Dutchess County
  • Newer than 93% of homes in Dover Plains 12522

What homes are worth in Dover Plains 12522

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

This home
$218K$2.1M

This home is worth more than 98% of homes in Dover Plains 12522.

How it measures up in Dover Plains 12522

The dot is this home. The mark in the middle is the typical home in Dover Plains 12522.

Estimated value$2,782,868
CheaperTypical $450,661Pricier

Pricier than 98% of homes nearby

Price per ft²$732
CheaperTypical $286Pricier

Pricier than 97% of homes nearby

Living area3,800 ft²
SmallerTypical 1,632 ft²Bigger

Bigger than 95% of homes nearby

Lot size22 ac
SmallerTypical 1.12 acBigger

Bigger than 94% of homes nearby

Year built2004
OlderTypical 1972Newer

Newer than 93% of homes nearby

How 1221 Chestnut Ridge Rd ranks against every home in each area.
MeasureThis homeDover Plains 12522Dutchess County
Estimated valuepricier than$2,782,86898% of homesalmost all homes
Price per ft²pricier than$73297% of homesalmost all homes
Living areabigger than3,800 ft²95% of homes96% of homes
Lot sizebigger than22 ac94% of homes98% of homes
Year builtnewer than200493% of homes91% of homes

About 1221 Chestnut Ridge Rd

How much is 1221 Chestnut Ridge Rd, Dover Plains, NY worth?

The TopHap Estimate for 1221 Chestnut Ridge Rd, Dover Plains, NY is $2,782,868 as of Sep 24, 2026. The likely range is $2,050,425 to $3,515,311. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

How big is 1221 Chestnut Ridge Rd, Dover Plains, NY?

1221 Chestnut Ridge Rd, Dover Plains, NY has 2 bedrooms, 2 bathrooms, 3,800 square feet of living space and a 22.00-acre lot.

When was 1221 Chestnut Ridge Rd, Dover Plains, NY built?

1221 Chestnut Ridge Rd, Dover Plains, NY was built in 2004, making it 22 years old. It is a contemporary home. The building has 1 story.

What schools serve 1221 Chestnut Ridge Rd, Dover Plains, NY?

1221 Chestnut Ridge Rd, Dover Plains, NY is assigned to Millbrook Middle School (middle), rated C+; Millbrook High School (high), rated A; Elm Drive Elementary School (elementary). All sit in Millbrook Central School District. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 1221 Chestnut Ridge Rd, Dover Plains, NY compare to other homes in Dover Plains 12522?

Among the 1,516 homes in Dover Plains 12522, it is worth more than 98% of them ($2,782,868 against a typical $450,661), its price per square foot is higher than 97% of them ($732 against a typical $286), it is bigger than 95% of them (3,800 ft² against a typical 1,632 ft²), its lot is bigger than 94% of them (22 ac against a typical 1.12 ac) and it is newer than 93% of them (2004 against a typical 1972). Measured against all of Dutchess County, it is worth more than almost all 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 1221 Chestnut Ridge Rd, Dover Plains, NY?

The 2025 property tax bill for 1221 Chestnut Ridge Rd, Dover Plains, NY was $19,358. The county assessed it at $876,300.

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