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Single Family ResidenceResidential
$526,489$211 / 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 93How well the pricing models agreed with each other on this home. Higher means the estimate rests on stronger, more consistent data.· as of Oct 21, 2026
Last sold for $348,000 on Jul 9, 2020

199 WINDSONG DR

PITTSBORO, NC 27312
3
Beds
2
Baths
2,499 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.
0.37 ac
Lot SizeThe size of the land the home sits on, from county records.
2007
Year BuiltThe year the home was originally built, according to county records.
2
StoriesHow many floors the home has above ground.

Valuation

$526K
$487K low$566K high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$348,000 · Jul 9, 2020

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$5,818 (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.$535,832 (2025)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$68,550
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$467,282
Previous AssessedThe county's assessed value from the year before, useful for seeing how the assessment changed.$372,250
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$535,832

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
CountyChatham
Lot (acres)The size of the land the home sits on, from county records.0.37
ConstructionThe main material the home's frame and walls are built from.Wood (Unspecified)
HeatingThe type of heating system in the home.Yes
CoolingThe type of cooling or air conditioning in the home.Yes
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.No
FeaturesExtra features found in county records. Records are not complete everywhere, so a missing feature does not always mean the home lacks it.Porch · 216 ft²

Transaction History(2)

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.

M
George Moses Horton Middle SchoolA-
Middle · Grades 5–8 · 1.0 mi
E
Pittsboro Elementary SchoolB+
Elementary · Grades PK–4 · 1.0 mi
H
Northwood High SchoolB
High · Grades 9–12 · 3.3 mi

District: Chatham County Schools

Neighborhood · ZIP 27312These 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.114
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.99
EarthquakeEarthquake risk and likely building damage compared with the rest of the country, where 100 is average. Scores can run far above 100.44

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.94%
Bachelor's or higherThe share of adults 25 and older whose highest degree is a bachelor's degree.30%
Poverty rateThe share of people whose household income falls below the federal poverty line, which varies by family size.7.9%
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.24,171
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.138 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$100,071
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$116,875
Average tempThe average temperature here across a full year.59°F
Annual precipHow much rain and melted snow falls here in a typical year.47 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

199 Windsong 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.

  • Costs less per square foot than 85% of homes in Pittsboro 27312
  • Bigger than 65% of homes in Chatham County
  • Has a smaller lot than 73% of homes in Pittsboro 27312
  • Newer than 65% of homes in Chatham County

What homes are worth in Pittsboro 27312

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

This home
$201K$1.5M

This home is worth more than 40% of homes in Pittsboro 27312.

How it measures up in Pittsboro 27312

The dot is this home. The mark in the middle is the typical home in Pittsboro 27312.

Estimated value$526,489
CheaperTypical $589,950Pricier

Pricier than 40% of homes nearby

Price per ft²$211
CheaperTypical $268Pricier

Pricier than 15% of homes nearby

Living area2,499 ft²
SmallerTypical 2,169 ft²Bigger

Bigger than 64% of homes nearby

Lot size0.37 ac
SmallerTypical 1.09 acBigger

Bigger than 27% of homes nearby

Year built2007
OlderTypical 2002Newer

Newer than 64% of homes nearby

How 199 Windsong Dr ranks against every home in each area.
MeasureThis homePittsboro 27312Chatham County
Estimated valuepricier than$526,48940% of homes45% of homes
Price per ft²pricier than$21115% of homes26% of homes
Living areabigger than2,499 ft²64% of homes65% of homes
Lot sizebigger than0.37 ac27% of homes32% of homes
Year builtnewer than200764% of homes65% of homes

About 199 Windsong Dr

How much is 199 Windsong Dr, Pittsboro, NC worth?

The TopHap Estimate for 199 Windsong Dr, Pittsboro, NC is $526,489 as of Oct 21, 2026. The likely range is $487,376 to $565,602. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 199 Windsong Dr, Pittsboro, NC last sell?

199 Windsong Dr, Pittsboro, NC last sold on Jul 9, 2020 for $348,000, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.

How big is 199 Windsong Dr, Pittsboro, NC?

199 Windsong Dr, Pittsboro, NC has 3 bedrooms, 2 bathrooms, 2,499 square feet of living space and a 0.37-acre lot.

When was 199 Windsong Dr, Pittsboro, NC built?

199 Windsong Dr, Pittsboro, NC was built in 2007, making it 19 years old. It is a conventional home. The building has 2 stories.

What schools serve 199 Windsong Dr, Pittsboro, NC?

199 Windsong Dr, Pittsboro, NC is assigned to George Moses Horton Middle School (middle), rated A-; Pittsboro Elementary School (elementary), rated B+; Northwood High School (high), rated B. All sit in Chatham County Schools. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 199 Windsong Dr, Pittsboro, NC compare to other homes in Pittsboro 27312?

Among the 10,150 homes in Pittsboro 27312, it is worth more than 40% of them ($526,489 against a typical $589,950), its price per square foot is higher than 15% of them ($211 against a typical $268), it is bigger than 64% of them (2,499 ft² against a typical 2,169 ft²), its lot is bigger than 27% of them (0.37 ac against a typical 1.09 ac) and it is newer than 64% of them (2007 against a typical 2002). Measured against all of Chatham County, it is worth more than 45% 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 199 Windsong Dr, Pittsboro, NC?

The 2025 property tax bill for 199 Windsong Dr, Pittsboro, NC was $5,818. The county assessed it at $535,832.

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