Skip to content
Skip to content
TopHapOpen in map
Single Family ResidenceResidential
$846,587$426 / 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 86How 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 $835,000 on Oct 21, 2026

99 CHERYL ANN DR

MILFORD, CT 06461
4
Beds
2.5
Baths
1,988 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.
1.38 ac
Lot SizeThe size of the land the home sits on, from county records.
1964
Year BuiltThe year the home was originally built, according to county records.
2
StoriesHow many floors the home has above ground.
8
RoomsThe total room count in county records. Counties differ on which rooms they count, so compare it loosely.

Valuation

$847K
$725K low$968K high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$835,000 · Oct 21, 2026

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$9,629 (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.$325,850 (2025)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$126,860
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$198,990
Previous AssessedThe county's assessed value from the year before, useful for seeing how the assessment changed.$325,850
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$465,500

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.Colonial
CountySOUTH CENTRAL CONNECTICUT
Lot (acres)The size of the land the home sits on, from county records.1.38
RoofThe main material covering the roof, such as asphalt shingle or tile.Asphalt
HeatingThe type of heating system in the home.Forced Air With Air Conditioning
CoolingThe type of cooling or air conditioning in the home.Yes
PoolWhether the property has a pool, and what kind, such as in-ground.No

Transaction History(12)

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
Orange Avenue Elementary SchoolB-
Elementary · Grades KG–5 · 1.1 mi
M
Harborside Middle SchoolA-
Middle · Grades 6–8 · 2.2 mi
H
Joseph A. Foran High SchoolC+
High · Grades 9–12 · 2.7 mi

District: Milford School District

Neighborhood · ZIP 06461These 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.80
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.115
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.96%
Bachelor's or higherThe share of adults 25 and older whose highest degree is a bachelor's degree.28%
Poverty rateThe share of people whose household income falls below the federal poverty line, which varies by family size.4.3%
UnemploymentThe share of men 16 and older who are out of work and actively looking. Only men are counted in this figure.1.1%
PopulationHow many people live in this area.14,386
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.1,395 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$125,299
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$144,792
Average tempThe average temperature here across a full year.52°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%

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

99 Cheryl Ann 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 95% of homes in Forest Heights / Post Road North
  • Costs more per square foot than 93% of homes in South Central Connecticut County
  • Bigger than 77% of homes in Forest Heights / Post Road North
  • Has a bigger lot than 93% of homes in Milford 06461

What homes are worth in Milford 06461

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

This home
$251K$977K

This home is worth more than 93% of homes in Milford 06461.

How it measures up in Milford 06461

The dot is this home. The mark in the middle is the typical home in Milford 06461.

Estimated value$846,587
CheaperTypical $522,600Pricier

Pricier than 93% of homes nearby

Price per ft²$426
CheaperTypical $330Pricier

Pricier than 91% of homes nearby

Living area1,988 ft²
SmallerTypical 1,508 ft²Bigger

Bigger than 70% of homes nearby

Lot size1.38 ac
SmallerTypical 0.37 acBigger

Bigger than 93% of homes nearby

Year built1964
OlderTypical 1976Newer

Newer than 40% of homes nearby

How 99 Cheryl Ann Dr ranks against every home in each area.
MeasureThis homeForest Heights / Post Road NorthMilford 06461South Central Connecticut County
Estimated valuepricier than$846,58795% of homes93% of homes93% of homes
Price per ft²pricier than$42691% of homes91% of homes93% of homes
Living areabigger than1,988 ft²77% of homes70% of homes70% of homes
Lot sizebigger than1.38 ac92% of homes93% of homes89% of homes
Year builtnewer than196437% of homes40% of homes55% of homes

About 99 Cheryl Ann Dr

How much is 99 Cheryl Ann Dr, Milford, CT worth?

The TopHap Estimate for 99 Cheryl Ann Dr, Milford, CT is $846,587 as of Oct 21, 2026. The likely range is $724,795 to $968,379. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 99 Cheryl Ann Dr, Milford, CT last sell?

99 Cheryl Ann Dr, Milford, CT last sold on Oct 21, 2026 for $835,000, according to the county's recorded deed. TopHap holds 7 recorded sales for this parcel.

How big is 99 Cheryl Ann Dr, Milford, CT?

99 Cheryl Ann Dr, Milford, CT has 4 bedrooms, 2.5 bathrooms, 1,988 square feet of living space and a 1.38-acre lot.

When was 99 Cheryl Ann Dr, Milford, CT built?

99 Cheryl Ann Dr, Milford, CT was built in 1964, making it 62 years old. It is a colonial home. The building has 2 stories.

What schools serve 99 Cheryl Ann Dr, Milford, CT?

99 Cheryl Ann Dr, Milford, CT is assigned to Orange Avenue Elementary School (elementary), rated B-; Harborside Middle School (middle), rated A-; Joseph A. Foran High School (high), rated C+. All sit in Milford School District. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 99 Cheryl Ann Dr, Milford, CT compare to other homes in Milford 06461?

Among the 5,613 homes in Milford 06461, it is worth more than 93% of them ($846,587 against a typical $522,600), its price per square foot is higher than 91% of them ($426 against a typical $330), it is bigger than 70% of them (1,988 ft² against a typical 1,508 ft²), its lot is bigger than 93% of them (1.38 ac against a typical 0.37 ac) and it is newer than 40% of them (1964 against a typical 1976). Measured against all of South Central Connecticut County, it is worth more than 93% 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 99 Cheryl Ann Dr, Milford, CT?

The 2025 property tax bill for 99 Cheryl Ann Dr, Milford, CT was $9,629. The county assessed it at $325,850.

More homes on Cheryl Ann Dr

Closest homes

More homes in Milford 06461

Assigned schools

Explore the area

See this home in context

Open 99 Cheryl Ann 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