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Single Family ResidenceResidential
$444,100$198 / 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 Sep 24, 2026
Last sold for $436,000 on Apr 15, 2026

75 WINTER HILL CIR

MONTGOMERY, IL 60538
2.5
Baths
2,248 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.
0.24 ac
Lot SizeThe size of the land the home sits on, from county records.
1989
Year BuiltThe year the home was originally built, according to county records.
2
StoriesHow many floors the home has above ground.
2
ParkingThe number of parking spaces on the property, including the garage.

Valuation

$444K
$414K low$474K high
Last SaleThe most recent sale price and date from the recorded deed. Transfers between family members or companies may not reflect market value.$436,000 · Apr 15, 2026

Tax & Assessment

Property TaxThe property tax billed for this tax year. It usually pays for schools, roads, and local services.$8,854 (2024)
Assessed ValueThe value the county assigns to this home to calculate property tax. It is often lower than what the home would sell for.$121,559 (2025)
Assessed LandThe share of the county's assessed value that comes from the land itself, not the buildings.$27,087
Assessed ImprovementsThe share of the county's assessed value that comes from the buildings and other structures on the land.$94,472
Previous AssessedThe county's assessed value from the year before, useful for seeing how the assessment changed.$118,018
Assessor Market ValueThe county assessor's own opinion of market value. It is separate from our estimate and updates on the county's schedule.$364,677

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.18
45
FloodProjected flooding risk from rivers, heavy rain, and storm surge, scored 0 to 100. Higher is riskier.
18
WildfireProjected wildfire risk, scored 0 to 100, based on how much land burns in a typical year. Higher is riskier.
27
DroughtProjected water shortage risk, scored 0 to 100. Higher means more strain on the local water supply.
Projected Flood DepthHow deep a serious flood is expected to get here at some point in the next 30 years. Shown in inches.11 in
30-Year Flood ChanceThe chance of at least one serious flood here in the next 30 years, not in any single year.30%
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.Bi-Level
CountyKENDALL
Lot (acres)The size of the land the home sits on, from county records.0.24
ConstructionThe main material the home's frame and walls are built from.Brick
FoundationWhat the home is built on, such as a concrete slab, a crawl space, or a basement.Raised (Unspecified)
RoofThe main material covering the roof, such as asphalt shingle or tile.Asphalt
CoolingThe type of cooling or air conditioning in the home.Central
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

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
Boulder Hill Elementary SchoolC-
Elementary · Grades KG–5 · 0.9 mi
M
Thompson Junior High SchoolC
Middle · Grades 6–8 · 1.8 mi
H
Oswego High SchoolB-
High · Grades 9–12 · 2.7 mi

District: Oswego Community Unit School District 308

Neighborhood · ZIP 60538These 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.95
Air pollutionOverall air pollution compared with the rest of the country, where 100 is average. Lower is cleaner.85
EarthquakeEarthquake risk and likely building damage compared with the rest of the country, where 100 is average. Scores can run far above 100.52

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.97%
Bachelor's or higherThe share of adults 25 and older whose highest degree is a bachelor's degree.19%
Poverty rateThe share of people whose household income falls below the federal poverty line, which varies by family size.7.5%
UnemploymentThe share of men 16 and older who are out of work and actively looking. Only men are counted in this figure.1.7%
PopulationHow many people live in this area.29,644
DensityPeople per square mile. Higher numbers mean a more crowded, urban area.2,993 / mi²
Median incomeThe middle household income here — half of households earn more, half earn less.$83,697
Average incomeThe average household income. It runs higher than the median when a few high earners pull it up.$100,549
Average tempThe average temperature here across a full year.49°F
Annual precipHow much rain and melted snow falls here in a typical year.37 in
SunshineThe share of daylight hours that get direct sun in a typical year, counting cloud cover.54%

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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

75 Winter Hill Cir 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 92% of homes in Montgomery 60538
  • Bigger than 75% of homes in Montgomery 60538
  • Has a bigger lot than 75% of homes in Montgomery 60538
  • Older than 75% of homes in Kendall County

What homes are worth in Montgomery 60538

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

This home
$215K$482K

This home is worth more than 92% of homes in Montgomery 60538.

How it measures up in Montgomery 60538

The dot is this home. The mark in the middle is the typical home in Montgomery 60538.

Estimated value$444,100
CheaperTypical $318,142Pricier

Pricier than 92% of homes nearby

Price per ft²$198
CheaperTypical $199Pricier

Pricier than 48% of homes nearby

Living area2,248 ft²
SmallerTypical 1,620 ft²Bigger

Bigger than 75% of homes nearby

Lot size0.24 ac
SmallerTypical 0.21 acBigger

Bigger than 75% of homes nearby

Year built1989
OlderTypical 1998Newer

Newer than 45% of homes nearby

How 75 Winter Hill Cir ranks against every home in each area.
MeasureThis homeMontgomery 60538Kendall County
Estimated valuepricier than$444,10092% of homes71% of homes
Price per ft²pricier than$19848% of homes55% of homes
Living areabigger than2,248 ft²75% of homes61% of homes
Lot sizebigger than0.24 ac75% of homes50% of homes
Year builtnewer than198945% of homes25% of homes

About 75 Winter Hill Cir

How much is 75 Winter Hill Cir, Montgomery, IL worth?

The TopHap Estimate for 75 Winter Hill Cir, Montgomery, IL is $444,100 as of Sep 24, 2026. The likely range is $414,240 to $473,960. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.

When did 75 Winter Hill Cir, Montgomery, IL last sell?

75 Winter Hill Cir, Montgomery, IL last sold on Apr 15, 2026 for $436,000, according to the county's recorded deed.

How big is 75 Winter Hill Cir, Montgomery, IL?

75 Winter Hill Cir, Montgomery, IL has 2.5 bathrooms, 2,248 square feet of living space and a 0.24-acre lot.

When was 75 Winter Hill Cir, Montgomery, IL built?

75 Winter Hill Cir, Montgomery, IL was built in 1989, making it 37 years old. It is a bi-level home. The building has 2 stories.

What schools serve 75 Winter Hill Cir, Montgomery, IL?

75 Winter Hill Cir, Montgomery, IL is assigned to Boulder Hill Elementary School (elementary), rated C-; Thompson Junior High School (middle), rated C; Oswego High School (high), rated B-. All sit in Oswego Community Unit School District 308. Attendance boundaries change — confirm with the district before relying on an assignment.

How does 75 Winter Hill Cir, Montgomery, IL compare to other homes in Montgomery 60538?

Among the 9,147 homes in Montgomery 60538, it is worth more than 92% of them ($444,100 against a typical $318,142), its price per square foot is higher than 48% of them ($198 against a typical $199), it is bigger than 75% of them (2,248 ft² against a typical 1,620 ft²), its lot is bigger than 75% of them (0.24 ac against a typical 0.21 ac) and it is newer than 45% of them (1989 against a typical 1998). Measured against all of Kendall County, it is worth more than 71% 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 75 Winter Hill Cir, Montgomery, IL?

The 2024 property tax bill for 75 Winter Hill Cir, Montgomery, IL was $8,854. The county assessed it at $121,559.

More homes on Winter Hill Cir

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Assigned schools

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