32 WINDING RD
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(6)
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.
District: Madison School District
Neighborhood · ZIP 06443These are comparison scores, not percentages. 100 equals the national average, so 150 means about 50% above average.
Index scale: 100 = US average (tick). Lower is better.
Owner Tools
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
32 Winding 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.
- Worth less than 84% of homes in Madison 06443
- Costs more per square foot than 91% of homes in South Central Connecticut County
- Smaller than 87% of homes in Madison 06443
- Has a bigger lot than 87% of homes in South Central Connecticut County
What homes are worth in Madison 06443
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 16% of homes in Madison 06443.
How it measures up in Madison 06443
The dot is this home. The mark in the middle is the typical home in Madison 06443.
Pricier than 16% of homes nearby
Pricier than 73% of homes nearby
Bigger than 13% of homes nearby
Bigger than 55% of homes nearby
Newer than 42% of homes nearby
| Measure | This home | Madison 06443 | South Central Connecticut County |
|---|---|---|---|
| Estimated valuepricier than | $535,320 | 16% of homes | 69% of homes |
| Price per ft²pricier than | $416 | 73% of homes | 91% of homes |
| Living areabigger than | 1,288 ft² | 13% of homes | 34% of homes |
| Lot sizebigger than | 1.15 ac | 55% of homes | 87% of homes |
| Year builtnewer than | 1970 | 42% of homes | 63% of homes |
About 32 Winding Rd
How much is 32 Winding Rd, Madison, CT worth?
The TopHap Estimate for 32 Winding Rd, Madison, CT is $535,320 as of Sep 24, 2026. The likely range is $488,364 to $582,276. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 32 Winding Rd, Madison, CT last sell?
32 Winding Rd, Madison, CT last sold on Jun 9, 2009 for $306,500, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.
How big is 32 Winding Rd, Madison, CT?
32 Winding Rd, Madison, CT has 4 bedrooms, 1.5 bathrooms, 1,288 square feet of living space and a 1.15-acre lot.
When was 32 Winding Rd, Madison, CT built?
32 Winding Rd, Madison, CT was built in 1970, making it 56 years old. It is a raised ranch home. The building has 1 story.
What schools serve 32 Winding Rd, Madison, CT?
32 Winding Rd, Madison, CT is assigned to Kathleen H. Ryerson Elementary School (elementary), rated A+; Walter C. Polson Middle School (middle), rated A; Daniel Hand High School (high), rated A+. All sit in Madison School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 32 Winding Rd, Madison, CT compare to other homes in Madison 06443?
Among the 7,251 homes in Madison 06443, it is worth more than 16% of them ($535,320 against a typical $743,084), its price per square foot is higher than 73% of them ($416 against a typical $348), it is bigger than 13% of them (1,288 ft² against a typical 2,146 ft²), its lot is bigger than 55% of them (1.15 ac against a typical 1.11 ac) and it is newer than 42% of them (1970 against a typical 1975). Measured against all of South Central Connecticut County, it is worth more than 69% 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 32 Winding Rd, Madison, CT?
The 2025 property tax bill for 32 Winding Rd, Madison, CT was $5,836. The county assessed it at $260,200.
More homes on Winding Rd
- 101 Winding Rd$553K4 bd · 1.5 ba · 1,288 ft² · Sold $440K · Nov 2023
- 27 Winding Rd$660K3 bd · 2.5 ba · 2,152 ft² · Sold $449K · Aug 2021
- 38 Winding Rd$496K3 bd · 2 ba · 1,178 ft² · Sold $306K · Feb 2021
- 105 Winding Rd$735K4 bd · 2.5 ba · 3,176 ft² · Sold $305K · Apr 2019
- 45 Winding Rd$635K4 bd · 2 ba · 2,080 ft² · Sold $335K · Aug 2018
- 89 Winding Rd$636K4 bd · 2 ba · 1,498 ft² · Sold $308K · Jan 2015
- 57 Winding Rd$557K4 bd · 2 ba · 1,526 ft² · Sold $305K · Nov 2014
- 121 Winding Rd$624K4 bd · 2.5 ba · 1,800 ft² · Sold $309K · Jul 2011
- 96 Winding Rd$686K4 bd · 2.5 ba · 2,104 ft² · Sold $322K · Jul 2010
- 48 Winding Rd$505K4 bd · 2.5 ba · 1,338 ft² · Sold $300K · Dec 2009
- 53 Winding Rd$549K4 bd · 1.5 ba · 1,288 ft² · Sold $320K · Nov 2009
- 44 Winding Rd$583K4 bd · 2 ba · 1,698 ft² · Sold $310K · Feb 2009
Closest homes
- 84 Scenic Rd$682K221 ft · 4 bd · 2.5 ba · 2,004 ft² · Sold $435K · Mar 2021
- 18 Cornish Woods Rd$599K239 ft · 3 bd · 2 ba · 1,236 ft² · Sold $317K · Nov 2015
- 38 Winding Rd$496K303 ft · 3 bd · 2 ba · 1,178 ft² · Sold $306K · Feb 2021
- 27 Winding Rd$660K351 ft · 3 bd · 2.5 ba · 2,152 ft² · Sold $449K · Aug 2021
- 78 Scenic Rd$579K279 ft · 4 bd · 2 ba · 1,554 ft² · Sold $280K · Sep 2008
- 35 Winding Rd$503K320 ft · 4 bd · 1.5 ba · 1,288 ft² · Sold $25K · Dec 1997
- 19 Winding Rd$539K399 ft · 4 bd · 1.5 ba · 1,530 ft² · Sold $310K · Apr 2006
- 17 Cornish Woods Rd$636K404 ft · 4 bd · 2.5 ba · 2,152 ft² · Sold $271K · May 2016
More homes in Madison 06443
- 38 Old Farms Rd3 bd · 1.5 ba · 1,236 ft² · Sold $500K · Sep 2026
- 98 Bishop Ln$1.1M4 bd · 2.5 ba · 2,303 ft² · Sold $1.1M · Sep 2026
- 168 Concord Dr$781K4 bd · 2.5 ba · 2,320 ft² · Sold $790K · Sep 2026
- 10 Isabell Dr$949K3 bd · 3.5 ba · 3,536 ft² · Sold $915K · Sep 2026
- 423 Copse Rd$605K3 bd · 2.5 ba · 1,352 ft² · Sold $715K · Sep 2026
- 54 Quail Run$1M4 bd · 2.5 ba · 3,624 ft² · Sold $1M · Sep 2026
- 33 Madison Ave$1.4M2 bd · 2 ba · 2,378 ft² · Sold $1.4M · Sep 2026
- 44 Pent Rd$1.2M1 bd · 2.5 ba · 1,010 ft² · Sold $1.2M · Sep 2026
- 69 Garnet Park Rd$630K2 bd · 1 ba · 1,190 ft² · Sold $630K · Sep 2026
- 49 Hammonassett Meadows Rd$823K4 bd · 2.5 ba · 2,008 ft² · Sold $819K · Sep 2026
- 706 Green Hill Rd$900K4 bd · 3.5 ba · 2,819 ft² · Sold $900K · Sep 2026
- 53 Summer Hill Rd$799K4 bd · 2.5 ba · 2,024 ft² · Sold $460K · Sep 2026
Assigned schools
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