21 LITTLE HOLLOW RD
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(8)
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
21 Little Hollow 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 more than 88% of homes in South Central Connecticut County
- Costs more per square foot than 95% of homes in South Central Connecticut County
- Smaller than 74% of homes in Madison 06443
- Has a bigger lot than 90% of homes in South Central Connecticut County
- Newer than 71% 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 49% 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 49% of homes nearby
Pricier than 81% of homes nearby
Bigger than 26% of homes nearby
Bigger than 67% of homes nearby
Newer than 56% of homes nearby
| Measure | This home | Madison 06443 | South Central Connecticut County |
|---|---|---|---|
| Estimated valuepricier than | $740,469 | 49% of homes | 88% of homes |
| Price per ft²pricier than | $466 | 81% of homes | 95% of homes |
| Living areabigger than | 1,589 ft² | 26% of homes | 54% of homes |
| Lot sizebigger than | 1.38 ac | 67% of homes | 90% of homes |
| Year builtnewer than | 1977 | 56% of homes | 71% of homes |
About 21 Little Hollow Rd
How much is 21 Little Hollow Rd, Madison, CT worth?
The TopHap Estimate for 21 Little Hollow Rd, Madison, CT is $740,469 as of Sep 24, 2026. The likely range is $686,112 to $794,826. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 21 Little Hollow Rd, Madison, CT last sell?
21 Little Hollow Rd, Madison, CT last sold on Apr 9, 2026 for $725,000, according to the county's recorded deed. TopHap holds 4 recorded sales for this parcel.
How big is 21 Little Hollow Rd, Madison, CT?
21 Little Hollow Rd, Madison, CT has 3 bedrooms, 2.5 bathrooms, 1,589 square feet of living space and a 1.38-acre lot.
When was 21 Little Hollow Rd, Madison, CT built?
21 Little Hollow Rd, Madison, CT was built in 1977, making it 49 years old. It is a cape cod home. The building has 2 stories.
What schools serve 21 Little Hollow Rd, Madison, CT?
21 Little Hollow Rd, Madison, CT is assigned to Walter C. Polson Middle School (middle), rated A+; J. Milton Jeffery Elementary School (elementary), 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 21 Little Hollow Rd, Madison, CT compare to other homes in Madison 06443?
Among the 7,251 homes in Madison 06443, it is worth more than 49% of them ($740,469 against a typical $743,978), its price per square foot is higher than 81% of them ($466 against a typical $349), it is bigger than 26% of them (1,589 ft² against a typical 2,147 ft²), its lot is bigger than 67% of them (1.38 ac against a typical 1.11 ac) and it is newer than 56% of them (1977 against a typical 1975). Measured against all of South Central Connecticut County, it is worth more than 88% 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 21 Little Hollow Rd, Madison, CT?
The 2026 property tax bill for 21 Little Hollow Rd, Madison, CT was $7,476. The county assessed it at $324,200.
More homes on Little Hollow Rd
- 3 Little Hollow Rd$795K4 bd · 2.5 ba · 2,572 ft² · Sold $510K · Jan 2022
- 9 Little Hollow Rd$710K4 bd · 2.5 ba · 2,213 ft² · Sold $275K · Feb 2020
- 22 Little Hollow Rd$750K4 bd · 2.5 ba · 2,100 ft² · Sold $415K · Aug 2019
- 18 Little Hollow Rd$686K3 bd · 2.5 ba · 1,589 ft² · Sold $378K · Aug 2016
- 15 Little Hollow Rd$630K3 bd · 2.5 ba · 1,640 ft² · Sold $350K · Jun 2002
- 10 Little Hollow Rd$773K4 bd · 2.5 ba · 2,726 ft² · Sold $243K · Apr 2001
- 19 Little Hollow Rd$588K3 bd · 2 ba · 1,464 ft² · Sold Jan 1900
- 4 Little Hollow Rd$674K3 bd · 2.5 ba · 1,952 ft² · Sold Jan 1900
Closest homes
- 22 Little Hollow Rd$750K184 ft · 4 bd · 2.5 ba · 2,100 ft² · Sold $415K · Aug 2019
- 25 Copperstone Ln$605K352 ft · 3 bd · 2.5 ba · 1,918 ft² · Sold $567K · Jan 2026
- 27 Copperstone Ln$852K374 ft · 4 bd · 2.5 ba · 2,614 ft² · Sold $775K · Dec 2024
- 19 Little Hollow Rd$588K352 ft · 3 bd · 2 ba · 1,464 ft² · Sold Jan 1900
- 18 Little Hollow Rd$686K361 ft · 3 bd · 2.5 ba · 1,589 ft² · Sold $378K · Aug 2016
- 23 Copperstone Ln$754K431 ft · 3 bd · 2.5 ba · 2,287 ft² · Sold $344K · Dec 2006
- 15 Little Hollow Rd$630K429 ft · 3 bd · 2.5 ba · 1,640 ft² · Sold $350K · Jun 2002
- 19 Copperstone Ln$607K0.1 mi · 3 bd · 1.5 ba · 1,657 ft² · Sold Jan 1900
More homes in Madison 06443
- 12 W Sussex Pl$444K2 bd · 1.5 ba · 1,296 ft² · Sold $425K · Oct 2026
- 5 W Sussex Pl$442K1 bd · 1.5 ba · 1,296 ft² · Sold $449K · Oct 2026
- 10 Brantwood Dr$270K1 bd · 1 ba · 806 ft² · Sold $248K · Oct 2026
- 38 Green Hill Rd2 bd · 2 ba · 1,476 ft² · Sold $450K · Oct 2026
- 50 Webster Point Rd$1.7M3 bd · 3.5 ba · 2,030 ft² · Sold $1.8M · Oct 2026
- 496 Green Hill Rd$649K4 bd · 2.5 ba · 1,876 ft² · Sold $640K · Sep 2026
- 22 Pine Ridge Dr$350K4 bd · 2.5 ba · 2,004 ft² · Sold $405K · Sep 2026
- 99 E Wharf Rd$1.3M3 bd · 2 ba · 1,329 ft² · Sold $1.5M · Sep 2026
- 44 Sterling Park$755K3 bd · 2.5 ba · 2,317 ft² · Sold $750K · Sep 2026
- 44 Winding Rd$583K4 bd · 2 ba · 1,698 ft² · Sold $405K · Sep 2026
- 25 Knob Hill Rd$875K4 bd · 3 ba · 2,974 ft² · Sold $865K · Sep 2026
- 1466 Durham Rd$561K3 bd · 1 ba · 1,023 ft² · Sold $580K · Sep 2026
Assigned schools
Explore the area
See this home in context
Open 21 Little Hollow Rd 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