DEEPWOOD DR
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
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
Deepwood 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.
- Bigger than 81% of homes in South Central Connecticut County
- Has a bigger lot than 89% of homes in South Central Connecticut County
- Older than 70% 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.
Bigger than 61% of homes nearby
Bigger than 68% of homes nearby
Newer than 30% of homes nearby
| Measure | This home | Madison 06443 | South Central Connecticut County |
|---|---|---|---|
| Living areabigger than | 2,386 ft² | 61% of homes | 81% of homes |
| Lot sizebigger than | 1.4 ac | 68% of homes | 89% of homes |
| Year builtnewer than | 1965 | 30% of homes | 57% of homes |
About Deepwood Dr
When did Deepwood Dr, Madison, CT last sell?
Deepwood Dr, Madison, CT last sold on Jan 1, 1900, according to the county's recorded deed.
How big is Deepwood Dr, Madison, CT?
Deepwood Dr, Madison, CT has 4 bedrooms, 2.5 bathrooms, 2,386 square feet of living space and a 1.40-acre lot.
When was Deepwood Dr, Madison, CT built?
Deepwood Dr, Madison, CT was built in 1965, making it 61 years old. It is a raised ranch home. The building has 1 story.
What schools serve Deepwood Dr, Madison, CT?
Deepwood Dr, 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 Deepwood Dr, Madison, CT compare to other homes in Madison 06443?
Among the 7,251 homes in Madison 06443, it is bigger than 61% of them (2,386 ft² against a typical 2,148 ft²), its lot is bigger than 68% of them (1.4 ac against a typical 1.11 ac) and it is newer than 30% of them (1965 against a typical 1975). These shares are recounted nightly from the full county assessor record for each area, not from active listings.
What are the property taxes on Deepwood Dr, Madison, CT?
The 2026 property tax bill for Deepwood Dr, Madison, CT was $2,550. The county assessed it at $110,600.
More homes on Deepwood Dr
- 18 Deepwood Dr$459K3 bd · 1.5 ba · 1,202 ft² · Sold $440K · Dec 2025
- 93 Deepwood Dr$365K3 bd · 1 ba · 1,116 ft² · Sold $350K · Dec 2025
- 71 Deepwood Dr$500K4 bd · 1.5 ba · 1,236 ft² · Sold $475K · Oct 2025
- 24 Deepwood Dr$503K3 bd · 1.5 ba · 1,200 ft² · Sold $475K · Sep 2025
- 105 Deepwood Dr$526K3 bd · 2.5 ba · 1,332 ft² · Sold $460K · Jun 2024
- 123 Deepwood Dr$505K3 bd · 1.5 ba · 1,380 ft² · Sold $375K · Mar 2024
- 33 Deepwood Dr$541K3 bd · 2.5 ba · 1,200 ft² · Sold $440K · May 2023
- 99 Deepwood Dr$541K3 bd · 1.5 ba · 1,432 ft² · Sold $405K · May 2023
- 81 Deepwood Dr$488K4 bd · 1.5 ba · 1,236 ft² · Sold $320K · May 2022
- 112 Deepwood Dr$615K3 bd · 2.5 ba · 1,516 ft² · Sold $330K · Sep 2020
- 47 Deepwood Dr$595K3 bd · 1.5 ba · 1,586 ft² · Sold $329K · Jun 2019
- 100 Deepwood Dr$588K3 bd · 2.5 ba · 1,806 ft² · Sold $333K · Jun 2019
Closest homes
- 112 Deepwood Dr$615K154 ft · 3 bd · 2.5 ba · 1,516 ft² · Sold $330K · Sep 2020
- 126 Deepwood Dr$701K191 ft · 2 bd · 2.5 ba · 1,716 ft² · Sold Jan 1900
- 106 Deepwood Dr$533K304 ft · 3 bd · 1.5 ba · 1,300 ft² · Sold Jan 1900
- 123 Deepwood Dr$505K393 ft · 3 bd · 1.5 ba · 1,380 ft² · Sold $375K · Mar 2024
- 115 Winding Rd$584K462 ft · 4 bd · 2 ba · 1,552 ft² · Sold $173K · Oct 1999
- 121 Winding Rd$607K526 ft · 4 bd · 2.5 ba · 1,800 ft² · Sold $309K · Jul 2011
- 115 Deepwood Dr$551K470 ft · 3 bd · 1.5 ba · 1,236 ft² · Sold $295K · Nov 2003
- 100 Deepwood Dr$588K451 ft · 3 bd · 2.5 ba · 1,806 ft² · Sold $333K · Jun 2019
More homes in Madison 06443
- 77 Hickory Ln$1.4M4 bd · 4.5 ba · 4,421 ft² · Sold $1.4M · Oct 2026
- 9 Bassett Ln$1.5M4 bd · 3.5 ba · 2,576 ft² · Sold $1.5M · Oct 2026
- 18 Saint Francis Woods Rd$475K3 bd · 2.5 ba · 1,824 ft² · Sold $475K · Oct 2026
- 8 Stephanie Ct$466K3 bd · 2.5 ba · 1,344 ft² · Sold $348K · Oct 2026
- 66 Wildcat Rd$340K2 bd · 1 ba · 625 ft² · Sold $340K · Oct 2026
- 12 Hamilton Dr$1.3M3 bd · 2 ba · 1,200 ft² · Sold $975K · Oct 2026
- 12 W Sussex Pl$421K2 bd · 1.5 ba · 1,296 ft² · Sold $425K · Oct 2026
- 5 W Sussex Pl$421K1 bd · 1.5 ba · 1,296 ft² · Sold $449K · Oct 2026
- 10 Brantwood Dr$250K1 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$1.8M3 bd · 3.5 ba · 2,030 ft² · Sold $1.8M · Oct 2026
- 496 Green Hill Rd$643K4 bd · 2.5 ba · 1,876 ft² · Sold $640K · Sep 2026
Assigned schools
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