58 DEEPWOOD DR
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
58 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.
- Worth less than 82% of homes in Madison 06443
- Costs more per square foot than 92% of homes in South Central Connecticut County
- Smaller than 86% of homes in Madison 06443
- Has a bigger lot than 84% of homes in South Central Connecticut County
- Older than 75% of homes in Madison 06443
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 18% 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 18% of homes nearby
Pricier than 75% of homes nearby
Bigger than 14% of homes nearby
Bigger than 44% of homes nearby
Newer than 25% of homes nearby
| Measure | This home | Madison 06443 | South Central Connecticut County |
|---|---|---|---|
| Estimated valuepricier than | $548,846 | 18% of homes | 70% of homes |
| Price per ft²pricier than | $423 | 75% of homes | 92% of homes |
| Living areabigger than | 1,296 ft² | 14% of homes | 35% of homes |
| Lot sizebigger than | 1.04 ac | 44% of homes | 84% of homes |
| Year builtnewer than | 1962 | 25% of homes | 53% of homes |
About 58 Deepwood Dr
How much is 58 Deepwood Dr, Madison, CT worth?
The TopHap Estimate for 58 Deepwood Dr, Madison, CT is $548,846 as of Sep 24, 2026. The likely range is $501,318 to $596,374. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 58 Deepwood Dr, Madison, CT last sell?
58 Deepwood Dr, Madison, CT last sold on Apr 24, 1991 for $143,000, according to the county's recorded deed.
How big is 58 Deepwood Dr, Madison, CT?
58 Deepwood Dr, Madison, CT has 3 bedrooms, 1.5 bathrooms, 1,296 square feet of living space and a 1.04-acre lot.
When was 58 Deepwood Dr, Madison, CT built?
58 Deepwood Dr, Madison, CT was built in 1962, making it 64 years old. It is a split level home. The building has 2 stories.
What schools serve 58 Deepwood Dr, Madison, CT?
58 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 58 Deepwood Dr, Madison, CT compare to other homes in Madison 06443?
Among the 7,251 homes in Madison 06443, it is worth more than 18% of them ($548,846 against a typical $742,917), its price per square foot is higher than 75% of them ($423 against a typical $348), it is bigger than 14% of them (1,296 ft² against a typical 2,144 ft²), its lot is bigger than 44% of them (1.04 ac against a typical 1.11 ac) and it is newer than 25% of them (1962 against a typical 1975). Measured against all of South Central Connecticut County, it is worth more than 70% 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 58 Deepwood Dr, Madison, CT?
The 2025 property tax bill for 58 Deepwood Dr, Madison, CT was $6,088. The county assessed it at $271,400.
More homes on Deepwood Dr
- 18 Deepwood Dr$457K3 bd · 1.5 ba · 1,202 ft² · Sold $440K · Dec 2025
- 93 Deepwood Dr$364K3 bd · 1 ba · 1,116 ft² · Sold $350K · Dec 2025
- 71 Deepwood Dr$498K4 bd · 1.5 ba · 1,236 ft² · Sold $475K · Oct 2025
- 24 Deepwood Dr$500K3 bd · 1.5 ba · 1,200 ft² · Sold $475K · Sep 2025
- 105 Deepwood Dr$532K3 bd · 2.5 ba · 1,332 ft² · Sold $460K · Jun 2024
- 123 Deepwood Dr$502K3 bd · 1.5 ba · 1,380 ft² · Sold $375K · Mar 2024
- 33 Deepwood Dr$555K3 bd · 2.5 ba · 1,200 ft² · Sold $440K · May 2023
- 99 Deepwood Dr$532K3 bd · 1.5 ba · 1,432 ft² · Sold $405K · May 2023
- 81 Deepwood Dr$519K4 bd · 1.5 ba · 1,236 ft² · Sold $320K · May 2022
- 112 Deepwood Dr$627K3 bd · 2.5 ba · 1,516 ft² · Sold $330K · Sep 2020
- 47 Deepwood Dr$594K3 bd · 1.5 ba · 1,586 ft² · Sold $329K · Jun 2019
- 100 Deepwood Dr$630K3 bd · 2.5 ba · 1,806 ft² · Sold $333K · Jun 2019
Closest homes
- 52 Deepwood Dr$614K147 ft · 3 bd · 2.5 ba · 1,888 ft² · Sold $297K · Aug 2003
- 62 Deepwood Dr$527K148 ft · 3 bd · 1 ba · 1,344 ft² · Sold Jan 1900
- 46 Deepwood Dr$647K296 ft · 3 bd · 2.5 ba · 1,655 ft² · Sold $300K · Mar 2015
- 72 Deepwood Dr$532K297 ft · 3 bd · 1.5 ba · 1,248 ft² · Sold $165K · Jun 1999
- 57 Deepwood Dr$575K356 ft · 4 bd · 1.5 ba · 1,392 ft² · Sold $186K · Apr 2000
- 65 Deepwood Dr$571K402 ft · 3 bd · 2.5 ba · 1,632 ft² · Sold $328K · Nov 2017
- 51 Deepwood Dr$645K369 ft · 4 bd · 2 ba · 2,156 ft² · Sold Jan 1900
- 71 Deepwood Dr$498K491 ft · 4 bd · 1.5 ba · 1,236 ft² · Sold $475K · Oct 2025
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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