123 DEEPWOOD DR
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.Foreclosure Filings(1)
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
123 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 88% of homes in Madison 06443
- Costs more per square foot than 82% of homes in South Central Connecticut County
- Smaller than 83% of homes in Madison 06443
- Has a bigger lot than 88% of homes in South Central Connecticut County
- Older than 72% 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 12% 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 12% of homes nearby
Pricier than 59% of homes nearby
Bigger than 17% of homes nearby
Bigger than 59% of homes nearby
Newer than 28% of homes nearby
| Measure | This home | Madison 06443 | South Central Connecticut County |
|---|---|---|---|
| Estimated valuepricier than | $504,856 | 12% of homes | 65% of homes |
| Price per ft²pricier than | $366 | 59% of homes | 82% of homes |
| Living areabigger than | 1,380 ft² | 17% of homes | 41% of homes |
| Lot sizebigger than | 1.2 ac | 59% of homes | 88% of homes |
| Year builtnewer than | 1964 | 28% of homes | 56% of homes |
About 123 Deepwood Dr
How much is 123 Deepwood Dr, Madison, CT worth?
The TopHap Estimate for 123 Deepwood Dr, Madison, CT is $504,856 as of Oct 21, 2026. The likely range is $478,220 to $531,492. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 123 Deepwood Dr, Madison, CT last sell?
123 Deepwood Dr, Madison, CT last sold on Mar 20, 2024 for $375,000, according to the county's recorded deed. TopHap holds 4 recorded sales for this parcel.
How big is 123 Deepwood Dr, Madison, CT?
123 Deepwood Dr, Madison, CT has 3 bedrooms, 1.5 bathrooms, 1,380 square feet of living space and a 1.20-acre lot.
When was 123 Deepwood Dr, Madison, CT built?
123 Deepwood Dr, Madison, CT was built in 1964, making it 62 years old. It is a raised ranch home. The building has 1 story.
What schools serve 123 Deepwood Dr, Madison, CT?
123 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 123 Deepwood Dr, Madison, CT compare to other homes in Madison 06443?
Among the 7,251 homes in Madison 06443, it is worth more than 12% of them ($504,856 against a typical $749,551), its price per square foot is higher than 59% of them ($366 against a typical $348), it is bigger than 17% of them (1,380 ft² against a typical 2,148 ft²), its lot is bigger than 59% of them (1.2 ac against a typical 1.11 ac) and it is newer than 28% of them (1964 against a typical 1975). Measured against all of South Central Connecticut County, it is worth more than 65% 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 123 Deepwood Dr, Madison, CT?
The 2026 property tax bill for 123 Deepwood Dr, Madison, CT was $6,099. The county assessed it at $264,500.
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
- 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
- 12 Deepwood Dr$687K3 bd · 3 ba · 2,162 ft² · Sold $337K · Jun 2018
Closest homes
- 121 Winding Rd$607K167 ft · 4 bd · 2.5 ba · 1,800 ft² · Sold $309K · Jul 2011
- 115 Deepwood Dr$551K166 ft · 3 bd · 1.5 ba · 1,236 ft² · Sold $295K · Nov 2003
- 127 Winding Rd$519K299 ft · 4 bd · 1.5 ba · 1,340 ft² · Sold $275K · Sep 2002
- 115 Winding Rd$584K272 ft · 4 bd · 2 ba · 1,552 ft² · Sold $173K · Oct 1999
- 105 Deepwood Dr$526K306 ft · 3 bd · 2.5 ba · 1,332 ft² · Sold $460K · Jun 2024
- Deepwood Dr393 ft · 4 bd · 2.5 ba · 2,386 ft² · Sold Jan 1900
- 112 Deepwood Dr$615K431 ft · 3 bd · 2.5 ba · 1,516 ft² · Sold $330K · Sep 2020
- 122 Winding Rd$553K419 ft · 4 bd · 2 ba · 1,558 ft² · Sold Jan 1900
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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