269 OLD TOLL RD
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(1)
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
269 Old Toll 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 92% of homes in South Central Connecticut County
- Costs less per square foot than 96% of homes in Madison 06443
- Bigger than 94% of homes in South Central Connecticut County
- Has a bigger lot than 86% of homes in South Central Connecticut County
- Newer than 97% 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 61% 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 61% of homes nearby
Pricier than 4% of homes nearby
Bigger than 83% of homes nearby
Bigger than 51% of homes nearby
Newer than 95% of homes nearby
| Measure | This home | Madison 06443 | South Central Connecticut County |
|---|---|---|---|
| Estimated valuepricier than | $841,936 | 61% of homes | 92% of homes |
| Price per ft²pricier than | $259 | 4% of homes | 34% of homes |
| Living areabigger than | 3,254 ft² | 83% of homes | 94% of homes |
| Lot sizebigger than | 1.12 ac | 51% of homes | 86% of homes |
| Year builtnewer than | 2006 | 95% of homes | 97% of homes |
About 269 Old Toll Rd
How much is 269 Old Toll Rd, Madison, CT worth?
The TopHap Estimate for 269 Old Toll Rd, Madison, CT is $841,936 as of Aug 30, 2026. The likely range is $664,283 to $1,019,589. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 269 Old Toll Rd, Madison, CT last sell?
269 Old Toll Rd, Madison, CT last sold on Aug 19, 2019 for $315,000, according to the county's recorded deed.
How big is 269 Old Toll Rd, Madison, CT?
269 Old Toll Rd, Madison, CT has 4 bedrooms, 2.5 bathrooms, 3,254 square feet of living space and a 1.12-acre lot.
When was 269 Old Toll Rd, Madison, CT built?
269 Old Toll Rd, Madison, CT was built in 2006, making it 20 years old. It is a cape cod home. The building has 2 stories.
What schools serve 269 Old Toll Rd, Madison, CT?
269 Old Toll 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 269 Old Toll Rd, Madison, CT compare to other homes in Madison 06443?
Among the 7,251 homes in Madison 06443, it is worth more than 61% of them ($841,936 against a typical $747,434), its price per square foot is higher than 4% of them ($259 against a typical $347), it is bigger than 83% of them (3,254 ft² against a typical 2,144 ft²), its lot is bigger than 51% of them (1.12 ac against a typical 1.11 ac) and it is newer than 95% of them (2006 against a typical 1975). Measured against all of South Central Connecticut County, it is worth more than 92% 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 269 Old Toll Rd, Madison, CT?
The 2025 property tax bill for 269 Old Toll Rd, Madison, CT was $11,181. The county assessed it at $498,500.
More homes on Old Toll Rd
- 187 Old Toll Rd$602K3 bd · 2.5 ba · 2,034 ft² · Sold $600K · Jul 2026
- 71 Old Toll Rd$529K3 bd · 3 ba · 1,388 ft² · Sold $505K · Sep 2025
- 13 Old Toll Rd$749K3 bd · 2.5 ba · 2,340 ft² · Sold $705K · Jun 2025
- 15c Old Toll Rd4.95 ac · Sold $217K · Feb 2025
- 9 Old Toll Rd$838K4 bd · 2.5 ba · 2,656 ft² · Sold $750K · Jul 2024
- 68 Old Toll Rd$797K4 bd · 2.5 ba · 2,824 ft² · Sold $680K · Jun 2024
- 271 Old Toll Rd$637K3 bd · 2 ba · 2,478 ft² · Sold $335K · Oct 2023
- 107 Old Toll Rd$643K4 bd · 1 ba · 1,326 ft² · Sold $260K · Feb 2023
- 130 Old Toll Rd$512K3 bd · 2 ba · 1,683 ft² · Sold $395K · Oct 2022
- 281 Old Toll Rd2 bd · 1 ba · 950 ft² · Sold $140K · Aug 2022
- 247b Old Toll Rd$518K3 bd · 1 ba · 1,340 ft² · Sold $335K · Oct 2021
- 299 Old Toll Rd$703K5 bd · 2 ba · 2,576 ft² · Sold $500K · Aug 2021
Closest homes
- 267 Old Toll Rd$484K190 ft · 2 bd · 2 ba · 1,505 ft² · Sold $135K · Nov 1992
- 271 Old Toll Rd$637K276 ft · 3 bd · 2 ba · 2,478 ft² · Sold $335K · Oct 2023
- 289 Old Toll Rd259 ft · 4 bd · 3 ba · 3,039 ft² · Sold $145K · Aug 1994
- 293 Old Toll Rd$477K319 ft · 4 bd · 2.5 ba · 1,150 ft² · Sold Jan 1900
- 6 Hickory Ln$541K357 ft · 3 bd · 2 ba · 1,356 ft² · Sold Jan 1900
- 295 Old Toll Rd$801K494 ft · 4 bd · 3 ba · 2,440 ft² · Sold $247K · Jun 2014
- 247a Old Toll Rd$431K496 ft · 2 bd · 1.5 ba · 1,237 ft² · Sold Jan 1900
- 16 Hickory Ln$583K498 ft · 3 bd · 2.5 ba · 1,432 ft² · Sold $363K · Jun 2008
More homes in Madison 06443
- 85 Garnet Park Rd$2.8M4 bd · 5 ba · 4,854 ft² · Sold $2.8M · Aug 2026
- 101 Garnet Park Rd$2.3M4 bd · 3.5 ba · 3,822 ft² · Sold $2.2M · Aug 2026
- 49 Cottage Rd$165K1 bd · 1 ba · 320 ft² · Sold $165K · Aug 2026
- 9 Randi Dr$968K4 bd · 2.5 ba · 2,807 ft² · Sold $968K · Aug 2026
- 36 Devonshire Ln$845K4 bd · 2.5 ba · 2,632 ft² · Sold $845K · Aug 2026
- 20 Centre Village Dr$475K1 bd · 1.5 ba · 1,569 ft² · Sold $500K · Aug 2026
- 20 Forest Hills Dr$714K3 bd · 2 ba · 1,913 ft² · Sold $714K · Aug 2026
- 89 Summer Hill Rd$769K4 bd · 2.5 ba · 2,647 ft² · Sold $769K · Aug 2026
- 52 E Wharf Rd$1.9M4 bd · 2 ba · 2,920 ft² · Sold $1.9M · Aug 2026
- 3 Esterly Farms Rd$422K1 bd · 1.5 ba · 1,372 ft² · Sold $450K · Aug 2026
- 170 Mungertown Rd$775K4 bd · 2 ba · 2,348 ft² · Sold $775K · Aug 2026
- 880 Boston Post Rd$2.1M4 bd · 3.5 ba · 3,697 ft² · Sold $2.1M · Aug 2026
Assigned schools
Explore the area
See this home in context
Open 269 Old Toll 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