106 A LEONARD WAY
Valuation
Tax & Assessment
Property Facts
Transaction History(3)
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: Monomoy Regional School District
Neighborhood · ZIP 02633These 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
106 A Leonard Way 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 82% of homes in Barnstable County
- Costs more per square foot than 78% of homes in Barnstable County
- Bigger than 66% of homes in Barnstable County
- Has a bigger lot than 77% of homes in Chatham 02633
What homes are worth in Chatham 02633
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 46% of homes in Chatham 02633.
How it measures up in Chatham 02633
The dot is this home. The mark in the middle is the typical home in Chatham 02633.
Pricier than 46% of homes nearby
Pricier than 34% of homes nearby
Bigger than 51% of homes nearby
Bigger than 77% of homes nearby
Newer than 54% of homes nearby
| Measure | This home | Chatham 02633 | Barnstable County |
|---|---|---|---|
| Estimated valuepricier than | $1,304,389 | 46% of homes | 82% of homes |
| Price per ft²pricier than | $689 | 34% of homes | 78% of homes |
| Living areabigger than | 1,894 ft² | 51% of homes | 66% of homes |
| Lot sizebigger than | 0.73 ac | 77% of homes | 76% of homes |
| Year builtnewer than | 1976 | 54% of homes | 49% of homes |
About 106 A Leonard Way
How much is 106 A Leonard Way, Chatham, MA worth?
The TopHap Estimate for 106 A Leonard Way, Chatham, MA is $1,304,389 as of Oct 21, 2026. The likely range is $1,204,729 to $1,404,049. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 106 A Leonard Way, Chatham, MA last sell?
106 A Leonard Way, Chatham, MA last sold on Jan 12, 2018 for $587,500, according to the county's recorded deed.
How big is 106 A Leonard Way, Chatham, MA?
106 A Leonard Way, Chatham, MA has 3 bedrooms, 2.5 bathrooms, 1,894 square feet of living space and a 0.73-acre lot.
When was 106 A Leonard Way, Chatham, MA built?
106 A Leonard Way, Chatham, MA was built in 1976, making it 50 years old. It is a cape cod home. The building has 2 stories.
What schools serve 106 A Leonard Way, Chatham, MA?
106 A Leonard Way, Chatham, MA is assigned to Monomoy Regional Middle School (middle), rated B; Chatham Elementary School (elementary), rated B+; Monomoy Regional High School (high), rated B-. All sit in Monomoy Regional School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 106 A Leonard Way, Chatham, MA compare to other homes in Chatham 02633?
Among the 4,872 homes in Chatham 02633, it is worth more than 46% of them ($1,304,389 against a typical $1,383,438), its price per square foot is higher than 34% of them ($689 against a typical $804), it is bigger than 51% of them (1,894 ft² against a typical 1,866 ft²), its lot is bigger than 77% of them (0.73 ac against a typical 0.47 ac) and it is newer than 54% of them (1976 against a typical 1973). Measured against all of Barnstable County, it is worth more than 82% 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 106 A Leonard Way, Chatham, MA?
The 2025 property tax bill for 106 A Leonard Way, Chatham, MA was $4,042. The county assessed it at $1,164,900.
More homes on A Leonard Way
- 67 A Leonard Way$1M2 bd · 2 ba · 1,340 ft² · Sold $955K · Oct 2025
- 70 A Leonard Way$2M3 bd · 4.5 ba · 3,333 ft² · Sold $1.7M · May 2024
- 45 A Leonard Way$972K3 bd · 3.5 ba · 1,953 ft² · Sold $507K · Apr 2020
- 52 A Leonard Way$986K3 bd · 2 ba · 1,912 ft² · Sold $183K · Jun 2013
- 96 A Leonard Way$2.6M3 bd · 4.5 ba · 3,802 ft² · Sold $850K · Mar 2013
- 88 A Leonard Way$1M4 bd · 2 ba · 1,952 ft² · Sold $455K · Jan 2004
- 85 A Leonard Way$984K4 bd · 2.5 ba · 1,940 ft² · Sold $110K · May 2000
- 103 A Leonard Way$934K3 bd · 2.5 ba · 1,732 ft² · Sold $70K · Sep 1999
- 99 A Leonard Way$850K3 bd · 2 ba · 1,192 ft² · Sold $14K · Apr 1984
- 40 A Leonard Way$801K3 bd · 2 ba · 1,600 ft² · Sold $16K · Jan 1979
- 26 A Leonard Way$1.4M3 bd · 2.5 ba · 2,144 ft² · Sold Jan 1900
- 46 A Leonard Way$1.6M4 bd · 2.5 ba · 2,724 ft² · Sold Jan 1900
Closest homes
- 38 Crosswind Farm Rd$1.2M165 ft · 3 bd · 3 ba · 1,582 ft² · Sold $850K · May 2021
- 1013 Orleans Rd$1.8M175 ft · 5 bd · 2 ba · 2,532 ft² · Sold $900K · Nov 2019
- 96 A Leonard Way$2.6M173 ft · 3 bd · 4.5 ba · 3,802 ft² · Sold $850K · Mar 2013
- 32 Crosswind Farm Rd211 ft · 3 bd · 2 ba · 1,905 ft² · Sold $50K · Oct 1976
- 103 A Leonard Way$934K287 ft · 3 bd · 2.5 ba · 1,732 ft² · Sold $70K · Sep 1999
- 1015 Orleans Rd$1.8M296 ft · 3 bd · 3.5 ba · 1,812 ft² · Sold Apr 2018
- 1031 Orleans Rd$1.5M369 ft · 3 bd · 2 ba · 2,110 ft² · Sold Jan 1900
- 88 A Leonard Way$1M324 ft · 4 bd · 2 ba · 1,952 ft² · Sold $455K · Jan 2004
More homes in Chatham 02633
- 116 Vineyard Ave$1.3M3 bd · 2.5 ba · 2,155 ft² · Sold $1.4M · Oct 2026
- 912 Main St$619K2 bd · 2 ba · 1,508 ft² · Sold $595K · Oct 2026
- 166 Shore Rd$5.8M3 bd · 3.5 ba · 1,738 ft² · Sold $8.5M · Oct 2026
- 65 Captain Kendrick Dr$995K2 bd · 2 ba · 1,752 ft² · Sold $800K · Oct 2026
- 48 Hunter Rise$3.2M4 bd · 4 ba · 2,856 ft² · Sold $3.3M · Oct 2026
- 10 Mill Hill Ln$2.6M3 bd · 2.5 ba · 1,368 ft² · Sold $2.6M · Oct 2026
- 19 Joshuas Way$725K4 bd · 3.5 ba · 1,687 ft² · Sold $729K · Oct 2026
- 25 Clifford Pl$849K3 bd · 2.5 ba · 1,624 ft² · Sold $600K · Oct 2026
- 137 Shane Dr$1.4M3 bd · 2 ba · 1,224 ft² · Sold $1.3M · Oct 2026
- 57 Whitman Ave$699K2 bd · 2 ba · 900 ft² · Sold $697K · Oct 2026
- 99 Pond View Ave$1.7M3 bd · 3.5 ba · 2,556 ft² · Sold $2.5M · Sep 2026
- 88 Indian Hill Rd$1.4M3 bd · 2.5 ba · 2,302 ft² · Sold $1.4M · Sep 2026
Assigned schools
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