158 PLEASANT ST
Valuation
Tax & Assessment
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: Monomoy Regional School District
Neighborhood · ZIP 02659These 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
158 Pleasant St 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 81% of homes in Barnstable County
- Costs less per square foot than 75% of homes in South Chatham 02659
- Bigger than 82% of homes in South Chatham 02659
- Older than 98% of homes in South Chatham 02659
What homes are worth in South Chatham 02659
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 67% of homes in South Chatham 02659.
How it measures up in South Chatham 02659
The dot is this home. The mark in the middle is the typical home in South Chatham 02659.
Pricier than 67% of homes nearby
Pricier than 25% of homes nearby
Bigger than 82% of homes nearby
Bigger than 48% of homes nearby
Newer than 2% of homes nearby
| Measure | This home | South Chatham 02659 | Barnstable County |
|---|---|---|---|
| Estimated valuepricier than | $1,262,571 | 67% of homes | 81% of homes |
| Price per ft²pricier than | $585 | 25% of homes | 66% of homes |
| Living areabigger than | 2,160 ft² | 82% of homes | 76% of homes |
| Lot sizebigger than | 0.34 ac | 48% of homes | 37% of homes |
| Year builtnewer than | 1900 | 2% of homes | 4% of homes |
About 158 Pleasant St
How much is 158 Pleasant St, South Chatham, MA worth?
The TopHap Estimate for 158 Pleasant St, South Chatham, MA is $1,262,571 as of Oct 21, 2026. The likely range is $1,153,656 to $1,371,486. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 158 Pleasant St, South Chatham, MA last sell?
158 Pleasant St, South Chatham, MA last sold on Sep 27, 2006, according to the county's recorded deed.
How big is 158 Pleasant St, South Chatham, MA?
158 Pleasant St, South Chatham, MA has 6 bedrooms, 3 bathrooms, 2,160 square feet of living space and a 0.34-acre lot.
When was 158 Pleasant St, South Chatham, MA built?
158 Pleasant St, South Chatham, MA was built in 1900, making it 126 years old. It is a historical home. The building has 2 stories.
What schools serve 158 Pleasant St, South Chatham, MA?
158 Pleasant St, South Chatham, MA is assigned to Monomoy Regional High School (high), rated B-; Monomoy Regional Middle School (middle), rated B; Chatham Elementary School (elementary), rated B+. All sit in Monomoy Regional School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 158 Pleasant St, South Chatham, MA compare to other homes in South Chatham 02659?
Among the 1,124 homes in South Chatham 02659, it is worth more than 67% of them ($1,262,571 against a typical $1,029,456), its price per square foot is higher than 25% of them ($585 against a typical $693), it is bigger than 82% of them (2,160 ft² against a typical 1,573 ft²), its lot is bigger than 48% of them (0.34 ac against a typical 0.35 ac) and it is newer than 2% of them (1900 against a typical 1976). Measured against all of Barnstable County, it is worth more than 81% 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 158 Pleasant St, South Chatham, MA?
The 2025 property tax bill for 158 Pleasant St, South Chatham, MA was $3,645. The county assessed it at $1,050,300.
More homes on Pleasant St
- 124 Pleasant St$1.5M4 bd · 4 ba · 1,630 ft² · Sold $1.4M · Sep 2026
- 335 Pleasant St$2.8M3 bd · 3.5 ba · 3,906 ft² · Sold $2.8M · May 2026
- 315 Pleasant St$1.7M3 bd · 3 ba · 1,680 ft² · Sold $1.6M · Jan 2026
- 68 Pleasant St$1M5 bd · 1.5 ba · 2,016 ft² · Sold $950K · Jul 2025
- 341 Pleasant St$912K2 bd · 1 ba · 624 ft² · Sold $820K · Jan 2025
- 111 Pleasant St$1.8M4 bd · 2.5 ba · 2,726 ft² · Sold $1.6M · Dec 2024
- 322 Pleasant St$2.6M4 bd · 3.5 ba · 3,101 ft² · Sold $1.4M · Apr 2024
- 169 Pleasant St$1M3 bd · 2 ba · 1,056 ft² · Sold $975K · Oct 2023
- 171 Pleasant St$1.2M3 bd · 3 ba · 1,956 ft² · Sold $1M · Jun 2023
- 152 Pleasant St$779K3 bd · 1.5 ba · 1,116 ft² · Sold $330K · Jul 2022
- 52 Pleasant St$885K3 bd · 2.5 ba · 1,144 ft² · Sold $525K · Apr 2022
- 11 Pleasant St$1.1M4 bd · 2 ba · 1,645 ft² · Sold $935K · Feb 2022
Closest homes
- 168 Pleasant St$1.2M102 ft · 4 bd · 2.5 ba · 1,812 ft² · Sold Jan 1900
- 144 Pleasant St104 ft · 4 bd · 1.5 ba · 1,611 ft² · Sold $540K · Aug 2020
- 152 Pleasant St$779K137 ft · 3 bd · 1.5 ba · 1,116 ft² · Sold $330K · Jul 2022
- 18 Glendon Way$1.2M180 ft · 4 bd · 2.5 ba · 2,038 ft² · Sold Jan 1900
- 140 Pleasant St$1.3M231 ft · 3 bd · 2 ba · 1,832 ft² · Sold $900K · Aug 2020
- 171 Pleasant St$1.2M231 ft · 3 bd · 3 ba · 1,956 ft² · Sold $1M · Jun 2023
- 167 Pleasant St$1.3M214 ft · 3 bd · 2.5 ba · 2,185 ft² · Sold $585K · Sep 2014
- 190 Pleasant St$983K256 ft · 3 bd · 2 ba · 1,192 ft² · Sold Jan 1900
More homes in South Chatham 02659
- 122 Forest Beach Rd$1.8M4 bd · 2 ba · 2,050 ft² · Sold $1.8M · Oct 2026
- 4 Williams Way$2M4 bd · 2.5 ba · 2,198 ft² · Sold $2M · Oct 2026
- 96 Stage Coach Dr3 bd · 2 ba · 1,186 ft² · Sold $860K · Sep 2026
- 58 Tirrells Way$895K2 bd · 2 ba · 1,716 ft² · Sold $895K · Aug 2026
- 203 Cockle Cove Rd$839K2 bd · 1.5 ba · 1,032 ft² · Sold $768K · Aug 2026
- 48 Fairview Dr$981K4 bd · 2 ba · 1,512 ft² · Sold $900K · Aug 2026
- 26 Longs Ln$801K3 bd · 1 ba · 880 ft² · Sold $249K · Aug 2026
- 149 Island View Ln$1.1M3 bd · 2 ba · 1,673 ft² · Sold $1.1M · Jul 2026
- 260 Tanglewood Dr$741K3 bd · 2 ba · 1,442 ft² · Sold $730K · Jul 2026
- 165 Tanglewood Dr$761K3 bd · 2 ba · 1,452 ft² · Sold $750K · Jul 2026
- 18 Quail Trl$660K2 bd · 1 ba · 912 ft² · Sold $650K · Jul 2026
- 39 Old Village Rd$801K3 bd · 1.5 ba · 1,192 ft² · Sold $750K · Jul 2026
Assigned schools
Explore the area
See this home in context
Open 158 Pleasant St 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