160 PENNYWISE PATH
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: Edgartown School District
Neighborhood · ZIP 02539These 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
160 Pennywise Path 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 68% of homes in Edgartown 02539
- Costs less per square foot than 97% of homes in Edgartown 02539
- Bigger than 75% of homes in Dukes County
- Has a bigger lot than 75% of homes in Edgartown 02539
- Newer than 81% of homes in Dukes County
What homes are worth in Edgartown 02539
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 32% of homes in Edgartown 02539.
How it measures up in Edgartown 02539
The dot is this home. The mark in the middle is the typical home in Edgartown 02539.
Pricier than 32% of homes nearby
Pricier than 3% of homes nearby
Bigger than 69% of homes nearby
Bigger than 75% of homes nearby
Newer than 79% of homes nearby
| Measure | This home | Edgartown 02539 | Dukes County |
|---|---|---|---|
| Estimated valuepricier than | $1,534,685 | 32% of homes | 46% of homes |
| Price per ft²pricier than | $623 | 3% of homes | 6% of homes |
| Living areabigger than | 2,464 ft² | 69% of homes | 75% of homes |
| Lot sizebigger than | 0.99 ac | 75% of homes | 63% of homes |
| Year builtnewer than | 2000 | 79% of homes | 81% of homes |
About 160 Pennywise Path
How much is 160 Pennywise Path, Edgartown, MA worth?
The TopHap Estimate for 160 Pennywise Path, Edgartown, MA is $1,534,685 as of Sep 24, 2026. The likely range is $1,211,996 to $1,857,374. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 160 Pennywise Path, Edgartown, MA last sell?
160 Pennywise Path, Edgartown, MA last sold on Mar 15, 2000 for $85,000, according to the county's recorded deed.
How big is 160 Pennywise Path, Edgartown, MA?
160 Pennywise Path, Edgartown, MA has 3 bedrooms, 2.5 bathrooms, 2,464 square feet of living space and a 0.99-acre lot.
When was 160 Pennywise Path, Edgartown, MA built?
160 Pennywise Path, Edgartown, MA was built in 2000, making it 26 years old. It is a colonial home. The building has 2 stories.
What schools serve 160 Pennywise Path, Edgartown, MA?
160 Pennywise Path, Edgartown, MA is assigned to Edgartown Elementary School (elementary), rated C; Martha's Vineyard Regional High School (high), rated C+. All sit in Edgartown School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 160 Pennywise Path, Edgartown, MA compare to other homes in Edgartown 02539?
Among the 4,632 homes in Edgartown 02539, it is worth more than 32% of them ($1,534,685 against a typical $1,928,278), its price per square foot is higher than 3% of them ($623 against a typical $1087), it is bigger than 69% of them (2,464 ft² against a typical 1,900 ft²), its lot is bigger than 75% of them (0.99 ac against a typical 0.54 ac) and it is newer than 79% of them (2000 against a typical 1986). Measured against all of Dukes County, it is worth more than 46% 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 160 Pennywise Path, Edgartown, MA?
The 2026 property tax bill for 160 Pennywise Path, Edgartown, MA was $4,941. The county assessed it at $1,992,200.
More homes on Pennywise Path
- 84 Pennywise Path3 bd · 2 ba · 1,358 ft² · Sold $1.3M · Jun 2022
- 117 Pennywise Path1.44 ac · Sold $350K · Jun 2022
- 135 Pennywise Path$1.5M3 bd · 2.5 ba · 1,806 ft² · Sold $750K · Jan 2020
- 137 Pennywise Path$1.4M3 bd · 3.5 ba · 2,528 ft² · Sold $945K · May 2019
- 24 Pennywise Path$1.3M3 bd · 2 ba · 1,428 ft² · Sold $675K · Jun 2018
- 167 Pennywise Path$1.7M3 bd · 2 ba · 1,934 ft² · Sold $785K · Dec 2017
- 43 Pennywise Path4 bd · 2.5 ba · 1,832 ft² · Sold Jul 2017
- 140 Pennywise Path$1.7M4 bd · 3 ba · 2,086 ft² · Sold $650K · Sep 2015
- 75 Pennywise Path$1.4M2 bd · 2 ba · 1,344 ft² · Sold Sep 2015
- 73 Pennywise Path$1.7M3 bd · 2 ba · 2,348 ft² · Sold $650K · Apr 2015
- 210 Pennywise Path8 ac · Sold $146K · Jan 2014
- 61 Pennywise Path2 bd · 1.5 ba · 984 ft² · Sold Jul 2012
Closest homes
- 18 Huckleberry Hill Rd$1.2M161 ft · 2 bd · 2.5 ba · 1,397 ft² · Sold Jan 1900
- 159 Pennywise Path$2.3M229 ft · 4 bd · 3 ba · 3,164 ft² · Sold Jan 1900
- 150 Pennywise Path$1.4M178 ft · 2 bd · 2.5 ba · 1,556 ft² · Sold Jan 1900
- 167 Pennywise Path$1.7M251 ft · 3 bd · 2 ba · 1,934 ft² · Sold $785K · Dec 2017
- 16 Huckleberry Hill Rd321 ft · 0.73 ac · Sold Mar 2018
- 149 Pennywise Path274 ft · 1.5 ac · Sold Jan 1900
- 17 Huckleberry Hill Rd299 ft · 3 bd · 1.5 ba · 1,426 ft² · Sold Jan 1900
- 14 Huckleberry Hill Rd452 ft · 2 bd · 2.5 ba · 1,515 ft² · Sold $200K · Mar 2018
More homes in Edgartown 02539
- 3 Jacobs Neck Rd4 bd · 3.5 ba · 4,018 ft² · Sold $2.1M · Oct 2026
- 9 Marthas Rd$1.6M3 bd · 2 ba · 1,560 ft² · Sold $1.5M · Oct 2026
- 32 Norton Orchard Rd$1.8M3 bd · 2 ba · 2,518 ft² · Sold $1.8M · Oct 2026
- 8 Woodhaven Dr$3.2M3 bd · 4.5 ba · 2,597 ft² · Sold $3.2M · Oct 2026
- 42 Marthas Rd$1.5M3 bd · 1.5 ba · 1,312 ft² · Sold $1.9M · Sep 2026
- 4 5th St N$1M3 bd · 1 ba · 1,118 ft² · Sold $950K · Sep 2026
- 4 Wilsons Ln0.85 ac · Sold $1.4M · Sep 2026
- 38 Pinehurst Rd$4.5M3 bd · 2 ba · 2,836 ft² · Sold $4.2M · Sep 2026
- 43 Peases Point Way S$9M3 bd · 2 ba · 3,182 ft² · Sold $8.2M · Sep 2026
- 19 Chappaquiddick Rd$4.3M3 bd · 3 ba · 1,024 ft² · Sold $2M · Sep 2026
- 9 Plains Ct$2.4M3 bd · 2.5 ba · 1,928 ft² · Sold $2.1M · Sep 2026
- 7 Marthas Way$4.8M2 bd · 1 ba · 912 ft² · Sold $4.5M · Sep 2026
Assigned schools
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