15-27 Pennywise Path

217,800 / 5
Lot Size / Acres

Description

PRIME 5-ACRE LOT - R20 ZONE EDGARTOWN
Introducing a rare opportunity to own a piece of the island (currently two parcels) close to all Edgartown has to offer. This spectacular level lot is situated along Edgartown Road and provides the perfect setting to create a private retreat or a potential subdivision. The property borders the Triangle area of Edgartown, with ease of access to public transportation routes. Ideally located just minutes from beautiful beaches, boutique shops, and world-class dining.
...PRIME 5-ACRE LOT - R20 ZONE EDGARTOWN
Introducing a rare opportunity to own a piece of the island (currently two parcels) close to all Edgartown has to offer. This spectacular level lot is situated along Edgartown Road and provides the perfect setting to create a private retreat or a potential subdivision. The property borders the Triangle area of Edgartown, with ease of access to public transportation routes. Ideally located just minutes from beautiful beaches, boutique shops, and world-class dining. Please note, that perc tests and utilities are the buyer's responsibility. Don't let this extraordinary opportunity to build slip away!
  1. Listed by John O'Connell • Portfolio Properties

Property Details for 15-27 Pennywise Path

Zoning
R20
View
None, Trees/Woods
LISTING UPDATED: 03/08/2026 10:08 PM

Property Details for 15-27 Pennywise Path

StatusPending
MLS #42642
Days on Market431
Taxes$2,144 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeLand
MLS TypeLand / Unimproved Land
Year Built-
Lot Size5.00 AC
CountyDukes County

Location

Listing Courtesy of Portfolio Properties, John O'Connell
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Building Information for 15-27 Pennywise Path

Lot Size5.00 AC

Payment Calculator

$15,285 per month

30 year fixed, 6.46% Interest

Principal and Interest

$15,107

Property Taxes

$179

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 15-27 Pennywise Path

Summary
Location and General Information
  • Latitude: 41.39448
  • Longitude: -70.5324399
  • GeoLocked: Yes
  • GeoPrecision: CUSTOM
  • MLS Area Major: 2
Taxes and HOA Information
  • Tax Lot: 33
  • Tax Map Number: 21
  • Tax Other Annual Assessment Amount: $809,200.00
  • Tax Year: 2025
Property
Lot Information
  • Land Feature: Sub
  • Property Type: Land
Property and Assessments
  • Parcel Number: 1 & 2
  • Photos Count: 1
  • Deed No: 1329
  • Approval Status: -1
  • Reviewed: Yes
Utilities
  • Sewer: Unknown
  • Water Source: Town
Interior and Exterior Features
Interior Features
  • Septic Bedrooms: 8

Property History for 15-27 Pennywise Path

DateEvent & SourcePriceAppreciation
Mar 8, 2026

Under Agreement

LINK #42642

Oct 31, 2025

Canceled

LINK #42642

$3,000,000
Oct 24, 2024

Listed (Active)

LINK #42642

$3,000,000
DateEvent & SourcePrice
03/08/2026

Under Agreement

LINK #42642

10/31/2025

Canceled

LINK #42642

$3,000,000
10/24/2024

Listed (Active)

LINK #42642

$3,000,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Schools near 15-27 Pennywise Path

This home is within Edgartown School District.
Rating
School
Type
Grades
Distance
Public - PK to 8
Public - 9 to 12
Rating
School
Distance
Edgartown Elementary School
PublicPK to 8

Martha's Vineyard Regional High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Listing Courtesy of Portfolio Properties, John O'Connell

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.