$3,850,000
PENDING $425K PRICE DROP

8 High St Edgartown, MA 02539

Edgartown Neighborhood

Estimated payment $21,712/month

Total Views 9,285
5 Beds
4 Baths
3,840 Sq Ft
$1,003 Price per Sq Ft

About This Home

A Coveted Village Opportunity
Set on one of Edgartown’s most cherished streets, this in-town property offers an exceptional blend of charm, location, and potential. Just moments from Main Street, the harbor, and the Island’s finest dining and shops, 8 High Street features both a main residence and a guest cottage quietly nestled on a well-positioned lot. Inside, the home is filled with warmth and character—wood flooring runs throughout, and an abundance of windows invites natural light into every room. Whether envisioned as a summer retreat, year-round residence, or investment property with strong rental potential, this Village offering is brimming with opportunity. Property is being sold as is.

Listing Agent

Valene Pires

Match Point Properties Listed on: 05/20/2025

Map

Home Details

Home Type

Single Family

Est. Annual Taxes

$8,813

Year Built

1910

Lot Details

0

Listing Details

  • Property Sub Type: Single Family Residence
  • Property Type: Residential
  • Co List Office Mls Id: 993
  • Special Features: None
  • Year Built: 1910

Interior Features

  • Appliances: Stove: yes, Washer: yes
  • Has Basement: Finished concrete basement
  • Full Bathrooms: 4
  • Total Bedrooms: 5
  • Fireplace Features: 1 wood burning
  • Interior Amenities: Floor 1: See Floor Plans, Floor 2: See Floor Plans
  • Main Level Bedrooms: 1
  • Total Bedrooms: 10

Exterior Features

  • Pool Private: No
  • Foundation Details: Poured concrete
  • Other Structures: 1 bedroom guest cottage, 2 car garage

Garage/Parking

  • Parking Features: Private driveway

Utilities

  • Sewer: Twn
  • Utilities: Cbl
  • Water Source: Town

Lot Info

  • Lot Size Sq Ft: 9147
  • Land Lease Expiration Date: 2026-01-03
  • Zoning: R5

Multi Family

  • Number Of Units Furnished: Unfurnished

Tax Info

  • Tax Annual Amount: 8813.37
  • Tax Lot: 21
  • Tax Map Number: 29
  • Tax Other Annual Assessment Amount: 1754600
  • Tax Year: 2025

Range of Values:

Collateral Analytics

Collateral Analytics Collateral Analytics AVMs (Automated Valuation Model) employ a number of statistical approaches combined with neighborhood-specific comparable selection guarantees the most up-to-date and precise valuations.

Not Available

Collateral Analytics does not have data for the current month. Please view the chart for historical values.

ICE

ICE Mortgage Technology ICE Mortgage Technology’s AVM (Automated Valuation Model) is a state-of-the-art online residential property valuation tool that provides a quick and accurate estimate of the value of almost any home in the U.S.

Not Available

ICE Mortgage Technology does not have data for the current month. Please view the chart for historical values.

First American

First American First American Data & Analytics’ next-generation AVM combines unrivaled data assets with a blended ensemble of valuation models to produce highly accurate, reliable valuations you can trust.

Not Available

First American does not have data for the current month. Please view the chart for historical values.

Quantarium

Quantarium Quantarium’s valuation service, repeatedly proven the industry’s most accurate and comprehensive, is supercharged with a self-learning and auto-tuning AI engine that continually becomes smarter and more accurate as it processes daily inputs from the industry’s leading RE data lake.

Not Available

Quantarium does not have data for the current month. Please view the chart for historical values.

Average Value
Not Available
List Price
Sold Price
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area

Home Values in the Area

Source: Public Records

Average Home Value in this Area

Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $8,813 $3,325,800 $1,754,600 $1,571,200
2024 $8,268 $3,242,400 $1,754,600 $1,487,800
2023 $7,474 $2,965,700 $1,782,400 $1,183,300
2022 $8,086 $2,668,700 $1,907,700 $761,000
2021 $7,992 $2,436,600 $1,595,100 $841,500
2020 $7,908 $2,360,600 $1,519,100 $841,500
2019 $8,824 $2,280,100 $1,519,100 $761,000
2018 $7,938 $2,051,100 $1,346,900 $704,200
2017 $7,041 $1,983,300 $1,346,900 $636,400
2016 $7,180 $1,983,300 $1,346,900 $636,400
2015 $6,677 $1,924,300 $1,314,200 $610,100
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
07/21/2025 07/21/25 Pending -- -- --
07/11/2025 07/11/25 Price Changed $3,850,000 -9.9% $1,003 / Sq Ft
05/20/2025 05/20/25 For Sale $4,275,000 -- $1,113 / Sq Ft
Source: LINK (Vineyard)

Purchase History

Date Type Sale Price Title Company
Quit Claim Deed -- --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $350,000 Stand Alone Refi Refinance Of Original Loan
Previous Owner $150,000 No Value Available
Previous Owner $200,000 No Value Available
Source: Public Records

Similar Homes in Edgartown, MA

  • 37 Road To the Plains, Edgartown, MA 02539

    $3,695,000

    • 4 Beds
    • 2.5 Baths
    • 2,500 Sq Ft
    • 37 Road To the Plains
    • Edgartown, MA

    Exceptional Opportunity to Create Your Signature Vineyard Compound. Behind a charming white picket fence with blooming hydrangeas, this beautifully renovated Edgartown property blends island charm with new construction. Renovated in 2024 by top-tier builders, the nearly new home offers immediate comfort and timeless style, with potential for expansion into a luxury compound. On a private

    Wendy Harman Compass

    Section Image
  • 5 Katama Dr, Edgartown, MA 02539

    $3,395,000

    • 3 Beds
    • 3.5 Baths
    • 2,527 Sq Ft
    • 5 Katama Dr
    • Edgartown, MA

    Modern Coastal Retreat In Katama: Freshly reimagined and impeccably styled, this modern coastal residence in the heart of Katama offers a rare opportunity to own a newly renovated home just one mile from South Beach. This appealing retreat has been elevated with curated finishes, high-end systems, and a designer-selected furnishing package that perfectly embodies the relaxed luxury of Vineyard

    Wendy Harman Compass

    Section Image
  • 9 Thaxter Ln, Edgartown, MA 02539

    $3,495,000

    • 3 Beds
    • 3.5 Baths
    • 3,056 Sq Ft
    • 9 Thaxter Ln
    • Edgartown, MA

    Contemporary coastal retreat near South Beach. Just moments from the ocean, this tri-level home on Thaxter Lane offers modern design, indoor-outdoor living, and a saltwater pool. Hear ocean sounds from your deck and enjoy Edgartown living—ideal as a private escape or rental property. The light-filled living room has vaulted ceilings, a wood-burning fireplace, and sliding doors opening to

    Wendy Harman Compass

    Section Image
  • 160 Katama Rd, Edgartown, MA 02539

    $3,995,000

    • 4 Beds
    • 3.5 Baths
    • 3,270 Sq Ft
    • 160 Katama Rd
    • Edgartown, MA

    Gorgeous post-and-beam home built by a respected contractor. This spacious house plus detached guest quarters is on the outskirts of the village conveniently located on the way to South Beach. The property is at the end of a long driveway off Katama Road and is private and quiet. Upon arrival, you are greeted by beautiful landscaping with large beds of hydrangeas. There are 3 bedrooms in the main

    Bonnie Pierce Wallace & Co. Sotheby's

    Section Image
  • 11 Bernard Way, Edgartown, MA 02539

    $4,250,000

    • 5 Beds
    • 5.5 Baths
    • 4,200 Sq Ft
    • 11 Bernard Way
    • Edgartown, MA

    To be built by a luxury home builder! Located at the end of a quiet cul de sac, just half a mile to the top of Main Street, this Coastal Contemporary-styled home can be completed by July of 2026. Please review the digital renderings which show the vision for this high-end 5-bedroom home, swimming pool and guest house/pool house. High-end details include all ensuite bedrooms in the main house,

    Mark Jenkins Wallace & Co. Sotheby's

    Section Image
  • 3 Down Harbor Rd, Edgartown, MA 02539

    $3,950,000

    • 4 Beds
    • 3 Baths
    • 3,159 Sq Ft
    • 3 Down Harbor Rd
    • Edgartown, MA

    Exceptional Opportunity in Down Harbor.Here’s a rare chance to own a property in Edgartown’s exclusive Down Harbor community. Known for its serene setting and prime access to Katama Bay, this neighborhood offers more than just scenic beauty— Ownership includes deeded rights to a pristine, sandy association beach, along with coveted mooring and dock privileges on Katama Bay — a benefit

    Susan Wallo Compass | The O'Hanlon Group

    Section Image
  • 4 Down Harbor Rd, Edgartown, MA 02539

    $4,590,000

    • 3 Beds
    • 2.5 Baths
    • 1,870 Sq Ft
    • 4 Down Harbor Rd
    • Edgartown, MA

    Coveted Down Harbor!This 3-bedroom 2-bath home sits in the Down Harbor association in a prime Katama location. This charming home is an entertainer's delight with a spacious yard, a large deck, an outdoor kitchen, pool, and recently built pool house with 2 outdoor showers, 1/2 bath and a storage shed. This home features vaulted ceilings, exposed beams, and a bright kitchen with a breakfast

    Cheri Mason Landvest MV

    Section Image
  • 12 Duarte Cir, Edgartown, MA 02539

    $2,998,000

    • 3 Beds
    • 2 Baths
    • 2,558 Sq Ft
    • 12 Duarte Cir
    • Edgartown, MA

    COMING SOON - SHOWINGS START AUGUST 25th. Nestled in the coveted Katama neighborhood of Edgartown, this stylish 3-bedroom, 2-bathroom contemporary home offers a perfect blend of comfort, location, and opportunity. Designed with an open and airy layout, the home features vaulted ceilings, abundant natural light, and a seamless connection to the outdoor living spaces. Set on a generous lot,

    Jessie Holtham Wallace & Co. Sotheby's

    Section Image
  • 1 Wilsons Ln, Edgartown, MA 02539

    $4,200,000

    • 4 Beds
    • 3.5 Baths
    • 3,715 Sq Ft
    • 1 Wilsons Ln
    • Edgartown, MA

    Welcome to this NEWLY CONSTRUCTED gorgeous gambrel home with a POOL that is close to SOUTH BEACH and EDGARTOWN VILLAGE! This home sits upon a flat, beautiful parcel of land with mature trees. The facade of the home presents an inviting covered porch with free standing columns, a granite entry step, mahogany decking and shiplapped ceiling. Attention to architectural detail presents at moment one.

    Michele Casavant Vineyard Village Realty

    Section Image
See All Homes in Edgartown

Source: LINK (Vineyard)

MLS Number: 43211

APN: EDGA-000029B-000020-000001

Massachusetts Dukes County Edgartown 02539 Edgartown

8 High St, Edgartown, MA

This home is located at 8 High St, Edgartown, MA 02539 and is currently priced at $3,850,000, approximately $1,002 per square foot. This property was built in 1910. 8 High St is a home with nearby schools including Edgartown Elementary School and Martha's Vineyard Regional High School.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Nearby Homes
Listing Agent
Valene Pires
Match Point Properties