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$3,995,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 3 Full Baths
  • 2,733 Sq. Ft.
  • 0.38 Acres
  • 2 Car Garage
  • Updated 2 days ago
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Coming Soon! A rare opportunity to create a premier in-town compound in one of Edgartown's most desirable locations. Set on High Street, just moments from downtown Edgartown, this exceptional 16,000+ square foot lot offers tremendous potential to create a substantial five-bedroom residence while enjoying the convenience and charm of village living. The property currently features a 4 bedroom main house, attached 1 bedroom apartment, and an oversized garage with an attached 556-square-foot barn. The property provides a unique foundation for expansion, renovation, or a thoughtfully designed new build. With its generous lot size and coveted location, 49 High Street presents a rare opportunity to create a legacy property within walking distance of Edgartown's shops, restaurants, harbor, and village amenities.

Full Property Details for 49 High St

General

  • Price: $3,995,000
  • Taxes: $6,822 (2026)
  • Status: Active
  • Type: Single Family
  • MLS ID: 73542542
  • Updated: 6/26/2026
  • Added to Site: 3 day(s) ago

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 5

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking Features: Detached, Storage, Off Street

Location

  • County: Dukes

Structural Information

  • Architectural Style: Cottage
  • Basement: Yes
  • Square Feet: 2,733
  • Year Built: 1920

Lot Features

  • Lot Size (Acres): 0.38

Financial Considerations

  • Tax Amount: $6,822.48
  • Tax Year: 2026

Disclosures and Reports

  • Property ID: 3773634

Listed by Wallace & Co. Sotheby's International Realty, Alyssa Halisky

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Listing agent

— 49 High St —

  • Alyssa Halisky

    Wallace & Co. Sotheby's International Realty

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 49 High St

School Districts:Edgartown School District, Martha's Vineyard School District
NameGradesDistance
Edgartown Elementary School
35 Robinson Road, Edgartown, MA 02539
PK-80.2 mi
Marthas Vineyard Regional High School
100 Edgartown-Vineyard Haven R, Oak Bluffs, MA 02557
9-124.5 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 49 High St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/26/2026
Listed
$3,995,000
—
MLS
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 49 High St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$6,282
7%
$2,370,500
3%
2024
$5,889
5%
$2,309,500
4%
2023
$5,621
1%
$2,230,500
22%
2022
$5,550
-11%
$1,831,800
-4%
2021
$6,255
-2%
$1,907,000
—
2020
$6,388
-3%
$1,907,000
12%
2019
$6,572
1%
$1,698,300
1%
2018
$6,489
29%
$1,676,700
19%
2017
$5,017
-2%
$1,413,100
—
2016
$5,115
7%
$1,413,100
3%
2015
$4,772
-13%
$1,375,100
-8%
2014
$5,504
—
$1,487,700
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by Wallace & Co. Sotheby's International Realty, Alyssa Halisky

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49 High Street, Edgartown, MA 02539 (MLS# 73542542) is a Single Family property with 5 bedrooms and 3 full bathrooms. 49 High Street is currently listed for $3,995,000 and was received on June 26, 2026. Want to learn more about 49 High Street? Do you have questions about finding other Single Family real estate for sale in Edgartown Village? You can browse all Edgartown Village real estate or contact a Coldwell Banker agent to request more information.

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