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Bobbi Roberts
REALTOR®
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49 High Street, Edgartown, MA 02539

$3,995,000
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Active
BEDS5 BATHS3 full SQUARE FEET2,733 MLS#73542542
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONDowntown Edgartown

Property Description

A rare opportunity to create a premier in-town compound in one of Edgartowns 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 Edgartowns shops, restaurants, harbor, and village amenities.

49 High Street | MLS# 73542542

This single family home located at 49 High Street, Edgartown, MA 02539 is currently listed for sale with an asking price of $3,995,000. This property was built in 1920 and has 5 bedrooms and 3 full baths with 2733 sq. ft. High Street is located in the Downtown Edgartown subdivision. Search Downtown Edgartown real estate on bobbiroberts.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Partial
Cooling: None
Fireplaces: 1
Garage: 2
Heating: Oil
Home Style: Cottage
Lot Size: 0.38 Acres
Roof Type: Shingle
Taxes: $6,822
Year Built: 1920

Amenities

Porch
Storage
Outdoor Shower

Feature Descriptions

Accessibility: No
Appliances: Water Heater, Range, Dishwasher, Refrigerator, Washer, Dryer
Building Area Total: 2733
Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Bike Path, Public School
Compensation Based On: N/A
Compensation Broker Transaction: N/A
Compensation Buyer Agency: N/A
Compensation Sub Agency: N/A
Compensation Sub Agency Offered: N/A
Days on Site: 25
Fireplace Y/N: Yes
Flooring: Wood
GarageY/N: Yes
HeatingY/N: 1
Lot Features: Level
Parcel Number: 3773634
Parking Features: Detached, Storage, Off Street
Parking Total: 6
Patio And Porch: Porch
Rooms Total: 15
Sewer: Public Sewer
Water: Public
Waterfront Features: Harbor, Ocean,1/2 to 1 Mile To Beach, Beach Ownership(Public)

Local Schools

High School: Martha's Vineyard Regional Hs
Middle School: Edgartown School
Elementary School: Edgartown School

Listed By / Shown By

Listed By

Agency Name: Wallace & Co. Sotheby's International Realty
Agent Name: Alyssa Halisky
Agency Phone: 508-627-3313

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Shown By

Agent Name: Bobbi Roberts
Agent Phone:
Agency Title: Better Homes and Gardens Real Estate The Masiello Group

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Estimated Payment

$ 10,624.85 per month $8,891.14 Principal & Interest $568.50 Property Tax $1,165.21 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 07/22/2026. The listing information on this page last changed on 07/22/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Wed 07/22/2026 12:00:30 AM EST) or MLSPIN MLS (last updated Tue 07/21/2026 11:38:24 PM EST) or Prime MLS (last updated Tue 07/21/2026 11:33:17 PM EST) or MREIS (last updated Tue 07/21/2026 11:55:21 PM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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