New Listing - 06/26/2026

$3,995,000 ($1,461.76 per sqft)

Est. Mortgage $0/mo *

Quick Pre-Approval

Brochure

Call Text Schedule Tour Request More Information

49 High Street, Edgartown, MA, 02539

View larger map Directions

15 rooms

5 beds

3 Full baths

1920

Other

2,733 sqft

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.

Status:

Active

Type:

Single-family residential

Zoning:

Frontage:

164.00

Garage:

2-car

Heating:

Other

Cooling:

None

Basement:

Bulkhead Access

Levels:

Parking:

4-car

Acreage:

0.38

Est. Taxes:

$6,822

Assessment

$2,751,000

Construction

Shingle Siding

Lot Description:

In Town Location, Shopping, Marina, Level

School District:

Martha's Vineyard

Appliances:

Electric Water Heater

MLS #:

22603145

Community Info

School Info

Walk Score

Mass Transit

Yelp

Similar Properties

Price Reduced!

$3,750,000

4 beds

5 baths

7,032 sqft

56 Sunset Rock, Andover, MA, 01810

$3,995,000

4 beds

4.5 baths

5,683 sqft

27 Hemlock Hill Rd, Great Barrington, MA, 01230

$3,995,000

8 beds

5 baths

4,651 sqft

23 Beetle Swamp Road, Edgartown, MA, 02539

Price Reduced!

$3,900,000

6 beds

5.5 baths

6,097 sqft

44 Putnam, Newton, (West Newton), MA, 02465

$3,690,000

4 beds

3 baths

2,108 sqft

13 Plantingfield Way, Edgartown, MA, 02539

Price Reduced!

$3,850,000

4 beds

4.5 baths

5,797 sqft

2 Black Rock Dr, Hingham, MA, 02043

$4,150,000

4 beds

3 baths

2,773 sqft

119 Surfside Road, Nantucket, (Surfside), MA, 02554

Price Reduced!

$3,800,000

5 beds

6.5 baths

6,511 sqft

11 Skyline Drive, Wellesley, MA, 02482

$3,800,000

3 beds

1.5 baths

1,920 sqft

35 West Chester Street, Nantucket, (Town), MA, 02554

Price Reduced!

$3,700,000

5 beds

4.5 baths

3,020 sqft

33 Pine Street, Nantucket, (Town), MA, 02554

$3,995,000

6 beds

4.5 baths

5,793 sqft

15 Winthrop Road, Lexington, MA, 02421

Price Reduced!

$3,900,000

6 beds

4 baths

3,313 sqft

156 Shore Drive, Dennis, MA, 02638

Price Reduced!

$3,999,999

4 beds

3 baths

2,715 sqft

94 Weaver Lane, Tisbury, MA, 02568

$3,600,000

5 beds

3 baths

2,701 sqft

20 James Pond Way, West Tisbury, MA, 02575

Price Reduced!

$3,995,000

4 beds

4.5 baths

2,588 sqft

10 Pilgrim Road, Nantucket, (Cliff), MA, 02554

Price Reduced!

$3,750,000

7 beds

4.5 baths

5,899 sqft

7 Baileys Causeway, Scituate, MA, 02066

New or Coming Soon Properties

New Listing!

$4,200,000

6 beds

4 baths

5,599 sqft

66 Beaumont Ave, Newton, (Newtonville), MA, 02460

New Listing!

$4,000,000

5 beds

3 baths

5,090 sqft

157 Grove Street, Westwood, MA, 02090

New Listing!

$3,700,000

3 beds

2 baths

2,796 sqft

233 Scraggy Neck Road, Bourne, (Cataumet), MA, 02534

New Listing!

$3,750,000

4 beds

3.5 baths

2,413 sqft

1015 Sisson Hill Rd, New Marlborough, MA, 01230

New Listing!

$3,995,000

5 beds

3 baths

2,733 sqft