49 High Street Edgartown, MA ^$ 3,995,000

49 High Street

^$ 3,995,000

Back to search

Recently Listed

49 High Street

Edgartown, MA, 02539

^$ 3,995,000

Bedrooms5 Baths3.0 Sq 2,733

Monthly Estimate*

^$ 25,225

49 High Street, Edgartown, MA 02539 - Image 1

49 High Street, Edgartown, MA 02539 - Image 2

49 High Street, Edgartown, MA 02539 - Image 3

49 High Street, Edgartown, MA 02539 - Image 4

49 High Street, Edgartown, MA 02539 - Image 5

49 High Street, Edgartown, MA 02539 - Image 6

49 High Street, Edgartown, MA 02539 - Image 7

49 High Street, Edgartown, MA 02539 - Image 8

49 High Street, Edgartown, MA 02539 - Image 9

49 High Street, Edgartown, MA 02539 - Image 10

49 High Street, Edgartown, MA 02539 - Image 11

49 High Street, Edgartown, MA 02539 - Image 12

49 High Street, Edgartown, MA 02539 - Image 13

49 High Street, Edgartown, MA 02539 - Image 14

49 High Street, Edgartown, MA 02539 - Image 15

Single Family Home for sale in Edgartown, MA

for $3,995,000 with 5 bedrooms and 3 full baths. This 2,733 square foot home was built in 1920 on a lot size of 0.38.

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.

Single Family Active

Price

^$ 3,995,000

Bedrooms

Full Bath

Property Type

Single Family

Taxes

^$ 6,822

Style

Cottage

Lot Size

0.38

Year Built

1920

Town/City

Edgartown

County/Region

Dukes

MLS | Web ID

73542542

List By

Alyssa Halisky

Listing Agent

Wallace & Co. Sotheby's International Realty

Broker

Affordability Calculator

$25,793

Per Month

Monthly Principal & Interest: $25,225
Monthly Property Taxes: $569
Monthly Home Insurance: --

Set your offer price

Down Payment

Loan Term

Interest Rate

Yearly Property Taxes

Yearly Home Insurance

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

THE TIME TO SELL IS NOW! What's my home worth?

Nearby

Trends

Single family listings in Edgartown, MA

Average List Price ^$7,943,107

Percent of Sale Price 99%

About Edgartown, MA

4,279 Population

13% Since 2002

^$75,439 Median Income

47.27 Median Age

18% Households with Children

View more area information

Trends Information provided by ATTOM Data Solutions.

Neighborhood & Schools

MLS Property Information Network, Inc rules require that you sign in here to see more detail on this property.

Pricing History

Date	Price	Price Change	Description
6/26/2026	$3,995,000		Listed Price

Map

More homes like this one

homes for you

See all

49 High Street, Edgartown, MA, 02539 is a Single Family Home for sale at $3,995,000 with 2,733 sqft and a lot size of 0.38. 49 High Street has 5 bedrooms, 3.0 baths, and was built in 1920. The property's zip code is 02539 which is in Edgartown, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Data is updated as of 7/5/2026.

The real estate information and related content displayed on this site 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.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. 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. 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.

*Full Name

*Email

*Phone

I am interested in financing options

Get more info

By submitting the form, you agree that Weichert^® may contact you via phone or text about your inquiry, which may involve the use of automated means. You are not required to consent as a condition of purchasing any property, goods or services. For any other information please read our privacy policy.

Get more info

Looking for an Associate?

Already Working with an Associate?

49 High Street

Single Family Home for sale in Edgartown, MA

Affordability Calculator

Neighborhood & Schools

Map

More homes like this one

Get more info about this home