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44 Plantingfield Way, 
Edgartown, MA 02539

$3,895,000

4

Beds

3

Baths

2,243

Sq Ft

Single Family

Active

Listed by

David Dickinson

, 

David Dickinson

Compass

6172063333

Last updated:

January 3, 2026, 11:38 AM

MLS#

73460777

Source:

MLSPIN

About This Home

44 Plantingfield Way

Post-and-beam style Edgartown home in a quiet, established neighborhood just minutes from downtown. This year-round property offers functional living spaces, a thoughtful layout, and generous outdoor areas ideal for relaxing or entertaining. The property is currently configured as a three-bedroom, 1-1/2 bathroom main house with a 1BR/1BA accessory apartment over a one-car, detached garage on a 1/2 acre lot. The garage structure also boasts a finished first floor studio space. The large, level lot also presents an excellent opportunity for those looking to start new and create a custom island retreat or private oasis complete with a pool. This property can be connected to town sewer and support up to six bedrooms with a grandfathered guest house. Located close to shops, restaurants, beaches, and the harbor, the home provides a perfect blend of convenience and privacy — ideal for year-round living, vacation use, or rental potential in one of Edgartown’s most sought-after areas.

Home Facts

Single Family

3 Baths

4 Bedrooms

Built in 1978

Price Summary

3,895,000

$1,736 per Sq. Ft.

MLS #:

73460777

Last Updated:

January 3, 2026, 11:38 AM

Rooms & Interior

Bedrooms

Total Bedrooms:

4

Bathrooms

Total Bathrooms:

3

Full Bathrooms:

2

Interior

Living Area:

2,243 Sq. Ft.

Structure

Structure

Architectural Style:

Cape

Building Area:

2,243 Sq. Ft.

Year Built:

1978

Lot

Lot Size (Sq. Ft):

23,087

Finances & Disclosures

Finances

Price:

$3,895,000

Price per Sq. Ft:

$1,736 per Sq. Ft.

Source:MLSPIN
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.

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.