44 Plantingfield Way Edgartown, MA ^$ 3,895,000

44 Plantingfield Way

^$ 3,895,000

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44 Plantingfield Way

Edgartown, MA, 02539

^$ 3,895,000

Bedrooms4 Baths2.1 Sq 2,243

Monthly Estimate*

^$ 23,982

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Single Family Home for sale in Edgartown, MA

for $3,895,000 with 4 bedrooms and 2 full baths, 1 half bath. This 2,243 square foot home was built in 1978 on a lot size of 0.53.

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.

Single Family Active

Price

^$ 3,895,000

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 6,095

Style

Cape

Lot Size

0.53

Year Built

1978

Town/City

Edgartown

County/Region

Dukes

MLS | Web ID

73460777

List By

David Dickinson

Listing Agent

Compass

Broker

Affordability Calculator

$24,490

Per Month

Monthly Principal & Interest: $23,982
Monthly Property Taxes: $508
Monthly Home Insurance: --

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Default based on a 30-year fixed rate of 6.25% 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.

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Trends

Single family listings in Edgartown, MA

Average List Price ^$3,003,636

Percent of Sale Price 23%

About Edgartown, MA

4,279 Population

13% Since 2002

^$75,439 Median Income

47.27 Median Age

18% Households with Children

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Trends Information provided by ATTOM Data Solutions.

Neighborhood & Schools

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Pricing History

Date	Price	Price Change	Description
12/8/2025	$3,895,000		Listed Price

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44 Plantingfield Way, Edgartown, MA, 02539 is a Single Family Home for sale at $3,895,000 with 2,243 sqft and a lot size of 0.53. 44 Plantingfield Way has 4 bedrooms, 2.1 baths, and was built in 1978. 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 6.25% 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 1/31/2026.

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.

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44 Plantingfield Way

Single Family Home for sale in Edgartown, MA

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