44 Planting Field Way

$3,895,000
Price
4
Beds
2,243 Sq. Ft.
$1,737 / Sq. Ft.
2,243
Sq. Ft.
$1,737
per Sq. Ft.

Description

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...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.

Listing Agent

  1. David Dickinson

    David Dickinson

    Listing Agent

    Compass

Property Details for 44 Planting Field Way

Town
Edgartown
MLS Area
Edgartown
Area
MA-Edgartown-Edgartown, MA-Edgartown
Architectural Style
Cape
Style
Cape
Garage Spaces
1
Parking Spaces
5.00
Parking Spaces Total
6
LISTING UPDATED: 12/21/2025 07:59 PM

Property Details for 44 Planting Field Way

StatusActive
MLS #73460777
Days on Market16
Taxes$6,095 / year
HOA Fees-
Compass TypeSingle Family
MLS Type1 Family / Single Family Residence
Year Built1978
CountyDukes County
Add your commute

Building Information for 44 Planting Field Way

Stories-Year Built1978Building Size-Lot Size0.53 AC / 23,087 SF

Payment Calculator

$19,755 per month

30 year fixed, 6.28% Interest

Principal and Interest

$19,247

Property Taxes

$508

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 44 Planting Field Way

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Bike Path, Conservation Area, House of Worship, Public School
  • Living Area: 2243.0
  • SqFt with Basement: No
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Water View: No
  • Year Built Details: Actual
  • Year Built Source: Public Records
Location/School
  • Neighborhood: Edgartown Village
Features
Interior Features
  • Appliances: Electric Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer
  • Basement Features: Bulkhead, Concrete Floor, Unfinished Basement
  • Num of Baths: 3.0
  • Num of Full Baths: 2
  • Num of Half Baths: 1
  • Bathrooms Total Decimal: 2.50
  • Bathrooms Total Integer: 3
  • FireplaceFeatures: 1
  • FireplaceYN: Yes
  • Fireplaces: 1
  • Flooring: Wood, Tile, Reclaimed Wood
  • Interior Features: Internet Available - Broadband
  • Interior Features: Internet Available - Broadband
  • Main Level Bedrooms: 0
  • Primary Bath: Yes
  • SpaYN: No
  • Window Features: Insulated Windows
Exterior Features
  • Construction: Frame
  • Exterior Features: Deck - Wood, Rain Gutters, Storage Shed, Guest House, Outdoor Shower
  • Exterior Features: Guest House, Storage Shed, Outdoor Shower, Deck - Wood
  • Lot Description: Cleared, Level
  • Other Structures: Guest House
  • Patio And Porch Features: Deck - Wood
  • Roof Material: Shingle
  • View: None
  • Waterfront Features: Harbor, Ocean, 1/2 to 1 Mile To Beach, Beach Ownership(Public)
Parking Features
  • Attached Garage: No
  • Carport: No
  • Covered Spaces: 1.00
  • Garage: Yes
  • Garage Parking: Detached, Garage Door Opener, Off-Street, Stone/Gravel
  • Parking Features: Detached, Garage Door Opener, Off-Street, Stone/Gravel
  • Parking Features: Off-Street, Stone/Gravel
Utilities
  • Cooling: Heat Pump
  • Cooling: Yes
  • Electric: 200+ Amp Service, Net Meter
  • Heating: Baseboard, Heat Pump, Oil
  • Heating: Yes
  • Sewer: Private Sewerage
  • Utility Connections: for Electric Range, for Electric Oven
  • Water: Public
  • Power Production Type: A
  • Power Production Annual: 6500
  • Power Production Annual Status: A
  • Power Production Size: 5600
  • Power Production Year Install: 2019
Room Information
Primary Bedroom
  • Primary Bedroom Level: Second Floor
Bedroom 2
  • Bedroom2 Level: Second
Bedroom 3
  • Bedroom3 Level: Second
Dining Room
  • Dining Room Level: First
Kitchen
  • Kitchen Level: First
Living Room
  • Room Living Room Level: First
Property Information
Property Info
  • Year Round: Yes
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Public
Tax Information
  • Tax ID: 184343,4652589
  • Assessments: $2,207,100
  • Block: 10
  • Book: 1589
  • Lot: 2
  • Map: 20
  • Tax Year: 2026
  • Zoning: R20
Building / Association Information
Living Characteristics
  • Beds Total: 4
Other Building Characteristics
  • Foundation: Concrete Perimeter
  • Cooling Zones: 4
  • Heat Zones: 4
Complex & Association Information
  • Adult Community: No

Property History for 44 Planting Field Way

DateEvent & SourcePriceAppreciation
Dec 10, 2025

Listed (Active)

LINK #43993

$3,895,000
Dec 10, 2025

Listed (Active)

MLS PIN #73461241

$3,895,000
Dec 8, 2025

Listed (Active)

LINK #41585

$3,895,000
Dec 8, 2025

Listed (Active)

MLS PIN #73460777

$3,895,000
DateEvent & SourcePrice
12/10/2025

Listed (Active)

LINK #43993

$3,895,000
12/10/2025

Listed (Active)

MLS PIN #73461241

$3,895,000
12/08/2025

Listed (Active)

LINK #41585

$3,895,000
12/08/2025

Listed (Active)

MLS PIN #73460777

$3,895,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 44 Planting Field Way

Taxable ValueLand$1,018,800Additions$1,188,300Total$2,207,100
Tax Record2025$5,849 ($487 / month)
Home Facts
Baths2Total Finished SqFt1,344 SqFtAbove Grade Finished SqFt1,344 SqFtStories2Lot Size23,087 SqFtStyleMulti-Family Dwelling (2-4)Year Built1978CountyDUKESAPNEDGA M:020B B:0010 L:2

Schools near 44 Planting Field Way

This home is within Edgartown School District.
Rating
School
Type
Grades
Distance
Public - PK to 8
Public - 9 to 12
Rating
School
Distance
Edgartown Elementary School
PublicPK to 8

Martha's Vineyard Regional High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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44 Planting Field Way is a single family home for sale in Edgartown, MA 02539. This property was listed for sale on December 8, 2025 by Compass, it's currently listed at $3,895,000. This listing's school districts are Edgartown School District, Marthas Vineyard School District. Nearby schools include Edgartown Elementary School and Martha's Vineyard Regional High School. 44 Planting Field Way is a 4-bed, 3-bath, 2,243 sqft single family home built in 1978.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. 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., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS 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.