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44 Plantingfield Way, Edgartown MA 02539

Edgartown, MA 02539 • Edgartown
$3,895,000
Est. $20,333/month
0.53
Acres
Delete Listed Dec 10, 2025 • MLS# 73461241 Copied! • Updated Mar 31, 2026

About this home

PRIME 0.5-ACRE BUILDING OPPORTUNITY WITH GRANDFATHERED GUEST HOUSE RIGHTS - Exceptional half-acre parcel offering a rare opportunity in a highly desirable location. This level, expansive lot provides an ideal foundation for a custom home, supported by ample frontage, favorable topography, and strong surrounding property values. A key advantage of this property is its grandfathered right to construct a guest house, enabling valuable flexibility in site planning and future use. The parcel also benefits from proximity to the town sewer line, allowing a future dwelling to connect and support up to six bedrooms upon hookup—an increasingly significant asset for both residential and investment property potential. Located just minutes from downtown Edgartown, the site offers easy access to boutique shops, acclaimed restaurants, and cultural amenities, while maintaining a private, tranquil setting. Reach out for more details or to schedule a showing.

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Recently Sold Nearby

Property History

Market Insights

12.7%
Price Range
1
Previous Sales

Property Timeline

Previous Transaction - MLS #73460777
Full transaction history available when tracking began
🏷️
Previously Sold
May 26, 2026
$3,400,000
MLS #73460777
📋
Status: Delete
Mar 31, 2026
Pending → Delete
📋
Status: Active under contract
Feb 28, 2026
Active → Active Under Contract
Pending Sale
Feb 27, 2026
Offer accepted, sale pending
🏠
Listed for Sale
Dec 10, 2025
$3,895,000
Original listing
Agent: David Dickinson Office: Compass

Tax History

Year Taxes Assessment
2026 $5,258 $2,207,100

Financial Details

Annual Property Tax
$5,258
Tax Year 2026
Assessed Value
$2,207,100

Facts & Features

Home Facts

Type Land
Style Residential
Lot Size 0.53 acres

Exterior

Construction None
Architecture None
Roof None
Features None
Pool None
Spa None
Fencing None
Patio/Porch None

Utilities

Electric On-site
Water Public
Sewer Private Sewer, Other
Gas None
Other None
Annual Tax $5,258
Assessed Value $2,207,100
Seller Disclosures Property Can Be Connected To Town Sewer Line On Plantingfield Way, Allowing For Up To Six Bedrooms.
Possession None
Accepted Financing None
Structure Type []
Documents None
County Dukes
Total market time (incl. prior listings) 94 days

Property Overview

Property Type
Residential
Listing Type
Land

Room Details

Other Floor

Bathroom1
Bedroom5
Bedroom4
Bedroom3
Dining Room
Kitchen
Bathroom2
Bedroom2
Living Room
Bathroom3
Master Bedroom
Office
Family Room
Master Bathroom

Interior Features

Flooring:
Appliances:
Interior Features:
Windows:
Basement:
Laundry:
Security:

Construction & Materials

Structure Type:
Exterior Materials:
Roof:
Foundation:

Heating, Cooling & Utilities

Heating:
Cooling:
Hot Water:
Water Source: Public
Sewer: Private Sewer, Other
Energy Features:

Exterior & Lot

Exterior Features:
Patio & Porch:
Fencing:
Other Structures:
Lot Features: Level, Curbs & Gutters, Storm Drains
Road Surface:

Parking & Garage

Parking Features:

Nearby Schools

School information not available for this location.

Monthly Payment Calculator

Monthly Payment
$0
Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%

Monthly Payment Breakdown

Principal & Interest $0
Property Tax $438
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

Rate Impact

-0.5% Rate
$0/mo
Save $0/mo
Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo

Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Location

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Neighborhood

Edgartown

44 Plantingfield Way, Edgartown MA 02539

Edgartown, MA 02539

Listing Information

Listing Office Compass
Office Phone 617-206-3333
Agent MLS ID CN253387
Office MLS ID AN2383
Listing Data Updated Mar 31, 2026 3:53 PM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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44 Plantingfield Way, Edgartown MA 02539 - Photo 1
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