This home's estimate is 81.2% higher than the average sale price ($2.20M) of 6 comparable homes.
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44 Plantingfield Way, Edgartown, MA 02539
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About this home
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.
Redfin Estimate
Market trends in 02539, MA
Last updated August 2026
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Est. $5,042 per month, based on comparable rentals
Sale and tax history for 44 Plantingfield Way
- Sale History
- Tax History
$1,478/sq ft
$1,693/sq ft
Public record
Property details
Parking
- Parking Information
- Has Garage
- # of Garage Spaces: 1
- # of Covered Spaces: 1
- Open Parking Spaces: 4
- Parking Spaces: 5
- Parking Features: Detached, Garage Door Opener, Off Street, Stone/Gravel
Interior
- Master Bedroom Information
- Level: Second
- Bedroom #2 Information
- Level: Second
- Bedroom #3 Information
- Level: Second
- Bathroom Information
- # of Bathrooms (Full): 2
- # of Bathrooms (Half): 1
- Master Bathroom Features: Yes
- Living Room Information
- Level: First
- Dining Room Information
- Level: First
- Kitchen Information
- Level: First
- Basement Information
- Basement: Bulkhead, Concrete, Unfinished
- Fireplace Information
- Has Fireplace
- # of Fireplaces (Total): 1
- Appliances
- Appliances: Electric Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer
- Interior Features
- # of Rooms (Total): 8
- Window Features: Insulated Windows
- Flooring: Wood, Tile, Reclaimed Wood
- Interior Features: Internet Available - Broadband
Exterior
- Building Information
- Building Area (Total): 2,300
- Foundation Details: Concrete Perimeter
- Construction Materials: Frame
- Year Built Source: Public Records
- Year Built Details: Actual
- Exterior Features
- Roof: Shingle
- Patio And Porch Features: Deck - Wood
- Exterior Features: Deck - Wood, Rain Gutters, Storage, Guest House, Outdoor Shower
- Property Information
- PropertySubType: Single Family Residence
- Above Grade Finished Area: 2300
- Other Structures: Guest House
- ADU: Y
- Lot Information
- Lot Size (Acres): 0.53
- Lot Features: Cleared, Level
- Waterfront Features: Harbor, Ocean, 1/2 to 1 Mile To Beach, Beach Ownership(Public)
- Road Frontage Type: Public
Financial
- Tax Information
- Tax Annual Amount: $6,095
- Tax Year: 2026
Utilities
- Utility Information
- Utilities: for Electric Range, for Electric Oven
- Sewer: Private Sewer
- Water Source: Public
- Electric: 200+ Amp Service, Net Meter
- Power Production Annual: 6500
- Power Production Annual Status: A
- Power Production Size: 5600
- Power Production Type: A
- Power Production Year Install: 2019
- Heating & Cooling
- Has Heating
- Has Cooling
- Heating: Baseboard, Heat Pump, Oil
- Cooling: Heat Pump
Location
- Location Information
- Directions: Take Pease's Point Way North to Plantingfield Way. Property is 0.2 miles ahead on left.
- UnparsedAddress: 44 Plantingfield Way, Edgartown MA 02539
- Community Information
- Senior CommunityYN: No
- Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Bike Path, Conservation Area, House of Worship, Public School
Public facts
- Beds: —
- Baths: —
- Sq. Ft.: —
- Stories: —
- Lot Size: 0.53 acres
- Style: Other
- Year Built: —
- Year Renovated: —
- County: Dukes County
- APN: 4652589
Other
- Miscellaneous Information
- Heat Zones: 4
- Listing Information
- StandardStatus: Closed
Around this home
Schools
Public PreK-8 • Assigned • 0.4mi
Public 9-12 • Assigned • 4.4mi
Climate risks
Minimal risk of a flood reaching the building in the next 30 years
Unlikely to be in a wildfire in next 30 years
7 days above 88° expected this year, 19 days in 30 years
80% chance of strong winds in next 30 years
2 unhealthy days expected this year, 2 days in 30 years
Sun exposure
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Nearby similar homes
New listings for sale in 02539
Home values near 44 Plantingfield Way
| Address | Redfin Estimate |
|---|---|
7 Beds | 4 Baths | 3106 Sq. Ft. | $3,800,754 |
- Beds | - Baths | - Sq. Ft. | — |
| Address | Redfin Estimate |
|---|---|
2 Beds | 1.5 Baths | 1388 Sq. Ft. | $3,323,606 |
3 Beds | 3.5 Baths | 2723 Sq. Ft. | $3,055,500 |
| Address | Redfin Estimate |
|---|---|
4 Beds | 2.5 Baths | 2446 Sq. Ft. | $3,167,327 |
2 Beds | 2 Baths | 1085 Sq. Ft. | $1,430,357 |
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