73 Pennywise Path
Edgartown, MA 02539
- 4 Beds
- 3 Baths
- 2,400 sqft (on 0.94 acres)
4 Beds
3 Baths
2,400 sqft
(on 0.94 acres)
Local Information
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1995
Lot Size
0.94 acres
Living Area
2,400 sqft
Price/Sqft
$649
About this House
Down a quite lane on the out skirts of town sits a bright and sunny farmhouse. Enjoy walking to Main Street and Village amenities or bike to Bend in the Road Beach just over a mile away. The home boasts a large wrap around porch from which to take in the natural yet landscaped grounds and the oversized windows allow a similar experience from within. A wood burning fireplace with hand carved mantle anchors the living room with soaring ceilings. Beyond is the well-appointed kitchen with center-island and intimate dining area. Sleeping accommodations include a first floor bedroom, a lofty second floor master suite with fireplace and an additional room for guest overflow or den. The custom details including antique doors and leaded windows make for a truly unique and visually pleasing home. Enjoy abundant privacy with nearly an acre of land f
73 Pennywise Path, Edgartown, MA 02539 is a 4 bedroom, 3 bathroom, 2,400 sqft single-family home built in 1995. It last sold for $650,000 on Apr 13, 2015. It is currently off market. The Trulia Estimate is $1,557,000, with a rent estimate of $6,460/month.
Home Details for 73 Pennywise Path
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Interior Details BasementAtticNumber of Rooms: 6Types of Rooms: Breakfast Nook, Laundry Room, Master Bath, Office, Sun RoomCeiling Fan |
Heating & Cooling Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air |
Levels, Entrance, & Accessibility Stories: 2Floors: Hardwood |
Appliances & Utilities Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher |
Fireplace & Spa Fireplace |
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Exterior Home Features Roof: AsphaltExterior: WoodGardenLawnPorchSprinkler System |
Parking & Garage Parking Spaces: 4Parking: Off Street |
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Year Built Year Built: 1995Year Updated: 2016 |
Property Type / Style Property Type: Single Family HomeArchitecture: Colonial |
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Units in Building: 1 |
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Lot Area: 0.94 acres |
Price History for 73 Pennywise Path
| Date | Price | Event | Source |
|---|---|---|---|
| 04/13/2015 | $650,000 | Sold | LINK #27161 |
| 09/10/2014 | $695,000 | PriceChange | Agent Provided |
| 08/15/2014 | $720,000 | PriceChange | Agent Provided |
| 07/26/2014 | $780,000 | Listed For Sale | Agent Provided |
| 08/30/2005 | $755,000 | Sold | LINK #8954 |
Market trends in Edgartown
Last updated June 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
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Available listings
64
1MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $3,337 |
| Assessment | $1,259,400 |
Home facts updated by county records
Comparable Sales for 73 Pennywise Path
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.09 | Single-Family Home | $1,850,000 | 05/01/26 | 4 | 3.5 | 2,695 | |
0.12 | Single-Family Home | $1,850,000 | 05/01/26 | 4 | 3.5 | 2,695 | |
0.29 | Single-Family Home | $950,000 | 03/19/26 | 3 | 2 | 1,728 | |
0.30 | Single-Family Home | $950,000 | 03/19/26 | 3 | 2 | 1,728 | |
0.32 | Single-Family Home | $1,600,000 | 06/18/26 | 4 | 2.5 | 2,706 | |
0.34 | Single-Family Home | $1,525,000 | 10/07/25 | 2 | 2 | 2,042 | |
0.61 | Single-Family Home | $1,675,000 | 12/08/25 | 3 | 2.5 | 1,914 | |
0.36 | Single-Family Home | $2,075,000 | 09/29/25 | 3 | 3.5 | 2,638 | |
0.66 | Single-Family Home | $2,275,000 | 05/14/26 | 4 | 2.5 | 2,760 | |
0.61 | Single-Family Home | $2,210,000 | 07/23/26 | 3 | 3 | 2,126 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 73 Pennywise Path.
What Locals Say about Edgartown
At least 17 Trulia users voted on each feature.
89 % Say they plan to stay for at least 5 years
85 % Say people would walk alone at night
81 % Say it's dog friendly
76 % Say yards are well-kept
75 % Say car is needed
70 % Say it's quiet
68 % Say there's wildlife
67 % Say kids play outside
60 % Say it's walkable to restaurants
59 % Say neighbors are friendly
56 % Say there's holiday spirit
52 % Say it's walkable to grocery stores
52 % Say parking is easy
46 % Say there are sidewalks
46 % Say streets are well-lit
36 % Say there are community events
Sourced by Trulia users. Learn more about our methodology.
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