185 Upper Main St
Edgartown, MA 02539
- 2 Beds
- 1 Bath
- 1,008 sqft (on 0.28 acres)
2 Beds
1 Bath
1,008 sqft
(on 0.28 acres)
Local Information
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1930
Lot Size
0.28 acres
Living Area
1,008 sqft
Price/Sqft
$2,641
Parking
Garage
Description
Fabulous location across the street from Cannon Ball Park and close to everything you would want to enjoy in the quaint village of Edgartown. The possibilities are endless with this wonderful location and lot. Presently the home has a 2 bedroom 1 bath home with a finished upper level not included in the square footage. The expanded 2 car garage which allows for future expansion possibilities or recreating your dream home. Picture yourself enjoying all that Martha's Vineyard has to offer just a short distance from this sweet home. Just minutes away you will find some of the finest restaurants and shopping on the island. Directly across the street is beautiful Cannonball Park. Tremendous large back yard with plenty of parking, deck and outside shower. Renovations have been done to this home over the years while keeping some of the original charm. Unique opportunity to own a piece of Martha's Vineyard, don't hesitate.
185 Upper Main St, Edgartown, MA 02539 is a 2 bedroom, 1 bathroom, 1,008 sqft single-family home built in 1930. It last sold for $1,200,000 on Oct 19, 2021. It is currently off market. The Trulia Estimate is $2,661,700, with a rent estimate of $3,465/month.
Home Details for 185 Upper Main St
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Heating & Cooling Heating: Baseboard, GasHeating Fuel: Baseboard |
Levels, Entrance, & Accessibility Stories: 2 |
Interior Details Number of Rooms: 5 |
Appliances & Utilities DishwasherRefrigerator |
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Exterior Home Features Roof: AsphaltExterior: Wood |
Parking & Garage GarageParking Spaces: 2Parking: Garage Detached, Off Street |
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Year Built Year Built: 1930 |
Property Type / Style Property Type: Single Family HomeArchitecture: Cape Cod |
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Units in Building: 1 |
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Lot Area: 0.28 acres |
Price History for 185 Upper Main St
| Date | Price | Event | Source |
|---|---|---|---|
| 10/19/2021 | $1,200,000 | Sold | MLS PIN #72866079 |
| 07/15/2021 | $949,000 | Listed For Sale | CCIMLS #22104120 |
Market trends in Edgartown
Last updated June 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
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Available listings
64
1MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $9,180 |
| Assessment | $3,464,300 |
Home facts updated by county records
Comparable Sales for 185 Upper Main St
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.13 | Single-Family Home | $1,000,000 | 10/21/25 | 3 | 1 | 979 | |
0.24 | Single-Family Home | $1,450,000 | 02/19/26 | 3 | 2 | 1,324 | |
0.61 | Single-Family Home | $2,700,000 | 12/19/25 | 2 | 2 | 1,112 | |
0.30 | Single-Family Home | $2,590,000 | 12/15/25 | 4 | 3 | 2,001 | |
0.16 | Single-Family Home | $3,250,000 | 05/15/26 | 4 | 4 | 1,590 | |
0.24 | Single-Family Home | $2,470,000 | 12/31/25 | 4 | 3.5 | 2,351 | |
0.51 | Single-Family Home | $1,600,000 | 06/18/26 | 4 | 2.5 | 2,706 | |
0.82 | Single-Family Home | $1,775,000 | 04/17/26 | 3 | 2 | 1,458 | |
0.32 | Single-Family Home | $3,400,000 | 05/26/26 | 4 | 2.5 | 2,300 | |
0.46 | Single-Family Home | $2,075,000 | 09/29/25 | 3 | 3.5 | 2,638 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 185 Upper Main St.
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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