301 Main St, Tisbury, MA 02568
Property image
Property image
OFF MARKET

301 Main St
Tisbury, MA 02568

  • 4 Beds
  • 3.5 Baths
  • 1,632 sqft (on 0.37 acres)

$2,229,300

Trulia Estimate
as of Jul 14, 2026
Est. Refi. Payment $12,136/mo*

$2,229,300

Trulia Estimate
as of Jul 14, 2026
Est. Refi. Payment $12,136/mo*
4 Beds
3.5 Baths
1,632 sqft
(on 0.37 acres)

Local Information

  • Map ViewExplore the area around 301 Main St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Nestled in the outskirts of the village, this charming cottage is just a stone's throw away from the Vineyard Haven Yacht Club and a short distance to downtown, the West Chop Club, Mink Meadows Golf Club, and the West Chop Woods walking trails. There is deeded beach access down a tranquil wooded path. The property features a 3-bedroom main house and detached studio apartment. With over a third of an acre of land and the ability to expand to 6 bedrooms, the options are extensive. During the summer, the flower beds are a riot of colors thanks to the green thumbs at Vineyard Gardens. The delicate flowers are a perfect counterpoint to the stonework for which the property is well-known. Indeed, the stone pillars that flank the driveway are the perfect landmark to tell guests to look out for when giving directions. Polish this gem and use the property "as-is" or take advantage of the expansion potential to create your own Vineyard oasis.
301 Main St, Tisbury, MA 02568 is a 4 bedroom, 4 bathroom, 1,632 sqft single-family home built in 1900. It last sold for $1,140,000 on Mar 15, 2024 (8% below the $1,240,000 asking price). It is currently off market. The Trulia Estimate is $2,229,300, with a rent estimate of $7,759/month.

Home Highlights

Parking
No Info
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 301 Main St

Interior Features

Interior Details
Number of Rooms: 8
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1632 Square Feet
Appliances & Utilities
Utilities: CblAppliances: Stove: Yes, Washer: Yes
Heating & Cooling
Heating: ElectricNo CoolingHas HeatingHeating Fuel: Electric
Fireplace & Spa
Fireplace: Yes - One in the main house
Windows, Doors, Floors & Walls
Flooring: Hardwood and tile
Levels, Entrance, & Accessibility
Floors: Hardwood And Tile
View
Has a ViewView: None, Res

Exterior Features

Exterior Home Features
Other Structures: Studio with an open loft area, kitchen, and full bathroom.Exterior: DdBch, PvtBch, Garden, DeckFoundation: Concrete Block FoundationGarden
Parking & Garage
No CarportNo GarageNo Attached GarageParking: Ample parking - Peastone driveway
Frontage
Frontage Type: NoneNot on Waterfront
Water & Sewer
Sewer: Septic Tank

Property Information

Year Built
Year Built: 1900
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence

Price & Status

Price
List Price: $1,240,000

Active Status

MLS Status: S

Location

Direction & Address
City: Vineyard Haven

Building

Building Area
Building Area: 1632 Square Feet

Lot Information

Lot Area: 0.37 acres

Offer

Listing Agreement Type: E

Miscellaneous

Mls Number: 41429
Last check for updates: about 24 hours ago
Listed by Madelyn Silvia
Wallace & Co. Sotheby's
Bought with: Elise Jeffress Ryan, Landvest MV
Source: LINK, MLS#41429

Price History for 301 Main St

DatePriceEventSource
03/15/2024$1,140,000Sold
LINK #41429
01/25/2024$1,240,000PendingLINK #41429
12/25/2023$1,240,000ContingentLINK #41429
09/18/2023$1,240,000PriceChange
LINK #40868
08/28/2023$1,275,000PriceChange
Martha's Vineyard MLS #32200178
08/14/2023$1,375,000PriceChange
LINK #40868
07/31/2023$1,430,000PriceChange
LINK #40868
07/12/2023$1,585,000PriceChange
LINK #40868
06/01/2023$1,630,000Listed For SaleLINK #40868
11/03/2022$1,760,000ListingRemovedMartha's Vineyard MLS #32200178
09/07/2022$1,760,000PriceChange
LINK #36271
07/23/2022$1,895,000PriceChange
LINK #36271
06/07/2022$1,950,000Listed For SaleLINK #36271
10/06/1995$265,000Sold
N/A

Market trends in Tisbury

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
47
5
MoM
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Property Tax and Assessment

Year2025
Tax$14,309
Assessment$1,890,200
Home facts updated by county records

Comparable Sales for 301 Main St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.26
Single-Family Home
$1,000,000
03/31/26
4
2
1,306
0.22
Single-Family Home
$1,910,000
04/03/26
5
3.5
3,250
0.42
Single-Family Home
$1,164,000
08/12/25
3
2
1,650
0.30
Single-Family Home
$2,100,000
08/27/25
3
3.5
3,310
0.37
Single-Family Home
$929,000
08/18/25
3
1.5
1,286
0.59
Single-Family Home
$2,000,000
05/28/26
4
3.5
2,690
0.59
Single-Family Home
$2,000,000
05/28/26
4
3.5
2,690
0.43
Single-Family Home
$2,637,500
12/12/25
4
3
2,770
0.00
Single-Family Home
$3,925,000
09/24/25
8
4.5
3,954

Nearby homes

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Assigned Schools

These are the assigned schools for 301 Main St.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Tisbury

At least 26 Trulia users voted on each feature.
  • 87 % Say yards are well-kept

  • 80 % Say it's walkable to grocery stores

  • 78 % Say kids play outside

  • 77 % Say people would walk alone at night

  • 75 % Say it's quiet

  • 72 % Say it's dog friendly

  • 72 % Say it's walkable to restaurants

  • 71 % Say there's holiday spirit

  • 70 % Say there's wildlife

  • 68 % Say car is needed

  • 64 % Say they plan to stay for at least 5 years

  • 63 % Say there are sidewalks

  • 61 % Say parking is easy

  • 53 % Say there are community events

  • 44 % Say neighbors are friendly

  • 39 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "It’s great, I think any dog owner would enjoy this town for their pup. No dog park that I’m aware of, but there is one in a neighboring town. "
  • Kellyjeanmarie33
    "This is the most wonderful place to exist. You are immersed in nature yet close to town and all of its amenities. The beaches are walking distance. The neighborhood is safe. We never lock our doors. The schools are incredible. The community is living and accepting . "
  • Kellyjeanmarie33
    "This is the most wonderful and magical place to be. Full of Natural Beauty. Immersion in Nature is Constant. The Ocean and the Forest are All Around You. We are Blessed to be Here Each Day. 🙏💜✝️💜🙏"
  • Peter G.
    "The Mink Meadows community is like being up island. quiet, private, easy access to market and so much more. "
  • Meesh
    "In the winter the tourists leave and the island gets quiet. It stays relatively warm due to the Gulf Stream pulling warm water north to insulate the Sound and even though the trees loose their leaves, all the moisture creates the perfect conditions for incredibly beautiful sea-foam green lichen and mosses to cover every organic surface. Therefore, the blissful hue saturates the fog and mist; enveloping every road and path throughout the island. It’s the perfect place to forget the Internet for awhile and relish in getting purposefully lost! Enjoy it with friends or better yet, enjoy the solitude; listen to the wind whistle through the trees, hear the waves crash into the shore, and forget about everything but the moment you’re experiencing right then and now! "
  • Jeannine L.
    "The town of Tisbury on Martha's Vineyard is a community with much to offer families with children, couples, and retirees. In addition to the beaches,there are a lot of recreational activities including golf, tennis, biking, fishing, and water sports. During the day the downtown is bustling. The location is also ideal for those who want to be nearby the ferry. The Steanship ferry out of Vineyard Haven runs throughout the year. "
  • Pfred00
    "This community has a great mix of full time and summer residents, so it never feels deserted. Lady Slipper Way is part of the Spring Hill Association, a cul de sac like small community, with fully paved roads and moderate homes. Walking distance to town, tennis and Lake Tashmoo."
  • Bob B.
    "Always something to do on the Vineyard check it out you will want to live here I did and I want to move back"
  • wbaxter
    "Excellent location, just a short walk to the steamship, downtown, beach, schools and more!"
  • Pfred00
    "Have vacationed in MV for more than 10 years. While it has faced a rise in visitors, given its Presidential spotlight, it remains a wonderful place to vacation!!"
  • Robert B.
    "Perfect place to live when you want to get away from it all. Vacation or year round I know of knowhere else I'd rather live. So I'm planning on moving back."

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Apartments for Rent

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Homes for sale near 301 Main St

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Off Market Homes Near 301 Main St

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© 2026 LINK, All Rights Reserved. Data last updated: 2026-07-13 06:13:51 PDT. Some properties may no longer be for sale if they have gone under contract, have sold, or are no longer being offered for sale since the last update.