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

369 Main St
Tisbury, MA 02568

  • 3 Beds
  • 3 Baths
  • 1,758 sqft (on 0.59 acres)

$2,052,600

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $11,396/mo*
Refinance Your Home

$2,052,600

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $11,396/mo*
Refinance Your Home
3 Beds
3 Baths
1,758 sqft
(on 0.59 acres)

Home Value

Trulia Estimate
$2.05M
Since last month
Decreased$29K (-1.4%)
Since last year
Increased$185K (+9.9%)
Since last sale
Increased$911K (+79.6%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +61% in the last 10 years
MonthEstimated value
2026
August 2026$2.06M
July 2026$2.09M
June 2026$2.16M
May 2026$2.06M
April 2026$2.03M
March 2026$2.01M
February 2026$1.98M
January 2026$1.94M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
42 Daggett Ave, Tisbury, MA
0.15
Single-Family Home
$2,100,000
08/27/25
3
3.5
3,310
30 Daggett Ave, Tisbury, MA
0.13
Single-Family Home
$2,195,000
08/19/26
4
2.5
2,890
113 Leonard Cir, Tisbury, MA
0.28
Single-Family Home
$1,000,000
03/31/26
4
2
1,306
87 Daggett Ave, Tisbury, MA
0.23
Single-Family Home
$786,000
09/09/25
4
2
1,500
36 Tashmoo Ave, Tisbury, MA
0.27
Single-Family Home
$2,637,500
12/12/25
4
3
2,770
151 Tashmoo Ave, Tisbury, MA
0.47
Single-Family Home
$2,000,000
05/28/26
4
3.5
2,690
151 W Tashmoo Ave, Vineyard Haven, MA
0.47
Single-Family Home
$2,000,000
05/28/26
4
3.5
2,690
95 Tashmoo Ave, Tisbury, MA
0.36
Single-Family Home
$925,000
03/19/26
3
1
1,380
28 Pine Tree Ln, Tisbury, MA
0.38
Single-Family Home
$1,910,000
04/03/26
5
3.5
3,250
22 Clark Ave, Tisbury, MA
0.32
Single-Family Home
$946,500
03/11/26
3
1
1,008

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
16 Frog Hollow, Tisbury, MA 02568
0.03
$4,695,000
3
2
1,716
For Sale
51 Hatch Rd, Tisbury, MA 02568
0.06
$2,770,900
4
3
2,066
Off Market
398 Main St, Tisbury, MA 02568
0.07
$2,000,000
4
6
2,972
For Sale
22 Old Lighthouse Road, Tisbury, MA 02568
0.07
$1,595,000
5
3
1,810
For Sale
26 Daggett Ave, Tisbury, MA 02568
0.13
$1,337,400
3
2
1,308
Off Market
30 Daggett Ave, Tisbury, MA 02568
0.13
$2,195,000
4
2.5
2,890
Recently Sold
Lot 1 Dolan Ave, Vineyard Haven, MA 02568
0.10
$525,000
-
-
-
For Sale
20 Cleveland Ave, Tisbury, MA 02568
0.13
$6,293,400
4
2
2,383
Off Market
42 Daggett Ave, Tisbury, MA 02568
0.15
$2,157,500
3
3.5
3,310
Off Market
50 Old Lighthouse Rd, Tisbury, MA 02568
0.13
$1,079,200
2
2
961
Off Market
33 Goethals Way, Tisbury, MA 02568
0.17
$7,950,000
5
2.5
2,794
For Sale
Bernard Cir, Vineyard Haven, MA 02568
0.17
$622,500
4
3.5
2,500
Off Market

Local Information

  • Map ViewExplore the area around 369 Main St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1827
Lot Size
0.59 acres
Living Area
1,758 sqft
Price/Sqft
$1,168

About this House

WEST CHOP on ½ ACRE PLUS - This Antique home set along Main Street in Vineyard Haven is just one block from the Vineyard Haven public beach. Opportunity abounds with a Title V 5BR septic already in place. A Main House and a Guesthouse can be placed on the property with proper permits. A building height of 35 feet would allow for an Eastern water view over the outer harbor. Just a short distance to the beach, town and ferry. The depth of the lot allows for expansion up to 5 bedrooms.
369 Main St, Tisbury, MA 02568 is a 3 bedroom, 3 bathroom, 1,758 sqft single-family home built in 1827. It last sold for $1,145,500 on Mar 31, 2022. It is currently off market. The Trulia Estimate is $2,052,600, with a rent estimate of $7,974/month.

Home Details for 369 Main St

Interior Features

Heating & Cooling
Heating: OilHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2Floors: Carpet, Hardwood
Interior Details
Number of Rooms: 7Types of Rooms: Dining Room
Appliances & Utilities
DishwasherRefrigerator

Exterior Features

Exterior Home Features
Roof: Asphalt, OtherExterior: WoodPatio
Parking & Garage
Parking Spaces: 3

Property Information

Year Built
Year Built: 1827
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 0.59 acres

Price and Tax history

DateEventPrice
Mar 31, 2022
Source: LINK #38632
Sold
$1,145,500
Nov 27, 2021
Source: Martha's Vineyard MLS #32100348
Pending
$1,175,000
Nov 27, 2021
Source: LINK #38632
Contingent
$1,175,000
Aug 11, 2021
Source: LINK Martha's Vineyard #38632
Listed For Sale
$1,175,000
Jun 28, 2021
Source: Martha's Vineyard MLS
ListingRemoved

Market trends in Tisbury

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
55
8MoM

Around this home

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. "
    0
    Flag
  • 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 . "
    3
    Flag
  • 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. 🙏💜✝️💜🙏"
    0
    Flag
  • Peter G.
    "The Mink Meadows community is like being up island. quiet, private, easy access to market and so much more. "
    1
    Flag
  • 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! "
    1
    Flag
  • 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. "
    0
    Flag
  • 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."
    1
    Flag
  • 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"
    0
    Flag
  • wbaxter
    "Excellent location, just a short walk to the steamship, downtown, beach, schools and more!"
    0
    Flag
  • 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!!"
    1
    Flag
  • 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."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 369 Main St

  • What is 369 Main St estimated to be worth?
    Trulia's estimated value for 369 Main St in Tisbury, MA is $2,052,600.
  • What is the price history for 369 Main St?
    369 Main St in Tisbury, MA last sold for $1,145,500 in March 2022.
  • Is Tisbury a buyer's or seller's market?
    Tisbury is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Tisbury?
    Residents describe Tisbury, MA as well-kept, walkable to grocery stores, and quiet. See recently sold homes in Tisbury, MA.
  • How big is the lot at 369 Main St?
    The lot at 369 Main St in Tisbury, MA is about 0.59 acres (25,700 sq ft).
  • Does 369 Main St have parking?
    Yes, 369 Main St in Tisbury, MA has on-site parking.

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Off Market Homes Near 369 Main St

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