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

111 Main St
Tisbury, MA 02568

  • 5 Beds
  • 5.5 Baths
  • 2,684 sqft (on 0.67 acres)

$5,747,100

Trulia Estimate
as of Aug 25, 2026

$5,747,100

Trulia Estimate
as of Aug 25, 2026
5 Beds
5.5 Baths
2,684 sqft
(on 0.67 acres)

Home Value

Trulia Estimate
$5.75M
Since last month
Increased$24K (+0.4%)
Since last year
Increased$206K (+3.7%)
Since last sale
Increased$3M (+90%)
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 +43% in the last 10 years
MonthEstimated value
2026
August 2026$5.75M
July 2026$5.72M
June 2026$5.92M
May 2026$5.64M
April 2026$5.67M
March 2026$5.64M
February 2026$5.51M
January 2026$5.37M
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
139 Main St, Tisbury, MA
0.07
Single-Family Home
$3,600,000
08/19/26
5
6.5
4,372
118 William St, Tisbury, MA
0.14
Single-Family Home
$4,295,000
08/27/25
4
4.5
2,792
151 W Tashmoo Ave, Vineyard Haven, MA
0.48
Single-Family Home
$2,000,000
05/28/26
4
3.5
2,690
151 Tashmoo Ave, Tisbury, MA
0.48
Single-Family Home
$2,000,000
05/28/26
4
3.5
2,690
36 Tashmoo Ave, Tisbury, MA
0.33
Single-Family Home
$2,637,500
12/12/25
4
3
2,770
61 Causeway Rd, Tisbury, MA
0.47
Single-Family Home
$2,448,000
05/22/26
3
3.5
3,530
128 Spring St, Tisbury, MA
0.39
Single-Family Home
$1,500,000
01/23/26
5
3.5
2,436
42 Daggett Ave, Tisbury, MA
0.45
Single-Family Home
$2,100,000
08/27/25
3
3.5
3,310
966 Main St, Tisbury, MA
0.70
Single-Family Home
$3,925,000
09/24/25
8
4.5
3,954
36 Ferro Way, Tisbury, MA
0.50
Single-Family Home
$1,560,000
01/15/26
5
3.5
4,032

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
89 Main St, Tisbury, MA 02568
0.06
$2,958,600
4
5
2,728
Off Market
139 Main St, Tisbury, MA 02568
0.07
$3,600,000
5
6.5
4,372
Recently Sold
26 Union St #7, Vineyard Haven, MA 02568
0.08
$1,625,000
2
2.5
1,532
For Sale
124 Main St, Tisbury, MA 02568
0.08
$2,695,000
5
4
2,374
For Sale
118 William St, Tisbury, MA 02568
0.14
$4,412,500
4
4.5
2,792
Off Market
179 Main St, Tisbury, MA 02568
0.15
$2,040,400
5
2.5
2,134
Off Market
180 Main St #30, Tisbury, MA 02568
0.17
$1,172,100
2
2
1,300
Off Market
21 Woodlawn Ave, Tisbury, MA 02568
0.17
$2,200,000
4
3
2,562
For Sale
189 Main St., Tisbury, MA 02568
0.19
$5,390,100
5
3.5
2,784
Off Market
27 Spring St, Tisbury, MA 02568
0.20
$2,895,000
5
4
2,300
For Sale
88 Franklin Street, Tisbury, MA 02568
0.21
$2,250,000
4
3
1,938
For Sale
4 Lagoon Pond Rd, Vineyard Haven, MA 02568
0.23
$1,395,000
Studio
0.5
1,283
For Sale

Local Information

  • Map ViewExplore the area around 111 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
1825
Lot Size
0.67 acres
Living Area
2,684 sqft
Price/Sqft
$2,141
Parking
Garage

About this House

Tucked down an unassuming driveway and invisible from the street, this 19th century Cape is just steps from Vineyard Haven's year-round shopping and cultural center. Terrace after terrace unfolds as you descend toward the waterfront through the lovely 2/3-acre compound, culminating in 68 feet of beach on the inner harbor.
The main house, built around 1825, has four bedrooms plus an office/bedroom, three-and-a-half baths and five fireplaces. Harbor views abound from many vantage points, with character-filled features including wide board floors and extensive wainscoting, broad-silled windows, plaster walls and low ceilings. A seven-bedroom septic was installed in 2013.
The property boasts many extras: a garden shed, detached one-car garage, large harborview porch with arched beadboard ceiling, and lush, mature gardens. A secret gate provides access to Owen Park with its town wharf and gazebo. Near the harbor is a boathouse with brick fireplace, built-in bunkbeds, barrel-ceilinged interior with natural wood, tiny bath and kitchenette. The peaceful private beach, perfect for crabbing, kayaking and contemplation, crowns this property where future memories are waiting to be made. A mooring is available.
111 Main St, Tisbury, MA 02568 is a 5 bedroom, 5 bathroom, 2,684 sqft single-family home built in 1825. It last sold for $3,025,000 on Oct 28, 2019. It is currently off market. The Trulia Estimate is $5,747,100, with a rent estimate of $7,438/month.

Home Details for 111 Main St

Interior Features

Interior Details
BasementTypes of Rooms: Walk In Closet, Dining Room, Family Room, Laundry Room, Master Bath, Office, Pantry, Workshop
Heating & Cooling
Heating: Heat Pump, Propane Butane, SolarAir ConditioningCooling System: Central, SolarHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Hardwood
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceHot Tub or Spa
Windows, Doors, Floors & Walls
Double Paned Windows

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Shingle, WoodGardenLawnPorchSprinkler System
Parking & Garage
GarageParking Spaces: 4Parking: Garage Detached, Off Street

Property Information

Year Built
Year Built: 1825
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 0.67 acres

Price and Tax history

DateEventPrice
Oct 28, 2019
Source: LINK #31682
Sold
$3,025,000
May 14, 2019
Source: Agent Provided
Listed For Sale
$3,350,000
Dec 17, 2018
Source: Agent Provided
ListingRemoved
$3,750,000
Jul 25, 2018
Source: Agent Provided
PriceChange
$3,750,000
Price decreased by 5%
Oct 7, 2017
Source: Agent Provided
Listed For Sale
$3,950,000

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 111 Main St

  • What is 111 Main St estimated to be worth?
    Trulia's estimated value for 111 Main St in Tisbury, MA is $5,747,100.
  • What is the price history for 111 Main St?
    111 Main St in Tisbury, MA last sold for $3,025,000 in October 2019.
  • 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.
  • Does 111 Main St have air conditioning?
    Yes, 111 Main St in Tisbury, MA has air conditioning.
  • Does 111 Main St have laundry facilities?
    Yes, 111 Main St in Tisbury, MA has in-unit laundry.

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