20 Middle Rd, West Tisbury, MA 02575
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Property image
OFF MARKET

20 Middle Rd
West Tisbury, MA 02575

  • 5 Beds
  • 3 Baths
  • 2,516 sqft (on 1.41 acres)
5 Beds
3 Baths
2,516 sqft
(on 1.41 acres)

Local Information

  • Map ViewExplore the area around 20 Middle Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Multi-Family
Year Built
1956
Lot Size
1.41 acres
Living Area
2,516 sqft

About this House

This charming home, set off by a hand-stacked stone wall, is on much sought-after Middle Road and will surprise you with the contemporary flair with which the current owners renovated just a few years ago. The lot is 1.4 acres in size and lies close to the heart of West Tisbury Village. There are four bedrooms in the main house with two handsome full baths, one with double sinks and a spacious glass-enclosed step-in shower. A brick hearth and hardwood floors throughout add to the homes warm and inviting atmosphere, while the central a/c insures comfort on those steamy August days. The open kitchen/dining room leads to the cozy living room and then to the year round, large sun room beyond; while multiple decks overlook the expansive and private rear lawn. The two car garage/carriage house has a terrific one bedroom apartment above with a full bath, kitchen and living room all recently renovated and updated with energy efficient "splits" for both heating and cooling. The six bedroom installed septic allows for the addition of one more bedroom at the property and the main house's current "workshop" would quite easily make a terrific vaulted-ceiling master suite; while just as it is the property offers enviable rental histories for both the main house and the apartment.
20 Middle Rd, West Tisbury, MA 02575 is a 5 bedroom, 3 bathroom, 2,516 sqft multi-family built in 1956. It last sold for $1,200,000 on Feb 26, 2019. It is currently off market. The Trulia Estimate rent is $5,935/month.

Home Details for 20 Middle Rd

Property Information

Year Built
Year Built: 1956Year Updated: 2007
Property Type / Style
Property Type: Multi Family

Rental Terms, Policies & Fees

Furnished

Interior Features

Heating & Cooling
Air Conditioning

Exterior Features

Exterior Home Features
Deck

Community

Units in Building: 1

Lot Information

Lot Area: 1.41 acres

Price History for 20 Middle Rd

DatePriceEventSource
02/26/2019$1,200,000Sold
LINK #33493
04/24/2018$1,250,000Listed For SaleAgent Provided
01/08/2007$930,000Sold
LINK #9519

Market trends in West Tisbury

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
25
3
MoM
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Property Tax and Assessment

Year2025
Tax$7,966
Assessment$1,758,500
Home facts updated by county records

Comparable Sales for 20 Middle Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
2.92
Multi-Family Home
$1,700,000
10/08/25
7
4.5
3,213
4.52
Multi-Family Home
$1,650,000
04/28/26
5
5.5
4,334
5.67
Multi-Family Home
$3,500,000
09/12/25
8
3
3,656
6.26
Multi-Family Home
$1,000,000
05/13/26
4
4
1,999

Nearby homes

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Assigned Schools

These are the assigned schools for 20 Middle Rd.
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 West Tisbury

At least 4 Trulia users voted on each feature.
  • 86 % Say it's dog friendly

  • 83 % Say car is needed

  • 80 % Say there's holiday spirit

  • 75 % Say it's quiet

  • 62 % Say neighbors are friendly

  • 60 % Say it's walkable to restaurants

  • 60 % Say there's wildlife

  • 60 % Say there are community events

  • 50 % Say yards are well-kept

  • 50 % Say people would walk alone at night

  • 43 % Say parking is easy

  • 38 % Say it's walkable to grocery stores

  • 25 % Say kids play outside

  • 22 % Say there are sidewalks

  • 20 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Dick M.
    "This is a great up-Island area just quietly off a main road and withing walking distance of a grocery store, pharmacy, bakery and the post office - very safe and comfortable and friendly"

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 20 Middle Rd

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Off Market Homes Near 20 Middle Rd

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