75 Middle Rd, Chilmark, MA 02535
OFF MARKET

$1,323,500

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,575 sqft (on 3 acres)

75 Middle Rd, Chilmark, MA 02535

Est. Refi. Payment $7,756/mo*
Refinance Your Home

Home Value

Trulia Estimate
$1.32M
Since last month
Increased$22K (+1.7%)
Since last year
Increased$142K (+12%)
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 +55% in the last 10 years
MonthEstimated value
2026
September 2026$1.32M
August 2026$1.3M
July 2026$1.28M
June 2026$1.34M
May 2026$1.32M
April 2026$1.3M
March 2026$1.29M
February 2026$1.28M
January 2026$1.24M
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
0.32
Single-Family Home
$3,710,000
03/12/26
3
5
3,171
1.19
Single-Family Home
$2,225,000
10/24/25
4
3
2,968
0.92
Single-Family Home
$5,800,000
08/27/26
6
6.5
3,608
1.38
Single-Family Home
$2,100,000
11/25/25
4
3
2,544
0.93
Single-Family Home
$3,700,000
05/28/26
5
4
3,413
1.80
Single-Family Home
$1,029,000
07/17/26
4
2
1,564
1.83
Single-Family Home
$1,775,000
11/07/25
3
2
1,728
1.11
Single-Family Home
$6,100,000
03/24/26
6
7
5,660
1.81
Single-Family Home
$2,800,000
08/27/26
2
3
2,515
1.81
Single-Family Home
$2,800,000
08/27/26
4
3.5
2,515

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
0.32
$3,710,000
3
5
3,171
Recently Sold
0.36
$3,881,200
5
6
2,497
Off Market
0.56
$1,245,000
-
-
-
For Sale
0.56
$3,295,000
3
3
2,500
For Sale
0.64
$2,195,000
3
2
2,510
For Sale
0.72
$2,150,000
4
2.5
2,522
For Sale
0.86
$1,889,300
2
2
1,353
Off Market
0.84
$3,795,000
4
3.5
3,426
For Sale
0.88
$3,835,400
4
4.5
3,234
Off Market
0.92
$5,800,000
6
6.5
3,608
Recently Sold
0.93
$3,700,000
5
4
3,413
Recently Sold
0.95
$2,095,000
3
3
2,363
For Sale

Local Information

  • Map ViewExplore the area around 75 Middle Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1988
3 acre lot
1,575 sqft
$840/sqft

About this House

This single-family home is located at 75 Middle Rd, Chilmark, MA. 75 Middle Rd is in Chilmark, MA and in ZIP code 02535. This property has 3 bedrooms, 2 bathrooms and approximately 1,575 sqft of floor space. This property has a lot size of 3.00 acres and was built in 1988.
75 Middle Rd, Chilmark, MA 02535 is a 3 bedroom, 2 bathroom, 1,575 sqft single-family home built in 1988. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,323,500, with a rent estimate of $5,207/month.

Home Details for 75 Middle Rd

Interior Features

Heating & Cooling
Heating: GasAir ConditioningHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 5

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood

Property Information

Year Built
Year Built: 1988Year Updated: 1988
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 3.00 acres

Price and Tax history

YearProperty taxTax assessment
2025
$2,763
$1,228,100
Home facts updated by county records

Market trends in Chilmark

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
40
1
MoM

Around this home

What Locals Say about Chilmark

At least 2 Trulia users voted on each feature.
  • 100 % Say there's wildlife

  • 100 % Say there are community events

  • 100 % Say car is needed

  • 100 % Say yards are well-kept

  • 78 % Say neighbors are friendly

  • 75 % Say it's dog friendly

  • 75 % Say people would walk alone at night

  • 67 % Say parking is easy

  • 67 % Say it's quiet

  • 60 % Say they plan to stay for at least 5 years

  • 43 % Say there's holiday spirit

  • 33 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Elaine V.
    "I work and live here, and have been in Real estate here for over 20 years, I would recommend it to anyone who needs to feel a sense of community and enjoys nature. A wonderful place to live!!"

LGBTQ Local Legal Protections

Frequently asked questions about 75 Middle Rd

  • What is 75 Middle Rd estimated to be worth?
    Trulia's estimated value for 75 Middle Rd in Chilmark, MA is $1,323,500.
  • Is Chilmark a buyer's or seller's market?
    Chilmark is currently a buyer's market, based on recent for-sale activity.
  • What are the closest schools to 75 Middle Rd?
    The closest schools to 75 Middle Rd in Chilmark, MA are Chilmark Elementary School (rated 8/10), Martha's Vineyard Regional High School (rated 6/10), West Tisbury Elementary School (Pre-K/Middle, rated 7/10).
  • How big is the lot at 75 Middle Rd?
    The lot at 75 Middle Rd in Chilmark, MA is about 3 acres.

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