320 Middle Rd, Chilmark, MA 02535
Property image
Property image
OFF MARKET

320 Middle Rd
Chilmark, MA 02535

  • 7 Beds
  • 4.5 Baths
  • 5,191 sqft (on 5 acres)

$3,260,200

Trulia Estimate
as of Aug 16, 2026
Est. Refi. Payment $18,073/mo*
Refinance Your Home

$3,260,200

Trulia Estimate
as of Aug 16, 2026
Est. Refi. Payment $18,073/mo*
Refinance Your Home
7 Beds
4.5 Baths
5,191 sqft
(on 5 acres)

Home Value

Trulia Estimate
$3.26M
Since last month
Decreased$119K (-3.5%)
Since last year
Decreased$26K (-0.8%)
Since last sale
Increased$2M (+129.8%)
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 +101% in the last 10 years
MonthEstimated value
2026
August 2026$3.26M
July 2026$3.28M
June 2026$3.38M
May 2026$3.36M
April 2026$3.33M
March 2026$3.33M
February 2026$3.28M
January 2026$3.24M
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
31 N Slope Ln, Chilmark, MA
0.79
Single-Family Home
$2,475,000
09/05/25
4
3.5
2,300
6 Tabor Hls, Chilmark, MA
0.93
Single-Family Home
$2,100,000
11/25/25
4
3
2,544
18 Homeward Way, Chilmark, MA
0.78
Single-Family Home
$4,325,000
12/05/25
5
2.5
3,885
25 Osprey Ln, Chilmark, MA
0.97
Single-Family Home
$7,289,000
10/15/25
4
5
3,777
3 Fulling Mill Rd, Chilmark, MA
0.48
Single-Family Home
$1,775,000
11/07/25
3
2
1,728
49 Gosnolds Way, Chilmark, MA
1.34
Single-Family Home
$4,850,000
12/05/25
5
3.5
4,044
94 Menemsha Inn Rd, Chilmark, MA
1.63
Single-Family Home
$8,178,500
10/27/25
6
4.5
4,104
60 Meeting House Rd, Chilmark, MA
1.55
Single-Family Home
$6,100,000
03/24/26
6
7
5,660
9 Beetlebung Grove Way, Chilmark, MA
1.84
Single-Family Home
$2,225,000
10/24/25
4
3
2,968
10 Mollys Way, Chilmark, MA
1.62
Single-Family Home
$2,550,000
10/02/25
3
2
1,524

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
High Mark, Chilmark, MA 02535
0.34
$1,900,000
-
-
-
For Sale
18 Allen Farm Rd, Chilmark, MA 02535
0.43
$2,250,000
1
1
726
For Sale
1 Pond Mark, Chilmark, MA 02535
0.45
$4,061,700
3
2.5
1,316
Off Market
3 Fulling Mill Rd, Chilmark, MA 02535
0.48
$1,775,000
3
2
1,728
Recently Sold
25 Fulling Mill Rd, Chilmark, MA 02535
0.50
$2,250,000
4
3
1,918
For Sale
21 & 25 Fulling Mill Rd, Chilmark, MA 02535
0.51
$2,250,000
4
3
1,918
For Sale
44 Cencelle St, Chilmark, MA 02535
0.56
$4,975,000
4
3
3,432
For Sale
493 South Rd, Chilmark, MA 02535
0.63
-
-
-
-
Off Market
43 N Slope Ln, Chilmark, MA 02535
0.66
$1,699,999
3
2
1,540
For Sale
391 Middle Rd, Chilmark, MA 02535
0.67
$6,276,800
6
4.5
3,859
Off Market
Cencelle, Chilmark, MA 02535
0.70
$1,275,000
-
-
-
For Sale
27 Ocean View Farm Rd, Chilmark, MA 02535
0.74
$2,973,900
4
3
2,450
Off Market

Local Information

  • Map ViewExplore the area around 320 Middle Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1980
Lot Size
5 acres
Living Area
5,191 sqft
Price/Sqft
$628

About this House

This single-family home is located at 320 Middle Rd, Chilmark, MA. 320 Middle Rd is in Chilmark, MA and in ZIP code 02535. This property has 7 bedrooms, 5 bathrooms and approximately 5,191 sqft of floor space. This property has a lot size of 5.00 acres and was built in 1980.
320 Middle Rd, Chilmark, MA 02535 is a 7 bedroom, 5 bathroom, 5,191 sqft single-family home built in 1980. It last sold for $1,420,000 on Mar 15, 2017. It is currently off market. The Trulia Estimate is $3,260,200, with a rent estimate of $7,726/month.

Home Details for 320 Middle Rd

Interior Features

Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 8

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Other

Property Information

Year Built
Year Built: 1980
Property Type / Style
Property Type: Single Family HomeArchitecture: ranch

Community

Units in Building: 1

Lot Information

Lot Area: 5.00 acres

Price and Tax history

DateEventPrice
May 12, 2017
Source: Agent Provided
ListingRemoved
$1,450,000
May 12, 2017
Source: Agent Provided
Pending
$1,450,000
Mar 15, 2017
Source: LINK #28381
Sold
$1,420,000
Dec 20, 2016
Source: Agent Provided
PriceChange
$1,450,000
Price decreased by 8%
Sep 7, 2016
Source: Agent Provided
PriceChange
$1,575,000
Price decreased by 12%

Market trends in Chilmark

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
39
8MoM
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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!!"
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Apartments for Rent

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Homes for sale near 320 Middle Rd

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Off Market Homes Near 320 Middle Rd

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Frequently asked questions about 320 Middle Rd

  • What is 320 Middle Rd estimated to be worth?
    Trulia's estimated value for 320 Middle Rd in Chilmark, MA is $3,260,200.
  • What is the price history for 320 Middle Rd?
    320 Middle Rd in Chilmark, MA last sold for $1,420,000 in March 2017.
  • 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 320 Middle Rd?
    The closest schools to 320 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 320 Middle Rd?
    The lot at 320 Middle Rd in Chilmark, MA is about 5 acres.