18 Post Oak Rd, Chilmark, MA 02535
Property image
Property image
OFF MARKET

18 Post Oak Rd
Chilmark, MA 02535

  • 4 Beds
  • 3 Baths
  • 1,936 sqft (on 4.90 acres)

$1,739,200

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $9,668/mo*
Refinance Your Home

$1,739,200

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $9,668/mo*
Refinance Your Home
4 Beds
3 Baths
1,936 sqft
(on 4.90 acres)

Home Value

Trulia Estimate
$1.74M
Since last month
Increased$2K (+0.1%)
Since last year
Increased$77K (+4.6%)
Since last sale
Increased$502K (+40.2%)
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 +68% in the last 10 years
MonthEstimated value
2026
August 2026$1.75M
July 2026$1.75M
June 2026$1.79M
May 2026$1.78M
April 2026$1.75M
March 2026$1.73M
February 2026$1.7M
January 2026$1.66M
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
19 S Vine Ln, West Tisbury, MA
1.32
Single-Family Home
$1,325,000
08/29/25
3
2
1,982
146 Quansoo Rd, Chilmark, MA
1.19
Single-Family Home
$4,350,000
01/07/26
5
3
3,440
40 Scotchmans Ln, West Tisbury, MA
1.75
Single-Family Home
$1,029,000
07/17/26
4
2
1,564
50 Bradley Martin Rd, West Tisbury, MA
1.89
Single-Family Home
$1,925,000
08/28/25
3
2
1,736
140 Pond Rd, West Tisbury, MA
2.00
Single-Family Home
$3,120,000
09/16/25
4
3
3,669
6 Tabor Hls, Chilmark, MA
2.32
Single-Family Home
$2,100,000
11/25/25
4
3
2,544
60 Meeting House Rd, Chilmark, MA
1.52
Single-Family Home
$6,100,000
03/24/26
6
7
5,660
15 Old Farm Rd, Chilmark, MA
1.88
Single-Family Home
$3,710,000
03/12/26
3
5
3,171
35 Nats Farm Ln, West Tisbury, MA
2.34
Single-Family Home
$2,013,500
08/05/26
4
3.5
2,428
24 Alex Way, West Tisbury, MA
2.23
Single-Family Home
$2,175,000
10/10/25
3
2.5
2,879

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
26 Oyster Ln, Chilmark, MA 02535
0.16
$1,087,700
-
-
-
Off Market
5 Oyster Ln, Chilmark, MA 02535
0.20
$1,913,100
2
1
1,108
Off Market
11 Georgianas Way, Chilmark, MA 02535
0.21
-
-
-
-
Off Market
45 Quenames Rd, Chilmark, MA 02535
0.25
$1,300,000
2
1
896
For Sale
47 Quenames Rd, Chilmark, MA 02535
0.25
$1,325,000
2
1
924
For Sale
7 Georgianas Way, Chilmark, MA 02535
0.25
$2,813,000
4
3
2,230
Off Market
49 Cobbs Hill Rd, Chilmark, MA 02535
0.36
$1,500,000
-
-
-
Recently Sold
7 Black Point Rd, Chilmark, MA 02535
0.51
$3,950,000
4
3.5
3,702
For Sale
41 Cobbs Hill Road, Chilmark, MA 02535
0.55
-
8
5.5
7,846
Off Market
50 South Rd, Chilmark, MA 02535
0.57
$2,318,100
5
3
2,427
Off Market
82 South Rd, Chilmark, MA 02535
0.57
$1,927,300
3
2
1,862
Off Market
Quenames Rd, Chilmark, MA 02535
0.59
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 18 Post Oak 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
1995
Lot Size
4.9 acres
Living Area
1,936 sqft
Price/Sqft
$898

About this House

This inviting 4 BR, 3 BA home is privately situated on almost 5 acres in the Quansoo area of Chilmark. The house features open living areas with hardwood floors throughout, two MBR suites, two gas fireplaces & a partially finished basement with custom built ins, offering great space for a home office or study. The rear deck and lovely screened porch add additional spaces for summer enjoyment with pretty views across an expansive lawn and the woodlands beyond. This home lends itself nicely to both year-round or vacation living and offers the potential to add a guest house, tennis court or swimming pool.... * This property is being conveyed with a Quansoo Beach lot, valued at $300,000.
18 Post Oak Rd, Chilmark, MA 02535 is a 4 bedroom, 3 bathroom, 1,936 sqft single-family home built in 1995. It last sold for $1,250,000 on Aug 12, 2019. It is currently off market. The Trulia Estimate is $1,739,200, with a rent estimate of $6,719/month.

Home Details for 18 Post Oak Rd

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 6

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Wood

Property Information

Year Built
Year Built: 1995Year Updated: 1995
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 4.90 acres

Price and Tax history

DateEventPrice
Aug 12, 2019
Source: LINK #35135
Sold
$1,250,000
Jun 18, 2019
Source: Agent Provided
Pending
$1,350,000
May 20, 2019
Source: Agent Provided
Listed For Sale
$1,350,000
Jun 5, 1998
Source: N/A
Sold
$475,000

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 18 Post Oak Rd

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Off Market Homes Near 18 Post Oak Rd

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Frequently asked questions about 18 Post Oak Rd

  • What is 18 Post Oak Rd estimated to be worth?
    Trulia's estimated value for 18 Post Oak Rd in Chilmark, MA is $1,739,200.
  • What is the price history for 18 Post Oak Rd?
    18 Post Oak Rd in Chilmark, MA last sold for $1,250,000 in August 2019.
  • 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 18 Post Oak Rd?
    The closest schools to 18 Post Oak 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 18 Post Oak Rd?
    The lot at 18 Post Oak Rd in Chilmark, MA is about 4.9 acres.