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

38 Post Oak Rd
Chilmark, MA 02535

  • 4 Beds
  • 3 Baths
  • 3,080 sqft (on 3.50 acres)

$1,844,600

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $10,249/mo*
Refinance Your Home

$1,844,600

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $10,249/mo*
Refinance Your Home
4 Beds
3 Baths
3,080 sqft
(on 3.50 acres)

Home Value

Trulia Estimate
$1.84M
Since last month
Decreased$19K (-1%)
Since last year
Increased$33K (+1.8%)
Since last sale
Increased$980K (+113.2%)
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 +86% in the last 10 years
MonthEstimated value
2026
August 2026$1.84M
July 2026$1.86M
June 2026$1.88M
May 2026$1.88M
April 2026$1.84M
March 2026$1.84M
February 2026$1.81M
January 2026$1.76M
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
146 Quansoo Rd, Chilmark, MA
0.99
Single-Family Home
$4,350,000
01/07/26
5
3
3,440
19 S Vine Ln, West Tisbury, MA
1.23
Single-Family Home
$1,325,000
08/29/25
3
2
1,982
40 Scotchmans Ln, West Tisbury, MA
1.83
Single-Family Home
$1,029,000
07/17/26
4
2
1,564
140 Pond Rd, West Tisbury, MA
1.82
Single-Family Home
$3,120,000
09/16/25
4
3
3,669
50 Bradley Martin Rd, West Tisbury, MA
1.70
Single-Family Home
$1,925,000
08/28/25
3
2
1,736
15 Old Farm Rd, Chilmark, MA
2.12
Single-Family Home
$3,710,000
03/12/26
3
5
3,171
24 Alex Way, West Tisbury, MA
2.24
Single-Family Home
$2,175,000
10/10/25
3
2.5
2,879
6 Tabor Hls, Chilmark, MA
2.55
Single-Family Home
$2,100,000
11/25/25
4
3
2,544
60 Meeting House Rd, Chilmark, MA
1.74
Single-Family Home
$6,100,000
03/24/26
6
7
5,660
35 Nats Farm Ln, West Tisbury, MA
2.37
Single-Family Home
$2,013,500
08/05/26
4
3.5
2,428

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
11 Georgianas Way, Chilmark, MA 02535
0.19
-
-
-
-
Off Market
7 Georgianas Way, Chilmark, MA 02535
0.21
$2,813,000
4
3
2,230
Off Market
26 Oyster Ln, Chilmark, MA 02535
0.37
$1,054,800
-
-
-
Off Market
49 Cobbs Hill Rd, Chilmark, MA 02535
0.46
$1,500,000
-
-
-
Recently Sold
5 Oyster Ln, Chilmark, MA 02535
0.44
$1,926,600
2
1
1,108
Off Market
7 Black Point Rd, Chilmark, MA 02535
0.46
$3,950,000
4
3.5
3,702
For Sale
28 Huntington Way, Chilmark, MA 02535
0.48
$4,751,200
6
3.5
5,224
Off Market
131 Pond View Farm Rd, West Tisbury, MA 02575
0.53
$3,750,000
-
-
-
For Sale
47 Quenames Rd, Chilmark, MA 02535
0.50
$1,325,000
2
1
924
For Sale
45 Quenames Rd, Chilmark, MA 02535
0.50
$1,300,000
2
1
896
For Sale
41 Cobbs Hill Road, Chilmark, MA 02535
0.57
-
8
5.5
7,846
Off Market
Beach Lot Quansoo #136, Chilmark, MA 02535
0.58
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 38 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
1997
Lot Size
3.5 acres
Living Area
3,080 sqft
Price/Sqft
$599

About this House

Easy and comfortable open floor plan with cathedral ceilings and a first floor master bedroom. Two bedrooms upstairs with a shared bath and separate office/living space. Full finished basement, very livable and well done. Large heated in ground gunite pool right off the deck for easy use . Well priced for Chilmark and nicely located for summer use (1 mile to Quansoo beach) or year round living (2 miles to Alleys General Store).
38 Post Oak Rd, Chilmark, MA 02535 is a 4 bedroom, 3 bathroom, 3,080 sqft single-family home built in 1997. It last sold for $865,000 on Oct 10, 2013. It is currently off market. The Trulia Estimate is $1,844,600, with a rent estimate of $7,327/month.

Home Details for 38 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: 5

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood

Property Information

Year Built
Year Built: 1997Year Updated: 1997
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 3.50 acres

Price and Tax history

DateEventPrice
Oct 10, 2013
Source: LINK #22200
Sold
$865,000
Dec 19, 2012
Source: Agent Provided
ListingRemoved
$1,095,000
Sep 19, 2012
Source: Agent Provided
Listed For Sale
$1,095,000
Apr 11, 2012
Source: Agent Provided
ListingRemoved
$1,295,000
Jan 6, 2012
Source: Agent Provided
Listed For Sale
$1,295,000

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

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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Frequently asked questions about 38 Post Oak Rd

  • What is 38 Post Oak Rd estimated to be worth?
    Trulia's estimated value for 38 Post Oak Rd in Chilmark, MA is $1,844,600.
  • What is the price history for 38 Post Oak Rd?
    38 Post Oak Rd in Chilmark, MA last sold for $865,000 in October 2013.
  • 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 38 Post Oak Rd?
    The closest schools to 38 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 38 Post Oak Rd?
    The lot at 38 Post Oak Rd in Chilmark, MA is about 3.5 acres.

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