49 Post Oak Rd, Chilmark, MA 02535
OFF MARKET

49 Post Oak Rd
Chilmark, MA 02535

  • 4 Beds
  • 3 Baths
  • 2,240 sqft (on 4.20 acres)

$2,185,400

Trulia Estimate
as of Aug 17, 2026
Est. Refi. Payment $12,163/mo*
Refinance Your Home

$2,185,400

Trulia Estimate
as of Aug 17, 2026
Est. Refi. Payment $12,163/mo*
Refinance Your Home
4 Beds
3 Baths
2,240 sqft
(on 4.20 acres)

Home Value

Trulia Estimate
$2.19M
Since last month
Decreased$31K (-1.4%)
Since last year
Increased$33K (+1.5%)
Since last sale
Increased$1M (+99.3%)
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 +60% in the last 10 years
MonthEstimated value
2026
August 2026$2.19M
July 2026$2.2M
June 2026$2.22M
May 2026$2.2M
April 2026$2.16M
March 2026$2.15M
February 2026$2.13M
January 2026$2.07M
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
0.90
Single-Family Home
$4,350,000
01/07/26
5
3
3,440
19 S Vine Ln, West Tisbury, MA
1.35
Single-Family Home
$1,325,000
08/29/25
3
2
1,982
40 Scotchmans Ln, West Tisbury, MA
1.95
Single-Family Home
$1,029,000
07/17/26
4
2
1,564
50 Bradley Martin Rd, West Tisbury, MA
1.79
Single-Family Home
$1,925,000
08/28/25
3
2
1,736
140 Pond Rd, West Tisbury, MA
1.91
Single-Family Home
$3,120,000
09/16/25
4
3
3,669
6 Tabor Hls, Chilmark, MA
2.52
Single-Family Home
$2,100,000
11/25/25
4
3
2,544
60 Meeting House Rd, Chilmark, MA
1.69
Single-Family Home
$6,100,000
03/24/26
6
7
5,660
212 Charles Neck Way, West Tisbury, MA
2.36
Single-Family Home
$1,875,000
08/27/25
3
2.5
1,728
15 Old Farm Rd, Chilmark, MA
2.16
Single-Family Home
$3,710,000
03/12/26
3
5
3,171
24 Alex Way, West Tisbury, MA
2.37
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
7 Georgianas Way, Chilmark, MA 02535
0.12
$2,813,000
4
3
2,230
Off Market
11 Georgianas Way, Chilmark, MA 02535
0.12
-
-
-
-
Off Market
7 Black Point Rd, Chilmark, MA 02535
0.34
$3,950,000
4
3.5
3,702
For Sale
28 Huntington Way, Chilmark, MA 02535
0.39
$4,822,400
6
3.5
5,224
Off Market
26 Oyster Ln, Chilmark, MA 02535
0.44
$1,087,700
-
-
-
Off Market
Beach Lot Quansoo #136, Chilmark, MA 02535
0.46
-
-
-
-
Off Market
5 Oyster Ln, Chilmark, MA 02535
0.49
$1,913,100
2
1
1,108
Off Market
47 Quenames Rd, Chilmark, MA 02535
0.51
$1,325,000
2
1
924
For Sale
45 Quenames Rd, Chilmark, MA 02535
0.51
$1,300,000
2
1
896
For Sale
23 Black Point Rd, Chilmark, MA 02535
0.50
$2,492,800
2
2
1,164
Off Market
49 Cobbs Hill Rd, Chilmark, MA 02535
0.57
$1,500,000
-
-
-
Recently Sold
36-38 Black Point Rd, Chilmark, MA 02535
0.63
$16,000,000
2
2
1,041
For Sale

Local Information

  • Map ViewExplore the area around 49 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
1999
Lot Size
4.2 acres
Living Area
2,240 sqft
Price/Sqft
$976

About this House

This single-family home is located at 49 Post Oak Rd, Chilmark, MA. 49 Post Oak Rd is in Chilmark, MA and in ZIP code 02535. This property has 4 bedrooms, 3 bathrooms and approximately 2,240 sqft of floor space. This property has a lot size of 4.20 acres and was built in 1999.
49 Post Oak Rd, Chilmark, MA 02535 is a 4 bedroom, 3 bathroom, 2,240 sqft single-family home built in 1999. It last sold for $1,100,000 on Sep 19, 2017. It is currently off market. The Trulia Estimate is $2,185,400, with a rent estimate of $6,947/month.

Home Details for 49 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: AsphaltExterior: Wood

Property Information

Year Built
Year Built: 1999Year Updated: 1999
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 4.20 acres

Price and Tax history

DateEventPrice
Sep 19, 2017
Source: LINK #32747
Sold
$1,100,000
Jun 7, 2017
Source: Agent Provided
ListingRemoved
$1,100,000
May 25, 2017
Source: Agent Provided
Pending
$1,100,000
Mar 10, 2017
Source: Agent Provided
PriceChange
$1,100,000
Price decreased by 8%
Dec 9, 2016
Source: Agent Provided
Listed For Sale
$1,200,000

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 49 Post Oak Rd

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Off Market Homes Near 49 Post Oak Rd

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Frequently asked questions about 49 Post Oak Rd

  • What is 49 Post Oak Rd estimated to be worth?
    Trulia's estimated value for 49 Post Oak Rd in Chilmark, MA is $2,185,400.
  • What is the price history for 49 Post Oak Rd?
    49 Post Oak Rd in Chilmark, MA last sold for $1,100,000 in September 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 49 Post Oak Rd?
    The closest schools to 49 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 49 Post Oak Rd?
    The lot at 49 Post Oak Rd in Chilmark, MA is about 4.2 acres.