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

54 Post Oak Rd
Chilmark, MA 02535

  • 4 Beds
  • 3 Baths
  • 3,300 sqft (on 4.40 acres)

$2,372,400

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $13,010/mo*
Refinance Your Home

$2,372,400

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $13,010/mo*
Refinance Your Home
4 Beds
3 Baths
3,300 sqft
(on 4.40 acres)

Home Value

Trulia Estimate
$2.37M
Since last month
Decreased$18K (-0.7%)
Since last year
Increased$42K (+1.8%)
Since last sale
Increased$1M (+90.1%)
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 +77% in the last 10 years
MonthEstimated value
2026
August 2026$2.38M
July 2026$2.39M
June 2026$2.42M
May 2026$2.41M
April 2026$2.35M
March 2026$2.35M
February 2026$2.32M
January 2026$2.27M
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
0.84
Single-Family Home
$4,350,000
01/07/26
5
3
3,440
19 S Vine Ln, West Tisbury, MA
1.34
Single-Family Home
$1,325,000
08/29/25
3
2
1,982
140 Pond Rd, West Tisbury, MA
1.87
Single-Family Home
$3,120,000
09/16/25
4
3
3,669
50 Bradley Martin Rd, West Tisbury, MA
1.74
Single-Family Home
$1,925,000
08/28/25
3
2
1,736
40 Scotchmans Ln, West Tisbury, MA
1.98
Single-Family Home
$1,029,000
07/17/26
4
2
1,564
60 Meeting House Rd, Chilmark, MA
1.76
Single-Family Home
$6,100,000
03/24/26
6
7
5,660
6 Tabor Hls, Chilmark, MA
2.59
Single-Family Home
$2,100,000
11/25/25
4
3
2,544
15 Old Farm Rd, Chilmark, MA
2.23
Single-Family Home
$3,710,000
03/12/26
3
5
3,171
24 Alex Way, West Tisbury, MA
2.38
Single-Family Home
$2,175,000
10/10/25
3
2.5
2,879
212 Charles Neck Way, West Tisbury, MA
2.30
Single-Family Home
$1,875,000
08/27/25
3
2.5
1,728

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
0.18
$2,962,700
4
3
2,230
Off Market
11 Georgianas Way, Chilmark, MA 02535
0.19
-
-
-
-
Off Market
7 Black Point Rd, Chilmark, MA 02535
0.35
$3,950,000
4
3.5
3,702
For Sale
28 Huntington Way, Chilmark, MA 02535
0.33
$4,815,700
6
3.5
5,224
Off Market
Beach Lot Quansoo #136, Chilmark, MA 02535
0.43
-
-
-
-
Off Market
23 Black Point Rd, Chilmark, MA 02535
0.51
$2,469,300
2
2
1,164
Off Market
26 Oyster Ln, Chilmark, MA 02535
0.50
$1,060,000
-
-
-
Off Market
5 Oyster Ln, Chilmark, MA 02535
0.56
$1,926,600
2
1
1,108
Off Market
47 Quenames Rd, Chilmark, MA 02535
0.58
$1,325,000
2
1
924
For Sale
45 Quenames Rd, Chilmark, MA 02535
0.58
$1,300,000
2
1
896
For Sale
36-38 Black Point Rd, Chilmark, MA 02535
0.62
$16,000,000
2
2
1,041
For Sale
28 Black Point Road, Chilmark, MA 02535
0.63
$2,950,000
3
3
1,469
For Sale

Local Information

  • Map ViewExplore the area around 54 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
4.4 acres
Living Area
3,300 sqft
Price/Sqft
$719

About this House

Well maintained, expansive and inviting 4-bedroom, 3300 square foot home on an oversized lot in a private neighborhood. Enjoy comfortable living inside and out, as well as a private south shore beach in the off season. This house has a great flow for entertaining with a spacious, open living/dining/kitchen area with adjacent sunroom and expansive deck and yard. This is a perfect spot for family gathering. Bedroom layout includes a spacious first floor bedroom with full bath nearby plus two bedrooms with shared bath upstairs as well as the master suite. The master suite offers a full bath plus a private adjacent room which could be used as a nursery, office, exercise space or reading room. Approximately 1 mile from Land Bank trails and access to Tisbury Great Pond as well as Quansoo Beach where a buyer could purchase a private beach lot for Atlantic Ocean access.
54 Post Oak Rd, Chilmark, MA 02535 is a 4 bedroom, 3 bathroom, 3,300 sqft single-family home built in 1995. It last sold for $1,250,000 on Dec 21, 2017. It is currently off market. The Trulia Estimate is $2,372,400, with a rent estimate of $7,797/month.

Home Details for 54 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: 8

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Wood

Property Information

Year Built
Year Built: 1995Year Updated: 2006
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 4.40 acres

Price and Tax history

DateEventPrice
Dec 21, 2017
Source: LINK #30370
Sold
$1,250,000
Sep 12, 2017
Source: Agent Provided
Listed For Sale
$1,295,000
Dec 23, 2010
Source: LINK #17311
Sold
$1,200,000
Oct 8, 2010
Source: LINK #18678
Sold
$1,200,000
Jun 21, 2009
Source: Agent Provided
ListingRemoved
$1,495,000

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!!"
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 54 Post Oak Rd

  • What is 54 Post Oak Rd estimated to be worth?
    Trulia's estimated value for 54 Post Oak Rd in Chilmark, MA is $2,372,400.
  • What is the price history for 54 Post Oak Rd?
    54 Post Oak Rd in Chilmark, MA last sold for $1,250,000 in December 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 54 Post Oak Rd?
    The closest schools to 54 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 54 Post Oak Rd?
    The lot at 54 Post Oak Rd in Chilmark, MA is about 4.4 acres.

Apartments for Rent

Skip to last item
  • Results are loading
Skip to first item

Off Market Homes Near 54 Post Oak Rd

Skip to last item
Skip to first item

Homes for sale near 54 Post Oak Rd

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item