49 Wequobsque Rd, Chilmark, MA 02535
Property image
Property image
OFF MARKET

49 Wequobsque Rd
Chilmark, MA 02535

  • 3 Beds
  • 4 Baths
  • 2,100 sqft (on 4.50 acres)

$4,781,500

Trulia Estimate
as of Aug 16, 2026
Est. Refi. Payment $26,472/mo*

$4,781,500

Trulia Estimate
as of Aug 16, 2026
Est. Refi. Payment $26,472/mo*
3 Beds
4 Baths
2,100 sqft
(on 4.50 acres)

Home Value

Trulia Estimate
$4.78M
Since last month
Decreased$73K (-1.5%)
Since last year
Increased$135K (+2.9%)
Since last sale
Increased$2M (+60.7%)
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 +23% in the last 10 years
MonthEstimated value
2026
August 2026$4.82M
July 2026$4.81M
June 2026$4.89M
May 2026$4.83M
April 2026$4.74M
March 2026$4.78M
February 2026$4.73M
January 2026$4.67M
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
0.89
Single-Family Home
$6,550,000
11/14/25
4
3.5
3,355
1.34
Single-Family Home
$5,900,000
10/31/25
6
4.5
3,143
1.49
Single-Family Home
$5,750,000
04/10/26
2
1.5
1,446
1.66
Single-Family Home
$7,289,000
10/15/25
4
5
3,777
2.02
Single-Family Home
$2,475,000
09/05/25
4
3.5
2,300
1.51
Single-Family Home
$2,550,000
10/02/25
3
2
1,524
1.98
Single-Family Home
$10,500,000
03/12/26
4
2.5
3,200
1.89
Single-Family Home
$4,325,000
12/05/25
5
2.5
3,885
1.91
Single-Family Home
$1,775,000
11/07/25
3
2
1,728
2.38
Single-Family Home
$2,100,000
11/25/25
4
3
2,544

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
0.35
$5,100,000
5
4
3,513
For Sale
0.36
$1,080,100
4
2
1,701
Off Market
0.37
$1,550,000
4
2
1,757
For Sale
0.50
-
-
-
-
Off Market
0.50
$1,897,000
4
2
3,093
Off Market
0.58
$1,450,000
3
2
1,749
For Sale
0.89
-
-
-
-
Off Market
0.89
$6,550,000
4
3.5
3,355
Recently Sold
0.89
$3,950,000
3
2
1,260
For Sale
0.84
-
-
-
-
Off Market
0.89
$6,214,200
6
4.5
3,859
Off Market
1.14
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 49 Wequobsque 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
1976
Lot Size
4.5 acres
Living Area
2,100 sqft
Price/Sqft
$2,277

About this House

This waterfront vintage contemporary home is the answer to easy year-round beach living. A large sun drenched lawn separates the home from private stairs that take you down to the glorious sandy beach and Atlantic Ocean. Set on 4.5 acres, this is a beautiful piece of property with private outdoor living spaces and pretty topography.
Built in the 1970's, the home was more recently renovated in specific areas allowing most spaces to feel more current and comfortable. There is a new (2007), cooks kitchen that leads out to a large shaded deck that overlooks the lawn where the trees frame the ocean views. A lovely screened dining room with a fireplace was added off the central living room. The main home has two bedrooms each with its own bathroom. Large glass sliders from the main living room allow Atlantic breezes to flow through the home creating a casual beachy feel plus the central fireplace means the home is perfect for cozy year round living. The guest bedroom wing has two further bedrooms and two baths plus an office. Outside you will find a shed, and garden plus a parking area.
49 Wequobsque Rd, Chilmark, MA 02535 is a 3 bedroom, 4 bathroom, 2,100 sqft single-family home built in 1976. It last sold for $3,000,000 on Dec 23, 2020. It is currently off market. The Trulia Estimate is $4,781,500, with a rent estimate of $7,285/month.

Home Details for 49 Wequobsque Rd

Interior Features

Heating & Cooling
Heating: Other, ElectricHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 6

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: WoodFoundation Type: Crawl RaisedGarden

Property Information

Year Built
Year Built: 1976Year Updated: 2007
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Community

Units in Building: 1

Lot Information

Lot Area: 4.50 acres

Price and Tax history

DateEventPrice
Dec 23, 2020
Source: LINK #37708
Sold
$3,000,000
Aug 9, 2020
Source: Agent Provided
ListingRemoved
$1,975,000
Aug 8, 2020
Source: Agent Provided
Listed For Sale
$1,975,000
Oct 22, 1999
Source: N/A
Sold
$1,500,000
Jun 30, 1998
Source: N/A
Sold
$995,000

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
8
MoM
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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!!"

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 49 Wequobsque Rd

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Off Market Homes Near 49 Wequobsque Rd

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Frequently asked questions about 49 Wequobsque Rd

  • What is 49 Wequobsque Rd estimated to be worth?
    Trulia's estimated value for 49 Wequobsque Rd in Chilmark, MA is $4,781,500.
  • What is the price history for 49 Wequobsque Rd?
    49 Wequobsque Rd in Chilmark, MA last sold for $3,000,000 in December 2020.
  • 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 Wequobsque Rd?
    The closest schools to 49 Wequobsque 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 Wequobsque Rd?
    The lot at 49 Wequobsque Rd in Chilmark, MA is about 4.5 acres.