53 Wequobsque Rd, Chilmark, MA 02535
OFF MARKET

53 Wequobsque Rd
Chilmark, MA 02535

  • 5 Beds
  • 4.5 Baths
  • 4,237 sqft (on 6.50 acres)

$5,666,400

Trulia Estimate
as of May 18, 2026
Est. Refi. Payment $31,208/mo*

$5,666,400

Trulia Estimate
as of May 18, 2026
Est. Refi. Payment $31,208/mo*
5 Beds
4.5 Baths
4,237 sqft
(on 6.50 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Waterfront in Chilmark with Private Ocean Beach. This home on 6 acres nestled atop the magnificent Wequobsque Cliffs on Chilmark's south shore was built by one of the island's finest builders, John Early Construction. The home enjoys views of the Atlantic Ocean and private ownership of over 300 ft of white sand beach (Note: Seller is installing beach stairs which will be complete by the start of the summer season). There are 5 bedrooms spread over 4000 square feet with several separate living spaces including the ''party barn'' that makes up the west wing of the property. Look no further if your dream is to own a home waterfront on Chilmark's south shore.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
No Info
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 53 Wequobsque Rd

Interior Features

Heating & Cooling
Heating: GasAir ConditioningCooling System: CentralHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 1Floors: Hardwood
Interior Details
Number of Rooms: 8

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: Wood

Property Information

Year Built
Year Built: 1998Year Updated: 2020
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Community

Units in Building: 1

Lot Information

Lot Area: 6.50 acres

Price History for 53 Wequobsque Rd

DatePriceEventSource
07/29/2022$4,500,000ListingRemovedLINK #39258
07/05/2022$4,500,000PriceChange
LINK #39258
02/11/2022$4,900,000Listed For SaleLINK #39258
09/09/2021$3,290,000Sold
LINK #38565
05/22/2021$4,250,000Listed For SaleMartha's Vineyard MLS #32100178
02/23/2017$1,450,000Sold
LINK #30225
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Property Tax and Assessment

Year2025
Tax$16,590
Assessment$7,373,300
Home facts updated by county records

Comparable Sales for 53 Wequobsque Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1.38
Single-Family Home
$5,900,000
10/31/25
6
4.5
3,143
0.38
Single-Family Home
$1,050,000
05/29/25
4
2
1,701
0.94
Single-Family Home
$6,550,000
11/14/25
4
3.5
3,355
1.61
Single-Family Home
$7,289,000
10/15/25
4
5
3,777
1.86
Single-Family Home
$4,325,000
12/05/25
5
2.5
3,885
1.98
Single-Family Home
$2,475,000
09/05/25
4
3.5
2,300
1.64
Single-Family Home
$3,100,000
07/03/25
6
3
1,500
2.23
Single-Family Home
$8,178,500
10/27/25
6
4.5
4,104
1.54
Single-Family Home
$5,750,000
04/10/26
2
1.5
1,446
2.40
Single-Family Home
$4,850,000
12/05/25
5
3.5
4,044

Assigned Schools

These are the assigned schools for 53 Wequobsque Rd.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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

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 53 Wequobsque Rd

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Homes for rent near 53 Wequobsque Rd

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Off Market Homes Near 53 Wequobsque Rd

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53 Wequobsque Rd, Chilmark, MA 02535 is a 5 bedroom, 5 bathroom, 4,237 sqft single-family home built in 1998. This property is not currently available for sale. 53 Wequobsque Rd was last sold on Sep 9, 2021 for $3,290,000. The current Trulia Estimate for 53 Wequobsque Rd is $5,666,400.