21 Squibnocket Rd, Chilmark, MA 02535
Property image
Property image
OFF MARKET

21 Squibnocket Rd
Chilmark, MA 02535

  • 4 Beds
  • 2.5 Baths
  • 2,018 sqft (on 1.11 acres)

$4,768,800

Trulia Estimate
as of Aug 11, 2026
Est. Refi. Payment $26,326/mo*

$4,768,800

Trulia Estimate
as of Aug 11, 2026
Est. Refi. Payment $26,326/mo*
4 Beds
2.5 Baths
2,018 sqft
(on 1.11 acres)

Local Information

  • Map ViewExplore the area around 21 Squibnocket 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
1850
Lot Size
1.11 acres
Living Area
2,018 sqft
Price/Sqft
$2,363

About this House

Perched above and just steps from beloved Squibnocket Beach and Pond, this idyllic beach house has amazing views of the Atlantic and shoreline out to Squibnocket Point. It has been fully renovated with many tasteful, modern enhancements and sustainably-sourced materials, and yet retains some of the most charming elements of its past. The airy floor plan offers a family-friendly open kitchen, living and dining area, a master bedroom, and a guest wing with three more bedrooms. The lower level is finished, adding about 1350 square feet of space including a spacious 30' x 20' recreation room and laundry room. The property is surrounded by stone walls, a bluestone patio facing the Atlantic, and a path to the Pond. Access to the pond is by a newly constructed elevated walkway and there's a new kayak/paddleboard rack. Originally known as the Hilly Mayhew House, this property was for over 80 years the haven for the international modernist painter Vaclav Vytlacil and his family. He created hundreds of seascapes and harbor scenes of the Vineyard, many of which can still be found on the island and around the world. The house comes fully furnished with new, interior designer-sourced furniture and furnishings. Walk to the beach, kayak in the pond, or just sit out on your patio watching the day unfold, osprey fish and surfers ride the waves.
21 Squibnocket Rd, Chilmark, MA 02535 is a 4 bedroom, 3 bathroom, 2,018 sqft single-family home built in 1850. It last sold for $1,525,000 on Jul 2, 2015. It is currently off market. The Trulia Estimate is $4,768,800, with a rent estimate of $7,349/month.

Home Details for 21 Squibnocket Rd

Interior Features

Heating & Cooling
Heating: ElectricHeating Fuel: Electric
Interior Details
Number of Rooms: 7
Appliances & Utilities
DishwasherDryerRefrigerator
Levels, Entrance, & Accessibility
Floors: Hardwood

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: WoodGardenPatio

Property Information

Year Built
Year Built: 1850Year Updated: 2018
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Rental Terms, Policies & Fees

Furnished

Community

Units in Building: 1

Lot Information

Lot Area: 1.11 acres

Price History for 21 Squibnocket Rd

DatePriceEventSource
01/01/2021ListingRemovedLINK Martha's Vineyard
07/29/2020$4,995,000Listed For SaleAgent Provided
12/03/2019$3,950,000ListingRemovedAgent Provided
07/17/2019$3,950,000PriceChange
Agent Provided
07/14/2018$4,375,000Listed For SaleAgent Provided
07/02/2015$1,525,000Sold
LINK #25862
01/24/2015$1,600,000PriceChange
Agent Provided
11/05/2014$2,100,000PriceChange
Agent Provided
04/11/2014$2,450,000PriceChange
Agent Provided
11/21/2013$2,600,000Listed For SaleAgent Provided

Market trends in Chilmark

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
31
4
MoM
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Property Tax and Assessment

Year2025
Tax$9,176
Assessment$4,078,200
Home facts updated by county records

Comparable Sales for 21 Squibnocket Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.12
Single-Family Home
$5,900,000
10/31/25
6
4.5
3,143
0.56
Single-Family Home
$6,550,000
11/14/25
4
3.5
3,355
0.56
Single-Family Home
$10,500,000
03/12/26
4
2.5
3,200
0.85
Single-Family Home
$5,750,000
04/10/26
2
1.5
1,446
2.17
Single-Family Home
$2,550,000
10/02/25
3
2
1,524
2.71
Single-Family Home
$1,470,000
03/24/26
4
2
1,600
2.81
Single-Family Home
$2,120,000
12/18/25
3
2.5
1,862
3.08
Single-Family Home
$1,575,000
01/09/26
3
3
2,308
2.20
Single-Family Home
$6,650,000
03/17/26
5
4.5
5,000
3.27
Single-Family Home
$2,650,000
07/21/26
4
3
2,758

Nearby homes

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Assigned Schools

These are the assigned schools for 21 Squibnocket 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

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 21 Squibnocket Rd

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Off Market Homes Near 21 Squibnocket Rd

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Frequently asked questions about 21 Squibnocket Rd

  • What is 21 Squibnocket Rd estimated to be worth?
    Trulia's estimated value for 21 Squibnocket Rd in Chilmark, MA is $4,768,800.
  • What is the price history for 21 Squibnocket Rd?
    21 Squibnocket Rd in Chilmark, MA last sold for $1,525,000 in July 2015.
  • 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 21 Squibnocket Rd?
    The closest schools to 21 Squibnocket 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).
  • Does 21 Squibnocket Rd have laundry facilities?
    Yes, 21 Squibnocket Rd in Chilmark, MA has laundry facilities.
  • How big is the lot at 21 Squibnocket Rd?
    The lot at 21 Squibnocket Rd in Chilmark, MA is about 1.1 acres.