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

2 Squibnocket Rd
Chilmark, MA 02535

  • 6 Beds
  • 5.5 Baths
  • 5,808 sqft (on 4.50 acres)

$10,035,300

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $55,053/mo*

$10,035,300

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $55,053/mo*
6 Beds
5.5 Baths
5,808 sqft
(on 4.50 acres)

Home Value

Trulia Estimate
$10M
Since last month
Increased$19K (+0.2%)
Since last year
Increased$272K (+2.8%)
Since last sale
Increased$498K (+5.2%)
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 +93% in the last 10 years
MonthEstimated value
2026
August 2026$10.02M
July 2026$10M
June 2026$9.99M
May 2026$9.97M
April 2026$9.88M
March 2026$9.95M
February 2026$9.93M
January 2026$9.83M
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
0.09
Single-Family Home
$5,900,000
10/31/25
6
4.5
3,143
0.73
Single-Family Home
$10,500,000
03/12/26
4
2.5
3,200
0.43
Single-Family Home
$6,550,000
11/14/25
4
3.5
3,355
0.73
Single-Family Home
$5,750,000
04/10/26
2
1.5
1,446
2.10
Single-Family Home
$6,650,000
03/17/26
5
4.5
5,000
2.96
Single-Family Home
$8,178,500
10/27/25
6
4.5
4,104
2.96
Single-Family Home
$7,289,000
10/15/25
4
5
3,777
2.00
Single-Family Home
$2,550,000
10/02/25
3
2
1,524
2.95
Single-Family Home
$4,325,000
12/05/25
5
2.5
3,885
3.33
Single-Family Home
$4,850,000
12/05/25
5
3.5
4,044

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
0.09
$5,900,000
6
4.5
3,143
Recently Sold
0.19
-
-
-
-
Off Market
0.20
$45,000,000
7
12
14,780
For Sale
0.29
$5,634,200
5
3
2,373
Off Market
0.43
$6,550,000
4
3.5
3,355
Recently Sold
0.44
-
-
-
-
Off Market
0.45
$3,950,000
3
2
1,260
For Sale
0.68
$5,500,000
2
1
808
For Sale
0.73
$5,750,000
2
1.5
1,446
Recently Sold
0.73
$10,500,000
4
2.5
3,200
Recently Sold
0.76
$14,500,000
4
4.5
3,705
For Sale

Local Information

  • Map ViewExplore the area around 2 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
2008
Lot Size
4.5 acres
Living Area
5,808 sqft
Price/Sqft
$1,728

About this House

CHILMARK SOUTH SHORE WATER VIEWS. This Squibnocket gem is a Hutker Architect-designed family compound on 4.5 acres. With captivating water views in every direction, this home is the perfect launch pad for the ultimate up-Island lifestyle. Grab your surf or paddle board and head down the path to Squibnocket Beach for a morning surf or swim. Pack the cooler with lunch from the Chilmark Store for a day at Lucy Vincent Beach or on the boat. Pick up some local oysters and lobster rolls in Menemsha and then head home to enjoy a perfect summer sunset on the patio overlooking Menemsha Pond and the Elizabeth Islands. The home is pristine and private with many unique features that make it the perfect place from which to enjoy all that up-Island has to offer. The chef's kitchen and dining area are serene, bright, and functional. The main floor living spaces feature unparalleled Chilmark panoramas with views of South Shore beaches, Quitsa and Menemsha Ponds, and the Vineyard Sound. A stately wood-burning stone fireplace centers the living room which overlooks the expansive lap pool and stone patio area with dining space for outdoor enjoyment. The stunning main house has 4 bedrooms and 3 1/2 baths. The primary bedroom, on the main level, has its own fireplace, ensuite bathroom, walk-in closet, and direct access to the outdoor shower. This rare up-Island property also includes a secluded guest house with a well-appointed kitchen, two ensuite bedrooms, and a spacious living area with wood burning fireplace. A one-car garage on the property is a plus for storing all of your Island toys such as surfboards, beach gear, and the Island car. This Chilmark retreat also features deeded access for small boat pick-up and drop-off on Menemsha Pond, just across the way. Close to the Chilmark General store, Chilmark Tavern, Beetlebung Farm Stand, and the Chilmark Community Center for your convenience. However you like to spend your days, at the beach, by the pool, grilling with a crowd, or curled up with a good book in front of the fire, you can do it all at this one-of-a-kind Chilmark property. The co-listing agent is related to the Seller.
2 Squibnocket Rd, Chilmark, MA 02535 is a 6 bedroom, 6 bathroom, 5,808 sqft single-family home built in 2008. It last sold for $9,525,000 on Apr 24, 2025 (7% below the $10,220,000 asking price). It is currently off market. The Trulia Estimate is $10,035,300, with a rent estimate of $8,114/month.
Last check for updates: about 13 hours ago
Listed by Tina Miller- 508-561-0042
Compass | Point B
Bought with: Rebecca V Conroy, Conroy & Company R.E., Inc.
Source: LINK, MLS#41941

Home Details for 2 Squibnocket Rd

Interior Features

Interior Details
Basement: yes/unfiniahedNumber of Rooms: 12
Beds & Baths
Number of Bedrooms: 6Main Level Bedrooms: 3Number of Bathrooms: 6Number of Bathrooms (full): 5Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 5808 Square Feet
Appliances & Utilities
Utilities: CblAppliances: Stove: Wolf, Washer: Main house and guesthouse fully equipped with washer and dryer
Heating & Cooling
Heating: GFHWNo CoolingHas HeatingHeating Fuel: GFHW
Fireplace & Spa
Fireplace: Main house two fireplaces, Guest house one
Windows, Doors, Floors & Walls
Flooring: 2
Levels, Entrance, & Accessibility
Floors: 2
View
Has a ViewView: Pond

Exterior Features

Exterior Home Features
Other Structures: The expansive stone patio, deck, and oversized lap pool area are surrounded by native plants, with a rolling landscape, highlighting the stunning curves of the south shore, and Squibnocket Beach.Exterior: PubBch, Deck, Garden, P/Pool, WViews, PatioFoundation: Poured concreteGarden
Parking & Garage
No CarportNo GarageNo Attached GarageParking: Yes
Frontage
Frontage Type: NoneNot on Waterfront
Water & Sewer
Sewer: Septic Tank

Property Information

Year Built
Year Built: 2008Year Renovated: -3
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence

Price & Status

Price
List Price: $10,220,000

Active Status

MLS Status: S

Location

Direction & Address
City: Chilmark

Building

Building Area
Building Area: 5808 Square Feet

Lot Information

Lot Area: 4.5 Acres

Offer

Listing Agreement Type: E

Miscellaneous

BasementMls Number: 41941Water ViewWater View: Pond

Price and Tax history

DateEventPrice
Apr 24, 2025
Source: LINK #41941
Sold
$9,525,000
Feb 26, 2025
Source: LINK #41941
Pending
$10,220,000
Feb 9, 2025
Source: MLS PIN #73225612
Contingent
$10,220,000
Jan 15, 2025
Source: MLS PIN #73225612
PriceChange
$10,220,000
Price decreased by 18%
Apr 18, 2024
Source: MLS PIN #73225612
Listed For Sale
$12,500,000

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

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

© 2026 LINK, All Rights Reserved. Data last updated: 2026-08-20 12:34:31 PDT. Some properties may no longer be for sale if they have gone under contract, have sold, or are no longer being offered for sale since the last update.

Frequently asked questions about 2 Squibnocket Rd

  • What is 2 Squibnocket Rd estimated to be worth?
    Trulia's estimated value for 2 Squibnocket Rd in Chilmark, MA is $10,035,300.
  • What is the price history for 2 Squibnocket Rd?
    2 Squibnocket Rd in Chilmark, MA last sold for $9,525,000 in April 2025.
  • 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 2 Squibnocket Rd?
    The closest schools to 2 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 2 Squibnocket Rd have a pool?
    Yes, 2 Squibnocket Rd in Chilmark, MA has a pool.
  • How big is the lot at 2 Squibnocket Rd?
    The lot at 2 Squibnocket Rd in Chilmark, MA is about 4.5 acres.

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