239 State Rd, Vineyard Haven, MA 02535
Property image
Property image
OFF MARKET

$3,786,500

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,024 sqft (on 1.50 acres)

239 State Rd, Vineyard Haven, MA 02535

Est. Refi. Payment $20,859/mo*
Refinance Your Home
Currently Off Market - Sold Aug 19, 2021 for $2,375,000

Home Value

Trulia Estimate
$3.79M
Since last month
Increased$309K (+8.9%)
Since last year
Increased$139K (+3.8%)
Since last sale
Increased$1M (+59.4%)
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 +45% in the last 10 years
MonthEstimated value
2026
August 2026$3.79M
August 2026$3.76M
July 2026$3.48M
June 2026$3.73M
May 2026$3.6M
April 2026$3.52M
March 2026$3.68M
February 2026$3.74M
January 2026$3.67M
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
23 Chockers Ln, Chilmark, MA
0.31
Single-Family Home
$5,750,000
04/10/26
2
1.5
1,446
21 Eliot Avenue, Chilmark, MA
0.93
Single-Family Home
$5,250,000
09/03/26
4
3
2,746
20 Eliot Ave, Chilmark, MA
0.91
Single-Family Home
$6,550,000
11/14/25
4
3.5
3,355
12 Squibnocket Rd, Chilmark, MA
0.69
Single-Family Home
$5,900,000
10/31/25
6
4.5
3,143
51 Squibnocket Farm Rd, Chilmark, MA
1.01
Single-Family Home
$10,500,000
03/12/26
4
2.5
3,200
10 Mollys Way, Chilmark, MA
1.83
Single-Family Home
$2,550,000
10/02/25
3
2
1,524
6 Church St, Aquinnah, MA
2.15
Single-Family Home
$2,120,000
12/18/25
3
2.5
1,862
654 Lighthouse Rd, Aquinnah, MA
2.05
Single-Family Home
$1,470,000
03/24/26
4
2
1,600
7 Clay Pit Ln, Aquinnah, MA
1.55
Single-Family Home
$6,650,000
03/17/26
5
4.5
5,000
453 Lighthouse Rd, Aquinnah, MA
2.40
Single-Family Home
$1,575,000
01/09/26
3
3
2,308

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
16 Shotnaigher Ln, Chilmark, MA 02535
0.21
$10,950,000
4
3.5
2,050
For Sale
17 Chockers Ln, Chilmark, MA 02535
0.28
$5,500,000
2
1
808
For Sale
23 Chockers Ln, Chilmark, MA 02535
0.31
$5,750,000
2
1.5
1,446
Recently Sold
15 Red Valley Rd, Chilmark, MA 02535
0.34
$5,780,400
5
3
2,373
Off Market
18 Point Inner Way, Chilmark, MA 02535
0.54
$45,000,000
7
12
14,780
For Sale
2 Squibnocket Rd, Chilmark, MA 02535
0.62
$10,035,300
6
5.5
5,808
Off Market
N 15th, Chilmark, MA 02535
0.65
$1,325,000
-
-
-
For Sale
Black Point Rd, Chilmark, MA 02535
0.65
-
-
-
-
Off Market
12 Squibnocket Rd, Chilmark, MA 02535
0.69
$6,036,400
6
4.5
3,143
Off Market
7 E Pasture Way, Chilmark, MA 02535
0.78
-
-
-
-
Off Market
131 State Rd, Chilmark, MA 02535
0.82
$3,950,000
3
2
1,260
For Sale
Eliot Ave, Chilmark, MA 02535
0.84
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 239 State Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1956
1.5 acre lot
1,024 sqft
$3,698/sqft

About this House

A Charming summer home with magnificent, uninterrupted views of Menemsha Pond, Vineyard Sound, and on a clear day the Elizabeth Islands, in the distance. The property comes with access to Short Beach; a private beach 10 minutes away by foot and just a few minutes by car. The beach comes with small boat launching rights. The house has great cross breezes on warm days and a fireplace for when it's chilly. It has been in the same family for over 60 years and has been called "Windhover" based on the Gerard Manley Hopkins poem by that name. The property is on what is now considered an undersized lot, but is grandfathered in for zoning purposes. Property is located close to State Road, but has extensive privacy with natural brush surrounding the perimeter.
239 State Rd, Vineyard Haven, MA 02535 is a 3 bedroom, 2 bathroom, 1,024 sqft single-family home built in 1956. It last sold for $2,375,000 on Aug 19, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,786,500, with a rent estimate of $4,905/month.

Home Details for 239 State Rd

Interior Features

Heating & Cooling
Heating: ElectricHeating Fuel: Electric
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 5

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Wood

Property Information

Year Built
Year Built: 1956Year Updated: 1966
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 1.50 acres

Price and Tax history

DateEventPrice
Aug 19, 2021
Source: LINK #36769
Sold
$2,375,000
Mar 23, 2021
Source: LINK Martha's Vineyard #36769
Listed For Sale
$2,450,000
Mar 5, 2021
Source: LINK Martha's Vineyard
ListingRemoved
Jul 14, 2020
Source: Agent Provided
Listed For Sale
$2,450,000

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!!"
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Frequently asked questions about 239 State Rd

  • What is 239 State Rd estimated to be worth?
    Trulia's estimated value for 239 State Rd in Vineyard Haven, MA is $3,786,500.
  • What is the price history for 239 State Rd?
    239 State Rd in Vineyard Haven, MA last sold for $2,375,000 in August 2021.
  • Is Vineyard Haven a buyer's or seller's market?
    Vineyard Haven is currently a buyer's market, based on recent for-sale activity.
  • What are the closest schools to 239 State Rd?
    The closest schools to 239 State Rd in Vineyard Haven, 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 239 State Rd?
    The lot at 239 State Rd in Vineyard Haven, MA is about 1.5 acres.

Explore by feature - Air Conditioning

6 rentals with air conditioning in Vineyard Haven, MA

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7 rentals with a washer/dryer in Vineyard Haven, MA

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Off Market Homes Near 239 State Rd

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