Is there wildlife in Chilmark, MA?

As of early 2026, 100% of users say there's wildlife

Are there community events in Chilmark, MA?

As of early 2026, 100% of users say there are community events

Is a car needed in Chilmark, MA?

As of early 2026, 100% of users say car is needed

Are yards well-kept in Chilmark, MA?

As of early 2026, 100% of users say yards are well-kept

Are neighbors friendly in Chilmark, MA?

As of early 2026, 78% of users say neighbors are friendly

Is Chilmark, MA dog-friendly?

As of early 2026, 75% of users say it's dog friendly

Would people walk alone at night in Chilmark, MA?

As of early 2026, 75% of users say people would walk alone at night

Is parking easy in Chilmark, MA?

As of early 2026, 67% of users say parking is easy

Is Chilmark, MA quiet?

As of early 2026, 67% of users say it's quiet

Do residents of Chilmark, MA plan to stay at least 5 years?

As of early 2026, 60% of users say they plan to stay for at least 5 years

Does Chilmark, MA show holiday spirit?

As of early 2026, 43% of users say there's holiday spirit

Is Chilmark, MA walkable to restaurants?

As of early 2026, 33% of users say it's walkable to restaurants

What is 41 Wequobsque Rd estimated to be worth?

Trulia's estimated value for 41 Wequobsque Rd in Chilmark, MA is $6,171,800 .

What is the price history for 41 Wequobsque Rd?

41 Wequobsque Rd in Chilmark, MA last sold for $2,000,250 in March 2000.

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 41 Wequobsque Rd?

The closest schools to 41 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 41 Wequobsque Rd?

The lot at 41 Wequobsque Rd in Chilmark, MA is about 6.4 acres .

OFF MARKET

$6,171,800

Trulia Estimate

2 Beds
1 Bath
896 sqft (on 6.40 acres)

41 Wequobsque Rd, Chilmark, MA 02535

Est. Refi. Payment $35,695/mo*

Refinance Your Home

Currently Off Market - Sold Mar 15, 2000 for $2,000,250

Home Value

Trulia Estimate

$6.17M

Since last month

$216K (+3.5%)

Since last year

$799K (-11.3%)

Since last sale

$4M (+214.7%)

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 decreased by -9% in the last 10 years

Month	Estimated value
2026
October 2026	$6.29M
September 2026	$6.08M
August 2026	$6.03M
July 2026	$5.58M
June 2026	$5.72M
May 2026	$5.68M
April 2026	$5.65M
March 2026	$5.94M
February 2026	$5.95M
January 2026	$6.11M
2025
December 2025	$6.02M
November 2025	$6.73M
October 2025	$7.09M
September 2025	$7.18M
August 2025	$6.86M
July 2025	$6.98M
June 2025	$6.78M
May 2025	$6.86M
April 2025	$6.93M
March 2025	$6.94M
February 2025	$6.86M
January 2025	$7.08M
2024
December 2024	$6.16M
November 2024	$6.73M
October 2024	$6.98M
September 2024	$6.98M
August 2024	$6.74M
July 2024	$7.07M
June 2024	$6.71M
May 2024	$7.05M
April 2024	$6.84M
March 2024	$7.01M
February 2024	$7.36M
January 2024	$7.35M
2023
December 2023	$7.52M
November 2023	$6.84M
October 2023	$7.67M
September 2023	$7.6M
August 2023	$7.34M
July 2023	$8.18M
June 2023	$7.76M
May 2023	$6.19M
April 2023	$5.95M
March 2023	$6.13M
February 2023	$6.24M
January 2023	$6.16M
2022
December 2022	$6.13M
November 2022	$6.24M
October 2022	$6.19M
September 2022	$6.07M
August 2022	$6.18M
July 2022	$6.35M
June 2022	$6.49M
May 2022	$6.59M
April 2022	$6.54M
March 2022	$6.24M
February 2022	$5.77M
January 2022	$5.79M
2021
December 2021	$5.9M
November 2021	$6.04M
October 2021	$6.03M
September 2021	$5.84M
August 2021	$5.77M
July 2021	$5.76M
June 2021	$5.65M
May 2021	$5.57M
April 2021	$5.52M
March 2021	$5.27M
February 2021	$5.25M
January 2021	$5.23M
2020
December 2020	$5.11M
November 2020	$5.02M
October 2020	$4.86M
September 2020	$4.6M
August 2020	$5.25M
July 2020	$5.16M
June 2020	$5.16M
May 2020	$5.25M
April 2020	$5.22M
March 2020	$5.19M
February 2020	$5.06M
January 2020	$5.11M
2019
December 2019	$5.23M
November 2019	$5.52M
October 2019	$4.91M
September 2019	$4.99M
August 2019	$4.94M
July 2019	$5.01M
June 2019	$4.94M
May 2019	$4.48M
April 2019	$4.44M
March 2019	$4.8M
February 2019	$4.59M
January 2019	$5.15M
2018
December 2018	$5.49M
November 2018	$5.02M
October 2018	$4.95M
September 2018	$5.42M
August 2018	$4.98M
July 2018	$4.93M
June 2018	$4.99M
May 2018	$5.13M
April 2018	$4.93M
March 2018	$5.01M
February 2018	$5.39M
January 2018	$6.17M
2017
December 2017	$6.12M
November 2017	$6.01M
October 2017	$5.67M
September 2017	$5.38M
August 2017	$5.32M
July 2017	$5.12M
June 2017	$4.97M
May 2017	$5.33M
April 2017	$5.48M
March 2017	$6.3M
February 2017	$6.27M
January 2017	$6.34M
2016
December 2016	$6.45M
November 2016	$6.42M
October 2016	$6.89M

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
11 Greenhouse Ln, Chilmark, MA	0.93	Single-Family Home	$3,550,000	10/02/26	3	2	1,562
23 Chockers Ln, Chilmark, MA	1.40	Single-Family Home	$5,750,000	04/10/26	2	1.5	1,446
21 Eliot Avenue, Chilmark, MA	0.79	Single-Family Home	$5,250,000	09/03/26	4	3	2,746
20 Eliot Ave, Chilmark, MA	0.77	Single-Family Home	$6,550,000	11/14/25	4	3.5	3,355
12 Squibnocket Rd, Chilmark, MA	1.21	Single-Family Home	$5,900,000	10/31/25	6	4.5	3,143
3 Fulling Mill Rd, Chilmark, MA	2.04	Single-Family Home	$1,775,000	11/07/25	3	2	1,728
26 Harbor Hill Rd, Chilmark, MA	1.67	Single-Family Home	$7,000,000	09/24/26	2	2	2,250
6 Trails End, Chilmark, MA	2.03	Single-Family Home	$2,700,000	09/16/26	4	3	2,346
51 Squibnocket Farm Rd, Chilmark, MA	1.85	Single-Family Home	$10,500,000	03/12/26	4	2.5	3,200
300 North Rd, Chilmark, MA	2.56	Single-Family Home	$2,800,000	08/27/26	2	3	2,515

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
15 Periwinkle Ln, Chilmark, MA 02535	0.06	$1,936,100	4	3	1,192	Off Market
Wequobsque Rd, Chilmark, MA 02535	0.08	-	-	-	-	Off Market
Wequobsque Rd, Chilmark, MA 02535	0.08	-	-	-	-	Off Market
45 Wequobsque Rd, Chilmark, MA 02535	0.08	$7,921,900	3	3	3,157	Off Market
62 Stonewall Rd, Chilmark, MA 02535	0.10	$5,428,700	4	3	3,877	Off Market
39 Wequobsque Rd, Chilmark, MA 02535	0.11	$3,007,300	3	3	1,872	Off Market
49 Wequobsque Rd, Chilmark, MA 02535	0.13	$4,953,400	3	4	2,100	Off Market
9 Periwinkle Ln, Chilmark, MA 02535	0.14	$4,378,900	6	4	3,763	Off Market
Wequobsque Rd, Chilmark, MA 02535	0.14	-	-	-	-	Off Market
58 Stonewall Rd, Chilmark, MA 02535	0.15	$1,573,400	5	1	1,518	Off Market
53 Wequobsque Rd, Chilmark, MA 02535	0.17	$5,821,100	5	4.5	4,237	Off Market
35 Wequobsque Rd, Chilmark, MA 02535	0.19	$3,084,000	4	3.5	2,313	Off Market
52 Stonewall Rd, Chilmark, MA 02535	0.20	$5,130,500	6	4	3,551	Off Market
3 Periwinkle Ln, Chilmark, MA 02535	0.22	$6,068,100	3	3	2,776	Off Market
61 Stonewall Rd, Chilmark, MA 02535	0.22	$3,656,100	6	4	4,200	Off Market
57 Wequobsque Rd, Chilmark, MA 02535	0.23	-	7	6	3,656	Off Market
46 Stonewall Rd, Chilmark, MA 02535	0.25	-	5	3	2,668	Off Market
12 East Ln, Chilmark, MA 02535	0.26	-	5	6	4,034	Off Market
6 East Ln, Chilmark, MA 02535	0.26	$3,573,400	3	2	1,849	Off Market
East Ln, Chilmark, MA 02535	0.29	$1,124,300	Studio	-	-	Off Market

Local Information

Map ViewExplore the area around 41 Wequobsque Rd.
Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1971

6.4 acre lot

896 sqft

$6,888/sqft

About this House

This single-family home is located at 41 Wequobsque Rd, Chilmark, MA. 41 Wequobsque Rd is in Chilmark, MA and in ZIP code 02535. This property has 2 bedrooms, 1 bathroom and approximately 896 sqft of floor space. This property has a lot size of 6.40 acres and was built in 1971.

41 Wequobsque Rd, Chilmark, MA 02535 is a 2 bedroom, 1 bathroom, 896 sqft single-family home built in 1971. It last sold for $2,000,250 on Mar 15, 2000. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $6,171,800.

Home Details for 41 Wequobsque Rd

Interior Features
Heating & Cooling Heating: GasHeating Fuel: Gas
Levels, Entrance, & Accessibility Stories: 1
Interior Details Number of Rooms: 5

Exterior Features
Exterior Home Features Roof: AsphaltExterior: Wood

Property Information
Year Built Year Built: 1971Year Updated: 1971
Property Type / Style Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community
Units in Building: 1

Lot Information
Lot Area: 6.40 acres

Price and Tax history

Date	Event	Price
Mar 15, 2000 Source: N/A	Sold	$2,000,250
Oct 30, 1998 Source: N/A	Sold	$2,300,000

Year	Property tax	Tax assessment
2025	$11,621	$5,164,700

Additional Cost

Market trends in Chilmark

Last updated September 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

8MoM

Sourced by Trulia Market Trends

Around this home

West Tisbury Elementary School
PK-8
Public
334 Students
Up-Island Regional School District
7/10
GreatSchools Rating
Parent Rating Average
Kids rule the school. No accountability. Bullying is not taken seriously.
Parent Review
2y ago
5 Reviews

View nearby schools on GreatSchools

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

This October

Trick-or-Treat Score

Built from what locals say about this neighborhood.

100% say there are community events
78% say neighbors are friendly
43% say there's holiday spirit

Trulia Trick or TreatStart Ghost Hunt

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.
12y ago
"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 41 Wequobsque Rd

What is 41 Wequobsque Rd estimated to be worth?
Trulia's estimated value for 41 Wequobsque Rd in Chilmark, MA is $6,171,800.
What is the price history for 41 Wequobsque Rd?
41 Wequobsque Rd in Chilmark, MA last sold for $2,000,250 in March 2000.
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 41 Wequobsque Rd?
The closest schools to 41 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 41 Wequobsque Rd?
The lot at 41 Wequobsque Rd in Chilmark, MA is about 6.4 acres.

Apartments for Rent

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Off Market Homes Near 41 Wequobsque Rd

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SOLD
OCT 21, 2026
$4,850,000
3 bd
2.5 ba
2,095 sqft
63 Putnam Rd,
Chilmark, MA 02535
Wendy Harman, Compass
SOLD
OCT 20, 2026
$3,625,000
4 bd
3.5 ba
3,702 sqft
7 Black Point Rd,
Chilmark, MA 02535
Tea Lane Associates
SOLD
OCT 6, 2026
$4,550,000
4 bd
4.5 ba
6,162 sqft
205 South Rd,
Chilmark, MA 02535
Donnelly + Co
SOLD
OCT 2, 2026
$3,550,000
3 bd
2 ba
1,562 sqft
11 Greenhouse Ln,
Chilmark, MA 02535
LINK
SOLD
SEP 24, 2026
$7,000,000
2 bd
2 ba
2,250 sqft
26 Harbor Hill Rd,
Chilmark, MA 02535
Tea Lane Associates
SOLD
SEP 18, 2026
$6,500,000
4 bd
4.5 ba
3,490 sqft
308 South Road,
Chilmark, MA 02535
Wallace & Co. Sotheby's International Realty
SOLD
SEP 3, 2026
$5,250,000
4 bd
3 ba
2,746 sqft
21 Eliot Avenue,
Chilmark, MA 02535
Wallace & Co. Sotheby's International Realty
SOLD
AUG 27, 2026
$5,800,000
6 bd
6.5 ba
3,608 sqft
9 Ridge Hill Rd,
Chilmark, MA 02535
Tea Lane Associates
SOLD
JUN 26, 2026
$3,350,000
4 bd
3 ba
2,704 sqft
370 Lighthouse Rd,
Aquinnah, MA 02535
Tea Lane Associates
SOLD
APR 10, 2026
$5,750,000
2 bd
1.5 ba
1,446 sqft
23 Chockers Ln,
Chilmark, MA 02535
Flanders Real Estate
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Homes for sale near 41 Wequobsque Rd

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$3,950,000
3 bd
2 ba
1,260 sqft
131 State Rd,
Chilmark, MA 02535
Feiner Real Estate
1 ACRE
$4,950,000
2 bd
1 ba
808 sqft
17 Chockers Ln,
Chilmark, MA 02535
Flanders Real Estate
2.36 ACRES
$2,250,000
1 bd
1 ba
726 sqft
18 Allen Farm Rd,
Chilmark, MA 02535
Kendall & Kendall
3.8 ACRES
$6,250,000
5 bd
2.5 ba
2,269 sqft
34 Edys Island Way,
Chilmark, MA 02535
Tea Lane Associates
4.9 ACRES
$45,000,000
7 bd
12 ba
14,780 sqft
18 Point Inner Way,
Chilmark, MA 02535
Wallace & Co. Sotheby's
3.5 ACRES
$1,649,000
3 bd
2 ba
1,540 sqft
43 N Slope Lane,
Chilmark, MA 02535
North Star Real Estate, LLC
3 ACRES
$7,900,000
7 bd
6 ba
4,150 sqft
1 Clam Point Cove Rd,
Chilmark, MA 02535
Tea Lane Associates
3.6 ACRES
$10,950,000
4 bd
3.5 ba
2,050 sqft
16 Shotnaigher Ln,
Chilmark, MA 02535
Conroy & Company R.E., Inc.
3.3 ACRES
$1,995,000
4 bd
3 ba
1,918 sqft
21 & 25 Fulling Mill Rd,
Chilmark, MA 02535
Jessica Holtham, Wallace & Co. Sotheby's International Realty
3.3 ACRES
$1,995,000
4 bd
3 ba
1,918 sqft
25 Fulling Mill Road,
Chilmark, MA 02535
Wallace & Co. Sotheby's International Realty
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Chilmark
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