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 36 Middle Rd estimated to be worth?

Trulia's estimated value for 36 Middle Rd in Chilmark, MA is $1,436,300 .

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 36 Middle Rd?

The closest schools to 36 Middle 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 36 Middle Rd?

The lot at 36 Middle Rd in Chilmark, MA is about 2.5 acres .

OFF MARKET

36 Middle Rd
Chilmark, MA 02535

5 Beds
2 Baths
1,917 sqft (on 2.50 acres)

$1,436,300

Trulia Estimate

as of Aug 14, 2026

Est. Refi. Payment $8,004/mo*

Refinance Your Home

$1,436,300

Trulia Estimate

as of Aug 14, 2026

Est. Refi. Payment $8,004/mo*

Refinance Your Home

5 Beds

2 Baths

1,917 sqft

(on 2.50 acres)

Home Value

Trulia Estimate

$1.44M

Since last month

$61K (-4.1%)

Since last year

$23K (-1.5%)

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 +69% in the last 10 years

Month	Estimated value
2026
August 2026	$1.44M
July 2026	$1.43M
June 2026	$1.5M
May 2026	$1.48M
April 2026	$1.46M
March 2026	$1.45M
February 2026	$1.43M
January 2026	$1.38M
2025
December 2025	$1.44M
November 2025	$1.45M
October 2025	$1.48M
September 2025	$1.41M
August 2025	$1.45M
July 2025	$1.46M
June 2025	$1.5M
May 2025	$1.46M
April 2025	$1.45M
March 2025	$1.42M
February 2025	$1.39M
January 2025	$1.38M
2024
December 2024	$1.37M
November 2024	$1.4M
October 2024	$1.53M
September 2024	$1.55M
August 2024	$1.6M
July 2024	$1.63M
June 2024	$1.6M
May 2024	$1.6M
April 2024	$1.56M
March 2024	$1.53M
February 2024	$1.51M
January 2024	$1.48M
2023
December 2023	$1.45M
November 2023	$1.54M
October 2023	$1.65M
September 2023	$1.66M
August 2023	$1.65M
July 2023	$1.62M
June 2023	$1.62M
May 2023	$1.58M
April 2023	$1.52M
March 2023	$1.5M
February 2023	$1.46M
January 2023	$1.43M
2022
December 2022	$1.45M
November 2022	$1.49M
October 2022	$1.5M
September 2022	$1.5M
August 2022	$1.51M
July 2022	$1.55M
June 2022	$1.55M
May 2022	$1.55M
April 2022	$1.52M
March 2022	$1.41M
February 2022	$1.25M
January 2022	$1.19M
2021
December 2021	$1.23M
November 2021	$1.25M
October 2021	$1.25M
September 2021	$1.23M
August 2021	$1.24M
July 2021	$1.26M
June 2021	$1.19M
May 2021	$1.07M
April 2021	$1.07M
March 2021	$993K
February 2021	$988K
January 2021	$985K
2020
December 2020	$976K
November 2020	$957K
October 2020	$937K
September 2020	$932K
August 2020	$924K
July 2020	$931K
June 2020	$931K
May 2020	$930K
April 2020	$922K
March 2020	$916K
February 2020	$928K
January 2020	$923K
2019
December 2019	$923K
November 2019	$933K
October 2019	$926K
September 2019	$920K
August 2019	$921K
July 2019	$935K
June 2019	$967K
May 2019	$955K
April 2019	$943K
March 2019	$911K
February 2019	$916K
January 2019	$919K
2018
December 2018	$915K
November 2018	$914K
October 2018	$915K
September 2018	$907K
August 2018	$903K
July 2018	$901K
June 2018	$912K
May 2018	$910K
April 2018	$891K
March 2018	$883K
February 2018	$887K
January 2018	$879K
2017
December 2017	$899K
November 2017	$872K
October 2017	$864K
September 2017	$897K
August 2017	$899K
July 2017	$954K
June 2017	$954K
May 2017	$974K
April 2017	$942K
March 2017	$912K
February 2017	$884K
January 2017	$855K
2016
December 2016	$868K
November 2016	$880K
October 2016	$886K
September 2016	$860K
August 2016	$853K

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
15 Old Farm Rd, Chilmark, MA	0.57	Single-Family Home	$3,710,000	03/12/26	3	5	3,171
40 Scotchmans Ln, West Tisbury, MA	1.48	Single-Family Home	$1,029,000	07/17/26	4	2	1,564
124-116 122 Old Farm Rd, Chilmark, MA	0.98	Single-Family Home	$3,700,000	05/28/26	5	4	3,413
9 Beetlebung Grove Way, Chilmark, MA	1.50	Single-Family Home	$2,225,000	10/24/25	4	3	2,968
6 Tabor Hls, Chilmark, MA	1.67	Single-Family Home	$2,100,000	11/25/25	4	3	2,544
60 Meeting House Rd, Chilmark, MA	1.27	Single-Family Home	$6,100,000	03/24/26	6	7	5,660
19 S Vine Ln, West Tisbury, MA	1.96	Single-Family Home	$1,325,000	08/29/25	3	2	1,982
3 Fulling Mill Rd, Chilmark, MA	2.11	Single-Family Home	$1,775,000	11/07/25	3	2	1,728
35 Nats Farm Ln, West Tisbury, MA	2.20	Single-Family Home	$2,013,500	08/05/26	4	3.5	2,428
24 Alex Way, West Tisbury, MA	2.16	Single-Family Home	$2,175,000	10/10/25	3	2.5	2,879

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
78 Campbell Rd W, Vineyard Haven, MA 02568	0.54	$1,869,600	2	2	1,353	Off Market
25 Old Farm Rd, Chilmark, MA 02535	0.56	$3,842,900	5	6	2,497	Off Market
15 Old Farm Rd, Chilmark, MA 02535	0.57	$3,710,000	3	5	3,171	Recently Sold
50 Campbell Rd, West Tisbury, MA 02575	0.66	$2,081,000	2	2	1,370	Off Market
37 Bijahs Way, Chilmark, MA 02535	0.68	$1,295,000	-	-	-	For Sale
Quenames Rd, Chilmark, MA 02535	0.76	-	-	-	-	Off Market
82 South Rd, Chilmark, MA 02535	0.80	$1,936,400	3	2	1,862	Off Market
26 Bijahs Way, Chilmark, MA 02535	0.79	$2,395,000	3	2	2,510	For Sale
91 Music St, West Tisbury, MA 02575	0.80	$2,623,300	5	4.5	3,993	Off Market
50 South Rd, Chilmark, MA 02535	0.82	$2,357,600	5	3	2,427	Off Market
3 Tennis Ln, Chilmark, MA 02535	0.86	$3,835,400	4	4.5	3,234	Off Market
7 Parsonage Woods Rd, West Tisbury, MA 02575	0.88	-	3	2	1,822	Off Market

Local Information

Map ViewExplore the area around 36 Middle Rd.

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

1850

Lot Size

2.5 acres

Living Area

1,917 sqft

Price/Sqft

$749

About this House

This single-family home is located at 36 Middle Rd, Chilmark, MA. 36 Middle Rd is in Chilmark, MA and in ZIP code 02535. This property has 5 bedrooms, 2 bathrooms and approximately 1,917 sqft of floor space. This property has a lot size of 2.50 acres and was built in 1850.

36 Middle Rd, Chilmark, MA 02535 is a 5 bedroom, 2 bathroom, 1,917 sqft single-family home built in 1850. It is currently off market. The Trulia Estimate is $1,436,300, with a rent estimate of $5,935/month.

Home Details for 36 Middle Rd

Interior Features
Heating & Cooling Heating: GasHeating Fuel: Gas
Levels, Entrance, & Accessibility Stories: 2
Interior Details Number of Rooms: 8

Exterior Features
Exterior Home Features Roof: AsphaltExterior: Wood

Property Information
Year Built Year Built: 1850Year Updated: 1968
Property Type / Style Property Type: Single Family HomeArchitecture: Other

Community
Units in Building: 1

Lot Information
Lot Area: 2.50 acres

Price and Tax history

Year	Property tax	Tax assessment
2025	$2,761	$1,227,100

Home facts updated by county records

Market trends in Chilmark

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

8MoM

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Additional Cost

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
1y 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

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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Apartments for Rent

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Homes for sale near 36 Middle Rd

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1.2 ACRES
$2,395,000
3 bd
2 ba
2,510 sqft
26 Bijahs Way,
Chilmark, MA 02535
Karen M. Overtoom R.E.
3.6 ACRES
$2,150,000
4 bd
2.5 ba
2,522 sqft
29 Old Nursery Ln,
Chilmark, MA 02535
Flanders Real Estate
1.6 ACRES
$2,395,000
4 bd
3 ba
2,350 sqft
16 South Rd,
Chilmark, MA 02535
Vineyard Village Realty
1.9 ACRES
$1,300,000
4 bd
3 ba
2,155 sqft
132 South Rd,
Chilmark, MA 02535
Signal House Group at Compass
3.1 ACRES
$3,295,000
3 bd
3 ba
2,500 sqft
27 Clambelly Rd,
Chilmark, MA 02535
Flanders Real Estate
4.8 ACRES
$2,195,000
3 bd
3 ba
2,363 sqft
139 Tea Ln,
Chilmark, MA 02535
Tea Lane Associates
4.5 ACRES
$2,650,000
4 bd
3 ba
2,967 sqft
11 By The Woods,
Chilmark, MA 02535
Flanders Real Estate
4.3 ACRES
$3,795,000
3 bd
3.5 ba
3,426 sqft
96 Hammett Ln,
Chilmark, MA 02535
Karen M. Overtoom R.E.
3.4 ACRES
$6,950,000
5 bd
5.5 ba
3,539 sqft
65 Carls Way,
West Tisbury, MA 02575
Tea Lane Associates
3.02 ACRES
$1,300,000
2 bd
1 ba
896 sqft
45 Quenames Rd,
Chilmark, MA 02535
Sandpiper Realty
See more homes for sale in
Chilmark
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Off Market Homes Near 36 Middle Rd

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SOLD
AUG 5, 2026
$2,013,500
4 bd
3.5 ba
2,428 sqft
35 Nats Farm Ln,
West Tisbury, MA 02575
Wallace & Co. Sotheby's
SOLD
JUL 20, 2026
$1,375,000
5 bd
4 ba
1,856 sqft
651 State Rd,
Tisbury, MA 02568
SOLD
JUL 20, 2026
$1,375,000
5 bd
4 ba
2,516 sqft
651 State Rd,
West Tisbury, MA 02575
Feiner Real Estate
SOLD
JUL 17, 2026
$1,029,000
4 bd
2 ba
1,564 sqft
40 Scotchmans Ln,
West Tisbury, MA 02575
Donnelly + Co
SOLD
JUN 3, 2026
$1,000,000
2 bd
1 ba
576 sqft
31 North Rd,
Chilmark, MA 02535
Russell Maloney Real Estate
SOLD
FEB 26, 2026
$1,075,000
3 bd
2 ba
1,120 sqft
34 Pine Ln,
West Tisbury, MA 02575
Feiner Real Estate
SOLD
DEC 18, 2025
$1,400,000
4 bd
2 ba
1,702 sqft
42 Hidden Village Road,
West Tisbury, MA 02575
Island Real Estate
SOLD
DEC 18, 2025
$1,075,000
1 Crowberry Ln,
Chilmark, MA 02535
Russell Maloney Real Estate
SOLD
DEC 16, 2025
$1,150,000
3 bd
2 ba
1,296 sqft
52 Old Coach Rd,
West Tisbury, MA 02575
Kendrick Real Estate
SOLD
DEC 8, 2025
$1,875,000
5 bd
3 ba
1,916 sqft
14 Rebekahs Way,
West Tisbury, MA 02575
Island Real Estate
See more homes for sale in
Chilmark
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Frequently asked questions about 36 Middle Rd

What is 36 Middle Rd estimated to be worth?
Trulia's estimated value for 36 Middle Rd in Chilmark, MA is $1,436,300.
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 36 Middle Rd?
The closest schools to 36 Middle 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 36 Middle Rd?
The lot at 36 Middle Rd in Chilmark, MA is about 2.5 acres.

36 Middle Rd
Chilmark, MA 02535

$1,436,300

$1,436,300