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

OFF MARKET

55 Middle Rd
Chilmark, MA 02535

7 Beds
7 Baths
4,509 sqft (on 9 acres)

7 Beds

7 Baths

4,509 sqft

(on 9 acres)

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

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
50 Daggett Ave, Tisbury, MA	7.66	Apartment	$464,000	07/14/26	6	3	2,158

Home facts updated by county records

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 Old Farm Rd, Chilmark, MA 02535	0.45	$3,710,000	3	5	3,171	Recently Sold
25 Old Farm Rd, Chilmark, MA 02535	0.44	$3,842,900	5	6	2,497	Off Market
37 Bijahs Way, Chilmark, MA 02535	0.58	$1,295,000	-	-	-	For Sale
26 Bijahs Way, Chilmark, MA 02535	0.69	$2,395,000	3	2	2,510	For Sale
78 Campbell Rd W, Vineyard Haven, MA 02568	0.68	$1,869,600	2	2	1,353	Off Market
27 Clambelly Rd, Chilmark, MA 02535	0.75	$3,295,000	3	3	2,500	For Sale
29 Old Nursery Ln, Chilmark, MA 02535	0.79	$2,150,000	4	2.5	2,522	For Sale
50 Campbell Rd, West Tisbury, MA 02575	0.79	$2,081,000	2	2	1,370	Off Market
3 Tennis Ln, Chilmark, MA 02535	0.82	$3,835,400	4	4.5	3,234	Off Market
Quenames Rd, Chilmark, MA 02535	0.87	-	-	-	-	Off Market
82 South Rd, Chilmark, MA 02535	0.89	$1,936,400	3	2	1,862	Off Market
124-116 122 Old Farm Rd, Chilmark, MA 02535	0.91	$3,700,000	5	4	3,413	Recently Sold

Local Information

Map ViewExplore the area around 55 Middle Rd.
Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Apartment

Year Built

1880

Lot Size

9 acres

Living Area

4,509 sqft

About this House

This apartment is located at 55 Middle Rd, Chilmark, MA. 55 Middle Rd is in Chilmark, MA and in ZIP code 02535. This property has 7 bedrooms, 7 bathrooms and approximately 4,509 sqft of floor space. This property has a lot size of 9.00 acres and was built in 1880.

55 Middle Rd, Chilmark, MA 02535 is a 7 bedroom, 7 bathroom, 4,509 sqft apartment built in 1880. It is currently off market. The Trulia Estimate rent is $6,607/month.

Home Details for 55 Middle Rd

Interior Features
Levels, Entrance, & Accessibility Stories: 2
Interior Details Number of Rooms: 12

Property Information
Year Built Year Built: 1880
Property Type / Style Property Type: ApartmentArchitecture: Cape Cod

Exterior Features
Exterior Home Features Exterior: Other

Community
Units in Building: 1

Lot Information
Lot Area: 9.00 acres

Price and Tax history

Year	Property tax	Tax assessment
2025	$8,349	$3,710,700

Home facts updated by county records

Market trends in Chilmark

Last updated July 2026

Avg. sale price

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Sale-to-List Price

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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 55 Middle Rd

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Off Market Homes Near 55 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
MAY 28, 2026
$3,700,000
5 bd
4 ba
3,413 sqft
124-116 122 Old Farm Rd,
Chilmark, MA 02535
Wallace & Co. Sotheby's
SOLD
APR 6, 2026
$375,000
99 Cygnet Way,
Chilmark, MA 02535
Russell Maloney Real Estate
SOLD
MAR 24, 2026
$6,100,000
6 bd
7 ba
5,660 sqft
60 Meeting House Rd,
Chilmark, MA 02535
Feiner Real Estate
SOLD
MAR 12, 2026
$3,710,000
3 bd
5 ba
3,171 sqft
15 Old Farm Rd,
Chilmark, MA 02535
Donnelly + Co
SOLD
FEB 26, 2026
$1,075,000
3 bd
2 ba
1,120 sqft
34 Pine Ln,
West Tisbury, MA 02575
Feiner Real Estate
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55 Middle Rd
Chilmark, MA 02535