1 of 40

Want to see this home?

174 Middle Road Road

Chilmark, MA 02535

4 beds
4 baths
420 sqft
~1 acre lot
$4,521 per sqft
1983 build
– on site

Nestled in the heart of Chilmark, this four-bedroom home offers a blend of comfort, convenience, and timeless Vineyard charm. Thoughtfully designed with distinct, well-proportioned rooms, the home centers around an expansive, sunlit, eat-in kitchen featuring dual ovens, elegant granite countertops, and extensive custom cherry wood built-ins that combine beauty and practicality. The welcoming living room, anchored by a pristine Vermont Castings wood stove, opens seamlessly to a covered porch and spacious deck--perfect for morning coffee or evening gatherings. The spacious first-floor primary suite provides a private retreat with two en-suite baths and two walk-in closets. Upstairs, you'll find two bedrooms with beautiful wood floors, built-in drawers, and cabinets that add both charm and functionality to the rooms. These bedrooms share a hall bath, making the second floor an ideal space for family or guests. A generous bonus room above the garage offers flexible space for a home office, gym, or additional sleeping quarters. A separate studio on the property adds further versatility. The private backyard featuring a naturally shaded stone bench and trees perfectly placed for a hammock offers a peaceful retreat. An outdoor shower provides the ideal post-beach rinse or a refreshing start to the day. Additional highlights include a garage and a full, unfinished basement, and a new generator. You will enjoy access to Lucy Vincent Beach and other up-island locations including a quick ride to the center of both Chilmark and West Tisbury. Well-maintained through the years and in close proximity to everything Chilmark has to offer, this property is an exceptional find whether you're looking for a year-round home, seasonal getaway, or investment opportunity.

Listing courtesy of CCI / Sheila M Morse / Island Real Estate

Last checked: Checking… • Last updated Jul 7, 2025 •

MLS# 22503293 —

The Building

Year Built:

1983
New Construction:

false
Construction Materials:

Shingle Siding
Roof:

Asphalt
Foundation Details:

Concrete Perimeter
Stories:

2
Basement:

Partial
Exterior Features:

Outdoor Shower
Window Features:

Bay Window(s)
Building Area Units:

Square Feet
Building Area Total:

420
Below Grade Finished Area Units:

Square Feet

Interior

Interior Features:

HU Cable TV
Living Room Level:

First
Kitchen Features:

Kitchen, Breakfast Bar, Cathedral Ceiling(s), Kitchen Island
Kitchen Description:

Countertop(s): Granite,Flooring: Wood,Stove(s): Electric
Rooms Total:

5
Living Room Features:

Built-in Features, Living Room
Living Room Description:

Flooring: Wood,Stove(s): Wood
Dining Room Features:

Dining Room, Cathedral Ceiling(s), Built-in Features
Dining Room Description:

Flooring: Wood
Fireplace:

true
Fireplaces Total:

1
Flooring:

Wood

Room Dimensions

Living Area Units:

Square Feet

Location

Directions:

174 Middle Road, Chilmark.
Coordinates:

-70.712373, 41.365516
Latitude:

41.365516
Longitude:

-70.712373

The Property

Property Type:

Residential
Property Subtype:

Single Family Residence
Property Condition:

Updated/Remodeled
Property Attached:

false
Parcel Number:

12/33
Lot Features:

Level
Lot Size Acres:

1
Lot Size SqFt:

43560
Lot Size Area:

1
Lot Size Units:

Acres
Lot Size Source:

Assessor
Zoning:

R3
Fencing:

Fenced
Waterfront:

false
Road Frontage Type:

Public
Road Surface Type:

Paved
Land Lease:

false

Listing Agent

Contact info:

Taxes

Tax Year:

2025
Tax Lot:

12
Tax Annual Amount:

3542
Tax Assessed Value:

1531300

Beds

Bedrooms Total:

4
Master Bedroom Level:

First
Master Bedroom Features:

HU Cable TV, Closet, Ceiling Fan(s), Cathedral Ceiling(s)
Master Bedroom Description:

Flooring: Wood
Bedroom 2 Level:

Second
Bedroom 2 Features:

Bedroom 2, Shared Full Bath
Bedroom 2 Description:

Flooring: Wood
Bedroom 3 Level:

Second
Bedroom 3 Features:

Bedroom 3, Shared Full Bath

Baths

Total Baths:

3.5
Total Baths:

4
Full Baths:

3
Half Baths:

1
Main Level Baths:

2
Master Bath Features:

Private Full Bath

The Listing

Home Warranty:

false

Heating & Cooling

Heating:

true
Cooling:

Central Air
Cooling:

true

Utilities

Sewer:

Septic Tank
Water Source:

Well

Appliances

Appliances:

Dishwasher

Schools

Elementary School District:

Martha's Vineyard
Middle Or Junior School District:

Martha's Vineyard
High School District:

Martha's Vineyard

The Community

Association:

false
Pool Private:

false

Parking

Parking Features:

Basement
Parking Total:

1
Garage:

true
Garage Spaces:

1
Attached Garage:

true
Carport:

false
Open Parking:

true

Monthly cost estimate

Asking price

$1,899,000

Expense	Monthly cost
Mortgage	$10,168
Taxes	$295
Insurance	$522
Utilities	$263 See report
Total	$11,248/mo.^*
	^*This is an estimate

Explore the Area

My Commute

From

Walk Score®

Provided by WalkScore® Inc.

Bike Score®

Provided by WalkScore® Inc.

Air Pollution Index

Provided by ClearlyEnergy

Sale history

Date	Event	Source	Price	% Change
7/7/25 Jul 7, 2025	Listed / Active	CCI	$1,899,000

Want a closer look?

Go see 174 Middle Road Road

Or Call Toll Free 1-800-258-2512

We guarantee that we’ll never spam you.

* indicates a required field

More homes

Newest listings in Chilmark, MA

Similar sold homes

This house located in Chilmark, MA 02535 is currently for sale for $1,899,000. 174 Middle Road Road is a 420 square foot house with 4 beds and 4 baths that has been on Estately for 0 days. This house is in the attendance area of Marthas Vineyard Regional High School.

This site was last updated on 07/07/2025. All properties are subject to prior sale, changes, or withdrawal.