174 Middle Road Road, Chilmark, MA 02535
FOR SALE
1 ACRE

174 Middle Road Road
Chilmark, MA 02535

  • 4 Beds
  • 3.5 Baths
  • 2,061 sqft (on 1 acre)

$1,895,000

Est. Mortgage $10,042/mo*

$1,895,000

Est. Mortgage $10,042/mo*
4 Beds
3.5 Baths
2,061 sqft
(on 1 acre)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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.

Home Highlights

Parking
1 Car Garage
Outdoor
Porch, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
$919
Listed
180+ days ago

Home Details for 174 Middle Road Road

Interior Features

Interior Details
Basement: PartialNumber of Rooms: 5Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Master Bathroom, Dining Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1Number of Bathrooms (main level): 2
Dimensions and Layout
Living Area: 2061 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Refrigerator, Electric Range, Microwave, Electric Water HeaterDishwasherMicrowaveRefrigerator
Heating & Cooling
Heating: Has Heating Unspecified TypeHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Has Heating Unspecified Type
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Windows, Doors, Floors & Walls
Window: Bay Window(s), Skylight(s)Flooring: Wood, Tile
Levels, Entrance, & Accessibility
Stories: 2Floors: Wood, Tile

Exterior Features

Exterior Home Features
Roof: Asphalt PitchedPatio / Porch: Deck, PorchFencing: Fenced, PartialOther Structures: OutbuildingExterior: Outdoor ShowerFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 1Parking: Basement
Frontage
Road Frontage: PublicRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Septic Tank

Days on Market

Cumulative Days on Market: 236Days on Market: 180+

Property Information

Year Built
Year Built: 1983
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape Cod, Contemporary
Building
Construction Materials: Shingle SidingNot a New ConstructionNot Attached PropertyDoes Not Include Home Warranty
Property Information
Condition: Updated/Remodeled, ActualParcel Number: 12/33

Price & Status

Price
List Price: $1,895,000Price Per Sqft: $919

Active Status

MLS Status: Active

Location

Direction & Address
City: Chilmark
School Information
Elementary School District: Martha's VineyardJr High / Middle School District: Martha's VineyardHigh School District: Martha's Vineyard

Agent Information

Listing Agent
Listing ID: 22503293

Building

Building Area
Building Area: 2061 Square Feet

HOA

No HOA

Lot Information

Lot Area: 1 Acres

Listing Info

Special Conditions: Standard

Miscellaneous

BasementMls Number: 22503293Showing Requirements: Appointment Required, Call Listing Agent, Call Listing Office
Last check for updates: about 2 hours ago
Listing courtesy of Sheila M Morse, (508) 627-0715
Island Real Estate
Source: CCIMLS, MLS#22503293
Also Listed on CCIMLS, LINK, LINK.

Price History for 174 Middle Road Road

DatePriceEventSource
02/11/2026$1,895,000Listed For SaleCCIMLS #22503293
12/16/2025$1,895,000ListingRemovedLINK #43364
09/22/2025$1,895,000PriceChange
CCIMLS #22503293
07/07/2025$1,899,000Listed For SaleCCIMLS #22503293

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Property Tax and Assessment

Year2025
Tax$3,445
Assessment$1,531,300
Home facts updated by county records

Comparable Sales for 174 Middle Road Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.47
Single-Family Home
$2,100,000
11/25/25
4
3
2,544
0.90
Single-Family Home
$1,775,000
11/07/25
3
2
1,728
1.16
Single-Family Home
$1,607,000
07/10/25
4
3
2,850
1.09
Single-Family Home
$2,225,000
10/24/25
4
3
2,968
0.53
Single-Family Home
$6,100,000
03/24/26
6
7
5,660
1.03
Single-Family Home
$3,710,000
03/12/26
3
5
3,171
1.39
Single-Family Home
$2,475,000
09/05/25
4
3.5
2,300
1.52
Single-Family Home
$7,289,000
10/15/25
4
5
3,777
1.73
Single-Family Home
$3,772,500
05/29/25
4
4.5
3,234
1.55
Single-Family Home
$4,325,000
12/05/25
5
2.5
3,885

Assigned Schools

These are the assigned schools for 174 Middle Road Road.
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

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!!"

LGBTQ Local Legal Protections

Sheila M Morse, Island Real Estate
Agent Phone: (508) 627-0715
All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Detailed information about real estate listings held by brokerage firms other than CC&I Assoc. of REALTORS®, Inc. includes the name of the listing company. Neither the listing company nor CC&I Assoc. of REALTORS®, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. This site was last updated 2022-04-05 08:58:10 PDT. All properties are subject to prior sale, changes, or withdrawal. Copyright 2022© Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.
174 Middle Road Road, Chilmark, MA 02535 is a 4 bedroom, 4 bathroom, 2,061 sqft single-family home built in 1983. This property is currently available for sale and was listed by CCIMLS on Jul 7, 2025. The MLS # for this home is MLS# 22503293.