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.
For sale
Price cut: $100K (6/8)
$1,795,000
174 Middle Road Road, Chilmark, MA 02535
4beds
2,061sqft
Single Family Residence
Built in 1983
1 Acres Lot
$1,711,100 Zestimate®
$871/sqft
$-- HOA
What's special
- 340 days |
- 1,090 |
- 42 |
Zillow last checked:
Listing updated:
Listed by:
Sheila M Morse 508-627-0715,
Island Real Estate
Source: CCIMLS,MLS#: 22503293
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
- Main level bathrooms: 2
Primary bedroom
- Description: Flooring: Wood
- Features: HU Cable TV, Closet, Ceiling Fan(s), Cathedral Ceiling(s)
- Level: First
Bedroom 2
- Description: Flooring: Wood
- Features: Bedroom 2, Shared Full Bath
- Level: Second
Bedroom 3
- Features: Bedroom 3, Shared Full Bath
- Level: Second
Primary bathroom
- Features: Private Full Bath
Dining room
- Description: Flooring: Wood
- Features: Dining Room, Cathedral Ceiling(s), Built-in Features
Kitchen
- Description: Countertop(s): Granite,Flooring: Wood,Stove(s): Electric
- Features: Kitchen, Breakfast Bar, Cathedral Ceiling(s), Kitchen Island
Living room
- Description: Flooring: Wood,Stove(s): Wood
- Features: Built-in Features, Living Room
- Level: First
Heating
- Has Heating (Unspecified Type)
Cooling
- Central Air
Appliances
- Included: Dishwasher, Refrigerator, Electric Range, Microwave, Electric Water Heater
Features
- HU Cable TV
- Flooring: Wood, Tile
- Windows: Bay Window(s), Skylight(s)
- Basement: Partial
- Number of fireplaces: 1
Interior area
- Total structure area: 2,061
- Total interior livable area: 2,061 sqft
Property
Parking
- Total spaces: 1
- Parking features: Basement
- Attached garage spaces: 1
- Has uncovered spaces: Yes
Features
- Stories: 2
- Patio & porch: Deck, Porch
- Exterior features: Outdoor Shower
- Fencing: Fenced, Partial
Lot
- Size: 1 Acres
- Features: Level
Details
- Additional structures: Outbuilding
- Parcel number: 12/33
- Zoning: R3
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cape Cod, Contemporary
- Property subtype: Single Family Residence
Materials
- Shingle Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt, Pitched
Condition
- Updated/Remodeled, Actual
- New construction: No
- Year built: 1983
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Community & HOA
HOA
- Has HOA: No
Location
- Region: Chilmark
Financial & listing details
- Price per square foot: $871/sqft
- Tax assessed value: $1,531,300
- Annual tax amount: $3,542
- Date on market: 7/7/2025
- Cumulative days on market: 281 days
- Road surface type: Paved
Estimated market value
$1,711,100
$1.63M - $1.80M
$7,108/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/8/2026 | Price change | $1,795,000-5.3%$871/sqft |
Source: | ||
| 2/11/2026 | Listed for sale | $1,895,000$919/sqft |
Source: | ||
| 12/16/2025 | Listing removed | $1,895,000$919/sqft |
Source: LINK #43364 Report a problem | ||
| 9/22/2025 | Price change | $1,895,000-0.2%$919/sqft |
Source: | ||
| 7/7/2025 | Listed for sale | $1,899,000$921/sqft |
Source: | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $3,445 +16.6% | $1,531,300 +9.8% |
| 2024 | $2,955 +3.9% | $1,394,000 +28.9% |
| 2023 | $2,845 +5.5% | $1,081,800 +13.2% |
| 2022 | $2,696 +4.9% | $955,900 +8.3% |
| 2021 | $2,569 +3.8% | $882,800 +2% |
| 2020 | $2,476 -1.9% | $865,700 -1.2% |
| 2019 | $2,523 +4.7% | $876,000 |
| 2018 | $2,409 +10.9% | $876,000 +8.1% |
| 2017 | $2,172 -0.7% | $810,600 +0.4% |
| 2016 | $2,188 | $807,500 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: 02535
Nearby schools
GreatSchools rating
- 8/10Chilmark Elementary SchoolGrades: K-5Distance: 2.3 mi
- 7/10West Tisbury Elementary SchoolGrades: PK-8Distance: 3.7 mi
- 6/10Martha's Vineyard Regional High SchoolGrades: 9-12Distance: 7 mi
Schools provided by the listing agent
- District: Martha's Vineyard
Source: CCIMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- Massachusetts
- Dukes County
- Chilmark
- 02535
- 174 Middle Road Road




