16 South Rd Chilmark, MA 02535
Chilmark NeighborhoodEstimated payment $13,477/month
Highlights
- Pasture Views
- Fireplace
- Patio
- Deck
- Porch
- Garden
About This Home
Rare Chilmark compound with beach access, barn, horse stalls, and fenced pasture on 1.6 acres. Set just over the West Tisbury line, this restored 1885 farmhouse offers a compelling blend of authentic Vineyard character, modern comfort, and access to Chilmark’s coveted south shore beaches, including Lucy Vincent and Squibnocket. The property unfolds as a small country compound with a distinctly pastoral sensibility. A classic barn, two run-in horse stalls, a fenced field, and a coop support equestrian pursuits or a small gentleman’s farm—an increasingly uncommon offering in Chilmark at this price point. The open acreage invites outdoor living, from summer entertaining and gardening to quiet enjoyment of the surrounding landscape and privacy. Inside, the home balances antique charm with thoughtful updates. Four bedrooms and three full baths include two main-level bedrooms and two second-floor en-suite guest rooms, creating a comfortable and flexible layout for hosting family and friends. Living spaces are warm and inviting, with a masonry double fireplace, preserved period details, and an updated kitchen and baths. Recent improvements include HVAC, windows, insulation, and a five-bedroom septic system, offering flexibility for future expansion and barn renovation. Located steps from West Tisbury village, Alleys General Store, the library, the Yoga Barn, the Grange Hall and nearby conservation trails, the setting combines convenience with the privacy and natural beauty that define Chilmark. A distinctive Vineyard offering with uncommon versatility—equally suited as a summer retreat, year-round residence, or small-scale farmstead.
Listing Agent
Michele Casavant
Vineyard Village Realty Listed on: 03/09/2026
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $4,100
Year Built
- Built in 1885 | Remodeled in 2018
Lot Details
- 1.6 Acre Lot
- Garden
Interior Spaces
- 2,350 Sq Ft Home
- Fireplace
- Pasture Views
- Washer
Bedrooms and Bathrooms
- 4 Bedrooms
- 3 Full Bathrooms
Outdoor Features
- Deck
- Patio
- Porch
Utilities
- Well
- Septic Tank
- Cable TV Available
Listing and Financial Details
- Tax Lot 20
- $697,800 per year additional tax assessments
Map
Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $3,714 | $1,650,500 | $697,800 | $952,700 |
| 2024 | $2,673 | $1,261,000 | $606,800 | $654,200 |
| 2023 | $2,572 | $977,900 | $466,700 | $511,200 |
| 2022 | $2,546 | $902,900 | $466,700 | $436,200 |
| 2021 | $2,444 | $840,000 | $466,700 | $373,300 |
| 2020 | $2,357 | $824,000 | $457,600 | $366,400 |
| 2019 | $2,285 | $793,500 | $457,600 | $335,900 |
| 2018 | $2,182 | $793,500 | $457,600 | $335,900 |
| 2017 | $2,109 | $787,100 | $457,500 | $329,600 |
| 2016 | $2,009 | $741,200 | $457,500 | $283,700 |
| 2015 | $1,951 | $741,700 | $457,500 | $284,200 |
| 2014 | -- | $736,700 | $484,000 | $252,700 |
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 03/28/2026 03/28/26 | Price Changed | $2,475,000 | -1.0% | $1,053 / Sq Ft | |
| 03/09/2026 03/09/26 | For Sale | $2,500,000 | +24.3% | $1,064 / Sq Ft | |
| 11/15/2023 11/15/23 | Sold | $2,012,000 | +5.9% | $856 / Sq Ft | View Prior Sale |
| 10/03/2023 10/03/23 | Pending | -- | -- | -- | |
| 09/29/2023 09/29/23 | For Sale | $1,900,000 | +137.5% | $809 / Sq Ft | |
| 04/17/2015 04/17/15 | Sold | $800,000 | -11.0% | $340 / Sq Ft | View Prior Sale |
| 01/06/2015 01/06/15 | Pending | -- | -- | -- | |
| 10/01/2014 10/01/14 | For Sale | $899,000 | -- | $382 / Sq Ft |
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Quit Claim Deed | $2,012,000 | None Available | |
| Deed | $800,000 | -- |
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $350,000 | Purchase Money Mortgage |
Source: LINK (Vineyard)
MLS Number: 44181
APN: CHIL-000011-000000-000020
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Ask me questions while you tour the home.