This home's estimate is 72.6% higher than the average sale price ($1.39M) of 6 comparable homes.
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156 South Rd, Chilmark, MA 02535
About this home
This quintessential Vineyard retreat is located just 1.5 miles to West Tisbury on a large 5 acre lot on South Road. Upon entering this charming Cape you are immediately greeted with a warm yet dramatic post and beam living room with cathedral ceilings and a wood burning fireplace encased in a custom made floor to ceiling wood surround. The kitchen includes a small island and an additional room which could be used as a more casual eating area or sitting room. There is a bedroom and a den and bath in this section of the house leading to an inviting long corridor which provides access to the second bedroom and finally the master en suite. The home has a full house generator. The large lot enables the buyer to add a guest house, barn, garage, pool, etc with town approvals.
Redfin Estimate
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Market trends in 02535, MA
Last updated July 2026
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Sale history for 156 South Rd
$669/sq ft
$713/sq ft
$744/sq ft
$1,344/sq ft
Tax history for 156 South Rd
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Property details
Parking
- Parking Information
- Parking Spaces: 4
- Parking Features: Off Street, Stone/Gravel
Interior
- Bathroom Information
- # of Bathrooms (Full): 2
- Basement Information
- Basement: Partial
- Laundry Information
- Laundry Features: Electric Dryer Hookup, Washer Hookup
- Fireplace Information
- Has Fireplace
- # of Fireplaces (Total): 1
- Interior Features
- # of Rooms (Total): 7
- Flooring: Wood, Tile
- Interior Features: Walk-Up Attic
Exterior
- Building Information
- Building Area (Total): 2,084
- Foundation Details: Block
- Construction Materials: Frame, Post & Beam
- Year Built Source: Owner
- Year Built Details: Approximate
- Color: Natural
- Exterior Features
- Roof: Shingle
- Patio And Porch Features: Patio
- Exterior Features: Patio, Garden, Horses Permitted
- Property Information
- PropertySubType: Single Family Residence
- Security Features: Security System
- Lot Information
- Lot Size (Acres): 5
- Lot Features: Farm, Level
- Road Frontage Type: Public
Financial
- Tax Information
- Tax Annual Amount: $2,467
- Tax Year: 2018
Utilities
- Utility Information
- Utilities: for Electric Range, for Electric Dryer, Washer Hookup
- Sewer: Private Sewer
- Water Source: Private
- Heating & Cooling
- Has Heating
- Heating: Oil
Location
- Location Information
- Directions: Take South Road going up island. Look for black mailbox with a 156 on left before Blue Barque Rd,
- UnparsedAddress: 156 South Rd, Chilmark MA 02535
- Community Information
- Senior CommunityYN: No
- Community Features: Walk/Jog Trails, Conservation Area
- HorseYN: Yes
Public facts
- Beds: 4
- Baths: 2.0
- Sq. Ft.: 2,084
- Stories: 1.0
- Lot Size: 5 acres
- Style: Single Family Residential
- Year Built: 1994
- Year Renovated: 1994
- County: Dukes County
- APN: 3566220
Other
- Miscellaneous Information
- Heat Zones: 4
- Listing Information
- StandardStatus: Closed
Around this home
Schools
Public K-5 • Assigned • 3.1mi
Public PreK-8 • Assigned • 3.2mi
Public 9-12 • Assigned • 6.2mi
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
Minimal risk of a flood reaching the building in the next 30 years
Unlikely to be in a wildfire in next 30 years
7 days above 88° expected this year, 20 days in 30 years
80% chance of strong winds in next 30 years
2 unhealthy days expected this year, 3 days in 30 years
Sun exposure
In this area, properties receive around 8.9 hours in June and 4.5 hours in December, placing it below the U.S. average for solar exposure.
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Nearby similar homes
Home values near 156 South Rd
| Address | Redfin Estimate |
|---|---|
5 Beds | 3 Baths | 2880 Sq. Ft. | $1,762,961 |
5 Beds | 3.5 Baths | 2656 Sq. Ft. | $2,690,047 |
| Address | Redfin Estimate |
|---|---|
3 Beds | 2 Baths | 2344 Sq. Ft. | $1,313,364 |
2 Beds | 1.5 Baths | 1741 Sq. Ft. | $1,058,905 |
| Address | Redfin Estimate |
|---|---|
3 Beds | 3 Baths | 2155 Sq. Ft. | $1,547,908 |
5 Beds | 2 Baths | 1816 Sq. Ft. | $1,164,012 |
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