Single Family Residence at 132 South Rd, Chilmark MA 02535
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34 photos

$1,600,000

132 South Rd, Chilmark MA 02535
Chilmark, MA 02535
Listed by Lisa Da Silva
Bedrooms
3
Bathrooms
3
Living area
2,155 sqft
Year built
1950

About this home

Nestled on a private, 1.9-acre lot along historic South Road in Chilmark, this charming New England retreat offers an exceptional sense of tranquility and classic Martha's Vineyard living. Built in 1950, Vineyard Home offers 2 bedrooms and 2 full bathrooms great light, cozy additional living spaces and fireplace. Multiple patios and gardens seamlessly connecting the living spaces to the surrounding natural landscape. In addition there is a one bedroom one bath guest cottage. The property features extensive parking and serene, tree-lined privacy back from the main road, serving as a peaceful getaway, investment property or year-round island home. Bring your personal updates and creative touch or begin anew and make this classic Chilmark estate your very own island legacy.

Highlights

Fireplace

Property details

MLS
MLS Property Information Network
MLS #
73546774
Property type
Single Family Residence
Subdivision
Chilmark
Status
Active
Days on market
105
On market date
July 8, 2026
Stories
N/A
Total bathrooms
3
Garage spaces
2
Parking spaces
6
Lot size
1.9 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
West Tisbury Elementary
3.03 mi away · Grades -1-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
356
Student:teacher ratio
8.5:1
District
Up-Island Regional
Middle
None found nearby
High
Martha's Vineyard Regional High
6.06 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
706
Student:teacher ratio
9.3:1
District
Martha's Vineyard

Walkability

Blended score for Chilmark's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

31
Car-dependent
out of 100
EPA National Walkability Index
10.2 / 20 -- Below average walkable
Google Places amenity density
0 / 100
Restaurants & cafes0
Grocery stores0
Parks0
Schools0
Transit stops0
Pharmacies0

Market position

How this listing compares to current activity in Chilmark, from live MLS data.

On the market 105 days -- 936 fewer days than Chilmark's current average of 1041 days.
For reference, the median list price across 35 active listings in Chilmark right now is $50,700.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Adjust tax / insurance estimates
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Est. monthly payment
$9,785/mo
$320,000 down
$1,280,000 loan
Principal & interest$8,302
Property tax (est.)$1,333
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated July 21, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.