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Single Family Residence at 18 Point Inner Way, Chilmark MA 02535, Chilmark
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$45,000,000

18 Point Inner Way, Chilmark MA 02535
Chilmark, MA 02535
Listed by Alyssa Halisky
Bedrooms
7
Bathrooms
12
Living area
11,200 sqft
Year built
2012

About this home

A rare offering on the shores of Nashaquitsa Pond, this extraordinary contemporary waterfront estate redefines luxury living in Chilmark. Set on 4.9 acres with a private 115-foot deep-water dock, this one-of-a-kind compound features striking modern architecture, walls of glass, and panoramic water views throughout. The main residence offers six ensuite bedrooms, including a spectacular first-floor primary suite with dual spa-inspired baths. Dramatic living spaces with soaring cathedral ceilings open to expansive decks and a screened porch overlooking the pond. Exceptional amenities include two chef’s kitchens, a private theater, wine cellar, outdoor shower, and a hilltop writer’s cottage with sweeping views. The pool house is a private wellness retreat with a heated indoor pool, spa, sauna, steam room, cold plunge, guest suite, and retractable glass walls. Additional highlights include a tennis court, boathouse, entertainment barn with gym and recreation space, and a six-car garage.

Highlights

WaterfrontViewPrivate poolFireplace

Property details

MLS #
73523462
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
129
On market date
May 25, 2026
Stories
N/A
Total bathrooms
12
Garage spaces
6
Parking spaces
16
Lot size
4.9 acres

Location

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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 (e.g. NC Dept. of Public Instruction, SC Report Card).

Elementary
Chilmark Elementary
1.65 mi away · Grades 0-5
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
57
Student:teacher ratio
14.3:1
District
Up-Island Regional
Middle
None found nearby
High
None found nearby

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

Mortgage calculator

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Est. monthly payment
$271,145/mo
$9,000,000 down
$36,000,000 loan
Principal & interest$233,495
Property tax (est.)$37,500
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated May 29, 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.