For sale

$45,000,000

Est. $241,256/mo —

•

11,200

sq ft

18 Point Inner Way, Chilmark, MA 02535

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.

Single-familyProperty Type

2012Year Built

4.9 acresLot Size

$4,018Price/Sq.Ft.

6 garage spacesParking

Listed by Alyssa Halisky • Wallace & Co. Sotheby's International Realty

Listed by Wallace & Co. Sotheby's International Realty

Listing updated: May 29, 2026 at 03:08am

Redfin checked: a few seconds ago

•Source:MLS PIN #73523462

Payment calculator

$241,256 per month

Principal and interest$224,593

Property taxes

$7,663

HOA dues

Home insurance

$9,000

Utilities

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Open houses

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Nearby open houses (2)

Around this home

Schools

K - 12
Preschool & daycare

Chilmark Elementary School

Public K-5 • Assigned • 1.7mi

8/10

West Tisbury Elementary School

Public PreK-8 • Assigned • 7.6mi

7/10

Martha's Vineyard Regional High School

Public 9-12 • Assigned • 10.9mi

6/10

Provided by GreatSchools

About Martha's

Vineyard

Martha's Vineyard, located between Vineyard Sound and Nantucket Sound, is a coastal and rural West Tisbury neighborhood with wooded back roads and broad farm fields. The neighborhood’s character concentrates around the West Tisbury Village Center at State Road and Edgartown–West Tisbury Road, where the library lawn, small shops, and a low-key town-green rhythm set the pace. Architecture leans to shingled cottages, classic capes, and working farm outbuildings tucked behind stone walls. The Polly Hill Arboretum adds curated woodland paths and rare plantings to the island’s natural palette. The Grange Hall anchors a calendar of community gatherings, while Alley’s General Store keeps the everyday essentials distinctly local. Long Point Wildlife Refuge and nearby beaches frame a lifestyle shaped by trails, ponds, and salt air.

Provided by Walk Score and Local Logic

Market insights

18 Point Inner Way · $45,000,000

DAYS ON MARKET

The average home goes pending in 63 days.

SALE-TO-LIST

Most homes are selling 1% below list price.

LIST PRICE

Median list price in this area is $3,217,275. (93% lower than this home)

PRICE DROP

13% of homes in this area have had a price drop in the past month.

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Sauna/steam/hot tub
Wet bar
Wired for sound
Finished basement with interior entry
One fireplace (total)

Bathrooms
11 full bathrooms
2 half bathrooms

Kitchen
Range
Oven
Dishwasher
Microwave
Refrigerator
Freezer
Wine refrigerator
Water treatment system
Tankless water heater

Laundry & utility
Washer
Dryer

Flooring
Wood
Tile
Hardwood
Other

Heating & cooling
Central heating (forced air)
Central air conditioning

Sale and tax history for 18 Point Inner Way

Sale History
Tax History

Year

Property tax

Land + Additions

Assessment*

2023

$80,035 (+9.0%)

$5,686,600 + $24,745,100

$30,431,700

2022

$73,456 (+10.9%)

$4,958,800 + $21,089,300

$26,048,100

2021

$66,260 (+3.4%)

$4,958,800 + $17,810,900

$22,769,700

2020

$64,065 (+3.8%)

$4,861,600 + $17,538,800

$22,400,400

2019

$61,707 (+4.7%)

$4,861,600 + $16,564,300

$21,425,900

2018

$58,921 (+3.9%)

$4,861,600 + $16,564,300

$21,425,900

2017

$56,735 (+0.2%)

$4,861,600 + $16,308,300

$21,169,900

2016

$56,619 (+3.1%)

$4,861,600 + $16,031,100

$20,892,700

2015

$54,934

$4,861,600 + $16,025,900

$20,887,500

Public record

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

4.9 Acres

Year renovated

—

Finished Sq. Ft.

—

Unfinished Sq. Ft.

—

Total Sq. Ft.

—

Year built

—

Style

Other

County

Dukes County

APN

3567681

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 19, 2023.

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

4/10 Heat Factor

7 days above 88° expected this year, 21 days in 30 years

8/10 Wind Factor

80% chance of strong winds in next 30 years

3/10 Air Factor

2 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Chilmark, MA • 02535

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

Try the sun simulator tool to see how light moves across the property at different times of day and year.

Provided by Shadowmap

Redfin Estimate for 18 Point Inner Way

$41,163,874

$3.8M under list price of $45.0M

Nearby comparable homes

The Redfin Estimate uses 5 recent nearby sales, priced between $1.9M to $4.2M.

SOLD AUG 5, 2026
$2,013,500 Last sold price
4 beds3.5 baths2,428 sq ft
35 Nats Farm Ln, West Tisbury, MA 02575
$3189/sq ft
smaller lot
26 years older
SOLD NOV 21, 2025
$2,500,000 Last sold price
5 beds4.5 baths4,982 sq ft
79 David Ave, Vineyard Haven, MA 02568
$3516/sq ft
smaller lot
25 years older
SOLD FEB 19, 2026
$4,150,000 Last sold price
5 beds5.5 baths4,003 sq ft
97 Longview Rd, West Tisbury, MA 02575
$2981/sq ft
smaller lot
4 years older
SOLD MAR 12, 2026
$3,710,000 Last sold price
3 beds5 baths3,171 sq ft
15 Old Farm Rd, Chilmark, MA 02535
$2848/sq ft
smaller lot
10 years older
SOLD MAR 31, 2026
$1,850,000 Last sold price
4 beds3 baths3,142 sq ft
7 South Meadow Ln, Oak Bluffs, MA 02557
$3429/sq ft
smaller lot
25 years older

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Early Access listings

EARLY ACCESSCOLDWELL BANKER REALTY COMING SOON

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EARLY ACCESSCOMPASS COMING SOON

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1 bed1 bath545 sq ft

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EARLY ACCESSCOLDWELL BANKER REALTY COMING SOON

$2,200,000

2 beds2 baths1,738 sq ft

Undisclosed address, Boston, MA 02116

EARLY ACCESSCOMPASS COMING SOON

$709,000

2 beds3 baths1,780 sq ft

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EARLY ACCESSCOMPASS COMING SOON

$1,425,000

6 beds5 baths2,776 sq ft

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EARLY ACCESSCOMPASS COMING SOON

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Nearby similar homes

$3,295,000

5 beds4 baths2,330 sq ft

29 & 33 Lagoon Pond Rd, Vineyard Haven, MA 02568

$14,500,000

11 beds12 baths9,500 sq ft

10 & 12 Boldwater Rd, Edgartown, MA 02539

$9,495,000

4 beds5 baths4,605 sq ft

29 Slough Cove Rd, Edgartown, MA 02539

VIDEO TOUR

$1,600,000

3 beds3 baths2,155 sq ft

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$3,099,000

3 beds3.5 baths3,082 sq ft

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4 beds4.5 baths3,927 sq ft

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Details provided by MLS PIN and may not match the public record. Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Payment calculator

Mortgage resources

See this home in person

Nearby open houses (2)

Around this home

Schools

Market insights

Property details

Sale and tax history for 18 Point Inner Way

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 18 Point Inner Way

Early Access listings

Nearby similar homes

More real estate resources