18 Point Inner Way

Chilmark, MA 02535

$45,000,000
Price
7
Beds
14,780 Sq. Ft.
$3,045 / Sq. Ft.
14,780
Sq. Ft.
$3,045
per Sq. Ft.
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Aerial View
18 Point Inner Way
Waterfront Estate
18 Point Inner Way
Pool house and detached bedroom suite
Barn with 6 Car Garage and Gym. Tennis Court
Barn with 6 Car Garage and Gym. Tennis Court
Main House
18 Point Inner Way
18 Point Inner Way
Living room
Living room
Screened porch
Deck off main house
Living room
Kitchen
Kitchen
Kitchen
Living room
Wet bar
Dining room
Dining room and wet bar
Open first floor
First floor sitting room
First floor sitting room
First floor office
Primary bedroom suite on the first floor
Primary bedroom suite on the first floor
Powder room
Staircase
Second floor
Second floor
Second floor guest bedroom suite
Second floor guest bedroom suite
Second floor guest bedroom suite
Second floor deck
Lower level bath
Lower level of main house
Lower level bath
Lower level kitchen
Wine cellar
Media room
Lower level bedroom suite
Lower level bedroom suite
Lower Level
Pool house
Pool house
Pool house spa
Pool house kitchnette
Screened porch in pool house
Second floor of pool house living room
Second floor of pool house living room
Second floor of pool house bath
Second floor of pool house bath
Second floor of pool house bedroom
Second floor of pool house
Recreation Barn
Gym
Gym
Boat house
Dock view
Writer's cottage

Description

A rare offering on the shores of Menemsha Pond, this extraordinary contemporary waterfront estate redefines luxury living in Chilmark. Thoughtfully designed with striking modern architecture, walls of glass, and seamless indoor-outdoor living, this one-of-a-kind compound captures breathtaking water views from nearly every room. Set on 4.9 acres with a private 115-foot deep-water dock, the property represents an irreplaceable opportunity, as a waterfront estate of this scale and caliber could no longer...A rare offering on the shores of Menemsha Pond, this extraordinary contemporary waterfront estate redefines luxury living in Chilmark. Thoughtfully designed with striking modern architecture, walls of glass, and seamless indoor-outdoor living, this one-of-a-kind compound captures breathtaking water views from nearly every room. Set on 4.9 acres with a private 115-foot deep-water dock, the property represents an irreplaceable opportunity, as a waterfront estate of this scale and caliber could no longer be replicated. The main residence features six luxurious ensuite bedrooms, including a spectacular first-floor primary suite with dual spa-inspired bathrooms. Two state-of-the-art kitchens appointed with top-tier appliances provide exceptional spaces for entertaining, while the dramatic main living area showcases soaring cathedral ceilings and panoramic pond views. A screened porch and expansive waterfront deck create effortless transitions between interior and exterior living spaces. Upstairs, a striking glass-lined hallway with a dramatic glass floor overlooks the water, leading to guest suites with private baths and access to a second-floor deck. Exceptional amenities include a private theater with massage seating, wine cellar, and outdoor shower. Set just beyond, the pool house is designed as a private wellness retreat, featuring a heated indoor pool, spa, sauna, steam room, and cold plunge, all surrounded by retractable walls of glass that seamlessly blend indoor and outdoor living. The first floor also includes a full bath, kitchenette, laundry area, and spacious enclosed porch. The second level offers a luxurious guest suite complete with a bedroom, living room, spa-inspired bath with dual showers and soaking tub, and two private balconies overlooking the pond. The estate also includes an impressive barn-style entertainment pavilion with a professionally designed fitness center featuring floor-to-ceiling windows and scenic pond views. Adjacent is a sprawling recreation lounge designed for indoor basketball, billiards, ping pong, and additional sporting activities. Below, the structure houses an expansive six-car garage ideal for luxury vehicles, boating equipment, and recreational storage. Completing the compound are a private tennis court, hilltop writer’s cottage with panoramic water views, and a charming boathouse by the dock for waterfront gear. An unparalleled modern waterfront retreat in one of Martha’s Vineyard’s most exclusive settings.
  1. Listed by Alyssa Halisky • Wallace & Co. Sotheby's

Property Details for 18 Point Inner Way

Zoning
Res
View
Pond, D/Snd
LISTING UPDATED: 05/28/2026 10:03 PM

Property Details for 18 Point Inner Way

StatusActive
MLS #44498
Days on Market3
Taxes$91,953 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS Type1 Family / Single Family Residence
Year Built2012
Lot Size4.90 AC / 213,444 SF
CountyDukes County
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Location

Listing Courtesy of Wallace & Co. Sotheby's, Alyssa Halisky
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Building Information for 18 Point Inner Way

Stories-Year Built2012Building Size-Lot Size4.90 AC / 213,444 SF

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$231,903 per month

30 year fixed, 6.36% Interest

Principal and Interest

$224,240

Property Taxes

$7,663

HOA Dues

$0

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Property Information for 18 Point Inner Way

Summary
Location and General Information
  • Latitude: 41.3248152
  • Longitude: -70.7660386
  • Listing ods: PvtBch, Deck, Garden, Gym, H/Tub, Tennis, P/Pool, ScrPorch, Porch, Patio, WViews
  • Listing other Building: Grg
  • MLS Area Major: 5
Taxes and HOA Information
  • Tax Assessed Value: $32,311,900.00
  • Tax Lot: 114
  • Tax Map Number: 33
  • Tax Other Annual Assessment Amount: $8,018,400.00
  • Tax Year: 2026
Parking
  • Parking Features: Private stone driveway. 6-Car Garage
Property
Lot Information
  • Lot Features: Dock, Barn, 6-Car Garage, Tennis Court, Writer's Studio, Boat House
  • Lot Size Units: Acres
  • Property Type: 1 Family
Property and Assessments
  • Parcel Number: 3567681
  • Photos Count: 65
  • Approval Status: -1
  • Reviewed: Yes
Utilities
  • Sewer: Septic Tank
  • Utilities: Cbl
  • Water Source: Well
Interior and Exterior Features
Exterior Features
  • Exterior Features: PvtBch, Deck, Garden, Gym, H/Tub, Tennis, P/Pool, ScrPorch, Porch, Patio, WViews
  • Pool Features: In Ground, Pool - Inground Heated, Indoor
Interior Features
  • Main Level Bedrooms: 1
  • Other Structures: Dock, Boat House, 1, 927 sq. ft. Barn (Gym and Recreation space), Tennis Court, Writer's Cottage, 6-Car Garage, Storage Shed.
  • Rooms Total: 25
  • Appliances: Stove: Yes - 2 kitchens in main house, Washer: Yes - (Laundry room in main house and pool house)
  • Fireplace Features: 1
  • Fireplace: No
  • Flooring: 3
  • Foundation Details: Full foundation
  • Furnished: Unfurnished
  • Heating: GFHA
  • Interior Features: A,AC,Ins,Irr,Media,OSh, Floor 1: See Floor Plans, Floor 2: See Floor Plans, Floor 3: See Floor Plans

Property History for 18 Point Inner Way

DateEvent & SourcePriceAppreciation
May 25, 2026

Listed (Active)

MLS PIN #73523462

$45,000,000—
May 25, 2026

Listed (Active)

LINK #44498

$45,000,000—
Oct 19, 2020

Price Change

LINK #16988

$8,250,000—
DateEvent & SourcePrice
05/25/2026

Listed (Active)

MLS PIN #73523462

$45,000,000
05/25/2026

Listed (Active)

LINK #44498

$45,000,000
10/19/2020

Price Change

LINK #16988

$8,250,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 18 Point Inner Way

Taxable ValueLand$7,636,400Additions$31,317,500Total$38,953,900
Tax Record2025$87,646 ($7,304 / month)
Home Facts
Total Finished SqFt13,852 SqFtAbove Grade Finished SqFt13,852 SqFtStories2Lot Size213,444 SqFtStyleMulti-Family Dwelling (2-4)Year Built2012Zoning6-3CountyDUKESAPNCHIL M:33 P:114

Schools near 18 Point Inner Way

This home is within Up-Island Regional School District.
Rating
School
Type
Grades
Distance
Chilmark Elementary School
Public - K to 5
West Tisbury Elementary School
Public - PK to 8
Martha's Vineyard Regional High School
Public - 9 to 12
Rating
School
Distance
Chilmark Elementary School
PublicK to 5

West Tisbury Elementary School
PublicPK to 8

Martha's Vineyard Regional High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 18 Point Inner Way, Chilmark, MA 02535

18 Point Inner Way is a single family home for sale in Chilmark, MA 02535. This property was listed for sale on May 25, 2026 by Wallace & Co. Sotheby's, it's currently listed at $45,000,000. It has been on the market for a total of 3 days and was last sold on July 9, 2010. This listing's school districts are Up-Island Regional School District, Marthas Vineyard School District. Nearby schools include Chilmark Elementary School, West Tisbury Elementary School and Martha's Vineyard Regional High School. 18 Point Inner Way is a 7-bed, 13-bath, 14,780 sqft single family home built in 2012.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Wallace & Co. Sotheby's, Alyssa Halisky

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.