21 Point Inner Way, Chilmark, MA 02535
Property image
Living Room Alcove
OFF MARKET

21 Point Inner Way
Chilmark, MA 02535

  • 4 Beds
  • 3 Baths
  • 2,650 sqft (on 0.91 acres)

$7,591,100

Trulia Estimate
as of Jul 6, 2026

$7,591,100

Trulia Estimate
as of Jul 6, 2026
4 Beds
3 Baths
2,650 sqft
(on 0.91 acres)

Local Information

  • Map ViewExplore the area around 21 Point Inner Way.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Pond House LLC is proof that dreams come true. A sublime elevated private setting just steps from the water with a 90 ft deep water dock encourage swimming, kayaking, sailing, boating, fishing et al and enjoying breathtaking views from every room and place on the property. What could be better than tumbling out of bed to waterski, fish off the dock, paddle board or scull at the ready, or swim a mile in fresh seawater cleansed by the tides twice a day. Perhaps, the only activity better is watching from inside or outside the house your young children or grandchildren exploring for clams and paddling around the shoreline in safe calm waters without concern for waves rolling in and out.

The house has great charm and character designed to bring the outside in. Last but not least are beautiful sunsets to cap off an active and wonderful day. The creative layout and wrap around upper and lower decks are ideal for memorable entertaining or special quiet time.
21 Point Inner Way, Chilmark, MA 02535 is a 4 bedroom, 3 bathroom, 2,650 sqft single-family home built in 1978. It last sold for $7,500,000 on Oct 14, 2005. It is currently off market. The Trulia Estimate is $7,591,100, with a rent estimate of $7,696/month.

Home Highlights

Parking
No Info
Outdoor
Patio, Deck
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 21 Point Inner Way

Interior Features

Heating & Cooling
Heating: OilHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 10

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: WoodGardenPatio

Property Information

Year Built
Year Built: 1978Year Updated: 2014
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Community

Units in Building: 1

Lot Information

Lot Area: 0.91 acres

Price History for 21 Point Inner Way

DatePriceEventSource
06/20/2020$11,750,000ListingRemovedAgent Provided
05/29/2020$11,750,000Listed For SaleAgent Provided
10/14/2005$7,500,000Sold
N/A

Market trends in Chilmark

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
27
11
MoM
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Property Tax and Assessment

Year2025
Tax$14,472
Assessment$6,431,900
Home facts updated by county records

Comparable Sales for 21 Point Inner Way

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.44
Single-Family Home
$6,550,000
11/14/25
4
3.5
3,355
0.34
Single-Family Home
$5,900,000
10/31/25
6
4.5
3,143
0.49
Single-Family Home
$5,750,000
04/10/26
2
1.5
1,446
0.95
Single-Family Home
$10,500,000
03/12/26
4
2.5
3,200
1.86
Single-Family Home
$6,650,000
03/17/26
5
4.5
5,000
1.77
Single-Family Home
$2,550,000
10/02/25
3
2
1,524
2.37
Single-Family Home
$1,470,000
03/24/26
4
2
1,600
2.59
Single-Family Home
$2,120,000
12/18/25
3
2.5
1,862
2.78
Single-Family Home
$1,575,000
01/09/26
3
3
2,308
3.00
Single-Family Home
$3,350,000
06/26/26
4
3
2,704

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Assigned Schools

These are the assigned schools for 21 Point Inner Way.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Chilmark

At least 2 Trulia users voted on each feature.
  • 100 % Say there's wildlife

  • 100 % Say there are community events

  • 100 % Say car is needed

  • 100 % Say yards are well-kept

  • 78 % Say neighbors are friendly

  • 75 % Say it's dog friendly

  • 75 % Say people would walk alone at night

  • 67 % Say parking is easy

  • 67 % Say it's quiet

  • 60 % Say they plan to stay for at least 5 years

  • 43 % Say there's holiday spirit

  • 33 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Elaine V.
    "I work and live here, and have been in Real estate here for over 20 years, I would recommend it to anyone who needs to feel a sense of community and enjoys nature. A wonderful place to live!!"

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 21 Point Inner Way

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Off Market Homes Near 21 Point Inner Way

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