6 Wakeman Rd, Chilmark, MA 02535
Property image
Property image
FOR SALE
4 ACRES

6 Wakeman Rd
Chilmark, MA 02535

  • 6 Beds
  • 5.5 Baths
  • 3,758 sqft (on 4 acres)

$9,875,000

$9,875,000

6 Beds
5.5 Baths
3,758 sqft
(on 4 acres)

Local Information

  • Map ViewExplore the area around 6 Wakeman Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Set in a spectacular water view setting with private beach access, this exceptional coastal compound offers a rare blend of privacy, flexibility, and breathtaking scenery. The property is thoughtfully composed of a beautifully appointed main residence, a separate guest house, an artist’s studio, and a detached garage with an additional bedroom above — creating the ideal retreat for extended family, guests, or creative living. Expansive water views are showcased throughout the property, with inviting indoor and outdoor spaces designed to capture the natural beauty of the shoreline. Whether enjoying morning coffee overlooking the water, entertaining on warm summer evenings, or taking a short stroll to the private dock on Chilmark Pond, or boating over to the private sandy Atlantic Ocean beach,every aspect of this property embraces relaxed year-round coastal living. A truly unique offering, this compound presents an extraordinary opportunity to own a multi-generational retreat in an idyllic setting close to Chilmark town center as well as the conveniences of West Tisbury. The owners have plans for a pool and pool cabana if a new owner would like to pursue this, plan in documents attached to the listing.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
$2,628
Listed
42 days ago

Home Details for 6 Wakeman Rd

Interior Features

Interior Details
Basement: Full basement in Main houseNumber of Rooms: 10
Beds & Baths
Number of Bedrooms: 6Main Level Bedrooms: 3Number of Bathrooms: 6Number of Bathrooms (full): 5Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3758 Square Feet
Appliances & Utilities
Utilities: CblAppliances: Stove: Wolfe four burner propane, Washer: Electrolux
Heating & Cooling
Heating: GFHANo CoolingHas HeatingHeating Fuel: GFHA
Fireplace & Spa
Fireplace: 4
Windows, Doors, Floors & Walls
Flooring: Hard wood floors and tile baths
Levels, Entrance, & Accessibility
Floors: Hard Wood Floors And Tile Baths
View
Has a ViewView: Ocean

Exterior Features

Exterior Home Features
Other Structures: There is a two bedroom, two bath guest house with a full kitchen. The living room has a wood burning fireplace and a private stone patio perfect for sunning, reading or a quiet morning coffee moment.Exterior: WViews, Deck, Garden, Patio, ScrPorch, PvtBch, DdBch, PubBchFoundation: yesGarden
Parking & Garage
No CarportHas a GarageNo Attached GarageParking: Terrific parking area and two car garage
Frontage
Frontage Type: NoneNot on Waterfront
Water & Sewer
Sewer: Septic Tank

Days on Market

Days on Market: 42

Property Information

Year Built
Year Built: 1934Year Renovated: 2020
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Property Information
Usage of Home: 402

Price & Status

Price
List Price: $9,875,000Price Per Sqft: $2,628

Active Status

MLS Status: A

Location

Direction & Address
City: Chilmark

Agent Information

Listing Agent
Listing ID: 44509

Building

Building Area
Building Area: 3758 Square Feet

Lot Information

Lot Area: 4 Acres

Offer

Listing Agreement Type: E

Miscellaneous

BasementMls Number: 44509Water ViewWater View: Ocean
Last check for updates: about 12 hours ago
Listing courtesy of Jill Hobby Napior 508-642-0831
Tea Lane Associates
Source: LINK, MLS#44509
Also Listed on LINK.

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

Price History for 6 Wakeman Rd

DatePriceEventSource
05/27/2026$9,875,000Listed For SaleLINK #44509
10/23/2025$13,000,000ListingRemovedLINK #43347
07/22/2025$13,000,000PriceChange
LINK #43347
05/30/2025$14,000,000Listed For SaleLINK #43347
05/01/2002$3,850,000Sold
N/A

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Property Tax and Assessment

Year2025
Tax$16,031
Assessment$7,124,900
Home facts updated by county records

Comparable Sales for 6 Wakeman Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.62
Single-Family Home
$6,100,000
03/24/26
6
7
5,660
0.87
Single-Family Home
$7,289,000
10/15/25
4
5
3,777
0.32
Single-Family Home
$1,607,000
07/10/25
4
3
2,850
1.13
Single-Family Home
$2,100,000
11/25/25
4
3
2,544
1.95
Single-Family Home
$3,710,000
03/12/26
3
5
3,171
1.12
Single-Family Home
$1,775,000
11/07/25
3
2
1,728
1.96
Single-Family Home
$2,475,000
09/05/25
4
3.5
2,300
2.23
Single-Family Home
$4,350,000
01/07/26
5
3
3,440
2.06
Single-Family Home
$4,325,000
12/05/25
5
2.5
3,885
2.13
Single-Family Home
$2,225,000
10/24/25
4
3
2,968

Nearby homes

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Assigned Schools

These are the assigned schools for 6 Wakeman Rd.
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

Jill Hobby Napior 508-642-0831, Tea Lane Associates
© 2026 LINK, All Rights Reserved. Data last updated: 2026-07-08 00:44:54 PDT. Some properties may no longer be for sale if they have gone under contract, have sold, or are no longer being offered for sale since the last update.
6 Wakeman Rd, Chilmark, MA 02535 is a 6 bedroom, 6 bathroom, 3,758 sqft single-family home built in 1934. This property is currently available for sale and was listed by LINK on May 27, 2026. The MLS # for this home is MLS# 44509.