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

Est. Mortgage $53,916/mo*
Get Pre-Qualified

$9,875,000

Est. Mortgage $53,916/mo*
Get Pre-Qualified
6 Beds
5.5 Baths
3,758 sqft
(on 4 acres)

Home Highlights

Parking
Garage
Price/Sqft
$2,628
Climate Control
Heating only
Listed
89 days ago

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

About this House

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.
Last check for updates: about 10 hours ago
Listing courtesy of Jill Hobby Napior 508-642-0831
Tea Lane Associates
Source: LINK, MLS#44509
Also Listed on LINK.

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: 89

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

Around this home

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!!"
    0
    Flag

Market trends in Chilmark

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
39
8MoM

Home Value

Trulia Estimate
$8.75M
Since last month
Decreased$50K (-0.6%)
Since last year
Decreased$4M (-30.3%)
Since last sale
Increased$5M (+126.9%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +137% in the last 10 years
MonthEstimated value
2026
August 2026$8.73M
July 2026$8.78M
June 2026$8.93M
May 2026$9.65M
2025
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
60 Meeting House Rd, Chilmark, MA
0.62
Single-Family Home
$6,100,000
03/24/26
6
7
5,660
25 Osprey Ln, Chilmark, MA
0.87
Single-Family Home
$7,289,000
10/15/25
4
5
3,777
6 Tabor Hls, Chilmark, MA
1.13
Single-Family Home
$2,100,000
11/25/25
4
3
2,544
15 Old Farm Rd, Chilmark, MA
1.95
Single-Family Home
$3,710,000
03/12/26
3
5
3,171
3 Fulling Mill Rd, Chilmark, MA
1.12
Single-Family Home
$1,775,000
11/07/25
3
2
1,728
31 N Slope Ln, Chilmark, MA
1.96
Single-Family Home
$2,475,000
09/05/25
4
3.5
2,300
146 Quansoo Rd, Chilmark, MA
2.23
Single-Family Home
$4,350,000
01/07/26
5
3
3,440
18 Homeward Way, Chilmark, MA
2.06
Single-Family Home
$4,325,000
12/05/25
5
2.5
3,885
9 Beetlebung Grove Way, Chilmark, MA
2.13
Single-Family Home
$2,225,000
10/24/25
4
3
2,968
49 Gosnolds Way, Chilmark, MA
2.49
Single-Family Home
$4,850,000
12/05/25
5
3.5
4,044

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
276 South Rd, Chilmark, MA 02535
0.11
$1,942,900
4
2
2,034
Off Market
260 South Rd, Chilmark, MA 02535
0.13
$4,311,100
6
2.5
2,604
Off Market
2 Other House Rd, Chilmark, MA 02535
0.19
$2,500,000
-
-
-
For Sale
8 Snail Road, Chilmark, MA 02535
0.22
$15,400,000
6
8
6,967
For Sale
8 Wauwompauque Trl, Chilmark, MA 02535
0.29
$5,300,000
5
3.5
2,210
For Sale
10 N Abels Hill Rd, Chilmark, MA 02535
0.32
$1,653,300
4
3
2,850
Off Market
99 Cygnet Way, Chilmark, MA 02535
0.35
$375,000
-
-
-
Recently Sold
26 Harding Hl, Chilmark, MA 02535
0.38
$4,436,200
4
3
3,853
Off Market
2 Rockrose Path, Chilmark, MA 02535
0.43
$1,974,900
4
3
1,900
Off Market
31 Cross Rip Ln, Chilmark, MA 02535
0.49
$1,090,400
1
1
512
Off Market
7 Yardarm Ln, Chilmark, MA 02535
0.50
$2,715,600
2
2.5
1,836
Off Market

Price and Tax history

DateEventPrice
May 27, 2026
Source: LINK #44509
Listed For Sale
$9,875,000
Oct 23, 2025
Source: LINK #43347
ListingRemoved
$13,000,000
Jul 22, 2025
Source: LINK #43347
PriceChange
$13,000,000
Price decreased by 7%
May 30, 2025
Source: LINK #43347
Listed For Sale
$14,000,000
May 1, 2002
Source: N/A
Sold
$3,850,000

LGBTQ Local Legal Protections

Jill Hobby Napior 508-642-0831, Tea Lane Associates
© 2026 LINK, All Rights Reserved. Data last updated: 2026-08-23 14:06:36 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.

Similar Homes You May Like

Skip to last item
Skip to first item

New Listings near 6 Wakeman Rd

Skip to last item
Skip to first item

Frequently asked questions about 6 Wakeman Rd

  • What is the estimated monthly payment for 6 Wakeman Rd?
    Based on a $9,875,000 list price with 20% down at today's rates, the estimated monthly payment for 6 Wakeman Rd in Chilmark, MA is approximately $55,903 (about $51,713 principal & interest, $4,115 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • What are the closest schools to 6 Wakeman Rd?
    The closest schools to 6 Wakeman Rd in Chilmark, MA are Chilmark Elementary School (rated 8/10), Martha's Vineyard Regional High School (rated 6/10), West Tisbury Elementary School (Pre-K/Middle, rated 7/10).
  • What is 6 Wakeman Rd estimated to be worth?
    Trulia's estimated value for 6 Wakeman Rd in Chilmark, MA is $8,753,800.
  • How big is the lot at 6 Wakeman Rd?
    The lot at 6 Wakeman Rd in Chilmark, MA is about 4 acres.
  • Does 6 Wakeman Rd have a garage?
    Yes, 6 Wakeman Rd in Chilmark, MA has a garage.
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.