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
-- mins to
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
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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 |
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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 |
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Days on Market: 42 |
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Year Built Year Built: 1934Year Renovated: 2020 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family Residence |
Property Information Usage of Home: 402 |
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Price List Price: $9,875,000Price Per Sqft: $2,628 |
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MLS Status: A |
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Direction & Address City: Chilmark |
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Listing Agent Listing ID: 44509 |
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Building Area Building Area: 3758 Square Feet |
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Lot Area: 4 Acres |
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Listing Agreement Type: E |
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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
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
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Available listings
27
11MoM
Price History for 6 Wakeman Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 05/27/2026 | $9,875,000 | Listed For Sale | LINK #44509 |
| 10/23/2025 | $13,000,000 | ListingRemoved | LINK #43347 |
| 07/22/2025 | $13,000,000 | PriceChange | LINK #43347 |
| 05/30/2025 | $14,000,000 | Listed For Sale | LINK #43347 |
| 05/01/2002 | $3,850,000 | Sold | N/A |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| 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
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 6 Wakeman Rd.
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.
LGBTQ Local Legal Protections
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.

