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.
For sale
$9,875,000
6 Wakeman Rd, Chilmark, MA 02535
6beds
3,758sqft
Single Family Residence
Built in 1934
4 Acres Lot
$9,225,700 Zestimate®
$2,628/sqft
$-- HOA
What's special
Private beach accessSpectacular water view settingBeautifully appointed main residence
- 16 days |
- 1,054 |
- 53 |
Zillow last checked:
Listing updated:
Listed by:
Jill Hobby Napior 508-642-0831,
Tea Lane Associates
Source: LINK,MLS#: 44509
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 6
- Full bathrooms: 5
- 1/2 bathrooms: 1
- Main level bedrooms: 3
Heating
- GFHA
Appliances
- Included: Stove: Wolfe four burner propane, Washer: Electrolux
Features
- A, AC, Ins, Irr, Media, OSh, Floor 1: Three bedrooms in the main house, two ensuite. Open living-dining area with gorgeous antique beams. Original wide plank hard wood flooring and wood burning fireplace with beautiful custom cabinetry frames the living room. There are doors off of the living room that lead to a private patio/outside dining area or on the South side there is a large deck and screened in porch overlooking the Atlantic Ocean and Chilmark pond. The kitchen is well equipped with a chefs stove and stainless steel appliances. All Waterworks hardware in the kitchen and baths. Off of a small alcove you enter into a den with high ceilings and open beams, large windows, a wood burning fireplace and a wet bar. Great for after dinner drinks or to cozy up for a movie.
- Flooring: Hard wood floors and tile baths
- Basement: Full basement in Main house
- Fireplace features: 4
Interior area
- Total structure area: 3,758
- Total interior livable area: 3,758 sqft
Property
Parking
- Parking features: Terrific parking area and two car garage
- Has garage: Yes
Features
- Exterior features: WViews, Deck, Garden, Patio, ScrPorch, PvtBch, DdBch, PubBch
- Has view: Yes
- View description: Ocean
- Has water view: Yes
- Water view: Ocean
- Frontage type: None
Lot
- Size: 4 Acres
- Features: Manicured lawn, old stonewall, gardens, private patios, screened in porch
Details
- Additional 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.
- Parcel number: CHILM24P165
- Zoning: RES
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Foundation: yes
Condition
- Year built: 1934
- Major remodel year: 2020
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
- Utilities for property: Cbl
Community & HOA
Location
- Region: Chilmark
Financial & listing details
- Price per square foot: $2,628/sqft
- Tax assessed value: $7,480,400
- Annual tax amount: $17,560
- Date on market: 5/27/2026
- Listing agreement: E
Estimated market value
$9,225,700
$8.67M - $9.69M
$7,994/mo
Price history
| Date | Event | Price |
|---|---|---|
| 5/27/2026 | Listed for sale | $9,875,000-24%$2,628/sqft |
Source: LINK #44509 Report a problem | ||
| 10/23/2025 | Listing removed | $13,000,000$3,459/sqft |
Source: LINK #43347 Report a problem | ||
| 7/22/2025 | Price change | $13,000,000-7.1%$3,459/sqft |
Source: LINK #43347 Report a problem | ||
| 5/30/2025 | Listed for sale | $14,000,000+263.6%$3,725/sqft |
Source: LINK #43347 Report a problem | ||
| 5/1/2002 | Sold | $3,850,000$1,024/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $16,031 +10% | $7,124,900 +3.6% |
| 2024 | $14,577 +4.3% | $6,876,000 +29.4% |
| 2023 | $13,974 +8.4% | $5,313,300 +16.2% |
| 2022 | $12,890 +4.3% | $4,571,000 +7.7% |
| 2021 | $12,356 +3.8% | $4,246,100 +2% |
| 2020 | $11,908 +13.9% | $4,163,700 +14.7% |
| 2019 | $10,456 +4.7% | $3,630,700 |
| 2018 | $9,984 +14% | $3,630,700 +11.1% |
| 2017 | $8,755 -0.9% | $3,266,700 +0.2% |
| 2016 | $8,835 | $3,260,300 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 02535
Nearby schools
GreatSchools rating
- 8/10Chilmark Elementary SchoolGrades: K-5Distance: 2.2 mi
- 7/10West Tisbury Elementary SchoolGrades: PK-8Distance: 4.2 mi
- 6/10Martha's Vineyard Regional High SchoolGrades: 9-12Distance: 7.2 mi
A local agent can set up tours, give advice and negotiate with sellers.
- Massachusetts
- Dukes County
- Chilmark
- 02535
- 6 Wakeman Rd




