26 Harbor Hill Rd, Chilmark, MA, 02535
About This Home
Martha's Vineyard has many wonderful properties but only a few are irreplaceable. Menemsha Harbor is authentic and irreplaceable and this property, Topmast, is the highest and most spacious lot with lovely yard and rare privacy. Topmast was designed and built by master craftsmen in 2016 with unusual quality and care and only occupied a few days each year so virtually brand new. Included close by is a 37+ ft end dock space with 4+ ft low tide draft which makes Topmast arguably the finest Menemsha Harbor home and property. The breathtaking 180 degree views of Menemsha Harbor, Village and Pond, the Aquinnah coastline and Lighthouse and Elizabeth Islands are only rivaled by the dramatic sunsets year round. Topmast is unique as a family home or a special addition to a grand property. (see great video on LINK and Tea Lane web page)
Getting Around
Car-Dependent
Very Limited Transit
Somewhat BikeableSchools
Construction
Condition
- Year built: 2016
Materials
- Foundation: poured concrete
Type & Style
- Home type: SingleFamily
- Property subType: Single Family Residence
Interior
Appliances
- Appliances included: Stove: yes,Washer: yes
Basement
- Has basement: Yes
- Basement: 4 usuable rooms including laundry room
Bedrooms & Bathrooms
- Bedrooms: 2
- Bathrooms: 3
- Full bathrooms: 1
- 1/2 bathrooms: 2
Features
- A,AC,Disp,Ins,Irr,MiniSplit,OSh,Floor 1: Foyer,powder room,kitchen,dining area,living room area and exercise/sleeping area,Floor 2: nice landing with open den/sleeping area,spacious outside balcony,corridor to two bedrooms,one full bath and one half bath
- Flooring: 3
- Fireplace features: 0
Heating
- Heating features: GFHA
Interior Area
- Total structure area: 2,250
- Total interior livable area: 2,250 sqft
Property
Details
- Parcel number: CHILM271P107
- Zoning: R3
Features
- Exterior features: WViews,Deck,Garden,Gym,PubBch
- Has view: Yes
- View description: Ocean
- Has water view: Yes
- Water view: Ocean
- On waterfront: Yes
- Waterfront features: Bay/Harbor
- Frontage type: Bay/Harbor
Lot
- Lot size: 0.28 Acres
- Features: Septic and parking,yes
Parking
- Parking features: yes
Climate Risk is Financial Risk
Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.
Biggest Threats for This Home
- Hurricane
- Coastal Flooding
- Inland Flooding
- Lightning
- Tsunami
How This Home’s Risks Compare
FEMA Declared Disasters Across Massachusetts Counties
Understanding the Costs
Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.
Estimated Costs Today
| Monthly | Annual | |
|---|---|---|
| Mortgage | $35,395 | $424,740 |
| Home Insurance * | $5,383 | $64,596 |
| Property Taxes | $1,285 | $15,420 |
| Electricity | $443 | $5,324 |
| Total | $42,506 | $510,072 |
Income You'd Need if You Spent...
Massachusetts FAIR Plan Programs
How Costs Could Change Over Time
Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.
Comparing Against the Market
Price Per Sq Ft
vs Other Active Listings
Avg $/sqft
vs Homes Sold Last Month
Median $/sqft
Current Market Trends
Median Price Per Square Foot
The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.
Historicals for This Listing
Zestimate History ($/sqft)
Price History
| Date | Event | Price |
|---|---|---|
| 2026-07-30 | Listed for sale | $7,000,000 |
| 2014-04-02 | Sold | $2,050,000 |
View on Zillow