2 beds2,250 sqft$3,111/sqft
26 Harbor Hill Rd, Chilmark, MA 02535
Est: $36,408/moGet pre-approved

Description

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...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)
LISTING UPDATED: 08/04/2026 09:09 AM

  1. Listed by Robert Kenney • Tea Lane Associates

Property Details for 26 Harbor Hill Road

Status
MLS #
44781
Days on Market
9
Taxes
$9,936 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
1 Family / Single Family Residence
Year Built
2016
Lot Size
0.28 AC / 12,250 SF
Zoning
R3
View
Ocean

Location

Listing Courtesy of Tea Lane Associates, Robert Kenney
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Virtual Tour

Building Information for 26 Harbor Hill Road

Stories-Year Built2016Building Size-Lot Size0.28 AC / 12,250 SF

Payment Calculator

$36,408 per month

30 year fixed, 6.55% Interest

Principal and Interest

$35,580

Property Taxes

$828

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 26 Harbor Hill Road

Summary
Location and General Information
  • Latitude: 41.3521165
  • Longitude: -70.7649915
  • Listing ods: WViews, Deck, Garden, Gym, PubBch
  • MLS Area Major: 5
Taxes and HOA Information
  • Tax Assessed Value: $1,537,900.00
  • Tax Lot: 107
  • Tax Map Number: 27.1
  • Tax Other Annual Assessment Amount: $2,696,000.00
  • Tax Year: 2026
Parking
  • Parking Features: yes
Property
Lot Information
  • Lot Features: Septic and parking, yes
  • Property Type: 1 Family
Property and Assessments
  • Photos Count: 40
  • Deed No: 74
  • Approval Status: -1
  • Reviewed: Yes
Utilities
  • Sewer: Septic Tank
  • Utilities: Cbl
  • Water Source: Well
Interior and Exterior Features
Exterior Features
  • Exterior Features: WViews, Deck, Garden, Gym, PubBch
Interior Features
  • Main Level Bedrooms: 0
  • Other Structures: High end appliances ! Owner retains right to park one car on the property.
  • Rooms Total: 7
  • Appliances: Stove: yes, Washer: yes
  • Fireplace Features: 0
  • Fireplace: No
  • Flooring: 3
  • Foundation Details: poured concrete
  • Furnished: Unfurnished
  • Heating: GFHA
  • Interior 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

Property History for 26 Harbor Hill Road

DateEvent & SourcePriceAppreciation
Jul 30, 2026

Listed (Active)

LINK #44781

$7,000,000
Apr 7, 2014

Canceled

LINK #23391

$2,450,000
Apr 2, 2014

Sold (Public Record)

Public Record #413470227

$2,050,000

+560.3% / yr

DateEvent & SourcePrice
07/30/2026

Listed (Active)

LINK #44781

$7,000,000
04/07/2014

Canceled

LINK #23391

$2,450,000
04/02/2014

Sold (Public Record)

Public Record #413470227

$2,050,000

+560.3% / yr

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 26 Harbor Hill Road

Taxable ValueLand$2,567,500Additions$1,478,000Total$4,045,500
Tax Record2025$9,102 ($758 / month)
Home Facts
Beds4Baths2.5Total Finished SqFt1,548 SqFtAbove Grade Finished SqFt1,548 SqFtStories2Lot Size13,068 SqFtStyleSingle Family ResidenceYear Built2016Zoning4-1.5CountyDUKESAPNCHIL M:271 P:107

Schools near 26 Harbor Hill Road

This home is within Up-Island Regional School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - PK to 8
Public - 9 to 12
Rating
School
Distance
Chilmark Elementary School
PublicK to 5

West Tisbury Elementary School
PublicPK to 8

Martha's Vineyard Regional High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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26 Harbor Hill Road is a single family home for sale in Chilmark, MA 02535. This property was listed for sale on July 30, 2026 by Tea Lane Associates, it's currently listed at $7,000,000. It has been on the market for a total of 9 days and was last sold on April 2, 2014. This listing's school districts are Up-Island Regional School District, Marthas Vineyard School District. Nearby schools include Chilmark Elementary School, West Tisbury Elementary School and Martha's Vineyard Regional High School. 26 Harbor Hill Road is a 2-bed, 3-bath, 2,250 sqft single family home built in 2016.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Tea Lane Associates, Robert Kenney

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.