OFF MARKET

Off Market Oct 2016 for $7.6M

$13,891,264

•

5,240

sq ft

72 Cobbs Hill Rd, Chilmark, MA 02535

About this home

Travel a short distance down a scenic road past charming fields and country gates to arrive at a beautiful home with unique architectural details and stunning water and farm views. Designed by Richard Bertman of CBT Architects from Boston and built by John Early Builders, this quality built and impeccably maintained home features 6 bedrooms, 6.5 bathrooms, gourmet kitchen,a guest house, private dock, generator, and custom woodwork throughout. With ample space to entertain, the great room and screened in porch are perfectly suited to appreciate the Great Pond setting. Enjoy swimming, kayaking, shellfishing and boating to the sandy south shore beaches nearby.

Single-familyProperty Type

1995Year Built

8.3 acresLot Size

$2,651Est. Price/Sq.Ft.

2 car garageParking

Listed by Bill Rossi • Wallace & Co. Sotheby's International Realty

Bought with Bill Rossi • Wallace & Co. Sotheby's International Realty

Redfin checked: a few seconds ago

•Source:CCIMLS #21606775

Redfin Estimate

$13,891,264

$6.2M since sold in October 2016$32K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 312.2% higher than the average sale price ($3.37M) of 3 comparable homes.

SOLD AUG 27, 2026
$2,800,000
A
4 beds3.5 baths2,515 sq ft
300 North Rd/18 Belhaven Way, Chilmark, MA 02535
SOLD JUN 29, 2026
$3,930,000
B
5 beds5 baths5,598 sq ft
71 Stoney Hill Road Rd, Vineyard Haven, MA 02568
SOLD MAY 8, 2026
$3,381,000
C
4 beds3.5 baths3,327 sq ft
25 Bold Meadow Rd, Edgartown, MA 02539

Claim this home to receive a free report every month with insights on the changing estimate.

Market trends in 02535, MA

Last updated August 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-List Price

99.3%

0.0% MoM

Median sale price

$3.3M

$744 MoM

Avg. days on market

219d

0 days MoM

Recently sold homes

0 MoM

Provided by Redfin

Sale history for 72 Cobbs Hill Rd

Year

Property tax

Land + Additions

Assessment*

2023

$28,387 (+11.9%)

$3,702,400 + $7,091,200

$10,793,600

2022

$25,371 (+8.2%)

$2,897,400 + $6,099,300

$8,996,700

2021

$23,454 (+3.7%)

$2,897,400 + $5,162,400

$8,059,800

2020

$22,607 (+4.6%)

$2,840,600 + $5,064,000

$7,904,600

2019

$21,622 (+6.2%)

$2,840,600 + $4,667,100

$7,507,700

2018

$20,358 (+62.0%)

$2,840,600 + $4,562,300

$7,402,900

2017

$12,569 (+6.7%)

$2,494,000 + $2,195,800

$4,689,800

2016

$11,775 (+2.5%)

$2,494,000 + $1,851,000

$4,345,000

2015

$11,484

$2,494,000 + $1,872,700

$4,366,700

Tax history for 72 Cobbs Hill Rd

Year

Property tax

Land + Additions

Assessment*

2023

$28,387 (+11.9%)

$3,702,400 + $7,091,200

$10,793,600

2022

$25,371 (+8.2%)

$2,897,400 + $6,099,300

$8,996,700

2021

$23,454 (+3.7%)

$2,897,400 + $5,162,400

$8,059,800

2020

$22,607 (+4.6%)

$2,840,600 + $5,064,000

$7,904,600

2019

$21,622 (+6.2%)

$2,840,600 + $4,667,100

$7,507,700

2018

$20,358 (+62.0%)

$2,840,600 + $4,562,300

$7,402,900

2017

$12,569 (+6.7%)

$2,494,000 + $2,195,800

$4,689,800

2016

$11,775 (+2.5%)

$2,494,000 + $1,851,000

$4,345,000

2015

$11,484

$2,494,000 + $1,872,700

$4,366,700

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

8.3 Acres

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Other

County

Dukes County

APN

3565878

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 19, 2023.

Property details

Parking

Garage Infromation
Has Garage
Has Attached Garage
Garage Spaces: 2

Interior

Bathroom Information
# of Bathrooms (Full): 7
# of Bathrooms (1/2): 1

Basement Information
Basement: Partial

Fireplace Information
Has Fireplace

Other Room Information
Total Rooms : 9

Interior Features
Flooring: Hardwood, Tile

Exterior

Exterior Features
Exterior Features: Underground Sprinkler, Yard, Outdoor Shower, Garden
Construction Materials: Shingle Siding
Roof: Shingle, Wood
Foundation Details: Concrete Perimeter, Poured

Property Information
Property Sub Type: Single Family Residence
Property Condition: Actual

Lot Information
Lot Features: Bike Path, School, Shopping, Near Golf Course, House of Worship, Conservation Area
Lot Size Source: Assessor
Has Waterfront
Waterfront Features: Lake/Pond, Private, Pond
Water Source: Well
Road Frontage Type: Dead End Street, Private Road
Road Responsibility: Assoc Maintained
Zoning: Res

Building Information
Year Built: 1995

Utilities

Heating & Cooling
Has Heating
Heating: Forced Air
Has Cooling
Cooling: Central Air

Utility Information
Sewer: Private Sewer

Location

HOA Information
Has Association
Association Amenities: Road Maintenance, Snow Removal

Location Information
Directions: Take Cobbs Hill Road off South Road next to the Grey Barn. Follow until you get to 72 on your left
Distance To Shopping Comments: Convenient To Shopping
Distance To Schools Comments: Convenient To School
Distance To Place of Worship Comments: Convenient To House of Worship

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 8.3 acres
Style: Other
Year Built: —
Year Renovated: —
County: Dukes County
APN: 3565878

Home facts updated by county records on Jul 19, 2023

Around this home

Schools

West Tisbury Elementary School

Public PreK-8 • Assigned • 2.3mi

7/10

Martha's Vineyard Regional High School

Public 9-12 • Assigned • 5.0mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

4/10 Heat Factor

7 days above 88° expected this year, 20 days in 30 years

8/10 Wind Factor

80% chance of strong winds in next 30 years

3/10 Air Factor

2 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Chilmark, MA • 02535

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

Try the sun simulator tool to see how light moves across the property at different times of day and year.

Provided by Shadowmap

Estimated sale price

$13.20M – $15.98M

Sell confidently with a local market expert in Chilmark. 3 minutes to get started.

Nearby similar homes

$3,600,000

5 beds3 baths2,701 sq ft

20 James Pond Way, West Tisbury, MA 02575

$4,995,000

3 beds2 baths2,710 sq ft

35 South Bowl Rd, Chilmark, MA 02535

$1,175,000

3 beds1 bath998 sq ft

299 Daggett Ave Unit A, Vineyard Haven, MA 02568

$5,100,000

5 beds4 baths3,513 sq ft

61 Stonewall Rd, Chilmark, MA 02535

$2,950,000

3 beds3 baths1,469 sq ft

28 Black Point Rd, Chilmark, MA 02535

$2,950,000

4 beds3 baths2,927 sq ft

2 Bold Meadow Rd, Edgartown, MA 02539

Home values near 72 Cobbs Hill Rd

Data from public records.

Address	Redfin Estimate
61 Cobbs Hill Road, Chilmark, MA 7 Beds \| 4 Baths \| 4331 Sq. Ft.	$3,970,277
41 Cobbs Hill Road, Chilmark, MA 8 Beds \| 5.5 Baths \| 7846 Sq. Ft.	$15,230,294

Address	Redfin Estimate
81 Cobbs Hill Road, Chilmark, MA 5 Beds \| 4 Baths \| 3620 Sq. Ft.	$3,691,489
42 Kenasaoome Way, Chilmark, MA 3 Beds \| 2 Baths \| 1485 Sq. Ft.	$1,265,319

Address	Redfin Estimate
75 Cobbs Hill Road, Chilmark, MA 4 Beds \| 3.5 Baths \| 3093 Sq. Ft.	$4,835,347
99 Pond View Farm Road, West Tisbury, MA 3 Beds \| 3.5 Baths \| 4288 Sq. Ft.	$8,174,969

Property information provided by CCIMLS when last listed in 2016. This data may not match . Learn more.

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