OFF MARKET

Off market mar 2017 for $1.4M

$3,297,156

Est. refi paymentEst. refi $10,078/mo

•

5,191

sq ft

320 Middle Rd, Chilmark, MA 02535

About this home

Located on picturesque Middle Road in Chilmark, this property has all the right components for your perfect Vineyard residence. The land: 5-acres of gently sloping meadow with distant water views to the south. The main house: Expansive sweep of living room, dining area and beautiful kitchen. 5-bedroom and 4.5 baths. Serene views over a vast lawn to water view vistas. The pool: indoor, 20'x40' with glass doors along south wall. The guest house: privately situated 2-bedroom/1-bath guesthouse. The barn: let your imagination go wild. A horse, a rec room, an artist studio.? You'll want to make your own aesthetic changes to this property, but you'll have all the basic ingredients you need. With many recent improvements, a must see!

Single-familyProperty Type

1980Year Built

5 acresLot Size

$635Est. Price/Sq.Ft.

1 car garageParking

Listed by Shakti Reynolds • Wallace & Co. Sotheby's International Realty

Bought with Shakti Reynolds • Wallace & Co. Sotheby's International Realty

Redfin checked: a minute ago

•Source:CCIMLS #21609215

Redfin Estimate

$3,297,156

$1.9M since sold in March 2017$101K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 16.7% lower than the average sale price ($3.96M) of 5 comparable homes.

SOLD SEP 18, 2026
$6,500,000
A
4 beds4.5 baths3,490 sq ft
308 South Rd, Chilmark, MA 02535
SOLD OCT 6, 2026
$4,550,000
B
4 beds4.5 baths5,402 sq ft
205 South Rd, Chilmark, MA 02575
SOLD AUG 27, 2026
$2,800,000
C
4 beds3.5 baths2,515 sq ft
300 North Rd/18 Belhaven Way, Chilmark, MA 02535
SOLD AUG 5, 2026
$2,013,500
D
4 beds3.5 baths2,428 sq ft
35 Nats Farm Ln, West Tisbury, MA 02575
SOLD JUN 29, 2026
$3,930,000
E
5 beds5 baths5,598 sq ft
71 Stoney Hill Road Rd, Vineyard Haven, MA 02568

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Earn from this home

Refinance

Est. cash available

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Market trends in 02535, MA

Last updated September 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-list price

94.0%

2.5% MoM

Median sale price

$5.2M

$2M MoM

Avg. days on market

43d

0 days MoM

Recently sold homes

1 MoM

Provided by Redfin

Sale history for 320 Middle Rd

Date

Event

Price

CCIMLS #21605933

May 12, 2017

Listing Removed

—

Dec 20, 2016

Price Changed

$1,450,000

$279/sq ft

Sep 7, 2016

Price Changed

$1,575,000

$303/sq ft

Jul 21, 2016

Listed

$1,795,000

$346/sq ft

CCIMLS #21609215

Mar 15, 2017

Sold

$1,420,000

$274/sq ft

Dec 20, 2016

Price Changed

$1,450,000

$279/sq ft

Oct 20, 2016

Listed

$1,575,000

$303/sq ft

CCIMLS #21600306

May 16, 2016

Listing Removed

—

Jan 14, 2016

Listed

$1,895,000

$365/sq ft

Public Records

Oct 24, 2003

Sold

$1,500,000

$289/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$6,286 (+10.8%)

$1,368,700 + $1,021,400

$2,390,100

2022

$5,673 (+3.2%)

$1,206,400 + $805,400

$2,011,800

2021

$5,496 (+3.4%)

$1,206,400 + $682,300

$1,888,700

2020

$5,314 (+2.6%)

$1,182,700 + $675,300

$1,858,000

2019

$5,178 (−0.3%)

$1,182,700 + $615,300

$1,798,000

2018

$5,193 (+11.7%)

$1,182,700 + $705,700

$1,888,400

2017

$4,650 (−0.8%)

$1,041,500 + $693,500

$1,735,000

2016

$4,689 (+2.9%)

$1,041,500 + $688,700

$1,730,200

2015

$4,555

$1,041,500 + $690,300

$1,731,800

Tax history for 320 Middle Rd

Year

Property tax

Land + Additions

Assessment*

2023

$6,286 (+10.8%)

$1,368,700 + $1,021,400

$2,390,100

2022

$5,673 (+3.2%)

$1,206,400 + $805,400

$2,011,800

2021

$5,496 (+3.4%)

$1,206,400 + $682,300

$1,888,700

2020

$5,314 (+2.6%)

$1,182,700 + $675,300

$1,858,000

2019

$5,178 (−0.3%)

$1,182,700 + $615,300

$1,798,000

2018

$5,193 (+11.7%)

$1,182,700 + $705,700

$1,888,400

2017

$4,650 (−0.8%)

$1,041,500 + $693,500

$1,735,000

2016

$4,689 (+2.9%)

$1,041,500 + $688,700

$1,730,200

2015

$4,555

$1,041,500 + $690,300

$1,731,800

*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

5 Acres

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Other

County

Dukes County

APN

3567125

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 19, 2023.

Property details

Parking

Parking Information
Parking Features: Assigned

Garage Infromation
Has Garage
Has Attached Garage
Garage Spaces: 1

Interior

Bathroom Information
# of Bathrooms (Full): 4
# of Bathrooms (1/2): 1

Laundry Information
Laundry Features: Electric Dryer

Fireplace Information
FireplacesTotal: 1

Other Room Information
Total Rooms : 14

Interior Features
Flooring: Wood, Tile
Appliances: Dishwasher, Electric Range, Propane Gas, Water Heater
Patio And Porch Features: Deck

Exterior

Exterior Features
Exterior Features: Outdoor Shower, Garden
Construction Materials: Shingle Siding
Roof: Asphalt, Wood, Shingle

Property Information
Property Sub Type: Single Family Residence
Other Structures: Guest House

Lot Information
Lot Features: Sloped, Wooded, Level, Views
Waterfront Features: Fresh, Salt, Waterview
Water Source: Well

Building Information
Year Built: 1980

Utilities

Heating & Cooling
Has Heating
Heating: Propane
Has Cooling
Cooling: Central Air

Location

Location Information
Directions: From down-Island, drive west on Middle Rd from the intersection with Panhandle Rd in WT for 3.5 miles, past Tea Lane, past Tabor House Rd to #320 on the left. Buoys hanging in the trees.

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 5 acres
Style: Other
Year Built: —
Year Renovated: —
County: Dukes County
APN: 3567125

Home facts updated by county records on Jul 19, 2023

Around this home

Schools

Chilmark Elementary School

Public K-5 • Assigned • 0.9mi

8/10

West Tisbury Elementary School

Public PreK-8 • Assigned • 5.1mi

7/10

Martha's Vineyard Regional High School

Public 9-12 • Assigned • 8.4mi

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 87° expected this year, 19 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

$3.13M – $3.79M

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

Nearby similar homes

$15,400,000

6 beds8 baths6,967 sq ft

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$5,900,000

7 beds4.5 baths6,921 sq ft

19 Locust Ln, Aquinnah, MA 02535

$2,850,000

4 beds3 baths2,927 sq ft

2 Bold Meadow Rd, Edgartown, MA 02539

$2,595,000

4 beds4.5 baths3,927 sq ft

44 Tiffany Dr, Oak Bluffs, MA 02557

$1,399,000

3 beds2.5 baths1,645 sq ft

7 Ploughshare Ln, Oak Bluffs, MA 02557

$2,490,000

3 beds3.5 baths3,579 sq ft

8 Jeffers Way, Aquinnah, MA 02535

Home values near 320 Middle Rd

Data from public records.

Address	Redfin Estimate
291 Middle Rd, Chilmark, MA 4 Beds \| 1 Baths \| 1437 Sq. Ft.	$1,287,369
349 Middle Rd, Chilmark, MA 4 Beds \| 3 Baths \| 1814 Sq. Ft.	$1,399,754

Address	Redfin Estimate
356 Middle Rd, Chilmark, MA - Beds \| - Baths \| 1866 Sq. Ft.	$3,178,487
8 Driveway, Chilmark, MA 4 Beds \| 2.5 Baths \| 2412 Sq. Ft.	$2,991,425

Address	Redfin Estimate
332 Middle Rd, Chilmark, MA 4 Beds \| 4.5 Baths \| 3249 Sq. Ft.	$2,850,286
1 Peaked Hill Rd, Chilmark, MA 4 Beds \| 3 Baths \| 2148 Sq. Ft.	$1,556,343

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

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 02535, MA

Sale history for 320 Middle Rd

Tax history for 320 Middle Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

Home values near 320 Middle Rd

More real estate resources