Pending

$1,695,000

Est. $10,126/mo —

•

3,702

sq ft

174 Middle Rd, Chilmark, MA 02535

About this home

Nestled in the heart of Chilmark, this four-bedroom home offers a blend of comfort, convenience, and timeless Vineyard charm. Thoughtfully designed with distinct, well-proportioned rooms, the home centers around an expansive, sunlit, eat-in kitchen featuring dual ovens, elegant granite countertops, and extensive custom cherry wood built-ins that combine beauty and practicality. The welcoming living room, anchored by a pristine Vermont Castings wood stove, opens seamlessly to a covered porch and spacious deck--perfect for morning coffee or evening gatherings. The spacious first-floor primary suite provides a private retreat with two en-suite baths and two walk-in closets. Upstairs, you'll find two bedrooms with beautiful wood floors, built-in drawers, and cabinets that add both charm and functionality to the rooms. These bedrooms share a hall bath, making the second floor an ideal space for family or guests. A generous bonus room above the garage offers flexible space for a home office, gym, or additional sleeping quarters. A separate studio on the property adds further versatility.

Single-familyProperty Type

1983Year Built

1 acresLot Size

$458Price/Sq.Ft.

1 car garageParking

Listed by Sheila Morse • Island Real Estate

Listing updated: Oct 5, 2026 at 09:32am

Redfin checked: a few seconds ago

•Source:CCIMLS #22603889

Payment calculator

$10,126 per month

Principal and interest$9,481

Property taxes

$305

HOA dues

Home insurance

$339

Utilities

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Around this home

Schools

K - 12
Preschool & daycare

Chilmark Elementary School

Public K-5 • Assigned • 2.3mi

8/10

West Tisbury Elementary School

Public PreK-8 • Assigned • 3.7mi

7/10

Martha's Vineyard Regional High School

Public 9-12 • Assigned • 7.0mi

6/10

Provided by GreatSchools

About Martha's

Vineyard

Martha's Vineyard, located between Vineyard Sound and Nantucket Sound, is a coastal and rural West Tisbury neighborhood with wooded back roads and broad farm fields. The neighborhood’s character concentrates around the West Tisbury Village Center at State Road and Edgartown–West Tisbury Road, where the library lawn, small shops, and a low-key town-green rhythm set the pace. Architecture leans to shingled cottages, classic capes, and working farm outbuildings tucked behind stone walls. The Polly Hill Arboretum adds curated woodland paths and rare plantings to the island’s natural palette. The Grange Hall anchors a calendar of community gatherings, while Alley’s General Store keeps the everyday essentials distinctly local. Long Point Wildlife Refuge and nearby beaches frame a lifestyle shaped by trails, ponds, and salt air.

Provided by Walk Score and Local Logic

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
HU cable TV
Deck
Porch
Outdoor shower

Bedrooms
3 bedrooms

Bathrooms
3 full bathrooms

Kitchen
Dishwasher
Microwave
Electric range
Refrigerator
Water heater

Flooring
Wood flooring
Tile flooring

Heating & cooling
Has heating
Central air conditioning

Sale and tax history for 174 Middle Rd

Sale History
Tax History

Year

Property tax

Land + Additions

Assessment*

2023

$2,845 (+5.5%)

$522,800 + $559,000

$1,081,800

2022

$2,696 (+4.9%)

$480,900 + $475,000

$955,900

2021

$2,569 (+3.8%)

$480,900 + $401,900

$882,800

2020

$2,476 (−1.9%)

$471,500 + $394,200

$865,700

2019

$2,523 (+4.7%)

$471,500 + $404,500

$876,000

2018

$2,409 (+10.9%)

$471,500 + $404,500

$876,000

2017

$2,172 (−0.7%)

$410,000 + $400,600

$810,600

2016

$2,188 (+2.5%)

$410,000 + $397,500

$807,500

2015

$2,134

$410,000 + $401,400

$811,400

Public record

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

1 Acre

Year renovated

—

Finished Sq. Ft.

—

Unfinished Sq. Ft.

—

Total Sq. Ft.

—

Year built

—

Style

Other

County

Dukes County

APN

3565993

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 19, 2023.

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, 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

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Dec

Sun exposure

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Provided by Shadowmap

Redfin Estimate for 174 Middle Rd

$1,585,585

$109K under list price of $1.70M

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $1.4M to $2.8M.

SOLD SEP 24, 2026
$2,150,000 Last sold price
4 beds3.5 baths3,016 sq ft
3 Hidden Cove Rd, Oak Bluffs, MA 02557
$255/sq ft
smaller lot
1 year newer
SOLD MAY 12, 2026
$1,625,000 Last sold price
4 beds2.5 baths3,268 sq ft
7 Upper Meadow Ln, Oak Bluffs, MA 02557
$39/sq ft
smaller lot
11 years newer
SOLD AUG 5, 2026
$2,013,500 Last sold price
4 beds3.5 baths2,428 sq ft
35 Nats Farm Ln, West Tisbury, MA 02575
$371/sq ft
larger lot
3 years newer
SOLD AUG 27, 2026
$2,800,000 Last sold price
4 beds3.5 baths2,515 sq ft
300 North Rd/18 Belhaven Way, Chilmark, MA 02535
$655/sq ft
larger lot
12 years newer
SOLD DEC 18, 2025
$1,400,000 Last sold price
4 beds2 baths1,702 sq ft
42 Hidden Village Rd, West Tisbury, MA 02575
$365/sq ft
larger lot
1 year newer
SOLD JUL 10, 2026
$1,687,500 Last sold price
3 beds2.5 baths2,862 sq ft
103 Meadow View Rd, Oak Bluffs, MA 02557
$132/sq ft
larger lot
5 years newer

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Nearby similar homes

$3,790,000

7 beds4.5 baths4,464 sq ft

31 Josiah Sachem Way, West Tisbury, MA 02575

$5,495,000

3 beds3 baths2,234 sq ft

43 Sengekontacket Rd, Oak Bluffs, MA 02557

$3,495,000

5 beds4.5 baths4,816 sq ft

30 Water Gate Rd, Vineyard Haven, MA 02568

$15,400,000

6 beds8 baths6,967 sq ft

8 Snail Rd, Chilmark, MA 02535

$2,490,000

3 beds3.5 baths3,579 sq ft

8 Jeffers Way, Aquinnah, MA 02535

$1,125,000

2 beds1 bath896 sq ft

45 Quenames Rd, Chilmark, MA 02535

New listings for sale in 02535

$1,995,000

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Details provided by CCIMLS and may not match the public record. Learn more.

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