Pending

$5,295,000

Est. $31,528/mo —

•

3,608

sq ft

385 Barnes Rd, Oak Bluffs, MA 02557

About this home

Set along 125 feet of private Lagoon frontage, this beautifully designed home offers over 5,400 sq. ft. of light-filled living space across three levels. High ceilings, skylights, and walls of glass capture sweeping water views, while a decorative stone fireplace anchors the main living area. The chef’s kitchen features stainless appliances, stone counters, custom cabinetry, and a large island, complemented by a wet bar and casual dining area. Three ensuite bedrooms include a primary suite with water views, a sitting area, walk-in closet, pool access, and a spa-like bath. The walk-out lower level offers a game room, media area, kitchenette, wine storage, and bonus room. Outdoors, enjoy a heated pool, spa, bluestone terrace, and direct access to calm waters for swimming, boating, and some of the best steamers, littleneck, and cherry stones on the Island. Offered furnished with strong rental history.

Single-familyProperty Type

2004Year Built

0.98 acresLot Size

$1,468Price/Sq.Ft.

2 garage spacesParking

Listed by Stephanie Roache • Donnelly + Co.

Listed by • Donnelly + Co.

Listing updated: Sep 2, 2026 at 03:08am

Redfin checked: a minute ago

•Source:MLS PIN #73496934

Payment calculator

$29,851 per month

Principal and interest$27,828

Property taxes

$2,024

HOA dues

Home insurance

Utilities

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Affordability tools

Open houses

No upcoming open houses.

Nearby open houses (10)

OPEN TODAY, 10AM TO 12PM
$550,000
2 beds3 baths1,352 sq ft
238 Seaward Bnd, Teaticket, MA 02536
OPEN TODAY, 10:30AM TO 12:30PM3D WALKTHROUGH
$3,000,000
5 beds3 baths2,830 sq ft
30 Overland Rd, Mashpee, MA 02649
OPEN TODAY, 11AM TO 1PM
$1,150,000
2 beds2.5 baths1,466 sq ft
533 Woods Hole Rd Unit E102, Woods Hole, MA 02543
OPEN TODAY, 11AM TO 1PM
$1,195,000
2 beds2.5 baths1,565 sq ft
533 Woods Hole Rd Unit E101, Woods Hole, MA 02543
OPEN TODAY, 11AM TO 1PM
$997,000
5 beds2 baths2,300 sq ft
63 Ellsworth Dr, East Falmouth, MA 02536
OPEN TODAY, 11AM TO 12PM
$950,000
4 beds3 baths2,600 sq ft
80 Seacoast Shores Blvd, East Falmouth, MA 02536
OPEN TODAY, 11AM TO 1PM
$649,900
2 beds2 baths1,352 sq ft
66 Woodland Trl, Teaticket, MA 02536
OPEN TODAY, 11AM TO 1PM
$649,900
2 beds2 baths1,857 sq ft
66 Woodland Trl Unit 66, Teaticket, MA 02536
OPEN TODAY, 11AM TO 1PM
$945,000
3 beds1.5 baths2,208 sq ft
74 Chase Lane & 25 Norton Ave, Vineyard Haven, MA 02568
OPEN TODAY, 12PM TO 2PM
$1,195,000
2 beds1.5 baths840 sq ft
4 Brant Rock Rd #4, Mashpee, MA 02649

Around this home

Schools

K - 12
Preschool & daycare

Oak Bluffs Elementary School

Public PreK-8 • Assigned • 1.8mi

7/10

Martha's Vineyard Regional High School

Public 9-12 • Assigned • 1.1mi

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
Open floorplan
Recessed lighting
Decorative molding
Balcony (interior)
Wet bar
Wine cellar
Sitting room
Game room / Bonus room
Den
Custom built closets / cabinetry
Stone / granite solid countertops
Lighting - overhead and pendant
Skylight

Bedrooms
Main-level primary bedroom with ceiling fan, tray ceiling, walk-in closet, picture window, recessed lighting and exterior access
Second-level bedroom with vaulted ceiling, ceiling fan, closet and recessed lighting
Second-level bedroom with vaulted ceiling, ceiling fan, closet and recessed lighting

Bathrooms
Four full bathrooms and three half bathrooms
Primary bathroom with double vanity, tiled shower stall, tub, stone/ceramic tile flooring, jacuzzi/whirlpool soaking tub, recessed and sconce lighting
Second-level full bathrooms with tub and shower combinations, stone/ceramic tile flooring and stone/granite countertops

Kitchen
Kitchen island
Upgraded cabinets
Stone / granite countertops
Breakfast nook / bar
Pot filler faucet
Wine chiller
Gas stove
Range hood
Second dishwasher
Wet bar adjacent to kitchen
Exterior access from kitchen

Laundry & utility
Main-level / first-floor laundry closet
Washer and dryer hookups (electric dryer hookup)
Flooring - stone/ceramic tile
Recessed lighting in laundry area
Plumbed for icemaker

Flooring
Hardwood flooring throughout main living areas and bedrooms
Stone / ceramic tile in bathrooms and laundry

Heating & cooling
Forced air heating
Central air conditioning
Has heating and cooling

Sale and tax history for 385 Barnes Rd

Sale History
Tax History

Year

Property tax

Land + Additions

Assessment*

2023

$24,156 (+10.8%)

$2,129,600 + $2,445,400

$4,575,000

2022

$21,798 (+7.0%)

$1,604,100 + $1,606,200

$3,210,300

2021

$20,373 (+5.2%)

$1,412,000 + $1,352,300

$2,764,300

2020

$19,368 (−0.7%)

$1,344,700 + $1,258,500

$2,603,200

2019

$19,512

$1,300,400 + $1,236,900

$2,537,300

2018

$19,517 (+5.2%)

$1,235,200 + $1,257,400

$2,492,600

2017

$18,559 (+8.7%)

$1,170,900 + $1,106,300

$2,277,200

2016

$17,069 (+39.8%)

$1,207,200 + $897,500

$2,104,700

2015

$12,209

$793,300 + $740,500

$1,533,800

Public record

Beds

Baths

4.5

Stories

Lot width

—

Lot depth

—

Lot size

0.98 Acres

Year renovated

2011

Finished Sq. Ft.

3,608

Unfinished Sq. Ft.

—

Total Sq. Ft.

3,608

Year built

2004

Style

Single Family Residential

County

Dukes County

APN

3878219

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, 20 days in 30 years

8/10 Wind Factor

80% chance of strong winds in next 30 years

2/10 Air Factor

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

Provided by First Street

Historical weather

Oak Bluffs, MA • 02557

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

89/ 100

Very good sunlight

Sunscore

This home receives average direct sun exposure in Oak Bluffs. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

10.2 hrs

5.1 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 385 Barnes Rd

$4,985,136

$310K under list price of $5.30M

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $1.5M to $3.7M.

SOLD MAR 31, 2026
$1,850,000 Last sold price
4 beds3 baths3,142 sq ft
7 South Meadow Ln, Oak Bluffs, MA 02557
$879/sq ft
smaller lot
17 years older
SOLD DEC 10, 2025
$2,250,000 Last sold price
4 beds3.5 baths3,014 sq ft
10 Wood Duck, Oak Bluffs, MA 02557
$721/sq ft
smaller lot
24 years older
SOLD MAR 12, 2026
$3,710,000 Last sold price
3 beds5 baths3,171 sq ft
15 Old Farm Rd, Chilmark, MA 02535
$298/sq ft
larger lot
2 years older
SOLD JAN 23, 2026
$1,500,000 Last sold price
5 beds3.5 baths2,436 sq ft
128 Spring St, Vineyard Haven, MA 02568
$852/sq ft
smaller lot
9 years 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
$878/sq ft
larger lot
16 years older
SOLD JUN 15, 2026
$2,875,000 Last sold price
3 beds2 baths1,569 sq ft
309 Barnes Rd, Oak Bluffs, MA 02557
$364/sq ft
smaller lot
16 years older

This home is pending

The seller has accepted an offer, and this property is now .

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$2,650,000

3 beds2.5 baths2,876 sq ft

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

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Payment calculator

Affordability tools

Open houses

Nearby open houses (10)

Around this home

Schools

Property details

Sale and tax history for 385 Barnes Rd

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 385 Barnes Rd

This home is pending

Questions? Redfin partner agents are here to help

Nearby similar homes

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