NEW CONSTRUCTION

For sale

$3,400,000

Est. $19,565/mo —

•

3,260

sq ft

27 Double Ox Rd, Oak Bluffs, MA 02557

About this home

Set on a private 1.34-acre parcel along a winding paved road in Oak Bluffs, this exceptional to-be-built luxury residence offers the perfect blend of modern sophistication and island charm. The home features over 3,200 square feet of beautifully crafted living space, including a first-floor primary suite, open-concept great room, gourmet kitchen with pantry, and seamless indoor-outdoor living areas. Upstairs are two additional bedroom suites, a loft-style family room/office, dedicated laundry, and flexible bonus room ideal for guests, media, or recreation. A screened porch, covered outdoor living spaces, and attached two-car garage enhance both functionality and lifestyle. Built with high-end finishes and attention to detail throughout, this stunning new construction offering presents an opportunity to own a luxury retreat with easy access to Oak Bluffs' beaches, harbor, restaurants, shops, and all the attractions that make the Vineyard such a sought-after destination.

Single-familyProperty Type

2027Year Built

1.34 acresLot Size

$1,043Price/Sq.Ft.

$300/moHOA Dues

2 garage spacesParking

Listed by Lesley Heidt • Sandpiper Realty, Inc.

Listed by Courtney Marek • Sandpiper Realty, Inc.

Listing updated: Sep 9, 2026 at 01:30pm

Redfin checked: a minute ago

•Source:MLS PIN #73542323

Payment calculator

$19,565 per month

Principal and interest$18,555

Property taxes

HOA dues

Home insurance

Utilities

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Open houses

No upcoming open houses.

Nearby open houses (10)

OPEN FRI, 4:30PM TO 5:30PM
$609,000
3 beds1 bath760 sq ft
19 Sachem Dr, East Falmouth, MA 02540
OPEN SAT, 11AM TO 1PM
$1,549,000
2 beds1 bath761 sq ft
29 Childs River Rd, East Falmouth, MA 02536
OPEN SAT, 11AM TO 12:30PM
$685,000
2 beds1.5 baths603 sq ft
33 Landmark Ave #616, Mashpee, MA 02649
OPEN SAT, 11AM TO 1PM
$699,000
2 beds1 bath902 sq ft
35 Landmark Unit 4C, Mashpee, MA 02649
OPEN SAT, 11AM TO 1PM
$615,000
3 beds2 baths1,170 sq ft
44 Brick Kiln Rd, Teaticket, MA 02536
OPEN SAT, 11AM TO 1PM
$699,000
2 beds1 bath902 sq ft
35 Landmark Ave Unit 35, Mashpee, MA 02649
OPEN SAT, 11AM TO 1PM3D WALKTHROUGH
$1,199,000
2 beds2.5 baths1,521 sq ft
3 Saltwater Cir, Mashpee, MA 02649
OPEN SAT, 11AM TO 12:30PM
$685,000
2 beds1.5 baths810 sq ft
33 Landmark Ave, Mashpee, MA 02649
OPEN SAT, 2PM TO 4PM
$925,000
3 beds2.5 baths1,890 sq ft
87 Neshobe Rd, Mashpee, MA 02649
OPEN SUN, 11AM TO 1PM
$550,000
2 beds3 baths1,352 sq ft
238 Seaward Bnd #238, Teaticket, MA 02536

Around this home

Schools

K - 12
Preschool & daycare

Oak Bluffs Elementary School

Public PreK-8 • Assigned • 1.5mi

7/10

Martha's Vineyard Regional High School

Public 9-12 • Assigned • 1.2mi

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

Offer insights

27 Double Ox Rd · $3,400,000

Strong offer

$3.4M and above

75% chance or better to win

Why $3.4M+ is a strong offer

DAYS ON MARKET

The average home goes pending in 43 days.

SALE-TO-LIST

Most homes are selling 5% below list price.

About offer insights

Property details

Interior
Exterior
Finance

Interior features
Wood flooring
Full basement with interior entry and bulkhead
One fireplace
Eight total rooms

Bedrooms
Master bathroom included

Bathrooms
Four full bathrooms
One half bathroom

Kitchen
Range
Dishwasher
Refrigerator
Electric water heater

Laundry & utility
Heat pump (also listed under heating)
Electric systems

Flooring
Wood

Heating & cooling
Gravity heating
Heat pump heating and cooling
Electric heating

Sale and tax history for 27 Double Ox Rd

Sale History
Tax History

Public record

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

1.34 Acres

Year renovated

—

Finished Sq. Ft.

—

Unfinished Sq. Ft.

—

Total Sq. Ft.

—

Year built

—

Style

Vacant Land

County

Dukes County

APN

5069828

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jan 30, 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

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

94/ 100

Exceptional sunlight

Sunscore

This home ranks in the top 21% for direct sun exposure in Oak Bluffs. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

9.7 hrs

5.6 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 27 Double Ox Rd

$3,299,816

$100K under list price of $3.40M

Nearby comparable homes

The Redfin Estimate uses 5 recent nearby sales, priced between $1.7M to $2.9M.

SOLD MAR 31, 2026
$1,850,000 Last sold price
4 beds3 baths3,142 sq ft
7 South Meadow Ln, Oak Bluffs, MA 02557
$454/sq ft
smaller lot
40 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
$789/sq ft
smaller lot
39 years older
SOLD MAY 22, 2026
$2,448,000 Last sold price
3 beds3.5 baths3,530 sq ft
61 Causeway Rd, Vineyard Haven, MA 02568
$350/sq ft
smaller lot
19 years older
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
$453/sq ft
larger lot
39 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
$296/sq ft
smaller lot
47 years older

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Early Access listings

EARLY ACCESSCOMPASS COMING SOON

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EARLY ACCESSCOMPASS COMING SOON

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Nearby similar homes

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4 beds4.5 baths3,039 sq ft

99 The Blvd, Edgartown, MA 02539

$2,650,000

3 beds2.5 baths2,876 sq ft

10 Woodhaven Dr, Edgartown, MA 02539

$945,000

3 beds1.5 baths2,208 sq ft

74 Chase Lane & 25 Norton Ave, Vineyard Haven, MA 02568

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6 beds6 baths5,034 sq ft

59 Hagerty Dr, Vineyard Haven, MA 02568

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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

See this home in person

Nearby open houses (10)

Around this home

Schools

Offer insights

Property details

Sale and tax history for 27 Double Ox Rd

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 27 Double Ox Rd

Early Access listings

Nearby similar homes

More real estate resources