Google street view image for 39 Wing Rd, Oak Bluffs, MA 02557

Off market

$1,062,126

•

1 ba

•

1,200

sq ft

39 Wing Rd, Oak Bluffs, MA 02557

About this home

39 Wing Rd is a 1,200 square foot house on a 0.62 acre lot with 3 bedrooms and 1 bathroom. Based on Redfin's Oak Bluffs data, we estimate the home's value is $1,062,126.

Single-familyProperty Type

1920Year Built

0.62 acresLot Size

$885Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$1,062,126

$30K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 25.6% lower than the average sale price ($1.43M) of 6 comparable homes.

SOLD OCT 16, 2026
$2,050,000
A
3 beds2 baths1,425 sq ft
312 E Chop Dr, Vineyard Haven, MA 02568
SOLD SEP 15, 2026
$1,188,000
B
3 beds2 baths1,164 sq ft
3 Kims Way, Oak Bluffs, MA 02557
SOLD SEP 2, 2026
$905,000
C
2 beds1 bath1,074 sq ft
22 Firehouse, Oak Bluffs, MA 02557
SOLD JUN 18, 2026
$1,195,000
D
3 beds2 baths1,188 sq ft
10 Winthrop Ave, Oak Bluffs, MA 02557
SOLD APR 22, 2026
$1,175,000
E
3 beds2 baths1,196 sq ft
112 Third Street North, Edgartown, MA 02539
SOLD OCT 16, 2026
$2,050,000
F
3 beds3 baths1,425 sq ft
312 East Chop Dr, Oak Bluffs, MA 02557

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Earn from this home

Rent

$2,109/mo

Redfin rental estimate

List your home for rent

Market trends in 02568, MA

Last updated October 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-list price

94.6%

0.4% MoM

Median sale price

$1.3M

$130K MoM

Avg. days on market

85d

2 days MoM

Recently sold homes

0 MoM

Provided by Redfin

Sale history for 39 Wing Rd

As the MLS and public records start to fill up, we'll list the details here.

Year

Property tax

Land + Additions

Assessment*

2023

$4,140 (+1.0%)

$457,200 + $326,800

$784,000

2022

$4,101 (+6.0%)

$344,400 + $259,600

$604,000

2021

$3,870 (+5.3%)

$301,400 + $223,700

$525,100

2020

$3,676 (+5.5%)

$287,000 + $207,100

$494,100

2019

$3,485 (+3.7%)

$250,300 + $202,900

$453,200

2018

$3,361 (+3.9%)

$226,000 + $203,300

$429,300

2017

$3,236 (+2.5%)

$214,300 + $182,700

$397,000

2016

$3,156 (+6.0%)

$220,900 + $168,300

$389,200

2015

$2,976

$220,900 + $153,000

$373,900

Tax history for 39 Wing Rd

Year

Property tax

Land + Additions

Assessment*

2023

$4,140 (+1.0%)

$457,200 + $326,800

$784,000

2022

$4,101 (+6.0%)

$344,400 + $259,600

$604,000

2021

$3,870 (+5.3%)

$301,400 + $223,700

$525,100

2020

$3,676 (+5.5%)

$287,000 + $207,100

$494,100

2019

$3,485 (+3.7%)

$250,300 + $202,900

$453,200

2018

$3,361 (+3.9%)

$226,000 + $203,300

$429,300

2017

$3,236 (+2.5%)

$214,300 + $182,700

$397,000

2016

$3,156 (+6.0%)

$220,900 + $168,300

$389,200

2015

$2,976

$220,900 + $153,000

$373,900

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

Permits

Aug 7, 2025 • Active

Building permit - residential express

Remove and replace the roof with asphalt shingles. Re-side a portion of the building with red cedar shingles.

Remodel

Roofing

Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.

Property details

Interior

Bathroom Information
# of Full Baths: 1

Heating & Cooling
Heating Type: Forced Air

Room Information
# of Rooms: 6

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: Antique/Historic
Construction Type: Frame
Exterior Wall: Wood Siding/Shingle
Roof Shape Type: Gable

Property Information
Living Sq. Ft: 1,200
Gross Sq. Ft: 1,340
# of Units: 1
# of Stories: 2

Lot Information
# of Buildings: 1
Land Sq. Ft: 27,007
Municipality Name: OAK BLUFFS
Acres: 0.62
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 3
Baths: 1.0
Sq. Ft.: 1,200
Stories: 2.0
Lot Size: 0.62 acres
Style: Single Family Residential
Year Built: 1920
Year Renovated: 1983
County: Dukes County
APN: 3877162

Home facts updated by county records on Jul 19, 2023

Around this home

Schools

K - 12
Preschool & daycare

Oak Bluffs Elementary School

Public PreK-8 • Assigned • 0.2mi

7/10

Martha's Vineyard Regional High School

Public 9-12 • Assigned • 2.6mi

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

5/10 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

In this area, properties receive around 8.8 hours in June and 4.5 hours in December, placing it below the U.S. average for solar exposure.

8.8 hrs

4.5 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.01M – $1.22M

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

Nearby similar homes

$5,750,000

6 beds6.5 baths5,424 sq ft

41 Hagerty Dr, Vineyard Haven, MA 02568

Custom cabinetry • Oversized island • Inviting home office

$1,095,000

1 bed2 baths1,428 sq ft

323 County Rd, Oak Bluffs, MA 02557

First floor den • Spacious deck • Outdoor shower

OPEN SUN, 1PM TO 3PM

$1,195,000

3 beds1.5 baths912 sq ft

11 Stanley St, Oak Bluffs, MA 02557

Cul-de-sac • Spacious lot • Recent upgrades

$2,695,000

5 beds4 baths2,374 sq ft

124 Main St, Vineyard Haven, MA 02568

Historic character • Period details • Light filled kitchen

$1,745,000

2 beds1 bath561 sq ft

11 Beach Rd, Oak Bluffs, MA 02557

Oceanfront cottage • Waterfront property • Eat-in kitchen

$639,000

Land— sq ft

52 Heath Hen Ln, Vineyard Haven, MA 02568

Sunny lot • Septic design • Quiet neighborhood

Home values near 39 Wing Rd

Data from public records.

Address	Redfin Estimate
24 Wing Road, Oak Bluffs, MA 3 Beds \| 1 Baths \| 728 Sq. Ft.	$832,374
32 Wing Road, Oak Bluffs, MA 4 Beds \| 2 Baths \| 1633 Sq. Ft.	$1,389,758
44 Wing Road, Oak Bluffs, MA 3 Beds \| 2 Baths \| 844 Sq. Ft.	$849,130
28 Tradewinds Road, Oak Bluffs, MA 2 Beds \| 1 Baths \| 800 Sq. Ft.	$796,448
33 Franklin Avenue, Oak Bluffs, MA 4 Beds \| 2 Baths \| 1260 Sq. Ft.	$1,145,568
14 Hitchings Circle, Vineyard Haven, MA 4 Beds \| 2.5 Baths \| 1848 Sq. Ft.	$1,461,599
37 Franklin Avenue, Oak Bluffs, MA 2 Beds \| 1 Baths \| 918 Sq. Ft.	$958,500

Address	Redfin Estimate
26 Wing Road, Oak Bluffs, MA 3 Beds \| 2 Baths \| 1328 Sq. Ft.	$1,178,000
47 Wing Road, Oak Bluffs, MA 4 Beds \| 1 Baths \| 1058 Sq. Ft.	$954,080
10 Richmond Avenue, Oak Bluffs, MA 2 Beds \| 1 Baths \| 724 Sq. Ft.	$828,569
18 Richmond Avenue, Oak Bluffs, MA 3 Beds \| 1 Baths \| 1232 Sq. Ft.	$1,038,964
10 Hitchings Circle, Vineyard Haven, MA 4 Beds \| 2.5 Baths \| 1566 Sq. Ft.	$1,345,772
40 Franklin Avenue, Oak Bluffs, MA 3 Beds \| 1.5 Baths \| 1512 Sq. Ft.	$1,201,397
36 Franklin Avenue, Oak Bluffs, MA 3 Beds \| 1.5 Baths \| 1018 Sq. Ft.	$968,913

Address	Redfin Estimate
28 Wing Road, Oak Bluffs, MA 3 Beds \| 1 Baths \| 1320 Sq. Ft.	$1,112,236
55 Wing Road, Vineyard Haven, MA 4 Beds \| 2.5 Baths \| 1866 Sq. Ft.	$1,577,792
14 Richmond Avenue, Oak Bluffs, MA 4 Beds \| 1 Baths \| 986 Sq. Ft.	$1,029,909
7 Richmond Street, Oak Bluffs, MA 3 Beds \| 1 Baths \| 1120 Sq. Ft.	$967,733
41 Franklin Avenue, Oak Bluffs, MA 5 Beds \| 2.5 Baths \| 1765 Sq. Ft.	$1,381,019
8 Hitchings Circle, Vineyard Haven, MA 2 Beds \| 1 Baths \| 1232 Sq. Ft.	$1,003,383
6 Hitchings Circle, Oak Bluffs, MA 2 Beds \| 1 Baths \| 1232 Sq. Ft.	$1,039,442

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