83 Wing Rd, Oak Bluffs, MA 02557
Property image
Property image
OFF MARKET

$1,455,000

Trulia Estimate
  • 4 Beds
  • 2 Baths
  • 1,705 sqft (on 0.66 acres)

83 Wing Rd, Oak Bluffs, MA 02557

Refinance Your Home
Currently Off Market - Sold Sep 5, 2023 for $1,390,000

Home Value

Trulia Estimate
$1.46M
Since last month
Decreased$2K (-0.1%)
Since last year
Increased$20K (+1.4%)
Since last sale
Increased$68K (+4.9%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +164% in the last 10 years
MonthEstimated value
2026
August 2026$1.46M
August 2026$1.45M
July 2026$1.46M
June 2026$1.47M
May 2026$1.46M
April 2026$1.45M
March 2026$1.47M
February 2026$1.43M
January 2026$1.44M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
35 Stevens Ave, Oak Bluffs, MA
0.15
Single-Family Home
$1,290,020
12/05/25
2
3
1,632
38 Rogers Way, Oak Bluffs, MA
0.24
Single-Family Home
$1,450,000
05/04/26
3
1.5
2,448
22 Wing Rd, Oak Bluffs, MA
0.21
Single-Family Home
$1,000,000
12/30/25
3
1.5
1,136
8 Hitchings Cir, Oak Bluffs, MA
0.09
Single-Family Home
$860,000
02/09/26
2
2
1,232
70 Carol Ln, Oak Bluffs, MA
0.21
Single-Family Home
$1,070,000
04/17/26
2
2.5
1,500
30 Franklin Ave, Vineyard Haven, MA
0.18
Single-Family Home
$1,900,000
02/09/26
2
2.5
2,137
5 Johns Way, Oak Bluffs, MA
0.43
Single-Family Home
$880,000
10/17/25
3
2
1,365
54 Columbian Ave, Oak Bluffs, MA
0.56
Single-Family Home
$1,187,500
06/12/26
4
2
1,764
10 Winthrop Ave, Oak Bluffs, MA
0.30
Single-Family Home
$1,195,000
06/18/26
3
2
1,188
9 Bay View Ave, Oak Bluffs, MA
0.46
Single-Family Home
$1,090,000
01/16/26
3
2
1,428

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
21 Norris Ave, Oak Bluffs, MA 02557
0.05
$205,100
2
1
1,086
Off Market
16 Hitchings Circle, Oak Bluffs, MA 02557
0.03
$978,800
2
2
986
Off Market
18 Hitchings Cir, Oak Bluffs, MA 02557
0.04
$931,500
2
2
1,000
Off Market
19 Hitchings Cir, Oak Bluffs, MA 02557
0.06
$1,000,900
4
1.5
966
Off Market
27 Hitchings Cir, Oak Bluffs, MA 02557
0.08
$992,100
2
1.5
986
Off Market
8 Hitchings Cir, Oak Bluffs, MA 02557
0.09
$860,000
2
2
1,232
Recently Sold
36 Norris Ave, Oak Bluffs, MA 02557
0.12
$1,184,300
3
2
1,321
Off Market
10 Kims Way, Oak Bluffs, MA 02557
0.13
$1,132,200
4
2.5
1,976
Off Market
39 Norris Ave, Oak Bluffs, MA 02557
0.14
$1,164,100
3
2
1,224
Off Market
14 Windy Hill Rd, Oak Bluffs, MA 02557
0.15
$1,350,700
3
2
1,456
Off Market
35 Stevens Ave, Oak Bluffs, MA 02557
0.15
$1,290,020
2
3
1,632
Recently Sold

Local Information

  • Map ViewExplore the area around 83 Wing Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1982
0.66 acre lot
1,705 sqft
$853/sqft

About this House

Just what you've been waiting for....meticulously maintained 4 bedroom, 2 full bath home built and lived in by one family who paid attention to detail inside and out. Built in 1982 this wonderful family residence shows like a new home and is complemented by the colorful landscaping of mature plantings and trees throughout the property offering a serene private setting with plenty of parking for your guests along the circular native pea stone driveway. With the proper permitting from the town, there appears to be enough room for a pool. The property offers the convenience of being just a short walk to town center, the harbor, ferries, and elementary school making it ideal for seasonal rentals. There is a lot of storage in the home's full basement, the shed out back, and the single car garage. Upgrades include the following: 2008 an addition to the main house featured a large living room, completely new roof and exterior siding on the entire structure, gas forced hot water system was installed-new furnace and new hot water heater replaced 2021. 4 bedroom Title 5 septic installed in 2020, exterior painted in 2021, new gas fire place in living room in 2022, interior painting and carpeting in 2023, and front porch/deck built in 2023. Seller is offering to give a buyer copies of house plans for an addition that was contemplated for future expansion. Owner in residence,please respect their privacy. 24 hrs notice for showings
83 Wing Rd, Oak Bluffs, MA 02557 is a 4 bedroom, 2 bathroom, 1,705 sqft single-family home built in 1982. It last sold for the $1,389,900 asking price on Sep 5, 2023. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,455,000, with a rent estimate of $7,183/month.
Last check for updates: 44 minutes ago
Listed by Rene Ben David,Ocean Park Realty Inc. 508-847-4864
Ocean Park Realty Inc
Bought with: Diane Carr, Vineyard Village Realty
Source: LINK, MLS#40958

Home Details for 83 Wing Rd

Interior Features

Interior Details
Basement: Full Basement, includes washer & dryerNumber of Rooms: 8
Beds & Baths
Number of Bedrooms: 4Main Level Bedrooms: 2Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1705 Square Feet
Appliances & Utilities
Utilities: CblAppliances: Stove: yes, gas, also prewired for an electric stove, Washer: yes
Heating & Cooling
Heating: GFHWNo CoolingHas HeatingHeating Fuel: GFHW
Fireplace & Spa
Fireplace: 1 gas fireplace and a woodburning wood stove
Windows, Doors, Floors & Walls
Flooring: 2
Levels, Entrance, & Accessibility
Floors: 2
View
Has a ViewView: None, Res

Exterior Features

Exterior Home Features
Other Structures: A single stall garage with windows and side entrance.Exterior: Deck, Garden, PorchFoundation: blockGarden
Parking & Garage
No CarportNo GarageNo Attached GarageParking: yes offstreet parking 3-4 cars
Frontage
Frontage Type: NoneNot on Waterfront
Water & Sewer
Sewer: Septic Tank

Property Information

Year Built
Year Built: 1982Year Renovated: 2008
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence

Price & Status

Price
List Price: $1,389,900

Active Status

MLS Status: S

Location

Direction & Address
City: Oak Bluffs

Building

Building Area
Building Area: 1705 Square Feet

Lot Information

Lot Area: 0.66 acres

Offer

Listing Agreement Type: E

Miscellaneous

BasementMls Number: 40958

Price and Tax history

DateEventPrice
Sep 5, 2023
Source: LINK #40958
Sold
$1,390,000
Jul 15, 2023
Source: LINK #40958
Pending
$1,389,900
Jul 4, 2023
Source: Martha's Vineyard MLS #32300205
Contingent
$1,389,900
Jun 28, 2023
Source: Martha's Vineyard MLS #32300205
Listed For Sale
$1,389,900

Market trends in Oak Bluffs

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
58
4MoM

Around this home

What Locals Say about Oak Bluffs

At least 18 Trulia users voted on each feature.

  • 96 % Say it's dog friendly

  • 86 % Say kids play outside

  • 83 % Say yards are well-kept

  • 79 % Say it's walkable to restaurants

  • 79 % Say car is needed

  • 78 % Say people would walk alone at night

  • 78 % Say it's walkable to grocery stores

  • 73 % Say there's wildlife

  • 73 % Say they plan to stay for at least 5 years

  • 70 % Say there's holiday spirit

  • 67 % Say it's quiet

  • 62 % Say parking is easy

  • 59 % Say neighbors are friendly

  • 47 % Say there are community events

  • 44 % Say there are sidewalks

  • 36 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Easy to walk dogs"
    0
    Flag
  • P5j4f84ncw
    "Local people, well known community,quite,hard working people,solid business,good schools,hospitality,new opportunities,security and safety place to leave. "
    0
    Flag
  • Adrianalleyne
    "Oak Bluffs has a vibrant history and continues to be a bastion of African American culture. It’s worth checking out some of the many cultural sites in Oak Bluffs and throughout the island "
    0
    Flag
  • Trulia User
    "Oak Bluffs is a charming town with a bustling summer harbor and lovely shopping district. It’s a beautiful place to live. "
    0
    Flag
  • Jrheneeb
    "I love it here. It’s beautiful and the people are amazing. It’s a great place To come relax and unwind. "
    0
    Flag
  • Kayceesmith27
    "I take the bus to and from work . Car for longer distances. Boat to get to the main land which is 45min ride."
    0
    Flag
  • Andrea H.
    "This is fantasy island. It is not like the real world it's not fast paced. we say we're on island time. there's hardly any crime it's safe for kids. and it's a good community."
    0
    Flag
  • tkurian
    "I own a property in Oak Bluffs"
    0
    Flag
  • Kristin Z.
    "We live here year round in what most people think is a vacation paradise for the rich and famous. But in actuality it is one of the best communities to live in terms of caring wonderful neighbors and exciting intellectual stimulation throughout the winter in the form of performances, music groups, communities by interests. "
    0
    Flag
  • Island R. E.
    "This is a lovely and desirable area close to town and everything the island has to offer."
    1
    Flag

LGBTQ Local Legal Protections

© 2026 LINK, All Rights Reserved. Data last updated: 2026-09-11 04:59:23 PDT. Some properties may no longer be for sale if they have gone under contract, have sold, or are no longer being offered for sale since the last update.

Frequently asked questions about 83 Wing Rd

  • What is 83 Wing Rd estimated to be worth?
    Trulia's estimated value for 83 Wing Rd in Oak Bluffs, MA is $1,455,000.
  • What is the price history for 83 Wing Rd?
    83 Wing Rd in Oak Bluffs, MA last sold for $1,390,000 in September 2023.
  • Is Oak Bluffs a buyer's or seller's market?
    Oak Bluffs is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Oak Bluffs?
    Residents describe Oak Bluffs, MA as dog-friendly, well-kept, and walkable to restaurants. See recently sold homes in Oak Bluffs, MA.
  • Does 83 Wing Rd have laundry facilities?
    Yes, 83 Wing Rd in Oak Bluffs, MA has laundry facilities.
  • How big is the lot at 83 Wing Rd?
    The lot at 83 Wing Rd in Oak Bluffs, MA is about 0.66 acres (28,648 sq ft).

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