22 Wing Rd, Oak Bluffs, MA 02557
SOLD
DEC 30, 2025

$1,023,600

Trulia Estimate
  • 3 Beds
  • 1.5 Baths
  • 1,136 sqft (on 0.29 acres)

22 Wing Rd, Oak Bluffs, MA 02557

Est. Refi. Payment $5,961/mo*
Refinance Your Home
Currently Off Market - Sold Dec 30, 2025 for $1,000,000

Home Value

Trulia Estimate
$1.02M
Since last month
Increased$8K (+0.7%)
Since last year
Decreased$3K (-0.3%)
Since last sale
Increased$22K (+2.2%)
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 +112% in the last 10 years
MonthEstimated value
2026
September 2026$1.02M
August 2026$1.02M
July 2026$1.01M
June 2026$1.01M
May 2026$1.02M
April 2026$1.01M
March 2026$1.01M
February 2026$1.01M
January 2026$1M
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
8 Hitchings Cir, Oak Bluffs, MA
0.17
Single-Family Home
$860,000
02/09/26
2
2
1,232
3 Kims Way, Oak Bluffs, MA
0.32
Single-Family Home
$1,188,000
09/15/26
3
2
1,164
10 Winthrop Ave, Oak Bluffs, MA
0.20
Single-Family Home
$1,195,000
06/18/26
3
2
1,188
25 Windy Hill Rd, Oak Bluffs, MA
0.37
Single-Family Home
$982,000
12/19/25
3
1
980
56 Garvin St, Oak Bluffs, MA
0.28
Single-Family Home
$1,235,000
05/29/26
2
1
1,300
22 Firehouse Ln, Oak Bluffs, MA
0.46
Single-Family Home
$905,000
09/02/26
2
1
1,074
38 Rogers Way, Oak Bluffs, MA
0.42
Single-Family Home
$1,450,000
05/04/26
3
1.5
2,448
9 Bay View Ave, Oak Bluffs, MA
0.64
Single-Family Home
$1,090,000
01/16/26
3
2
1,428
24 School St, Oak Bluffs, MA
0.46
Single-Family Home
$782,000
03/06/26
2
1
861

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
12 Wing Rd, Oak Bluffs, MA 02557
0.06
$1,372,500
2
2.5
1,872
Off Market
31 Winthrop Ave, Oak Bluffs, MA 02557
0.08
$1,204,700
2
2
1,646
Off Market
30 Shawmut Ave, Oak Bluffs, MA 02557
0.10
$1,147,000
4
2
-
Off Market
14 Richmond Ave, Oak Bluffs, MA 02557
0.12
$954,200
3
1
986
Off Market
10 Richmond Ave, Oak Bluffs, MA 02557
0.14
$788,900
2
1
724
Off Market
3 Debettencourt Cir, Oak Bluffs, MA 02557
0.13
$1,028,200
1
2.5
1,640
Off Market
30 Franklin Ave, Vineyard Haven, MA 02568
0.14
$1,900,000
2
2.5
2,137
Recently Sold
7 Richmond St, Oak Bluffs, MA 02557
0.15
$1,020,000
3
1
1,120
Off Market
184 Circuit Avenue #0, Oak Bluffs, MA 02557
0.13
$1,137,300
Studio
-
1,942
Off Market
8 Hitchings Cir, Oak Bluffs, MA 02557
0.17
$860,000
2
2
1,232
Recently Sold
24 Shawmut Ave, Oak Bluffs, MA 02557
0.15
$1,209,400
4
2
1,770
Off Market

Local Information

  • Map ViewExplore the area around 22 Wing Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1900
0.29 acre lot
1,136 sqft
$880/sqft

About this House

Not Listed in LINK
22 Wing Rd, Oak Bluffs, MA 02557 is a 3 bedroom, 2 bathroom, 1,136 sqft single-family home built in 1900. It last sold for the $1,000,000 asking price on Dec 30, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,023,600, with a rent estimate of $5,555/month.
Last check for updates: about 2 hours ago
Listed by LINK
LINK
Source: LINK, MLS#44035

Home Details for 22 Wing Rd

Interior Features

Interior Details
Number of Rooms: 5
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1136 Square Feet
Appliances & Utilities
Utilities: None
Heating & Cooling
Heating: OFHWNo CoolingHas HeatingHeating Fuel: OFHW
View
No ViewView: None

Exterior Features

Frontage
Frontage Type: NoneNot on Waterfront
Water & Sewer
Sewer: Septic Tank

Property Information

Year Built
Year Built: 1900
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence

Price & Status

Price
List Price: $1,000,000Price Per Sqft: $880/sqft

Active Status

MLS Status: S

Location

Direction & Address
City: Oak Bluffs

Building

Building Area
Building Area: 1136 Square Feet

Lot Information

Lot Area: 0.29 acres

Offer

Listing Agreement Type: E

Miscellaneous

Mls Number: 44035

Price and Tax history

DateEventPrice
Dec 30, 2025
Source: LINK #44035
Sold
$1,000,000
Feb 24, 1999
Source: N/A
Sold
$163,000

Market trends in Oak Bluffs

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
72
14MoM

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: 2026-09-17 23:59:53 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 22 Wing Rd

  • What is 22 Wing Rd estimated to be worth?
    Trulia's estimated value for 22 Wing Rd in Oak Bluffs, MA is $1,023,600.
  • What is the price history for 22 Wing Rd?
    22 Wing Rd in Oak Bluffs, MA last sold for $1,000,000 in December 2025.
  • Is Oak Bluffs a buyer's or seller's market?
    Oak Bluffs is currently a seller'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.
  • How big is the lot at 22 Wing Rd?
    The lot at 22 Wing Rd in Oak Bluffs, MA is about 0.26 acres (11,326 sq ft).

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