106 County Rd, Oak Bluffs, MA 02557
Property image
Property image
OFF MARKET

$1,374,100

Trulia Estimate
  • 3 Beds
  • 3.5 Baths
  • 1,640 sqft (on 0.27 acres)

106 County Rd, Oak Bluffs, MA 02557

Est. Refi. Payment $7,976/mo*
Refinance Your Home
Currently Off Market - Sold Aug 31, 2016 for $616,250

Home Value

Trulia Estimate
$1.37M
Since last month
Increased$32K (+2.3%)
Since last year
Increased$63K (+4.6%)
Since last sale
Increased$820K (+133%)
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 +132% in the last 10 years
MonthEstimated value
2026
September 2026$1.44M
August 2026$1.4M
July 2026$1.43M
June 2026$1.41M
May 2026$1.4M
April 2026$1.41M
March 2026$1.41M
February 2026$1.38M
January 2026$1.39M
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
5 Johns Way, Oak Bluffs, MA
0.04
Single-Family Home
$880,000
10/17/25
3
2
1,365
9 Bay View Ave, Oak Bluffs, MA
0.04
Single-Family Home
$1,090,000
01/16/26
3
2
1,428
70 Carol Ln, Oak Bluffs, MA
0.26
Single-Family Home
$1,070,000
04/17/26
2
2.5
1,500
38 Rogers Way, Oak Bluffs, MA
0.19
Single-Family Home
$1,450,000
05/04/26
3
1.5
2,448
48 Vineyard Avenue Ext, Oak Bluffs, MA
0.27
Single-Family Home
$1,530,000
01/13/26
3
2
2,015
48 Vineyard Ave, Vineyard Haven, MA
0.27
Single-Family Home
$1,530,000
01/13/26
3
2
2,015
35 Stevens Ave, Oak Bluffs, MA
0.33
Single-Family Home
$1,290,020
12/05/25
2
3
1,632
26 Winne Ave, Oak Bluffs, MA
0.27
Single-Family Home
$1,470,000
10/27/25
3
2.5
1,620
44 Carole Ave, Oak Bluffs, MA
0.22
Single-Family Home
$705,000
04/16/26
4
2
2,123
3 Kims Way, Oak Bluffs, MA
0.42
Single-Family Home
$1,188,000
09/15/26
3
2
1,164

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
20 Ferreira Way, Oak Bluffs, MA 02557
0.02
$1,061,900
3
2
1,512
Off Market
110 County Rd, Oak Bluffs, MA 02557
0.04
-
-
-
-
Off Market
15 Ferreira Way, Oak Bluffs, MA 02557
0.04
$817,600
1
1
862
Off Market
9 Bay View Ave, Oak Bluffs, MA 02557
0.04
$1,090,000
3
2
1,428
Recently Sold
5 Johns Way, Oak Bluffs, MA 02557
0.04
$1,290,800
3
2
1,365
Off Market
3 Carole Ave, Oak Bluffs, MA 02557
0.06
$1,238,500
4
2
1,997
Off Market
133 County Rd, Vineyard Haven, MA 02568
0.12
$2,148,700
2
2
1,507
Off Market
8 Dreamers Way, Oak Bluffs, MA 02557
0.12
-
-
-
-
Off Market
20 Tia Anna Lane, Oak Bluffs, MA 02557
0.12
$1,157,400
3
2
1,153
Off Market
25 Inca Road, Oak Bluffs, MA 02557
0.15
$1,584,800
4
3.5
1,943
Off Market
26 Tia Anna Ln, Oak Bluffs, MA 02557
0.14
$1,901,900
3
3
2,210
Off Market
19 Lagoon Rd, Oak Bluffs, MA 02557
0.17
$1,074,700
2
2
1,192
Off Market

Local Information

  • Map ViewExplore the area around 106 County Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1999
0.27 acre lot
1,640 sqft
$838/sqft

About this House

This single-family home is located at 106 County Rd, Oak Bluffs, MA. 106 County Rd is in Oak Bluffs, MA and in ZIP code 02557. This property has 3 bedrooms, 4 bathrooms and approximately 1,640 sqft of floor space. This property has a lot size of 0.27 acres and was built in 1999.
106 County Rd, Oak Bluffs, MA 02557 is a 3 bedroom, 4 bathroom, 1,640 sqft single-family home built in 1999. It last sold for $616,250 on Aug 31, 2016. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,374,100, with a rent estimate of $6,734/month.

Home Details for 106 County Rd

Interior Features

Interior Details
BasementNumber of Rooms: 6Types of Rooms: Walk In Closet, Dining Room, Family Room, Laundry Room
Heating & Cooling
Heating: Baseboard, Electric, Propane ButaneAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Windows, Doors, Floors & Walls
Double Paned Windows

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Shingle, WoodPorch
Parking & Garage
Parking: Off Street

Property Information

Year Built
Year Built: 1999Year Updated: 2018
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 0.27 acres

Price and Tax history

DateEventPrice
Aug 31, 2016
Source: LINK #30377
Sold
$616,250
Mar 16, 1999
Source: N/A
Sold
$238,500

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

Frequently asked questions about 106 County Rd

  • What is 106 County Rd estimated to be worth?
    Trulia's estimated value for 106 County Rd in Oak Bluffs, MA is $1,374,100.
  • What is the price history for 106 County Rd?
    106 County Rd in Oak Bluffs, MA last sold for $616,250 in August 2016.
  • 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.
  • Does 106 County Rd have air conditioning?
    Yes, 106 County Rd in Oak Bluffs, MA has air conditioning.
  • Does 106 County Rd have laundry facilities?
    Yes, 106 County Rd in Oak Bluffs, MA has in-unit laundry.

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Off Market Homes Near 106 County Rd

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