39 County Rd, Oak Bluffs, MA 02557
OFF MARKET

39 County Rd
Oak Bluffs, MA 02557

  • 2 Beds
  • 1 Bath
  • 800 sqft (on 0.52 acres)

$871,700

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $4,827/mo*
Refinance Your Home

$871,700

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $4,827/mo*
Refinance Your Home
2 Beds
1 Bath
800 sqft
(on 0.52 acres)

Home Value

Trulia Estimate
$872K
Since last month
Decreased$5K (-0.5%)
Since last year
Increased$48K (+5.8%)
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 +114% in the last 10 years
MonthEstimated value
2026
August 2026$873K
July 2026$878K
June 2026$869K
May 2026$851K
April 2026$827K
March 2026$840K
February 2026$829K
January 2026$828K
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
13 County Rd, Oak Bluffs, MA
0.11
Single-Family Home
$1,000,000
10/02/25
2
1
1,176
25 Oak Ave, Oak Bluffs, MA
0.32
Single-Family Home
$650,000
09/10/25
2
0.5
759
26 Hampson Ave, Oak Bluffs, MA
0.45
Single-Family Home
$999,000
01/13/26
2
1
1,078
21 Norris Ave, Oak Bluffs, MA
0.67
Single-Family Home
$800,000
09/04/25
2
1
1,086
24 School St, Oak Bluffs, MA
0.64
Single-Family Home
$782,000
03/06/26
2
1
861
5 Johns Way, Oak Bluffs, MA
0.30
Single-Family Home
$880,000
10/17/25
3
2
1,365
25 Windy Hill Rd, Oak Bluffs, MA
0.55
Single-Family Home
$982,000
12/19/25
3
1
980
32 Beach Rd, Oak Bluffs, MA
0.37
Single-Family Home
$975,000
09/30/25
3
2
836
48 Vineyard Avenue Ext, Oak Bluffs, MA
0.23
Single-Family Home
$1,530,000
01/13/26
3
2
2,015
48 Vineyard Ave, Vineyard Haven, MA
0.23
Single-Family Home
$1,530,000
01/13/26
3
2
2,015

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
40 County Rd, Oak Bluffs, MA 02557
0.02
$843,000
2
1
800
Off Market
60 Prospect Ave, Oak Bluffs, MA 02557
0.10
$1,304,900
3
2
2,192
Off Market
9 Leslie Lane, Oak Bluffs, MA 02557
0.11
$885,800
3
1
816
Off Market
13 County Rd, Oak Bluffs, MA 02557
0.11
$1,024,400
2
1
1,176
Off Market
21 Leslies Ln, Oak Bluffs, MA 02557
0.13
$1,708,800
4
3.5
1,983
Off Market
15 Leslies Ln, Oak Bluffs, MA 02557
0.15
$971,000
3
1.5
1,040
Off Market
5 James Pl, Oak Bluffs, MA 02557
0.15
$1,434,100
3
3
1,740
Off Market
28 Leslies Ln, Oak Bluffs, MA 02557
0.16
$2,033,100
3
2
2,457
Off Market
27 Leslies Ln, Oak Bluffs, MA 02557
0.16
$1,519,100
3
3
1,632
Off Market
30 Shirley Ave, Oak Bluffs, MA 02557
0.13
$1,870,300
3
3.5
2,900
Off Market
13 June Avenue, Oak Bluffs, MA 02557
0.14
$986,200
2
1.5
1,186
Off Market
33 Menahan St, Oak Bluffs, MA 02557
0.18
$1,253,100
3
2
1,438
Off Market

Local Information

  • Map ViewExplore the area around 39 County Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1964
Lot Size
0.52 acres
Living Area
800 sqft
Price/Sqft
$1,090

About this House

This single-family home is located at 39 County Rd, Oak Bluffs, MA. 39 County Rd is in Oak Bluffs, MA and in ZIP code 02557. This property has 2 bedrooms, 1 bathroom and approximately 800 sqft of floor space. This property has a lot size of 0.52 acres and was built in 1964.
39 County Rd, Oak Bluffs, MA 02557 is a 2 bedroom, 1 bathroom, 800 sqft single-family home built in 1964. It is currently off market. The Trulia Estimate is $871,700, with a rent estimate of $3,754/month.

Home Details for 39 County Rd

Interior Features

Heating & Cooling
Heating: Forced Air, OilAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 4

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Other

Property Information

Year Built
Year Built: 1964Year Updated: 1988
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 0.52 acres

Price and Tax history

YearProperty taxTax assessment
2025
$3,740
$740,500
Home facts updated by county records

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

Frequently asked questions about 39 County Rd

  • What is 39 County Rd estimated to be worth?
    Trulia's estimated value for 39 County Rd in Oak Bluffs, MA is $871,700.
  • 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.
  • What are the closest schools to 39 County Rd?
    The closest schools to 39 County Rd in Oak Bluffs, MA are Martha's Vineyard Regional High School (rated 6/10), Oak Bluffs Elementary School (Pre-K/Middle, rated 7/10).
  • How big is the lot at 39 County Rd?
    The lot at 39 County Rd in Oak Bluffs, MA is about 0.52 acres (22,651 sq ft).

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