255 County Rd, Oak Bluffs, MA 02557
OFF MARKET

$1,056,400

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,990 sqft (on 0.43 acres)

255 County Rd, Oak Bluffs, MA 02557

Est. Refi. Payment $6,149/mo*
Refinance Your Home
Currently Off Market - Sold May 2, 1994 for $135,000

Home Value

Trulia Estimate
$1.06M
Since last month
Increased$11K (+1.1%)
Since last year
Increased$19K (+1.9%)
Since last sale
Increased$919K (+680.7%)
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 +100% in the last 10 years
MonthEstimated value
2026
September 2026$1.05M
August 2026$1.04M
July 2026$1.04M
June 2026$1.04M
May 2026$1.03M
April 2026$1.02M
March 2026$1.04M
February 2026$1.03M
January 2026$1.04M
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 New York Ave, Oak Bluffs, MA
1.16
Multi-Family Home
$3,050,000
04/15/26
7
5
3,880
140 Midland Ave, Vineyard Haven, MA
2.19
Multi-Family Home
$1,000,000
05/13/26
4
4
1,999
39 Iron Hill Rd, Oak Bluffs, MA
2.51
Multi-Family Home
$1,650,000
04/28/26
5
5.5
4,334
36 Smith Hollow Dr, Edgartown, MA
2.79
Multi-Family Home
$1,900,000
05/01/26
5
2.5
2,836
10 Dory Cir, Edgartown, MA
4.06
Multi-Family Home
$1,510,000
02/25/26
4
3
1,738
16 Hye Rd, Edgartown, MA
4.27
Multi-Family Home
$1,595,000
10/01/25
5
3
2,020
48 W Tisbury Rd, Edgartown, MA
4.55
Multi-Family Home
$1,000,000
01/13/26
3
3
1,959
51 Skiffs Ln, West Tisbury, MA
4.22
Multi-Family Home
$1,700,000
10/08/25
7
4.5
3,213

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
18 Pinewood Ln, Oak Bluffs, MA 02557
0.12
$1,092,400
3
1.5
1,142
Off Market
16 Hudson Ave, Oak Bluffs, MA 02557
0.05
$1,142,700
3
2
1,701
Off Market
249 County Rd, Oak Bluffs, MA 02557
0.10
$1,007,300
1
2
1,401
Off Market
68 Front Street, Oak Bluffs, MA 02557
0.10
$1,755,000
3
3
2,815
For Sale
20 Hudson Avenue, Oak Bluffs, MA 02557
0.07
$957,200
3
2
1,240
Off Market
10 Nunes Way, Oak Bluffs, MA 02557
0.06
$1,136,000
2
3.5
1,680
Off Market
21 Hudson Ave, Oak Bluffs, MA 02557
0.10
$2,440,700
8
4.5
4,549
Off Market
62 Front St, Oak Bluffs, MA 02557
0.13
$1,147,100
2
2.5
1,496
Off Market
68 Front St, Vineyard Haven, MA 02568
0.16
$1,534,400
3
3
2,695
Off Market
2 Upper Douglas Ln, Oak Bluffs, MA 02557
0.19
$1,327,900
4
2
1,584
Off Market
0A California Ave, Oak Bluffs, MA 02557
0.17
$625,000
-
-
-
For Sale
0B California Ave, Oak Bluffs, MA 02557
0.17
$675,000
-
-
-
For Sale

Local Information

  • Map ViewExplore the area around 255 County Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Multi-Family
Built in 1979
0.43 acre lot
1,990 sqft
$531/sqft

About this House

This multi-family home is located at 255 County Rd, Oak Bluffs, MA. 255 County Rd is in Oak Bluffs, MA and in ZIP code 02557. This property has 3 bedrooms, 2 bathrooms and approximately 1,990 sqft of floor space. This property has a lot size of 0.43 acres and was built in 1979.
255 County Rd, Oak Bluffs, MA 02557 is a 3 bedroom, 2 bathroom, 1,990 sqft multi-family built in 1979. It last sold for $135,000 on May 2, 1994. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,056,400, with a rent estimate of $4,047/month.

Home Details for 255 County Rd

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood

Property Information

Year Built
Year Built: 1979Year Updated: 2003
Property Type / Style
Property Type: Multi FamilyArchitecture: ranch

Community

Units in Building: 2

Lot Information

Lot Area: 0.43 acres

Price and Tax history

DateEventPrice
May 2, 1994
Source: N/A
Sold
$135,000

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

Frequently asked questions about 255 County Rd

  • What is 255 County Rd estimated to be worth?
    Trulia's estimated value for 255 County Rd in Oak Bluffs, MA is $1,056,400.
  • What is the price history for 255 County Rd?
    255 County Rd in Oak Bluffs, MA last sold for $135,000 in May 1994.
  • 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.

Explore by feature - Washer/dryer

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 255 County Rd

Skip to last item
Skip to first item

Homes for sale near 255 County Rd

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item