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

$1,007,300

Trulia Estimate
  • 1 Bed
  • 2 Baths
  • 1,401 sqft (on 0.26 acres)

249 County Rd, Oak Bluffs, MA 02557

Est. Refi. Payment $5,867/mo*
Refinance Your Home
Currently Off Market - Sold Aug 11, 2025 for $980,000

Home Value

Trulia Estimate
$1.01M
Since last month
Increased$4K (+0.3%)
Since last year
Increased$27K (+2.8%)
Since last sale
Increased$27K (+2.8%)
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 +83% in the last 10 years
MonthEstimated value
2026
September 2026$1.01M
August 2026$1.01M
July 2026$1M
June 2026$999K
May 2026$998K
April 2026$990K
March 2026$999K
February 2026$997K
January 2026$987K
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
72 Washington Ave, Vineyard Haven, MA
0.28
Single-Family Home
$992,500
12/22/25
1
1.5
1,152
69 Summit Ave, Oak Bluffs, MA
0.25
Single-Family Home
$825,000
12/03/25
3
2
1,248
3 Kims Way, Oak Bluffs, MA
0.25
Single-Family Home
$1,188,000
09/15/26
3
2
1,164
8 Hitchings Cir, Oak Bluffs, MA
0.45
Single-Family Home
$860,000
02/09/26
2
2
1,232
1 Onondaga Ave, Oak Bluffs, MA
0.35
Single-Family Home
$835,000
11/05/25
1
1
960
28 Barling Ave, Oak Bluffs, MA
0.28
Single-Family Home
$968,750
06/05/26
2
1
1,232
22 Firehouse Ln, Oak Bluffs, MA
0.24
Single-Family Home
$905,000
09/02/26
2
1
1,074
54 Columbian Ave, Oak Bluffs, MA
0.27
Single-Family Home
$1,187,500
06/12/26
4
2
1,764
70 Carol Ln, Oak Bluffs, MA
0.34
Single-Family Home
$1,070,000
04/17/26
2
2.5
1,500
35 Stevens Ave, Oak Bluffs, MA
0.30
Single-Family Home
$1,290,020
12/05/25
2
3
1,632

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
68 Front Street, Oak Bluffs, MA 02557
0.02
$1,755,000
3
3
2,815
For Sale
62 Front St, Oak Bluffs, MA 02557
0.03
$1,147,100
2
2.5
1,496
Off Market
21 Hudson Ave, Oak Bluffs, MA 02557
0.07
$2,440,700
8
4.5
4,549
Off Market
68 Front St, Vineyard Haven, MA 02568
0.08
$1,534,400
3
3
2,695
Off Market
0A California Ave, Oak Bluffs, MA 02557
0.10
$625,000
-
-
-
For Sale
0B California Ave, Oak Bluffs, MA 02557
0.10
$675,000
-
-
-
For Sale
20 Hudson Avenue, Oak Bluffs, MA 02557
0.10
$957,200
3
2
1,240
Off Market
16 Hudson Ave, Oak Bluffs, MA 02557
0.10
$1,142,700
3
2
1,701
Off Market
18 Pinewood Ln, Oak Bluffs, MA 02557
0.09
$1,092,400
3
1.5
1,142
Off Market
2 Upper Douglas Ln, Oak Bluffs, MA 02557
0.10
$1,327,900
4
2
1,584
Off Market
Columbian Ave, Oak Bluffs, MA 02557
0.13
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 249 County Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2005
0.26 acre lot
1,401 sqft
$719/sqft

About this House

This charming Cape-style home is ideally located just over a mile from downtown Oak Bluffs, offering the perfect blend of relaxed living and convenience. The open and inviting layout features spacious first-floor living areas, complemented by high ceilings and wood floors. A versatile second-story loft space provides an additional nook, perfect for a home office. Fronting the bike bath, enjoy easy access to Oak Bluffs’ vibrant Main Street, stunning beaches, and the ferry, making it an ideal spot to experience all the best of down-island living. The property is being sold as-is. Fiduciary responsibilities apply.
249 County Rd, Oak Bluffs, MA 02557 is a 1 bedroom, 2 bathroom, 1,401 sqft single-family home built in 2005. It last sold for $980,000 on Aug 11, 2025 (1% below the $989,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,007,300, with a rent estimate of $4,007/month.
Last check for updates: about 3 hours ago
Listed by Katie Donahue
Sandpiper Realty
Bought with: Emma Kennedy, Sandpiper Realty
Source: LINK, MLS#42866

Home Details for 249 County Rd

Interior Features

Interior Details
Basement: Full with interior and bulkhead access.Number of Rooms: 5
Beds & Baths
Number of Bedrooms: 1Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1401 Square Feet
Appliances & Utilities
Utilities: CblAppliances: Stove: Y
Heating & Cooling
Heating: GFHANo CoolingHas HeatingHeating Fuel: GFHA
Fireplace & Spa
Fireplace: 0
Windows, Doors, Floors & Walls
Flooring: Hardwood, tile
Levels, Entrance, & Accessibility
Floors: Hardwood, Tile
View
No ViewView: None

Exterior Features

Exterior Home Features
Exterior: PubBch, DeckFoundation: Full
Parking & Garage
No CarportNo GarageNo Attached GarageParking: Private drive with plenty of parking
Frontage
Frontage Type: NoneNot on Waterfront
Water & Sewer
Sewer: Septic Tank

Property Information

Year Built
Year Built: 2005
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence

Price & Status

Price
List Price: $989,000

Active Status

MLS Status: S

Location

Direction & Address
City: Oak Bluffs

Building

Building Area
Building Area: 1401 Square Feet

Lot Information

Lot Area: 0.26 acres

Offer

Listing Agreement Type: E

Miscellaneous

BasementMls Number: 42866

Price and Tax history

DateEventPrice
Aug 11, 2025
Source: LINK #42866
Sold
$980,000
Jun 11, 2025
Source: Martha's Vineyard MLS #32500123
PriceChange
$989,000
Price decreased by 6%
Apr 18, 2025
Source: Martha's Vineyard MLS #32500123
Listed For Sale
$1,050,000
Mar 8, 2013
Source: LINK #24087
Sold
$375,000

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: 2026-09-18 00:59:52 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 249 County Rd

  • What is 249 County Rd estimated to be worth?
    Trulia's estimated value for 249 County Rd in Oak Bluffs, MA is $1,007,300.
  • What is the price history for 249 County Rd?
    249 County Rd in Oak Bluffs, MA last sold for $980,000 in August 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 249 County Rd?
    The lot at 249 County Rd in Oak Bluffs, MA is about 0.26 acres (11,350 sq ft).
  • Does 249 County Rd have parking?
    Yes, 249 County Rd in Oak Bluffs, MA has on-site parking.

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