217 Barnes Rd, Oak Bluffs, MA 02557
Property image
Property image
FOR SALE
3D VIEW
1.8 ACRES

$4,450,000

Original price: $4,650,000
  • 5 Beds
  • 4 Baths
  • 3,650 sqft (on 1.80 acres)

217 Barnes Rd, Oak Bluffs, MA 02557

Est. Mortgage $25,901/mo*
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Home Highlights

Single-Family Home
Built in 1960
1.8 acre lot
$1,219/sqft

Local Information

  • Map ViewExplore the area around 217 Barnes Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

What's unique:Unparalleled waterfront settingRefined living spacesRenovated three-bedroom main residence
This exceptional waterfront estate offers unmatched panoramic views from house and guest house with extraordinary privacy on a nearly two acre setting rarely found in this coveted Oak Bluffs location. Commanding sweeping vistas of Lagoon Pond, Vineyard Haven, Hines Point, the iconic drawbridge, Vineyard Sound, and even distant views of Cape Cod. The property includes a renovated three-bedroom main residence and a two-bedroom guest house, each thoughtfully oriented to capture the ever changing light over the water. The main home offers a spacious open layout with generous living, dining, and sitting areas, ideally suited for entertaining and family gatherings and all with stunning views of the water. A large, bright kitchen serves as the heart of the home, while the living room, dining room, primary bedroom and two elevated decks provide front row seats to boating activity, wildlife, and some of the most spectacular sunsets on the island. The primary bedroom is a serene sanctuary with floor to ceiling water views that feel truly immersive. A second main level bedroom also has water views and its own full bath. On the lower level, a bedroom suite includes a comfortable sitting area with a TV, and spacious full bath. The guest house is a retreat unto itself, offering equally stunning water views from kitchen, living room and private porch. Its large primary bedroom features ample space, while the additional bedroom is a cozy, private nook. Outdoors, the estate’s expansive grounds offer a rare combination of beauty, privacy, and direct waterfront access. Private steps lead to the property’s own sandy beach and mooring, where guests can enjoy swimming, boating, kayaking, paddle boarding, fishing, or simply savor the extraordinary natural beauty. An amazing variety of birds, including osprey complete the scene out on the water. The property also borders 14 acres of conservation land with scenic walking trails, enhancing the sense of seclusion, privacy and connection to nature. This is a truly remarkable island estate that has had only 3 owners in the past 65 years. This is a generational opportunity to enjoy and improve this family compound with unforgettable views, refined living spaces and unparalleled waterfront setting.
Last check for updates: 44 minutes ago
Listing courtesy of Elle Lash 508-560-1213
Tea Lane Associates
Source: LINK, MLS#44172
Also Listed on LINK.

Home Details for 217 Barnes Rd

Interior Features

Interior Details
Basement: Lower Level has a fully finished sitting area, bedroom and bathroom as well as laundry room and storage.Number of Rooms: 9
Beds & Baths
Number of Bedrooms: 5Main Level Bedrooms: 2Number of Bathrooms: 4Number of Bathrooms (full): 4
Dimensions and Layout
Living Area: 3650 Square Feet
Appliances & Utilities
Utilities: CblAppliances: Stove: yes, Washer: yes
Heating & Cooling
Heating: Heat PumpNo CoolingHas HeatingHeating Fuel: Heat Pump
Fireplace & Spa
Fireplace: yes
Windows, Doors, Floors & Walls
Flooring: hardwood
Levels, Entrance, & Accessibility
Floors: Hardwood
View
Has a ViewView: D/Snd

Exterior Features

Exterior Home Features
Other Structures: Guest House and large shed/garageExterior: WViews, Deck, Patio, Porch, PvtBch, GardenFoundation: concrete blockGarden
Parking & Garage
No CarportNo GarageNo Attached GarageParking: 10+ cars
Frontage
WaterfrontWaterfront: WaterfrontFrontage Type: WaterfrontOn Waterfront
Water & Sewer
Sewer: Septic Tank

Days on Market

Days on Market: 175

Property Information

Year Built
Year Built: 1960Year Renovated: 2020
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence

Price & Status

Price
List Price: $4,450,000Price Per Sqft: $1,219

Active Status

MLS Status: A

Media

Location

Direction & Address
City: Oak Bluffs

Agent Information

Listing Agent
Listing ID: 44172

Building

Building Area
Building Area: 3650 Square Feet

Lot Information

Lot Area: 1.8 Acres

Offer

Listing Agreement Type: E

Miscellaneous

BasementMls Number: 44172Water ViewWater View: D/Snd

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

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

Home Value

Trulia Estimate
$4.35M
Since last month
Increased$123K (+2.9%)
Since last year
Increased$1M (+52.2%)
Since last sale
Increased$3M (+216.5%)
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 +209% in the last 10 years
MonthEstimated value
2026
September 2026$4.35M
August 2026$4.23M
July 2026$4.41M
June 2026$4.44M
May 2026$4.83M
April 2026$5.28M
March 2026$2.83M
February 2026$2.74M
January 2026$2.72M
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
58 Weaver Ct, Tisbury, MA
0.59
Single-Family Home
$1,250,000
09/25/25
4
3
2,210
28 Grovedale Road, Oak Bluffs, MA
0.23
Single-Family Home
$1,450,000
01/15/26
3
3.5
2,376
5 Bayes Hill Circle, Oak Bluffs, MA
0.67
Single-Family Home
$1,600,000
01/20/26
4
2.5
2,855
96 Pond View Dr, Oak Bluffs, MA
0.43
Single-Family Home
$1,600,000
11/07/25
4
2.5
2,115
44 Tiffany Dr, Oak Bluffs, MA
0.92
Single-Family Home
$1,600,000
01/06/26
4
4.5
4,023
63 Bayes Hill Rd, Oak Bluffs, MA
0.70
Single-Family Home
$2,900,000
03/30/26
4
4
5,169
7 Upper Meadow Ln, Oak Bluffs, MA
0.74
Single-Family Home
$1,625,000
05/12/26
4
2.5
3,268
9 Grovedale Rd, Oak Bluffs, MA
0.14
Single-Family Home
$1,226,500
10/16/25
3
2
1,637
57 Hines Point Rd, Tisbury, MA
0.39
Single-Family Home
$5,000,000
06/04/26
3
2.5
2,589

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
9 Manchester Ave, Oak Bluffs, MA 02557
0.15
$1,192,800
3
2.5
1,547
Off Market
9 Grovedale Rd, Oak Bluffs, MA 02557
0.14
$1,291,600
3
2
1,637
Off Market
128 Manchester Ave, Oak Bluffs, MA 02557
0.17
$1,004,400
1
2
940
Off Market
8 Melrose Ave, Oak Bluffs, MA 02557
0.17
$1,539,000
3
4.5
1,951
For Sale
170 Barnes Rd, Oak Bluffs, MA 02557
0.22
$1,195,000
3
2
1,764
For Sale
Isaac Ave, Oak Bluffs, MA 02557
0.23
-
-
-
-
Off Market
26 Grovedale Rd, Vineyard Haven, MA 02568
0.25
$1,131,800
4
2
1,599
Off Market
267 Barnes Rd, Oak Bluffs, MA 02557
0.24
$4,395,000
3
5.5
4,046
For Sale
152 Barnes Rd, Oak Bluffs, MA 02557
0.30
$1,131,100
4
2
1,654
Off Market
143 Pennsylvania Ave, Oak Bluffs, MA 02557
0.29
$1,513,100
3
3.5
2,692
Off Market
142 Tellette St, Oak Bluffs, MA 02557
0.30
$817,600
1
2
1,590
Off Market

Price and Tax history

DateEventPrice
Sep 23, 2026
Source: LINK #44172
PriceChange
$4,450,000
Price decreased by 4%
Aug 18, 2026
Source: LINK #44172
PriceChange
$4,650,000
Price decreased by 4%
Jun 29, 2026
Source: LINK #44172
PriceChange
$4,850,000
Price decreased by 8%
May 19, 2026
Source: LINK #44172
PriceChange
$5,250,000
Price decreased by 8%
Apr 1, 2026
Source: LINK #44172
Listed For Sale
$5,695,000

LGBTQ Local Legal Protections

Elle Lash 508-560-1213, Tea Lane Associates
© 2026 LINK, All Rights Reserved. Data last updated: 2026-09-23 10:09:46 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.

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Frequently asked questions about 217 Barnes Rd

  • What is the estimated monthly payment for 217 Barnes Rd?
    Based on a $4,450,000 list price with 20% down at today's rates, the estimated monthly payment for 217 Barnes Rd in Oak Bluffs, MA is approximately $26,403 (about $24,474 principal & interest, $1,854 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • What do residents say about Oak Bluffs?
    Residents describe Oak Bluffs, MA as dog-friendly, well-kept, and walkable to restaurants. See homes for sale in Oak Bluffs, MA.
  • What are the closest schools to 217 Barnes Rd?
    The closest schools to 217 Barnes 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).
  • What is 217 Barnes Rd estimated to be worth?
    Trulia's estimated value for 217 Barnes Rd in Oak Bluffs, MA is $4,351,400.
  • Does 217 Barnes Rd have laundry facilities?
    Yes, 217 Barnes Rd in Oak Bluffs, MA has laundry facilities.
  • How big is the lot at 217 Barnes Rd?
    The lot at 217 Barnes Rd in Oak Bluffs, MA is about 1.8 acres.
217 Barnes Rd, Oak Bluffs, MA 02557 is a 5 bedroom, 4 bathroom, 3,650 sqft single-family home built in 1960. This property is currently available for sale and was listed by LINK on Apr 1, 2026. The MLS # for this home is MLS# 44172.