385 Barnes Rd
Oak Bluffs, MA 02557
3 Beds
5.5 Baths
3,608 sqft (on 0.98 acres)
3 Beds
5.5 Baths
3,608 sqft
(on 0.98 acres)
Local Information
© Google
-- mins to
Description
SPECTACULAR WATERFRONT ESCAPE WITH POOL AND UNFORGETTABLE SUNSETS. Set along a coveted stretch of Lagoon frontage, this beautifully designed waterfront home captures the essence of relaxed luxury on Martha’s Vineyard. With 125 feet of private sandy beachfront and over 5,400 square feet of living space across three levels, the property is thoughtfully oriented to maximize light, views, and connection to the outdoors. The main living spaces are both dramatic and inviting, with high ceilings, skylights, and walls of glass that frame the ever-changing water views. A central staircase and classic columns define the space, with a decorative stone fireplace providing a natural focal point and warmth. A true chef’s kitchen is equipped with stainless steel appliances, expansive stone counter space, custom cabinetry and an oversized island. A wet bar featuring a beverage refrigerator and ice maker enhances the entertaining flow, while a more casual dining area provides a comfortable setting for hosting. The home includes three spacious ensuite bedrooms. The primary suite is privately situated and enjoys water views, direct access to the pool terrace, and a luxurious bath with soaking tub, double vanity, and glass-enclosed shower. Two additional en suite bedrooms are located on the second level, along with an open sitting area that overlooks the main living room below. Designed with entertaining in mind, the lower level features a billiards/game room, den, bonus room, kitchenette, wine storage, and flexible room for a gym or additional use. Outdoor living is a highlight of this fabulous property, with a heated pool and spa set within a bluestone terrace, and an outdoor kitchen area ready for your custom design and choice of appliances. This space is perfect under the open sky with multiple areas for lounging. The calm Lagoon waters are just steps away and offer ideal conditions for swimming, paddling, boating, and clamming, with the ability to secure a mooring. The Lagoon is known for some of the best steamers, littlenecks, and cherry stones on the Island. In fact, there is a huge clam bed in the Lagoon right behind the house off the private beach. Offered furnished, with a proven strong rental history, this property also enjoys a 2-car garage and is a rare offering combining privacy, comfort, and exceptional waterfront living.
Home Highlights
Parking
No Info
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
$1,523
Listed
57 days ago
Home Details for 385 Barnes Rd
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Interior Details Basement: Designed for entertaining, the walk-out lower level features a den, kitchenette, and wine cellar, complemented by a billiards/game room, bonus room, and direct outdoor access.Number of Rooms: 11 |
Beds & Baths Number of Bedrooms: 3Main Level Bedrooms: 1Number of Bathrooms: 7Number of Bathrooms (full): 4Number of Bathrooms (half): 3 |
Dimensions and Layout Living Area: 3608 Square Feet |
Appliances & Utilities Utilities: CblAppliances: Stove: Viking Gas 4-burner Range and Double Wall Ovens; Thermador Microwave, Washer: Whirlpool Duet Washer |
Heating & Cooling Heating: GFHANo CoolingHas HeatingHeating Fuel: GFHA |
Room & Shared Space Shared space is furnished |
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Exterior Home Features Other Structures: There is a detached two-car garage with a full second floor for storage space.Exterior: WViews, Porch, Patio, P/Pool, H/Tub, PvtBchFoundation: Poured Concrete |
Parking & Garage No CarportNo GarageNo Attached GarageParking: Pea stone driveway |
Frontage WaterfrontWaterfront: WaterfrontFrontage Type: WaterfrontOn Waterfront |
Water & Sewer Sewer: Septic Tank |
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Days on Market: 57 |
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Year Built Year Built: 2004Year Renovated: 2016 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family Residence |
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Price List Price: $5,495,000Price Per Sqft: $1,523 |
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MLS Status: A |
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Direction & Address City: Oak Bluffs |
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Listing Agent Listing ID: 42465 |
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Building Area Building Area: 3608 Square Feet |
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Lot Area: 0.98 acres |
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Listing Agreement Type: E |
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Furnished |
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BasementMls Number: 42465 |
Last check for updates: about 9 hours ago
Listing courtesy of Stephanie Roache
Donnelly + Co
Market trends in Oak Bluffs
Last updated April 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
45 11MoM
Price History for 385 Barnes Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 04/07/2026 | $5,495,000 | Listed For Sale | LINK #42465 |
| 12/15/2025 | $5,995,000 | ListingRemoved | LINK #43040 |
| 05/11/2025 | $5,995,000 | Listed For Sale | LINK #43040 |
| 09/14/2009 | $1,000,000 | Sold | N/A |
| 06/12/2008 | $2,500,000 | Sold | LINK #17849 |
| 04/04/2008 | $3,800,000 | Listed For Sale | Agent Provided |
| 03/08/2004 | $925,000 | Sold | N/A |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $24,579 |
| Assessment | $4,867,200 |
Home facts updated by county records
Comparable Sales for 385 Barnes Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.28 | Single-Family Home | $1,600,000 | 01/06/26 | 4 | 4.5 | 3,927 | |
0.31 | Single-Family Home | $1,685,000 | 10/09/25 | 3 | 3 | 2,251 | |
0.49 | Single-Family Home | $1,600,000 | 01/20/26 | 4 | 2.5 | 2,855 | |
0.51 | Single-Family Home | $975,000 | 03/30/26 | 3 | 2 | 1,469 | |
0.70 | Single-Family Home | $1,449,000 | 08/19/25 | 3 | 2 | 2,284 | |
0.57 | Single-Family Home | $1,500,000 | 03/03/26 | 6 | 3 | 5,418 | |
0.60 | Single-Family Home | $2,900,000 | 03/30/26 | 4 | 4 | 5,169 | |
0.86 | Single-Family Home | $1,625,000 | 05/12/26 | 4 | 2.5 | 3,268 | |
1.07 | Single-Family Home | $1,700,000 | 11/03/25 | 3 | 4 | 2,558 | |
0.90 | Single-Family Home | $1,250,000 | 09/25/25 | 4 | 3 | 2,210 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
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Assigned Schools
These are the assigned schools for 385 Barnes Rd.
- Oak Bluffs Elementary School
- PK-8
- Public
- 390 Students
7/10GreatSchools RatingParent Rating AverageAn excellent school where students seem to be happy, learning and engaged. You can tell the teachers really care about and truly want the best for their students. The new principal is very energetic, involved and approachable and he seems very well-liked by students, parents and the staff (which is everything).Parent Review7mo ago - Martha's Vineyard Regional High School
- 9-12
- Public
- 703 Students
6/10GreatSchools RatingParent Rating AverageStandards for academic engagement are ON THE FLOOR at this school. The “c1” courses are equivalent to a special ed class in any other school, and an honors class to a typical c1 course. Very, very low expectations for C1 students, often no homework at all, or just one assignment per week, and very little in class work. Many teachers in the school are just blatantly bad at their jobs. The school is not able to address it due to a lack of new teachers, but also because they refuse to train teachers properly. I will admit, many teachers are incredible, but it is unacceptable that the academic standards are so incredibly low and how the administration allows teachers to get by without being able to teach the curriculum during the school year. Specifically, this school and the school system on the island in general is notorious for its awful math program. The school is now having to extend the math period for freshmen because of the amount of failing students (likely more changes to come). The administration has also consistently shown disregard for the opinions of students and families, particularly about the new phone policy. Many valid arguments were simply dismissed or never addressed or answered prior to the establishment of the policy. The administration is also very unaware of what is actually happening (particularly the former principal) in the student body, as a very, very small percentage of students are actually following the policy—the vast majority sticking to the old rule of just not having phones out in class, while the administration continually brags about how well the implementation of the policy has gone. Hopefully as the former principal is now gone some of these issues will be addressed, but it is important to note that there are many issues with this school.Student Review9mo ago 
Check out schools near 385 Barnes Rd.
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.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Stephanie Roache, Donnelly + Co
© 2026 LINK, All Rights Reserved. Data last updated: 2026-06-03 23:37:53 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.
385 Barnes Rd, Oak Bluffs, MA 02557 is a 3 bedroom, 7 bathroom, 3,608 sqft single-family home built in 2004. This property is currently available for sale and was listed by LINK on Apr 7, 2026. The MLS # for this home is MLS# 42465.