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.
For sale
$5,495,000
385 Barnes Rd, Oak Bluffs, MA 02557
3beds
3,608sqft
Est.:
Single Family Residence
Built in 2004
0.98 Acres Lot
$5,407,900 Zestimate®
$1,523/sqft
$-- HOA
What's special
Decorative stone fireplaceClassic columnsThree spacious ensuite bedroomsStainless steel appliancesOversized islandCasual dining areaCustom cabinetry
- 9 days |
- 427 |
- 23 |
Zillow last checked:
Listing updated:
Listed by:
Stephanie Roache,
Donnelly + Co
Source: LINK,MLS#: 42465
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 7
- Full bathrooms: 4
- 1/2 bathrooms: 3
- Main level bedrooms: 1
Heating
- GFHA
Appliances
- Included: Stove: Viking Gas 4-burner Range and Double Wall Ovens; Thermador Microwave, Washer: Whirlpool Duet Washer
Features
- A, AC, Ins, Irr, OSh, Floor 1: Designed for both comfort and function, the main level includes a spacious vaulted living room with direct access to the pool terrace, a formal dining area, an open kitchen and more casual dining space with custom a wet bar, and a luxurious primary suite with a sitting area, a private bath with double vanity, soaking tub, and walk-in glass shower. There is a half bath in the front foyer entrance and another half bath as you enter the side entrance near the laundry room., Floor 2: From the foyer, an impressive open staircase leads to the second floor, featuring a cozy sitting area with built-in bookshelves, and lovely water views ~ an ideal lounging space. Two spacious bedrooms, each with a private en suite bath, complete this floor.
- 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.
- Furnished: Yes
Interior area
- Total structure area: 3,608
- Total interior livable area: 3,608 sqft
Property
Parking
- Parking features: Pea stone driveway
Features
- Exterior features: WViews, Porch, Patio, P/Pool, H/Tub, PvtBch
- On waterfront: Yes
- Waterfront features: Waterfront
- Frontage type: Waterfront
Lot
- Size: 0.98 Acres
- Features: Professionally landscaped yard with pool and direct access to private beach
Details
- Additional structures: There is a detached two-car garage with a full second floor for storage space.
- Parcel number: OAKBM0036B0002L000
- Zoning: R3
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Foundation: Poured Concrete
Condition
- Year built: 2004
- Major remodel year: 2016
Utilities & green energy
- Sewer: Septic Tank
- Water: Town
- Utilities for property: Cbl
Community & HOA
Location
- Region: Oak Bluffs
Financial & listing details
- Price per square foot: $1,523/sqft
- Tax assessed value: $4,867,200
- Annual tax amount: $24,287
- Date on market: 4/7/2026
- Listing agreement: E
Estimated market value
$5,407,900
$5.14M - $5.68M
$8,106/mo
Price history
| Date | Event | Price |
|---|---|---|
| 4/7/2026 | Listed for sale | $5,495,000-8.3%$1,523/sqft |
Source: LINK #42465 Report a problem | ||
| 12/15/2025 | Listing removed | $5,995,000$1,662/sqft |
Source: LINK #43040 Report a problem | ||
| 5/11/2025 | Listed for sale | $5,995,000+499.5%$1,662/sqft |
Source: LINK #43040 Report a problem | ||
| 9/14/2009 | Sold | $1,000,000-60%$277/sqft |
Source: Public Record Report a problem | ||
| 6/12/2008 | Sold | $2,500,000-34.2%$693/sqft |
Source: LINK #17849 Report a problem | ||
| 4/4/2008 | Listed for sale | $3,800,000+310.8%$1,053/sqft |
Source: Number1Expert #15408 Report a problem | ||
| 3/8/2004 | Sold | $925,000$256/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $24,579 -1.2% | $4,867,200 +2.3% |
| 2024 | $24,884 +3% | $4,757,900 +4% |
| 2023 | $24,156 +10.8% | $4,575,000 +42.5% |
| 2022 | $21,798 +7% | $3,210,300 +16.1% |
| 2021 | $20,373 +5.2% | $2,764,300 +6.2% |
| 2020 | $19,368 -0.7% | $2,603,200 +2.6% |
| 2019 | $19,512 0% | $2,537,300 +1.8% |
| 2018 | $19,517 +5.2% | $2,492,600 +9.5% |
| 2017 | $18,559 +8.7% | $2,277,200 +8.2% |
| 2016 | $17,069 +39.8% | $2,104,700 +37.2% |
| 2015 | $12,209 -1.8% | $1,533,800 -3.7% |
| 2014 | $12,437 -4.1% | $1,592,400 -5.3% |
| 2013 | $12,967 -5.7% | $1,681,900 -9.6% |
| 2012 | $13,751 -4.7% | $1,860,800 -9.4% |
| 2011 | $14,435 +9.6% | $2,053,400 -1.8% |
| 2010 | $13,172 -20.8% | $2,090,800 -24.1% |
| 2009 | $16,630 +18.5% | $2,753,300 +10.5% |
| 2008 | $14,034 +64.2% | $2,492,800 +63% |
| 2007 | $8,547 -5.7% | $1,529,000 +15.2% |
| 2004 | $9,068 +93.1% | $1,327,600 +97.3% |
| 2003 | $4,696 | $672,800 |
Find assessor info on the county website
Monthly payment
Est. payment
$30,354/mo
Principal & interest
$28064
Property taxes
$2290
More affordability tools
Climate risks
Neighborhood: 02557
Nearby schools
GreatSchools rating
- 7/10Oak Bluffs Elementary SchoolGrades: PK-8Distance: 2.5 mi
- 6/10Martha's Vineyard Regional High SchoolGrades: 9-12Distance: 1.1 mi
A local agent can set up tours, give advice and negotiate with sellers.
A local lender can help you make sure your offer is ready when you are.
- Massachusetts
- Dukes County
- Oak Bluffs
- 02557
- 385 Barnes Rd






