Edgartown, MA Homes for Sale

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  /8

  $1,250,000

  • 1 Bed
  • 1 Bath
  • 855 Sq Ft

  0 Pennsylvania Ave Unit 43914, Oak Bluffs, MA 02568

  Unique new construction opportunity on Pennsylvania Ave in Oak Bluffs! Offered preconstruction so there is the ability to customize, this modern carriage house includes a spacious 1-bedroom apartment (855 sq ft with full kitchen, living room and bathroom) above a 2-car garage. Ideal for year round or seasonal residents, or businesses seeking to solve workforce housing needs along with secure

  Peyton Wallace Studio Realty

  0 Pennsylvania Ave Unit 43914, Oak Bluffs, MA 02568
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  /42

  $8,250,000

  • 5 Beds
  • 4.5 Baths
  • 4,562 Sq Ft

  15 Tilton Way, Edgartown, MA 02539

  This traditionally styled residence offers exceptional quality and craftsmanship in a coveted Edgartown location, situated on a corner lot just blocks from downtown and the harborfront. Thoughtfully designed for both elegant entertaining and relaxed island living, the home features beautifully proportioned interiors that flow seamlessly from one space to the next. The inviting front foyer opens

  Gerrett Conover Landvest MV

  15 Tilton Way, Edgartown, MA 02539
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  /7

  $549,000

  $50K PRICE DROP

  • Land
  • 3,197 Sq Ft
  • $7,479,564 per Acre

  112 Dukes County Ave Unit 209, Oak Bluffs, MA 02557

  Downtown Oak Bluffs B1-zoned parcel offering a rare mixed-use development opportunity in one of Martha’s Vineyard’s most iconic and active locations. Conveniently located near Inkwell Beach, Oak Bluffs Harbor, the Steamship Authority, day-trip ferry services, Circuit Avenue, and Ocean Park. This level lot includes an existing poured concrete foundation and Martha’s Vineyard Commission–approved

  Rose Ryley Wallace & Co. Sotheby's

  112 Dukes County Ave Unit 209, Oak Bluffs, MA 02557
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  /42

  $8,750,000

  • 10 Beds
  • 6 Baths
  • 4,224 Sq Ft

  4 Sand Plain Way, Edgartown, MA 02539

  This truly remarkable Chappaquiddick property offers a rare opportunity to step back in time and experience the quintessential character of Martha’s Vineyard. The original historic home, built in 1892, is distinguished by its signature four-story tower with 270-degree water views and gracious wraparound porch. The main house features a spacious open living room with fireplace, dining room,

  Gerrett Conover Landvest MV

  4 Sand Plain Way, Edgartown, MA 02539
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  /42

  $16,900,000

  • 8 Beds
  • 7.5 Baths
  • 6,041 Sq Ft

  114 N Water St, Edgartown, MA 02539

  Edgartown Village Compound with Harbor Views: Positioned in the heart of Edgartown’s historic district, 114 North Water Street is a newly complete, move-in-ready property offering views of Edgartown Harbor. The offering includes eight bedrooms and seven-and-a-half baths across three thoughtfully designed structures: a six-bedroom, five-and-a-half bath main residence, a one-bedroom guest house

  Erin Hegarty Donnelly + Co.

  114 N Water St, Edgartown, MA 02539
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  /2

  $525,000

  • Land
  • 7.7 Acres
  • $68,182 per Acre

  240 Chappaquiddick Rd Unit 35.1, Edgartown, MA 02539

  A rare opportunity to own 7.7 acres on the beautiful and sought-after island of Chappaquiddick. This wooded parcel offers exceptional privacy, natural contours, and the quiet, untouched landscape that defines Chappy living. Preliminary information suggests there is potential upland area to support the creation of a custom island retreat, with possible capacity for 4–6 bedrooms subject to final

  Leslie C. Floyd Portfolio Properties

  240 Chappaquiddick Rd Unit 35.1, Edgartown, MA 02539
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  /41

  $7,950,000

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 7,766 Sq Ft

  2 Lexington Ave, Edgartown, MA 02539

  NEW CONSTRUCTION: Experience modern Katama luxury in this thoughtfully designed home by Morgan Studio, a husband-and-wife-led boutique design firm. Created for effortless indoor-outdoor living, the residence features soaring ceilings, a flowing floor plan, oversized windows, and exceptional materials and finishes throughout. A private interior courtyard, envisioned as an edible garden, anchors

  Peyton Wallace Studio Realty LLC

  2 Lexington Ave, Edgartown, MA 02539
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  /21

  $19,900,000

  • 5 Beds
  • 7 Baths
  • 6,577 Sq Ft

  33 Boldwater Rd, Edgartown, MA 02539

  Experience the timeless beauty of Martha's Vineyard from this luxurious waterfront retreat where the landscape feels so effortlessly connected to daily life. This property embodies understated luxury and timeless design, featuring a meticulously crafted stone residence and guest house. The setting overlooking Edgartown Great Pond has a sandy pond beach and deeded access to the pristine Atlantic

  Deb Hancock Hancock Real Estate

  33 Boldwater Rd, Edgartown, MA 02539
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  /23

  $849,000

  $50K PRICE DROP

  • 1 Bed
  • 1.5 Baths
  • 1,182 Sq Ft

  4 Quail Run Unit 1, Oak Bluffs, MA 02557

  Located in a desirable waterfront community, this newly painted end-unit condo offers 1 bedroom plus a versatile loft and 1.5 bathrooms, combining comfort with easy, low-maintenance ownership. Residents enjoy a community dock, pond access, kayak storage, boat launch, a clubhouse, and tennis courts. This year-round home is filled with natural light and features a spacious deck —perfect for

  Jarrett Hurwitz Keller Williams Realty

  4 Quail Run Unit 1, Oak Bluffs, MA 02557
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  /22

  $3,100,000

  • 1 Bed
  • 1 Bath
  • 1,250 Sq Ft

  114 Meetinghouse Way, Edgartown, MA 02539

  3 Acre Katama Building Lot with Existing Guest House. This parcel is ready to be developed into a true Edgartown Compound. The last of three private, forested lots to be offered in this part of the Browns Farm Lane subdivision, two of which have already been sold and developed into breathtaking, substantial residences. Located one mile from Edgartown Great Pond and 2 miles from both South Beach

  Rose Ryley Wallace & Co. Sotheby's International Realty

  114 Meetinghouse Way, Edgartown, MA 02539
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  /60

  $10,995,000

  $2M PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 3,466 Sq Ft

  14 Thayer St, Edgartown, MA 02539

  An exceptional offering in the heart of Edgartown Village, 14 Thayer Street presents the rare combination of estate-scale grounds, privacy, and an in-town location. Set across an extraordinary 0.62-acre double lot, the property unfolds as a private retreat just moments from the harbor, shops, galleries, and restaurants of downtown Edgartown.Expansive lawns, mature landscaping, and a

  Paul Pertile The Agency

  14 Thayer St, Edgartown, MA 02539
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  /40

  $2,895,000

  $305K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft

  24 Beetle Swamp Rd, Edgartown, MA 02539

  Set in a private community, Sweetened Water Farm offers the pastoral charm of Martha's Vineyard's rural up-island, just minutes from the energy of downtown Edgartown. Residents share access to the association's horse barn and common pastures, ideal for keeping horses or other livestock, adding to the farm's authentic agrarian character. This custom-built home is a true Vineyard gem, crafted over

  Kathleen Dawson Donnelly + Co.

  24 Beetle Swamp Rd, Edgartown, MA 02539
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  /37

  $389,900

  • 1 Bed
  • 1.5 Baths
  • 584 Sq Ft

  21 Island Inn Rd Unit 35, Oak Bluffs, MA 02568

  HERE'S YOUR CHANCE TO OWN A PIECE of the ISLAND!!! Live the beautiful Island Life with this gorgeous seasonal condo at the Island Inn Resort. AFFORDABLE & PRICED APPROX $100,000 less than an identical unit that Just Sold this summer!!Don't miss this delightful one and a half bedroom seasonal condo (sleeps 6) available for your families use. When you’re not here, the management team will rent

  Susan Austin Austin R.E. Properties of MV

  21 Island Inn Rd Unit 35, Oak Bluffs, MA 02568
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  /5

  $3,495,000

  • 2 Beds
  • 1.5 Baths
  • 1,388 Sq Ft

  48 Plantingfield Way, Edgartown, MA 02539

  Set on an exceptional .65 -acre parcel, this rare offering combines privacy, space, and an unbeatable location just moments from town and the water. The expansive lot offers a unique opportunity to expand and create a custom estate tailored to your vision. Surrounded by mature landscaping and generous outdoor space, the property offers a peaceful retreat while remaining conveniently close to

  Julia Smith Donnelly + Co

  48 Plantingfield Way, Edgartown, MA 02539
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  /14

  $5,100,000

  • Land
  • 2.34 Acres
  • $2,182,285 per Acre

  7 Overview Ln Unit 47, Oak Bluffs, MA 02557

  A rare opportunity to own a 2.4-acre buildable lot within the prestigious Farm Neck Association. Perfectly situated overlooking the lush greens of Farm Neck Golf Club, this remarkable property also offers picturesque water views of Sengekontacket Pond and the distant Vineyard Sound. Design and build your dream home in this sought-after location. As a homeowner in Farm Neck, you'll enjoy exclusive

  Alyssa Halisky Wallace & Co. Sotheby's

  7 Overview Ln Unit 47, Oak Bluffs, MA 02557
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  /8

  $685,000

  $65K PRICE DROP

  • Land
  • 11,417 Sq Ft
  • $2,613,506 per Acre

  35 Double Ox Rd Unit 42, Oak Bluffs, MA 02557

  GOING, GOING... GONE!This is the LAST 3-bedroom lot available in Cluster C.12 lots SOLD9 homes already built.Welcome to Lagoon Ridge Oak Bluffs’ newest and most sought-after neighborhood. This exceptional 3-bedroom building lot sits on a lofty setting approximately 95 feet above Lagoon Pond, offering sweeping sky views, vibrant sunsets, and refreshing sea breezes.The lot is

  Marilyn Moses Ocean Park Realty Inc

  35 Double Ox Rd Unit 42, Oak Bluffs, MA 02557
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  /4

  $3,495,000

  • Land
  • 28,314 Sq Ft
  • $5,376,923 per Acre

  48 Plaintingfield Way Unit 10, Edgartown, MA 02539

  Set on an exceptional .65 -acre parcel, this rare offering combines privacy, space, and an unbeatable location just moments from town and the water. The expansive lot offers a unique opportunity to expand and create a custom estate tailored to your vision. Surrounded by mature landscaping and generous outdoor space, the property offers a peaceful retreat while remaining conveniently close to

  Julia Smith Donnelly + Co

  48 Plaintingfield Way Unit 10, Edgartown, MA 02539
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  /41

  $14,500,000

  • 11 Beds
  • 13 Baths
  • 9,500 Sq Ft

  10 & 12 Boldwater Rd, Edgartown, MA 02539

  A rare offering of extraordinary scale and architectural significance, this 22-acre Martha's Vineyard estate represents a category of ownership seldom available on the Island. Designed around privacy, natural beauty, and enduring craftsmanship, the living spaces encompass more than 9,500 square feet across multiple thoughtfully designed structures, creating an unparalleled setting for

  Michael Carucci Serhant

  10 & 12 Boldwater Rd, Edgartown, MA 02539
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  /36

  $3,975,000

  • 4 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  99 Ocean Ave, Oak Bluffs, MA 02557

  A Victorian Grand Dame overlooking Ocean Park -- in a truly spectacular setting with sweeping water views from two stories of verandas. Located in Oak Bluffs most popular and exciting neighborhood and just steps from the beaches of Nantucket Sound, fine restaurants, art galleries, shopping, harbor, ferries, the Campground and the Tabernacle. This treasured property has been home to family and

  Perry Patterson MV Luxury Homes

  99 Ocean Ave, Oak Bluffs, MA 02557
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  /25

  $5,495,000

  $500K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,234 Sq Ft

  43 Sengekontacket Rd, Oak Bluffs, MA 02557

  Breathtaking property at the tip of a prominent peninsula on Sengekontacket Pond's western shoreline. Set beautifully at high elevation above the shore, this charming home and guest cottage includes jaw-dropping views of the pond, barrier dunes and Nantucket Sound. Direct from the property take your whaler or other watercraft out into the sound and beyond for endless recreational pursuits. Aside

  Peyton Wallace Studio Realty LLC

  43 Sengekontacket Rd, Oak Bluffs, MA 02557
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  /30

  $2,295,000

  • 5 Beds
  • 4 Baths
  • 3,119 Sq Ft

  2 Old Pocha Rd, Edgartown, MA 02539

  Tucked away down a quiet country road, this one-of-a-kind Chappaquiddick retreat invites you to exhale the moment you arrive. With no visible neighbors and the sounds of nature all around, the property offers a rare sense of privacy, peace, and timeless island charm.Built in an era when homes were crafted with artistry and intention, this distinctive post-and-beam residence blends warmth,

  Jim Feiner Feiner Real Estate

  2 Old Pocha Rd, Edgartown, MA 02539
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  /7

  $549,000

  $50K PRICE DROP

  • Land
  • 3,049 Sq Ft
  • $7,842,857 per Acre

  112 Dukes County Ave, Oak Bluffs, MA 02557

  Downtown Oak Bluffs B1-zoned parcel offering a rare mixed-use development opportunity in one of Martha’s Vineyard’s most iconic and active locations. Conveniently located near Inkwell Beach, Oak Bluffs Harbor, the Steamship Authority, day-trip ferry services, Circuit Avenue, and Ocean Park.This level lot includes an existing poured concrete foundation and Martha’s Vineyard Commission–approved

  Rose Ryley Wallace & Co. Sotheby's International Realty

  112 Dukes County Ave, Oak Bluffs, MA 02557
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  $1,225,000

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,338 Sq Ft

  37 Dodgers Hole Rd, Edgartown, MA 02539

  This split-level home in the highly desirable Dodger’s Hole neighborhood offers a central location with easy access to VTA bus routes, the bike path, all down-island towns and both South Beach and State Beach. The main level features a bright and open living room, dining area, and kitchen designed for comfortable island living. A hallway leads to the primary bedroom with private bath, along with

  Beth Welch Viewpoints

  37 Dodgers Hole Rd, Edgartown, MA 02539
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  $4,600,000

  $200K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,715 Sq Ft

  9 Martha's Way, Edgartown, MA 02539

  ONE MILE FROM HISTORIC EDGARTOWN VILLAGE; Welcome to this NEWLY CONSTRUCTED gorgeous gambrel home with a POOL that is close to SOUTH BEACH and EDGARTOWN VILLAGE! This home sits upon a flat, beautiful parcel of land with mature trees. The facade of the home presents an inviting covered porch with free standing columns, a granite entry step, mahogany decking and shiplapped ceiling. Attention to

  Michele Casavant Vineyard Village Realty

  9 Martha's Way, Edgartown, MA 02539
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  /45

  $1,595,000

  $30K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,898 Sq Ft

  20 Hidden Cove Rd, Oak Bluffs, MA 02557

  Nestled in this desirable Hidden Cove community, this contemporary residence offers a quintessential retreat centered on outdoor recreation and coastal living. Residents enjoy premier neighborhood amenities, including direct water access to Sengekontacket Pond for seamless kayaking and paddleboarding, as well as community tennis courts just steps from your front door. Set on a private, wooded

  Jennifer DaSilva Compass | Point B

  20 Hidden Cove Rd, Oak Bluffs, MA 02557
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  /43

  $12,250,000

  • 7 Beds
  • 4 Baths
  • 4,855 Sq Ft

  139 Chappaquiddick Rd, Edgartown, MA 02539

  You truly can have it all—just over a mile from the Chappaquiddick Ferry and the shops and restaurants of Edgartown Village, yet set along one of the most spectacular stretches of beach, with a 190’ private dock with mooring and sweeping views across Edgartown Outer Harbor to the iconic Edgartown Lighthouse. A gentle slope leads to the sandy shore, where days unfold along the pristine waters of

  Katherine Donahue Sandpiper Realty

  139 Chappaquiddick Rd, Edgartown, MA 02539
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  /18

  $775,000

  • 2 Beds
  • 2 Baths
  • 1,188 Sq Ft

  25 Vineyard Meadow Farms Rd, West Tisbury, MA 02575

  Wonderful opportunity to secure a piece of the Vineyard at a great price. This home allows you access to Lambert's Cove Beach as well as access down the paths and dirt road to Long Point Reservation, a mere 15-minute bike ride away. With a contemporary flair, this home needs some work and is ideal for someone looking to build sweat equity or create community or workforce housing. The interior

  Jim Feiner Feiner Real Estate

  25 Vineyard Meadow Farms Rd, West Tisbury, MA 02575
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  /7

  $1,150,000

  • Land
  • 1.09 Acres
  • $1,055,046 per Acre

  30 Double Ox Rd Unit 33, Oak Bluffs, MA 02557

  Create an extraordinary Martha's Vineyard estate in the exclusive Lagoon Ridge community of Oak Bluffs. This mostly wooded estate parcel of over one acre features gently rolling topography, providing an exceptional canvas for a custom-designed luxury residence. Privately situated within an intimate enclave of just four estate parcels, the property is accessed by a welcoming paved approach. This

  Marilyn Moses Ocean Park Realty Inc

  30 Double Ox Rd Unit 33, Oak Bluffs, MA 02557
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  /6

  $550,000

  $100K PRICE DROP

  • Land
  • 1.02 Acres
  • $539,216 per Acre

  23 Calebs Common Ln, Edgartown, MA 02539

  CHAPPAQUIDDICK — Just over one acre in the desirable Calebs Common neighborhood, ideally located near the ferry, beach, and Community Center. Enjoy easy access to beaches, miles of walking trails, and the surrounding conservation land that makes Chappy so special. A wonderful opportunity to create your own island retreat. Per the Board of Health, the lot may support a three-bedroom home with an

  Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

  23 Calebs Common Ln, Edgartown, MA 02539
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  /25

  $1,696,000

  $199K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,638 Sq Ft

  21 Schoolhouse Rd, Edgartown, MA 02539

  Located in the heart of Katama between South beach and Edgartown Village. Biking or walking distance along the the shared use path to beach or town. With 2 first floor bedrooms along with a full bath for one floor living. Second floor has 2 more bedrooms, bath along with a loft area for extra bed space. The full basement could be finished off for additional living areas. Plenty of room to grow on

  Jim Joyce Carroll & Vincent R.E.

  21 Schoolhouse Rd, Edgartown, MA 02539
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  /20

  $2,495,000

  • 1 Bed
  • 1.5 Baths
  • 1,236 Sq Ft

  218 Upper Main St, Edgartown, MA 02539

  Located on Upper Main Street in Edgartown’s BII zoning district, this versatile property is currently home to Lucky Hank’s restaurant. Set on a desirable lot with a large private parking area, and in a coveted high-visibility location. The building offers a turnkey restaurant space and thriving business complete with a fully equipped commercial kitchen on the first floor. Upstairs, you’ll find

  Madelyn Silvia Wallace & Co. Sotheby's International Realty

  218 Upper Main St, Edgartown, MA 02539
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  /48

  $4,695,000

  • 7 Beds
  • 4.5 Baths
  • 5,320 Sq Ft

  8 Fresh Pond Rd, Oak Bluffs, MA 02557

  The Ultimate Oak Bluffs Compound: A rare opportunity to own a stunning seven-bedroom estate, thoughtfully designed for both luxurious living and exceptional rental potential. This expansive property features a newly built pool, lush landscaping, and direct access to Fresh Pond—ideal for kayaking, paddleboarding, and swimming. Perfect for entertaining, the home showcases a dramatic great room, an

  Jarrett Hurwitz Keller Williams Realty

  8 Fresh Pond Rd, Oak Bluffs, MA 02557
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  /4

  $1,875,000

  $175K PRICE DROP

  • Land
  • 24,393 Sq Ft
  • $3,348,214 per Acre

  11A Duarte Cir, Edgartown, MA 02539

  Nestled in the HEART OF KATAMA, ready-to-build unique deep lot offers the opportunity to create your DREAM COMPOUND mins to Edgartown Center & South Beach. Set back on a pristine cul-de-sac this property provides unparalleled privacy for a home in Katama w/ a country vibe. 6 BR COMPOUND allows a MAIN HOUSE, GUEST HOUSE, GARAGE & has amble space for outdoor entertaining w/ an in-ground pool, pool

  David White OwnerEntry.com

  11A Duarte Cir, Edgartown, MA 02539
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  /19

  $1,195,000

  $100K PRICE INCREASE

  • 3 Beds
  • 2 Baths
  • 1,764 Sq Ft

  170 Barnes Rd, Oak Bluffs, MA 02557

  Solid Cape-style home located one block from Sailing Camp Park and Medeiros Cove offering water access to the Lagoon and one mile to all the excitement that downtown Oak Bluffs has to offer. The first floor offers a spacious eat in kitchen that is open to the dining room. A full bathroom with laundry, a den with French-doors that leads to the living room with a slider opening out to the back

  Christine Rose Martha's Vineyard Island-Wide Realty

  170 Barnes Rd, Oak Bluffs, MA 02557
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  /60

  $4,395,000

  • 3 Beds
  • 5.5 Baths
  • 4,046 Sq Ft

  267 Barnes Rd, Oak Bluffs, MA 02557

  Set along 163 feet of Lagoon frontage with its own sandy beach, 267 Barnes Road offers a contemporary take on waterfront living in Oak Bluffs. Set on 1.25 acres of beautifully maintained grounds, the 4,046-square-foot residence offers generous, light-filled spaces designed to capture the water views from nearly every room. From the moment you enter, the Lagoon is a constant presence, with

  Stephanie Roache Donnelly + Co

  267 Barnes Rd, Oak Bluffs, MA 02557
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  /6

  $2,300,000

  • 3 Beds
  • 2.5 Baths
  • 2,016 Sq Ft

  60 Crocker Dr, Edgartown, MA 02539

  Close to South Beach! Close to Katama Airpark and nestled in the heart of Katama, 60 Crocker Drive offers a discerning buyer a unique opportunity to renovate a house and guest house. Bring your creativity. With 2 pre-existing structures and a total of 3 bedrooms, you can renovate the existing structures or start from scratch to make it your own. The main house is a reverse-style home with a

  Sheila Morse Island Real Estate

  60 Crocker Dr, Edgartown, MA 02539
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  /30

  $1,539,000

  • 3 Beds
  • 4.5 Baths
  • 1,951 Sq Ft

  8 Melrose, Oak Bluffs, MA 02557

  Incredible opportunity for workforce housing, live in one/rent the other, or multi generational family living. Main house has 4 levels of living space. Main floor living/kitchen/dining/full bath and laundry. 2nd floor has two bedrooms and full bath. 3rd floor is a large finished bonus room. The full walkout basement in the main house is finished with private entry, full bath, separate rooms and

  Jon Hartzband Martha's Vineyard Island-Wide Realty

  8 Melrose, Oak Bluffs, MA 02557
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  /35

  $3,850,000

  • 3 Beds
  • 2 Baths
  • 1,528 Sq Ft

  10 Pease Point Rd, Edgartown, MA 02539

  PRIME 1.14 ACRE PROPERTY IN EDGARTOWN This conforming R-20 lot offers an exceptional canvas for your estate planning vision. Positioned on an elevated parcel amid a neighborhood of distinguished new homes, the original three-bedroom, two-bath residence provides a foundation from which to create a truly signature property. Possible fourth-bedroom opportunity with proper permiting and approvals.

  Emma Bryant Studio Realty

  10 Pease Point Rd, Edgartown, MA 02539

Showing Results 121 - 158, Page 4 of 4