Marthas Vineyard, MA Houses for Sale

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  $4,500,000

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

  267 Barnes Rd, Oak Bluffs, MA 02557

  Enjoy waterfront living at its best with 163’ of Lagoon frontage including a private sandy beach. Sited on 1.25 acres of lush-landscaped greenery, this incredible property with a sweeping lawn offers stunning water views and spectacular sunsets. This is your time to enjoy Vineyard life on the water…boating, swimming, kayaking, clamming, and more. Perfect for entertaining and comfortable living,

  Stephanie Roache Donnelly + Co.

  267 Barnes Rd, Oak Bluffs, MA 02557
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  /24

  $4,850,000

  • 4 Beds
  • 3.5 Baths
  • 3,500 Sq Ft

  56 Robinson Rd, Edgartown, MA 02539

  NEWER CONSTRUCTION, with POOL, 1/2 mile from the heart of EDGARTOWN VILLAGE! LOCATION, LOCATION! Approx. 3,500 square feet of open living space. The Great Room has a dramatic Two Story wall of windows which surround a gas fireplace and overlooks a 14 x 30 foot in ground, heated, saltwater pool which is surrounded by bluestone hardscape. In addition to the dramatic Great Room there is a first

  Michele Casavant Vineyard Village Realty

  56 Robinson Rd, Edgartown, MA 02539
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  /23

  $1,650,000

  • 4 Beds
  • 2 Baths
  • 1,666 Sq Ft

  60 Windsor Dr, Edgartown, MA 02539

  Welcome to your ideal Edgartown retreat! This stunning classic cape-style home features four bedrooms and two baths. Built and cared for by a contractor, this residence exudes quality and attention to detail at every turn. Nestled on a picturesque half-acre lot in the Westminster Acres neighborhood, privacy abounds in this tranquil setting. Situated on a quiet paved dead-end street, enjoy easy

  Alyssa Halisky Wallace & Co. Sotheby's International Realty

  60 Windsor Dr, Edgartown, MA 02539
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  /26

  $9,995,000

  • 8 Beds
  • 11 Baths
  • 7,585 Sq Ft

  12 Boldwater Rd, Edgartown, MA 02539

  Uncover unparalleled Martha’s Vineyard opulence within a sprawling 9.8-acre estate. Immerse yourself in the timeless elegance and meticulous craftsmanship of the 7-bedroom | 10-bathroom main home, designed by the renowned architect, Robert A.M. Stern. From the grand foyer to the post & beam living room, each detail exudes sophistication. Revel in the warmth of multiple fireplaces and experience

  Michael Carucci Gibson Sotheby's International Realty

  12 Boldwater Rd, Edgartown, MA 02539
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  /28

  $1,495,000

  • 4 Beds
  • 2 Baths
  • 1,820 Sq Ft

  11 Flamingo Dr, Edgartown, MA 02539

  Located in the Dodger's Hole subdivision is this inviting four bedrooms plus office, two-bathroom cape style home. The property has been well cared for and is a delight to view. Sited on .5 acres of land with a pea stone driveway, wraparound deck, and outdoor shower with new enclosure. The antique garage is a great storage space for lawn equipment, garden supplies or small vehicle. The living

  Skip Dostal, Jr Martha's Vineyard Real Estate

  11 Flamingo Dr, Edgartown, MA 02539
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  /39

  $1,895,000

  • 5 Beds
  • 3 Baths
  • 2,432 Sq Ft

  32 Flamingo Dr, Edgartown, MA 02539

  This well-maintained country farmhouse is centrally located and is situated on just over one acre of land. A circular driveway welcomes you to the home with plenty of parking. There is a garden storage shed, irrigation system, playground, fire pit with outdoor seating, and wraparound covered porch. The rear entry door from the kitchen leads to the outdoor shower and spacious sunny deck. The first

  Skip Dostal, Jr Martha's Vineyard Real Estate

  32 Flamingo Dr, Edgartown, MA 02539
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  /26

  $1,845,000

  • 3 Beds
  • 3.5 Baths
  • 1,913 Sq Ft

  82 Skiff Ave, Tisbury, MA 02568

  This pristine hidden gem, recently developed home is located downtown, a short walk from shops, the lagoon, the beach, the harbor,and the MV Museum.S et back from the road, the home offers a quiet and peaceful luxury living experience. The property boasts solid hw floors, ducted heating and AC, a gas fireplace, quartz countertops, tiled baths, an open floor plan, a 1st-floor primary bedroom, 2

  Lenny Altieri Premier Properties

  82 Skiff Ave, Tisbury, MA 02568
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  /44

  $8,995,000

  • 5 Beds
  • 7 Baths
  • 3,762 Sq Ft

  85 Reservoir Rd, Vineyard Haven, MA 02568

  Nestled within Seven Gates Farm, one of Martha's Vineyard's most storied and scenic communities, this 26.5-acre estate offers a beautifully renovated farmhouse that seamlessly blends modern comforts with historic charm. Surrounded by ancient stone walls, mature trees, and lush gardens, the property includes a charming guest house, scenic walking paths, and a peaceful hilltop retreat with a stone

  Alyssa Halisky Wallace & Co. Sotheby's International Realty

  85 Reservoir Rd, Vineyard Haven, MA 02568
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  /26

  $1,775,000

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft

  37 Knoll Dr, Edgartown, MA 02539

  TURN KEY ready for personal use or renting. 37 Knoll Drive in the heart of Katama 3-bdrm, 2 full bth home offers 1,232 SF of living space on a16,552 SF lot. An open living/dining area, complete with wood-burning fireplace & a bow window that fills the space w/ natural light. Oak floors throughout. The kitchen boasts stainless steel appliances & stone counters & opens onto a deck that leads to

  Josseph Barkett Compass

  37 Knoll Dr, Edgartown, MA 02539
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  /17

  $1,169,999

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

  96 Manchester Ave, Oak Bluffs, MA 02557

  Nestled in the sought-after Lagoon Heights in Oak Bluffs, 96 Manchester Ave is a charming Cape-style home offering a perfect blend of comfort and coastal charm. This well-maintained residence features three spacious bedrooms and two bathrooms. Recent updates enhance both style and functionality, including a new roof, numerous Andersen windows, an outdoor shower, and fresh interior paint. The

  Jordan Pavao Keller Williams South Watuppa

  96 Manchester Ave, Oak Bluffs, MA 02557
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  /31

  $1,975,000

  • 2 Beds
  • 2 Baths
  • 2,042 Sq Ft

  15 Jernegan Pond Rd, Edgartown, MA 02539

  Simply enchanting! The setting is picturesque with a pond, towering trees and flowering shrubbery, privately tucked away yet less than 11/4 mile to the Edgartown Village. The existing home is set at the edge of the pond and is awaiting reimagination and renovation. Parcel will support 5 bedrooms once connected to municipal sewer. Structures are being sold 'as is'.

  Lesley Heidt Sandpiper Realty Inc

  15 Jernegan Pond Rd, Edgartown, MA 02539
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  /16

  $1,249,000

  • 3 Beds
  • 1.5 Baths
  • 1,512 Sq Ft

  108 Charles Neck Way, Vineyard Haven, MA 02568

  This charming reverse-style home is ideally located near Long Point Beach and offers a perfect blend of comfort and functionality for year-round living or seasonal getaways. The first floor features three spacious bedrooms, a full bath, and a convenient laundry room. On the second floor, you'll find soaring cathedral ceilings and an open-concept living area, complete with a cozy living room,

  Alyssa Halisky Wallace & Co. Sotheby's International Realty

  108 Charles Neck Way, Vineyard Haven, MA 02568
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  /32

  $2,999,000

  • 8 Beds
  • 7.5 Baths
  • 3,770 Sq Ft

  72 Chappaquiddick Ave, Edgartown, MA 02539

  WELCOME to this turn-key CHAPPY COMPOUND! This property offers it ALL, with its Six (6) Bedroom, Five (5) bath Primary Home, Two (2) bedroom, Two (2) bath GUEST HOUSE, expansive POOL HOUSE with a bath, kitchenette, large lounge area topped with a cathedral ceiling, a WORKOUT & GAME BARN, a POOL, a VOLLEY BALL COURT and a TENNIS COURT that doubles into TWO PICKLE BALL COURTS, and a BASKETBALL

  Michele Casavant Vineyard Village Realty

  72 Chappaquiddick Ave, Edgartown, MA 02539
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  /17

  $749,000

  • 3 Beds
  • 1 Bath
  • 725 Sq Ft

  2 Fisk Ave, Oak Bluffs, MA 02557

  Gingerbread Cottage full of character and personality! Part of Martha's Vineyard Camp Meeting Association, this Oak Bluffs seasonal antique with beautiful trim and scrollwork sits on a lovely little avenue. The cottage features charming period details, a covered front porch with rocking chairs & upper balcony. Step inside the unique front door into a cozy living room enhanced by beamed ceiling,

  Julie Walker Century 21 North East

  2 Fisk Ave, Oak Bluffs, MA 02557
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  /42

  $19,900,000

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

  114 N Water St, Edgartown, MA 02539

  Move-In Ready – CONSTRUCTION COMPLETE - This stunning 8-bedroom, 7.5-bath generational home, completed in 2025, is fully furnished and move-in ready. The property features a 6-bedroom, 5.5-bath main residence, a 1-bedroom, 1-bath guest house with its own kitchen, and a 2-car carriage house with 1-bedroom living quarters.Designed for relaxation and entertainment, the private backyard oasis

  114 N Water St, Edgartown, MA 02539
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  /28

  $3,500,000

  • 6 Beds
  • 2.5 Baths
  • 1,666 Sq Ft

  34 Massasoit Ave, Oak Bluffs, MA 02568

  This is the last B1 undeveloped commercial property on Circuit Avenue's main strip. Previous development plans included mixed use with commercial store front and condos above. Located on the corner of Circuit Ave and Massasoit this property has an existing Victorian home with 6 bedrooms, and 3.5 bathrooms, perfect for a weekly rental or employee housing. Right in the heart of Oak Bluffs walk to

  Lisa Lucier Anchor Realty of MV

  34 Massasoit Ave, Oak Bluffs, MA 02568
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  /59

  $4,950,000

  • 5 Beds
  • 5.5 Baths
  • 2,651 Sq Ft

  31 Old Harbor Ln, Oak Bluffs, MA 02557

  Enjoy spectacular views of Sengekontacket Pond and State Beach all the way to Chappaquiddick from this newly constructed home that has been only lightly used in the 3 years since it was built. There are also beautiful views of the third, fourth and fifth holes at Farm Neck Golf Club. The fresh and bright home was built by top-notch Stedman Construction and is set on the largest lot in Waterview

  Mark Jenkins Wallace & Co. Sotheby's International Realty

  31 Old Harbor Ln, Oak Bluffs, MA 02557
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  /23

  $3,100,000

  • 1 Bed
  • 1 Bath
  • 1,028 Sq Ft

  114 Meeting House Way, Edgartown, MA 02539

  Discover this private Katama retreat, perfectly situated on over 3 acres of forested and landscaped grounds. Located just a mile from Edgartown Great Pond and a little over 2 miles from both South Beach and Edgartown Village, this contemporary guesthouse offers the ultimate island escape. Built in 2018, it boasts a proven rental history and is outfitted with every modern amenity. With a 6-bedroom

  Rose Ryley Sandpiper Realty Inc

  114 Meeting House Way, Edgartown, MA 02539
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  /31

  $3,295,000

  • 4 Beds
  • 3 Baths
  • 2,200 Sq Ft

  36 Tashmoo Ave, Vineyard Haven, MA 02568

  This beautifully renovated gambrel-style home in Vineyard Haven seamlessly blends classic charm with modern luxury. This pristine residence is nestled within a private, hedge-lined yard in one of Vineyard Haven's most quiet and quaint neighborhoods. With the new heated salt-water pool, outdoor shower, lovely plantings, and beautiful gardens, no detail has been overlooked. The property also

  Alyssa Halisky Wallace & Co. Sotheby's International Realty

  36 Tashmoo Ave, Vineyard Haven, MA 02568
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  $1,690,000

  • 4 Beds
  • 3.5 Baths
  • 2,336 Sq Ft

  8 Schoolhouse Village, Oak Bluffs, MA 02557

  Located in a desirable Oak Bluffs neighborhood, surrounded by mature plantings and attractive colorful landscaping, this property offers a pleasantly appointed 3-bedroom, 2.5-bath home and a recently renovated 1-bedroom, 1-bath apartment above the 2-car garage. The first floor features a spacious living room with a pellet stove and a fabulous great room with a wood-burning stove. French doors

  Stephanie Roache Donnelly + Co.

  8 Schoolhouse Village, Oak Bluffs, MA 02557
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  /17

  $1,250,000

  • 2 Beds
  • 2.5 Baths
  • 1,500 Sq Ft

  70 Carol Ln, Oak Bluffs, MA 02557

  Oak Bluffs location that is central to everything down Island. Situated on a 1/3 acre lot this ranch home with a finished basement has been recently renovated. With a large open kitchen, dining area, and living room with plenty of room for a large gatherings. The primary bedroom has a bathroom ensuite. Another bedroom has easy access to the hall bath. The finished basement could have an

  Lisa Lucier Anchor Realty of MV

  70 Carol Ln, Oak Bluffs, MA 02557
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  /56

  $4,950,000

  • 3 Beds
  • 2.5 Baths
  • 1,870 Sq Ft

  4 Down Harbor Rd, Edgartown, MA 02539

  Coveted Down Harbor! This 3-bedroom 2-bath home sits in the Down Harbor association in a prime Katama location. This charming home is an entertainer's delight with a spacious yard, a large deck, an outdoor kitchen, pool, and recently built pool house with 2 outdoor showers, 1/2 bath and a storage shed. This home features vaulted ceilings, exposed beams, and a bright kitchen with a breakfast bar

  Cheri Mason LandVest MV

  4 Down Harbor Rd, Edgartown, MA 02539
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  /15

  $1,675,000

  • 3 Beds
  • 2 Baths
  • 1,495 Sq Ft

  6 Gerts Way, Edgartown, MA 02539

  In the heart of Katama, close to south beach and all that the area has to offer, is this traditional 3 bedroom cape with updates. The bright kitchen and dining area offer a modern space, perfect for entertaining. A vaulted ceiling makes the living room light and bright. Three bedrooms, one downstairs and two upstairs, share bathrooms on each level. An outdoor shower, screened porch and outdoor

  Kathleen Dawson Donnelly + Co.

  6 Gerts Way, Edgartown, MA 02539
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  /23

  $1,695,000

  • 5 Beds
  • 5 Baths
  • 2,316 Sq Ft

  345 North Rd, Chilmark, MA 02535

  Abutting hundreds of acres of conservation land and walking trails leading to the second-highest point on Martha's Vineyard with views of the Elizabeth Islands, this classically-styled house with detached guest quarters offers 5 total bedrooms and 4 full baths plus an outdoor shower. The primary bedroom suite is a generous size and has its own small deck that overlooks the charming front yard.

  Mark Jenkins Wallace & Co. Sotheby's International Realty

  345 North Rd, Chilmark, MA 02535
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  /16

  $16,950,000

  • 6 Beds
  • 9 Baths
  • 1,320 Sq Ft

  68 N Water St, Edgartown, MA 02539

  This expansive historic compound in the heart of Edgartown village offers the perfect blend of old-world charm and modern luxury.Just steps away from Edgartown's finest restaurants and shops, this stunning property has been completely renovated by SternMcCafferty Architecture + Interiors, showcasing a harmonious balance of contemporary design and traditional architectural details.Upon entering,

  Thomas Wallace Wallace & Co. Sotheby's International Realty

  68 N Water St, Edgartown, MA 02539
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  /17

  $995,000

  • 2 Beds
  • 0.5 Baths
  • 952 Sq Ft

  50 Canonicus Ave, Oak Bluffs, MA 02557

  Coming Soon! Loved by generations, this quintessential Vineyard cottage has been in the same family since its creation in 1900. Step back in time and enjoy easy cottage living of yesteryear with modern updates including newer windows and electrical. Nestled under mature trees and just .3 mile to Inkwell Beach, join this close-knit neighborhood and make this house your island home. Close to beach,

  Michele Moore Island Real Estate

  50 Canonicus Ave, Oak Bluffs, MA 02557
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  /18

  $1,449,000

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

  14 High Meadow Ln, Oak Bluffs, MA 02557

  MEADOW VIEW FARM/OAK BLUFFS - Owned by the same family for over 30 years, this sun-drenched, contemporary reverse-style home is located in Meadow View Farms. Well-maintained over those years, this 3 bedroom, 2 full and 2 half baths multi-level home has so much to offer and boundless potential. The second-level features a bright, open floor plan with cathedral ceilings and 3 sliding doors that

  Michele Moore Island Real Estate

  14 High Meadow Ln, Oak Bluffs, MA 02557
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  $4,150,000

  • 4 Beds
  • 3.5 Baths
  • 3,552 Sq Ft

  4 Boldwater Rd, Edgartown, MA 02539

  A private Edgartown home in the distinguished Boldwater neighborhood on Martha's Vineyard. This property is spread over 8.5 acres of pristine land and fruit trees and includes a 4 bedroom/3.5 bathroom main house and a 1 car garage. A winding drive leads from the road to the main residence which features a generous first floor plan with an open living room with a brick fireplace, dining room, and

  Thomas Wallace Wallace & Co. Sotheby's International Realty

  4 Boldwater Rd, Edgartown, MA 02539
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  /54

  $2,999,000

  • 7 Beds
  • 5.5 Baths
  • 4,476 Sq Ft

  67 Hidden Village Rd, Vineyard Haven, MA 02568

  Picturesquely sited on a spacious 4.6-acre parcel, this remarkable property is the perfect Vineyard retreat offering a luxurious home, guest house, fenced pastures, and a large barn. Just minutes from Lamberts Cove Beach, hiking trails, Up-Island Cronig's, and all the conveniences of West Tisbury Center, the location is ideal. Designed with three distinctive living levels, each area provides

  Stephanie Roache Donnelly + Co.

  67 Hidden Village Rd, Vineyard Haven, MA 02568
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  /76

  $13,200,000

  • 8 Beds
  • 9 Baths
  • 8,170 Sq Ft

  150 E Chop Dr, Oak Bluffs, MA 02568

  Welcome to your dream retreat in Oak Bluffs. A magnificent eight-bedroom oceanview estate that combines luxury, space, and unparalleled views in one breathtaking offering. This property is designed to accommodate family and friends with ease while offering an elegant and serene environment for all to enjoy. The open floor plan of the main living areas ensures a seamless flow between the living

  Thomas Wallace Wallace & Co. Sotheby's International Realty

  150 E Chop Dr, Oak Bluffs, MA 02568
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  /23

  $2,095,000

  • 4 Beds
  • 3.5 Baths
  • 2,413 Sq Ft

  46 Red Buoy Ln, Tisbury, MA 02568

  Nestled in Vineyard Haven, 46 Red Buoy Lane is an exquisite and sophisticated home completed in 2022. This residence offers 4 bedrooms and 3.5 bathrooms and spans a generous 1,816 square feet. The property's unique offering of a one-bedroom apartment in the basement is noteworthy, providing an additional 597 square feet of living space. The main level boasts a thoughtfully designed floor plan

  Andrew McElhinney Compass Massachusetts, LLC

  46 Red Buoy Ln, Tisbury, MA 02568
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  $25,000,000

  • 4 Beds
  • 4.5 Baths
  • 2,347 Sq Ft

  25 Dock St, Edgartown, MA 02539

  UNIQUE OPPORTUNITY IN HISTORIC EDGARTOWN ON MARTHA'S VINEYARD - Seize the chance to possess a truly extraordinary, highly esteemed, and unparalleled property on the East Coast! Edgartown, known for its rich history, nautical charm, and scenic beauty is home to this remarkable property being offered for the first time in over 30 years! Edgartown's deep ties to its seafaring heritage are evident

  Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

  25 Dock St, Edgartown, MA 02539
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  $9,250,000

  • 5 Beds
  • 5 Baths
  • 3,550 Sq Ft

  1 Field Club Dr, Edgartown, MA 02539

  Nestled in the prestigious Field Club, this extraordinary five-bedroom compound epitomizes luxurious island living. This residence exudes timeless elegance and modern sophistication. Upon entering, the foyer sets the tone with a warm and inviting glow. The main level boasts an open-concept layout, featuring a gourmet chef's kitchen adorned with top-of-the-line appliances, granite countertops, and

  Thomas Wallace Wallace & Co. Sotheby's International Realty

  1 Field Club Dr, Edgartown, MA 02539
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  $9,250,000

  • 3 Beds
  • 5 Baths
  • 3,497 Sq Ft

  24 Katama Bay View Rd, Edgartown, MA 02539

  This classic New England home is a true masterpiece of modern living. Nestled on a spacious and meticulously landscaped lot in Katama, this property offers the perfect blend of elegance, comfort, and convenience. The main house features three spacious and beautifully appointed bedrooms, each designed for relaxation and comfort. From the primary suite to the guest bedrooms, every room offers a

  Thomas Wallace Wallace & Co. Sotheby's International Realty

  24 Katama Bay View Rd, Edgartown, MA 02539
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  $10,500,000

  • 7 Beds
  • 6 Baths
  • 3,888 Sq Ft

  47 E Chop Dr, Oak Bluffs, MA 02568

  East Chop direct waterfront – Enjoy the ultimate. in waterfront living experiences. Features 6 bedrooms, spectacular water views, dock with 9 slips, and just steps from beaches, tennis club, downtown and ferries to mainland! Property has been extensively renovated recently. Uses include -- 1.) Use it as a residential home or family compound, or live in a portion and rent a portion,2.) Currently

  Perry Patterson MV Luxury Homes LLC

  47 E Chop Dr, Oak Bluffs, MA 02568
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  /2

  $1,795,000 Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,324 Sq Ft

  16 Hye Rd, Edgartown, MA 02539

  COMING SOON - Edgartown House and Guest House located close to Morning Glory Farm and less than 2 miles to downtown. The main house features an open floor plan and 3 bedrooms/2 baths. The home was re-insulated in 2018 and the furnace was replaced in 2021. The ear-round guest house has 2 bedrooms/1 baths. Home will be connected to the town sewer which will allow for 1 additional bedroom.

  Michele Moore Island Real Estate

  16 Hye Rd, Edgartown, MA 02539

Showing Results 41 - 76, Page 2 of 2