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Martha's Vineyard, MA Homes for Sale

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  • 15 Tamarack Ln, Oak Bluffs, MA 02557
    15 Tamarack Ln, Oak Bluffs, MA 02557
    15 Tamarack Ln, Oak Bluffs, MA 02557
    /42

    $4,600,000

    $350K PRICE DROP
    • 6 Beds
    • 5.5 Baths
    • 3,998 Sq Ft

    15 Tamarack Ln, Oak Bluffs, MA 02557

    Nestled within the idyllic and highly coveted setting of Farm Neck Golf Club, 15 Tamarack Lane offers a rare opportunity to own a stunning 3.7 acres in one of Martha’s Vineyard’s most exclusive communities. The property enjoys picturesque views over the 7th fairway and 8th tee box, across to Sengekontacket Pond, creating a peaceful backdrop of lush greens and distant water. The historic

    Stephanie Roache Donnelly + Co.

    15 Tamarack Ln, Oak Bluffs, MA 02557
  • 7 Pipn Cir, Edgartown, MA 02539
    7 Pipn Cir, Edgartown, MA 02539
    7 Pipn Cir, Edgartown, MA 02539
    /41

    $2,195,000

    • 5 Beds
    • 3.5 Baths
    • 2,628 Sq Ft

    7 Pipn Cir, Edgartown, MA 02539

    Life on Chappaquiddick has a rhythm all its own — and this exceptional compound is designed to savor every moment of it.Set on three park-like acres of meadows and woodland, two freshly painted log cabin-style homes offer a private world apart. The three-bedroom main house is open and generous, with living spaces that flow seamlessly from inside to out. The two-bedroom guest house is its own

    Dawn Bellante Sandpiper Realty, Inc.

    7 Pipn Cir, Edgartown, MA 02539
  • 38 Pinehurst Rd, Edgartown, MA 02539
    38 Pinehurst Rd, Edgartown, MA 02539
    38 Pinehurst Rd, Edgartown, MA 02539
    /38

    $4,500,000

    • 4 Beds
    • 3.5 Baths
    • 2,836 Sq Ft

    38 Pinehurst Rd, Edgartown, MA 02539

    NEWLY BUILT 4-BEDROOM HOME WITH POOL – 10-Minute WALK TO TOWN,Enjoy modern living in this beautifully furnished, recently built 4-bedroom home featuring a heated saltwater pool and a stylish 20' x 30' entertainment barn—all just a short walk to downtown Edgartown.The home offers two floors of bright, elegant living space with 3.5 beautifully designed bathrooms, an open kitchen and family

    Michele Casavant Vineyard Village Realty

    38 Pinehurst Rd, Edgartown, MA 02539
  • 33 Island Inn Rd Unit F 22, Oak Bluffs, MA 02568
    33 Island Inn Rd Unit F 22, Oak Bluffs, MA 02568
    33 Island Inn Rd Unit F 22, Oak Bluffs, MA 02568
    /18

    $239,000

    • 1 Bed
    • 1 Bath
    • 316 Sq Ft

    33 Island Inn Rd Unit F 22, Oak Bluffs, MA 02568

    Want to own a slice of Martha's Vineyard? As an owner of this studio style "Condo-tel", you will enjoy the convenience of worry free ownership. This unit has newer flooring, an updated bathroom, updated kitchenette and a cathedral ceiling. This is casual resort style living that includes association pool, 3 tennis courts, playground, and shared grilling area. This wonderful location borders Farm

    Rene Jackson Island Real Estate

    33 Island Inn Rd Unit F 22, Oak Bluffs, MA 02568
  • 528 Main St, Vineyard Haven, MA 02568
    528 Main St, Vineyard Haven, MA 02568
    528 Main St, Vineyard Haven, MA 02568
    /30

    $1,800,000

    • 4 Beds
    • 4 Baths
    • 2,334 Sq Ft

    528 Main St, Vineyard Haven, MA 02568

    Expanded cottage with in-law suite, garage, and detached studio. On the way to West Chop, it is equidistant to Downtown Vineyard Haven, the flagpole at West Chop, Mink Meadows Golf Club, and Vineyard Haven Yacht Club. This 4 bedroom, 4 bathroom property offers a flexible floor plan, including a private inlaw wing complete with its own entrance, kitchen, living room, full bathroom, and

    Madelyn Silvia Wallace & Co. Sotheby's International Realty

    528 Main St, Vineyard Haven, MA 02568
  • 220 North Rd, Chilmark, MA 02535
    220 North Rd, Chilmark, MA 02535
    220 North Rd, Chilmark, MA 02535
    /39

    $2,400,000

    • 7 Beds
    • 4 Baths
    • 2,232 Sq Ft

    220 North Rd, Chilmark, MA 02535

    Welcome to 220 North Road, Chilmark, an idyllic, up-island retreat featuring a 4-BR, post-and-beam, main house and 3-BR guest cottage. Set on three private acres, this verdant oasis is surrounded by preserves, walking trails and even an ancient way that leads directly from the property to Middle Line Woods Preserve, and then all the way to Tea Lane Farm. A two-thirds of an acre conservation

    David Lott Vineyard Open House Real Estate

    220 North Rd, Chilmark, MA 02535
  • 74 Chase Ln, Vineyard Haven, MA 02568
    74 Chase Ln, Vineyard Haven, MA 02568
    74 Chase Ln, Vineyard Haven, MA 02568
    /42

    $945,000

    Open Tue 11AM - 1PM
    • 3 Beds
    • 1.5 Baths
    • 1,440 Sq Ft

    74 Chase Ln, Vineyard Haven, MA 02568

    Great Location! Cape Cod style year round home well maintained on a private dead end road close to Tashmoo Landing.Open concept kitchen to dining room. Three bedrooms and one full one half bath. Additional living area with full clean dry basement adds additional 768 SF with egress walkout door and large windows letting in sunshine. Includes two lots. The house has two propane monitors, one on

    Janna O'Loughlin Portfolio Properties

    74 Chase Ln, Vineyard Haven, MA 02568
  • 4 Lagoon Pond Rd, Vineyard Haven, MA 02568
    4 Lagoon Pond Rd, Vineyard Haven, MA 02568
    4 Lagoon Pond Rd, Vineyard Haven, MA 02568
    /9

    $1,395,000

    $600K PRICE DROP
    • 0.5 Baths
    • 1,283 Sq Ft

    4 Lagoon Pond Rd, Vineyard Haven, MA 02568

    Located at the five corners, this rare commercial property presents an opportunity to set your future business venture up for success. This prime location captures the attention of every single vehicle disembarking the Vineyard Haven Ferry! There are 2.5 parking spots included. Please note that the bike shop business is not for sale. This offering is solely for the real estate. The sellers

    Jarrett Hurwitz Keller Williams Realty

    4 Lagoon Pond Rd, Vineyard Haven, MA 02568
  • 8 Paddock Rd, Oak Bluffs, MA 02557
    8 Paddock Rd, Oak Bluffs, MA 02557
    8 Paddock Rd, Oak Bluffs, MA 02557
    /47

    $5,450,000

    • 4 Beds
    • 5.5 Baths
    • 3,300 Sq Ft

    8 Paddock Rd, Oak Bluffs, MA 02557

    Refined Vineyard Living in The Preserve - Set atop a knoll overlooking sweeping grassland and the pond, this exceptional residence embodies the perfect balance of classic coastal architecture and modern sophistication. Located within the prestigious enclave of The Preserve, the home offers a combination of privacy, elegance, and seamless indoor-outdoor living. At its core, an expansive great room

    Lesley Heidt Sandpiper Realty

    8 Paddock Rd, Oak Bluffs, MA 02557
  • 16 Shotnaigher Ln, Chilmark, MA 02535
    16 Shotnaigher Ln, Chilmark, MA 02535
    16 Shotnaigher Ln, Chilmark, MA 02535
    /29

    $10,950,000

    $2M PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,050 Sq Ft

    16 Shotnaigher Ln, Chilmark, MA 02535

    New to market this completely renovated water view home is located in a private enclave of upscale homes fronting on Squibnocket Pond in Chilmark. There are 360 degree views from this 3.6 acre hilltop site offering views of the pond, Atlantic Ocean and north to Menemsha Pond and the Vineyard Sound. Sunrise and Sunset! This home, completely renovated in 2022 features a state of the art gourmet

    Rebecca V Conroy Conroy & Company R.E., Inc.

    16 Shotnaigher Ln, Chilmark, MA 02535
  • 27 Spring St, Vineyard Haven, MA 02568
    27 Spring St, Vineyard Haven, MA 02568
    27 Spring St, Vineyard Haven, MA 02568
    /58

    $2,895,000

    • 5 Beds
    • 4 Baths
    • 2,300 Sq Ft

    27 Spring St, Vineyard Haven, MA 02568

    Located in the William Street Historic District, this elegant Greek Revival home, built in 1842, has stood the test of time and has been thoughtfully expanded and renovated in recent years. This five-bedroom, four-bath residence combines historic character with modern comforts. The home features a gracious living room, dining room, office, and an inviting kitchen/breakfast room. There are five

    Alexis Holden Tea Lane Associates

    27 Spring St, Vineyard Haven, MA 02568
  • 9 Sutton's Way, Edgartown, MA 02539
    9 Sutton's Way, Edgartown, MA 02539
    9 Sutton's Way, Edgartown, MA 02539
    /51

    $7,999,000

    • 7 Beds
    • 6.5 Baths
    • 7,133 Sq Ft

    9 Sutton's Way, Edgartown, MA 02539

    Nestled in an enviable Katama setting, this masterfully designed shingle-style farmhouse compound epitomizes the peak of casual Vineyard luxury across a manicured coastal landscape. From the sprawling covered entry porch, the front door opens into an impeccably choreographed layout where a grand entry hall flows seamlessly into an expansive great room, an elegant formal dining space and a

    Jennifer DaSilva Compass | Point B

    9 Sutton's Way, Edgartown, MA 02539
  • 0, 36, 38 Black Point Rd Unit 11, 9-02, 9-01, 058-, Chilmark, MA 02535
    0, 36, 38 Black Point Rd Unit 11, 9-02, 9-01, 058-, Chilmark, MA 02535
    0, 36, 38 Black Point Rd Unit 11, 9-02, 9-01, 058-, Chilmark, MA 02535
    /38

    $16,000,000

    • Land
    • 46 Acres
    • $347,826 per Acre

    0, 36, 38 Black Point Rd Unit 11, 9-02, 9-01, 058-, Chilmark, MA 02535

    Forty six extraordinary acres on Black Point Pond with easy access to Black Point sandy ocean beach. Magical expansive views of meadows, pond and ocean. This estate-sized property abuts 140 acres of Sheriff’s Meadow conservation land, offering exceptional privacy. A simple 1041 square foot two bedroom seasonal home sits on one lot with two detached studios alongside. Close to nature, this home

    Abby Rabinovitz Tea Lane Associates

    0, 36, 38 Black Point Rd Unit 11, 9-02, 9-01, 058-, Chilmark, MA 02535
  • 124 Skiff Ave Unit B-12, Vineyard Haven, MA 02568
    124 Skiff Ave Unit B-12, Vineyard Haven, MA 02568
    124 Skiff Ave Unit B-12, Vineyard Haven, MA 02568
    /24

    $429,000

    • 1 Bed
    • 1 Bath
    • 305 Sq Ft

    124 Skiff Ave Unit B-12, Vineyard Haven, MA 02568

    Welcome to Unit B-12 at the Causeway Condominiums, a turnkey studio offering comfortable, low-maintenance island living just a short walk to the charming village of Vineyard Haven. Thoughtfully designed to maximize space and functionality, this inviting residence features warm bamboo flooring throughout, a custom Murphy bed, and a beautifully crafted custom mahogany closet and storage system,

    Marilyn Moses Ocean Park Realty Inc

    124 Skiff Ave Unit B-12, Vineyard Haven, MA 02568
  • 131 N Water St Unit 22, Edgartown, MA 02539
    131 N Water St Unit 22, Edgartown, MA 02539
    131 N Water St Unit 22, Edgartown, MA 02539
    /17

    $2,595,000

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    131 N Water St Unit 22, Edgartown, MA 02539

    LUXURIOUS LIVING AWAITS at the iconic Harbor View Hotel Captain Collins Cottage. Unit 22 at 131 N. Water Street is a beautifully appointed 960± sq. ft., second-floor condominium featuring 2 bedrooms and 2 baths in the heart of Edgartown. This fully managed, turnkey residence offers effortless Vineyard ownership with access to the Harbor View Hotel’s renowned amenities and services.

    Mitzi Lawlor Corcoran Property Advisors

    131 N Water St Unit 22, Edgartown, MA 02539
  • 30 & 40 Elias Ln, West Tisbury, MA 02575
    30 & 40 Elias Ln, West Tisbury, MA 02575
    30 & 40 Elias Ln, West Tisbury, MA 02575
    /30

    $3,995,000

    • 6 Beds
    • 3.5 Baths
    • 3,070 Sq Ft

    30 & 40 Elias Ln, West Tisbury, MA 02575

    A beautiful pastoral, private family compound in West Tisbury, on 7.5 glorious acres of meadow comprised of two parcels, offers a rare opportunity. Elias Lane is a quiet country road tucked behind Misty Meadows and just minutes from West Tisbury village. The property features a lovingly maintained 4 BDR main house with a well appointed kitchen, recent sun porch addition an elegant Lew French

    Elissa Lash Tea Lane Associates

    30 & 40 Elias Ln, West Tisbury, MA 02575
  • 103 Edgartown Bay Rd, Edgartown, MA 02539
    103 Edgartown Bay Rd, Edgartown, MA 02539
    103 Edgartown Bay Rd, Edgartown, MA 02539
    /30

    $6,995,000

    • 4 Beds
    • 3 Baths
    • 2,624 Sq Ft

    103 Edgartown Bay Rd, Edgartown, MA 02539

    Perfectly positioned along the serene shores of Katama Bay, this property offers a front-row seat to nature’s grandeur. Residents will revel in sweeping, 180-degree vistas where the tranquil waters of the bay meet the dramatic horizon of South Beach and the Atlantic Ocean. As you enter the property from Edgartown Bay Road, the home’s timeless architecture and expansive front lawn make an

    Bonnie Pierce Wallace & Co. Sotheby's

    103 Edgartown Bay Rd, Edgartown, MA 02539
  • 40 Hidden Cove Rd Unit 2, Oak Bluffs, MA 02557
    40 Hidden Cove Rd Unit 2, Oak Bluffs, MA 02557
    40 Hidden Cove Rd Unit 2, Oak Bluffs, MA 02557
    /32

    $1,595,000

    • 3 Beds
    • 3.5 Baths
    • 2,739 Sq Ft

    40 Hidden Cove Rd Unit 2, Oak Bluffs, MA 02557

    Enjoy timeless summers at this Hidden Cove condo, where days begin with a paddle on Sengekontacket Pond, afternoons are spent between the pool and tennis courts, and evenings end on the deck after a day spent exploring the island. This three-bedroom unit has distant water views and offers an easy, multi-level floor plan with open living spaces, a private primary suite, two guest bedrooms, a

    Rose Ryley Wallace & Co. Sotheby's International Realty

    40 Hidden Cove Rd Unit 2, Oak Bluffs, MA 02557
  • 4 Rock Pond, West Tisbury, MA 02575
    4 Rock Pond, West Tisbury, MA 02575
    4 Rock Pond, West Tisbury, MA 02575
    /32

    $1,140,000

    $35K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,059 Sq Ft

    4 Rock Pond, West Tisbury, MA 02575

    4 Rock Pond Road offers a rare opportunity to enjoy the best of community-centered living in one of Martha’s Vineyard’s most unique and thoughtfully designed neighborhoods. Located within the Island Cohousing community in West Tisbury, this 4-bedroom, 2-bath home combines warmth, functionality, sustainability, and connection in a peaceful natural setting.Built by South Mountain Company, the

    Trish Lyman Compass | Point B

    4 Rock Pond, West Tisbury, MA 02575
  • 7 Pip'N Rd, Edgartown, MA 02539
    7 Pip'N Rd, Edgartown, MA 02539
    7 Pip'N Rd, Edgartown, MA 02539
    /52

    $2,195,000

    • 5 Beds
    • 3.5 Baths
    • 2,628 Sq Ft

    7 Pip'N Rd, Edgartown, MA 02539

    A true Chappaquiddick escape — where the outdoors is as much a part of the home as anything inside. Tucked within three acres of park-like grounds, meadows and woodland, this rustic yet comfortable compound of two log houses is built for friends and family who love the land, the water, and everything in between.Gather around the custom firepit under a canopy of stars, soak in the sauna and

    Dawn Bellante-Holand Sandpiper Realty

    7 Pip'N Rd, Edgartown, MA 02539
  • 5 Atlantic Dr Unit 5.2, Edgartown, MA 02539
    5 Atlantic Dr Unit 5.2, Edgartown, MA 02539
    5 Atlantic Dr Unit 5.2, Edgartown, MA 02539
    /13

    $6,750,000

    • Land
    • 2.11 Acres
    • $3,199,052 per Acre

    5 Atlantic Dr Unit 5.2, Edgartown, MA 02539

    Located in one of Katama’s most coveted neighborhoods, this 2.11-acre parcel offers stunning ocean views and a direct path to South Beach. Surrounded by high-end homes and just minutes from Edgartown Village, it’s an ideal setting for a custom-built retreat with room for a four bedroom residence with pool and views over the dunes. A rare opportunity to own in this prestigious coastal enclave.

    Deb Levin Studio Realty

    5 Atlantic Dr Unit 5.2, Edgartown, MA 02539
  • 22 Oklahoma Ave, Vineyard Haven, MA 02568
    22 Oklahoma Ave, Vineyard Haven, MA 02568
    22 Oklahoma Ave, Vineyard Haven, MA 02568
    /21

    $1,300,000

    $145K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,738 Sq Ft

    22 Oklahoma Ave, Vineyard Haven, MA 02568

    3 BEDROOM HOUSE + 1 BEDROOM APARTMENT! A rare opportunity in a convenient Vineyard Haven neighborhood. This move-in ready property features a 3 BR, 1.5 BA main house plus a legal 1 BR, 1 BA accessory apartment, offering the perfect setup for multi-generational living or a high-demand rental to offset your mortgage. The main house features a stunning sun-room, a cheerful efficient kitchen, and a

    Idalyn Macchia Gilstad Wallace & Co. Sotheby's International Realty

    22 Oklahoma Ave, Vineyard Haven, MA 02568
  • 19 Kitts Field Cir, Edgartown, MA 02539
    19 Kitts Field Cir, Edgartown, MA 02539
    19 Kitts Field Cir, Edgartown, MA 02539
    /69

    $3,950,000

    $225K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,397 Sq Ft

    19 Kitts Field Cir, Edgartown, MA 02539

    Old World Vineyard Charm Meets Modern Katama Living. Welcome to this beautifully crafted Katama family compound, a private, thoughtfully designed estate offering timeless elegance and exceptional amenities. Nestled near Edgartown Village, this stunning property includes a four-bedroom main residence with three levels of living space, a charming two-bedroom guest house, pool house, pool, spa,

    Michele Casavant Vineyard Village Realty

    19 Kitts Field Cir, Edgartown, MA 02539
  • 52 Heath Hen Ln Unit 5, Vineyard Haven, MA 02568
    52 Heath Hen Ln Unit 5, Vineyard Haven, MA 02568
    52 Heath Hen Ln Unit 5, Vineyard Haven, MA 02568
    /5

    $639,000

    • Land
    • 12,998 Sq Ft
    • $2,141,421 per Acre

    52 Heath Hen Ln Unit 5, Vineyard Haven, MA 02568

    GOOD TO GO! This sunny 13,000-square-foot lot is ready for your Vineyard home. The property comes with a complete six-bedroom septic design prepared by Vineyard Land Surveying, allowing for both a main house and guest house. With key planning work already completed, this is an outstanding opportunity to move forward with confidence and begin the building process. Conveniently located just off

    Tina Miller Donnelly + Co

    52 Heath Hen Ln Unit 5, Vineyard Haven, MA 02568
  • 60R Carol Ln, Oak Bluffs, MA 02557
    60R Carol Ln, Oak Bluffs, MA 02557
    /2

    $794,000

    • 2 Beds
    • 1 Bath
    • 624 Sq Ft

    60R Carol Ln, Oak Bluffs, MA 02557

    Tucked away down a quiet lane just moments from downtown Oak Bluffs, sits this charming home. Nestled on just over an 8,400 sq. ft. lot, the property offers compact single-story living, ideal for those seeking simplicity while being close to everything the island. The bright, open concept features a living area and kitchen with breakfast bar. Ample storage and a stackable washer/dryer complete

    Michele Moore Island Real Estate

    60R Carol Ln, Oak Bluffs, MA 02557
  • 131 N Water St Unit 96, Edgartown, MA 02539
    131 N Water St Unit 96, Edgartown, MA 02539
    131 N Water St Unit 96, Edgartown, MA 02539
    /17

    $2,875,000

    • 3 Beds
    • 3 Baths
    • 1,061 Sq Ft

    131 N Water St Unit 96, Edgartown, MA 02539

    LUXURIOUS LIVING AWAITS at the iconic Harbor View Hotel Captain Collins Cottage. Unit 96 at 131 N. Water Street is a beautifully appointed 1061± sq. ft., second and third-floor condominium featuring 3 beds and 3 baths in the heart of Edgartown.This fully managed, turnkey residence offers effortless Vineyard ownership with access to the Harbor View Hotel’s renowned amenities and services.

    Mitzi Lawlor Corcoran Property Advisors

    131 N Water St Unit 96, Edgartown, MA 02539
  • 64 Christiantown Rd, Vineyard Haven, MA 02568
    64 Christiantown Rd, Vineyard Haven, MA 02568
    64 Christiantown Rd, Vineyard Haven, MA 02568
    /42

    $3,495,000

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

    64 Christiantown Rd, Vineyard Haven, MA 02568

    This stunning 3,200 sq. ft. architectural home features a bright, open layout defined by vaulted ceilings and rich hardwood floors. The gourmet kitchen, appointed with high-end finishes including silestone countertops, flows seamlessly into both a cozy family room and an elegant living room, anchored by a gorgeous dual-sided brick fireplace. With 4 bedrooms, 4 full bathrooms, and 2 dedicated home

    Karen Overtoom Karen M. Overtoom R.E.

    64 Christiantown Rd, Vineyard Haven, MA 02568
  • 20 Sunnyside Ave, Vineyard Haven, MA 02568
    20 Sunnyside Ave, Vineyard Haven, MA 02568
    20 Sunnyside Ave, Vineyard Haven, MA 02568
    /38

    $5,995,000

    • 3 Beds
    • 3 Baths
    • 2,280 Sq Ft

    20 Sunnyside Ave, Vineyard Haven, MA 02568

    Waterfront Estate with Deep-Water Dock & Private Beach.Experience an exceptional Martha’s Vineyard waterfront lifestyle at this rare Lagoon Pond offering, ideally located just minutes from Vineyard Haven’s vibrant harbor, restaurants and shops. The property features a private deep-water dock—ideal for the avid boater—along with its own sandy beach for effortless access to the

    Peyton Wallace Studio Realty

    20 Sunnyside Ave, Vineyard Haven, MA 02568
  • 27 Island Inn Rd Unit D17, Oak Bluffs, MA 02568
    27 Island Inn Rd Unit D17, Oak Bluffs, MA 02568
    27 Island Inn Rd Unit D17, Oak Bluffs, MA 02568
    /18

    $250,000

    • 1 Bed
    • 1 Bath
    • 331 Sq Ft

    27 Island Inn Rd Unit D17, Oak Bluffs, MA 02568

    Island Inn ....tucked behind the ever-popular Noman's Restaurant. Located off the Beach Road in Oak Bluffs. Fully furnished and updated 2nd floor studio. New: floors, appliances, television, mini-split AC and two double mattresses, Fully furnished galley kitchen. Use the convenient bike path to State Beach and then further on into Edgartown ...OR a short distance north to Oak Bluffs center, ferry

    Patti Dean Wiggy's Pond Real Estate

    27 Island Inn Rd Unit D17, Oak Bluffs, MA 02568
  • 4 Rock Pond Rd, Vineyard Haven, MA 02568
    4 Rock Pond Rd, Vineyard Haven, MA 02568
    4 Rock Pond Rd, Vineyard Haven, MA 02568
    /31

    $1,140,000

    $35K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,059 Sq Ft

    4 Rock Pond Rd, Vineyard Haven, MA 02568

    4 Rock Pond Road offers a rare opportunity to enjoy the best of community-centered living in one of Martha’s Vineyard’s most unique and thoughtfully designed neighborhoods. Located within the Island Cohousing community in West Tisbury, this 4-bedroom, 2-bath home combines warmth, functionality, sustainability, and connection in a peaceful natural setting.Built by South Mountain Company, the home

    Patricia Lyman Compass

    4 Rock Pond Rd, Vineyard Haven, MA 02568
  • 24 Towanticut Ave Unit 188, Oak Bluffs, MA 02568
    24 Towanticut Ave Unit 188, Oak Bluffs, MA 02568
    24 Towanticut Ave Unit 188, Oak Bluffs, MA 02568
    /5

    $789,000

    $68K PRICE DROP
    • Land
    • 16,892 Sq Ft
    • $2,034,554 per Acre

    24 Towanticut Ave Unit 188, Oak Bluffs, MA 02568

    OAK BLUFFS - EIGHT (8) BEDROOM LOT. This already cleared, oversized lot, 16,895sq.ft., (more than 1/3 acre) comes with an Approved Eight (8) Bedroom Septic Design, ready to build. Exceptional potential for a spacious custom home, family compound, or a rental property. Utilities are available by the lot, which significantly reduces development costs and time. Convenient access from both Towanticut

    Alisan Lohan-Conway Alisan Lohan-Conway Properties

    24 Towanticut Ave Unit 188, Oak Bluffs, MA 02568
  • 23 Thaxter Ln, Edgartown, MA 02539
    23 Thaxter Ln, Edgartown, MA 02539
    23 Thaxter Ln, Edgartown, MA 02539
    /25

    $2,950,000

    $250K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,268 Sq Ft

    23 Thaxter Ln, Edgartown, MA 02539

    OPEN AND AIRY COASTAL RETREAT WITH EASY ACCESS TO SOUTH BEACH and EDGARTOWN VILLAGE. Welcome to this tri-level contemporary home in the heart of KATAMA. This home offers the perfect blend of spacious indoor-outdoor living with three levels of outdoor decking nestled amongst mature vegetation and a quick stroll to South Beach. The home features vaulted ceilings, two first floor bedroom en-suites,

    Michele Casavant Vineyard Village Realty

    23 Thaxter Ln, Edgartown, MA 02539
  • 9 N Neck Rd, Edgartown, MA 02539
    9 N Neck Rd, Edgartown, MA 02539
    9 N Neck Rd, Edgartown, MA 02539
    /12

    $2,495,000

    $755K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 936 Sq Ft

    9 N Neck Rd, Edgartown, MA 02539

    COMMANDING WATER VIEWS ON CHAPPAQUIDDICK - This beloved fishing cottage rests high above one of the premier fishing areas on the island of Chappaquiddick. Set apart from the hustle and bustle of downtown, but within easy reach of all Edgartown offers, the pristine views over the wilds of Cape Pogue and the outer harbor bring peace and serenity for all who visit. Fishing, clamming, swimming,

    Leslie C. Floyd Portfolio Properties

    9 N Neck Rd, Edgartown, MA 02539
  • 4 Jacobs Neck Rd, Edgartown, MA 02539
    4 Jacobs Neck Rd, Edgartown, MA 02539
    4 Jacobs Neck Rd, Edgartown, MA 02539
    /22

    $8,900,000

    • 4 Beds
    • 8 Baths
    • 7,767 Sq Ft

    4 Jacobs Neck Rd, Edgartown, MA 02539

    Great Potential with Pond & Beach Access ~Set on ten private wooded acres in the Boldwater community, this unique property combines privacy, flexibility, and exceptional potential. It includes a beautifully appointed guest house ready to enjoy, plus an approximately 5,400 sq. ft. structure offering the opportunity to create a custom main residence with a swimming pool. Owners enjoy deeded

    Deb Hancock Hancock Real Estate

    4 Jacobs Neck Rd, Edgartown, MA 02539
  • Lot 4B Browns Farm Ln, Edgartown, MA 02539
    Lot 4B Browns Farm Ln, Edgartown, MA 02539
    Lot 4B Browns Farm Ln, Edgartown, MA 02539
    /6

    $2,795,000

    • Land
    • 0 Sq Ft

    Lot 4B Browns Farm Ln, Edgartown, MA 02539

    Tucked off Meetinghouse Way, this 3-acre parcel offers an opportunity to create something lasting on the Vineyard. Open pasture sweeps across the property's core, framed by bordering woodland that lends a sense of privacy without sacrificing the light and openness that makes the setting so appealing. Just under 2.5 miles from the Village and South Beach, the location balances seclusion with easy

    Courtney Marek Sandpiper Realty, Inc.

    Lot 4B Browns Farm Ln, Edgartown, MA 02539
  • 19 Llewellyn Way, Edgartown, MA 02539
    19 Llewellyn Way, Edgartown, MA 02539
    19 Llewellyn Way, Edgartown, MA 02539
    /30

    $3,200,000

    • 4 Beds
    • 6 Baths
    • 3,428 Sq Ft

    19 Llewellyn Way, Edgartown, MA 02539

    Perfectly situated just moments from the bike path, Edgartown Village, and South Beach, this exceptional Edgartown compound offers the best of Vineyard living. The main house is filled with warmth and character, featuring soaring ceilings, exposed beams, and an inviting open living area centered around a custom stone fireplace. Thoughtfully designed and perfectly sited for privacy, the Casita

    Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

    19 Llewellyn Way, Edgartown, MA 02539
  • 99 The Blvd, Edgartown, MA 02539
    99 The Blvd, Edgartown, MA 02539
    99 The Blvd, Edgartown, MA 02539
    /43

    $2,475,000

    • 4 Beds
    • 4 Baths
    • 3,039 Sq Ft

    99 The Blvd, Edgartown, MA 02539

    Welcome to a beautifully renovated custom contemporary colonial located just 1/3 mile from the Sengekontacket Pond boat landing. Perfect for kayaking, paddleboarding, and coastal living, this builder-owned home seamlessly blends classic Vineyard charm with modern luxury. The bright, open-concept main floor features a wood-burning fireplace, custom kitchen, and direct access to a private backyard

    Jennifer DaSilva Compass | Point B

    99 The Blvd, Edgartown, MA 02539
  • 37 Circuit Ave Unit 4, Oak Bluffs, MA 02557
    37 Circuit Ave Unit 4, Oak Bluffs, MA 02557
    37 Circuit Ave Unit 4, Oak Bluffs, MA 02557
    /20

    $899,000

    • 2 Beds
    • 1 Bath
    • 990 Sq Ft

    37 Circuit Ave Unit 4, Oak Bluffs, MA 02557

    In the heart of Downtown Oak Bluffs this Restless Winds Penthouse condominium Unit #4 on 2nd floor comes with an amazing roof top deck that is only shared with one other condo (#5). This spacious unit just under 1,000 sq. ft. has a nautical feel with custom wood features and a ships ladder leading to the roof top deck. This condo packs a lot in with a full kitchen, living and dining area, a guest

    Lisa Lucier Anchor Realty of MV

    37 Circuit Ave Unit 4, Oak Bluffs, MA 02557
  • 4 Quail Run Unit 21, Oak Bluffs, MA 02557
    4 Quail Run Unit 21, Oak Bluffs, MA 02557
    4 Quail Run Unit 21, Oak Bluffs, MA 02557
    /26

    $925,000

    • 2 Beds
    • 1.5 Baths
    • 1,208 Sq Ft

    4 Quail Run Unit 21, Oak Bluffs, MA 02557

    Welcome to this FULLY FURNISHED, private, 2-bedroom, end-unit townhouse offering 1,208 sq ft of effortless coastal living. With seasonal rentals already in place this opportunity is the defenition of TURN KEY. Thoughtfully designed with both comfort and style in mind, this coastal retreat blends relaxed island charm with modern convenience—perfect for year-round living or as an established rental

    Emma Bryant Studio Realty

    4 Quail Run Unit 21, Oak Bluffs, MA 02557
  • 11 Stanley St, Oak Bluffs, MA 02557
    11 Stanley St, Oak Bluffs, MA 02557
    11 Stanley St, Oak Bluffs, MA 02557
    /18

    $1,255,000

    • 3 Beds
    • 1.5 Baths
    • 912 Sq Ft

    11 Stanley St, Oak Bluffs, MA 02557

    Nestled on a cul-de-sac is this sweet 3 bedroom ranch. Located on a .34 acre lot with plenty of room to expand this solid home and still have enough space for an ADU on this spacious lot. Well maintained over the years with recent upgrades including, roof, siding, new insulation, flooring and paint. Natural light floods the house from the bank of windows in the living room to the sliding glass

    Lisa Lucier Anchor Realty of Martha's Vineyard

    11 Stanley St, Oak Bluffs, MA 02557

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