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Edgartown, MA Homes for Sale

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  • 62 Jernegan Ave, Edgartown, MA 02539
    62 Jernegan Ave, Edgartown, MA 02539
    62 Jernegan Ave, Edgartown, MA 02539
    /27

    $1,170,000

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

    62 Jernegan Ave, Edgartown, MA 02539

    Charming 3-Bedroom, 2-Bath Ranch in Edgartown – Spacious, Private, and Conveniently Located Discover this inviting 3-bedroom, 2 full bath ranch-style home set on a generous .5 acre lot in a quiet, private area of Edgartown. Featuring an open-concept layout, this home offers seamless flow between the living, dining, and kitchen spaces—ideal for both everyday living and entertaining. The spacious

    Agent Photo

    Nicholas Silvestri

    Keller Williams Realty Evolution

    (508) 290-4981

    62 Jernegan Ave, Edgartown, MA 02539
  • 385 Barnes Rd, Vineyard Haven, MA 02568
    385 Barnes Rd, Vineyard Haven, MA 02568
    385 Barnes Rd, Vineyard Haven, MA 02568
    /42

    $5,995,000

    • 3 Beds
    • 6 Baths
    • 3,608 Sq Ft

    385 Barnes Rd, Vineyard Haven, MA 02568

    Indulge in luxurious living at this exquisite waterfront retreat featuring a private 125-foot sandy beach. Over 5,400 sq ft on three floors blend elegance with indoor-outdoor living. The grand foyer leads to dramatic interiors with high ceilings and floor-to-ceiling windows showcasing stunning water views. Highlights include a striking stone fireplace, custom built-ins, gourmet kitchen with stone

    Agent Photo

    Wendy Harman

    Compass

    (508) 274-5363

    385 Barnes Rd, Vineyard Haven, MA 02568
  • 31 The Blvd, Edgartown, MA 02539
    31 The Blvd, Edgartown, MA 02539
    31 The Blvd, Edgartown, MA 02539
    /39

    $2,895,000

    • 3 Beds
    • 2 Baths
    • 1,350 Sq Ft

    31 The Blvd, Edgartown, MA 02539

    Waterfront Charmer on Sengekontacket Pond - Perched on the shoreline, this contemporary cottage is enveloped by stone walls, lush gardens, and stunning water views. Inside, a bright, airy living space features an open dining area and a well-appointed kitchen. The all-white interior is complemented by hardwood floors, vaulted ceilings, skylights, air conditioning, and ceiling fans. Three sliding

    Agent Photo

    Wendy Harman

    Compass

    (508) 301-9323

    31 The Blvd, Edgartown, MA 02539
  • 4 Somerset Ln, Edgartown, MA 02539
    4 Somerset Ln, Edgartown, MA 02539
    4 Somerset Ln, Edgartown, MA 02539
    /42

    $5,750,000

    • 4 Beds
    • 4.5 Baths
    • 3,643 Sq Ft

    4 Somerset Ln, Edgartown, MA 02539

    New Construction: Reimagined Island Living At Somerset. Located in Katama, Somerset is an exclusive five-home luxury enclave perfectly located between Edgartown Village and South Beach -- and developed by Stanmar, owners of the Winnetu Oceanside Resort. The home sites have been designed to maximize outdoor living and entertaining around a spacious and private yard with expansive lawns and room

    Agent Photo

    Wendy Harman

    Compass

    (508) 715-9594

    4 Somerset Ln, 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
    /32

    $985,000

    • 2 Beds
    • 1 Bath
    • 990 Sq Ft

    37 Circuit Ave Unit 4, Oak Bluffs, MA 02557

    Downtown Oak Bluffs Located right in the heart of town. Unit #4 A penthouse condo with a semi-private rooftop deck (shared with unit 5 only). This spacious condo has a panoramic view of the town and surrounding waters sitting high above it all with outdoor seating and separate entrances from either condo. This solid deck adds a whole other dimension to this already desirable unit.The interior

    Agent Photo

    Lisa Lucier

    Anchor Realty of Martha's Vineyard

    (508) 514-5238

    37 Circuit Ave Unit 4, Oak Bluffs, MA 02557
  • 37 Circuit Ave Unit 5, Oak Bluffs, MA 02557
    37 Circuit Ave Unit 5, Oak Bluffs, MA 02557
    37 Circuit Ave Unit 5, Oak Bluffs, MA 02557
    /24

    $935,000

    • 1 Bed
    • 1 Bath
    • 797 Sq Ft

    37 Circuit Ave Unit 5, Oak Bluffs, MA 02557

    Downtown Oak Bluffs centrally located in the heart of Oak Bluffs. Steps from ferries, shops, restaurants and beaches from this penthouse condo. Escape the hustle and bustle on your semi private rooftop deck shared only with (unit 4 also for sale). Panoramic views of the Nantucket and Vineyard Sounds await you while you relax on the deck or enjoy dinner al fresco. The condo features all wood

    Agent Photo

    Lisa Lucier

    Anchor Realty of MV

    (508) 422-4131

    37 Circuit Ave Unit 5, Oak Bluffs, MA 02557
  • 109 Herring Creek Rd, Edgartown, MA 02539
    109 Herring Creek Rd, Edgartown, MA 02539
    109 Herring Creek Rd, Edgartown, MA 02539
    /26

    $2,895,000

    • 3 Beds
    • 3 Baths
    • 2,750 Sq Ft

    109 Herring Creek Rd, Edgartown, MA 02539

    Coastal Retreat In Katama - Located in the heart of Katama, with the iconic Katama Airfield and the sandy shores of South Beach nearby, this contemporary coastal retreat is ideal for enjoying all the best of Katama. The reverse-style contemporary features a sunny, open-designed floor plan with vaulted ceilings that seamlessly combine an inviting Living Room with gas fireplace, a Game Room with

    Agent Photo

    Wendy Harman

    Compass

    (508) 274-5363

    109 Herring Creek Rd, Edgartown, MA 02539
  • 34 Massasoit Ave, Oak Bluffs, MA 02568
    34 Massasoit Ave, Oak Bluffs, MA 02568
    34 Massasoit Ave, Oak Bluffs, MA 02568
    /34

    $2,999,000

    • 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

    Agent Photo

    Lisa Lucier

    Anchor Realty of MV

    (508) 348-7972

    34 Massasoit Ave, Oak Bluffs, MA 02568
  • 5 Katama Dr, Edgartown, MA 02539
    5 Katama Dr, Edgartown, MA 02539
    5 Katama Dr, Edgartown, MA 02539
    /41

    $3,395,000

    • 3 Beds
    • 3.5 Baths
    • 2,527 Sq Ft

    5 Katama Dr, Edgartown, MA 02539

    Modern Coastal Retreat In Katama: Freshly reimagined and impeccably styled, this modern coastal residence in the heart of Katama offers a rare opportunity to own a newly renovated home just one mile from South Beach. This appealing retreat has been elevated with curated finishes, high-end systems, and a designer-selected furnishing package that perfectly embodies the relaxed luxury of Vineyard

    Agent Photo

    Wendy Harman

    Compass

    (508) 274-5363

    5 Katama Dr, Edgartown, MA 02539
  • 1 Louis Field Rd, Edgartown, MA 02539
    1 Louis Field Rd, Edgartown, MA 02539
    1 Louis Field Rd, Edgartown, MA 02539
    /23

    $8,995,000

    • 11 Beds
    • 8.5 Baths
    • 6,289 Sq Ft

    1 Louis Field Rd, Edgartown, MA 02539

    SWEETENED WATER FARM ESTATE. Located just one mile from the heart of historic Edgartown Village, this compound in Sweetened Water Farm presents a rare opportunity to become the next steward of this extraordinary Martha’s Vineyard estate. Privately sited on 4.6 acres of exquisitely cultivated gardens, this remarkable property has been featured in several publications celebrating the island’s most

    Agent Photo

    Wendy Harman

    Compass

    (508) 715-8610

    1 Louis Field Rd, Edgartown, MA 02539
  • 29 Slough Cove Rd, Edgartown, MA 02539
    29 Slough Cove Rd, Edgartown, MA 02539
    29 Slough Cove Rd, Edgartown, MA 02539
    /41

    $9,495,000

    • 4 Beds
    • 6 Baths
    • 4,605 Sq Ft

    29 Slough Cove Rd, Edgartown, MA 02539

    LUXURIOUS COUNTRY ESTATE IN KATAMA. Sited at the end of a long private drive, amid a bucolic 1.5-acre meadow setting with stone retaining walls and lush perennial gardens, this elegant country estate, designed by noted architect Patrick Ahearn, offers the epitome of luxurious living in Katama. The home’s timeless and charming character is highlighted by thoughtful, top-notch architectural details

    Agent Photo

    Wendy Harman

    Compass

    (508) 274-5363

    29 Slough Cove Rd, Edgartown, MA 02539
  • 25 Lelands Path, Edgartown, MA 02539
    25 Lelands Path, Edgartown, MA 02539
    25 Lelands Path, Edgartown, MA 02539
    /37

    $9,995,000

    • 6 Beds
    • 7.5 Baths
    • 7,205 Sq Ft

    25 Lelands Path, Edgartown, MA 02539

    Casual Elegance On Katama Bay - Welcome to 25 Leland’s Path on Katama Bay, a stunning property that embodies the perfect blend of casual elegance and serene waterfront living on Chappquiddick. This magnificent home offers over 7,200 square feet of living space, six bedrooms, all with en suite baths, and a three-room Owner's Suite with sweeping water views and a private second-floor deck. The

    Agent Photo

    Wendy Harman

    Compass

    (508) 274-5363

    25 Lelands Path, Edgartown, MA 02539
  • 21 Kitts Field Cir, Edgartown, MA 02539
    21 Kitts Field Cir, Edgartown, MA 02539
    21 Kitts Field Cir, Edgartown, MA 02539
    /34

    $2,995,000

    • 3 Beds
    • 2.5 Baths
    • 1,964 Sq Ft

    21 Kitts Field Cir, Edgartown, MA 02539

    Tastefully renovated, stylishly decorated with the beach in mind, superbly maintained and thoughtfully expanded - all these attributes and more apply. The list of improvements is long and, yet the property has not reached its maximum potential. It is connected to town sewer and is allowed up to 6 bedrooms. It is a conforming lot according to town zoning, which allows for greater flexibility.

    Lynn Buder Sandpiper Realty Inc

    21 Kitts Field Cir, Edgartown, MA 02539
  • 27 Watcha Path, Edgartown, MA 02539
    27 Watcha Path, Edgartown, MA 02539
    27 Watcha Path, Edgartown, MA 02539
    /40

    $2,590,000

    • 4 Beds
    • 3.5 Baths
    • 3,052 Sq Ft

    27 Watcha Path, Edgartown, MA 02539

    STYLISH VINEYARD LIVING WITH EXCEPTIONAL OUTDOOR AMENITIES. This beautifully landscaped coastal-style home is set on three acres just off the bike path, offering easy access to all Island towns. A heated saltwater pool, expansive decking, and outdoor gathering spaces create the perfect setup for Vineyard summers. The home offers 4 bedrooms and 3.5 baths, including two primary suites—one on each

    Jennifer O'hanlon Compass

    27 Watcha Path, Edgartown, MA 02539
  • 160 Katama Rd, Edgartown, MA 02539
    160 Katama Rd, Edgartown, MA 02539
    160 Katama Rd, Edgartown, MA 02539
    /14

    $3,995,000

    • 4 Beds
    • 4 Baths
    • 3,270 Sq Ft

    160 Katama Rd, Edgartown, MA 02539

    Gorgeous post-and-beam home built by a respected contractor. This spacious house plus detached guest quarters is on the outskirts of the village conveniently located on the way to South Beach. The property is at the end of a long driveway off Katama Road and is private and quiet. Upon arrival, you are greeted by beautiful landscaping with large beds of hydrangeas. There are 3 bedrooms in the main

    Bonnie Pierce Wallace & Co. Sotheby's

    160 Katama Rd, Edgartown, MA 02539
  • 39 Sengekontacket Rd, Edgartown, MA 02539
    39 Sengekontacket Rd, Edgartown, MA 02539
    39 Sengekontacket Rd, Edgartown, MA 02539
    /31

    $4,075,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 2,861 Sq Ft

    39 Sengekontacket Rd, Edgartown, MA 02539

    Spectacular waterfront home with stunning water views from every room and completely renovated in 2014. Situated in a private location in the Sengekontacket Association, this is an exceptional property in a rare setting. In addition to the breathtaking water view of Major's Cove and of Felix Neck throughout the home, the front of the property faces serene pastoral views. This home offers four

    Jayne Isford Ocean Park Realty, Inc.

    39 Sengekontacket Rd, Edgartown, MA 02539
  • 28 Marthas Rd, Edgartown, MA 02539
    28 Marthas Rd, Edgartown, MA 02539
    28 Marthas Rd, Edgartown, MA 02539
    /31

    $3,150,000

    • 4 Beds
    • 3.5 Baths
    • 2,566 Sq Ft

    28 Marthas Rd, Edgartown, MA 02539

    Nestled on a generous corner lot in one of Edgartown’s sought-after neighborhoods, this beautifully maintained 4BD, 3.5BA home offers the perfect blend of comfort, convenience, and classic Vineyard charm. The home features a spacious and versatile floor plan, ideal for both year-round living and summer getaways. The light-filled living areas, anchored by a floor to ceiling wood burning fireplace,

    Stacy Ickes Donnelly + Co.

    28 Marthas Rd, Edgartown, MA 02539
  • 1 Wilsons Ln, Edgartown, MA 02539
    1 Wilsons Ln, Edgartown, MA 02539
    1 Wilsons Ln, Edgartown, MA 02539
    /20

    $4,200,000

    • 4 Beds
    • 3.5 Baths
    • 3,716 Sq Ft

    1 Wilsons Ln, Edgartown, MA 02539

    NEWLY CONSTRUCTED gambrel home with a heated saltwater POOL, close to SOUTH BEACH and EDGARTOWN VILLAGE! The entry foyer presents with an oversized lounge area to the right and a spectacular great room ahead. The great room offers a cathedral ceiling and rear wall of two story windows with a gas fireplace. The great room opens to the dining room which features a wall of sliding glass doors

    Michele Casavant Vineyard Village Realty

    1 Wilsons Ln, Edgartown, MA 02539
  • 264 Katama Rd, Edgartown, MA 02539
    264 Katama Rd, Edgartown, MA 02539
    264 Katama Rd, Edgartown, MA 02539
    /138

    $4,950,000

    • 4 Beds
    • 6 Baths
    • 4,167 Sq Ft

    264 Katama Rd, Edgartown, MA 02539

    EDGARTOWN - KATAMA - A MUST SEE! Summer living at its best. A wonderful property, a luxury oasis, a retreat & personal playground, situated equidistant between South Beach & Downtown Edgartown, within walking distance to The Field Club. This prestigious location offers a perfect blend of classic Vineyard charm & modern sophistication. Main house features a dramatic, double-height entrance

    Alisan Lohan-Conway Alisan Lohan-Conway Properties

    264 Katama Rd, Edgartown, MA 02539
  • 16 Mockingbird Dr, Edgartown, MA 02539
    16 Mockingbird Dr, Edgartown, MA 02539
    16 Mockingbird Dr, Edgartown, MA 02539
    /39

    $2,650,000

    • 4 Beds
    • 6 Baths
    • 2,694 Sq Ft

    16 Mockingbird Dr, Edgartown, MA 02539

    Experience the ultimate Vineyard getaway in this custom Colonial that perfectly balances sophistication with Island charm. This thoughtfully designed property features soaring 9-foot ceilings, authentic Heart Pine flooring, and a show-stopping gourmet kitchen complete with professional-grade Viking appliances, handcrafted soapstone countertops, and a statement Carrara marble island. The spacious

    Emma Kennedy Sandpiper Realty Inc

    16 Mockingbird Dr, Edgartown, MA 02539
  • 2 Orchard Ln, Edgartown, MA 02539
    2 Orchard Ln, Edgartown, MA 02539
    2 Orchard Ln, Edgartown, MA 02539
    /27

    $2,700,000

    • 4 Beds
    • 3 Baths
    • 2,001 Sq Ft

    2 Orchard Ln, Edgartown, MA 02539

    Welcome to this 4 bedroom home, with a pool, perched on the neighborhood hilltop. This tri-level cape offers an eat in kitchen featuring granite countertops, a Viking gas range, a double basin sink, a built in banquette and views of the front covered porch and hardscaped rear yard. The primary level presents with a living room, a separate bar area offering a wine refrigerator/dishwasher, a full

    Michele Casavant Vineyard Village Realty

    2 Orchard Ln, Edgartown, MA 02539
  • 110 5th St N, Edgartown, MA 02539
    110 5th St N, Edgartown, MA 02539
    110 5th St N, Edgartown, MA 02539
    /38

    $3,400,000

    • 4 Beds
    • 3.5 Baths
    • 4,372 Sq Ft

    110 5th St N, Edgartown, MA 02539

    Water views with a pool! This chic contemporary 4-bedroom home with a pool and 2-car garage enjoys the ever-changing water views of Sengekontacket Pond and Nantucket Sound on three levels. Fully renovated, this delightful home, being sold turnkey, marries a timeless Vineyard vibe with modern luxury. The mudroom entryway opens to the kitchen with a breakfast island, dining room, and living room

    Stephanie Roache Donnelly + Co.

    110 5th St N, Edgartown, MA 02539
  • 63 Bayes Hill Rd, Oak Bluffs, MA 02557
    63 Bayes Hill Rd, Oak Bluffs, MA 02557
    63 Bayes Hill Rd, Oak Bluffs, MA 02557
    /64

    $3,250,000

    • 4 Beds
    • 5 Baths
    • 5,165 Sq Ft

    63 Bayes Hill Rd, Oak Bluffs, MA 02557

    Tucked away in a serene setting, this beautifully designed custom home offers the ultimate in privacy, comfort, and luxury living. The first floor features a spacious open-concept design, seamlessly blending the dining room, kitchen, wet bar, and living area-perfect for entertaining or relaxing with the family. Home chefs will fall in love with the gourmet kitchen complete with custom cabinetry,

    Casandra Hyland Landmarks at TODAY Real Estate

    63 Bayes Hill Rd, Oak Bluffs, MA 02557
  • 72 Chappaquiddick Ave, Edgartown, MA 02539
    72 Chappaquiddick Ave, Edgartown, MA 02539
    72 Chappaquiddick Ave, Edgartown, MA 02539
    /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
  • 99 The Blvd, Edgartown, MA 02539
    99 The Blvd, Edgartown, MA 02539
    99 The Blvd, Edgartown, MA 02539
    /58

    $2,595,000

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

    99 The Blvd, Edgartown, MA 02539

    Welcome to a stunning blend of contemporary elegance and charm nestled in the heart of Edgartown. This exquisite water view residence offers 3 spacious bedrooms and 4 luxurious bathrooms, encompassing a generous amount of meticulously designed living space.The luxurious and versatile interior boasts a modern, move-in ready design, with a gourmet kitchen and recently renovated spaces. Whether

    Jennifer DaSilva Compass | Point B

    99 The Blvd, Edgartown, MA 02539
  • 34 Massasoit Ave, Oak Bluffs, MA 02568
    34 Massasoit Ave, Oak Bluffs, MA 02568
    34 Massasoit Ave, Oak Bluffs, MA 02568
    /54

    $2,999,000

    • 6 Beds
    • 4 Baths
    • 1,616 Sq Ft

    34 Massasoit Ave, Oak Bluffs, MA 02568

    Located on the corner of Circuit Ave and Massasoit this B1 property with mixed use capability has an existing Victorian home with 6 bedrooms, and 3.5 bathrooms and plenty of room to build a commercial building facing Circuit Ave. The house spacious home with a large wrap around porch would be a great weekly rental property or for employee housing. Right in the heart of Oak Bluffs, walkable to

    Carleen Cordwell Anchor Realty of Martha's Vineyard

    34 Massasoit Ave, Oak Bluffs, MA 02568
  • 114 Meeting House Way, Edgartown, MA 02539
    114 Meeting House Way, Edgartown, MA 02539
    114 Meeting House Way, Edgartown, MA 02539
    /27

    $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

    114 Meeting House Way, Edgartown, MA 02539
  • 114 Meeting House Way, Edgartown, MA 02539
    114 Meeting House Way, Edgartown, MA 02539
    114 Meeting House Way, Edgartown, MA 02539
    /27

    $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
  • 9 N Neck Rd, Edgartown, MA 02539
    9 N Neck Rd, Edgartown, MA 02539
    9 N Neck Rd, Edgartown, MA 02539
    /12

    $3,250,000

    • 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 Real Estate, Inc.

    9 N Neck Rd, Edgartown, MA 02539
  • 11 Bernard Way, Edgartown, MA 02539
    11 Bernard Way, Edgartown, MA 02539
    11 Bernard Way, Edgartown, MA 02539
    /11

    $4,250,000 New Construction

    • 5 Beds
    • 6 Baths
    • 4,200 Sq Ft

    11 Bernard Way, Edgartown, MA 02539

    To be built by a luxury home builder! Located at the end of a quiet cul de sac, just half a mile to the top of Main Street, this Coastal Contemporary-styled home can be completed by July of 2026. Please review the digital renderings which show the vision for this high-end 5-bedroom home, swimming pool and guest house/pool house. High-end details include all ensuite bedrooms in the main house,

    Mark Jenkins Wallace & Co. Sotheby's

    11 Bernard Way, Edgartown, MA 02539
  • 44 Iron Hill Rd, Oak Bluffs, MA 02557
    44 Iron Hill Rd, Oak Bluffs, MA 02557
    44 Iron Hill Rd, Oak Bluffs, MA 02557
    /11

    $1,350,000

    • 2 Beds
    • 1.5 Baths
    • 1,496 Sq Ft

    44 Iron Hill Rd, Oak Bluffs, MA 02557

    Drive past bucolic horse pastures and Duartes Pond to a sweet neighborhood near the Alpaca Farm. This property at the end of a cul de sac on Iron Hill Road is filled with possibilities. This 1.6-acre has 60,000 sq ft+ and can therefore accommodate up to 6 bedrooms with the 10,000 sq ft per bedroom rule. Intended to be a guest house to a future-built main house, the current home is 3-bedrooms

    Cheri Mason LandVest MV

    44 Iron Hill Rd, Oak Bluffs, MA 02557
  • 44 Iron Hill Rd, Vineyard Haven, MA 02568
    44 Iron Hill Rd, Vineyard Haven, MA 02568
    44 Iron Hill Rd, Vineyard Haven, MA 02568
    /16

    $1,350,000

    • 3 Beds
    • 2 Baths
    • 1,496 Sq Ft

    44 Iron Hill Rd, Vineyard Haven, MA 02568

    Drive past bucolic horse pastures and Duartes Pond to a sweet neighborhood near the Alpaca Farm. This property at the end of a cul de sac on Iron Hill Road is filled with possibilities. This 1.6-acre has 60,000 sq ft+ and can therefore accommodate up to 6 bedrooms with the 10,000 sq ft per bedroom rule. Intended to be a guest house to a future-built main house, the current home is 3-bedrooms

    Cheri Mason Landvest MV

    44 Iron Hill Rd, Vineyard Haven, MA 02568
  • 21 Norris Ave, Vineyard Haven, MA 02568
    21 Norris Ave, Vineyard Haven, MA 02568
    21 Norris Ave, Vineyard Haven, MA 02568
    /16

    $800,000

    • 2 Beds
    • 1 Bath
    • 1,086 Sq Ft

    21 Norris Ave, Vineyard Haven, MA 02568

    An Exciting Opportunity for First-Time Buyers or Island Investors.This long-time family homestead offers a rare chance to own a piece of Oak Bluffs at a price point that invites possibility. Set in a quiet, residential neighborhood, the location is just a 25–30 minute walk to the center of town, where you’ll find shopping, restaurants, grocery stores, banks, the ferry terminal, beautiful

    Rene Ben David Ocean Park Realty Inc

    21 Norris Ave, Vineyard Haven, MA 02568
  • 4 Quail Run Unit 2, Oak Bluffs, MA 02557
    4 Quail Run Unit 2, Oak Bluffs, MA 02557
    4 Quail Run Unit 2, Oak Bluffs, MA 02557
    /30

    $1,175,000 Open Tue 11AM - 1PM

    • 2 Beds
    • 2 Baths
    • 1,323 Sq Ft

    4 Quail Run Unit 2, Oak Bluffs, MA 02557

    OPEN HOUSE Sat June 28th & Sun June 29th 11am-1pmCOASTAL CHIC CONDO in a TERRIFIC LOCATION with WATERFRONT ACCESS ~Meticulously crafted and exceptionally appointed, this end unit condo/townhouse has been architecturally designed with style. Featuring 2 bedrooms, a flexible third-floor loft flex room, and 1.5 bathrooms, this stylish 1,323 sq. ft. residence blends designer touches with top-tier

    Marilyn Moses Ocean Park Realty Inc

    4 Quail Run Unit 2, Oak Bluffs, MA 02557
  • 4 Canonicus Ave, Oak Bluffs, MA 02557
    4 Canonicus Ave, Oak Bluffs, MA 02557
    4 Canonicus Ave, Oak Bluffs, MA 02557
    /39

    $5,325,000

    • 6 Beds
    • 4 Baths
    • 2,890 Sq Ft

    4 Canonicus Ave, Oak Bluffs, MA 02557

    With a striking presence overlooking Nantucket Sound and just moments from the vibrant pulse of downtown, this distinctive compound is infused with a laid-back West Coast spirit while honoring the vintage charm of Oak Bluffs. Airy and effortlessly elegant, the four-bedroom main house has been masterfully updated, introducing refined, contemporary comforts, designed for every season. Tucked to the

    Katherine Donahue Sandpiper Realty Inc

    4 Canonicus Ave, Oak Bluffs, MA 02557
  • 10 Eagles Nest, Edgartown, MA 02539
    10 Eagles Nest, Edgartown, MA 02539
    10 Eagles Nest, Edgartown, MA 02539
    /28

    $1,395,000

    • 3 Beds
    • 2 Baths
    • 1,450 Sq Ft

    10 Eagles Nest, Edgartown, MA 02539

    Nestled in the serene setting of the Dodger's Hole community, this home is brimming with natural light, soaring ceilings and clean architectural lines.The open-concept layout features a generous living area with a seamless flow to the dining, kitchen and entertaining spaces, ideal for both everyday living and hosting guests.Kitchen has brand new stainless steel appliances! The spaces are

    Jennifer B. DaSilva Compass

    10 Eagles Nest, Edgartown, MA 02539
  • 35 Tower Ridge Rd, Oak Bluffs, MA 02557
    35 Tower Ridge Rd, Oak Bluffs, MA 02557
    35 Tower Ridge Rd, Oak Bluffs, MA 02557
    /42

    $2,125,000

    • 3 Beds
    • 4 Baths
    • 2,558 Sq Ft

    35 Tower Ridge Rd, Oak Bluffs, MA 02557

    Thoughtfully designed post-and-beam home that blends character with modern comfort and flexible living in Tower Ridge. The open-concept main floor features spacious gathering areas, while the finished basement offers a quiet retreat for work, relaxation, or play. The outdoor living space is just as inviting, with an oversized deck overlooking mature plantings and a generous side yard--perfect for

    Katherine Donahue Sandpiper Realty Inc

    35 Tower Ridge Rd, Oak Bluffs, MA 02557
  • 11 Huckleberry Hill Ln, Edgartown, MA 02539
    11 Huckleberry Hill Ln, Edgartown, MA 02539
    11 Huckleberry Hill Ln, Edgartown, MA 02539
    /40

    $1,890,000

    • 5 Beds
    • 3 Baths
    • 2,704 Sq Ft

    11 Huckleberry Hill Ln, Edgartown, MA 02539

    Turn-Key 5-Bedroom Home with Legal Apartment Near Edgartown Village — Set back from the road and less than a mile from Main Street, this spacious and stylish Edgartown property offers an ideal blend of privacy, comfort, and investment potential. The main home features four well-proportioned bedrooms—including one conveniently located on the first floor—and an open kitchen and dining area designed

    Jennifer O'hanlon Compass

    11 Huckleberry Hill Ln, Edgartown, MA 02539
  • 21 Clay Pit Rd, Edgartown, MA 02539
    21 Clay Pit Rd, Edgartown, MA 02539
    21 Clay Pit Rd, Edgartown, MA 02539
    /36

    $975,000

    • 2 Beds
    • 1 Bath
    • 834 Sq Ft

    21 Clay Pit Rd, Edgartown, MA 02539

    EDGARTOWN COTTAGE ON A COUNTRY LANE - Nestled on a spacious .56-acre lot in the Lily Pond District, this charming 2-bedroom, 1-bath cottage offers a rare opportunity to create your own Island haven. Renovate or build to suit just a short distance from all that Edgartown village has to offer — shops, restaurants, harbor, and beaches — you’ll enjoy both privacy and convenience in one of the

    Leslie C. Floyd Portfolio Real Estate, Inc.

    21 Clay Pit Rd, Edgartown, MA 02539
  • 5 Louis Field Rd, Edgartown, MA 02539
    5 Louis Field Rd, Edgartown, MA 02539
    5 Louis Field Rd, Edgartown, MA 02539
    /44

    $8,995,000

    • 11 Beds
    • 9 Baths
    • 9,678 Sq Ft

    5 Louis Field Rd, Edgartown, MA 02539

    SWEETENED WATER FARM ESTATE. Located just one mile from the heart of historic Edgartown Village, this compound in Sweetened Water Farm presents a rare opportunity to become the next steward of an extraordinary Martha’s Vineyard estate. Privately sited on 4.6 acres of exquisitely cultivated gardens, this remarkable property has been featured in several publications celebrating the island’s most

    Wendy Harman Compass | Point B

    5 Louis Field Rd, Edgartown, MA 02539

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