Edgartown Homes for Sale with Parking

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  $2,275,000

  • 4 Beds
  • 3.5 Baths
  • 2,695 Sq Ft

  43C Dark Woods Rd, Edgartown, MA 02539

  Enjoy the convenience of Dark Woods, a quiet neighborhood in an ideal location close to the Village, bike path, beaches, and 27 acres of Sheriff’s Meadow conservation land. Tucked in the woods of the pleasant Dark Woods community, this property has been meticulously maintained and is ready for your enjoyment. The first floor features a fabulous living room with a gas fireplace and a formal dining

  Stephanie Roache Donnelly + Co.

  43C Dark Woods Rd, Edgartown, MA 02539
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  /25

  $1,895,000

  • 4 Beds
  • 2.5 Baths
  • 2,064 Sq Ft

  99 Old Purchase Rd, Edgartown, MA 02539

  Welcome to this charming post and beam-style home, privately located at the end of a cul-de-sac on .71 acres with proximity to over 50 acres of Land Bank and Sheriff's Meadow land with multiple trails and paths. Conveniently located to the bike path, Morning Glory Farm, the heart of Edgartown, and Meetinghouse Way, with direct access to South Beach, the location is ideal. The floor plan was

  Stephanie Roache Donnelly + Co.

  99 Old Purchase Rd, Edgartown, MA 02539
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  /26

  $1,395,000

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  5 Pip'N Rd, Edgartown, MA 02539

  Move-in ready Chappy retreat, just under a mile to swimmable Katama Bay.Tucked beside conservation land in a quiet wooded setting, this private 3 bedroom Cape offers comfort, charm, and relaxed island living-- with room to gather, space to breathe, and nature at your doorstep.Designed for easy indoor-outdoor living with an open kitchen, sunny rooftop deck, stone patio, and a screened-in porch

  Katherine Donahue Sandpiper Realty Inc

  5 Pip'N Rd, Edgartown, MA 02539
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  $2,399,000

  • 3 Beds
  • 3.5 Baths
  • 2,638 Sq Ft

  24 Dark Woods Rd, Edgartown, MA 02539

  Welcome to 24 Dark Woods Road, a beautifully maintained 3-bedroom, 3.5-bath Contemporary Colonial nestled in an upscale, tranquil neighborhood. This spacious residence abuts acres of Sheriffs Meadow conservation land, offering miles of trails, serene pond views and peaceful privacy at the end of a quiet road, yet is just a mile from the beach and closer to Edgartown Village. This association

  Stephanie Burke Portfolio Properties

  24 Dark Woods 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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  /28

  $1,250,000

  • 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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  /42

  $19,900,000

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

  114 N Water St, Edgartown, MA 02539

  The property is currently rented; showings require a minimum of 48 hours’ notice. 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

  Erin Hegarty Compass

  114 N Water St, Edgartown, MA 02539
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  /15

  $1,565,000

  • 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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  /18

  $15,950,000

  • 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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  /42

  $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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  /26

  $9,750,000

  • 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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  /2

  $10,850,000

  • 7 Beds
  • 8 Baths
  • 12,051 Sq Ft

  14 Trapps Pond Rd, Edgartown, MA 02539

  Located on nearly 2-acres in the exclusive and newly created Trapps Pond Preserve, is this grand luxuriously appointed home. Thisis one of four homes being built and will be the first to be completed. Every room in the house is on a scale not often afforded in aVineyard home, with 10 ft coffered ceilings and open/flowing floor plan. There is an abundance of light streaming in from theoversized

  Gerret Conover LandVest MV

  14 Trapps Pond Rd, Edgartown, MA 02539
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  /2

  $5,300,000

  • 6 Beds
  • 5.5 Baths
  • 5,394 Sq Ft

  23 Pinehurst Rd, Edgartown, MA 02539

  New Construction with POOL, GUEST HOUSE and PRIMARY HOME, all within close proximity to Main Street, Edgartown. This four bedroom gambrel homes welcomes you with a two story foyer which opens to a great room with a gourmet kitchen, a bar area and a central island offering seating for at least four. The kitchen flows into the open dining and living room with a gas fireplace. The great room

  Michele Casavant Vineyard Village Realty

  23 Pinehurst Rd, Edgartown, MA 02539
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  $4,800,000

  • 4 Beds
  • 4.5 Baths
  • 3,816 Sq Ft

  7 Martha's Way, Edgartown, MA 02539

  Welcome to this coastal chic farmhouse set in the heart of Katama, a few blocks from the Field Club, close to SOUTH BEACH and close to Edgartown Village. To be built is a four bedroom en-suite home with a heated saltwater POOL. This home sits upon a flat, beautiful parcel of land with mature trees. The facade of the home offers an inviting covered porch with free standing columns, a granite

  Michele Casavant Vineyard Village Realty

  7 Martha's Way, Edgartown, MA 02539
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  /2

  $4,800,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 2,980 Sq Ft

  7 Clark Dr, Edgartown, MA 02539

  Contemporary Farmhouse, NEW CONSTRUCTION in EDGARTOWN, a short distance from the VILLAGE, with a heated POOL. This home features an open floor plan with casual coastal living in mind.The outdoor pool/entertaining area flows with ease into the home's interior space. A thoughtful mudroom offers quick bathroom and pantry access to and from the pool area. The sliding glass doors in the great room and

  Michele Casavant Vineyard Village Realty

  7 Clark Dr, Edgartown, MA 02539

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