Homes for Sale in 02539

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  /65

  $2,349,995

  • 4 Beds
  • 2.5 Baths
  • 2,760 Sq Ft

  69 Whalers Walk, Edgartown, MA 02539

  EDGARTOWN – Beautifully landscaped property set on a lovely open, cleared lot with exceptional curb appeal, located just minutes from Downtown Edgartown and South Beach. This inviting home features many updates including a Tesla Solar Roof with a Tesla Powerwall, attached to Town Sewer with a SEVEN (7) bedroom sewer connection and an approval for a Two Car Garage with a detached bedroom above.

  Alisan Lohan-Conway Alisan Lohan-Conway Properties

  69 Whalers Walk, Edgartown, MA 02539
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  /26

  $8,000,000

  • 4 Beds
  • 6 Baths
  • 5,884 Sq Ft

  24 Katama Bay View Rd, Edgartown, MA 02539

  This classic New England home in Katama offers a refined blend of timeless architecture and modern comfort, set on a spacious, beautifully landscaped lot. The main house features three well-appointed bedrooms, including a light-filled primary suite and inviting guest rooms designed for comfort and privacy. The open-concept living area is ideal for entertaining, highlighted by a cozy fireplace and

  Tom Wallace

  24 Katama Bay View Rd, Edgartown, MA 02539
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  /2

  $12,500,000

  • Land
  • 38 Acres
  • $328,947 per Acre

  2 Old Farms Trail, Edgartown, MA 02539

  Thirty-eight (38 acres) of available land in Edgartown! Come create a landmark estate or private compound in one of Edgartown’s most sought-after locations. Perfectly positioned between the charm of Edgartown Historic Village and the sweeping sands of South Beach and moments from Edgartown Great Pond. This premier parcel offers an unparalleled setting for a world-class residential retreat. The

  Michele Casavant Vineyard Village Realty

  2 Old Farms Trail, Edgartown, MA 02539
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  /21

  $6,595,000

  • 4 Beds
  • 5.5 Baths
  • 3,950 Sq Ft

  3 Somerset Ln, Edgartown, MA 02539

  Introducing 3 Somerset Lane, one of 4 newly built residences in an exclusive new enclave in the heart of Katama. This beautifully crafted new construction home, built by respected Island builder Adam Moran Construction, showcases nearly 4,000 square feet of thoughtfully designed living space, executed with the highest level of detail, craftsmanship, and timeless Vineyard style. The residence

  Gerrett Conover Landvest MV

  3 Somerset Ln, Edgartown, MA 02539
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  /42

  $6,275,000

  • 4 Beds
  • 5.5 Baths
  • 4,136 Sq Ft

  10 Tilton Way, Edgartown, MA 02539

  This Greek Revival style home blends timeless architecture with a bright, modern open floor plan, all presented in impeccable condition. A welcoming front foyer leads into a beautifully appointed kitchen featuring high-end appliances, a large center island, and seamless flow into the dining and living areas. The living room is anchored by a fireplace and filled with natural light throughout.

  Gerrett Conover Landvest MV

  10 Tilton Way, Edgartown, MA 02539
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  /32

  $1,895,000

  • 4 Beds
  • 2.5 Baths
  • 2,706 Sq Ft

  35 Mariners Way, Edgartown, MA 02539

  35 Mariner’s Way is sited on nearly a half acre lot and lies within walking distance to Edgartown Village shops, restaurants, galleries, and inns and Sheriff’s Meadow conservation land. This 4 bedroom, 2 1⁄2 bath home features a large living room and formal dining room, chef’s kitchen with two ovens and wine room/pantry, and a spacious family room with a gas fireplace. There are two ensuite

  Russell Maloney Russell Maloney Real Estate

  35 Mariners Way, Edgartown, MA 02539
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  /27

  $1,595,000

  • 2 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  7 Meetinghouse Village Way, Edgartown, MA 02539

  Experience refined coastal living in this impeccably renovated 2022 modern condominium nestled within the tranquil enclave of Meetinghouse Village. This sophisticated end-unit residence lives with the ease of new construction, offering bright, sun-washed interiors and an elevated design sensibility throughout.Every detail has been meticulously upgraded — from the all-new appliances, lighting,

  Paul Pertile The Agency

  7 Meetinghouse Village Way, Edgartown, MA 02539
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  /37

  $9,403,000

  • 6 Beds
  • 7 Baths
  • 6,135 Sq Ft

  52 S Summer St, Edgartown, MA 02539

  Alyssa Halisky Wallace & Co. Sotheby's International Realty

  52 S Summer St, Edgartown, MA 02539
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  /20

  $2,495,000

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

  218 Upper Main St, Edgartown, MA 02539

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

  Madelyn Silvia Wallace & Co. Sotheby's International Realty

  218 Upper Main St, Edgartown, MA 02539
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  /3

  $2,700,000

  • 4 Beds
  • 4.5 Baths
  • 2,750 Sq Ft

  6 Lauras Way, Edgartown, MA 02539

  Coastal Luxury Meets Versatility in EdgartownWelcome to a rare opportunity to own a brand-new, GORGEOUS, custom-built home in Edgartown, set on a sprawling one-acre plot with a stunning detached 900 sq ft accessory dwelling. The main residence opens to an inviting two-story foyer, leading to an expansive, sun-drenched living room featuring a wall of glass sliders that erase the boundary

  Michele Casavant Vineyard Village Realty

  6 Lauras Way, Edgartown, MA 02539
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  /4

  $439,500

  • Land
  • 24,393 Sq Ft
  • $784,821 per Acre

  5 Candle Maker Cir Unit 1.331, Edgartown, MA 02539

  Located on a quiet cul-de-sac in a private Edgartown neighborhood, this half-acre parcel offers the perfect setting for your Martha's Vineyard home. Centrally located, the property provides easy access to the bike path and State Forest walking trails. With the recent Massachusetts Affordable Homes Act, this lot is now buildable and will include an approved 3-bedroom septic plan. The site allows

  Alyssa Halisky Wallace & Co. Sotheby's

  5 Candle Maker Cir Unit 1.331, Edgartown, MA 02539
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  /8

  $925,000

  • 2 Beds
  • 1 Bath
  • 806 Sq Ft

  260 The Blvd, Edgartown, MA 02539

  Two-bedroom, one bath, renovated cottage in Ocean Heights, Edgartown, offering a classic island “camp” charm with a thoroughly modern interior. Over three phases of work (2001, 2021, 2025), the owners have rebuilt key exterior elements, upgraded major systems, and fully refreshed the living space to create a cozy move-in-ready home. The central living area features a cathedral ceiling and large

  Sean Federowicz Landmarks at TODAY Real Estate

  260 The Blvd, Edgartown, MA 02539
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  /5

  $4,200,000

  • Land
  • 1.79 Acres
  • $2,346,369 per Acre

  5 Lenssen Way Unit 23 & 4, Edgartown, MA 02539

  A rare opportunity to create your dream Vineyard estate in a unique setting with the rural feel of up-Island and the easy convenience of, and proximity to, Edgartown Village. Just a 1/2 mile walk, bike or drive to the top of Lower Main Street, the vacant lot rests on a private, dirt road off prestigious Planting Field Way. The 1.79 acre, wooded lot has been partially cleared for an ideal building

  Paul Pertile The Agency

  5 Lenssen Way Unit 23 & 4, Edgartown, MA 02539
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  /26

  $8,000,000

  • 4 Beds
  • 6 Baths
  • 5,884 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

  24 Katama Bay View Rd, Edgartown, MA 02539
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  /42

  $16,900,000

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

  114 N Water St, Edgartown, MA 02539

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

  Erin Hegarty Donnelly + Co.

  114 N Water St, Edgartown, MA 02539
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  /43

  $12,925,000

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

  14 Thayer St, Edgartown, MA 02539

  Set within the historic fabric of Edgartown Village, 14 Thayer Street is a property of uncommon scale and quiet distinction. Occupying a 0.62-acre parcel, rare for this in-town setting, the grounds offer a sense of space and privacy just moments from the harbor and village center.The residence is attributed to Frederick Baylies Jr., the builder of the Whaling Church, and reflects the enduring

  Paul Pertile The Agency

  14 Thayer St, Edgartown, MA 02539
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  /40

  $3,450,000

  • 4 Beds
  • 3.5 Baths
  • 3,327 Sq Ft

  25 Bold Meadow Rd, Edgartown, MA 02539

  This distinguished home in Edgartown’s Bold Meadow neighborhood features light-filled interiors highlighted by south-facing windows in a cathedral-ceilinged Great Room that flows into a new sunroom. The main house offers 3 bedrooms, complemented by a spacious detached 900-sf guest apartment above an oversized garage, ideal for hosting. Recent upgrades include a renovated kitchen, updated primary

  Bonnie Pierce Wallace & Co. Sotheby's International Realty

  25 Bold Meadow Rd, Edgartown, MA 02539
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  /10

  $2,450,000

  • Land
  • 5.37 Acres
  • $456,238 per Acre

  9 Maqua Way, Edgartown, MA 02539

  Chappaquiddick: Beautiful 5-acre parcel offering private frontage on Katama Bay. The generous-sized lot affords plenty of development flexibility, with the ability to capture the view from nearly any location. Located on Maqua Way, a quiet subdivision just off the paved road, the property is conveniently situated near all the Chappy favorites: beaches, trails, a community center, and Slip Away

  Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

  9 Maqua Way, Edgartown, MA 02539
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  /20

  $925,000

  • 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 Properties

  21 Clay Pit Rd, Edgartown, MA 02539
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  /27

  $14,500,000

  • 6 Beds
  • 5.5 Baths
  • 4,820 Sq Ft

  68 N Water St, Edgartown, MA 02539

  This expansive historic compound in the heart of Edgartown Village blends timeless charm with modern luxury. Just steps from top restaurants and shops, the home has been fully renovated by Stern McCafferty Architecture + Interiors, pairing contemporary design with classic architectural detail. Inside, open-plan living spaces create an effortless flow for entertaining, with a sleek kitchen and

  Tom Wallace

  68 N Water St, Edgartown, MA 02539
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  /77

  $21,500,000

  • 10 Beds
  • 14 Baths
  • 7,598 Sq Ft

  56 N Summer St, Edgartown, MA 02539

  A rare legacy offering in the heart of Edgartown Village, this extraordinary in-town compound is among the largest of its kind on Martha’s Vineyard. Originally built in 1835 and masterfully renovated by renowned architect Patrick Ahearn, the estate seamlessly blends historic character with refined modern luxury. Just moments from Edgartown Harbor and the island’s premier dining and shopping, the

  Alyssa Halisky Wallace & Co. Sotheby's

  56 N Summer St, Edgartown, MA 02539
• 

  

  /10

  $2,450,000

  • Land
  • 5.37 Acres
  • $456,238 per Acre

  9 Maqua Way Unit 107.13, Edgartown, MA 02539

  Chappaquiddick: Beautiful 5-acre parcel offering private frontage on Katama Bay. The generous-sized lot affords plenty of development flexibility, with the ability to capture the view from nearly any location. Located on Maqua Way, a quiet subdivision just off the paved road, the property is conveniently situated near all the Chappy favorites: beaches, trails, a community center, and Slip Away

  Katie Donahue Sandpiper Realty

  9 Maqua Way Unit 107.13, Edgartown, MA 02539
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  /28

  $2,495,000

  • 4 Beds
  • 3 Baths
  • 1,968 Sq Ft

  105 Whalers Walk, Edgartown, MA 02539

  Fresh, stylish, and fun best describe this inviting four-bedroom Edgartown home with a newly completed pool! Thoughtfully renovated from top to bottom, the interior offers warm, functional living spaces where every detail has been carefully considered. The same level of attention carries outdoors to a true backyard oasis, complete with a heated saltwater pool, multiple patios, a pergola, and an

  Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

  105 Whalers Walk, Edgartown, MA 02539
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  /21

  $1,700,000

  • Land
  • 37,026 Sq Ft
  • $2,000,000 per Acre

  4 Wilson's Landing, Edgartown, MA 02539

  Build your dream home in Katama just 2 miles to the parking area at South Beach, and the same distance to the heart of vibrant Edgartown village. This wooded parcel of vacant land is almost an acre in size and will support SEVEN bedrooms once tied into town sewer. Swimming pool and Accessory Dwelling Unit are allowed "by right" (certain restrictions apply to ADUs; an unrestricted 900 sq ft

  Bonnie Pierce Wallace & Co. Sotheby's International Realty

  4 Wilson's Landing, Edgartown, MA 02539
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  /4

  $650,000

  • Land
  • 1.02 Acres
  • $637,255 per Acre

  23 Calebs Common Ln, Edgartown, MA 02539

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

  Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

  23 Calebs Common Ln, Edgartown, MA 02539
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  /43

  $1,850,000

  • 5 Beds
  • 3 Baths
  • 2,068 Sq Ft

  4 Hye Ln, Edgartown, MA 02539

  Pristine and superbly maintained, this three-bedroom home with a two-bedroom guest house has tremendous upside potential and a substantial rental history. Live in one and rent the other OR rent both! This property was recently connected to town sewer and will allow for up to 7 bedrooms. One additional bedroom in the main house is possible within the existing footprint with appropriate town

  Lynn Buder Sandpiper Realty

  4 Hye Ln, Edgartown, MA 02539
• 

  

  /6

  $2,300,000

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

  60 Crocker Dr, Edgartown, MA 02539

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

  Sheila Morse Island Real Estate

  60 Crocker Dr, Edgartown, MA 02539
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  /36

  $6,300,000

  • 3 Beds
  • 3.5 Baths
  • 3,115 Sq Ft

  7 Katama Dr, Edgartown, MA 02539

  KATAMA RD WITH EXTRAORDINARY POOL + OUTDOOR AREA. Nestled in the heart of Katama, this stunning four-level home is thoughtfully designed for the ultimate indoor-outdoor living experience. As you step into the dramatic Living Room, you'll be greeted by vaulted ceilings, a sleek tiled linear fireplace, and a full wall of 12-foot glass doors that seamlessly open out to an expansive mahogany deck,

  Scott Lewis Lewis Real Estate Services, LLC

  7 Katama Dr, Edgartown, MA 02539

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