Homes for Sale in 02539

• 

  

  

  /42

  $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 on Martha’s Vineyard. Originally built in 1835 and masterfully renovated, it blends historic character with refined modern luxury just moments from Edgartown Harbor, dining, and shopping. Spanning two lots, the property features 10 bedrooms and 14 baths, designed for elegant

  Alyssa Halisky Wallace & Co. Sotheby's International Realty

  56 N Summer St, Edgartown, MA 02539
• 

  

  

  /20

  $1,150,000

  $125K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,110 Sq Ft

  34 10th St S, Edgartown, MA 02539

  Welcome to easy Edgartown living in this charming 3-bedroom, 2-bath ranch offering comfort, convenience, and classic Vineyard appeal. Designed for effortless single-level living, the home features a spacious living room, an open kitchen and dining area, and a thoughtful layout ideal for both everyday life and entertaining. The private primary suite includes its own bath, while two additional

  Michael McGuire Insight Realty Group, Inc

  34 10th St S, Edgartown, MA 02539
• 

  

  

  /5

  $439,500

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

  5 Candle Maker Cir, 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 International Realty

  5 Candle Maker Cir, Edgartown, MA 02539
• 

  

  

  /4

  $445,000

  • Land
  • 23,958 Sq Ft
  • $809,091 per Acre

  11 Boylston Dr, Edgartown, MA 02539

  A picturesque half-acre lot in the desirable Edgartown neighborhood, perfect for building your Martha's Vineyard home. Bordered by more than 175 acres of pristine conservation land, this property offers peaceful surroundings with easy access to the island’s top attractions, including stunning beaches, scenic trails, vast state forests, and public transportation. In accordance with recent

  Alyssa Halisky Wallace & Co. Sotheby's International Realty

  11 Boylston Dr, Edgartown, MA 02539
• 

  

  

  /33

  $3,150,000

  • 4 Beds
  • 3.5 Baths
  • 2,791 Sq Ft

  8 Atwood Cir, Edgartown, MA 02539

  This charming and historic home is ideally situated at the head of Atwood Circle, a private neighborhood just off Dunham Road, and only a short stroll to town. Recently renovated, the residence blends classic character with modern comfort. The main level features a spacious living room, a cozy den with fireplace, a dining area, and an updated kitchen—perfect for both everyday living and

  Gerrett Conover Landvest MV

  8 Atwood Cir, Edgartown, MA 02539
• 

  

  /6

  $2,795,000

  • Land
  • 3.05 Acres
  • $916,393 per Acre

  Lot 4B Browns Farm Ln Unit 10, 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

  Lot 4B Browns Farm Ln Unit 10, 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
• 

  

  /7

  $2,795,000

  • Land
  • 3.05 Acres
  • $916,393 per Acre

  Lot 4A Browns Farm Ln Unit Portion of 10, Edgartown, MA 02539

  Located off Meetinghouse Way, this 3-acre parcel offers something truly special: room to breathe. Open pasture rolls across the heart of the property, while bordering woodland creates a setting that feels private yet open and airy. The location is less than 2.5 miles from Main Street and South Beach, offering convenient access to both town amenities and the sand and surf of the south shore.

  Courtney Marek Sandpiper Realty

  Lot 4A Browns Farm Ln Unit Portion of 10, Edgartown, MA 02539
• 

  

  /21

  $19,900,000

  • 5 Beds
  • 7 Baths
  • 6,577 Sq Ft

  33 Boldwater Rd, Edgartown, MA 02539

  Experience the timeless beauty of Martha's Vineyard from this luxurious waterfront retreat where the landscape feels so effortlessly connected to daily life. This property embodies understated luxury and timeless design, featuring a meticulously crafted stone residence and guest house. The setting overlooking Edgartown Great Pond has a sandy pond beach and deeded access to the pristine Atlantic

  Deb Hancock Hancock Real Estate

  33 Boldwater Rd, 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
• 

  

  /3

  $1,650,000

  • Land
  • 1.57 Acres
  • $1,050,955 per Acre

  63 Division Rd Unit 46, Edgartown, MA 02539

  LOT #4 - The last lot available in this 5-lot Edgartown subdivision! Division Road is located between Meshacket and Meetinghouse Way, less than 1 mile from the center of town. This concept was thoughtfully and creatively developed in an effort to create a new and upcoming neighborhood. The new residences will be able to accommodate up to 7 bedrooms, and offer the opportunity to create your own

  Cheri Mason Landvest MV

  63 Division Rd Unit 46, Edgartown, MA 02539
• 

  

  /34

  $11,250,000

  • 7 Beds
  • 8 Baths
  • 10,142 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. This is 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 a Vineyard home, with 10 ft coffered ceilings and open/flowing floor plan. There is an abundance of light streaming in from the oversized

  Gerrett Conover Landvest MV

  14 Trapps Pond Rd, Edgartown, MA 02539
• 

  

  /6

  $2,795,000

  • Land
  • 0 Sq Ft

  Lot 4A Browns Farm Ln, Edgartown, MA 02539

  Located off Meetinghouse Way, this 3-acre parcel offers something truly special: room to breathe. Open pasture rolls across the heart of the property, while bordering woodland creates a setting that feels private yet open and airy. The location is less than 2.5 miles from Main Street and South Beach, offering convenient access to both town amenities and the sand and surf of the south shore.

  Courtney Marek Sandpiper Realty, Inc.

  Lot 4A Browns Farm Ln, Edgartown, MA 02539
• 

  

  /41

  $4,800,000

  • 4 Beds
  • 3.5 Baths
  • 3,715 Sq Ft

  9 Martha's Way, Edgartown, MA 02539

  Welcome to this NEWLY CONSTRUCTED gorgeous gambrel home with a POOL that is close to SOUTH BEACH and EDGARTOWN VILLAGE! This home sits upon a flat, beautiful parcel of land with mature trees. The facade of the home presents an inviting covered porch with free standing columns, a granite entry step, mahogany decking and shiplapped ceiling. Attention to architectural detail presents at moment one.

  Michele Casavant Vineyard Village Realty

  9 Martha's Way, Edgartown, MA 02539
• 

  

  /37

  $15,000,000

  • 7 Beds
  • 9 Baths
  • 6,462 Sq Ft

  14 Cow Bay Rd, Edgartown, MA 02539

  Set within the prestigious Cow Bay Association, one of the island’s most exclusive and sought-after enclaves, this extraordinary 1.5-acre estate embodies the pinnacle of refined coastal living. Accessed via private road through protected land, the property includes access to over 2,000 feet of private shoreline, beach cabanas, Trapps Pond and potential mooring. Despite its remarkable seclusion,

  Gerrett Conover Landvest MV

  14 Cow Bay Rd, Edgartown, MA 02539
• 

  

  /40

  $2,895,000

  $305K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  24 Beetle Swamp Rd, Edgartown, MA 02539

  Set in a private community, Sweetened Water Farm offers the pastoral charm of Martha's Vineyard's rural up-island, just minutes from the energy of downtown Edgartown. Residents share access to the association's horse barn and common pastures, ideal for keeping horses or other livestock, adding to the farm's authentic agrarian character. This custom-built home is a true Vineyard gem, crafted over

  Kathleen Dawson Donnelly + Co.

  24 Beetle Swamp Rd, Edgartown, MA 02539
• 

  

  /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
• 

  

  /26

  $7,850,000

  $150K PRICE DROP

  • 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 Wallace & Co. Sotheby's International Realty

  24 Katama Bay View Rd, Edgartown, MA 02539
• 

  

  /31

  $2,595,000

  • 4 Beds
  • 3.5 Baths
  • 2,317 Sq Ft

  471 Edgartown - West Tisbury Rd, Edgartown, MA 02539

  COASTAL-STYLE CONTEMPORARY. Ideally located in central Edgartown, the property offers convenient access to the bicycle path, Morning Glory Farm, Edgartown Village and Katama/South Beach by way of Meetinghouse Way. This attractive home has been tastefully renovated and is a perfect island retreat for year-round and summer living. The open layout features vaulted ceilings, gorgeous hardwood floors

  Jennifer B. DaSilva Compass

  471 Edgartown - West Tisbury Rd, Edgartown, MA 02539
• 

  

  /28

  $2,395,000

  $100K PRICE DROP

  • 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

  Katherine Donahue Sandpiper Realty

  105 Whalers Walk, Edgartown, MA 02539
• 

  

  /6

  $2,300,000

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

  60 Crocker Dr, Edgartown, MA 02539

  Close to South Beach! Close to Katama Airpark and 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

  Sheila Morse Island Real Estate

  60 Crocker Dr, Edgartown, MA 02539
• 

  

  /21

  $1,500,000

  $200K PRICE DROP

  • Land
  • 37,026 Sq Ft
  • $1,764,706 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 5 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 guesthouse

  Bonnie Pierce Wallace & Co. Sotheby's International Realty

  4 Wilson's Landing, Edgartown, MA 02539
• 

  

  /6

  $1,125,000

  • Land
  • 10,018 Sq Ft
  • $4,891,304 per Acre

  15 Chapman La, Edgartown, MA 02539

  Opportunity Abounds - This conforming parcel offers a great opportunity to build with close proximity to Edgartown Village! This adjoining lot offers ability to connect to Town Water and Sewer creating the perfect setting for your custom dream home or next investment. Located just moments from shops, restaurants, parks, and everyday conveniences, this is a chance to enjoy all the benefits of

  

  Wendy Harman

  Compass

  15 Chapman La, Edgartown, MA 02539
• 

  

  /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
• 

  

  /6

  $650,000

  • Land
  • 1.02 Acres
  • $636,444 per Acre

  23 Calebs Common Ln Unit 101, 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

  Katherine Donahue Sandpiper Realty

  23 Calebs Common Ln Unit 101, Edgartown, MA 02539
• 

  

  /25

  $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
• 

  

  /6

  $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
• 

  

  /46

  $2,400,000

  • 5 Beds
  • 3.5 Baths
  • 3,873 Sq Ft

  50 Hidden Cove Rd, Edgartown, MA 02539

  Sengekontacket–Walk into a “turn-key” opportunity located within the desirable Hidden Cove community, centrally located to the down-Island villages, ferries, shopping and dininig, and just steps (.3 miles) from Sengekontacket Pond with access to State Beach and Nantucket Sound beyond. The lovingly-maintained 4 bedroom, 2.5 bath, 2 car garage main home sits high on the 1.5 acre property offering

  Sean Federowicz Landmarks at TODAY Real Estate

  50 Hidden Cove Rd, Edgartown, MA 02539
• 

  

  /45

  $7,950,000

  • 4 Beds
  • 4.5 Baths
  • 7,766 Sq Ft

  2 Lexington Ave, Edgartown, MA 02539

  NEW CONSTRUCTION: Experience modern Katama luxury in this thoughtfully designed new construction by Morgan Studio, a husband-and-wife–led boutique design firm. A turn-key offering for elevated indoor-outdoor living, the residence features soaring ceilings, a fluid floor plan with multiple gathering spaces, abundant natural light through oversized windows, and exceptional materials and finishes

  Peyton Wallace Studio Realty

  2 Lexington Ave, Edgartown, MA 02539
• 

  

  /28

  $2,950,000

  • 4 Beds
  • 3 Baths
  • 2,927 Sq Ft

  2 Bold Meadow Rd, Edgartown, MA 02539

  Nestled on a private 1.7-acre parcel in the Bold Meadow neighborhood, this classic Cape offers a perfect blend of comfort and Vineyard charm. Surrounded by mature woodlands, association land, and State Forest, the property provides a serene retreat just moments from Edgartown. The main level is thoughtfully designed for both relaxation and entertaining, featuring a formal living room with a

  Stacy Ickes Donnelly + Co.

  2 Bold Meadow Rd, Edgartown, MA 02539
• 

  

  /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
• 

  

  /42

  $2,325,000

  $25K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,630 Sq Ft

  81 Whalers Walk, Edgartown, MA 02539

  Experience the ease of summer living in your own Martha’s Vineyard beach house. Perched atop a rise with sweeping views, abundant natural light, and star-filled skies, this furnished, move-in-ready home with four levels of lifestyle. A dramatic 30-foot vaulted foyer leads to a fully renovated chef’s kitchen with Sub-Zero refrigeration, premium stainless appliances, stone counters, and a custom

  Dawn Bellante Sandpiper Realty, Inc.

  81 Whalers Walk, Edgartown, MA 02539
• 

  

  /60

  $11,900,000

  $1M PRICE DROP

  • 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
• 

  

  /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
• 

  

  /26

  $1,395,000

  • 3 Beds
  • 1 Bath
  • 1,066 Sq Ft

  17 Chapman La, Edgartown, MA 02539

  Opportunity Knocks - Located within close proximity to Edgartown Village shops, restaurants, parks, and everyday conveniences, this fixer upper offers the rare chance to renovate in a location that truly shines. This property is full of potential for buyers, investors, or renovators looking to create something special. Bring your vision and transform this property into your signature retreat,

  

  Wendy Harman

  Compass

  17 Chapman La, Edgartown, MA 02539
• 

  

  /23

  $1,800,000

  Open Sat 10AM - 12PM

  • 4 Beds
  • 3 Baths
  • 2,864 Sq Ft

  18 Wood Duck Way, Edgartown, MA 02539

  Welcome to your coastal retreat in sought-after Sengekontacket, offered fully turnkey and ready to enjoy from day one. This light-filled contemporary home blends comfort, style, and exceptional community amenities in one of Martha's Vineyard's most desirable central Island locations. Designed with soaring vaulted ceilings and oversized windows, the home is flooded with natural sunlight

  Janna O'Loughlin Portfolio Properties

  18 Wood Duck Way, Edgartown, MA 02539
• 

  

  /6

  $1,125,000

  • Land
  • 10,097 Sq Ft
  • $4,853,322 per Acre

  15 Chapman Ln Unit 111.1, Edgartown, MA 02539

  OPPORTUNITY ABOUNDS: This conforming parcel offers a great opportunity to build with close proximity to Edgartown Village! This adjoining lot offers ability to connect to Town Water and Sewer (see notes below) creating the perfect setting for your custom dream home or next investment. Located just moments from shops, restaurants, parks, and everyday conveniences, this is a chance to enjoy all the

  

  Wendy Harman

  Compass | Point B

  15 Chapman Ln Unit 111.1, Edgartown, MA 02539
• 

  

  /26

  $1,395,000

  • 3 Beds
  • 1 Bath
  • 1,066 Sq Ft

  17 Chapman Ln, Edgartown, MA 02539

  OPPORTUNITY KNOCKS: Located within close proximity to Edgartown Village shops, restaurants, parks, and everyday conveniences, this fixer upper offers the rare chance to renovate in a location that truly shines. This property is full of potential for buyers, investors, or renovators looking to create something special. Bring your vision and transform this property into your signature retreat,

  

  Wendy Harman

  Compass | Point B

  17 Chapman Ln, Edgartown, MA 02539
• 

  

  /17

  $1,500,000

  $200K PRICE DROP

  • Land
  • 37,026 Sq Ft
  • $1,764,706 per Acre

  4 Wilson's Landing Unit 49.2, 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

  Mark Jenkins Wallace & Co. Sotheby's

  4 Wilson's Landing Unit 49.2, Edgartown, MA 02539
• 

  

  /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

Showing Results 41 - 80, Page 2 of 3