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Edgartown Homes for Sale

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  • /34

    $2,999,000

    $196K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 3,881 Sq Ft

    10 N Bog Rd, Edgartown, MA 02539

    Set on 2.2 acres in Edgartown, this five-bedroom home with a heated saltwater pool is just moments from Morning Glory Farm, South Beach, the bike path, and Edgartown Village. It features three finished levels designed for coastal living, with gathering spaces and indoor-outdoor flow. At the center of the home is the kitchen and dining area that opens onto an expansive deck overlooking the 16’ x

    Michele Casavant Vineyard Village Realty

    10 N Bog Rd, Edgartown, MA 02539
  • /25

    $1,696,000

    $199K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,638 Sq Ft

    21 Schoolhouse Rd, Edgartown, MA 02539

    Located in the heart of Katama between South beach and Edgartown Village. Biking or walking distance along the the shared use path to beach or town. With 2 first floor bedrooms along with a full bath for one floor living. Second floor has 2 more bedrooms, bath along with a loft area for extra bed space. The full basement could be finished off for additional living areas. Plenty of room to grow on

    Jim Joyce Carroll & Vincent R.E.

    21 Schoolhouse Rd, Edgartown, MA 02539
  • /66

    $2,675,000

    $275K PRICE DROP
    • 4 Beds
    • 8 Baths
    • 3,740 Sq Ft

    15 21st St N, Edgartown, MA 02539

    Located on a quiet street just moments from Edgartown Village, this versatile compound offers a rare combination of privacy, flexibility, and proximity to some of the Island’s most treasured outdoor amenities. Set on over a half-acre, the property features a main residence and a detached guest house, thoughtfully positioned with separate driveways and a natural buffer of mature trees. The main

    Jennifer O'hanlon Compass LLC

    15 21st St N, 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
  • /29

    $2,950,000

    • 4 Beds
    • 3 Baths
    • 2,208 Sq Ft

    13 Young St, Edgartown, MA 02539

    This classic beach house captures the essence of coastal living with the sound of the Atlantic just beyond. Designed with a reverse-style floor plan to maximize light, the home offers a blend of comfort and Vineyard charm. The main living level is bright and airy, featuring a sun-filled kitchen that opens to a sitting area. Sliders lead to a spacious mahogany deck. This level also includes an

    Stacy Ickes Donnelly + Co.

    13 Young St, Edgartown, MA 02539
  • /56

    $9,995,000

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

    25 Lelands Path, Edgartown, MA 02539

    YOUR OWN PRIVATE WATERFRONT OASIS: CAPTIVATING ESTATE LIVING. This extraordinary Katama Bay waterfront retreat blends timeless coastal architecture, refined interiors, and the natural beauty of Chappaquiddick in unforgettable fashion. Designed by noted architect Patrick Ahearn, this magnificent residence is privately sited at the end of a winding drive on 16.4 acres, offering more than 7,200

    Agent Photo

    Wendy Harman

    Compass | Point B

    25 Lelands Path, 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
  • /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
  • /21

    $3,850,000

    • 3 Beds
    • 2 Baths
    • 1,528 Sq Ft

    10 Pease Point Rd, Edgartown, MA 02539

    NEWLY LISTED l PRIME 1.14 ACRE PROPERTY IN EDGARTOWN This conforming R-20 lot offers an exceptional canvas for your estate planning vision. Positioned on an elevated parcel amid a neighborhood of distinguished new homes, the original three-bedroom, two-bath residence provides a foundation from which to create a truly signature property. Ideally situated just minutes from Edgartown Village, with

    Emma Bryant Studio Realty

    10 Pease Point Rd, Edgartown, MA 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
  • /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
  • /22

    $1,000,000

    $100K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,118 Sq Ft

    4 5th St N, Edgartown, MA 02539

    An exciting rare find off the Edgartown / Tisbury road directly across from the bike path. The first floor open plan includes a fire place, family room and kitchen with a walk out to the wrap around porch. Two pleasant bedrooms and a full bath are on the first floor. The upper level loft opens to the living room visually expanding the living space. The house has the benefit of a full basement

    Doug Burke Signal House Group at Compass

    4 5th St N, 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

    Open Mon 3PM - 4PM
    • 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
    • 1,878 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
  • /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
  • /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

    Agent Photo

    Wendy Harman

    Compass

    15 Chapman La, Edgartown, MA 02539
  • /6

    $550,000

    $100K PRICE DROP
    • Land
    • 1.02 Acres
    • $538,529 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
  • /29

    $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

    $550,000

    $100K PRICE DROP
    • Land
    • 1.02 Acres
    • $539,216 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
  • /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
  • /41

    $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
  • /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,

    Agent Photo

    Wendy Harman

    Compass

    17 Chapman La, 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

    Agent Photo

    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,

    Agent Photo

    Wendy Harman

    Compass | Point B

    17 Chapman Ln, Edgartown, MA 02539

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