69

Homes for Sale in 02539

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  • /29

    $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
  • /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
  • /21

    $1,700,000

    • Land
    • 0.85 Acre
    • $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
  • /6

    $1,125,000

    • Land
    • 0.23 Acre
    • $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

    (508) 625-9227

    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
  • /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
  • /42

    $5,875,000

    • 4 Beds
    • 4.5 Baths
    • 3,800 Sq Ft

    62 N Summer St, Edgartown, MA 02539

    Village dreams come true... STUNNINGLY CRAFTED, **this four-bedroom five bath property in Edgartown Village with Garage is truly a rare find! Situated on a corner lot just two blocks north of Main Street and two blocks from the Harbor, it features walking convenience and luxury in one package. Main and second floors combine over 3,800 square feet of spacious, elegant living. The partially

    Lisa Gilberto C McManus Realty Group

    62 N Summer St, Edgartown, MA 02539
  • /3

    $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

    Katie Donahue Sandpiper Realty

    23 Calebs Common Ln Unit 101, Edgartown, MA 02539
  • /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
  • /3

    $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
  • /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
  • /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
  • /41

    $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
  • /59

    $4,675,000

    • 5 Beds
    • 4 Baths
    • 3,518 Sq Ft

    29 Majors Cove Ln, Edgartown, MA 02539

    First time on the market in 26 years, this beautiful waterfront family compound sits at the end of Majors Cove Lane in a private and peaceful setting with sweeping and expansive water views and a private 85’ boat dock shared with only one neighboring property. The property directly fronts Sengekontacket Pond, on a 1.5-acre natural park-like setting, abutting Felix Neck Wildlife Sanctuary, a

    Gerrett Conover Landvest MV

    29 Majors Cove Ln, Edgartown, MA 02539
  • /42

    $2,350,000

    • 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 offers over 2,600 sq. ft. across four levels. A dramatic 30-foot vaulted foyer leads to a fully renovated chef’s kitchen with Sub-Zero refrigeration, premium stainless appliances, stone counters,

    Dawn Bellante Sandpiper Realty, Inc.

    81 Whalers Walk, Edgartown, MA 02539
  • /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
  • /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
  • /16

    $1,295,000

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

    1 Dodgers Hole Rd, Edgartown, MA 02539

    This four-bedroom cape-style home offers a comfortable and convenient lifestyle, ideally located just off the bike path with easy access to town and the bus route. Designed with an open floor plan, the main living area provides a seamless flow between the kitchen, dining, and living spaces—perfect for everyday living and entertaining. The first floor features two well-sized bedrooms and a full

    Nora Jardin Island Real Estate

    1 Dodgers Hole 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
  • /6

    $1,125,000

    • Land
    • 0.23 Acre
    • $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
  • /41

    $1,800,000

    • 4 Beds
    • 3 Baths
    • 1 Sq Ft

    18 Wood Duck Way, Edgartown, MA 02539

    Turnkey modern home with 4 bedrooms and 3 full baths, filled with natural light from large windows and soaring ceilings. The first floor offers three bedrooms and a full bath with double sinks, while warm oak and maple floors are accented by cherry stairs and custom built-ins.The open-concept second level features a spacious kitchen, living, and dining area, along with a private primary en suite

    Janna O'Loughlin Portfolio Properties

    18 Wood Duck Way, Edgartown, MA 02539
  • /66

    $2,395,000

    • 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
  • /17

    $1,700,000

    • Land
    • 0.85 Acre
    • $2,000,000 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
  • /42

    $3,995,000

    • 8 Beds
    • 6 Baths
    • 4,651 Sq Ft

    23 Beetle Swamp Rd, Edgartown, MA 02539

    Sweetened Water Farm ~ Just off the main road, past an idyllic horse barn and conserved association land, you’ll find this eight-bedroom residence that sits prominently on 2.4 acres. The sprawling main house, an expanded classic Cape featuring separate living areas, both inside and out, and six bedrooms, including two first-floor en-suites, overlooks the rolling pastures with grazing horses.

    Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

    23 Beetle Swamp Rd, Edgartown, MA 02539
  • /40

    $1,695,000

    • 4 Beds
    • 2 Baths
    • 1,342 Sq Ft

    58 Road To the Plains, Edgartown, MA 02539

    Turnkey Katama Home—Beautifully furnished and move-in ready, this updated coastal retreat offers relaxed Island living with a strong rental history and effortless ownership. Outdoor highlights include a 19-foot heated swim spa and Jacuzzi set on an expansive wood deck, an outdoor shower, bluestone fire pit patio, multiple lounging spaces, decks, and wooded privacy for serene entertaining. Inside,

    Stephanie Roache Donnelly + Co.

    58 Road To the Plains, Edgartown, MA 02539
  • /27

    $8,000,000

    • 4 Beds
    • 6 Baths
    • 3,497 Sq Ft

    24 Katama Bay View Rd, Edgartown, MA 02539

    This classic New England waterview 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

    Tom Wallace Wallace & Co. Sotheby's International Realty

    24 Katama Bay View Rd, Edgartown, MA 02539
  • /23

    $3,100,000

    • 1 Bed
    • 1 Bath
    • 1,250 Sq Ft

    114 Meeting House Way, Edgartown, MA 02539

    3 Acre Katama Building Lot with Existing Guest House. This parcel is ready to be developed into a true Edgartown Compound. The last of three private, forested lots to be offered in this part of the Browns Farm Lane subdivision, two of which have already been sold and developed into breathtaking, substantial residences. Located one mile from Edgartown Great Pond and 2 miles from both South Beach

    Rose Ryley Wallace & Co. Sotheby's International Realty

    114 Meeting House Way, Edgartown, MA 02539
  • /39

    $4,500,000

    • 4 Beds
    • 3.5 Baths
    • 2,836 Sq Ft

    38 Pinehurst Rd, Edgartown, MA 02539

    NEWLY BUILT 4-BEDROOM HOME WITH POOL,10 Minute walk TO TOWN, beautifully furnished home featuring a heated saltwater pool and a 20' x 30' entertainment barn.The home offers two floors of living space with 3.5 bathrooms, an open kitchen and family room, a dining area overlooking the pool, and two laundry areas. The sleeping arrangements include an upstairs primary suite with private bath. Also

    Michele Casavant Vineyard Village Realty

    38 Pinehurst Rd, Edgartown, MA 02539
  • /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
  • /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
  • /2

    $2,700,000

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

    6 Laura's Way, Edgartown, MA 02568

    Welcome to the opportunity to own a brand-new, GORGEOUS, custom-built home in Edgartown, set on a one-acre plot with a detached 900 sq ft accessory dwelling. The main residence opens to an inviting two-story foyer, leading to an expansive, living room featuring a wall of glass sliders. The gourmet kitchen is a chef’s dream, boasting Bosch appliances, a large quartz-topped island with seating for

    Michele Casavant Vineyard Village Realty

    6 Laura's Way, Edgartown, MA 02568
  • /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
  • /2

    $12,500,000

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

    2 Old Farms Trail Unit 1, Edgartown, MA 02539

    Thirty-eight (38 acres) of available land in Edgartown! This is a truly extraordinary and increasingly rare opportunity to own thirty-eight (38) acres of contiguous 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

    Michele Casavant Vineyard Village Realty

    2 Old Farms Trail Unit 1, Edgartown, MA 02539
  • /7

    $3,100,000

    • Land
    • 3.04 Acres
    • $1,019,737 per Acre

    114 Meeting House Way, Edgartown, MA 02539

    3 Acre Katama Building Lot with Existing Guest House.This parcel is ready to be developed into a true Edgartown Compound. The last of three private, forested lots to be offered in this part of the Browns Farm Lane subdivision, two of which have already been sold and developed into breathtaking, substantial residences. Located one mile from Edgartown Great Pond and 2 miles from both South

    Rose Ryley Wallace & Co. Sotheby's

    114 Meeting House Way, Edgartown, MA 02539
  • /4

    $1,025,000

    • Land
    • 1 Acre
    • $1,025,000 per Acre

    25 Coffins Field Rd, Edgartown, MA 02539

    Per the BOH, this property can accommodate a 6-bedroom home and with appropriate permitting may allow for an additional/separate structure such as a garage or studio. Property is not serviced by a well or septic system. Buyer is responsible for obtaining permits and installation. Association Dues $650.00

    Casandra Hyland Sandpiper Realty, Inc.

    25 Coffins Field Rd, Edgartown, MA 02539
  • /5

    $1,025,000

    • Land
    • 1 Acre
    • $1,027,054 per Acre

    25 Coffins Field Rd Unit 18, Edgartown, MA 02539

    This one-acre lot is nestled in a peaceful, centrally located neighborhood, offering the perfect balance of privacy and convenience. Abutting conservation land, the property provides a serene natural setting while supporting a spacious six-bedroom home. Enjoy easy access to town, nearby beaches, bike paths, a public gym, veterinarian services, shopping, the airport, and a variety of dining

    Casandra Hyland Sandpiper Realty

    25 Coffins Field Rd Unit 18, Edgartown, MA 02539
  • /27

    $1,625,000

    • 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
  • /32

    $1,995,000

    • 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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