31

Edgartown, MA Homes for Sale with Garage

Section Image Section Image
  • /38

    $5,795,000

    • 3 Beds
    • 3.5 Baths
    • 3,116 Sq Ft

    7 Katama Dr, Edgartown, MA 02539

    Stylish South Beach Retreat With Resort-Style Pool - Ideally located in the heart of Katama near South Beach, this stylish contemporary home offers the perfect blend of beach living and luxury amenities. Vaulted ceilings, a sleek linear fireplace, and a wall of 12-foot glass doors open the main living area to an expansive mahogany deck, creating seamless indoor-outdoor living. The gourmet

    Agent Photo

    Wendy Harman

    Compass

    7 Katama Dr, Edgartown, MA 02539
  • /20

    $9,495,000

    • 4 Beds
    • 6 Baths
    • 4,605 Sq Ft

    29 Slough Cove Rd, Edgartown, MA 02539

    Timeless architect-designed Katama retreat made for summer living. Privately set at the end of a long drive on 1.53 acres near South Beach, this Patrick Ahearn-designed estate offers 4,605 square feet of refined Vineyard living. Built in 2022, the home blends award-winning coastal architecture with vaulted ceilings, custom shiplap, millwork, antique rough-hewn beams, Rubio Monocoat floors,

    Agent Photo

    Wendy Harman

    Compass

    29 Slough Cove Rd, Edgartown, MA 02539
  • /42

    $3,695,000

    • 3 Beds
    • 3.5 Baths
    • 3,056 Sq Ft

    9 Thaxter Ln, Edgartown, MA 02539

    A contemporary Katama retreat, newly refreshed and ready for summer. Set in one of Edgartown’s most coveted coastal enclaves, moments from South Beach, this tri-level home offers sun-filled interiors, generous gathering spaces, strong rental appeal, and a private backyard oasis with an 18x40-foot saltwater pool. The dramatic open-concept living level features vaulted ceilings, a wood-burning

    Agent Photo

    Wendy Harman

    Compass

    9 Thaxter Ln, Edgartown, MA 02539
  • /29

    $49,000,000

    • 12 Beds
    • 14 Baths
    • 8,994 Sq Ft

    15 Forever Wild Way, Edgartown, MA 02539

    Great Point is an unprecedented coastal estate encompassing a total of ~32 acres and 5 individual parcels within the coveted 200-acre Herring Creek Farm, just minutes from Edgartown Village and Harbor. This extraordinary property offers location, scale, privacy, and natural beauty, with architecturally significant residences and the rare opportunity to create three additional homes. More than

    Brian Dougherty Corcoran Property Advisors

    15 Forever Wild Way, Edgartown, MA 02539
  • /12

    $3,400,000

    New Construction
    • 3 Beds
    • 4.5 Baths
    • 3,260 Sq Ft

    27 Double Ox Rd, Oak Bluffs, MA 02557

    Set on a private 1.34-acre parcel along a winding paved road in Oak Bluffs, this exceptional to-be-built luxury residence offers the perfect blend of modern sophistication and island charm. The home features over 3,200 square feet of beautifully crafted living space, including a first-floor primary suite, open-concept great room, gourmet kitchen with pantry, and seamless indoor-outdoor living

    Lesley Heidt Sandpiper Realty, Inc.

    27 Double Ox Rd, Oak Bluffs, MA 02557
  • /33

    $1,599,000

    • 3 Beds
    • 2.5 Baths
    • 1,645 Sq Ft

    7 Ploughshare Ln, Oak Bluffs, MA 02557

    Nestled in a quiet cul-de-sac within the coveted Hidden Cove neighborhood, this delightful property offers an exceptional Island lifestyle. The association delivers rare water access via a private dock on Sengekontacket Pond, plus newly resurfaced tennis and pickleball courts. The open-concept layout flows seamlessly from the fireplaced living room and kitchen through the dining area to an

    Emma Kennedy Sandpiper Realty, Inc.

    7 Ploughshare Ln, Oak Bluffs, MA 02557
  • /42

    $4,600,000

    $350K PRICE DROP
    • 6 Beds
    • 5.5 Baths
    • 3,998 Sq Ft

    15 Tamarack Ln, Oak Bluffs, MA 02557

    Nestled within the idyllic and highly coveted setting of Farm Neck Golf Club, 15 Tamarack Lane offers a rare opportunity to own a stunning 3.7 acres in one of Martha’s Vineyard’s most exclusive communities. The property enjoys picturesque views over the 7th fairway and 8th tee box, across to Sengekontacket Pond, creating a peaceful backdrop of lush greens and distant water. The historic

    Stephanie Roache Donnelly + Co.

    15 Tamarack Ln, Oak Bluffs, MA 02557
  • /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
  • /32

    $1,595,000

    • 3 Beds
    • 3.5 Baths
    • 2,739 Sq Ft

    40 Hidden Cove Rd Unit 2, Oak Bluffs, MA 02557

    Enjoy timeless summers at this Hidden Cove condo, where days begin with a paddle on Sengekontacket Pond, afternoons are spent between the pool and tennis courts, and evenings end on the deck after a day spent exploring the island. This three-bedroom unit has distant water views and offers an easy, multi-level floor plan with open living spaces, a private primary suite, two guest bedrooms, a

    Rose Ryley Wallace & Co. Sotheby's International Realty

    40 Hidden Cove Rd Unit 2, Oak Bluffs, MA 02557
  • /42

    $5,295,000

    $200K PRICE DROP
    • 3 Beds
    • 7 Baths
    • 3,608 Sq Ft

    385 Barnes Rd, Vineyard Haven, MA 02568

    Set along 125 feet of private Lagoon frontage, this beautifully designed home offers over 5,400 sq. ft. of light-filled living space across three levels. High ceilings, skylights, and walls of glass capture sweeping water views, while a decorative stone fireplace anchors the main living area. The chef’s kitchen features stainless appliances, stone counters, custom cabinetry, and a large island,

    Stephanie Roache Donnelly + Co.

    385 Barnes Rd, Vineyard Haven, MA 02568
  • /30

    $3,200,000

    • 4 Beds
    • 6 Baths
    • 3,428 Sq Ft

    19 Llewellyn Way, Edgartown, MA 02539

    Perfectly situated just moments from the bike path, Edgartown Village, and South Beach, this exceptional Edgartown compound offers the best of Vineyard living. The main house is filled with warmth and character, featuring soaring ceilings, exposed beams, and an inviting open living area centered around a custom stone fireplace. Thoughtfully designed and perfectly sited for privacy, the Casita

    Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

    19 Llewellyn Way, Edgartown, MA 02539
  • /6

    $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
  • /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 International Realty

    103 Edgartown Bay Rd, Edgartown, MA 02539
  • /15

    $2,800,000

    $445K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 3,927 Sq Ft

    44 Tiffany Dr, Oak Bluffs, MA 02557

    Tucked away in a serene setting and set on a private 1.38-acres, this beautifully renovated 4BR/4.5BA Cape offers over 4,000 sq ft. of living space with pleanty of room for a backyard pool. The seller will escrow $50K towards a pool at closing depending on the offer. The property has been thoughtfully renovated with two new kitchens, 4.5 new bathrooms, 4-bedrooms (two ensuite), and all new

    Perry Patterson MV Luxury Homes LLC

    44 Tiffany Dr, Oak Bluffs, MA 02557
  • /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
  • /42

    $2,675,000

    $275K PRICE DROP
    • 4 Beds
    • 8 Baths
    • 4,530 Sq Ft

    15 21st St N, Edgartown, MA 02539

    Located on a quiet street just minutes from Edgartown Village, this versatile compound offers privacy, flexibility, and close proximity to the Island’s best outdoor amenities. Set on over half an acre, the property includes a main house and detached guest house with separate driveways and mature landscaping.The main home features an open kitchen and dining area, sunken living room, and three

    Jennifer O'hanlon Compass

    15 21st St N, Edgartown, MA 02539
  • /28

    $2,395,000

    • 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
  • /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
  • /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

    $1,595,000

    • 3 Beds
    • 3.5 Baths
    • 2,739 Sq Ft

    40 Hidden Cove Road Unit 2 Unit 2, Oak Bluffs, MA 02557

    Enjoy timeless summers at this Hidden Cove condo, where days begin with a paddle on Sengekontacket Pond, afternoons are spent between the pool and tennis courts, and evenings end on the deck after a day spent exploring the island. This three-bedroom unit has distant water views and offers an easy, multi-level floor plan with open living spaces, a private primary suite, two guest bedrooms, a

    Rose Ryley Wallace & Co. Sotheby's International Realty

    40 Hidden Cove Road Unit 2 Unit 2, Oak Bluffs, MA 02557
  • /40

    $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
  • /7

    $2,300,000

    • 3 Beds
    • 2.5 Baths
    • 1,344 Sq Ft

    60 Crocker Dr, Edgartown, MA 02539

    South Beach! Katama Airfield! Look no further if you are hoping to find a great lot within close proximity to all Katama has to offer. 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

    Michele Moore Island Real Estate

    60 Crocker Dr, Edgartown, MA 02539
  • /42

    $4,800,000

    $500K PRICE DROP
    • 5 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
  • /26

    $32,500,000

    • 9 Beds
    • 11 Baths
    • 7,190 Sq Ft

    61 Butlers Cove Rd, Edgartown, MA 02539

    Beach Farm is an extraordinary 18.6-acre waterfront estate offering exceptional privacy, 1,700 feet of water frontage, sweeping Atlantic views, private beaches, a rare walking path to the pristine South Shore, and a short bike ride to Edgartown Village. The estate is set within the storied 200-acre Herring Creek Farm, a coastal enclave surrounding a working farm with barns, horses, sheep, and

    Maggie Gold Seelig MGS Group Real Estate LTD

    61 Butlers Cove Rd, 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
  • /32

    $2,700,000

    • 3 Beds
    • 3 Baths
    • 2,844 Sq Ft

    205 Meetinghouse Way, Edgartown, MA 02539

    Privately nestled amid sweeping gardens and lush natural landscaping, this 3-bedroom, 3-bath home offers the perfect blend of timeless design and refined contemporary living. Thoughtfully curated interiors feature an open-concept living area, a large kitchen with Viking cooktop, Fisher & Paykel dishwasher and quartz countertops, inviting dining spaces, and comfortable gathering rooms filled with

    Thayer Whipple Sandpiper Realty, Inc.

    205 Meetinghouse Way, Edgartown, MA 02539
  • /41

    $7,950,000

    New Construction
    • 4 Beds
    • 6 Baths
    • 7,766 Sq Ft

    2 Lexington Ave, Edgartown, MA 02539

    NEW CONSTRUCTION: Experience modern Katama luxury in this thoughtfully designed home by Morgan Studio, a husband-and-wife-led boutique design firm. Created for effortless indoor-outdoor living, the residence features soaring ceilings, a flowing floor plan, oversized windows, and exceptional materials and finishes throughout. A private interior courtyard, envisioned as an edible garden, anchors

    Peyton Wallace Studio Realty LLC

    2 Lexington Ave, 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
  • /41

    $14,500,000

    • 11 Beds
    • 13 Baths
    • 9,500 Sq Ft

    10 & 12 Boldwater Rd, Edgartown, MA 02539

    A rare offering of extraordinary scale and architectural significance, this 22-acre Martha's Vineyard estate represents a category of ownership seldom available on the Island. Designed around privacy, natural beauty, and enduring craftsmanship, the living spaces encompass more than 9,500 square feet across multiple thoughtfully designed structures, creating an unparalleled setting for

    Michael Carucci Serhant

    10 & 12 Boldwater Rd, Edgartown, MA 02539
  • /25

    $5,995,000

    • 3 Beds
    • 3 Baths
    • 2,234 Sq Ft

    43 Sengekontacket Rd, Oak Bluffs, MA 02557

    Breathtaking property at the tip of a prominent peninsula on Sengekontacket Pond's western shoreline. Set beautifully at high elevation above the shore, this charming home and guest cottage includes jaw-dropping views of the pond, barrier dunes and Nantucket Sound. Direct from the property take your whaler or other watercraft out into the sound and beyond for endless recreational pursuits. Aside

    Peyton Wallace Studio Realty LLC

    43 Sengekontacket Rd, Oak Bluffs, MA 02557
  • /15

    $3,995,000

    • 5 Beds
    • 3 Baths
    • 2,733 Sq Ft

    49 High St, Edgartown, MA 02539

    A rare opportunity to create a premier in-town compound in one of Edgartown's most desirable locations. Set on High Street, just moments from downtown Edgartown, this exceptional 16,000+ square foot lot offers tremendous potential to create a substantial five-bedroom residence while enjoying the convenience and charm of village living. The property currently features a 4 bedroom main house,

    Alyssa Halisky Wallace & Co. Sotheby's International Realty

    49 High St, Edgartown, MA 02539
How to Buy a Home How to Finance a Home How to Sell a Home