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Edgartown, MA Homes for Sale with Garage

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  • /2

    $1,650,000

    • 6 Beds
    • 3.5 Baths
    • 1,617 Sq Ft

    34 Massasoit Ave, Oak Bluffs, MA 02557

    Downtown Oak Bluffs located in the Copeland District this Victorian home combines historic charm with modern comfort. Offering 6 spacious bedrooms and 3.5 bathrooms, this home provides ample living space for family and guests. Also making an ideal rental property Sleeping 12 comfortably just a block to the restaurants and shops of Circuit Ave. and a couple of blocks to the beach it's the perfect

    Agent Photo

    Lisa Lucier

    Anchor Realty of MV

    (508) 299-5240

    34 Massasoit Ave, Oak Bluffs, MA 02557
  • /37

    $9,995,000

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

    25 Lelands Path, Edgartown, MA 02539

    Casual Elegance On Katama Bay - Welcome to 25 Leland’s Path on Katama Bay, a stunning property that embodies the perfect blend of casual elegance and serene waterfront living on Chappquiddick. This magnificent home offers over 7,200 square feet of living space, six bedrooms, all with en suite baths, and a three-room Owner's Suite with sweeping water views and a private second-floor deck. The

    Agent Photo

    Wendy Harman

    Compass

    (508) 625-9706

    25 Lelands Path, Edgartown, MA 02539
  • /41

    $5,750,000

    • 4 Beds
    • 4.5 Baths
    • 3,643 Sq Ft

    4 Somerset Ln, Edgartown, MA 02539

    EXPERIENCE BAREFOOT ELEGANCE AT SOMERSET. Welcome to 4 Somerset Lane, a newly completed luxury residence in Edgartown’s exclusive Somerset enclave—perfectly positioned between the charm of Edgartown Village and the surf and sand of South Beach. Developed by Stanmar, owners of the renowned Winnetu Oceanside Resort, this exceptional home embodies the essence of modern coastal living—combining

    Agent Photo

    Wendy Harman

    Compass

    (508) 715-9594

    4 Somerset Ln, Edgartown, MA 02539
  • /24

    $3,250,000

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

    10 Peases 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 Landmarks at TODAY Real Estate

    10 Peases Point Rd, Edgartown, MA 02539
  • /43

    $4,999,000

    • 6 Beds
    • 5.5 Baths
    • 3,214 Sq Ft

    15 Tamarack Ln, Oak Bluffs, MA 02557

    FARM NECK: The original 1780 Farm House was tastefully restored in 1985 to honor the land and legacy of Farm Neck. This serene 3.7 acre oasis of rolling greenery with a variety of mature trees and lots of natural privacy has an up Island feel with the down Island convenience to fine dining, shopping, ferry, airport, bike paths and includes Stockholder Membership in the popular Farm Neck Golf

    Michael Schweikert Ocean Park Realty, Inc.

    15 Tamarack Ln, Oak Bluffs, MA 02557
  • /58

    $5,999,000

    • 4 Beds
    • 3.5 Baths
    • 2,995 Sq Ft

    135 The Blvd, Edgartown, MA 02539

    Exceptional Waterfront Living ~ Stunning, active views of Sengekontacket Pond and Nantucket Sound set the tone for this spectacular coastal retreat. Thoughtfully designed to showcase its breathtaking surroundings, the main house captures sweeping vistas from nearly every room. With over 300 feet of frontage, you'll enjoy immediate access to the water for swimming, paddleboarding, kayaking, and a

    Stephanie Roache Donnelly + Co.

    135 The Blvd, Edgartown, MA 02539
  • /19

    $15,500,000

    • 6 Beds
    • 9 Baths
    • 1,320 Sq Ft

    68 N Water St, Edgartown, MA 02539

    This expansive historic compound in the heart of Edgartown village offers the perfect blend of old-world charm and modern luxury.Just steps away from Edgartown's finest restaurants and shops, this stunning property has been completely renovated by SternMcCafferty Architecture + Interiors, showcasing a harmonious balance of contemporary design and traditional architectural details.Upon entering,

    Tom Wallace Wallace & Co. Sotheby's International Realty

    68 N Water St, Edgartown, MA 02539
  • /78

    $7,950,000

    • 6 Beds
    • 6.5 Baths
    • 6,927 Sq Ft

    6 Janes Cove Rd, Edgartown, MA 02539

    Waterfront on Edgartown Great Pond with delightful water views, this newly-renovated Coastal Colonial is set on a very private 9.2 acre lot on Janes Cove. You know you are somewhere very special the moment you enter through the gates. As you travel along the cobblestone lined driveway flanked by lush lawns, the gorgeous home rises before you. Stunning the day it was originally completed, it has

    Mark Jenkins Wallace & Co. Sotheby's International Realty

    6 Janes Cove Rd, Edgartown, MA 02539
  • /24

    $2,150,000

    • 2 Beds
    • 2.5 Baths
    • 2,137 Sq Ft

    30 Franklin Ave, Oak Bluffs, MA 02568

    Welcome to your dream home! This stunning new construction boasts a coastal feel throughout and is situated on a spacious corner lot. Inside, you'll find luxurious finishes, including Thermador appliances and quartz countertops in the gourmet kitchen including a large pantry with beverage refrigerator. The elegance continues with white oak floors throughout the home. With 2 bedrooms and 2.5

    Stacy Ickes Donnelly + Co.

    30 Franklin Ave, Oak Bluffs, MA 02568
  • /42

    $2,499,000 Pre-Foreclosure

    • 4 Beds
    • 2.5 Baths
    • 2,544 Sq Ft

    47 Tiffany Dr, Oak Bluffs, MA 02557

    Your private oasis with a POOL awaits in this beautifully updated Lagoon Hills retreat on over 1.5 acres. Enjoy a carefree, single-level lifestyle featuring an open-concept kitchen and dining area, spacious living room, office and exercise room — all thoughtfully designed for comfort and flow. Step outside to a stunning backyard anchored by a sparkling pool, surrounded by decks, patios, and lush

    Jennifer B. DaSilva Compass

    47 Tiffany Dr, Oak Bluffs, MA 02557
  • /34

    $6,395,000

    • 6 Beds
    • 5.5 Baths
    • 7,000 Sq Ft

    400 Barnes Rd, Vineyard Haven, MA 02568

    Experience the elegance of this rare Asian-inspired contemporary estate set on 2.42 acres in a prime location. Tucked behind a long private drive and surrounded by 234 acres of Southern Woodlands conservation land offering biking and hiking, this expansive property offers unparalleled privacy just minutes from Featherstone Center for the Arts, Farm Neck Golf Club and the island’s finest beaches.

    Jennifer B. DaSilva Compass

    400 Barnes Rd, Vineyard Haven, MA 02568
  • /28

    $1,799,000

    • 4 Beds
    • 2.5 Baths
    • 3,268 Sq Ft

    7 Upper Meadow Ln, Oak Bluffs, MA 02557

    Meadowview Farms - Tucked at the end of a quiet cul-de-sac, this spacious Colonial offers more than 3,200 square feet of comfortable living space. This home is ideal for those who love to host lively gatherings while providing ample accommodations. Inside, you'll find four well-sized bedrooms and two and a half baths, including a generous primary suite with double walk-in closets and a private

    Lesley Heidt Sandpiper Realty Inc

    7 Upper Meadow Ln, Oak Bluffs, MA 02557
  • /40

    $1,985,000

    • 6 Beds
    • 2.5 Baths
    • 2,836 Sq Ft

    36 Smith Hollow Dr, Edgartown, MA 02539

    Tucked away behind association common land, this year-round compound offers the perfect blend of privacy, space, and flexibility. The post-and-beam main house features four bedrooms and combines timeless character with functional design, ideal for everyday living or seasonal enjoyment. A separate two-bedroom guest house with a welcoming farmer's porch is thoughtfully sited to ensure privacy and

    Katherine Donahue Sandpiper Realty Inc

    36 Smith Hollow Dr, Edgartown, MA 02539
  • /21

    $1,599,000

    • 3 Beds
    • 2 Baths
    • 1,562 Sq Ft

    111 Charles Neck Way, Vineyard Haven, MA 02568

    Tucked away on 1.6 wooded acres in West Tisbury, this classic Cape-style home offers both privacy and convenience, with easy access to the charm of Up-Island and the amenities of Down-Island. Located on a paved road near Long Point Beach, it also includes coveted access to Lambert's Cove Beach. The bright, open interior features a living and dining area with a wood-burning fireplace, a kitchen

    Emma Kennedy Sandpiper Realty Inc

    111 Charles Neck Way, Vineyard Haven, MA 02568
  • /26

    $8,500,000

    • 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
  • /40

    $4,900,000

    • 6 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
  • /51

    $3,995,000

    • 4 Beds
    • 4 Baths
    • 4,920 Sq Ft

    56 N Neck Rd, Edgartown, MA 02539

    A RARE CHAPPAQUIDDICK LEGACY ESTATE w/BEACH ACCESS -- Privacy & Island Living at its finest. Step into a world where time slows, ocean breezes carry the scent of salt and cedar, and each day begins and ends with the relaxing sounds of the local fauna and the Vineyard Sound. This 18.4-ac. multi-residence estate, with 4 conforming size parcels, on Martha's Vineyard's treasured Chappaquiddick Island

    Leslie Floyd Portfolio Properties

    56 N Neck Rd, Edgartown, MA 02539
  • /41

    $1,250,000

    • 3 Beds
    • 2.5 Baths
    • 1,822 Sq Ft

    1 Saddle Club Rd, Edgartown, MA 02539

    Welcome to your perfect island retreat in the heart of Edgartown conveniently located in a quiet neighborhood off of Edgartown West Tisbury Road. This charming 3-bedroom, 2.5 bathroom home offers the ideal blend of comfort, and functionality. Nestled on a quiet street, the property features an oversized two-car garage--perfect for storing vehicles, bikes, and beach gear, or even setting up a

    Madelyn Silvia Wallace & Co. Sotheby's International Realty

    1 Saddle Club Rd, Edgartown, MA 02539
  • /26

    $9,250,000

    • 5 Beds
    • 5 Baths
    • 3,550 Sq Ft

    1 Field Club Dr, Edgartown, MA 02539

    Nestled in the prestigious Field Club, this extraordinary five-bedroom compound epitomizes luxurious island living. This residence exudes timeless elegance and modern sophistication. Upon entering, the foyer sets the tone with a warm and inviting glow. The main level boasts an open-concept layout, featuring a gourmet chef's kitchen adorned with top-of-the-line appliances, granite countertops, and

    Tom Wallace Wallace & Co. Sotheby's International Realty

    1 Field Club Dr, Edgartown, MA 02539
  • /2

    $10,850,000

    • 7 Beds
    • 8 Baths
    • 12,051 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. Thisis 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 aVineyard home, with 10 ft coffered ceilings and open/flowing floor plan. There is an abundance of light streaming in from theoversized

    Gerret Conover LandVest MV

    14 Trapps Pond Rd, Edgartown, MA 02539
  • /2

    $3,895,000

    • 4 Beds
    • 2.5 Baths
    • 2,243 Sq Ft

    44 Plantingfield Way, Edgartown, MA 02539

    Move-in ready Edgartown home in a quiet, established neighborhood just minutes from downtown. This year-round property offers functional living spaces, a thoughtful layout, and generous outdoor areas ideal for relaxing or entertaining. The property is currently configured as a three-bedroom, 1-1/2 bathroom main house with a 1BR/1BA apartment over a one-car, detached garage on a 1/2 acre lot. The

    David Dickinson Compass

    44 Plantingfield Way, Edgartown, MA 02539
  • /46

    $9,795,000

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

    52 S Summer St, Edgartown, MA 02539

    The historic Captain Ellsworth West House is a landmark property in the very heart of downtown Edgartown, offering an extraordinary combination of history, charm, and modern luxury. Just steps from Edgartown's celebrated restaurants, galleries, shops, and harbor, this rare estate provides both the convenience of in-town living and the privacy of a graciously designed compound. The main residence

    Alyssa Halisky Wallace & Co. Sotheby's International Realty

    52 S Summer St, Edgartown, MA 02539
  • /51

    $9,499,000

    • 4 Beds
    • 7 Baths
    • 5,458 Sq Ft

    43 Peases Point Way S, Edgartown, MA 02539

    Refined, timeless, and unparalleled, 43 Peases Point Way South effortlessly blends warmth, elegance, and sophistication to create a truly distinctive living experience in one of Edgartown's most coveted locations. Designed by celebrated architect Patrick Ahearn, this exceptional residence is just a short stroll from historic Main Street. From the gated arbor entry and tranquil courtyard to the

    Katherine Donahue Sandpiper Realty Inc

    43 Peases Point Way S, Edgartown, MA 02539
  • /18

    $1,200,000

    • 3 Beds
    • 1.5 Baths
    • 1 Sq Ft

    14 21st St N, Edgartown, MA 02539

    Move-in ready 3-bedroom, 1.5-bathroom house with a warm and welcoming interior. The main level includes an efficient kitchen, living room, dining room with sliders to the mahogany deck and outdoor shower, 1 bedroom, laundry, and convenient half-bath. A one car garage is attached to the main level. The 2 large bedrooms and a full bath are located upstairs. Enjoy the private backyard with its well

    Francine Agnoli The Agency Martha's Vineyard

    14 21st St N, Edgartown, MA 02539
  • /30

    $2,490,000

    • 3 Beds
    • 4 Baths
    • 2,830 Sq Ft

    42 Deacon Vincent Way, Edgartown, MA 02539

    Katama ~ Turnkey Retreat in Edgartown Estates. Located on a quiet, paved road in sought-after Edgartown Estates, this meticulously maintained home offers the perfect blend of privacy, space, and convenience. Ideally positioned equidistant to South Beach and downtown Edgartown, and just moments from the bike path. The home features a bright vaulted-ceiling living room with a gas fireplace and an

    Stephanie Roache Donnelly + Co.

    42 Deacon Vincent Way, Edgartown, MA 02539
  • /60

    $3,150,000

    • 4 Beds
    • 5 Baths
    • 5,165 Sq Ft

    63 Bayes Hill Rd, Oak Bluffs, MA 02557

    Picture yourself in this beautifully designed custom home offering the ultimate in privacy. The first floor has an open floor plan which includes the dining room, kitchen, wet bar, and living space. Bypass siding doors separate the living space from the dining and kitchen. Experience the ultimate in culinary luxury with a gourmet kitchen featuring custom cabinets, high end appliances, and ample

    Todd Machnik Today Real Estate

    63 Bayes Hill Rd, Oak Bluffs, MA 02557
  • /31

    $2,750,000

    • 4 Beds
    • 3.5 Baths
    • 2,566 Sq Ft

    28 Marthas Rd, Edgartown, MA 02539

    Nestled on a generous corner lot in one of Edgartown's sought-after neighborhoods, this beautifully maintained 4BD, 3.5BA home offers the perfect blend of comfort, convenience, and classic Vineyard charm. The home features a spacious and versatile floor plan, ideal for both year-round living and summer getaways. The light-filled living areas, anchored by a floor to ceiling wood burning fireplace,

    Stacy Ickes Donnelly + Co.

    28 Marthas Rd, Edgartown, MA 02539
  • /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

    Katherine Donahue Sandpiper Realty Inc

    105 Whalers Walk, Edgartown, MA 02539
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