190

Recently Sold Edgartown, MA Homes

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  • 35 Stevens Ave, Oak Bluffs, MA 02557
    35 Stevens Ave, Oak Bluffs, MA 02557
    35 Stevens Ave, Oak Bluffs, MA 02557
    /39

    $1,290,020 Sold Dec 05, 2025

    • 1,632 Sq Ft
    • $790/SF
    • 130 Days On Market
    • 2 Beds
    • 3 Baths
    • Built 2008

    35 Stevens Ave, Oak Bluffs, MA 02557

    Nestled in a quiet Oak Bluffs neighborhood, this colonial-style home and its surrounding area gives the feel of being up-Island. The well-kept home was built in 2008 and is move-in ready. Located 1 mile to Circuit Avenue, and less than a mile to both the Oak Bluffs School and the Oak Bluffs Library, the property is also conveniently close to a bus stop and the bike path. Its many features include

    Paul Thoutsis Dockside Real Estate

    35 Stevens Ave, Oak Bluffs, MA 02557
  • 69 Summit Ave, Vineyard Haven, MA 02568
    69 Summit Ave, Vineyard Haven, MA 02568
    /2

    $825,000 Sold Dec 03, 2025

    • 1,248 Sq Ft
    • $661/SF
    • 1 Day On Market
    • 3 Beds
    • 2 Baths
    • Built 1998

    69 Summit Ave, Vineyard Haven, MA 02568

    Charming sunlit three-bedroom, two-bath home on a quarter-acre lot with a full unfinished basement offering excellent potential. The three-bedroom septic system has passed inspection (recommended pumping being done). The interior features wood floors throughout and an open-concept living, kitchen, and dining area, perfect for relaxed island living. The primary bedroom includes a full bath, while

    Susie Wallo Compass

    69 Summit Ave, Vineyard Haven, MA 02568
  • 16 Schoolhouse Rd, Edgartown, MA 02539
    16 Schoolhouse Rd, Edgartown, MA 02539
    16 Schoolhouse Rd, Edgartown, MA 02539
    /4

    $1,800,000 Sold Dec 02, 2025

    • 1,750 Sq Ft
    • $1,029/SF
    • 144 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1999

    16 Schoolhouse Rd, Edgartown, MA 02539

    Vacation Getaway in Edgartown Estates - This sunny and welcoming contemporary home could be yours! With an open layout, vaulted ceilings, and lots of windows and glass doors, the home feels bright and airy. Step outside to a spacious wrap-around deck--great for relaxing or entertaining. Inside, the living, dining, and kitchen areas flow nicely and are just the right size for gathering. The first

    Lesley Heidt Sandpiper Realty Inc

    16 Schoolhouse Rd, Edgartown, MA 02539
  • 60 Windsor Dr, Edgartown, MA 02539
    60 Windsor Dr, Edgartown, MA 02539
    60 Windsor Dr, Edgartown, MA 02539
    /23

    $1,575,000 Sold Nov 24, 2025

    • 1,666 Sq Ft
    • $945/SF
    • 223 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1997

    60 Windsor Dr, Edgartown, MA 02539

    Welcome to your ideal Edgartown retreat! This stunning classic cape-style home features four bedrooms and two baths. Built and cared for by a contractor, this residence exudes quality and attention to detail at every turn. Nestled on a picturesque half-acre lot in the Westminster Acres neighborhood, privacy abounds in this tranquil setting. Situated on a quiet paved dead-end street, enjoy easy

    Alyssa Halisky Wallace & Co. Sotheby's International Realty

    60 Windsor Dr, Edgartown, MA 02539
  • 36 Crocker Dr, Edgartown, MA 02539
    36 Crocker Dr, Edgartown, MA 02539
    36 Crocker Dr, Edgartown, MA 02539
    /48

    $4,750,000 Sold Nov 21, 2025

    • 4,131 Sq Ft
    • $1,150/SF
    • 84 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2024

    36 Crocker Dr, Edgartown, MA 02539

    Stunning Katama Retreat ~ Welcome to this newly constructed architectural gem, nestled on half an acre in the heart of Katama. Perfectly positioned just blocks from the Field Club, close to South Beach, the bike path, and Edgartown Village, this home offers the ultimate indoor-outdoor Martha's Vineyard lifestyle. The elegant entryway sets the tone, leading into a spectacular vaulted living room

    Stephanie Roache Donnelly + Co.

    36 Crocker Dr, Edgartown, MA 02539
  • 160 Katama Rd, Edgartown, MA 02539
    160 Katama Rd, Edgartown, MA 02539
    160 Katama Rd, Edgartown, MA 02539
    /10

    $3,867,650 Sold Nov 21, 2025

    • 3,000 Sq Ft
    • $1,289/SF
    • 65 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2004

    160 Katama Rd, Edgartown, MA 02539

    Gorgeous post-and-beam home built by a respected contractor. This spacious house plus detached guest quarters is on the outskirts of the village conveniently located on the way to South Beach. The property is at the end of a long driveway off Katama Road and is private and quiet. Upon arrival, you are greeted by beautiful landscaping with large beds of hydrangeas. There are 3 bedrooms in the main

    Bonnie Pierce Wallace & Co. Sotheby's International Realty

    160 Katama Rd, Edgartown, MA 02539
  • 3 Down Harbor Rd, Edgartown, MA 02539
    3 Down Harbor Rd, Edgartown, MA 02539
    3 Down Harbor Rd, Edgartown, MA 02539
    /42

    $3,075,000 Sold Nov 21, 2025

    • 3,159 Sq Ft
    • $973/SF
    • 157 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1979

    3 Down Harbor Rd, Edgartown, MA 02539

    Exceptional Opportunity in Down HarborRare chance to own in Edgartown’s exclusive Down Harbor community, known for its serene setting and access to Katama Bay. Enjoy deeded rights to a pristine sandy association beach, plus coveted mooring and dock privileges—benefits usually reserved for waterfront estates. This peaceful neighborhood is experiencing a wave of elegant new builds and renovations,

    Susie Wallo Compass

    3 Down Harbor Rd, Edgartown, MA 02539
  • 37 Road To the Plains, Edgartown, MA 02539
    37 Road To the Plains, Edgartown, MA 02539
    37 Road To the Plains, Edgartown, MA 02539
    /42

    $3,695,000 Sold Nov 20, 2025

    • 2,500 Sq Ft
    • $1,478/SF
    • 40 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1986

    37 Road To the Plains, Edgartown, MA 02539

    Exceptional Opportunity to Create Your Signature Vineyard Compound. Behind a charming white picket fence with blooming hydrangeas, this beautifully renovated Edgartown property blends island charm with new construction. Renovated in 2024 by top-tier builders, the nearly new home offers immediate comfort and timeless style, with potential for expansion into a luxury compound. On a private

    Wendy Harman Compass

    37 Road To the Plains, Edgartown, MA 02539
  • 16 Mockingbird Dr, Edgartown, MA 02539
    16 Mockingbird Dr, Edgartown, MA 02539
    16 Mockingbird Dr, Edgartown, MA 02539
    /39

    $2,495,000 Sold Nov 20, 2025

    • 2,694 Sq Ft
    • $926/SF
    • 161 Days On Market
    • 4 Beds
    • 6 Baths
    • Built 2016

    16 Mockingbird Dr, Edgartown, MA 02539

    Experience the ultimate Vineyard getaway in this custom Colonial that perfectly balances sophistication with Island charm. This thoughtfully designed property features soaring 9-foot ceilings, authentic Heart Pine flooring, and a show-stopping gourmet kitchen complete with professional-grade Viking appliances, handcrafted soapstone countertops, and a statement Carrara marble island. The spacious

    Emma Kennedy Sandpiper Realty Inc

    16 Mockingbird Dr, Edgartown, MA 02539
  • 1 Ambers Way, Edgartown, MA 02539
    1 Ambers Way, Edgartown, MA 02539
    /2

    $1,350,000 Sold Nov 20, 2025

    • 1,560 Sq Ft
    • $865/SF
    • 47 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2003

    1 Ambers Way, Edgartown, MA 02539

    This custom three-bedroom post-and-beam home captures the rustic charm and natural beauty of Chappaquiddick. Thoughtfully designed with light-filled spaces and a wood-burning fireplace, the home offers a warm and inviting retreat in every season. A spacious workshop, perfect for the avid outdoorsman, ideal for storing boating, fishing, and woodworking gear. Set on nearly four private acres, the

    Katherine Donahue Sandpiper Realty Inc

    1 Ambers Way, Edgartown, MA 02539
  • 30 Crackatuxet Cove Rd, Edgartown, MA 02539
    30 Crackatuxet Cove Rd, Edgartown, MA 02539
    30 Crackatuxet Cove Rd, Edgartown, MA 02539
    /46

    $12,500,000 Sold Nov 20, 2025

    • 8,912 Sq Ft
    • $1,403/SF
    • 223 Days On Market
    • 8 Beds
    • 7.5 Baths
    • Built 2008

    30 Crackatuxet Cove Rd, Edgartown, MA 02539

    This dramatic contemporary styled house lies on 6.5-acres of beautiful pond front land in the exclusive Herring Creek Farm. The home features cathedral ceilings throughout and an open floor plan with large living room, dining room and kitchen, all with clear story light, fireplaces and 20 ft. breakaway Nana walls. The spiral staircase leads from the living room to a large roof deck with expansive

    Gerrett Conover Landvest MV

    30 Crackatuxet Cove Rd, Edgartown, MA 02539
  • 16 Majors Cove Ln, Edgartown, MA 02539
    16 Majors Cove Ln, Edgartown, MA 02539
    16 Majors Cove Ln, Edgartown, MA 02539
    /28

    $1,350,000 Sold Nov 20, 2025

    • 1,965 Sq Ft
    • $687/SF
    • 168 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1986

    16 Majors Cove Ln, Edgartown, MA 02539

    Nestled in the prestigious Majors Cove community, this lovingly maintained home offers the perfect blend of comfort, style, and Vineyard charm. Enjoy access to exceptional amenities, including tennis courts, a boat launch ideal for kayaking to State Beach, and proximity to the bike path for easy access to Edgartown, Oak Bluffs, and Vineyard Haven. Set on a pleasantly landscaped lot, this inviting

    Stephanie Roache Donnelly + Co.

    16 Majors Cove Ln, Edgartown, MA 02539
  • 23 Manaca Hill Rd, Edgartown, MA 02539
    23 Manaca Hill Rd, Edgartown, MA 02539
    /2

    $3,200,000 Sold Nov 18, 2025

    • 960 Sq Ft
    • $3,333/SF
    • 40 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1966

    23 Manaca Hill Rd, Edgartown, MA 02539

    Enjoy dynamic, panoramic views from this charming and thoughtfully updated single-story Chappaquiddick cottage. Designed for effortless living, the home features an expansive deck overlooking the outer harbor and iconic lighthouse, perfect for entertaining or relaxation. A rooftop observation area provides additional seating and even more breathtaking vistas. Deeded beach access is conveniently

    Katherine Donahue Sandpiper Realty Inc

    23 Manaca Hill Rd, Edgartown, MA 02539
  • 39 Sengekontacket Rd, Edgartown, MA 02539
    39 Sengekontacket Rd, Edgartown, MA 02539
    39 Sengekontacket Rd, Edgartown, MA 02539
    /34

    $3,746,925 Sold Nov 14, 2025

    • 2,861 Sq Ft
    • $1,310/SF
    • 114 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1974

    39 Sengekontacket Rd, Edgartown, MA 02539

    SPECTACULAR WATERFRONT home with stunning water views from every room. Situated in a private location in the Sengekontacket Association, this is an exceptional property in a rare setting. Completely renovated in 2014. In addition to the breathtaking water view of Major's Cove and of Felix Neck throughout the home, the front of the property faces serene pastoral views. This home offers four

    Jayne Isford Ocean Park Realty Inc

    39 Sengekontacket Rd, Edgartown, MA 02539
  • 96 Pondview Dr, Oak Bluffs, MA 02536
    96 Pondview Dr, Oak Bluffs, MA 02536
    96 Pondview Dr, Oak Bluffs, MA 02536
    /26

    $1,600,000 Sold Nov 07, 2025

    • 2,115 Sq Ft
    • $757/SF
    • 35 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2004

    96 Pondview Dr, Oak Bluffs, MA 02536

    This spacious fully furnished turn key four bedroom colonial style home is nestled on one half an acre of landscaped grounds with a quiet wooded backyard with a recently renovated back deck and outdoor shower. It's located in an excellent location off of Pond View Drive with access to conservation trails, bike path and local bus routes. A spacious design with 2,115 square feet of living space. A

    Doug Burke Cronigs Real Estate

    96 Pondview Dr, Oak Bluffs, MA 02536
  • 2 Flamingo Dr, Edgartown, MA 02539
    2 Flamingo Dr, Edgartown, MA 02539
    2 Flamingo Dr, Edgartown, MA 02539
    /18

    $995,000 Sold Nov 06, 2025

    • 990 Sq Ft
    • $1,005/SF
    • 5 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1983

    2 Flamingo Dr, Edgartown, MA 02539

    Dodger's Hole - Traditional ranch style home with 3 bedrooms and 1 bath, set upon a half acre, corner lot located within a mature association neighborhood. A comfortable outdoor deck and outdoor shower completes the Vineyard experience. Convenient to the waters of Sengekontacket, and immediate access to bikes paths leading to the villages of Edgartown, Oak Bluffs and Vineyard Haven.

    Sean Federowicz Landmarks at TODAY Real Estate

    2 Flamingo Dr, Edgartown, MA 02539
  • 29 Pradas Way, Edgartown, MA 02539
    29 Pradas Way, Edgartown, MA 02539
    29 Pradas Way, Edgartown, MA 02539
    /30

    $2,240,000 Sold Nov 06, 2025

    • 1,764 Sq Ft
    • $1,270/SF
    • 27 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1998

    29 Pradas Way, Edgartown, MA 02539

    THE PERFECT KATAMA RETREAT. Located just one mile from South Beach and steps from the bike path connecting Edgartown Village and the shoreline, this charming Katama property offers the ultimate Vineyard lifestyle. Beautifully built in 1998 by a respected Island contractor, this well-maintained home sits privately among soaring pines and welcomes you with a classic farmer’s porch. Inside, the

    Wendy Harman Compass | Point B

    29 Pradas Way, Edgartown, MA 02539
  • 1 Onondaga Ave, Oak Bluffs, MA 02557
    1 Onondaga Ave, Oak Bluffs, MA 02557
    1 Onondaga Ave, Oak Bluffs, MA 02557
    /19

    $835,000 Sold Nov 05, 2025

    • 960 Sq Ft
    • $870/SF
    • 119 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 2000

    1 Onondaga Ave, Oak Bluffs, MA 02557

    Charming Single Story Cottage on a Beautiful Oak Bluffs Lot – Perfect for Your Vineyard Retreat! Discover the timeless appeal of this cozy 1-bedroom, 1-bath home nestled on a spacious 0.31-acre lot in the heart of Oak Bluffs. Built in 2000 and lovingly owned by the same family since its inception, this property offers a fantastic opportunity for both comfortable living and future expansion.

    Leslie C. Floyd Portfolio Real Estate, Inc.

    1 Onondaga Ave, Oak Bluffs, MA 02557
  • 35 Tower Ridge Rd, Oak Bluffs, MA 02557
    35 Tower Ridge Rd, Oak Bluffs, MA 02557
    35 Tower Ridge Rd, Oak Bluffs, MA 02557
    /42

    $1,700,000 Sold Nov 03, 2025

    • 2,558 Sq Ft
    • $665/SF
    • 118 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 1986

    35 Tower Ridge Rd, Oak Bluffs, MA 02557

    Thoughtfully designed post-and-beam home that blends character with modern comfort and flexible living in Tower Ridge. The open-concept main floor features spacious gathering areas, while the finished basement offers a quiet retreat for work, relaxation, or play. The outdoor living space is just as inviting, with an oversized deck overlooking mature plantings and a generous side yard--perfect for

    Katherine Donahue Sandpiper Realty Inc

    35 Tower Ridge Rd, Oak Bluffs, MA 02557
  • 11 Flamingo Dr, Edgartown, MA 02539
    11 Flamingo Dr, Edgartown, MA 02539
    11 Flamingo Dr, Edgartown, MA 02539
    /28

    $1,260,000 Sold Nov 03, 2025

    • 1,820 Sq Ft
    • $692/SF
    • 182 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 2002

    11 Flamingo Dr, Edgartown, MA 02539

    Located in the Dodger's Hole subdivision is this inviting four bedrooms plus office, two-bathroom cape style home. The property has been well cared for and is a delight to view. Sited on .5 acres of land with a pea stone driveway, wraparound deck, and outdoor shower with new enclosure. The antique garage is a great storage space for lawn equipment, garden supplies or small vehicle. The living

    Skip Dostal, Jr Martha's Vineyard Real Estate

    11 Flamingo Dr, Edgartown, MA 02539
  • 30 Teaberry Ln, Edgartown, MA 02539
    30 Teaberry Ln, Edgartown, MA 02539
    30 Teaberry Ln, Edgartown, MA 02539
    /16

    $1,135,000 Sold Oct 31, 2025

    • 1,344 Sq Ft
    • $844/SF
    • 10 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2002

    30 Teaberry Ln, Edgartown, MA 02539

    Well-maintained three bedroom, 2 bath home on a level .51 acre lot. Primary en-suite and open floor plan offers the best in first-floor living. Large unfinished basement, outdoor shower and recent Title V inspection of the four bedroom septic system. Deck overlooks the spacious backyard with room for a pool. Convenient to shellfishing or kayaking in Sengekontacket, Caroline Tuthill Preserve and

    Dawn Bellante-Holand Sandpiper Realty

    30 Teaberry Ln, Edgartown, MA 02539
  • 48 Witchwood Ln, Edgartown, MA 02539
    48 Witchwood Ln, Edgartown, MA 02539
    48 Witchwood Ln, Edgartown, MA 02539
    /12

    $37,500,000 Sold Oct 30, 2025

    • 16,209 Sq Ft
    • $2,314/SF
    • 0 Days On Market
    • 9 Beds
    • 9.5 Baths
    • Built 2000

    48 Witchwood Ln, Edgartown, MA 02539

    Every nice town has an iconic property that is widely considered the most special and this property might just be it. From the moment one enters the driveway, you’re captured by the extraordinary landscaping, the expansive lawns and the general Gatsbyesque feeling that sweeps over you. The drive through carriage house, the symmetry of the classic architecture and courtyards and the spectacular

    Gerrett Conover Landvest MV

    48 Witchwood Ln, Edgartown, MA 02539
  • 30 Sengekontacket Rd, Oak Bluffs, MA 02557
    30 Sengekontacket Rd, Oak Bluffs, MA 02557
    30 Sengekontacket Rd, Oak Bluffs, MA 02557
    /24

    $2,125,000 Sold Oct 30, 2025

    • 2,262 Sq Ft
    • $939/SF
    • 265 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1978

    30 Sengekontacket Rd, Oak Bluffs, MA 02557

    Secluded island retreat nestled above the trees! Located in the desirable Sengekontacket Association, this four-bedroom, three-bathroom home offers stunning views of acres of conservation land, Sengekontacket Pond, and Nantucket Sound. Perched on a hillside, the house provides utmost privacy from all rooms while being just a short walk from the Association boat ramp and kayak storage. The main

    Cassie Courtney Wallace & Co. Sotheby's

    30 Sengekontacket Rd, Oak Bluffs, MA 02557
  • 11 Quammox Rd, Edgartown, MA 02539
    11 Quammox Rd, Edgartown, MA 02539
    /2

    $1,100,000 Sold Oct 29, 2025

    • 685 Sq Ft
    • $1,606/SF
    • 0 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1940

    11 Quammox Rd, Edgartown, MA 02539

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    11 Quammox Rd, Edgartown, MA 02539
  • 26 Mill Hill Rd Unit 57.2, Edgartown, MA 02539
    26 Mill Hill Rd Unit 57.2, Edgartown, MA 02539
    26 Mill Hill Rd Unit 57.2, Edgartown, MA 02539
    /4

    $2,300,000 Sold Oct 29, 2025

    • Land
    • 1.52 Acres
    • $1,513,158 per Acre
    • 271 Days On Market

    26 Mill Hill Rd Unit 57.2, Edgartown, MA 02539

    PRIME 1.5 ACRE BUILDING LOT IN EDGARTOWN - Seize this opportunity to design and build your very own signature estate in Katama including the possibility of a Main House, Guest House, Garage, Pool, and more! This conforming, R-20 prime building parcel will support EIGHT BEDROOMS (8) with a standard Title 5 septic system. Nestled in an area of fine homes and ideally located on the edge of famed

    Leslie C. Floyd Portfolio Real Estate, Inc.

    26 Mill Hill Rd Unit 57.2, Edgartown, MA 02539
  • 26 Mill Hill Rd, Edgartown, MA 02539
    26 Mill Hill Rd, Edgartown, MA 02539
    26 Mill Hill Rd, Edgartown, MA 02539
    /4

    $2,300,000 Sold Oct 29, 2025

    • Land
    • 1.52 Acres
    • $1,513,158 per Acre
    • 267 Days On Market

    26 Mill Hill Rd, Edgartown, MA 02539

    PRIME 1.5 ACRE BUILDING LOT IN EDGARTOWN - Seize this opportunity to design and build your very own signature estate in Katama including the possibility of a Main House, Guest House, Garage, Pool, and more! This conforming, R-20 prime building parcel will support EIGHT BEDROOMS (8) with a standard Title 5 septic system. Nestled in an area of fine homes and ideally located on the edge of famed

    Leslie Floyd Portfolio Properties

    26 Mill Hill Rd, Edgartown, MA 02539
  • 79 E Cape Pogue Ave, Edgartown, MA 02539
    79 E Cape Pogue Ave, Edgartown, MA 02539
    79 E Cape Pogue Ave, Edgartown, MA 02539
    /19

    $975,000 Sold Oct 24, 2025

    • 1,092 Sq Ft
    • $893/SF
    • 6 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 2000

    79 E Cape Pogue Ave, Edgartown, MA 02539

    CHAPPY CAPE — TWO BEDROOM HIDEAWAY Step into your own slice of Chappy serenity with this sweet and stylish 2-bedroom Cape-style home—an affectionate wink to classic New England charm, with clean lines, a comfortable footprint, and room to play. Perched on Chappaquiddick Island, a slender peninsula (or island, depending on the tides) just off the eastern flank of Martha’s Vineyard. Connected by

    Leslie C. Floyd Portfolio Real Estate, Inc.

    79 E Cape Pogue Ave, Edgartown, MA 02539
  • 111 N Water St, Edgartown, MA 02539
    111 N Water St, Edgartown, MA 02539
    111 N Water St, Edgartown, MA 02539
    /42

    $15,725,000 Sold Oct 22, 2025

    • 3,606 Sq Ft
    • $4,361/SF
    • 41 Days On Market
    • 6 Beds
    • 4.5 Baths
    • Built 1850

    111 N Water St, Edgartown, MA 02539

    Historic captain’s home circa 1850, brilliantly renovated by architect Patrick Ahearn in 2002, on coveted North Water Street. Enjoy sweeping 180 Edgartown Harbor views from bright, sunlit living spaces with heart pine floors and custom millwork. An open-concept first floor flows to an 18x29' mahogany deck, perfect for al fresco dining and entertaining. The rare double-wide lot offers a lawn

    Wendy Harman Compass

    111 N Water St, Edgartown, MA 02539
  • 37 Vineyard Meadow Farms Rd, West Tisbury, MA 02568
    37 Vineyard Meadow Farms Rd, West Tisbury, MA 02568
    /2

    $1,700,000 Sold Oct 20, 2025

    • 1,803 Sq Ft
    • $943/SF
    • 0 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1982

    37 Vineyard Meadow Farms Rd, West Tisbury, MA 02568

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    37 Vineyard Meadow Farms Rd, West Tisbury, MA 02568
  • 46 High St, Edgartown, MA 02539
    46 High St, Edgartown, MA 02539
    46 High St, Edgartown, MA 02539
    /4

    $4,850,000 Sold Oct 20, 2025

    • 2,955 Sq Ft
    • $1,641/SF
    • 0 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2008

    46 High St, Edgartown, MA 02539

    Historic Edgartown Village Meets Modern Coastal Living Tucked along one of Edgartown’s most storied streets, 46 High Street blends timeless New England architecture with thoughtful modern updates, creating an inviting Village retreat moments from Main Street, the harbor, and iconic Lighthouse Beach. Set on a beautifully landscaped lot, the home captures the charm of its surroundings with classic

    Paul Pertile The Agency

    46 High St, Edgartown, MA 02539
  • 9 Grovedale Rd, Oak Bluffs, MA 02557
    9 Grovedale Rd, Oak Bluffs, MA 02557
    9 Grovedale Rd, Oak Bluffs, MA 02557
    /30

    $1,226,500 Sold Oct 16, 2025

    • 1,637 Sq Ft
    • $749/SF
    • 6 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1988

    9 Grovedale Rd, Oak Bluffs, MA 02557

    Welcome to a home full of character and charm in the heart of Oak Bluffs. This 3-bedroom, 2-bathroom property offers comfortable living with a sun-filled open kitchen and dining area featuring a picturesque bay window that flows seamlessly into a warm living room centered around a welcoming fireplace. Just a short distance from the Lagoon, the setting is enhanced by mature plantings that surround

    Bonnie Pierce Wallace & Co. Sotheby's International Realty

    9 Grovedale Rd, Oak Bluffs, MA 02557
  • 9 Duarte Cir, Edgartown, MA 02539
    9 Duarte Cir, Edgartown, MA 02539
    9 Duarte Cir, Edgartown, MA 02539
    /47

    $6,695,000 Sold Oct 15, 2025

    • 5,466 Sq Ft
    • $1,225/SF
    • 69 Days On Market
    • 6 Beds
    • 6.5 Baths
    • Built 2025

    9 Duarte Cir, Edgartown, MA 02539

    NEW CONSTRUCTION: Coastal inspired Katama Gambrel with swimming pool and pool house conveniently located to both downtown and beaches. Exquisite design and finish with generous proportions throughout the home. Designed as a hub for all Martha's Vineyard activities in summer or year-round, this is an exceptional retreat to be cherished by multiple generations. The layout centers on an expansive

    Peyton Wallace Studio Realty

    9 Duarte Cir, Edgartown, MA 02539
  • 21 Kitts Field Cir, Edgartown, MA 02539
    21 Kitts Field Cir, Edgartown, MA 02539
    21 Kitts Field Cir, Edgartown, MA 02539
    /14

    $2,700,000 Sold Oct 10, 2025

    • 1,964 Sq Ft
    • $1,375/SF
    • 79 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1986

    21 Kitts Field Cir, Edgartown, MA 02539

    Tastefully renovated, stylishly decorated, superbly maintained and thoughtfully expanded - all these attributes and more apply. This lovely home is immaculate and move-in ready. It has the advantage of being connected to town sewer and is allowed up to 6 bedrooms. South Beach is easily accessible without dealing with town traffic and Edgartown Main Street is only 1.2 miles away, but summer days

    Lynn Buder Sandpiper Realty Inc

    21 Kitts Field Cir, Edgartown, MA 02539
  • 126 Border Rd, Vineyard Haven, MA 02568
    126 Border Rd, Vineyard Haven, MA 02568
    126 Border Rd, Vineyard Haven, MA 02568
    /31

    $1,685,000 Sold Oct 09, 2025

    • 2,251 Sq Ft
    • $749/SF
    • 337 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1979

    126 Border Rd, Vineyard Haven, MA 02568

    Designed and built by the owner's architect father, Nembhard N. Culin in 1975. The unique mid-century style house is perfectly sited on a knoll overlooking the head of Lagoon Pond. Follow the private path to the sandy beach for walking, swimming, kayaking or boating. The property includes a permitted boat mooring and the beach is perfect for launching small boats. The house was built as a solar

    Natalie Conroy Conroy & Company R.E., Inc.

    126 Border Rd, Vineyard Haven, MA 02568
  • 15 Jernegan Pond Rd, Edgartown, MA 02539
    15 Jernegan Pond Rd, Edgartown, MA 02539
    15 Jernegan Pond Rd, Edgartown, MA 02539
    /31

    $1,525,000 Sold Oct 07, 2025

    • 2,042 Sq Ft
    • $747/SF
    • 233 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1945

    15 Jernegan Pond Rd, Edgartown, MA 02539

    Nestled at the end of a quiet drive, 15 Jernegan Pond Road offers the opportunity to create your Vineyard retreat. The existing home and small barn sit on a private and serene lot overlooking a small, picturesque pond -- an ideal setting for those seeking privacy, natural beauty, and potential. The current structures require significant renovation or rebuild, and with a sewer tie-in, can be

    Lesley Heidt Sandpiper Realty Inc

    15 Jernegan Pond Rd, Edgartown, MA 02539
  • 4 Quail Run Unit 2, Oak Bluffs, MA 02557
    4 Quail Run Unit 2, Oak Bluffs, MA 02557
    4 Quail Run Unit 2, Oak Bluffs, MA 02557
    /30

    $1,050,000 Sold Oct 06, 2025

    • 1,323 Sq Ft
    • $794/SF
    • 62 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1972

    4 Quail Run Unit 2, Oak Bluffs, MA 02557

    FULLY FURNISHED ready to live in or rent year round~ COASTAL CHIC CONDO with OCEAN ACCESS and dock ~LOW HOA Fees- ~Meticulously crafted and exceptionally appointed, this end unit condo/townhouse has been architecturally designed with style. Featuring 2 bedrooms, a flexible third-floor loft flex room, and 1.5 bathrooms, this stylish 1,323 sq. ft. residence blends designer touches with top-tier

    Marilyn Moses Ocean Park Realty Inc

    4 Quail Run Unit 2, Oak Bluffs, MA 02557
  • 4 Quail Run Unit 7, Oak Bluffs, MA 02557
    4 Quail Run Unit 7, Oak Bluffs, MA 02557
    4 Quail Run Unit 7, Oak Bluffs, MA 02557
    /31

    $941,000 Sold Oct 03, 2025

    • 1,323 Sq Ft
    • $711/SF
    • 52 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1972

    4 Quail Run Unit 7, Oak Bluffs, MA 02557

    Turnkey End Unit with Kayak & EV Charger! Private End Unit being Sold Turnkey including a kayak, paddles and lifejacket!Island living made easy in this private 3-story end-unit townhouse with saltwater access, dock, and mooring potential. Features 2 bedrooms plus a versatile loft, open-concept living area with gas fireplace, modern kitchen with granite countertops, and a large private deck

    Janna O'Loughlin Portfolio Real Estate, Inc.

    4 Quail Run Unit 7, Oak Bluffs, MA 02557
  • 4 Quail Run Rd, Oak Bluffs, MA 02568
    4 Quail Run Rd, Oak Bluffs, MA 02568
    4 Quail Run Rd, Oak Bluffs, MA 02568
    /32

    $941,000 Sold Oct 03, 2025

    • 1,323 Sq Ft
    • $711/SF
    • 64 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1972

    4 Quail Run Rd, Oak Bluffs, MA 02568

    Amazing Turnkey End Unit with Kayak & EV Charger! Not to be missed!Island living made easy in this private 3-story Year Round end-unit townhouse with carport parking for 3, saltwater access, dock, and mooring potential. Features 2 bedrooms plus a versatile loft, open-concept living area with gas fireplace, modern kitchen with granite countertops, and a large private deck overlooking park-like

    Janna O'Loughlin Portfolio Properties

    4 Quail Run Rd, Oak Bluffs, MA 02568
  • 34 Paddock Rd Unit 27.11, Oak Bluffs, MA 02568
    34 Paddock Rd Unit 27.11, Oak Bluffs, MA 02568
    34 Paddock Rd Unit 27.11, Oak Bluffs, MA 02568
    /6

    $1,800,000 Sold Oct 02, 2025

    • Land
    • 2.06 Acres
    • $874,211 per Acre
    • 83 Days On Market

    34 Paddock Rd Unit 27.11, Oak Bluffs, MA 02568

    The Preserve - A terrific opportunity to build in this beautiful and prestigious neighborhood in Oak Bluffs. The Preserve has matured into an enclave of significant residences and offers excellent privacy, with convenience to downtown, harbor and beaches. The orientation of this parcel is prime with southern exposure for backyard pool and patio, and it is abutting dedicated open space on two

    Lesley Heidt Sandpiper Realty

    34 Paddock Rd Unit 27.11, Oak Bluffs, MA 02568
  • 34 Paddock Rd, Oak Bluffs, MA 02568
    34 Paddock Rd, Oak Bluffs, MA 02568
    34 Paddock Rd, Oak Bluffs, MA 02568
    /7

    $1,800,000 Sold Oct 02, 2025

    • Land
    • 2.06 Acres
    • $873,786 per Acre
    • 97 Days On Market

    34 Paddock Rd, Oak Bluffs, MA 02568

    The Preserve - A terrific opportunity to build in this beautiful and prestigious neighborhood in Oak Bluffs. The Preserve has matured into an enclave of significant residences and offers excellent privacy, with convenience to downtown, harbor and beaches. The orientation of this parcel is prime with southern exposure for backyard pool and patio, and it is abutting dedicated open space on two

    Lesley Heidt Sandpiper Realty Inc

    34 Paddock Rd, Oak Bluffs, MA 02568

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