9,206

Dukes, MA Homes

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  • /29

    $2,700,000

    • 6 Beds
    • 4 Baths
    • 1,616 Sq Ft

    34 Massasoit Ave, Oak Bluffs, MA 02568

    Located on the corner of Circuit Ave and Massasoit this B1 property with mixed use capability has an existing Victorian home with 6 bedrooms, and 3.5 bathrooms and plenty of room to build a commercial building facing Circuit Ave. The house spacious home with a large wrap around porch would be a great weekly rental property or for employee housing. Right in the heart of Oak Bluffs, walkable to

    Carleen Cordwell Anchor Realty of Martha's Vineyard

    34 Massasoit Ave, Oak Bluffs, MA 02568
  • /6

    $700,500 Sold May 07, 2025

    • Land
    • 0.55 Acre
    • $1,273,636 per Acre
    • 0 Days On Market

    72 Windsor Dr Unit 99.71, Edgartown, MA 02539

    Level building lot ready for your new home ideas. Area of well cared for homes both year round and seasonal use. Bike path at end of street allows easy travel to all down island towns. Ask about a new home package or work with your own builder. Perc test has been done and confirmed it is a 4 bedroom lot with a standard septic design.

    Jim Joyce Carroll & Vincent R.E.

    72 Windsor Dr Unit 99.71, Edgartown, MA 02539
    • /14

      Est $1,503,222 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,717 Sq Ft

      13 Saddle Club Rd, Edgartown, MA 02539

      13 Saddle Club Rd, Edgartown, MA 02539
  • /27

    $3,100,000

    • 1 Bed
    • 1 Bath
    • 1,028 Sq Ft

    114 Meeting House Way, Edgartown, MA 02539

    Discover this private Katama retreat, perfectly situated on over 3 acres of forested and landscaped grounds. Located just a mile from Edgartown Great Pond and a little over 2 miles from both South Beach and Edgartown Village, this contemporary guesthouse offers the ultimate island escape. Built in 2018, it boasts a proven rental history and is outfitted with every modern amenity. With a 6-bedroom

    Rose Ryley Sandpiper Realty

    114 Meeting House Way, Edgartown, MA 02539
  • /15

    $975,000 Sold May 02, 2025

    • 1,056 Sq Ft
    • $923/SF
    • 55 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2018

    15 14th St N, Edgartown, MA 02539

    Great STARTER HOME in EDGARTOWN! The house itself was modular built BRAND NEW just under 7 years ago, so everything is plum, level, well insulated and updated. Featuring 2 beds and 2 baths on the first level, with a unfinished full walk-out basement and unfinished upstairs office space. Lots of room to spread out inside. Just under 1/4 acre lot near Edgartown Vineyard Haven Road, only a 5 minute

    Mike Sawyer Sawyer Realty Group

    15 14th St N, Edgartown, MA 02539
    • /17

      Est $1,726,442 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,260 Sq Ft

      55 Pinehurst Rd, Edgartown, MA 02539

      55 Pinehurst Rd, Edgartown, MA 02539
  • /27

    $3,100,000

    • 1 Bed
    • 1 Bath
    • 1,028 Sq Ft

    114 Meeting House Way, Edgartown, MA 02539

    Discover this private Katama retreat, perfectly situated on over 3 acres of forested and landscaped grounds. Located just a mile from Edgartown Great Pond and a little over 2 miles from both South Beach and Edgartown Village, this contemporary guesthouse offers the ultimate island escape. Built in 2018, it boasts a proven rental history and is outfitted with every modern amenity. With a 6-bedroom

    Rose Ryley Sandpiper Realty Inc

    114 Meeting House Way, Edgartown, MA 02539
  • /32

    $1,100,000 Sold May 01, 2025

    • 1,680 Sq Ft
    • $655/SF
    • 172 Days On Market
    • 2 Beds
    • 4 Baths
    • Built 2003

    10 Nunes Way, Oak Bluffs, MA 02557

    On approximately .40 of an acre this 21 year old home has much to offer. In a very convenient location close to theFarm Neck golf course, O.B. elementary school, and a land bank conservation property - the 72 acre Tradewinds Field Reserve dog park. Two decks provide summertime fun and the walk out basement with bath offers an opportunity to finish off more living space. An excellent floor plan

    Neal Stiller Cronigs Real Estate

    10 Nunes Way, Oak Bluffs, MA 02557
    • /29

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,800 Sq Ft

      30 Mill Hill Rd, Edgartown, MA 02539

      30 Mill Hill Rd, Edgartown, MA 02539
  • /28

    $2,399,000

    • 3 Beds
    • 4 Baths
    • 2,638 Sq Ft

    24 Dark Woods Rd, Edgartown, MA 02539

    Welcome to 24 Dark Woods Road, a beautifully maintained 3-bedroom, 3.5-bath Contemporary Colonial nestled in an upscale, tranquil neighborhood. This spacious residence abuts acres of Sheriffs Meadow conservation land, offering miles of trails, serene pond views and peaceful privacy at the end of a quiet road, yet is just a mile from the beach and closer to Edgartown Village. This association

    Stephanie Burke Portfolio Real Estate, Inc.

    24 Dark Woods Rd, Edgartown, MA 02539
  • /35

    $900,000 Sold Apr 30, 2025

    • 1,092 Sq Ft
    • $824/SF
    • 1 Day On Market
    • 1 Bed
    • 1.5 Baths
    • Built 2008

    53 Anthiers Way, Edgartown, MA 02539

    This unique and beautifully handcrafted home in Edgartown is a rare find. It features 1 bedroom, 1.5 bathrooms, and a 3-bedroom septic system, offering the potential for additional bedrooms with town approval. The custom woodwork and fireplace create a warm and inviting atmosphere, while the open-concept kitchen and dining area showcase handmade wood countertops and rustic charm--making it the

    Valentina Globa eXp Realty, LLC

    53 Anthiers Way, Edgartown, MA 02539
    • /21

      Est $1,621,126 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,066 Sq Ft

      23 Anthiers Way, Edgartown, MA 02539

      23 Anthiers Way, Edgartown, MA 02539
  • /24

    $2,445,000

    • 4 Beds
    • 3.5 Baths
    • 2,810 Sq Ft

    4 High Meadow Ln, Oak Bluffs, MA 02557

    Classic Post & Beam set in Meadow View FarmsThis bright and charming four-bedroom home sits on almost an acre of land with endless possibilities and impressive touches throughout.The farmer's porch overlooks an expansive front lawn and offers a warm welcome. The open first floor is sunny with cathedral ceilings and gas fireplace with stonework. The kitchen features granite countertops, Wolf

    Brian Smith Portfolio Real Estate Inc.

    4 High Meadow Ln, Oak Bluffs, MA 02557
  • /56

    $7,926,400 Sold Apr 28, 2025

    • 4,520 Sq Ft
    • $1754/SF
    • 205 Days On Market
    • 5 Beds
    • 5 Baths
    • Built 1990

    32 Boldwater Rd, Edgartown, MA 02539

    Spectacular 20.8 acre Boldwater Association waterfront estate on Edgartown Great Pond with breathtaking views over 1,000 ft wide low brushy pond front terrain and across the 3/4 mile wide Lyles Bay, dreamy Swan Neck Point, the 1.5 mile wide main pond and barrier beach to the ocean beyond. The handful of well pruned trees on the property enhance the water views. The sophisticated and charming

    Robert Kenney Tea Lane Associates

    32 Boldwater Rd, Edgartown, MA 02539
    • /33

      Est $2,082,075 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,400 Sq Ft

      119 Herring Creek Rd, Edgartown, MA 02539

      119 Herring Creek Rd, Edgartown, MA 02539
  • /11

    $4,250,000 New Construction

    • 5 Beds
    • 6 Baths
    • 4,200 Sq Ft

    11 Bernard Way, Edgartown, MA 02539

    To be built by a luxury home builder! Located at the end of a quiet cul de sac, just half a mile to the top of Main Street, this Coastal Contemporary-styled home can be completed by July of 2026. Please review the digital renderings which show the vision for this high-end 5-bedroom home, swimming pool and guest house/pool house. High-end details include all ensuite bedrooms in the main house,

    Mark Jenkins Wallace & Co. Sotheby's

    11 Bernard Way, Edgartown, MA 02539
  • /30

    $2,175,000 Sold Apr 18, 2025

    • 2,779 Sq Ft
    • $783/SF
    • 0 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1988

    55 Old Purchase Rd, Edgartown, MA 02539

    Welcome to this fabulous property in a peaceful neighborhood easily accessible to Morning Glory Farm, Edgartown Village, the bike path, and South Beach by way of Meetinghouse Way. Move right in and enjoy the Vineyard lifestyle in this spacious 5 bedroom, 3 and a half bath home, nestled on a beautifully landscaped .61-acre lot. This fabulous home has been completely renovated and thoughtfully

    Stephanie Roache Donnelly + Co

    55 Old Purchase Rd, Edgartown, MA 02539
    • /37

      Est $2,296,409 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,097 Sq Ft

      24 Pulpit Ln, Edgartown, MA 02539

      24 Pulpit Ln, Edgartown, MA 02539
  • /41

    $2,590,000 Pending

    • 4 Beds
    • 4 Baths
    • 3,052 Sq Ft

    27 Watcha Path, Edgartown, MA 02539

    STYLISH VINEYARD LIVING WITH EXCEPTIONAL OUTDOOR AMENITIES. This beautifully landscaped coastal-style home is set on three acres just off the bike path, offering easy access to all Island towns. The highlight? A heated salt water pool surrounded by expansive decking and outdoor gathering spaces—an ideal setup for Vineyard summers. Thoughtfully updated by the current owners, the home features four

    Jen O'Hanlon Compass | The O'Hanlon Group

    27 Watcha Path, Edgartown, MA 02539
  • /29

    $1,350,000 Sold Apr 18, 2025

    • 1,119 Sq Ft
    • $1206/SF
    • 123 Days On Market
    • 2 Beds
    • 3 Baths
    • Built 1983

    87 Schoolhouse Rd, Edgartown, MA 02539

    Sited on a pleasantly landscaped lot in sought-after Edgartown Estates, this desirable Katama location is equidistant between the Village and South Beach, with easy access to the bike path and proximity to Morning Glory Farm. 87 Schoolhouse Road is a charming gem with two large primary suites, loads of natural sunlight, a cathedral-ceiling living room, and slider doors off the kitchen to a patio

    Stephanie Roache Donnelly + Co

    87 Schoolhouse Rd, Edgartown, MA 02539
    • /52

      Not Listed For Sale

      • 6 Beds
      • 9 Baths
      • 4,962 Sq Ft

      31 Eel Pond Ln, Edgartown, MA 02539

      31 Eel Pond Ln, Edgartown, MA 02539
  • /28

    $1,950,000

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

    7 Upper Meadow Ln, Oak Bluffs, MA 02557

    Tucked at the end of a quiet cul-de-sac in the desirable Meadow View Farms neighborhood, this spacious Colonial offers over 3,200 square feet of comfortable and inviting living space. This home is ideal for those who love to host lively gatherings while providing comfortable accommodations for all. Inside, you'll find four well-sized bedrooms and two and a half baths, including a generous primary

    Lesley Heidt Sandpiper Realty Inc

    7 Upper Meadow Ln, Oak Bluffs, MA 02557
  • /35

    $1,837,500 Sold Apr 18, 2025

    • 1,654 Sq Ft
    • $1111/SF
    • 182 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1984

    55 Charles Neck Way, Vineyard Haven, MA 02568

    LONG POINT BEACH RETREAT. Privately set on 1.6 acres in the highly-coveted Long Point area of West Tisbury, this reverse style beach house is an idyllic island retreat. The open-designed Great Room features vaulted ceilings and a wall of sliding glass doors that open out to an expansive deck, perfect for indoor-outdoor summer living and entertaining. There are also screened porches on both

    Wendy Harman Compass | Point B

    55 Charles Neck Way, Vineyard Haven, MA 02568
    • /33

      Est $4,914,185 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,807 Sq Ft

      62 S Water St, Edgartown, MA 02539

      62 S Water St, Edgartown, MA 02539
  • /6

    $1,149,000

    • 3 Beds
    • 2 Baths
    • 960 Sq Ft

    67 12th St S, Edgartown, MA 02539

    This ranch style 3 bedroom home centrally located in a quiet neighborhood is close to the bike path with easy access to town and beaches. Sited on a 12,000 square foot parcel with a spacious privately enclosed yard and mature gardens. First floor includes an efficient galley kitchen with a quaint dining area. The living room leads out to a cozy front porch. There is also a spacious side deck that

    Brenda Galligan Karen M. Overtoom R.E.

    67 12th St S, Edgartown, MA 02539
  • /49

    $865,000 Sold Apr 17, 2025

    • 1,208 Sq Ft
    • $716/SF
    • 70 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1972

    4 Quail Run Unit 17, Oak Bluffs, MA 02557

    LUXURIOUS LIFESTYLE AMENITIES: RENOVATED TOWNHOUSE WITH TENNIS, PICKLEBALL + BOATING ACCESS. Welcome to this beautifully renovated 2-bedroom, 2-bathroom townhouse located in the exclusive Sengekontacket community. This nicely appointed property offers a perfect blend of comfort and convenience, making it an ideal choice for year-round living or as a rental investment opportunity.Spanning 1,208

    Wendy Harman Compass | Point B

    4 Quail Run Unit 17, Oak Bluffs, MA 02557
    • /42

      Est $3,518,854 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,090 Sq Ft

      16 Mill St, Edgartown, MA 02539

      16 Mill St, Edgartown, MA 02539
  • /8

    $695,000

    • Land
    • 0.29 Acre
    • $2,396,552 per Acre

    37 Double Ox Rd, Oak Bluffs, MA 02557

    This is your opportunity to get in on the ground floor of Lagoon Ridge, a stunning, new development. Several homes are already in place. This beautiful, wooded Lot is located down meandering, newly paved roads, just .4 mile from Barnes Road and the Lagoon. For the outdoor enthusiast, walk and ride the numerous hiking and biking trails that traverse the abutting conservation lands. All utility

    Lynn Buder Sandpiper Realty Inc

    37 Double Ox Rd, Oak Bluffs, MA 02557
  • /42

    $865,000 Sold Apr 17, 2025

    • 1,208 Sq Ft
    • $716/SF
    • 2 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1972

    4 Quail Run Rd Unit 17, Edgartown, MA 02539

    Luxurious Lifestyle Amenities: Renovated Townhouse With Tennis, Pickleball + Boating Access - This nicely appointed condominium in the exclusive Sengekontacket community offers a perfect blend of comfort and convenience. It features two walls of sliding glass doors that lead out to an expansive 288-square foot deck. The property was updated in 2023 with new Pella® sliding glass doors, new

    Wendy Harman Compass

    4 Quail Run Rd Unit 17, Edgartown, MA 02539
    • /36

      Est $1,991,513 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,200 Sq Ft

      2 Fishermans Knot Rd, Edgartown, MA 02539

      2 Fishermans Knot Rd, Edgartown, MA 02539
  • /9

    $695,000

    • Land
    • 0.29 Acre
    • $2,396,552 per Acre

    37 Double Ox Rd Unit 44, Oak Bluffs, MA 02557

    This is your opportunity to get in on the ground floor of what will be a stunning, new development --- Lagoon Ridge. Several homes are already in place. This beautiful, wooded parcel is located down meandering, newly paved roads, just .4 mile from Barnes Road and the Lagoon. For the outdoor enthusiast, walk and ride the numerous hiking and biking trails that traverse the abutting conservation

    Lynn Buder Sandpiper Realty

    37 Double Ox Rd Unit 44, Oak Bluffs, MA 02557
  • /29

    $1,662,000 Sold Apr 16, 2025

    • 1,794 Sq Ft
    • $926/SF
    • 0 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2010

    395 Edgartown - West Tisbury Rd, Edgartown, MA 02539

    Exceptional turnkey year round home opportunity in Edgartown! Relaxing clean updated three bedroom two bath two story Cape Cod style home built by Squash Meadow Construction. Open concept kitchen with stainless steel appliances, dining, living room, sunroom/office nook with high cathedral ceiling. Abundant bright natural light with modern transom windows and skylights. A perfectly designed home

    Janna O'Loughlin Portfolio Real Estate, Inc.

    395 Edgartown - West Tisbury Rd, Edgartown, MA 02539
    • /29

      Est $2,288,675 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,552 Sq Ft

      22 Kitts Field Cir, Edgartown, MA 02539

      22 Kitts Field Cir, Edgartown, MA 02539
  • /34

    $1,795,000

    • 3 Beds
    • 3 Baths
    • 1,914 Sq Ft

    78 Whalers Walk, Edgartown, MA 02539

    Nestled in a tranquil residential neighborhood, at the top of a curved drive through beautiful trees, this well-maintained home in move-in condition offers an idyllic Martha's Vineyard lifestyle. Custom-built for quality and convenience by a prestigious Island builder, every detail was thoughtfully planned for exclusive use by the family as a cherished year-round vacation home. The open floor

    Dawn Bellante-Holand Sandpiper Realty

    78 Whalers Walk, Edgartown, MA 02539
  • /20

    $4,565,000 Sold Apr 11, 2025

    • 5,063 Sq Ft
    • $902/SF
    • 109 Days On Market
    • 6 Beds
    • 6 Baths
    • Built 2024

    61 Division Rd, Edgartown, MA 02539

    KATAMA - CONSTRUCTION IN PROGRESS - This elegant home sits on a spacious lot in a new 5 home luxury private enclave with breathtaking views of the surrounding pastures. The property offers privacy, a serene and picturesque setting, perfect for those seeking tranquility and natural beauty yet a convenient 1.6 mile distance to Edgartown Village. With meticulous attention to detail, this home boasts

    Jennifer DaSilva Compass | Point B

    61 Division Rd, Edgartown, MA 02539
    • /29

      Est $3,993,870 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,408 Sq Ft

      26 Morse St, Edgartown, MA 02539

      26 Morse St, Edgartown, MA 02539
  • /44

    $6,395,000

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

    400 Barnes Rd, Vineyard Haven, MA 02568

    Experience the quiet elegance of this rare Asian-inspired contemporary estate set on 2.42 acres in a prime Oak Bluffs 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

    Jennifer DaSilva Compass | Point B

    400 Barnes Rd, Vineyard Haven, MA 02568
  • /43

    $1,675,000 Sold Apr 04, 2025

    • 2,094 Sq Ft
    • $800/SF
    • 276 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1994

    7 N Bog Rd, Edgartown, MA 02539

    A private magical setting. Enjoy your morning coffee overlooking a splendid Koi pond surrounded by mature trees, shrubs and perennials. Truly an oasis of nature. This location, on a quiet side street just off the Edgartown/West Tisbury road, is close to town, South Beach and Morning Glory Farm. A beautifully custom built Post and Beam home has been artfuly crafted with a variety of hardwoods

    Robin Perschel Feiner Real Estate

    7 N Bog Rd, Edgartown, MA 02539
    • /8

      Not Listed For Sale

      • 2 Beds

      16 Forever Wild Way, Edgartown, MA 02539

      16 Forever Wild Way, Edgartown, MA 02539
  • /13

    $6,750,000

    • Land
    • 2.11 Acres
    • $3,199,052 per Acre

    5 Atlantic Dr Unit 5.2, Edgartown, MA 02539

    Located in one of Katama’s most coveted neighborhoods, this 2.11-acre parcel offers stunning ocean views and a direct path to South Beach. Surrounded by high-end homes and just minutes from Edgartown Village, it’s an ideal setting for a custom-built retreat with room for a four bedroom residence with pool and views over the dunes. A rare opportunity to own in this prestigious coastal enclave.

    Deb Levin Studio Realty

    5 Atlantic Dr Unit 5.2, Edgartown, MA 02539

Showing Results 121 - 160, Page 4 of 18

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