6,122

Dukes, MA Homes

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  • /42

    $1,498,000 Pending

    • 3 Beds
    • 4 Baths
    • 2,105 Sq Ft

    10 Peases Point Way N, Edgartown, MA 02539

    ICONIC EDGARTOWN VILLAGE BEAUTY with elevated style just one block from Main Street! Recent renovations and upgrades give this 1840's classic a fresh and modern vibe for easy maintenance in-town living. Gracious bluestone terrace bordered with hydrangeas provides a private and serene setting for outdoor living and entertaining. Other notable features include: 3-minute walk to the heart of Main

    Agent Photo

    Wendy Harman

    Compass

    (508) 691-7503

    10 Peases Point Way N, Edgartown, MA 02539
  • /36

    $56,800 per month

    • 5 Beds
    • 4 Baths
    • 3,000 Sq Ft
    • House for Rent

    2 Nonamessett Rd, Edgartown, MA 02539

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $14,200. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING.Newly renovated architect designed home with every amenity. Cook's gourmet kitchen, open plan living/dining room, second living room, lots of outdoor patio and deck space, Set in a private 7 acre property with wildflower meadow. Relax around the beautiful in ground pool

    Karen Overtoom Karen M. Overtoom R.E.

    2 Nonamessett Rd, Edgartown, MA 02539
  • /47

    $1,595,500 Sold Jun 23, 2025

    • 1,822 Sq Ft
    • $876/SF
    • 73 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 2003

    21 Coffins Field Rd, Edgartown, MA 02539

    EDGARTOWN SOUTH SHORE BEACH HOUSE. Imagine a countryside abode with nearby access to a pristine south shore stretch of beach and less than 6 miles to Edgartown Village and Harbor. Architect-designed as a low-key getaway, this delightful five bedroom year-round home has three full bathrooms plus a freestanding outdoor shower, decks, screened-in porch and is comfortably sited in an established well

    Helena Kirschenbaum Studio Realty

    21 Coffins Field Rd, Edgartown, MA 02539
    • /36

      Est $3,937,092 Not Listed For Sale

      • 6 Beds
      • 4.5 Baths
      • 3,902 Sq Ft

      94 Marthas Rd, Edgartown, MA 02539

      94 Marthas Rd, Edgartown, MA 02539
  • /29

    $1,395,000 Pending

    • 4 Beds
    • 2 Baths
    • 2,184 Sq Ft

    42 Road To the Plains, Edgartown, MA 02539

    Classic Colonial - Located between Edgartown Village and Katama, this classically styled colonial features plenty of traditional charm as well as a world of possibilities for renovations and/or expansion. The main entrance opens up to a center staircase flanked by a formal Living Room and Dining Room and there is also a kitchen with breakfast bar PLUS a first-floor bedroom and full bath. The

    Agent Photo

    Wendy Harman

    Compass

    (508) 978-3864

    42 Road To the Plains, Edgartown, MA 02539
  • /25

    $80,000 per month

    • 4 Beds
    • 4.5 Baths
    • 3,800 Sq Ft
    • House for Rent

    7 Mill Hill Farms Rd Ed315, Edgartown, MA 02539

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $20,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Gorgeous new 4 bedroom 4 bath home. Top of the line finishes and appliances. Gourmet kitchen, screened in porch with fireplace and TV. Pool with swim up bar, hot tub and grilling area. This is a cream of the crop Katama house is a short distance to downtown Edgartown and

    Karen Overtoom Karen M. Overtoom R.E.

    7 Mill Hill Farms Rd Ed315, Edgartown, MA 02539
  • /18

    $3,350,000 Sold Jun 05, 2025

    • 3,156 Sq Ft
    • $1061/SF
    • 138 Days On Market
    • 6 Beds
    • 6 Baths
    • Built 1900

    25 Simpson's Ln, Edgartown, MA 02539

    Nestled in the heart of Edgartown, is this historic residence known as The Lightkeeper’s Inn. This property has five bedrooms, five baths and a separate one bedroom, one bath cottage, on .20 acre. Beautifully decorated in ole Vineyard style, the residence has the island feel of old time Martha’s Vineyard. This 5BD/5BA home sits in the heart of Edgartown close to the waterfront. Known as The

    Greg Hartel Hartel Realty

    25 Simpson's Ln, Edgartown, MA 02539
    • /20

      Est $1,575,031 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,532 Sq Ft

      39 Prices Way, Edgartown, MA 02539

      39 Prices Way, Edgartown, MA 02539
  • /42

    $10,995,000 Pending

    • 7 Beds
    • 3.5 Baths
    • 2,957 Sq Ft

    117 N Water St, Edgartown, MA 02539

    Classic Captain's Home With Deep Water Dock On Edggatown Harbor - Located on prestigious North Water Street in the heart of historic Edgartown Village, this premier harbor front home combines the best of in-town and waterfront living, with deep water dock. On the harbor front side of the home, there are 2 decks with panoramic views across the harbor. There are a total of 7 Bedrooms making the

    Agent Photo

    Wendy Harman

    Compass

    (508) 715-6592

    117 N Water St, Edgartown, MA 02539
  • /23

    $36,000 per month

    • 3 Beds
    • 3 Baths
    • 2,556 Sq Ft
    • House for Rent

    74 Turkeyland Cove Rd Ed306, Edgartown, MA 02539

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $9,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Less than 5 miles from the center of town, the property is a 3 bedroom uniquely-designed guest house which provides the space needed for a large family or visiting guests. Most of the living/entertaining space is on the second floor. The kitchen has granite countertops,

    Karen Overtoom Karen M. Overtoom R.E.

    74 Turkeyland Cove Rd Ed306, Edgartown, MA 02539
  • /74

    $3,284,500 Sold May 23, 2025

    • 3,085 Sq Ft
    • $1065/SF
    • 657 Days On Market
    • 6 Beds
    • 6 Baths
    • Built 2024

    9 Hollow Way, Edgartown, MA 02539

    EDGARTOWN - NEW CONSTRUCTION with POOL - 6 Bedrooms...in Two Structures.....Plus a 31'6" x 14' heated saltwater pool! 5 Bedroom Main House with 4.5 Bathrooms. Detached 1 bedroom w/Full Bathroom over a Two (2) car garage. Main house has a lovely open floor plan with a large kitchen w/Bosch Stainless Steel Appliances, beautiful Soapstone Island and Carrara Marble counters, a dining room,

    Alisan Lohan-Conway Alisan Lohan-Conway Properties

    9 Hollow Way, Edgartown, MA 02539
    • /23

      Est $2,154,681 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,704 Sq Ft

      31 Pulpit Ln, Edgartown, MA 02539

      31 Pulpit Ln, Edgartown, MA 02539
  • /50

    $3,495,000 Open Sat 1:30PM - 3:30PM

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

    9 Thaxter Ln, Edgartown, MA 02539

    CONTEMPORARY COASTAL RETREAT WITH POOL AND EASY ACCESS TO SOUTH BEACH.Set just moments from the crashing waves of South Beach, this stunning tri-level contemporary home on desirable Thaxter Lane offers the perfect blend of modern design, coastal comfort, and indoor-outdoor living. Hear the soothing sounds of the ocean from your deck and enjoy all the best of Edgartown living—whether as a

    Wendy Harman Compass | Point B

    9 Thaxter Ln, Edgartown, MA 02539
  • /32

    $100,000 per month

    • 5 Beds
    • 4 Baths
    • 4,500 Sq Ft
    • House for Rent

    60 Witchwood Lane Ed317, Edgartown, MA 02539

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $25,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This gorgeous waterfront home is well equipped with gourmet kitchen, stone fireplace, numerous sitting areas, and multiple decks each with water views over the Edgartown Harbor. Both the main and upper level have beautiful master suites and also washers & dryers. Easy

    Karen Overtoom Karen M. Overtoom R.E.

    60 Witchwood Lane Ed317, Edgartown, MA 02539
  • /37

    $1,835,000 Sold May 23, 2025

    • 2,391 Sq Ft
    • $767/SF
    • 59 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 2001

    41 Smith Hollow Dr, Edgartown, MA 02539

    Discover this exquisite, contemporary home nestled in the heart of Edgartown's Smith Hollow, conveniently located just off the bike path and mere minutes from the lively Edgartown Village. Situated in a welcoming, family-oriented neighborhood, this stylish residence boasts a bright and airy open floor plan.The Great Room captivates with its soaring cathedral wood ceiling and robust timber accent

    Marilyn Moses Ocean Park Realty Inc

    41 Smith Hollow Dr, Edgartown, MA 02539
    • /48

      Est $2,960,910 Not Listed For Sale

      • 6 Beds
      • 3.5 Baths
      • 3,440 Sq Ft

      8 Coffins Field Rd, Edgartown, MA 02539

      8 Coffins Field Rd, Edgartown, MA 02539
  • /48

    $5,495,000 Open Sat 10AM - 12PM

    • 3 Beds
    • 3.5 Baths
    • 4,131 Sq Ft

    36 Crocker Dr, Edgartown, MA 02539

    Stunning Katama Retreat ~ Welcome to this newly constructed architectural gem, nestled on half an acre abutting serene common land 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

    Stephanie Roache Donnelly + Co.

    36 Crocker Dr, Edgartown, MA 02539
  • /10

    $11,000 per month

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • House for Rent

    15 Price's Way Ed322, Edgartown, MA 02539

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $2,750. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This is an inviting and affordable home with air-conditioning. As you see from the pictures the sun is welcomed through many sliders and windows. Inside the furnishings are simple but well chosen. There is a splitter in the living area that cools the downstairs. The

    Karen Overtoom Karen M. Overtoom R.E.

    15 Price's Way Ed322, Edgartown, MA 02539
  • /33

    $1,790,000 Sold May 23, 2025

    • 1,674 Sq Ft
    • $1069/SF
    • 36 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1977

    8 Massasoit Rd, Edgartown, MA 02539

    This incredibly charming Katama Cape Cod-style home that has been completely refreshed top to bottom! An updated kitchen with high-end appliances, including a wine fridge, two brand new bathrooms, central AC, new heating system, and a new second floor deck are just some of the improvements. There are two bedrooms, one on each floor. The second floor has a comfortable lounge area, and a cozy loft

    Cheri Mason Landvest MV

    8 Massasoit Rd, Edgartown, MA 02539
    • /52

      Est $5,460,636 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 3,740 Sq Ft

      12 Plantingfield Wood Cir, Edgartown, MA 02539

      12 Plantingfield Wood Cir, Edgartown, MA 02539
  • /34

    $2,995,000

    • 3 Beds
    • 2.5 Baths
    • 1,964 Sq Ft

    21 Kitts Field Cir, Edgartown, MA 02539

    Tastefully renovated, stylishly decorated with the beach in mind, superbly maintained and thoughtfully expanded - all these attributes and more apply. The list of improvements is long and, yet the property has not reached its maximum potential. It is connected to town sewer and is allowed up to 6 bedrooms. It is a conforming lot according to town zoning, which allows for greater flexibility.

    Lynn Buder Sandpiper Realty Inc

    21 Kitts Field Cir, Edgartown, MA 02539
  • /21

    $14,000 per month

    • 4 Beds
    • 2 Baths
    • 1,505 Sq Ft
    • House for Rent

    175 Meetinghouse Way Ed321, Edgartown, MA 02539

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $3,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This updated contemporary is located in Katama area and a short bike ride to South Beach. There are 4 bedrooms, 1 down and 3 up, and a beautiful kitchen/dining which opens to a large living room. The house has a nice deck on the front and owners have added a deck off the

    Karen Overtoom Karen M. Overtoom R.E.

    175 Meetinghouse Way Ed321, Edgartown, MA 02539
  • /13

    $1,195,000 Sold May 22, 2025

    • 1,110 Sq Ft
    • $1077/SF
    • 8 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2006

    34 10th St S, Edgartown, MA 02539

    This charming 3 bedroom, 2 bathroom ranch-style Edgartown home offers comfortable single-level living with classic Vineyard appeal. The layout includes a dedicated living room, and an open kitchen and dining area. The primary suite features a private bath, while two additional bedrooms share a full bathroom. Outside, the property provides deck overlooking the yard for enjoying the outdoors.

    Rose Ryley Sandpiper Realty Inc

    34 10th St S, Edgartown, MA 02539
    • /21

      Est $1,585,977 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 1,583 Sq Ft

      8 Old Purchase Way, Edgartown, MA 02539

      8 Old Purchase Way, Edgartown, MA 02539
  • /14

    $3,995,000

    • 4 Beds
    • 4 Baths
    • 3,270 Sq Ft

    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

    160 Katama Rd, Edgartown, MA 02539
  • /28

    $29,300 per month

    • 3 Beds
    • 2.5 Baths
    • 1,871 Sq Ft
    • House for Rent

    76 Mattakesett Way Ed313, Edgartown, MA 02539

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $7,325. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This upside-down house was built in 2007. Sit out on the upper deck to panoramic ocean views or grill your favorite seafood while taking in the view. Watch the sun set to a new and beautiful aurora each night on either of the decks or while lazing on the porch swing.The

    Karen Overtoom Karen M. Overtoom R.E.

    76 Mattakesett Way Ed313, Edgartown, MA 02539
  • /18

    $1,850,000 Sold May 19, 2025

    • 1,428 Sq Ft
    • $1296/SF
    • 158 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1982

    18 Katama Dr, Edgartown, MA 02539

    Ocean views - Nestled on a quiet corner lot, this classic beach house offers a reverse floor plan and distant views of the Atlantic Ocean over the Katama Plain . The upper level features the common living space including the dining area, kitchen, living room with fireplace, and large powder room. The lower level is where you find the more private spaces, including the primary bedroom suite plus

    Bonnie Pierce Wallace & Co. Sotheby's International Realty

    18 Katama Dr, Edgartown, MA 02539
    • /27

      Est $2,201,793 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,428 Sq Ft

      1 Gray Gull Cir, Edgartown, MA 02539

      1 Gray Gull Cir, Edgartown, MA 02539
  • /32

    $3,150,000

    • 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
  • /17

    $48,000 per month

    • 4 Beds
    • 3.5 Baths
    • 2,675 Sq Ft
    • House for Rent

    9 Thaxter Lane Ed310, Edgartown, MA 02539

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $14,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Enjoy the pool with this Stunning custom designed and professionally decorated Tri Level contemporary home with open floor plan. Once inside you will be captivated by the dramatic open spaces, soaring ceiling and walls of glass. Located in a high end neighborhood within

    Karen Overtoom Karen M. Overtoom R.E.

    9 Thaxter Lane Ed310, Edgartown, MA 02539
  • /39

    $4,762,500 Sold May 14, 2025

    • 5,103 Sq Ft
    • $933/SF
    • 411 Days On Market
    • 6 Beds
    • 6 Baths
    • Built 2024

    69 Division Rd, Edgartown, MA 02539

    Welcome to BRAND NEW CONSTRUCTION!! This gorgeous 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

    Jennifer DaSilva Compass | Point B

    69 Division Rd, Edgartown, MA 02539
    • /23

      Est $2,907,034 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,252 Sq Ft

      5 Bold Meadow Cir, Edgartown, MA 02539

      5 Bold Meadow Cir, Edgartown, MA 02539
  • /20

    $4,200,000

    • 4 Beds
    • 3.5 Baths
    • 3,716 Sq Ft

    1 Wilsons Ln, Edgartown, MA 02539

    NEWLY CONSTRUCTED gambrel home with a heated saltwater POOL, close to SOUTH BEACH and EDGARTOWN VILLAGE! The entry foyer presents with an oversized lounge area to the right and a spectacular great room ahead. The great room offers a cathedral ceiling and rear wall of two story windows with a gas fireplace. The great room opens to the dining room which features a wall of sliding glass doors

    Michele Casavant Vineyard Village Realty

    1 Wilsons Ln, Edgartown, MA 02539
  • /15

    $30,000 per month

    • 3 Beds
    • 3 Baths
    • 2,888 Sq Ft
    • House for Rent

    101 Peasepoint Way Ed324, Edgartown, MA 02539

    THIS IS A SUMMER RENTAL ONLY. This grand and stately home is located in Starbuck Point in Edgartown. The home is elegantly furnished with traditional charm . The Captain's house is surrounded by neatly manicured lawns and the ocean is at the end of the street. It is a five minute walk to the Edgartown Village and Harbor for shopping, dining or theater.

    Karen Overtoom Karen M. Overtoom R.E.

    101 Peasepoint Way Ed324, Edgartown, MA 02539
  • /6

    $4,200,000 Sold May 09, 2025

    • 3,600 Sq Ft
    • $1167/SF
    • 11 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 2024

    20 Mill Hill Rd, Edgartown, MA 02539

    NEW CONSTRUCTION, with POOL, walking distance to EDGARTOWN VILLAGE! Approx. 3,600 square feet of open living space. The Great Room has a dramatic Two Story wall of glass, (sliders and an oversized second story window) that overlooks the 14 x 30 foot IN GROUND POOL. In addition to the dramatic Great Room there is a first floor den/lounge area, a first floor primary-en-suite with views to the pool,

    Michele Casavant Vineyard Village Realty

    20 Mill Hill Rd, Edgartown, MA 02539
    • /22

      Est $2,812,863 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,050 Sq Ft

      23 Majors Cove Ln, Edgartown, MA 02539

      23 Majors Cove Ln, Edgartown, MA 02539
  • /87

    $4,250,000

    • 4 Beds
    • 3 Baths
    • 3,159 Sq Ft

    3 Down Harbor Rd, Edgartown, MA 02539

    Exceptional Opportunity in Down Harbor.Here’s a rare chance to own a property in Edgartown’s exclusive Down Harbor community. Known for its serene setting and prime access to Katama Bay, this neighborhood offers more than just scenic beauty— Ownership includes deeded rights to a pristine, sandy association beach, along with coveted mooring and dock privileges on Katama Bay — a benefit

    Susan Wallo Compass | The O'Hanlon Group

    3 Down Harbor Rd, Edgartown, MA 02539
  • /13

    $27,000 per month

    • 4 Beds
    • 3.5 Baths
    • 1,962 Sq Ft
    • House for Rent

    20 Bay Lot Circle Ed323, Edgartown, MA 02539

    THIS IS A SUMMER RENTAL ONLY. Vacation by the beach in a relaxed contemporary home offering fabulous panoramic views of Edgartown Harbor, Chappiquidick, Katama Bay and South Beach. Our Katama Bay home is located off of Edgartown Bay Road at the quiet cul-de-sac,close to the beaches and boat launch access. For those who love the ocean breezes and sandy beaches, there is great sunbathing,

    Karen Overtoom Karen M. Overtoom R.E.

    20 Bay Lot Circle Ed323, Edgartown, MA 02539
  • /19

    $1,110,000 Sold May 08, 2025

    • 1,275 Sq Ft
    • $871/SF
    • 45 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1972

    31 9th St N, Edgartown, MA 02539

    Nestled among the trees near the Sengekontacket Pond, this distinctive contemporary home offers privacy while being conveniently close to Downtown Edgartown and the picturesque trails at Felix Neck Sanctuary. Designed by architect Robert Orr, this multi-level residence showcases unique architectural details and striking angled ceilings.The main living area is bathed in natural light, surrounded

    Alyssa Halisky Wallace & Co. Sotheby's

    31 9th St N, Edgartown, MA 02539
    • /7

      Est $4,090,508 Not Listed For Sale

      • 6 Beds
      • 7 Baths
      • 6,783 Sq Ft

      3 Duarte Cir, Edgartown, MA 02539

      3 Duarte Cir, Edgartown, MA 02539

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