Dukes, MA Homes

• 

  

  

  /42

  $5,750,000 Open Thu 3PM - 5PM

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

  4 Somerset Ln, Edgartown, MA 02539

  New Construction: Reimagined Island Living At Somerset. Located in Katama, Somerset is an exclusive five-home luxury enclave perfectly located between Edgartown Village and South Beach -- and developed by Stanmar, owners of the Winnetu Oceanside Resort. The home sites have been designed to maximize outdoor living and entertaining around a spacious and private yard with expansive lawns and room

  

  Wendy Harman

  Compass

  (508) 715-9594

  4 Somerset Ln, Edgartown, MA 02539
• 

  Explore Edgartown

• 

  

  

  /27

  $21,700 per month

  • 5 Beds
  • 3 Baths
  • 2,168 Sq Ft
  • House for Rent

  97 3rd St N, Edgartown, MA 02539

  YOUR VINEYARD ESCAPE AWAITS! This sizable vintage rental with water views of Sengekontacket Pond and beyond is ideal for your island getaway. Boasting multiple levels of living and porches that take advantage of views, the main floor is awash in seaside tones. Display a raw bar on the center island and top off beverages in the kitchen before relaxing in the sunroom as you enjoy the painterly sky

  Fine Homes Group Keller Williams Realty Boston-Metro | Back Bay

  97 3rd St N, Edgartown, MA 02539
• 

  

  

  /26

  $1,400,000 Sold Jul 10, 2025

  • 2,019 Sq Ft
  • $693/SF
  • 8 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1996

  73 Dodgers Hole Rd, Edgartown, MA 02539

  Situated on .5 acres in established Dodgers Hole, this well-maintained contemporary home has three bedrooms, including a primary ensuite on the first floor with a walk-in closet. Enjoy the cathedral-ceiling living room with a wood-burning fireplace and an adjacent light-filled sunroom with French doors to the deck. The eat-in kitchen is at the back of the house, with direct deck access. A

  Stephanie Roache Donnelly + Co.

  73 Dodgers Hole Rd, Edgartown, MA 02539
• 

  

  

  /36

  Est $2,634,274 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,470 Sq Ft

  28 Woodhaven Dr, Edgartown, MA 02539

  28 Woodhaven Dr, Edgartown, MA 02539
• 

  

  

  /26

  $2,795,000

  • 3 Beds
  • 3 Baths
  • 2,750 Sq Ft

  109 Herring Creek Rd, Edgartown, MA 02539

  Coastal Retreat In Katama - Located in the heart of Katama, with the iconic Katama Airfield and the sandy shores of South Beach nearby, this contemporary coastal retreat is ideal for enjoying all the best of Katama. The reverse-style contemporary features a sunny, open-designed floor plan with vaulted ceilings that seamlessly combine an inviting Living Room with gas fireplace, a Game Room with

  

  Wendy Harman

  Compass

  (508) 274-5363

  109 Herring Creek Rd, Edgartown, MA 02539
• 

  

  /29

  $9,500 per month

  • 4 Beds
  • 2 Baths
  • 1,750 Sq Ft
  • House for Rent

  29 Mercier Way, Edgartown, MA 02539

  **SUMMER RATE$ 9,500-$11,000 WEEKLY** Freshly remodeled 4 bed, 2 full bath coastal cape with all new furnishings, flawless finishes, large private yard, close to South Beach, bike path and downtown Edgartown. Large family room with vaulted ceiling and large TV , gorgeous kitchen with all new stainless appliances, vaulted ceilings, sky lights, custom blue stone countertop, island eatery, and wine

  Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

  29 Mercier Way, Edgartown, MA 02539
• 

  

  /45

  $5,250,000 Sold Jul 02, 2025

  • 2,869 Sq Ft
  • $1830/SF
  • 37 Days On Market

  • 3 Beds
  • 5 Baths
  • Built 1988

  14 Katama Farm S, Edgartown, MA 02539

  Katama Farm South - En route to this stellar location, enjoy scenic views while passing iconic Katama Farm. Less than a half-mile drive or a quarter mile walk from South Beach, this dynamic compound, which includes a spacious post and beam home and two-story barn, is privately situated on a large, beautifully landscaped, 1.6-acre parcel of land. The home is nearly 3,000sf in size and the multiple

  Courtney Marek Sandpiper Realty

  14 Katama Farm S, Edgartown, MA 02539
• 

  

  /37

  Est $3,508,914 Not Listed For Sale

  • 3 Beds
  • 5 Baths
  • 4,417 Sq Ft

  149 Litchfield Rd, Edgartown, MA 02539

  149 Litchfield Rd, Edgartown, MA 02539
• 

  

  /5

  $2,995,000 Pending

  • Land
  • 3.01 Acres
  • $995,017 per Acre

  9 Turkeyland Cove Rd, Edgartown, MA 02539

  Turkeyland Cove: Three-Acre Estate-Sized Parcel In Katama - This beautiful and private building site is one of the last remaining 3-acre parcels in Katama. The property offers a perfect opportunity to create a signature residence, multi-generational retreat, or equestrian dream, with possibilities for a Main House, Carriage House, pool, tennis court and/or barn. The property offers easy access to

  

  Wendy Harman

  Compass

  (508) 252-8527

  9 Turkeyland Cove Rd, Edgartown, MA 02539
• 

  

  /12

  $5,500 per month

  • 3 Beds
  • 2 Baths
  • 2,200 Sq Ft
  • House for Rent

  2 Fishermans Knot Rd Ed309 Unit 1, Edgartown, MA 02539

  THIS PROPERTY IS A WEEKLY VACATION RENTAL PROPERTY. The home’s timeless interior offers a sitting room with a wood-burning fireplace, a hallway opening to a large, bright, modern kitchen featuring a Viking range and large dining table. Ample counter space and a wall of built-ins are the perfect complement to family and friends that enjoy cooking together. A gas grill and outdoor seating are only

  Karen Overtoom Karen M. Overtoom R.E.

  2 Fishermans Knot Rd Ed309 Unit 1, Edgartown, MA 02539
• 

  

  /19

  $850,000 Sold Jul 02, 2025

  • 481 Sq Ft
  • $1767/SF
  • 33 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1920

  68 Winter St, Edgartown, MA 02539

  Welcome to 68 Winter Street, a highly sought-after community of six, one bedroom condos located in Edgartown Village. Enjoy seasonal or year-round living at this sophisticated, garden level pied-a-terre. Elegant and well-appointed throughout, this stylish condo features open living with a nicely equipped kitchen, soaring ceilings, crown modeling, over-sized windows, and wood floors. Spacious

  Michele Moore Island Real Estate

  68 Winter St, Edgartown, MA 02539
• 

  

  /43

  Est $4,627,484 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,932 Sq Ft

  12 Norton St, Edgartown, MA 02539

  12 Norton St, Edgartown, MA 02539
• 

  

  /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

  

  Wendy Harman

  Compass

  (508) 691-7503

  10 Peases Point Way N, Edgartown, MA 02539
• 

  

  /8

  $13,600 per month

  • 2 Beds
  • 2 Baths
  • 1,967 Sq Ft
  • Condo for Rent

  1 Meetinghouse Village Way Unit 1 ED335, Edgartown, MA 02539

  THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! Enjoy this well appointed and immaculately clean two bedroom condo located just steps from the association pool and a short drive to South Beach with its gorgeous white sands. An open living room, kitchen and dining room with walk-out access to the deck and back yard offer plenty of gathering spaces to enjoy your company over meals, snacks and games

  Karen Overtoom Karen M. Overtoom R.E.

  1 Meetinghouse Village Way Unit 1 ED335, Edgartown, MA 02539
• 

  

  /48

  $5,250,000 Sold Jul 02, 2025

  • 2,869 Sq Ft
  • $1830/SF
  • 54 Days On Market

  • 3 Beds
  • 4.5 Baths
  • Built 1988

  14 Katama Farm Rd N, Edgartown, MA 02539

  Katama Farm South - En route to this stellar location, enjoy scenic pastoral views while passing iconic Katama Farm. A quarter mile from South Beach, this dynamic compound, which includes a spacious post and beam home and two-story barn, is privately situated on a large, beautifully landscaped, 1.6-acre parcel of land. The home is nearly 3,000 sf in size and the multiple outdoor living spaces

  Courtney Marek Sandpiper Realty Inc

  14 Katama Farm Rd N, Edgartown, MA 02539
• 

  

  /45

  Est $1,772,609 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,576 Sq Ft

  38 Edgewood Dr, Edgartown, MA 02539

  38 Edgewood Dr, 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

  

  Wendy Harman

  Compass

  (508) 978-3864

  42 Road To the Plains, Edgartown, MA 02539
• 

  

  /26

  $18,000 per month

  • 7 Beds
  • 1.5 Baths
  • 2,900 Sq Ft
  • House for Rent

  39 N Neck Rd, Edgartown, MA 02539

  Historic Quaint Waterfront Cottage with spectacular 180 degree views of Edgartown Harbor, Oak Bluffs, Cape Cod and Cape Poge, Over 200 feet of secluded, completely private beach, The back yard abuts the fairways and club house of the ''Royal Ancient Chappaquiddick Links'' Private Golf Course. (You must pay dues to play golf), Great outdoor shower. You can see the fireworks (in 5 locations at

  Charles Petitti Coldwell Banker Realty - Newton

  39 N Neck Rd, Edgartown, MA 02539
• 

  

  /29

  $1,970,000 Sold Jun 26, 2025

  • 1,410 Sq Ft
  • $1397/SF
  • 0 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1973

  493 Katama Rd Unit E2, Edgartown, MA 02539

  Welcome to your dream getaway—a beautifully renovated 3-level townhouse boasting breathtaking waterviews of Katama Bay and the Atlantic Ocean. Every inch of this townhouse has been thoughtfully reimagined with the relaxed charm of a beach house.As part of the Mattakesett resort, you’ll enjoy access to a wealth of amenities including tennis courts, swimming pools, a fitness center, on-site

  Bonnie Pierce Wallace & Co. Sotheby's

  493 Katama Rd Unit E2, Edgartown, MA 02539
• 

  

  /35

  Est $7,370,865 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 5,207 Sq Ft

  93 S Water St, Edgartown, MA 02539

  93 S Water St, 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

  

  Wendy Harman

  Compass

  (508) 715-6592

  117 N Water St, Edgartown, MA 02539
• 

  

  /8

  $19,000 per month

  • 5 Beds
  • 5 Baths
  • 3,137 Sq Ft
  • House for Rent

  19 Morse St, Edgartown, MA 02539

  THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! Newly renovated historical home in the heart of Edgartown Village, close to Fuller Street & Lighthouse Beaches. Beautifully designed interior with open gourmet kitchen and pickled hardwood floors, marble countertops, top of the line appliances and a large center island. Cozy family room with fireplace, formal living room, office/den and a full bath all

  Karen Overtoom Karen M. Overtoom R.E.

  19 Morse St, Edgartown, MA 02539
• 

  

  /22

  $1,299,000 Sold Jun 25, 2025

  • 1,512 Sq Ft
  • $859/SF
  • 77 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1984

  2 Boylston Dr, Edgartown, MA 02539

  Edgartown: MOVE IN READY! Stylish 3-bedroom 2 bath home with inviting and charming floor plan integrates comfort and function. Cathedral ceilings with skylight and 2 sets of sliders providing natural light and a bright open floor plan.Updated kitchen with breakfast bar and dining area. 1st Floor bedroom. Full bathroom and spacious living room perfect for gatherings and relaxing. There is

  Martha Smith C McManus Realty Group

  2 Boylston Dr, Edgartown, MA 02539
• 

  

  /20

  Est $1,495,511 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,084 Sq Ft

  20 Oakdale Dr, Edgartown, MA 02539

  20 Oakdale Dr, Edgartown, MA 02539
• 

  

  /42

  $16,975,000

  • 6 Beds
  • 4.5 Baths
  • 3,606 Sq Ft

  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

  (508) 274-5363

  111 N Water St, 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
• 

  

  /26

  $1,000,000 Sold Jun 24, 2025

  • 1,202 Sq Ft
  • $832/SF
  • 254 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1987

  17 Meetinghouse Village Way, Edgartown, MA 02539

  KATAMA CONDOMINIUM IN MEETINGHOUSE VILLAGE - A bright and sunny center unit with an open floor plan, vaulted ceilings, skylights, and windows that fill the space with natural light. This home is in excellent condition, showing the pride of ownership. The wide-open kitchen with a breakfast bar offers a wonderful space for cooking and entertaining. Accommodations include a first-floor bedroom with

  Leslie C. Floyd Portfolio Real Estate, Inc.

  17 Meetinghouse Village Way, Edgartown, MA 02539
• 

  

  /32

  Est $1,940,724 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,448 Sq Ft

  81 Washque Ave, Edgartown, MA 02539

  81 Washque Ave, Edgartown, MA 02539
• 

  

  /41

  $3,395,000

  • 3 Beds
  • 3.5 Baths
  • 2,527 Sq Ft

  5 Katama Dr, Edgartown, MA 02539

  Modern Coastal Retreat In Katama: Freshly reimagined and impeccably styled, this modern coastal residence in the heart of Katama offers a rare opportunity to own a newly renovated home just one mile from South Beach. This appealing retreat has been elevated with curated finishes, high-end systems, and a designer-selected furnishing package that perfectly embodies the relaxed luxury of Vineyard

  

  Wendy Harman

  Compass

  (508) 274-5363

  5 Katama Dr, 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
• 

  

  /7

  $600,000 Sold Jun 23, 2025

  • Land
  • 0.50 Acre
  • $1,200,000 per Acre

  • 4 Days On Market

  27 7th St N Unit 198, Edgartown, MA 02539

  This .5-acre lot is located in a favorable Edgartown neighborhood with proximity to the bike path, public transportation, and close to town. The property has been staked and perc tested, and will support 2 bedrooms with a standard Title V septic system or 3 bedrooms with an advanced treatment system. Information should be verified by the Edgartown Board of Health Department. Embrace the unique

  Stephanie Roache Donnelly + Co

  27 7th St N Unit 198, Edgartown, MA 02539
• 

  

  /7

  Not Listed For Sale

  • 4 Beds

  53 N Neck Rd, Edgartown, MA 02539

  53 N Neck Rd, Edgartown, MA 02539
• 

  

  /23

  $8,995,000

  • 11 Beds
  • 8.5 Baths
  • 6,289 Sq Ft

  1 Louis Field Rd, Edgartown, MA 02539

  SWEETENED WATER FARM ESTATE. Located just one mile from the heart of historic Edgartown Village, this compound in Sweetened Water Farm presents a rare opportunity to become the next steward of this extraordinary Martha’s Vineyard estate. Privately sited on 4.6 acres of exquisitely cultivated gardens, this remarkable property has been featured in several publications celebrating the island’s most

  

  Wendy Harman

  Compass

  (508) 715-8610

  1 Louis Field Rd, 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
• 

  

  /6

  $600,000 Sold Jun 23, 2025

  • Land
  • 0.50 Acre
  • $1,200,000 per Acre

  • 4 Days On Market

  27 7th St N, Edgartown, MA 02539

  This .5-acre lot is located in a very favorable Edgartown neighborhood with proximity to the bike path, public transportation, and close to town. The property has been staked and perc tested, and will support 2 bedrooms with a standard Title V septic system or 3 bedrooms with an advanced treatment system. Information should be verified by the Edgartown Board of Health Department. Embrace the

  Stephanie Roache Donnelly + Co.

  27 7th St N, Edgartown, MA 02539
• 

  

  /14

  Est $5,464,361 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,193 Sq Ft

  100 Meetinghouse Way, Edgartown, MA 02539

  100 Meetinghouse Way, Edgartown, MA 02539
• 

  

  /41

  $9,495,000

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

  29 Slough Cove Rd, Edgartown, MA 02539

  LUXURIOUS COUNTRY ESTATE IN KATAMA. Sited at the end of a long private drive, amid a bucolic 1.5-acre meadow setting with stone retaining walls and lush perennial gardens, this elegant country estate, designed by noted architect Patrick Ahearn, offers the epitome of luxurious living in Katama. The home’s timeless and charming character is highlighted by thoughtful, top-notch architectural details

  

  Wendy Harman

  Compass

  (508) 274-5363

  29 Slough Cove Rd, 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
• 

  

  /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 $1,735,729 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,122 Sq Ft

  62 Whalers Walk, Edgartown, MA 02539

  62 Whalers Walk, Edgartown, MA 02539

Showing Results 1 - 40, Page 1 of 18