20,084

Dukes, MA Homes

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  • /3

    $925,000

    • 2 Beds

    90 17th St N, Edgartown, MA 02539

    90 Seventeenth Street NorthEdgartown, MassachusettsFOR SALEHere is a chance for you to own a water view property in Edgartown. Property is located just off the Boulevard on a quiet dead end lane. This property has been in the same family for decades and is now offered for sale. It is a blank canvas for you to create your dream home. Interior has been gutted and is ready for your renovation. The

    Theodore Saulnier TAS Real Estate, LLC

    90 17th St N, Edgartown, MA 02539
  • /42

    $2,000,000 Sold Dec 16, 2024

    • 2,417 Sq Ft
    • $827/SF
    • 24 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2002

    16 Fisherman's Knot Rd, Edgartown, MA 02539

    Welcome to this elegant haven nestled on a generous lot and gracefully buffered by the lush greens of the Edgartown Golf Course. Conveniently located approximately 2.5 miles from Edgartown Village and 1 mile from Morning Glory Farm.Upon entering, you are greeted by a refined living space that seamlessly blends classic charm with modern comforts.The heart of the home features an inviting living

    Jennifer B. DaSilva Compass

    16 Fisherman's Knot Rd, Edgartown, MA 02539
    • /16

      Est $1,438,203 Not Listed For Sale

      • 2 Beds
      • 3 Baths
      • 1,750 Sq Ft

      222 Sandpiper Ln Unit 10, Vineyard Haven, MA 02568

      222 Sandpiper Ln Unit 10, Vineyard Haven, MA 02568
  • /34

    $4,350,000

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

    131 State Rd, Chilmark, MA 02535

    Magical waterfront Quitsa pond cottage with private dock. This home has the most spectacular views including sunsets and an intimate relationship with the charming and timeless waterfront at Quitsa Pond. Designed with the setting in mind this sublime piece of architecture has wonderful spaces, fantastic detail and so much packed into a smaller home. Landscape design by Edwina von Gal accentuates

    Jim Feiner Feiner Real Estate

    131 State Rd, Chilmark, MA 02535
  • /44

    $4,250,000 Sold Dec 13, 2024

    • 2,736 Sq Ft
    • $1553/SF
    • 127 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1974

    74 & 75 Jeremiah Way, Edgartown, MA 02539

    This exquisite waterfront sanctuary boasts breathtaking views and serene surroundings on Katama Bay. The enchanting home offers ample space for comfortable living both indoors and outdoors. As you step through the front door, you are greeted by an airy and light-filled interior, flanked with windows, that seamlessly blend with the beauty of the outdoors. The spacious living area is perfect for

    Madelyn Silvia Wallace & Co. Sotheby's International Realty

    74 & 75 Jeremiah Way, Edgartown, MA 02539
    • /28

      Est $1,319,902 Not Listed For Sale

      • 2 Beds
      • 3 Baths
      • 1,800 Sq Ft

      208 Sandpiper Ln Unit 11, Vineyard Haven, MA 02568

      208 Sandpiper Ln Unit 11, Vineyard Haven, MA 02568
  • /46

    $2,050,000

    • 4 Beds
    • 2.5 Baths
    • 2,855 Sq Ft

    5 Bayes Hill Cir, Vineyard Haven, MA 02568

    On a quiet cul-de-sac in the Bayes Hill neighborhood is this spacious traditional Colonial-style home adorned with charm. As you enter the home from the idyllic covered porch, you are welcomed into the foyer. The home is filled with intimate spaces while offering the opportunity for larger parties to gather. The living room has built-in shelving that flank the gas fireplace and it is connected to

    Michele Moore Island Real Estate

    5 Bayes Hill Cir, Vineyard Haven, MA 02568
  • /38

    $1,400,000 Sold Dec 13, 2024

    • 1,931 Sq Ft
    • $725/SF
    • 133 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1900

    82 Edgartown Vineyard Haven Rd, Tisbury, MA 02568

    Welcome to this professionally designed, fully renovated gem! This 5 bedroom, 3-1/2 bath home is a stunning blend of classic charm and modern luxury! Brand new kitchen, new bathrooms, living areas - adorned with high-end modern finishes and fixtures; new porch, deck, landscaping and more! This home is conveniently located 1 mile away from downtown Vineyard Haven which offers restaurants,

    Jennifer B. DaSilva Compass

    82 Edgartown Vineyard Haven Rd, Tisbury, MA 02568
    • /18

      Est $1,388,412 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,240 Sq Ft

      76 Boxberry Ave, Vineyard Haven, MA 02568

      76 Boxberry Ave, Vineyard Haven, MA 02568
  • /7

    $1,900,000

    • Land
    • 2.06 Acres
    • $922,330 per Acre

    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
  • /5

    $885,000 Sold Dec 12, 2024

    • Land
    • 3.00 Acres
    • $295,000 per Acre
    • 7 Days On Market

    0 Bridle Path Rd, Vineyard Haven, MA 02568

    A beautiful 3 acre lot in Vineyard Haven with 200 feet of frontage on Bridal Path Road, a paved road off of Head of the Pond Road. This rural, wooded, rolling parcel is centrally located in a down Island area but has an Up Island feel. Miles of Land Bank Trails, farms, stables, Island Grown Initiative and Little Duartes Pond are within easy access. The land gently slopes to the south, catching

    Diana Gilmore Island Real Estate

    0 Bridle Path Rd, Vineyard Haven, MA 02568
    • /22

      Est $1,014,366 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1 Sq Ft

      22 Clark Ave, Vineyard Haven, MA 02568

      22 Clark Ave, Vineyard Haven, MA 02568
  • /37

    $7,975,000

    • 4 Beds
    • 5 Baths
    • 3,777 Sq Ft

    25 Osprey Ln, Chilmark, MA 02535

    Spectacular views from one of the most sought after private enclaves on Chilmark's South Shore. This lovely home was built to take advantage of this magical location. Just steps to the shared dock on the shores of Upper Chilmark Pond and minutes to the extraordinary deeded Atlantic Beach front. The homeowners worked with world renowned architects, Crissman & Solomon, along with revolutionary

    Deb Hancock Hancock Real Estate

    25 Osprey Ln, Chilmark, MA 02535
  • /5

    $450,000 Sold Dec 12, 2024

    • 708 Sq Ft
    • $636/SF
    • 21 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1920

    1 Carroll Ln, Chilmark, MA 02535

    Discover the perfect blend of comfort and character in this delightful bungalow nestled in the heart of historic Chilmark. Surrounded by scenic landscapes and the serene beauty of Martha's Vineyard. This home will require substantial renovations and improvements or explore possibilities of a complete renovation. This property could be your idyllic escape and is less than a mile from Menemsha

    Nicholas Korba Landmarks at TODAY Real Estate

    1 Carroll Ln, Chilmark, MA 02535
    • /21

      Est $1,270,694 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,416 Sq Ft

      284 Daggett Ave, Vineyard Haven, MA 02568

      284 Daggett Ave, Vineyard Haven, MA 02568
  • /8

    $3,495,000

    • Land
    • 11 Acres
    • $306,848 per Acre

    0 Pocha Road Extension Unit 1.1,1.2 43325, Edgartown, MA 02539

    CHAPPAQUIDDICK - Dynamic views of Poucha Pond, barrier dunes, and the waters of the Atlantic are enjoyed from this 11+ acre building lot. The close to mile of private pond frontage provides easy access for swimming, kayaking, paddle boarding, and everything in between. Sheltered amongst 200 acres of conservation land, enjoy and explore the wonders of the natural habitat right in your backyard.

    Katie Donahue Sandpiper Realty

    0 Pocha Road Extension Unit 1.1,1.2 43325, Edgartown, MA 02539
  • /19

    $950,625 Sold Dec 10, 2024

    • 984 Sq Ft
    • $966/SF
    • 1 Day On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1950

    9 Webaqua Rd, Oak Bluffs, MA 02557

    Picture perfect and move-in ready! This bright and cozy three-bedroom cottage is located on a quiet side street close to the bike path and has easy access to Lagoon Pond. The property has been lovingly maintained and offers a spacious and private backyard. Recent updates include four mini split units, hardwood floors in the primary bedroom, new paint, and the addition of a half bath. This home is

    Kristin Buck Donnelly + Co.

    9 Webaqua Rd, Oak Bluffs, MA 02557
    • /23

      Est $988,151 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 836 Sq Ft

      95 Summer St, Vineyard Haven, MA 02568

      95 Summer St, Vineyard Haven, MA 02568
  • /28

    $1,695,000

    • 4 Beds
    • 1.5 Baths
    • 1,592 Sq Ft

    5 Scottys Ln, Vineyard Haven, MA 02568

    Attention Developers and Island Lovers! Take note of this rare opportunity in a prime West Tisbury Location with a new price! This mid-century home with excellent bones fronts on Seth's Pond, a beloved locale perfect for swimming, paddle-boarding, and kayaking. 5 Scotty's Lane has an existing 4-bedroom main house with the first floor and lower walk-out level equaling 2,704 of finished space. This

    Idalyn Macchia Gilstad Wallace & Co. Sotheby's International Realty

    5 Scottys Ln, Vineyard Haven, MA 02568
  • /47

    $1,400,000 Sold Dec 06, 2024

    • 1,923 Sq Ft
    • $728/SF
    • 26 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1999

    15 Beech Tree Landing, Oak Bluffs, MA 02557

    OAK BLUFFS Immaculate Home an ABSOLUTE MUST SEE! Classic Cape Style Residence on a private 1.38 acre-lot that is surrounded by mature trees and colorful landscaping. NEW ASPHALT ROOF 2023, with 50-year Architectural Shingles. Ideal for entertaining in the sun-filled spacious open living area with hardwood floors, cathedral ceiling and gas fireplace. Adjacent to the living area is the charming

    Marilyn Moses Ocean Park Realty Inc

    15 Beech Tree Landing, Oak Bluffs, MA 02557
    • /22

      Est $1,086,996 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,142 Sq Ft

      145 Midland Ave, Vineyard Haven, MA 02568

      145 Midland Ave, Vineyard Haven, MA 02568
  • /34

    $1,750,000

    • 5 Beds
    • 2 Baths
    • 1,440 Sq Ft

    393 Lighthouse Rd, Aquinnah, MA 02535

    Ranch style home & Guest camp situated on 1+/- acre lot. The Main House offers distant views of Lobersterville beach and the Vineyard Sound beyond. Located in the desirable Lighthouse Road area, which offers walkable/close-by beach access and quiet roads. The view can be enjoyed from the Kitchen/Living/Dining as well as the wrap-around deck. Enjoy the open concept main living area, two bedrooms,

    Julianna Flanders Flanders Real Estate

    393 Lighthouse Rd, Aquinnah, MA 02535
  • /45

    $4,325,000 Sold Dec 06, 2024

    • 3,345 Sq Ft
    • $1293/SF
    • 85 Days On Market
    • 4 Beds
    • 5 Baths
    • Built 2022

    106 Peases Point Way S, Edgartown, MA 02539

    SELLING NOTE: FURNISHINGS SOLD SEPARATELY. MODERN COASTAL COTTAGE IN EDGARTOWN VILLAGE. Tucked away behind a picket fence and privet hedge, this charming, recently built custom home is within walking distance to Edgartown Village shops, restaurants and harbor, making it an ideal location for those seeking the vibrant atmosphere of downtown Edgartown.Step inside and be captivated by the fresh

    Wendy Harman Compass | Point B

    106 Peases Point Way S, Edgartown, MA 02539
    • /21

      Est $1,037,961 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,186 Sq Ft

      26 Midland Ave, Vineyard Haven, MA 02568

      26 Midland Ave, Vineyard Haven, MA 02568
  • /59

    $1,925,000

    • 3 Beds
    • 3 Baths
    • 1,728 Sq Ft

    212 Charles Neck Way, Vineyard Haven, MA 02568

    This beautifully renovated contemporary South Shore retreat, located in a tranquil setting, features three bedrooms, two and one-half bathrooms, central air, all new appliances, in ground pool and mature perennial gardens galore! Sitting on 1.5 acres, this location provides easy access to Long Point Beach and the Red Pony Farm equestrian center and, includes access to the coveted Lamberts Cove

    Perry Patterson MV Luxury Homes

    212 Charles Neck Way, Vineyard Haven, MA 02568
  • /2

    $700,000 Sold Dec 06, 2024

    • 1,066 Sq Ft
    • $657/SF
    • 0 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1868

    29 Butler Ave, Oak Bluffs, MA 02557

    This well hidden yet wonderfully sited cottage has loads of charm inside! With generous rooms that can multi task with ease, it's a project worthy of restoration. The circular flow of the first floor and several interior doors allows for a multitude of room uses. Front to back the first floor is expanded with a high ceilinged "sun parlor" as well as ample storage, charming built-ins and vintage

    Helena Kirschenbaum Studio Realty

    29 Butler Ave, Oak Bluffs, MA 02557
    • /35

      Est $1,428,597 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,076 Sq Ft

      26 Heath Hen Ln, Vineyard Haven, MA 02568

      26 Heath Hen Ln, Vineyard Haven, MA 02568
  • /27

    $1,795,000

    • 3 Beds
    • 2.5 Baths
    • 2,236 Sq Ft

    71 6th St N, Edgartown, MA 02539

    Classic three-bedroom farmhouse offers the perfect blend of island charm and laid-back comfort. Located within walking distance to scenic Sengekontacket Pond, it’s an ideal retreat for nature lovers, kayakers, or anyone looking to enjoy the Vineyard lifestyle. The home features a welcoming front porch and back deck—perfect spaces to relax, dine, or entertain outdoors. Inside, you'll find a warm

    Erin Leighton Compass

    71 6th St N, Edgartown, MA 02539
  • /26

    $1,830,000 Sold Dec 05, 2024

    • 1,862 Sq Ft
    • $983/SF
    • 10 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1960

    82 South Rd, Chilmark, MA 02535

    This charming Chilmark home sits on over 3 acres and features an updated, move-in ready home, expansive outdoor living space with deck, lawn and firepit area, and a six-bedroom septic system for future expansion. The welcoming foyer opens into the dining room, kitchen and a large airy living room with vaulted ceiling and stone fireplace. Beyond the kitchen there are two bedrooms and a shared

    Meg Bodnar Tea Lane Associates

    82 South Rd, Chilmark, MA 02535
    • /28

      Est $991,646 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,387 Sq Ft

      280 State Rd, Vineyard Haven, MA 02568

      280 State Rd, Vineyard Haven, MA 02568
  • /23

    $1,164,000

    • 3 Beds
    • 2 Baths
    • 1,596 Sq Ft

    96 Manchester Ave, Oak Bluffs, MA 02557

    Nestled in a quiet neighborhood less than two miles from the heart of Circuit Avenue, this contemporary cape-style home is ready to welcome you. A charming farmer's porch invites you into a spacious living area with cathedral ceilings and an open-concept design that seamlessly connects the kitchen, dining, and living spaces—perfect for gathering with family and friends.The main level features

    Michele Moore Island Real Estate

    96 Manchester Ave, Oak Bluffs, MA 02557
  • /20

    $1,100,000 Sold Dec 05, 2024

    • 1,200 Sq Ft
    • $917/SF
    • 15 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1986

    4 Mockingbird Dr, Edgartown, MA 02539

    This 3BR, 1 & half BA salt box home in Dodger's Hole has been enjoyed by the same family for thirty years. First floor kitchen, dining and living are open concept with vaulted ceilings over the living and dining room. Also included on the first floor are a nice size bedroom and a half bath with laundry. Upstairs are two more bedrooms and a shared bath. Full unfinished basement. Recent

    Alyson Parker Karen M. Overtoom R.E.

    4 Mockingbird Dr, Edgartown, MA 02539
    • /20

      Est $881,229 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 859 Sq Ft

      13 Andrews Rd, Vineyard Haven, MA 02568

      13 Andrews Rd, Vineyard Haven, MA 02568
  • /18

    $1,195,000

    • 3 Beds
    • 2 Baths
    • 1,469 Sq Ft

    12 Park Ave, Vineyard Haven, MA 02568

    Welcome to this delightful Cape-style home offering easy access to Vineyard Haven shopping and the Island's bike paths. Nestled on just under an acre of land, this inviting residence features three spacious bedrooms and two full bathrooms, providing ample space for year-round living or weekend getaways. Inside, you'll find a warm and welcoming open concept, perfect for both relaxing and

    Sheila Morse Island Real Estate

    12 Park Ave, Vineyard Haven, MA 02568
  • /32

    $1,585,000 Sold Dec 05, 2024

    • 1,949 Sq Ft
    • $813/SF
    • 53 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2016

    42 8th St N, Edgartown, MA 02539

    Located at the end of a quiet street in Edgartown, yet convenient to all down-island amenities and public access to Sengekontacket, stands this custom three-bedroom home. Offering a casual, yet practical layout, complete with a large living area accented with propane fireplace and spacious kitchen with separate dining area. The quality is carried to the exterior, where you can enjoy the lush

    Katie Donahue Sandpiper Realty

    42 8th St N, Edgartown, MA 02539
    • /29

      Est $1,099,724 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,160 Sq Ft

      18 Lagoon Ave, Vineyard Haven, MA 02568

      18 Lagoon Ave, Vineyard Haven, MA 02568
  • /37

    $3,400,000

    • 5 Beds
    • 2 Baths
    • 3,133 Sq Ft

    19 Old Woods Rd, Chilmark, MA 02535

    Nestled in the heart of Chilmark, this 12.5-acre property offers two charming dwellings, each with 3 bedrooms, set in a landscape of privacy and timeless Vineyard character. Built in 1950 and 1963 for American artist, Thomas Hart Benton, the homes were lovingly created as a compound for friends and family to return to year after year. Tucked down a quiet driveway, the two share a special legacy

    Cheri Mason Landvest MV

    19 Old Woods Rd, Chilmark, MA 02535
  • /20

    $1,000,000 Sold Dec 04, 2024

    • 1,701 Sq Ft
    • $588/SF
    • 9 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1989

    16 Hudson Ave, Oak Bluffs, MA 02557

    This three-bedroom, two-bathroom Cape home is nestled in a quiet neighborhood with woodsy areas on two sides. This location offers easy access to walking trails, bike path, Lagoon, Farm Neck Golf Club/ Café, dog park, and downtown Oak Bluffs is just a mile and a half away.The first floor has a kitchen with granite counter tops which is built for efficiency and feeds directly into the

    JoJo Lambert Island Home Realty Inc.

    16 Hudson Ave, Oak Bluffs, MA 02557
    • /27

      Est $2,385,359 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,456 Sq Ft

      80 Bellevue Ave, Vineyard Haven, MA 02568

      80 Bellevue Ave, Vineyard Haven, MA 02568
  • /11

    $7,500,000

    • 5 Beds
    • 4 Baths
    • 4,013 Sq Ft

    315 State Rd, Aquinnah, MA 02535

    This 4.3-acre Menemsha pond front property is a truly special up island property. Located on the Aquinnah / Chilmark town line, the wonderful slopping lawn offers nearly 500 ft of pond frontage and direct expansive views down the center of the pond to Menemsha harbor. The land rises between the 2 houses on the property and the road, to create complete privacy and offers a peaceful and quiet

    Gerrett Conover Landvest MV

    315 State Rd, Aquinnah, MA 02535

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