2,442

Dukes, MA Homes in ZIP Code 02535

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  • /17

    $1,900,000

    • Land
    • 3.30 Acres
    • $575,758 per Acre

    32 Stonewall Rd Unit 2.1, Chilmark, MA 02535

    South shore beachy living in Stonewall Association with private parking and access to a lovely swim and surf beach in a beloved area of Chilmark. There are second floor water views over Squibnocket Point and the Atlantic Ocean. This lot is fully engineered and ready to be built on! Single-family dwelling, plus a detached bedroom and accessory buildings, permitted according to the Chilmark

    Jill Napior Tea Lane Associates

    32 Stonewall Rd Unit 2.1, Chilmark, MA 02535
  • /37

    $1,550,000 Sold Sep 05, 2024

    • 1,900 Sq Ft
    • $816/SF
    • 414 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1978

    2 Rockrose Path, Chilmark, MA 02535

    A great opportunity in Chilmark with a water view out to the Atlantic Ocean. Built and owned by one family for 45 years, this home was sited to embrace the south shore views. The main floor has a light and open living, kitchen, dining room while the second floor has three bedrooms and two full baths. This level has very strong views. There is a walk out ground level with a bedroom, bath, storage

    Jill Napior Tea Lane Associates

    2 Rockrose Path, Chilmark, MA 02535
    • /17

      Est $2,014,187 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 800 Sq Ft

      15 Marsh Rd, Chilmark, MA 02535

      15 Marsh Rd, Chilmark, MA 02535
  • /4

    $1,695,000

    • Land
    • 6 Acres
    • $273,829 per Acre

    19A Locust Ln Unit part of lot 175.1, Aquinnah, MA 02535

    This private 6.19 acres parcel has been approved for sub-division and not yet recorded. Potential to add acreage. Proposed lot lines and designated building envelope. Lovely rolling topography with mature trees. Septic & Well not installed

    Brenda Galligan Karen M. Overtoom R.E.

    19A Locust Ln Unit part of lot 175.1, Aquinnah, MA 02535
  • /23

    $2,000,000 Sold Aug 15, 2024

    • 1,370 Sq Ft
    • $1460/SF
    • 16 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1994

    50 Campbell Rd, Vineyard Haven, MA 02568

    Charming well-built home on lovely parcel of land located in a desirable neighborhood near West Tisbury town center. The two bedroom. two bath house has a large living room with fireplace, eat-in kitchen with a Wolf gas stove, study/home office, large screened porch, charming stone patio, attached greenhouse and full basement. Guest house potential and electrical pad installed. The property is

    Julianna Flanders Flanders Real Estate

    50 Campbell Rd, Vineyard Haven, MA 02568
    • /4

      Est $1,481,667 Not Listed For Sale

      759 State Rd, Aquinnah, MA 02535

      759 State Rd, Aquinnah, MA 02535
  • /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
  • /8

    $929,000 Sold Aug 09, 2024

    • Land
    • 2.76 Acres
    • $336,594 per Acre
    • 4 Days On Market

    7 E Pasture Way, Aquinnah, MA 02535

    In a coveted part of Aquinnah just a few hundred yards from Menemsha Pond, this south facing building site is the perfect canvas for your new custom home. The property is partially cleared to allow you to envision your future home and see the potential for large meadows/pasture as most of the brush is clearable. The private site is ideal for solar and located in an area of high value homes close

    Jim Feiner Feiner Real Estate

    7 E Pasture Way, Aquinnah, MA 02535
    • /63

      Est $7,053,885 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,945 Sq Ft

      394 Lighthouse Rd, Aquinnah, MA 02535

      394 Lighthouse Rd, Aquinnah, MA 02535
  • /35

    $2,495,000

    • 4 Beds
    • 3 Baths
    • 2,968 Sq Ft

    9 Beetlebung Grove Way, Chilmark, MA 02535

    Beautifully sited on 3.4 acres, this distinctive Chilmark home offers a rare blend of privacy, comfort, and expansive living space, ideal for entertaining, both inside and outside. From the welcoming foyer, step into the dramatic vaulted living room, where wood-paneled ceilings, a gas fireplace, and abundant natural light from skylights and picture windows create a warm and inviting atmosphere.

    Stephanie Roache Donnelly + Co.

    9 Beetlebung Grove Way, Chilmark, MA 02535
  • /2

    $60,000 Sold Jul 01, 2025

    • Land
    • 0.00 Acre

    0 North Rd Unit 40 43533, Aquinnah, MA 02535

    Delightful piece of land in Chilmark

    Mark Jenkins Wallace & Co. Sotheby's

    0 North Rd Unit 40 43533, Aquinnah, MA 02535
    • /32

      Est $1,538,289 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,593 Sq Ft

      832 State Rd, Aquinnah, MA 02535

      832 State Rd, Aquinnah, MA 02535
  • /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
  • /2

    $3,772,500 Sold May 29, 2025

    • 3,234 Sq Ft
    • $1167/SF
    • 0 Days On Market
    • 4 Beds
    • 5 Baths
    • Built 1999

    3 Tennis Ln, Chilmark, MA 02535

    Elegantly appointed, this beautifully built home will absolutely delight you. The handsome, open living and dining rooms are anchored by an amazing Chef’s kitchen - large enough to happily accommodate multiple simultaneous cooks; while the dining room's fireplace wall invites family and friends to linger at the dinner table. There is a 1st floor study, a nicely-tucked away powder room and

    Candy DaRosa Feiner Real Estate

    3 Tennis Ln, Chilmark, MA 02535
    • /11

      Est $2,337,637 Not Listed For Sale

      21 Tea Ln, Chilmark, MA 02535

      21 Tea Ln, Chilmark, MA 02535
  • /41

    $2,950,000

    • 4 Beds
    • 3 Baths
    • 2,424 Sq Ft

    19 Old Woods Rd, Chilmark, MA 02535

    Tucked away in the heart of Chilmark, this nearly 3-acre property blends rustic Vineyard charm with unique creative potential. Chilmark was a very special place for the former owner, American artist Thomas Hart Benton, who summered on the Island for 50 years. Professor and Art Historian, Erika Doss, said “the years he spent in Chilmark honed the artistic style and subjects that led to his

    Cheri Mason Landvest MV

    19 Old Woods Rd, Chilmark, MA 02535
  • /2

    $850,000 Sold Dec 13, 2024

    • Land
    • 3.04 Acres
    • $279,605 per Acre
    • 0 Days On Market

    26 Oyster Ln, Chilmark, MA 02535

    Not listed in LINK.

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    26 Oyster Ln, Chilmark, MA 02535
    • /6

      Est $2,516,500 Not Listed For Sale

      • 6 Beds
      • 4 Baths
      • 1,135 Sq Ft

      31 Tower Ln, Chilmark, MA 02535

      31 Tower Ln, Chilmark, MA 02535
  • /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
  • /2

    $2,099,400 Sold Oct 31, 2024

    • 1,836 Sq Ft
    • $1143/SF
    • 0 Days On Market
    • 2 Beds
    • 3 Baths
    • Built 1967

    7 Yardarm Ln, Chilmark, MA 02535

    Not listed in LINK.

    LINK Email Cache LINK

    7 Yardarm Ln, Chilmark, MA 02535
    • /8

      Not Listed For Sale

      99 Cygnet Way, Chilmark, MA 02535

      99 Cygnet Way, Chilmark, MA 02535
  • /11

    $1,250,000

    • Land
    • 6 Acres
    • $219,298 per Acre

    14 Ridge Rd Unit 94, Aquinnah, MA 02535

    Idyllic gently rolling parcel of mixed hardwoods, meadow and stone walls awaits your vision. A large level building envelope has been cleared. A house and an ADU are permitted by right and a barn(subject to town approval) will fit nicely on this secluded parcel with room for a horse to graze and access nearby Land Bank and Sheriffs Meadow conservation land .It is walking distance to Menemsha

    Jim Wallen Feiner Real Estate

    14 Ridge Rd Unit 94, Aquinnah, MA 02535
    • /35

      Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 516 Sq Ft

      1 Old Rd N, Chilmark, MA 02535

      1 Old Rd N, Chilmark, MA 02535
  • /40

    $6,395,000

    • 8 Beds
    • 7 Baths
    • 6,921 Sq Ft

    19BC Locust Ln, Aquinnah, MA 02535

    This beautifully designed and built home is privately sited on 4.02 acres overlooking a pastoral setting with amazing ocean views and bordered by stone walls. There is also an additional 2.02 acre parcel included with purchase. The spacious entry hall steps into a formal living and dining room with oversized windows that take in the amazing North Shore ocean views, tall ceilings, a field stone

    Brenda Galligan Karen M. Overtoom R.E.

    19BC Locust Ln, Aquinnah, MA 02535
    • /22

      Est $2,112,640 Not Listed For Sale

      • Studio
      • 3,150 Sq Ft

      27 Aquinnah Cir, Aquinnah, MA 02535

      27 Aquinnah Cir, Aquinnah, MA 02535
  • /35

    $2,850,000

    • 4 Beds
    • 3 Baths
    • 2,967 Sq Ft

    11 By the Woods, Chilmark, MA 02535

    Dreamlike Chilmark retreat on 4.5+/- acres overlooking the Chilmark Pond & Atlantic Ocean beyond. Uniquely designed with European and medieval history in mind. The House has 3 bedrooms, 3 bathrooms, an atrium dining area, a two-story library, a kitchen, and a pantry/wet bar. Charming garden and plantings surround the home.A must-see to appreciate all the special touches throughout the Main House,

    Julianna Flanders Flanders Real Estate

    11 By the Woods, Chilmark, MA 02535
    • /20

      Est $1,254,510 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 512 Sq Ft

      31 Cross Rip Ln, Chilmark, MA 02535

      31 Cross Rip Ln, Chilmark, MA 02535
  • /63

    $5,975,000

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

    78 Hammett Rd, Chilmark, MA 02535

    Wonderful elevated Chilmark north shore 3.8 acre secure waterfront property with dramatic year round sunset water views to the Gay Head Lighthouse and Elizabeth Islands. The Vineyard Sound expanse enjoys peaceful sailing, fishing and other boating activity to enhance the ocean splendor. The 5 bedroom 3 1/2 bath 4,050 sq ft home is literally in move-in condition. Architect designed and built by

    Robert Kenney Tea Lane Associates

    78 Hammett Rd, Chilmark, MA 02535
    • /14

      Est $2,781,842 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 950 Sq Ft

      23 Oxcart Rd, Aquinnah, MA 02535

      23 Oxcart Rd, Aquinnah, MA 02535
  • /29

    $2,275,000

    • 2 Beds
    • 2 Baths
    • 1,176 Sq Ft

    9 Moshup Trail, Aquinnah, MA 02535

    Spectacular property in Aquinnah, featuring a newly installed and town-approved 6-bedroom septic system, ready to support your vision for expansion and renovation.Located on 4.7 acres filled with rolling meadows and stone walls, this property boasts a truly remarkable barn that was transported from Maine, and rebuilt on the Island. The grandfathered-in barn spans approximately 61' by 45' with

    Patrick McCarthy Grace Hagerty Real Estate Inc

    9 Moshup Trail, Aquinnah, MA 02535
    • /2

      Est $3,471,743 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 3,000 Sq Ft

      43 Moshup Trail, Aquinnah, MA 02535

      43 Moshup Trail, Aquinnah, MA 02535
  • /45

    $19,500,000

    • 7 Beds
    • 6 Baths
    • 3,344 Sq Ft

    104 & 111 Old Herring Creek Rd, West Tisbury, MA 02535

    This beautiful 2-parcel compound totals 9.5-acre of land and 600 feet of private Vineyard Sound beach. There is a renovated 4-bedroom beach cottage on one of the parcels which includes all modern amenities and offers spectacular views from almost every room. The second parcel has an older 3-bedroom home located high on a ridge. Both parcels offer wonderful walking paths to the sandy beach below.

    Thomas Leclair Landvest MV

    104 & 111 Old Herring Creek Rd, West Tisbury, MA 02535
    • /27

      Est $6,082,243 Not Listed For Sale

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

      11 Azalea Ln, Chilmark, MA 02535

      11 Azalea Ln, Chilmark, MA 02535
  • /23

    $6,000,000

    • 3 Beds
    • 2 Baths
    • 2,710 Sq Ft

    35 S Bowl Rd, Chilmark, MA 02535

    This exceptionally elegant and tranquil home in Seven Gates Farm combines contemporary architectural design with timeless high-end features for Vineyard casual, nature-inspired living. Extraordinary and rare, this move-in ready three-bedroom home with six-bedroom septic system sits on an oversized 5.3-acre parcel in Chilmark. This thoughtful layout has an easy flow, soothing tones with cypress

    Meg Bodnar Tea Lane Associates

    35 S Bowl Rd, Chilmark, MA 02535
    • /27

      Est $4,077,053 Not Listed For Sale

      • 4 Beds
      • 5 Baths
      • 3,800 Sq Ft

      34 Old Farm Rd, Chilmark, MA 02535

      34 Old Farm Rd, Chilmark, MA 02535
  • /39

    $1,669,000

    • 3 Beds
    • 4 Baths
    • 2,308 Sq Ft

    453 Lighthouse Rd, Aquinnah, MA 02535

    Aquinnah Retreat set on a private 1.1-acre lot! This beautiful single-family home was lovingly built and cared for by one family, offering peaceful surroundings and ocean views. Now move-in ready, it's the perfect place for new owners to relax and make it their own. The wrap-around deck provides a scenic spot to enjoy the coastal air. Inside, the kitchen and dining area are filled with natural

    We Close Deals Team Lamacchia Realty, Inc.

    453 Lighthouse Rd, Aquinnah, MA 02535
    • /26

      Est $4,023,032 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,388 Sq Ft

      61 Moshup Trail, Aquinnah, MA 02535

      61 Moshup Trail, Aquinnah, MA 02535
  • /52

    $12,500,000

    • 5 Beds
    • 4 Baths
    • 3,700 Sq Ft

    18 Spruce Gate Rd, Chilmark, MA 02535

    Welcome to an extraordinary ocean view coastal sanctuary set within the exclusive gates of Squibnocket Farm—a 450+ acre private community with access to over 2 miles of oceanfront, 1.5 miles of pond frontage, and 300+ acres of conservation land. Set on a peaceful, pastoral landscape abutting 17 acres of preserved land, this stately home was designed and built by Soikkeli & Company, one of the

    Alyssa Halisky Wallace & Co. Sotheby's

    18 Spruce Gate Rd, Chilmark, MA 02535
    • /30

      Est $3,352,264 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,214 Sq Ft

      13 Oxcart Rd, Aquinnah, MA 02535

      13 Oxcart Rd, Aquinnah, MA 02535
  • /13

    $2,950,000

    • 1 Bed
    • 1 Bath
    • 726 Sq Ft

    18 Allen Farm Rd, Chilmark, MA 02535

    Located in the agricultural heartland of Chilmark one mile from Lucy Vincent Beach this private 2.36 acre property has a charming 1 + bedroom cottage with screened porch, brick patio and outside shower. There is a large building zone located between the eighty and one hundred foot contour with exciting architectural options, especially for solar designs. The cottage is offered fully furnished,

    Patty Kendall Kendall & Kendall

    18 Allen Farm Rd, Chilmark, MA 02535

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