20,059

Dukes County, MA Homes

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  • /28

    $2,495,000

    • 4 Beds
    • 3 Baths
    • 2,600 Sq Ft

    268 Tashmoo Ave, Vineyard Haven, MA 02568

    Welcome to this meticulously maintained home which features an attractive open kitchen with an island that seats four. The kitchen has a wall of built in appliances and a walk-in pantry for ease of cooking. The kitchen flows into the open dining area and lounge area with a wall of sliding glass doors that lead to the large outdoor entertaining area which features a lounge area and two eating

    Michele Casavant Vineyard Village Realty

    268 Tashmoo Ave, Vineyard Haven, MA 02568
  • /4

    $1,800,000 Sold Dec 02, 2025

    16 Schoolhouse Rd, Edgartown, MA 02539

    • 4 Beds
    • 2 Baths
    • 1,750 Sq Ft
    • Built 1999

    Last Sold Summary

    • 8% Below List Price
    • $1,029/SF
    • 144 Days On Market

    Last Listing Agent Lesley Heidt Sandpiper Realty Inc

    16 Schoolhouse Rd, Edgartown, MA 02539
    • /16

      Est $1,211,244 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,408 Sq Ft

      35 Skiffs Ln, Vineyard Haven, MA 02568

      35 Skiffs Ln, Vineyard Haven, MA 02568
  • /65

    $2,690,000

    • 6 Beds
    • 4 Baths
    • 2,618 Sq Ft

    55 Old House Way, West Tisbury, MA 02575

    Lambert’s Cove/West Tisbury- custom-built contemporary farmhouse style. 4 bedrooms & 3 bathrooms in Main & 2 bedrooms & 1 bath Guest Cottage on 3 acres in a private neighborhood. Enter Main house from the covered porch -matching custom arch doors lead you to either the mudroom/laundry room-kitchen entry, or the living room. The kitchen has Mexican tiled floor & granite counters with

    Leslie Graham Anchor Realty of Martha's Vineyard

    55 Old House Way, West Tisbury, MA 02575
  • /2

    $1,260,000 Sold Jan 15, 2025

    23 Pine Tree Ln, Vineyard Haven, MA 02568

    • 3 Beds
    • 1 Bath
    • 1,232 Sq Ft
    • Built 1971

    Last Sold Summary

    • $1,023/SF
    • 0 Days On Market

    Current Estimated Value $1,386,004

    Last Listing Agent LINK Email Cache LINK

    23 Pine Tree Ln, Vineyard Haven, MA 02568
    • /37

      Est $1,213,650 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,316 Sq Ft

      43 Skiffs Ln, Vineyard Haven, MA 02568

      43 Skiffs Ln, Vineyard Haven, MA 02568
  • /4

    $474,000

    • Land
    • 0.55 Acre
    • $861,818 per Acre

    11 Boylston Dr Unit 1.314, Edgartown, MA 02539

    A picturesque half-acre lot in the desirable Edgartown neighborhood, perfect for building your Martha's Vineyard home. Bordered by more than 175 acres of pristine conservation land, this property offers peaceful surroundings with easy access to the island’s top attractions, including stunning beaches, scenic trails, vast state forests, and public transportation. In accordance with recent

    Alyssa Halisky Wallace & Co. Sotheby's

    11 Boylston Dr Unit 1.314, Edgartown, MA 02539
  • /2

    $1,306,000 Sold Jan 17, 2025

    25 Simpson Ave, Oak Bluffs, MA 02557

    • 3 Beds
    • 2 Baths
    • 1,151 Sq Ft
    • Built 1997

    Last Sold Summary

    • $1,135/SF
    • 0 Days On Market

    Current Estimated Value $1,363,771

    Last Listing Agent LINK Email Cache LINK

    25 Simpson Ave, Oak Bluffs, MA 02557
    • /26

      Est $4,921,862 Not Listed For Sale

      • 8 Beds
      • 4 Baths
      • 4,800 Sq Ft

      48 Forest Rd, Vineyard Haven, MA 02568

      48 Forest Rd, Vineyard Haven, MA 02568
  • /49

    $6,490,000 Pending

    • 6 Beds
    • 8 Baths
    • 5,660 Sq Ft

    60 Meetinghouse Rd, Chilmark, MA 02535

    This spectacular and bright modern american farmhouse is perfectly sited to capture the varied scenic beauty that surrounds the farm. Built in 2021 with great attention to detail and materials, this home was created around gatherings and community with ample space for the extended family. The land has been lovingly curated into a place which can grow, generate and support those who want to have

    Jim Feiner Feiner Real Estate

    60 Meetinghouse Rd, Chilmark, MA 02535
  • /2

    $350,000 Sold Dec 30, 2024

    7A Dike Bridge, Edgartown, MA 02539

    • Land
    • 3.02 Acres
    • $115,894 per Acre

    Last Sold Summary

    • 0 Days On Market

    Last Listing Agent LINK Email Cache LINK

    7A Dike Bridge, Edgartown, MA 02539
    • /26

      Est $1,634,333 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 1,968 Sq Ft

      33 Hidden Village Rd, Vineyard Haven, MA 02568

      33 Hidden Village Rd, Vineyard Haven, MA 02568
  • /42

    $3,990,000

    • 3 Beds
    • 6 Baths
    • 3,171 Sq Ft

    15 Old Farm Rd, Chilmark, MA 02535

    CHILMARK BLISS – Refined Retreat | 15 Old Farm Road. Set on 3+ acres of manicured grounds, this 2020 Peter Breese–redesigned home blends elegance and tranquility. A serene pond, stream, and custom hardscape set the tone. Inside, a dramatic open kitchen/living area boasts high-end appliances, stone countertops, and a striking fireplace, with a pantry leading to a screened porch. The main-level

    Tina Miller Donnelly + Co.

    15 Old Farm Rd, Chilmark, MA 02535
  • /17

    $970,000 Sold Dec 08, 2025

    6 Sachem Way, Oak Bluffs, MA 02557

    • 3 Beds
    • 1 Bath
    • 1,546 Sq Ft
    • Built 1974

    Last Sold Summary

    • 8% Above List Price
    • $627/SF
    • 57 Days On Market

    Last Listing Agent Alyssa Halisky Wallace & Co. Sotheby's International Realty

    6 Sachem Way, Oak Bluffs, MA 02557
    • /30

      Est $2,569,261 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,540 Sq Ft

      41 Hidden Village Rd, Vineyard Haven, MA 02568

      41 Hidden Village Rd, Vineyard Haven, MA 02568
  • /37

    $1,499,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,232 Sq Ft

    25 Boylston Dr, Edgartown, MA 02539

    CUSTOM BUILT EXPANDED CAPE IN A QUIET EDGARTOWN NEIGHBORHOOD. Set on 1⁄2 acre, this pristine and meticulously maintained home has quality features throughout, including beautiful wide pine floors and top-quality appliances. Enter into this charming home to the first-floor open living space that includes a living room, dining area both with custom built-ins and a large kitchen with premium quartz

    Patricia Lyman Compass

    25 Boylston Dr, Edgartown, MA 02539
  • /44

    $8,178,500 Sold Oct 27, 2025

    94 Menemsha Inn Rd, Chilmark, MA 02535

    • 6 Beds
    • 4.5 Baths
    • 4,104 Sq Ft
    • Built 2001

    Last Sold Summary

    • 3% Below List Price
    • $1,993/SF
    • 38 Days On Market

    Last Listing Agent Julianna Flanders Flanders Real Estate

    94 Menemsha Inn Rd, Chilmark, MA 02535
    • /30

      Est $1,465,527 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,560 Sq Ft

      12 Lily Farm Rd, Vineyard Haven, MA 02568

      12 Lily Farm Rd, Vineyard Haven, MA 02568
  • /42

    $3,299,000

    • 3 Beds
    • 3.5 Baths
    • 3,082 Sq Ft

    53 Stoney Hill Rd, Vineyard Haven, MA 02568

    This custom-built residence is nestled in one of Martha’s Vineyard’s most coveted up-island towns. At the heart of the home lies a professionally designed chef’s kitchen, featuring bespoke cabinetry, honed Carrara marble countertops, Wolf stove and wall oven, Sub-Zero refrigerator, Miele dishwasher, Kohler farmhouse sink, and Rohl satin nickel gooseneck faucet. A custom bar is appointed with

    Jennifer B. DaSilva Compass

    53 Stoney Hill Rd, Vineyard Haven, MA 02568
  • /20

    $975,000 Sold Sep 30, 2025

    32 Beach Rd, Oak Bluffs, MA 02557

    • 3 Beds
    • 2 Baths
    • 836 Sq Ft
    • Built 1920

    Last Sold Summary

    • 7% Below List Price
    • $1,166/SF
    • 29 Days On Market

    Last Listing Agent Bonnie Pierce Wallace & Co. Sotheby's International Realty

    32 Beach Rd, Oak Bluffs, MA 02557
    • /25

      Est $5,846,817 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,921 Sq Ft

      135 Capawock Rd, Vineyard Haven, MA 02568

      135 Capawock Rd, Vineyard Haven, MA 02568
  • /45

    $6,395,000

    • 6 Beds
    • 5.5 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
  • /34

    $2,475,000 Sold Sep 05, 2025

    31 N Slope Ln, Chilmark, MA 02535

    • 4 Beds
    • 3.5 Baths
    • 2,300 Sq Ft
    • Built 1983

    Last Sold Summary

    • 15% Below List Price
    • $1,076/SF
    • 117 Days On Market

    Current Estimated Value $2,543,751

    Last Listing Agent Bill Rossi Studio Realty

    31 N Slope Ln, Chilmark, MA 02535
    • /40

      Not Listed For Sale

      • 6 Beds
      • 5.5 Baths
      • 2,520 Sq Ft

      136 Naushon Rd, Vineyard Haven, MA 02568

      136 Naushon Rd, Vineyard Haven, MA 02568
  • /21

    $1,950,000

    • 3 Beds
    • 2 Baths
    • 2,237 Sq Ft

    10 Duende Ln, Edgartown, MA 02539

    Experience the quintessential Martha's Vineyard lifestyle at this charming residence perfectly nestled in a private yet convenient Katama location. This inviting 3-bedroom plus loft, 2-bathroom home is situated on a .52-acre lot, providing ample privacy and outdoor enjoyment. Step inside the light-filled interior featuring multiple windows and skylights that invite the sunshine in. Convenience is

    Idalyn Macchia Gilstad Wallace & Co. Sotheby's

    10 Duende Ln, Edgartown, MA 02539
  • /51

    $4,850,000 Sold Dec 05, 2025

    49 Gosnold's Way, Chilmark, MA 02535

    • 5 Beds
    • 3.5 Baths
    • 4,044 Sq Ft
    • Built 2003

    Last Sold Summary

    • 8% Below List Price
    • $1,199/SF
    • 115 Days On Market

    Last Listing Agent Meg Bodnar Tea Lane Associates

    49 Gosnold's Way, Chilmark, MA 02535
    • /2

      Est $2,493,920 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,396 Sq Ft

      84 Cuttyhunk Ave, Vineyard Haven, MA 02568

      84 Cuttyhunk Ave, Vineyard Haven, MA 02568
  • /26

    $875,000

    • 2 Beds
    • 1 Bath
    • 861 Sq Ft

    24 School St, Oak Bluffs, MA 02557

    An unbeatable location ~ just a short distance to the harbor, beaches, ferry ports, the public library, and all the vibrant attractions of Oak Bluffs. This 2-bedroom, 1-bathroom ranch-style home is sited on a 10,454 sf level lot with a detached garage/shed. The property offers one-floor living, a convenient location, and great potential. The main living area includes an open living and dining

    Stephanie Roache Donnelly + Co.

    24 School St, Oak Bluffs, MA 02557
  • /2

    $2,600,000 Sold Jan 21, 2025

    32 Harbor View Ln, Vineyard Haven, MA 02568

    • 3 Beds
    • 2.5 Baths
    • 3,244 Sq Ft
    • Built 1999

    Last Sold Summary

    • $801/SF
    • 0 Days On Market

    Current Estimated Value $2,974,503

    Last Listing Agent LINK Email Cache LINK

    32 Harbor View Ln, Vineyard Haven, MA 02568
    • /24

      Est $930,542 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,016 Sq Ft

      19 Speed Andrews Way, Vineyard Haven, MA 02568

      19 Speed Andrews Way, Vineyard Haven, MA 02568
  • /20

    $1,650,000

    • 2 Beds
    • 1 Bath
    • 716 Sq Ft

    46 Tiercel Ln, Chilmark, MA 02535

    Nestled on a serene 3.32-acre parcel between North Road and Tabor House in Chilmark, this property blends privacy, charm, and great potential. A sweet 2 bedroom guest house—beautifully maintained and offering excellent rental income—sits amid rolling stone walls and mature trees, creating a peaceful woodland setting.Recent updates include a new roof, siding, and HVAC system, ensuring

    Stacy Ickes Donnelly + Co

    46 Tiercel Ln, Chilmark, MA 02535
  • /22

    $2,899,000 Sold Oct 01, 2025

    78 Winemack St, Oak Bluffs, MA 02557

    • 4 Beds
    • 2 Baths
    • 1,889 Sq Ft
    • Built 1956

    Last Sold Summary

    • $1,535/SF
    • 0 Days On Market

    Last Listing Agent Susan Austin Austin R.E. Properties of MV

    78 Winemack St, Oak Bluffs, MA 02557
    • /54

      Est $5,356,762 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,470 Sq Ft

      14 E Sound Ln, Vineyard Haven, MA 02568

      14 E Sound Ln, Vineyard Haven, MA 02568
  • /10

    $619,000

    • Land
    • 0.61 Acre
    • $1,014,754 per Acre

    0 Red Buoy Ln Unit Lot 147 32500278, Tisbury, MA 02568

    Vacant Land - NO LIMIT on bedroom count! You just have to meet setbacks. Once you build your dream home, you will able to explore nature just steps away. Nearby there are two Lagoon access points for kayaking and swimming, as well as walking trails within the Martha's Vineyard Land Bank and Sheriff's Meadow properties. Enjoy the peace of a rural setting, yet remain conveniently close to the ferry

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

    0 Red Buoy Ln Unit Lot 147 32500278, Tisbury, MA 02568
  • /138

    $4,800,000 Sold Sep 24, 2025

    264 Katama Rd, Edgartown, MA 02539

    • 4 Beds
    • 4.5 Baths
    • 4,167 Sq Ft
    • Built 2020

    Last Sold Summary

    • 3% Below List Price
    • $1,152/SF
    • 50 Days On Market

    Last Listing Agent Alisan Lohan-Conway Alisan Lohan-Conway Properties

    264 Katama Rd, Edgartown, MA 02539
    • /35

      Est $1,976,417 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 1,907 Sq Ft

      83 William Norton Rd, Vineyard Haven, MA 02568

      83 William Norton Rd, Vineyard Haven, MA 02568
  • /26

    $8,500,000

    • 4 Beds
    • 6 Baths
    • 3,497 Sq Ft

    24 Katama Bay View Rd, Edgartown, MA 02539

    This classic New England waterview home is a true masterpiece of modern living. Nestled on a spacious and meticulously landscaped lot in Katama, this property offers the perfect blend of elegance, comfort, and convenience. The main house features three spacious and beautifully appointed bedrooms, each designed for relaxation and comfort. From the primary suite to the guest bedrooms, every room

    Tom Wallace Wallace & Co. Sotheby's International Realty

    24 Katama Bay View Rd, Edgartown, MA 02539
  • /18

    $1,200,000 Sold May 19, 2025

    193 Franklin Terrace, Vineyard Haven, MA 02568

    • 3 Beds
    • 2 Baths
    • 2,080 Sq Ft
    • Built 1972

    Last Sold Summary

    • 11% Below List Price
    • $577/SF
    • 590 Days On Market

    Current Estimated Value $1,202,308

    Last Listing Agent Claire Callagy Compass

    193 Franklin Terrace, Vineyard Haven, MA 02568
    • /41

      Est $1,899,190 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,044 Sq Ft

      93 Hvoslef Way, Vineyard Haven, MA 02568

      93 Hvoslef Way, Vineyard Haven, MA 02568
  • /39

    $2,600,000

    • 3 Beds
    • 4 Baths
    • 2,300 Sq Ft

    229 Oak Ln, West Tisbury, MA 02575

    A hidden gem in West Tisbury! Beautifully manicured, fenced in 2.2 - acre parcel with 100% privacy, and 84 evergreen trees. This modern, contemporary well maintained home is 3-bedroom, 3 bath with two levels of living and a partially finished basement. The first floor is a sunlight filled, open kitchen and dinning room, with hardwood floors throughout. There are multiple decks leading out to a

    Doug Burke Cronigs Real Estate

    229 Oak Ln, West Tisbury, MA 02575

Showing Results 521 - 560, Page 14 of 18

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