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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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