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Recently Sold Chilmark, MA Homes

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  • 94 Menemsha Inn Rd, Chilmark, MA 02535
    94 Menemsha Inn Rd, Chilmark, MA 02535
    94 Menemsha Inn Rd, Chilmark, MA 02535
    /44

    $8,178,500 Sold Oct 27, 2025

    • 4,104 Sq Ft
    • $1,993/SF
    • 38 Days On Market
    • 6 Beds
    • 4.5 Baths
    • Built 2001

    94 Menemsha Inn Rd, Chilmark, MA 02535

    Walk to a private beach and enjoy the beautifully manicured gardens and landscape of this well-loved and privately situated home! Custom designed with a charming Vineyard feel and tasteful interior design. Water view from a gourmet kitchen and formal dining area. Large open living room and spacious bedrooms. Large deck with exceptional views of the North shore and Elizabeth Island's A large

    Julianna Flanders Flanders Real Estate

    94 Menemsha Inn Rd, Chilmark, MA 02535
  • 9 Beetlebung Grove Way, Chilmark, MA 02535
    9 Beetlebung Grove Way, Chilmark, MA 02535
    9 Beetlebung Grove Way, Chilmark, MA 02535
    /39

    $2,225,000 Sold Oct 24, 2025

    • 2,968 Sq Ft
    • $750/SF
    • 98 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1994

    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
  • 25 Plum Bush Point Rd Unit 6, West Tisbury, MA 02568
    25 Plum Bush Point Rd Unit 6, West Tisbury, MA 02568
    25 Plum Bush Point Rd Unit 6, West Tisbury, MA 02568
    /12

    $1,250,000 Sold Oct 23, 2025

    • Land
    • 4.12 Acres
    • $303,398 per Acre
    • 127 Days On Market

    25 Plum Bush Point Rd Unit 6, West Tisbury, MA 02568

    This beautiful wooded 4.12 acre parcel of land is peaceful, serene and ready to build. The well is installed, boundaries staked, perc test approved for a five-bedroom home and a septic plan designed. This is an opportunity to realize your vision and build a home that reflects your lifestyle. The large, flat building envelope offers many siting possibilities and, should you choose, the property is

    Abby Rabinovitz Tea Lane Associates

    25 Plum Bush Point Rd Unit 6, West Tisbury, MA 02568
  • 37 Vineyard Meadow Farms Rd, West Tisbury, MA 02568
    37 Vineyard Meadow Farms Rd, West Tisbury, MA 02568
    /2

    $1,700,000 Sold Oct 20, 2025

    • 1,803 Sq Ft
    • $943/SF
    • 0 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1982

    37 Vineyard Meadow Farms Rd, West Tisbury, MA 02568

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    37 Vineyard Meadow Farms Rd, West Tisbury, MA 02568
  • 49 Cobbs Hill Rd Unit 24.3, Chilmark, MA 02535
    49 Cobbs Hill Rd Unit 24.3, Chilmark, MA 02535
    49 Cobbs Hill Rd Unit 24.3, Chilmark, MA 02535
    /9

    $1,500,000 Sold Oct 20, 2025

    • Land
    • 3.9 Acres
    • $384,615 per Acre

    49 Cobbs Hill Rd Unit 24.3, Chilmark, MA 02535

    3.9-acre parcel in a very distinguished Chilmark neighborhood. The property comes with deeded access to Tisbury Great Pond via the boat landing just 1/3 of a mile away. From there the Atlantic Ocean is just a boat ride away.

    Mark Jenkins Wallace & Co. Sotheby's

    49 Cobbs Hill Rd Unit 24.3, Chilmark, MA 02535
  • 0 Quansoo Beach Lot Unit 50 43710, Chilmark, MA 02535
    0 Quansoo Beach Lot Unit 50 43710, Chilmark, MA 02535
    0 Quansoo Beach Lot Unit 50 43710, Chilmark, MA 02535
    /16

    $475,000 Sold Oct 20, 2025

    • Land
    • 0 Acre
    • 11 Days On Market

    0 Quansoo Beach Lot Unit 50 43710, Chilmark, MA 02535

    Spectacular beach lot at Quansoo. This is the ultimate amenity. Ownership provides access to one of the most stunning beaches on the entire eastern seaboard. On one side is the majestic Atlantic Ocean and on the other the calm waters of Tisbury Great Pond where kids can catch crabs and play safely as you watch. Skip the lines and crowds at other beaches - come and go as you please for sun, sand,

    Mark Jenkins Wallace & Co. Sotheby's

    0 Quansoo Beach Lot Unit 50 43710, Chilmark, MA 02535
  • 32 MacHipscat Trail, Vineyard Haven, MA 02568
    32 MacHipscat Trail, Vineyard Haven, MA 02568
    32 MacHipscat Trail, Vineyard Haven, MA 02568
    /19

    $1,330,000 Sold Oct 17, 2025

    • 1,404 Sq Ft
    • $947/SF
    • 112 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1983

    32 MacHipscat Trail, Vineyard Haven, MA 02568

    This Cape Style home privately sited on 1.89 acres at the end of a cul-de-sac abutting conservation land with many walking trails. Nice features include spacious living spaces that include a well equipped kitchen with custom cherry cabinets, dining room, living room with fireplace, wood stove and french doors that lead you out to a private patio and backyard. Second floor offers two guest

    Brenda Galligan Karen M. Overtoom R.E.

    32 MacHipscat Trail, Vineyard Haven, MA 02568
  • 251 State Rd, Vineyard Haven, MA 02568
    251 State Rd, Vineyard Haven, MA 02568
    251 State Rd, Vineyard Haven, MA 02568
    /30

    $1,550,000 Sold Oct 16, 2025

    • 1,986 Sq Ft
    • $780/SF
    • 114 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1986

    251 State Rd, Vineyard Haven, MA 02568

    This private and pastoral year-round home with fine craftsmanship and loads of character is a classic up-island refuge, yet in a location that is central on the island and convenient to town. Abutting Land Bank property, the charming home features an open living and dining room with wide plank floors and beams flowing into the kitchen, all surrounding a central brick fireplace. An expansive

    Meg Bodnar Tea Lane Associates

    251 State Rd, Vineyard Haven, MA 02568
  • 25 Osprey Ln, Chilmark, MA 02535
    25 Osprey Ln, Chilmark, MA 02535
    25 Osprey Ln, Chilmark, MA 02535
    /37

    $7,289,000 Sold Oct 15, 2025

    • 3,777 Sq Ft
    • $1,930/SF
    • 77 Days On Market
    • 4 Beds
    • 5 Baths
    • Built 1988

    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
  • 24 Alex Way, Vineyard Haven, MA 02568
    24 Alex Way, Vineyard Haven, MA 02568
    24 Alex Way, Vineyard Haven, MA 02568
    /34

    $2,175,000 Sold Oct 10, 2025

    • 2,879 Sq Ft
    • $755/SF
    • 89 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1985

    24 Alex Way, Vineyard Haven, MA 02568

    24 Alex Way is an opportunity to embrace the extraordinary Elias and Langmuir legacy which dramatically changed a 140 acre rural West Tisbury landscape in 1972 into the Nat's Farm community of 26 home sites. The home overlooks the 56 acres that Nat's Farm donated to Sheriff's Meadow Foundation and the incomparable Misty Meadows Equine Learning Center and homes along Elias Lane. Jane Langmuir,

    Elissa Lash Tea Lane Associates

    24 Alex Way, Vineyard Haven, MA 02568
  • 25 N Vine Ln Unit 70.3, West Tisbury, MA 02568
    25 N Vine Ln Unit 70.3, West Tisbury, MA 02568
    25 N Vine Ln Unit 70.3, West Tisbury, MA 02568
    /9

    $900,000 Sold Oct 10, 2025

    • Land
    • 3.73 Acres
    • $241,287 per Acre
    • 462 Days On Market

    25 N Vine Ln Unit 70.3, West Tisbury, MA 02568

    Resident's of West Tisbury have access to Lambert's Cove Beach by right. Exceptional opportunity in West Tisbury! This 3.73-acre parcel offers peace and privacy on a quiet dead-end road, moments from Sepiessa, Tiah’s Cove, and Long Point. This property is a blank canvas for your MV Dream Home — Possibilities include Main House, Barn, Garage, and possibly more with proper permits. Pool and Pool

    Janna O'Loughlin Portfolio Real Estate, Inc.

    25 N Vine Ln Unit 70.3, West Tisbury, MA 02568
  • 25 N Vine Ln, West Tisbury, MA 02568
    25 N Vine Ln, West Tisbury, MA 02568
    25 N Vine Ln, West Tisbury, MA 02568
    /12

    $900,000 Sold Oct 10, 2025

    • Land
    • 3.83 Acres
    • $234,987 per Acre
    • 458 Days On Market

    25 N Vine Ln, West Tisbury, MA 02568

    Exceptional opportunity in West Tisbury! This 3.73-acre parcel offers peace and privacy on a quiet dead-end road, moments from Sepiessa, Tiah's Cove, and Long Point beaches. This property is a blank canvas for your MV Dream Home -- Possibilities include Main House, Guest House, Barn, Garage, and more with proper permits. Pool/Pool House possible by special permit. Electric, phone, and cable on

    Janna O'Loughlin Portfolio Properties

    25 N Vine Ln, West Tisbury, MA 02568
  • 51 Skiffs Ln, Vineyard Haven, MA 02568
    51 Skiffs Ln, Vineyard Haven, MA 02568
    51 Skiffs Ln, Vineyard Haven, MA 02568
    /45

    $1,700,000 Sold Oct 08, 2025

    • 3,213 Sq Ft
    • $529/SF
    • 52 Days On Market
    • 7 Beds
    • 4.5 Baths
    • Built 1979

    51 Skiffs Ln, Vineyard Haven, MA 02568

    Roomy, 5 bedroom, 3.5 bath home warmed by walls of knotty pine and sited on a 3-acre parcel with nicely cleared areas around the house bringing in the sunlight and enticing you outside for games, gardening and relaxation on the expansive deck. There is a wood-burning brick fireplace in the living room to gather around on chilly nights - and a full, dry basement great for kids games on rainy days

    Candy DaRosa Feiner Real Estate

    51 Skiffs Ln, Vineyard Haven, MA 02568
  • 10 Mollys Way, Chilmark, MA 02535
    10 Mollys Way, Chilmark, MA 02535
    10 Mollys Way, Chilmark, MA 02535
    /28

    $2,550,000 Sold Oct 02, 2025

    • 1,524 Sq Ft
    • $1,673/SF
    • 130 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1926

    10 Mollys Way, Chilmark, MA 02535

    The Salt Shack merges historic preservation with modern updates in Menemsha. Designed by husband-and-wife luxury boutique design firm, Morgan Studio, the renovation of this 100-year-old ocean view cottage preserves its charm and historical integrity while incorporating contemporary design elements to enhance both comfort and aesthetics. Nestled behind Menemsha Pond, the cottage boasts a prime

    Peyton Wallace Studio Realty

    10 Mollys Way, Chilmark, MA 02535
  • 179 Tisbury Ln E, West Tisbury, MA 02575
    179 Tisbury Ln E, West Tisbury, MA 02575
    179 Tisbury Ln E, West Tisbury, MA 02575
    /30

    $3,375,000 Sold Sep 26, 2025

    • 2,813 Sq Ft
    • $1,200/SF
    • 73 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1982

    179 Tisbury Ln E, West Tisbury, MA 02575

    Seven Gates Farm: This warm and convivial home in one of the island’s most desirable communities is less than 1/10th of a mile to the private association beach. The house was designed to accentuate indoor-outdoor living; there is generous decking for morning or afternoon sun, and a screened porch which is the perfect place to enjoy shade and breeze after a day spent at one of the nearby beaches.

    Mark Jenkins Wallace & Co. Sotheby's

    179 Tisbury Ln E, West Tisbury, MA 02575
  • 190 Longview Rd, Vineyard Haven, MA 02568
    190 Longview Rd, Vineyard Haven, MA 02568
    190 Longview Rd, Vineyard Haven, MA 02568
    /23

    $1,500,000 Sold Sep 25, 2025

    • 1,400 Sq Ft
    • $1,071/SF
    • 43 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1995

    190 Longview Rd, Vineyard Haven, MA 02568

    Welcome to 190 Longview Road in the lovely Longview Association. **This FULLY FURNISHED home is just minutes away from the iconic and sought-after Lambert's Cove Beach to which access is granted by right of ownership here. This home is located on a hilltop with dappled sunlight and cooling breezes on a warm summer day. A minisplit in the main living area combined with ceiling fan keeps the living

    Kathleen Kendrick Kendrick Real Estate

    190 Longview Rd, Vineyard Haven, MA 02568
  • 32 Stonewall Rd Unit 2.1, Chilmark, MA 02535
    32 Stonewall Rd Unit 2.1, Chilmark, MA 02535
    32 Stonewall Rd Unit 2.1, Chilmark, MA 02535
    /17

    $1,790,000 Sold Sep 23, 2025

    • Land
    • 3.3 Acres
    • $542,424 per Acre
    • 77 Days On Market

    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
  • 140 Pond Rd, Vineyard Haven, MA 02568
    140 Pond Rd, Vineyard Haven, MA 02568
    140 Pond Rd, Vineyard Haven, MA 02568
    /46

    $3,120,000 Sold Sep 16, 2025

    • 3,669 Sq Ft
    • $850/SF
    • 84 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1993

    140 Pond Rd, Vineyard Haven, MA 02568

    Welcome to this beautifully updated and privately situated home in one of West Tisbury’s most desirable associations. Residents enjoy exclusive access to tennis courts, walking trails, horse pastures and Tisbury Great Pond. Designed for both comfort and luxury, this spacious 4+ bedroom, 3 bathroom property is ideal as a year-round residence or upscale vacation retreat.The first floor

    Jon Hartzband Martha's Vineyard Island-Wide Realty

    140 Pond Rd, Vineyard Haven, MA 02568
  • 420 Lamberts Cove Rd, Vineyard Haven, MA 02568
    420 Lamberts Cove Rd, Vineyard Haven, MA 02568
    420 Lamberts Cove Rd, Vineyard Haven, MA 02568
    /18

    $4,250,000 Sold Sep 09, 2025

    • 4,125 Sq Ft
    • $1,030/SF
    • 21 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1900

    420 Lamberts Cove Rd, Vineyard Haven, MA 02568

    Charming West Tisbury Estate with Waterfront on Seth's Pond. This stunning property offers the perfect blend of vintage charm and modern convenience, set against the tranquil backdrop of Seth's Pond. Featuring a main house, guest house, boathouse, and barn/workshop, this property provides a rare opportunity for both relaxation and recreation. The main house, a well maintained farmhouse dating

    Alyssa Halisky Wallace & Co. Sotheby's International Realty

    420 Lamberts Cove Rd, Vineyard Haven, MA 02568
  • 234 Vineyard Meadow Farms Rd, West Tisbury, MA 02568
    234 Vineyard Meadow Farms Rd, West Tisbury, MA 02568
    234 Vineyard Meadow Farms Rd, West Tisbury, MA 02568
    /38

    $1,850,000 Sold Sep 09, 2025

    • 1,918 Sq Ft
    • $965/SF
    • 60 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1988

    234 Vineyard Meadow Farms Rd, West Tisbury, MA 02568

    LONG POINT BEACH RETREAT. Privately set on a spacious 1.4-acre parcel in the highly coveted Long Point area of West Tisbury, this beautifully renovated beach house offers the ultimate Vineyard escape. Move-in ready and being sold turnkey, it combines style, comfort, and convenience in an unbeatable location. The sun-filled living room with a cathedral ceiling and gas fireplace, and dining area

    Stephanie Roache Donnelly + Co.

    234 Vineyard Meadow Farms Rd, West Tisbury, MA 02568
  • 31 N Slope Ln, Chilmark, MA 02535
    31 N Slope Ln, Chilmark, MA 02535
    31 N Slope Ln, Chilmark, MA 02535
    /34

    $2,475,000 Sold Sep 05, 2025

    • 2,300 Sq Ft
    • $1,076/SF
    • 117 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1983

    31 N Slope Ln, Chilmark, MA 02535

    Located on a private lane along North Road in the heart of Chilmark, this hilltop four bedroom home was perfectly sited to enjoy fantastic water views of Vineyard Sound toward the Elizabeth Islands. Built in 1983 and lived in seasonally, this home has been meticulously cared for. There is a new forced air HVAC system, and recently upgraded electrical. In addition, there are three working

    Bill Rossi Studio Realty

    31 N Slope Ln, Chilmark, MA 02535
  • 19 S Vine Ln, Vineyard Haven, MA 02568
    19 S Vine Ln, Vineyard Haven, MA 02568
    19 S Vine Ln, Vineyard Haven, MA 02568
    /21

    $1,325,000 Sold Aug 29, 2025

    • 1,982 Sq Ft
    • $669/SF
    • 89 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1992

    19 S Vine Ln, Vineyard Haven, MA 02568

    This charming Cape-style home, built in 1992, is tucked away in a quiet, subdivision on South Vine Lane. With three bedrooms and two bathrooms, it blends classic Island character with modern comforts. The inviting living room features vaulted ceilings and a double-sided fireplace, creating a bright and spacious atmosphere perfect for both relaxing and entertaining. The kitchen, filled with

    Bonnie Pierce Wallace & Co. Sotheby's International Realty

    19 S Vine Ln, Vineyard Haven, MA 02568
  • 50 Bradley Martin Rd, Vineyard Haven, MA 02568
    50 Bradley Martin Rd, Vineyard Haven, MA 02568
    50 Bradley Martin Rd, Vineyard Haven, MA 02568
    /37

    $1,925,000 Sold Aug 28, 2025

    • 1,736 Sq Ft
    • $1,109/SF
    • 0 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1965

    50 Bradley Martin Rd, Vineyard Haven, MA 02568

    Two level contemporary residence located in West Tisbury off Tiah's Cove Road, close to the 174 Acre Land Bank Sepiessa Point Reserve on Tisbury Great Pond. Light filled rooms with high ceilings, solarium, large screened in porch & fireplace in this completely renovated home. Private 3 acre site is laden with specimen trees, walking trails and meditation gardens. Close proximity to West Tisbury

    Rebecca V Conroy Conroy & Company R.E., Inc.

    50 Bradley Martin Rd, Vineyard Haven, MA 02568
  • 212 Charles Neck Way, Vineyard Haven, MA 02568
    212 Charles Neck Way, Vineyard Haven, MA 02568
    212 Charles Neck Way, Vineyard Haven, MA 02568
    /27

    $1,875,000 Sold Aug 27, 2025

    • 1,728 Sq Ft
    • $1,085/SF
    • 71 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1984

    212 Charles Neck Way, Vineyard Haven, MA 02568

    This beautifully renovated South Shore retreat, located in a tranquil setting, features 3 bedrooms, 2 1/2 bathrooms, central air, all new Bosch 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 Beach. The first floor

    Perry Patterson MV Luxury Homes LLC

    212 Charles Neck Way, Vineyard Haven, MA 02568
  • 0 Beach Lot Quansoo Unit 22503743, Chilmark, MA 02535
    0 Beach Lot Quansoo Unit 22503743, Chilmark, MA 02535
    0 Beach Lot Quansoo Unit 22503743, Chilmark, MA 02535
    /21

    $435,000 Sold Aug 26, 2025

    • Land
    • 0.1 Acre
    • $4,350,000 per Acre
    • 20 Days On Market

    0 Beach Lot Quansoo Unit 22503743, Chilmark, MA 02535

    Stunning Quansoo Beach Lot available NOW. With this ownership you will gain access to gated parking and endless beach days along the Islands expansive South Shore and Tisbury Great Pond! Skip the lines and parking worries and enjoy the freedom to come and go as you please. If you have been dreaming of endless beach days, long walks on private shores... here is your chance. ***Note: This is not a

    Emma Bryant Landmarks at TODAY Real Estate

    0 Beach Lot Quansoo Unit 22503743, Chilmark, MA 02535
  • 0 Quansoo Beach Lot Unit 53 43599, Chilmark, MA 02535
    0 Quansoo Beach Lot Unit 53 43599, Chilmark, MA 02535
    0 Quansoo Beach Lot Unit 53 43599, Chilmark, MA 02535
    /22

    $435,000 Sold Aug 26, 2025

    • Land
    • 0.1 Acre
    • $4,350,000 per Acre
    • 18 Days On Market

    0 Quansoo Beach Lot Unit 53 43599, Chilmark, MA 02535

    Stunning Quansoo Beach Lot available NOW. With this ownership you will gain access to gated parking and endless beach days along the Islands expansive South Shore and Tisbury Great Pond! Skip the lines and parking worries and enjoy the freedom to come and go as you please. If you have been dreaming of endless beach days, long walks on private shores... here is your chance. ***Note: This is not a

    Emma Kiley Bryant Landmarks at TODAY Real Estate

    0 Quansoo Beach Lot Unit 53 43599, Chilmark, MA 02535
  • 00 Hancock Beach Lot Unit 73, Chilmark, MA 02535
    00 Hancock Beach Lot Unit 73, Chilmark, MA 02535
    00 Hancock Beach Lot Unit 73, Chilmark, MA 02535
    /7

    $650,000 Sold Aug 14, 2025

    • Land
    • 0.2 Acre
    • $3,250,000 per Acre
    • 7 Days On Market

    00 Hancock Beach Lot Unit 73, Chilmark, MA 02535

    Spectacular Hancock beach lot on the Atlantic Ocean. Ownership of this lot allows you access to one of the world's most beautiful beaches, plenty of parking and away from the crowds. It is a most enjoyable spot to spend a relaxing day on the Vineyard, sunbathing, fishing, kayaking, canoeing, etc. as you also gain access to Chilmark Pond. Any property on the Vineyard would be greatly enhanced by

    Deb Hancock Hancock Real Estate

    00 Hancock Beach Lot Unit 73, Chilmark, MA 02535
  • 110 Otis Bassett Rd, Vineyard Haven, MA 02568
    110 Otis Bassett Rd, Vineyard Haven, MA 02568
    110 Otis Bassett Rd, Vineyard Haven, MA 02568
    /24

    $1,200,180 Sold Aug 12, 2025

    • 1,144 Sq Ft
    • $1,049/SF
    • 13 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1972

    110 Otis Bassett Rd, Vineyard Haven, MA 02568

    MOVE-IN READY ISLAND HOME ON DOUBLE LOT WITH EXPANSION OPTIONS—Nestled in a highly desirable West Tisbury neighborhood, this 3-bedroom, 1-bath ranch offers the perfect blend of convenience, privacy, and access to some of Martha’s Vineyard’s most sought-after amenities.Set on a spacious and private 1.7-acre (double) lot, the property is just minutes from Down-Island towns while enjoying

    Jen O'Hanlon Compass | The O'Hanlon Group

    110 Otis Bassett Rd, Vineyard Haven, MA 02568
  • 35 Woody Bottom Rd, West Tisbury, MA 02575
    35 Woody Bottom Rd, West Tisbury, MA 02575
    35 Woody Bottom Rd, West Tisbury, MA 02575
    /32

    $2,278,000 Sold Aug 01, 2025

    • 2,685 Sq Ft
    • $848/SF
    • 139 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1998

    35 Woody Bottom Rd, West Tisbury, MA 02575

    This Cape style 5 bed/ 3.5 bath home is located in a nice area privately sited on 3 acres. This home features a nice floor plan thatincludes a fully equipped kitchen with center island, custom cabinetry and granite counters. Just off the kitchen is a sunny breakfastroom, a separate dining room, a spacious living room with fireplace and 2 sets of sliders to a backyard deck. There is a cozy

    Brenda Galligan Karen M. Overtoom R.E.

    35 Woody Bottom Rd, West Tisbury, MA 02575
  • 26 Manaquayak Rd, Vineyard Haven, MA 02568
    26 Manaquayak Rd, Vineyard Haven, MA 02568
    26 Manaquayak Rd, Vineyard Haven, MA 02568
    /44

    $1,650,000 Sold Jul 29, 2025

    • 2,320 Sq Ft
    • $711/SF
    • 35 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1960

    26 Manaquayak Rd, Vineyard Haven, MA 02568

    Large comfortable and charming expanded Cape in a lovely setting very close to Lambert's Cove Beach and James Pond Preserve with special walking access to Swimming on Ice House Pond in the Manaquayak Preserve as well as deeded walking access to swim and boat on Seth's Pond. The living room is open to the beautiful newly-renovated kitchen and has an often-used wood-burning fireplace. There is a

    Candy DaRosa Feiner Real Estate

    26 Manaquayak Rd, Vineyard Haven, MA 02568
  • 10 N Abels Hill Rd, Chilmark, MA 02535
    10 N Abels Hill Rd, Chilmark, MA 02535
    10 N Abels Hill Rd, Chilmark, MA 02535
    /22

    $1,607,000 Sold Jul 10, 2025

    • 2,850 Sq Ft
    • $564/SF
    • 354 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1978

    10 N Abels Hill Rd, Chilmark, MA 02535

    A rare opportunity in the iconic Abel's Hill Association which offers private association beach access, three tennis courts and walking trails. This multi-level Chilmark home was designed and built as an homage to architect Frank Lloyd Wright's ethos of open living spaces with flowing sightlines from room to room. The main house has a pocket view to the Atlantic that opens in the fall and winter

    Elissa Lash Tea Lane Associates

    10 N Abels Hill Rd, Chilmark, MA 02535
  • 41 Cobbs Hill Rd, Chilmark, MA 02535
    41 Cobbs Hill Rd, Chilmark, MA 02535
    41 Cobbs Hill Rd, Chilmark, MA 02535
    /44

    $37,000,000 Sold Jul 10, 2025

    • 7,846 Sq Ft
    • $4,716/SF
    • 39 Days On Market
    • 8 Beds
    • 5.5 Baths
    • Built 1993

    41 Cobbs Hill Rd, Chilmark, MA 02535

    One of the most exclusive estates across the Northeast, Blue Heron Farm on Martha's Vineyard is set on nearly 30 acres of lush landscaping along the shores of Tisbury Great Pond. The former summer residence of President Obama and family, chosen for its incredible privacy, serenity and significance, this multi-generational compound is protected by surrounding farmland and mature trees.

    Brian Dougherty Corcoran Property Advisors

    41 Cobbs Hill Rd, Chilmark, MA 02535
  • 10 Basin Rd, Chilmark, MA 02535
    10 Basin Rd, Chilmark, MA 02535
    10 Basin Rd, Chilmark, MA 02535
    /3

    $3,100,000 Sold Jul 03, 2025

    • 1,500 Sq Ft
    • $2,067/SF
    • 6 Beds
    • 3 Baths
    • Built 1975

    10 Basin Rd, Chilmark, MA 02535

    Unique compound in the heart of Menemsha - one of a kind!The cottage (520 sq.ft.), the chandlery buikding(5968 sq.ft.) and deli with an apartment(2172 sq.ft.) on just under an acre of land has tremendous potential for the right buyer!Special permits are required from the town to operate a business but they have approved a deli/restuarant, small stores and a commercial kitchen in the past.

    Julianna Flanders Flanders Real Estate

    10 Basin Rd, Chilmark, MA 02535
  • 67 Hidden Village Rd, Vineyard Haven, MA 02568
    67 Hidden Village Rd, Vineyard Haven, MA 02568
    67 Hidden Village Rd, Vineyard Haven, MA 02568
    /42

    $2,900,000 Sold Jul 03, 2025

    • 4,476 Sq Ft
    • $648/SF
    • 347 Days On Market
    • 7 Beds
    • 5.5 Baths
    • Built 1997

    67 Hidden Village Rd, Vineyard Haven, MA 02568

    Picturesquely sited on a spacious 4.6-acre parcel this remarkable property is the perfect Vineyard retreat offering a luxurious home, guest house, fenced pastures, and a large barn. Just minutes from Lamberts Cove Beach and all the conveniences of West Tisbury Center, the location is ideal. Designed with three distinctive living levels providing spacious yet private surroundings. The main living

    Stephanie Roache Donnelly + Co.

    67 Hidden Village Rd, Vineyard Haven, MA 02568
  • 51 Black Brook Crossing Rd, West Tisbury, MA 02568
    51 Black Brook Crossing Rd, West Tisbury, MA 02568
    51 Black Brook Crossing Rd, West Tisbury, MA 02568
    /36

    $1,950,000 Sold Jul 02, 2025

    • 2,691 Sq Ft
    • $725/SF
    • 30 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1976

    51 Black Brook Crossing Rd, West Tisbury, MA 02568

    This charming 4 bed/2.5 bath Cape style home is set in a perfect setting, carefully sited on 1 acre bordered by a beautiful stone wall with mature plantings. Newly renovated kitchen with plenty of cabinets and storage, quartz counters and dining room with sliders to a screened-in porch. There is a den and living room with access to a spacious deck. The Great Room features cathedral ceilings,

    Brenda Galligan Karen M. Overtoom R.E.

    51 Black Brook Crossing Rd, West Tisbury, MA 02568
  • 10 Red Pony Rd, West Tisbury, MA 02568
    10 Red Pony Rd, West Tisbury, MA 02568
    /2

    $1,595,000 Sold Jul 01, 2025

    • 1,176 Sq Ft
    • $1,356/SF
    • 2 Beds
    • 1.5 Baths
    • Built 1998

    10 Red Pony Rd, West Tisbury, MA 02568

    Pastoral and perfect. Room to grow or just move in.

    Lisa Da Silva Compass | Point B

    10 Red Pony Rd, West Tisbury, MA 02568
  • 140 Merry Farm Rd, Vineyard Haven, MA 02568
    140 Merry Farm Rd, Vineyard Haven, MA 02568
    140 Merry Farm Rd, Vineyard Haven, MA 02568
    /32

    $3,925,000 Sold Jul 01, 2025

    • 5,603 Sq Ft
    • $701/SF
    • 238 Days On Market
    • 6 Beds
    • 7 Baths
    • Built 1995

    140 Merry Farm Rd, Vineyard Haven, MA 02568

    Site of the original Rainbow Farm, this 8.05-acre parcel is one of the most beautiful pieces of land in West Tisbury. The warm and convivial 5,000 sq ft home with its 4 bedrooms looks out onto a setting that is as if from a bygone era, the vast fields stretching into the distance. The spring-fed pond is a centerpiece of the pastoral view. The home itself has many surprising and charming design

    Mark Jenkins Wallace & Co. Sotheby's

    140 Merry Farm Rd, Vineyard Haven, MA 02568
  • 0 Quansoo Beach Lot Unit 76 43513, Chilmark, MA 02535
    0 Quansoo Beach Lot Unit 76 43513, Chilmark, MA 02535
    0 Quansoo Beach Lot Unit 76 43513, Chilmark, MA 02535
    /6

    $430,000 Sold Jun 30, 2025

    • Land
    • 1.4 Acres
    • $307,143 per Acre
    • 0 Days On Market

    0 Quansoo Beach Lot Unit 76 43513, Chilmark, MA 02535

    Not listed in LINK.

    LINK Email Cache LINK

    0 Quansoo Beach Lot Unit 76 43513, Chilmark, MA 02535
  • 21 Coffins Field Rd, Edgartown, MA 02539
    21 Coffins Field Rd, Edgartown, MA 02539
    21 Coffins Field Rd, 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
  • 0 Quansoo Beach Lot Unit 48 43485, Chilmark, MA 02535
    0 Quansoo Beach Lot Unit 48 43485, Chilmark, MA 02535
    0 Quansoo Beach Lot Unit 48 43485, Chilmark, MA 02535
    /6

    $430,000 Sold Jun 18, 2025

    • Land
    • 1.4 Acres
    • $307,143 per Acre
    • 0 Days On Market

    0 Quansoo Beach Lot Unit 48 43485, Chilmark, MA 02535

    Not listed in LINK.

    LINK Email Cache LINK

    0 Quansoo Beach Lot Unit 48 43485, Chilmark, MA 02535

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