Recently Sold Oak Bluffs, MA Homes

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  /23

  $2,300,000 Sold Nov 08, 2024

  • 2,229 Sq Ft
  • $1032/SF
  • 11 Days On Market

  • 6 Beds
  • 4 Baths
  • Built 1989

  51 Blueberry Ridge Ln, Chilmark, MA 02535

  Rare opportunity to purchase a compound on large 8 acre parcel in Chilmark. Main House is 4 bedrooms, 2 1/2 baths on two levels. Oak floors, fieldstone fireplace and large screened in three season porch. Lower level offers a one car garage, workshop, large laundry room and storage room.The "Dinghy" is a detached cottage with 2 bedroom & full bath. The third building is a charming "pool house"

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

  51 Blueberry Ridge Ln, Chilmark, MA 02535
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  /41

  $1,090,000 Sold Nov 08, 2024

  • 2,552 Sq Ft
  • $427/SF

  • 5 Beds
  • 3 Baths
  • Built 1850

  10 Danls Way, West Tisbury, MA 02575

  ***Sale Price Note: Non-arm’s length transaction Joshua Slocom House

  Emma Kiley Bryant Landmarks at TODAY Real Estate

  10 Danls Way, West Tisbury, MA 02575
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  /37

  $1,115,000 Sold Nov 07, 2024

  • 1,316 Sq Ft
  • $847/SF
  • 32 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1991

  43 Skiffs Ln, Vineyard Haven, MA 02568

  Nestled on a private road, follow the long gravel driveway to this 3-bedroom, 2-bathroom home offering tranquil living on 2.48 wooded acres. The fully-applianced kitchen and vinyl flooring throughout provide ease of maintenance, while the bedrooms offer cozy carpeting. The primary bedroom features an ensuite bathroom and generous closet space. Step out from the kitchen to the back deck and enjoy

  Chelsea Brennan Lamacchia Realty, Inc.

  43 Skiffs Ln, Vineyard Haven, MA 02568
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  /22

  $1,500,000 Sold Nov 05, 2024

  • 1,008 Sq Ft
  • $1488/SF
  • 361 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2010

  5 Meetinghouse Rd, Chilmark, MA 02535

  CHARMING CHILMARK- This sweet, sunny home comes with deeded access to Chilmark Pond and South Shore Beach. Kayak, paddleboard, sail, or motor across the pond to one of Chilmark's most pristine private beaches. The location is also convenient, being centrally located and close to West Tisbury Center, Grey Barn, the Yoga Barn, Chilmark Center, Beetlebung Farm, Chilmark Store, and Chilmark Tavern.

  Tina Miller Compass

  5 Meetinghouse Rd, Chilmark, MA 02535
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  /16

  $3,950,000 Sold Nov 01, 2024

  • 1,024 Sq Ft
  • $3857/SF
  • 16 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1973

  201 Thumb Point Rd, Vineyard Haven, MA 02568

  Private and tranquil waterfront retreat with sweeping water views and sandy beaches on Tisbury Great Pond. This charming, five-bedroom camp, perched in the dunes above the water, was designed in a summer-camp architectural style with common gathering space in the main cottage surrounded by decks connecting to bedroom cottages. The simple and classic set up with the Great Pond bordering two sides

  Meg Bodnar Tea Lane Associates

  201 Thumb Point Rd, Vineyard Haven, MA 02568
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  /26

  $950,000 Sold Oct 25, 2024

  • 1,182 Sq Ft
  • $804/SF
  • 10 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1977

  4 Elias Ln, Vineyard Haven, MA 02568

  This iconic West Tisbury property features a rustic post and beam farmhouse with endless charm. The inviting home highlights original wide-planked wood floors, cathedral ceiling, wood-burning stove and fireplace, and exposed brick. Enjoy the cozy kitchen, dining, and living area on the first floor, including a full bath and mudroom. The bedroom occupies the second floor with room for an

  Stephanie Roache Donnelly + Co

  4 Elias Ln, Vineyard Haven, MA 02568
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  /19

  $2,200,000 Sold Oct 25, 2024

  • 2,450 Sq Ft
  • $898/SF
  • 182 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1964

  27 Ocean View Farm Rd, Chilmark, MA 02535

  27 Ocean View Farm Road is a unique house with the main living spaces designed by architect Elizabeth Carlhian in 1964 along with a connected, yet private bed and bath suite designed by architects Modigliani/Noyes in 1987. A covered breezeway between the two spaces frames the ocean views while providing cover from the weather. Taken together the house consists of 4 bedrooms and 3 baths sited high

  Russell Maloney Russel Maloney Real Estate

  27 Ocean View Farm Rd, Chilmark, MA 02535
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  /42

  $1,900,000 Sold Oct 24, 2024

  • 2,172 Sq Ft
  • $875/SF
  • 66 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 1984

  44 Music St, Vineyard Haven, MA 02568

  A rare opportunity to own in a cherished area of West Tisbury town center. Living is easy and peaceful on Music Street! Stroll to town for your morning paper and coffee at the general store, grab the yummiest breakfast sandwiches at 7A, enjoy the lively library, the Field Gallery or local events happening at the Grange Hall. This home offers country living close to fun town living. The main house

  Jill Napior Tea Lane Associates

  44 Music St, Vineyard Haven, MA 02568
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  /19

  $1,800,000 Sold Oct 17, 2024

  • 1,822 Sq Ft
  • $988/SF
  • 224 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1989

  7 Parsonage Woods Rd, West Tisbury, MA 02568

  This rare and cherished setting is truly in the heart of West Tisbury. With old growth cedar, oaks and evergreen trees this level 4.8 acre parcel includes a main house and timber barn, perfectly sited to enjoy serene views and southern exposure. Currently set up as a horse farm with a two stall barn, paddocks, full size arena, interconnecting grazing areas and multiple watering stations, it could

  Grace Bishop Compass

  7 Parsonage Woods Rd, West Tisbury, MA 02568
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  /34

  $6,100,000 Sold Oct 16, 2024

  • 3,859 Sq Ft
  • $1581/SF
  • 38 Days On Market

  • 6 Beds
  • 5 Baths
  • Built 1941

  391 Middle Rd, Chilmark, MA 02535

  This iconic property and location is truly a once-in-a-lifetime opportunity. Exceptional house and guest house that is ready to move into . The exterior resonates with what is beloved about Chilmark but the interior is contemporary and fresh. The main house has views overlooking the Keith farm and the Atlantic Ocean beyond, old stone walls and open meadows. A new owner will have the gratification

  Jill Napior Tea Lane Associates

  391 Middle Rd, Chilmark, MA 02535
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  /6

  $430,000 Sold Oct 10, 2024

  • Land
  • 0.60 Acre
  • $716,667 per Acre

  • 0 Days On Market

  0 Beach Lot Quansoo Unit 42634, Chilmark, MA 02535

  Not listed in LINK.

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  0 Beach Lot Quansoo Unit 42634, Chilmark, MA 02535
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  /29

  $1,680,000 Sold Oct 09, 2024

  • 1,200 Sq Ft
  • $1400/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1954

  7 Flanders Ln, Chilmark, MA 02535

  Sweet, renovated cottage in Menemsha. Classic Vineyard home that is move-in ready! You'll find a renovated kitchen, central A/C, new bathrooms and fresh interior which still maintains the cottage charm of the original house. Open living room through to kitchen with all three bedrooms on the main level. The house is at the beginning of Flanders Lane just 1/4 mile from the Village of Menemsha

  Meg Bodnar Tea Lane Associates

  7 Flanders Ln, Chilmark, MA 02535
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  /8

  $660,000 Sold Oct 04, 2024

  • Land
  • 1.60 Acres
  • $412,500 per Acre

  • 175 Days On Market

  87 Longview Rd, West Tisbury, MA 02575

  This lovely 1.60 acre wooded parcel is located in an outstanding neighborhood off Lambert's Cove Road with paved roads and easy access to beautiful Lambert's Cove Beach, less than a mile away. This lot is ready to build on. It has been staked, there is an approved septic design for 4 bedrooms, well has been installed and electric and cable are to the lot. This is the chance to build the house of

  Brenda Galligan Karen M. Overtoom R.E.

  87 Longview Rd, West Tisbury, MA 02575
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  /30

  $2,765,000 Sold Sep 30, 2024

  • 2,926 Sq Ft
  • $945/SF
  • 109 Days On Market

  • 3 Beds
  • 5 Baths
  • Built 2004

  23 Alex Way, Vineyard Haven, MA 02568

  23 Alex Way is an opportunity to embrace the extraordinary Elias/Langmuir/Skinner legacy which dramatically changed this extensive rural West Tisbury landscape. The 140 acres was purchased in 1972 and became the Nat's Farm homeowner community of 26 home sites which included 56 acres donated later to Sheriff's Meadow Foundation and the current incomparable Misty Meadows Equine Learning Center and

  Elissa Lash Tea Lane Associates

  23 Alex Way, Vineyard Haven, MA 02568
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  /16

  $1,475,000 Sold Sep 30, 2024

  • Land
  • 3.32 Acres
  • $444,277 per Acre

  • 22 Days On Market

  26 Flint Hill Rd, West Tisbury, MA 02575

  Nestled within the serene and scenic up-island area of West Tisbury, 26 Flint Hill Road offers a rare opportunity to own a piece of Martha's Vineyard's untouched natural beauty. This extraordinary 3.32-acre property boasts panoramic views of the iconic Land Bank-owned Arrowhead Farm on one side, and the historic Rodgers Path on the other, providing an unparalleled sense of peace and privacy.The

  Jen O'Hanlon Compass | The O'Hanlon Group

  26 Flint Hill Rd, West Tisbury, MA 02575
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  /28

  $1,360,000 Sold Sep 24, 2024

  • 1,497 Sq Ft
  • $908/SF
  • 284 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1985

  46 Crow Hollow Rd, Vineyard Haven, MA 02568

  Welcome to a delightful Cape-style home nestled in this serene and picturesque area. This beautiful property offers the perfect blend of classic charm and modern comfort, making it an ideal retreat for those seeking the quintessential Vineyard experience. Situated on a peaceful, tree-lined cul-de-sac, this home has a tranquil and private setting, perfect for relaxing and enjoying the Island's

  Jennifer B. DaSilva Compass

  46 Crow Hollow Rd, Vineyard Haven, MA 02568
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  /29

  $1,895,000 Sold Sep 06, 2024

  • 1,108 Sq Ft
  • $1710/SF
  • 44 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1994

  5 Oyster Ln, Chilmark, MA 02535

  Bounded by discernible ancient ways, bridle paths and exquisite ancient woodlands, this charming custom built home is perfectly sited on 4.5 acres. Sculpted manicured walking paths meander throughout the property and provide access to fruit , vegetable and lush flower gardens. Perfect for entertaining on the amply-sized, mahogany deck, the home is augmented by a shaded and moss-lined, bluestone

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

  5 Oyster Ln, Chilmark, MA 02535
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  /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
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  /24

  $1,350,000 Sold Sep 05, 2024

  • 1,665 Sq Ft
  • $811/SF
  • 38 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1987

  188 Waldrons Bottom Rd, West Tisbury, MA 02575

  Welcome to 188 Waldrons Bottom Road near the south shore in West Tisbury. Nestled on a private 3-acre property with access to Long Point Beach, this home offers incredible potential for a serene lifestyle. This unique property currently has 1-bedroom (the property has a 2-bedroom septic), 1.5-bathroom home with a total of 1,665 square feet of living space. The main level features the library,

  Tina Miller Compass

  188 Waldrons Bottom Rd, West Tisbury, MA 02575
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  /7

  $550,000 Sold Aug 30, 2024

  • Land
  • 4.25 Acres
  • $129,412 per Acre

  • 423 Days On Market

  609 State Rd, West Tisbury, MA 02575

  Undulating parcel of woodland located near North Tisbury village amenities, bounded on two sides by stone walls, with an abutting large parcel to the north and the 932 acres of Seven Gates Farm to the west. Access to the property is via Rogers Path, a "special way". The Planning Board has granted a Special Permit to create a curb cut off the way, which will need some work to make it more

  Candy DaRosa Feiner Real Estate

  609 State Rd, West Tisbury, MA 02575
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  /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
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  /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
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  /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
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  /2

  $1,645,000 Sold Feb 21, 2025

  • 2,576 Sq Ft
  • $639/SF
  • 6 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1974

  49 Oak Ln, West Tisbury, MA 02575

  Private and serene on more than 2 acres, with over 2,500 s/f of living space, high ceilings, wide windows, 2 first-floor bedroom suites, and meadow views throughout - discover the perfect balance of sophistication and charm at 49 Oak Lane. When you consider the additional benefit of access to Lamberts Cove Beach, it truly is the ideal setting to enjoy your Vineyard lifestyle. The expanded first

  Dawn Bellante Sandpiper Realty Inc

  49 Oak Ln, West Tisbury, MA 02575
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  /2

  $2,400,000 Sold Feb 04, 2025

  • 3,035 Sq Ft
  • $791/SF
  • 213 Days On Market

  • 6 Beds
  • 4.5 Baths
  • Built 2007

  23 Oak Ln, Vineyard Haven, MA 02568

  Oasis in the woods of West Tisbury! This meticulously constructed, updated and well-maintained home is set on an expansive, yet private, 2.7 acre parcel. This 6-bedroom home has three levels of living space, 2,363 square feet on the spacious first floor, 672 over the garage and 1,877 in the bright, sunlight-filled lower level, for a total of 4,912 square feet. This home abounds in gathering

  Lynn Buder Sandpiper Realty Inc

  23 Oak Ln, Vineyard Haven, MA 02568
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  /2

  $1,150,000 Sold Jan 15, 2025

  • 1,818 Sq Ft
  • $633/SF
  • 0 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1999

  1 Rock Pond Rd, Vineyard Haven, MA 02568

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  1 Rock Pond Rd, Vineyard Haven, MA 02568
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  /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

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  26 Oyster Ln, Chilmark, MA 02535
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  /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

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  7 Yardarm Ln, Chilmark, MA 02535
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  /2

  $2,280,000 Sold Aug 05, 2024

  • 3,527 Sq Ft
  • $646/SF
  • 100 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1999

  230 Pond Rd, Vineyard Haven, MA 02568

  This distinguished four bedroom, four bathroom home in Deep Bottom Pond is meticulously maintained and ready for the 2024 season. Featuring a grand foyer, screened in porch, elegant living room with wood burning fireplace, oversized primary suite with private bathroom and private balcony, finished lower level, mahogany decking, attached two car garage and generator. Neighborhood amenities include

  Rose Ryley Sandpiper Realty Inc

  230 Pond Rd, Vineyard Haven, MA 02568

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