11,656

Homes in ZIP Code 02568

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  • /12

    $1,495,000

    • 4 Beds
    • 4 Baths
    • 2,304 Sq Ft

    33 Alyssa Ln, Vineyard Haven, MA 02568

    Country Living so close to Town! Lovely 4 Bedroom 2,304sq ft. Colonial Cape perched on a rise on Alyssa Lane off West Spring Street. Open Kitchen with handcrafted side cabinets and Island with stool seating. Dining, sitting, entertainment area with sliders open to a generous front to back side deck. Living room with propane fired wood stove and half bath also on the first floor. Interior stairs

    Stephanie Burke Portfolio Properties

    33 Alyssa Ln, Vineyard Haven, MA 02568
  • /9

    $19,000 total monthly price

    • 6 Beds
    • 2.5 Baths
    • 2,155 Sq Ft
    • House for Rent

    17 Umbagog Ave Wt109, West Tisbury, MA 02575

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $4,750. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This three story home is located in a very desirable area off of Lambert's Cove Road, Makonikey, with access to a private association beach and walking trails. There are four plus bedrooms and bright and open living spaces that lead out to a deck and a screened-in porch.

    Karen Overtoom Karen M. Overtoom R.E.

    17 Umbagog Ave Wt109, West Tisbury, MA 02575
  • /40

    $1,600,000 Sold Jan 06, 2026

    44 Tiffany Dr, Oak Bluffs, MA 02557

    • 4 Beds
    • 4 Baths
    • 3,927 Sq Ft
    • Built 1987

    Last Sold Summary

    • 24% Below List Price
    • $407/SF
    • 115 Days On Market

    Current Estimated Value $1,677,735

    Last Listing Agent Sheila Morse Island Real Estate

    44 Tiffany Dr, Oak Bluffs, MA 02557
    • /20

      Est $1,796,577 Not Listed For Sale

      11 Pine Tree Ln, Vineyard Haven, MA 02568

      • 4 Beds
      • 3 Baths
      • 1,240 Sq Ft
      • Built 1960
      11 Pine Tree Ln, Vineyard Haven, MA 02568

      Last Sold Summary

      • 6% Above List Price
      • $1,371/SF
      • 74 Days On Market

      Last Sold Price $1,700,000

      Last Listing Agent Carol Shore Donnelly + Co.

  • /54

    $1,830,000

    • 4 Beds
    • 4 Baths
    • 1,600 Sq Ft

    12 & 14 Maple Ave, Oak Bluffs, MA 02557

    Two Historic Oak Bluffs Cottages - Prime Location - Deeded Separately Perched atop a gentle hill, surrounded by lush, established gardens in one of the island's most storied neighborhoods, these two charming 1909 twin cottages offer a rare opportunity to own a piece of local history--just a short distance to the harbor, downtown, and the beloved Winston's takeout. Built at a time when automobiles

    Leslie Floyd Portfolio Properties

    12 & 14 Maple Ave, Oak Bluffs, MA 02557
  • /2

    $10,000 total monthly price

    • 6 Beds
    • 3.5 Baths
    • 2,100 Sq Ft
    • House for Rent

    15 Crowell Lane Wt119, West Tisbury, MA 02575

    THIS IS A WEEKLY RENTAL NOT A MONTHLY!!!!!!!Seven Gates Farm. This property has three ponds, overlooks rolling meadows and is very charming. Located in Seven Gates Farm association, the property affords access to association tennis and two miles of private beach as well as miles of walking trails. Bookings for tennis are available at the office for a slight fee.There is a $25 trash charge per

    Karen Overtoom Karen M. Overtoom R.E.

    15 Crowell Lane Wt119, West Tisbury, MA 02575
  • /18

    $1,000,000 Sold Dec 12, 2025

    1 Jessie Leigh Mitchell Way, Oak Bluffs, MA 02557

    • 2 Beds
    • 2.5 Baths
    • 1 Sq Ft
    • Built 2001

    Last Sold Summary

    • 9% Below List Price
    • $1,000,000/SF
    • 13 Days On Market

    Current Estimated Value $1,176,883

    Last Listing Agent Lisa Lucier Anchor Realty of MV

    1 Jessie Leigh Mitchell Way, Oak Bluffs, MA 02557
    • /27

      Est $947,770 Not Listed For Sale

      84 Pine Tree Rd, Vineyard Haven, MA 02568

      • 3 Beds
      • 1 Bath
      • 1,116 Sq Ft
      • Built 1980
      84 Pine Tree Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 14% Above List Price
      • $743/SF
      • 66 Days On Market

      Last Sold Price $829,000

      Last Listing Agent Michele Moore Island Real Estate

  • /4

    $1,100,000

    • Land
    • 1 Acre
    • $1,100,000 per Acre

    25 Coffins Field Rd, Edgartown, MA 02539

    Per the BOH, this property can accommodate a 3 bedroom home and with appropriate permitting may allow for an additional/separate structure such as a garage or studioProperty is not serviced by a well or septic system. Buyer is responsible for obtaining permits and installation.Association Dues $650.00

    Casandra Hyland Sandpiper Realty, Inc.

    25 Coffins Field Rd, Edgartown, MA 02539
  • /25

    $13,600 total monthly price

    • 2 Beds
    • 2 Baths
    • 792 Sq Ft
    • House for Rent

    64 Bartimus Luce Road Wt125, West Tisbury, MA 02575

    THIS IS A WEEKLY RENTAL NOT A MONTHLY!!!!!!!!!!Idyllic location right above a sandy private beach on the North Shore. This beach cottage affords views of the Sound and the Elizabeth Islands with a front row seat on unrivaled sunsets. It is rustic and cozy with a large screened porch overlooking the view. Have a getaway like in days of yore when life was simple and the beach at your doorstep.Take

    Karen Overtoom Karen M. Overtoom R.E.

    64 Bartimus Luce Road Wt125, West Tisbury, MA 02575
  • /2

    $1,595,000 Sold Jul 01, 2025

    10 Red Pony Rd, West Tisbury, MA 02568

    • 2 Beds
    • 1.5 Baths
    • 1,176 Sq Ft
    • Built 1998

    Last Sold Summary

    • $1,356/SF

    Current Estimated Value $1,658,955

    Last Listing Agent Lisa Da Silva Compass | Point B

    10 Red Pony Rd, West Tisbury, MA 02568
    • /47

      Est $2,228,704 Not Listed For Sale

      24 Peacegate Way, Vineyard Haven, MA 02568

      • 6 Beds
      • 4 Baths
      • 3,627 Sq Ft
      • Built 1992
      24 Peacegate Way, Vineyard Haven, MA 02568

      Last Sold Summary

      • 20% Above List Price
      • $510/SF
      • 40 Days On Market

      Last Sold Price $1,850,000

      Last Listing Agent Stephanie Roache Donnelly + Co.

  • /30

    $999,000

    • 2 Beds
    • 1 Bath
    • 1,232 Sq Ft

    28 Barling Ave, Vineyard Haven, MA 02568

    Oak Bluffs: Home Sweet HomeSituated on over a quarter acre of beautifully landscaped, level grounds with colorful perennial plantings and mature trees, this sun-filled ranch offers a perfect blend of comfort and charm. The open kitchen, dining, and living areas feature cathedral ceilings, classic vertical knotty pine walls, and a cozy brick fireplace. Enjoy a convenient first-floor bedroom

    Michael Schweikert Ocean Park Realty Inc

    28 Barling Ave, Vineyard Haven, MA 02568
  • /18

    $10,000 total monthly price

    • 3 Beds
    • 2 Baths
    • 1,439 Sq Ft
    • House for Rent

    24 Nat's Farm Lane Wt113, West Tisbury, MA 02575

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $2,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Charming three bedroom home located in a private neighborhood close to bike path, walking trails and public tennis courts. Just a short drive to Lambert's Cove Beach, West Tisbury Village and down island restaurants and shops.Amenities include High definition TV, wifi

    Karen Overtoom Karen M. Overtoom R.E.

    24 Nat's Farm Lane Wt113, West Tisbury, MA 02575
  • /10

    $4,895,000 Sold Feb 13, 2026

    64 Crowell Ln, Tisbury, MA 02568

    • 5 Beds
    • 6.5 Baths
    • 4,216 Sq Ft
    • Built 2025

    Last Sold Summary

    • 2% Below List Price
    • $1,161/SF
    • 307 Days On Market

    Current Estimated Value $1,655,500

    Last Listing Agent Joe & Nicole Holland Vineyard Dream Realty LLC

    64 Crowell Ln, Tisbury, MA 02568
    • /16

      Est $1,205,314 Not Listed For Sale

      31 Music St, Vineyard Haven, MA 02568

      • 3 Beds
      • 1.5 Baths
      • 1,150 Sq Ft
      • Built 1817
      31 Music St, Vineyard Haven, MA 02568

      Last Sold Summary

      • 7% Above List Price
      • $978/SF
      • 0 Days On Market

      Last Sold Price $1,125,000

      Last Listing Agent LINK Email Cache LINK

  • /33

    $925,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 987 Sq Ft

    1 Cottage Park, Oak Bluffs, MA 02557

    The Star Spangled Manor, a beautifully restored gem nestled in the heart of Oak Bluffs within the historic Martha's Vineyard Camp Meeting Association. Located on a pedestrian street, you'll be mere steps away from the shops and restaurants of Circuit Ave., Ocean Park, and the Oak Bluffs beaches. This cherished three-bedroom, three-bathroom cottage seamlessly blends vintage charm with modern

    Diana Gilmore Island Real Estate

    1 Cottage Park, Oak Bluffs, MA 02557
  • /39

    $46,000 total monthly price

    • 6 Beds
    • 4.5 Baths
    • 3,800 Sq Ft
    • House for Rent

    99 Pond Road Wt104, West Tisbury, MA 02575

    THIS IS A WEEKLY RENTAL NOT A MONTHLY!!!!! Beautiful bright sunny home with open concept living. Main floor features a gourmet kitchen with stainless appliances, breakfast bar and formal dining table to seat 10. Large glass sliders open up to expansive views of the deck, pool and pasture beyond. Also on the main level is a separate living area with large screen TV, powder room, and den with twin

    Karen Overtoom Karen M. Overtoom R.E.

    99 Pond Road Wt104, West Tisbury, MA 02575
  • /31

    $1,750,000 Sold Jun 06, 2025

    97 Snake Hollow, Vineyard Haven, MA 02568

    • 3 Beds
    • 2 Baths
    • 1,850 Sq Ft
    • Built 1981

    Last Sold Summary

    • 11% Below List Price
    • $946/SF
    • 226 Days On Market

    Current Estimated Value $1,701,908

    Last Listing Agent Stephanie Roache Donnelly + Co.

    97 Snake Hollow, Vineyard Haven, MA 02568
    • /17

      Est $1,350,615 Not Listed For Sale

      165 Weaver Ln, Vineyard Haven, MA 02568

      • 3 Beds
      • 2 Baths
      • 1,503 Sq Ft
      • Built 1974
      165 Weaver Ln, Vineyard Haven, MA 02568

      Last Sold Summary

      • 10% Above List Price
      • $815/SF
      • 43 Days On Market

      Last Sold Price $1,225,000

      Last Listing Agent John Best John Best Associates

  • /35

    $1,150,000

    • 3 Beds
    • 2 Baths
    • 1,328 Sq Ft

    96 Dunham Ave, Vineyard Haven, MA 02568

    This attractive colonial style home is located in a terrific neighborhood. Just a short distance to the center of town with nearly 1/2 acre of rolling treed land. The features include a cathedral ceiling over the kitchen and dining room. A large fireplace highlights the living room. From upstairs you can look over the balcony to the dining area and kitchen below. The first floor bedroom with has

    Peter Cronig Cronigs Real Estate

    96 Dunham Ave, Vineyard Haven, MA 02568
  • /34

    $12,000 total monthly price

    • 3 Beds
    • 2.5 Baths
    • 2,240 Sq Ft
    • House for Rent

    267 Great Plains Road Wt117, West Tisbury, MA 02575

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $4,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Large spacious home with open concept living and dining area. This house has gorgeous hardwood floors throughout, separate media room, and loads of natural sunlight. It also features an exceptionally large master bedroom with en-suite bath, and private deck. There is

    Karen Overtoom Karen M. Overtoom R.E.

    267 Great Plains Road Wt117, West Tisbury, MA 02575
  • /30

    $1,226,500 Sold Oct 16, 2025

    9 Grovedale Rd, Oak Bluffs, MA 02557

    • 3 Beds
    • 2 Baths
    • 1,637 Sq Ft
    • Built 1988

    Last Sold Summary

    • 7% Above List Price
    • $749/SF
    • 6 Days On Market

    Current Estimated Value $1,296,271

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

    9 Grovedale Rd, Oak Bluffs, MA 02557
    • /17

      Est $1,093,447 Not Listed For Sale

      10 Briarwood Ln, Vineyard Haven, MA 02568

      • 3 Beds
      • 2 Baths
      • 934 Sq Ft
      • Built 1984
      10 Briarwood Ln, Vineyard Haven, MA 02568

      Last Sold Summary

      • 14% Above List Price
      • $1,022/SF
      • 78 Days On Market

      Last Sold Price $955,000

      Last Listing Agent Emma Bryant Landmarks at TODAY Real Estate

  • /20

    $640,000

    • 1 Bed
    • 1 Bath
    • 354 Sq Ft

    2 Lincoln Ave, Oak Bluffs, MA 02568

    Nestled in the heart of the historic Martha’s Vineyard Camp Meeting Association, this beautifully updated suite cottage offers the rare opportunity for year-round living in Oak Bluffs’ campground community. Fully renovated in 2023, including kitchen, bath, floors and winterization, the home seamlessly blends classic Vineyard charm with modern comfort — featuring upgraded systems and finishes that

    Stacy Ickes Donnelly + Co

    2 Lincoln Ave, Oak Bluffs, MA 02568
  • /41

    $14,500 total monthly price

    • 5 Beds
    • 5.5 Baths
    • 3,392 Sq Ft
    • House for Rent

    76 School House Lane Wt101, West Tisbury, MA 02575

    THIS IS A WEEKLY RENTAL NOT A MONTHLY!!!! An elegant, whimsical house full of color, quality and artistic touches. The grounds are sumptuous, nature at its apotheosis. There is gentle movement in the landscape with flowering trees and shrubs everywhere replete with a babbling brook flowing into a pond bordering the garden behind the house. The stonework is finely crafted with balanced proportions

    Karen Overtoom Karen M. Overtoom R.E.

    76 School House Lane Wt101, West Tisbury, MA 02575
  • /69

    $1,160,000 Sold Jan 05, 2026

    208 Irenes Way, Tisbury, MA 02568

    • 4 Beds
    • 3 Baths
    • 2,961 Sq Ft
    • Built 2005

    Last Sold Summary

    • 24% Below List Price
    • $392/SF
    • 168 Days On Market

    Current Estimated Value $1,293,743

    Last Listing Agent Emma Kiley Bryant Landmarks at TODAY Real Estate

    208 Irenes Way, Tisbury, MA 02568
    • /32

      Est $2,492,093 Not Listed For Sale

      232 Lagoon Pond Rd, Vineyard Haven, MA 02568

      • 4 Beds
      • 4 Baths
      • 2,276 Sq Ft
      • Built 1970
      232 Lagoon Pond Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 4% Below List Price
      • $1,142/SF
      • 220 Days On Market

      Last Sold Price $2,600,000

      Last Listing Agent Keith McLaughlin Grade A Realty

  • /14

    $685,000 Pending

    • 2 Beds
    • 1.5 Baths
    • 782 Sq Ft

    10 Siloam Ave, Oak Bluffs, MA 02557

    The cottage has been maintained throughout the years, with a new roof in 2015, at which time it was insulated. The original Campground charm has been preserved thoughtfully. New mahogany boards are on front porch and a new paint job on the exterior of the cottage was done last year. The kitchen cabinets have been crafted by a master wood worker and there is a new kitchen floor and appliances.

    Elise LeBovit Gay Head Realty

    10 Siloam Ave, Oak Bluffs, MA 02557
  • /22

    $3,000 total monthly price

    • 4 Beds
    • 2.5 Baths
    • 2,703 Sq Ft
    • House for Rent

    41 Oak Lane Wt147, West Tisbury, MA 02575

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $3,200. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Inside the front entrance is a large open living room with a comfortable L-shaped couch facing the floor to ceiling windows which look out onto the spacious tree lined back yard and a wall mounted flat screen television. Off the open concept living/dining room is a large

    Karen Overtoom Karen M. Overtoom R.E.

    41 Oak Lane Wt147, West Tisbury, MA 02575
  • /22

    $1,000,000 Sold Jul 31, 2025

    130 Wing Rd, Oak Bluffs, MA 02557

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft
    • Built 1960

    Last Sold Summary

    • 10% Below List Price
    • $1,302/SF
    • 96 Days On Market

    Current Estimated Value $1,025,527

    Last Listing Agent Lynn Buder Sandpiper Realty Inc

    130 Wing Rd, Oak Bluffs, MA 02557
    • /36

      Est $1,655,277 Not Listed For Sale

      323 Lamberts Cove Rd, Vineyard Haven, MA 02568

      • 4 Beds
      • 3 Baths
      • 1,144 Sq Ft
      • Built 1900
      323 Lamberts Cove Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 2% Below List Price
      • $1,473/SF
      • 331 Days On Market

      Last Sold Price $1,685,000

      Last Listing Agent Diana Gilmore Island Real Estate

  • /61

    $2,250,000 Under Contract

    • 5 Beds
    • 3.5 Baths
    • 3,250 Sq Ft

    28 Pine Tree Ln, Vineyard Haven, MA 02568

    Enjoy beach-close living—just 0.2 miles to the shore—in sought-after West Chop. This welcoming 5BR/3.5BA colonial blends classic Vineyard character with New Roof '26, modern comforts, including central air, an updated kitchen, and three fireplaces. Approximately 3,152± sq ft (expanded from 2,632± with a 520± sq ft finished space over the garage) offers flexible, easy flow to a large fenced

    Lisa Da Silva Compass | Point B

    28 Pine Tree Ln, Vineyard Haven, MA 02568
  • /35

    $112,000 total monthly price

    • 6 Beds
    • 9 Baths
    • 5,732 Sq Ft
    • House for Rent

    31 Lamberts Cove Road Vh434, Tisbury, MA 02568

    Karen Overtoom Karen M. Overtoom R.E.

    31 Lamberts Cove Road Vh434, Tisbury, MA 02568
  • /33

    $2,637,500 Sold Dec 12, 2025

    36 Tashmoo Ave, Vineyard Haven, MA 02568

    • 4 Beds
    • 3 Baths
    • 2,770 Sq Ft
    • Built 1888

    Last Sold Summary

    • 20% Below List Price
    • $952/SF
    • 355 Days On Market

    Current Estimated Value $2,330,449

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

    36 Tashmoo Ave, Vineyard Haven, MA 02568
    • /44

      Est $1,647,334 Not Listed For Sale

      30 Hillside Path, Vineyard Haven, MA 02568

      • 3 Beds
      • 4 Baths
      • 3,114 Sq Ft
      • Built 1999
      30 Hillside Path, Vineyard Haven, MA 02568

      Last Sold Summary

      • 6% Above List Price
      • $501/SF
      • 39 Days On Market

      Last Sold Price $1,560,000

      Last Listing Agent Stephanie Roache Donnelly + Co

  • /15

    $1,495,000

    • Land
    • 3.01 Acres
    • $496,678 per Acre

    11 Beach Pebble Rd Unit 48.3, West Tisbury, MA 02568

    Over 3 acres in the West Tisbury section of Makonikey. This buildable lot is a short distance from the Lower Makonikey Association beach. The prime home site on this property was recently cleared to reveal beautifully contoured land with several ancient white oak trees. The property is situated in an area of several multimillion-dollar homes and will accommodate a house, a guesthouse, and a

    Cassie Courtney Wallace & Co. Sotheby's

    11 Beach Pebble Rd Unit 48.3, West Tisbury, MA 02568
  • /20

    $1,150,000 Sold Jun 13, 2025

    46 Old Coach Rd, Vineyard Haven, MA 02568

    • 3 Beds
    • 2 Baths
    • 1,374 Sq Ft
    • Built 1981

    Last Sold Summary

    • 10% Below List Price
    • $837/SF
    • 43 Days On Market

    Current Estimated Value $1,238,580

    Last Listing Agent Lisa Gilberto C McManus Realty Group

    46 Old Coach Rd, Vineyard Haven, MA 02568
    • /31

      Est $2,746,679 Not Listed For Sale

      106 Panhandle Rd, Vineyard Haven, MA 02568

      • 4 Beds
      • 3.5 Baths
      • 3,310 Sq Ft
      • Built 1991
      106 Panhandle Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 9% Above List Price
      • $763/SF
      • 80 Days On Market

      Last Sold Price $2,525,000

      Last Listing Agent Brenda Galligan Karen M. Overtoom R.E.

  • /5

    $1,100,000

    • Land
    • 1 Acre
    • $1,102,204 per Acre

    25 Coffins Field Rd Unit 18, Edgartown, MA 02539

    One acre lot situated in a peaceful, centrally located neighborhood. The parcel will support 3-bedrooms and offers privacy by abutting conservation land, convenience to town and beaches and access to bike paths, public gym, veterinarian, shopping, airport and restaurants.

    Casandra Hyland Sandpiper Realty

    25 Coffins Field Rd Unit 18, Edgartown, MA 02539

Showing Results 161 - 200, Page 5 of 18

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