Martha's Vineyard, MA Homes

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  $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
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  $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
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  $2,401,000 Sold Jan 06, 2026

  46 Bold Meadow Rd, Edgartown, MA 02539

  • 4 Beds
  • 3.5 Baths
  • 2,372 Sq Ft
  • Built 1992

  Last Sold Summary

  • $1,012/SF
  • 14 Days On Market

  Current Estimated Value $2,186,270

  Last Listing Agent Julianna Flanders Flanders Real Estate

  46 Bold Meadow Rd, Edgartown, MA 02539
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  Not Listed For Sale

  51 Blueberry Ridge Ln, Chilmark, MA 02535

  • 6 Beds
  • 3.5 Baths
  • 2,229 Sq Ft
  • Built 1989

  51 Blueberry Ridge Ln, Chilmark, MA 02535

  Last Sold Summary

  • $1,032/SF
  • 11 Days On Market

  Last Sold Price $2,300,000

  Last Listing Agent Rebecca V Conroy Conroy & Company R.E., Inc.
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  $3,495,000

  • Land
  • 11.49 Acres
  • $304,178 per Acre

  0 Pocha Rd, Edgartown, MA 02539

  CHAPPAQUIDDICK -Dynamic views of Poucha Pond, barrier dunes, and the waters of the Atlantic are enjoyed from this 11+ acre building lot. The close to 1⁄2 mile of private pond frontage provides easy access for swimming, kayaking, paddle boarding and everything in between. Sheltered amongst 200 acres of conservation land, enjoy and explore the wonders of the natural habitat right in your backyard.

  Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

  0 Pocha Rd, Edgartown, MA 02539
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  $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
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  $2,375,000 Sold Jul 01, 2025

  24 Smiths Way, Edgartown, MA 02539

  • 4 Beds
  • 3 Baths
  • 2,448 Sq Ft
  • Built 1964

  Last Sold Summary

  • $970/SF
  • 0 Days On Market

  Current Estimated Value $2,468,662

  Last Listing Agent LINK Email Cache LINK

  24 Smiths Way, Edgartown, MA 02539
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  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
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  $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
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  $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
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  $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
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  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
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  $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
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  $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
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  $600,000 Sold Jul 23, 2025

  84 12th St S, Edgartown, MA 02539

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft
  • Built 1978

  Last Sold Summary

  • $383/SF
  • 0 Days On Market

  Current Estimated Value $627,460

  Last Listing Agent LINK Email Cache LINK

  84 12th St S, Edgartown, MA 02539
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  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.
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  $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
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  $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
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  $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
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  Est $2,089,485 Not Listed For Sale

  119 Herring Creek Rd, Edgartown, MA 02539

  • 4 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1965

  119 Herring Creek Rd, Edgartown, MA 02539

  Last Sold Summary

  • 18% Above List Price
  • $1,264/SF
  • 124 Days On Market

  Last Sold Price $1,770,000

  Last Listing Agent Carol McManus C McManus Realty Group
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  $12,500,000

  • Land
  • 38 Acres
  • $328,947 per Acre

  2 Old Farms Trail Unit 1, Edgartown, MA 02539

  Thirty-eight (38 acres) of available land in Edgartown! This is a truly extraordinary and increasingly rare opportunity to own thirty-eight (38) acres of contiguous land in Edgartown. Come create a landmark estate or private compound in one of Edgartown’s most sought-after locations. Perfectly positioned between the charm of Edgartown Historic Village and the sweeping sands of South Beach and

  Michele Casavant Vineyard Village Realty

  2 Old Farms Trail Unit 1, Edgartown, MA 02539
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  $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
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  $700,000 Sold Jun 30, 2025

  8 Baylies Way Unit 15.5, Edgartown, MA 02539

  • Land
  • 1.03 Acres
  • $679,612 per Acre

  Last Sold Summary

  • 12% Below List Price
  • 0 Days On Market

  Last Listing Agent Wendy Harman Compass | Point B

  8 Baylies Way Unit 15.5, Edgartown, MA 02539
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  Est $2,205,794 Not Listed For Sale

  24 Pulpit Ln, Edgartown, MA 02539

  • 3 Beds
  • 2 Baths
  • 2,097 Sq Ft
  • Built 2001

  24 Pulpit Ln, Edgartown, MA 02539

  Last Sold Summary

  • 10% Above List Price
  • $953/SF
  • 5 Days On Market

  Last Sold Price $1,998,500

  Last Listing Agent Susie Wallo Compass
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  $3,200,000

  • Land
  • 19.3 Acres
  • $165,803 per Acre

  32 Edgartown - West Tisbury Rd Unit 81, West Tisbury, MA 02575

  A Rare Offering in West Tisbury — Over 19 Acres of OpportunityAn exceptional opportunity to own just over 19 acres in the heart of rural West Tisbury. This expansive parcel offers tremendous flexibility, with potential for multiple dwellings or subdivision into a thoughtfully designed niche development. Ideally situated near all island towns, the property is also just minutes from the

  Jill Napior Tea Lane Associates

  32 Edgartown - West Tisbury Rd Unit 81, West Tisbury, MA 02575
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  $10,800 total monthly price

  • 4 Beds
  • 2 Baths
  • 702 Sq Ft
  • House for Rent

  141 N Rd Ch202, Chilmark, MA 02535

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $2,700. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Chilmark Cottage Perfection!!! You will love this quaint Vineyard Style Cottage that has been meticulously designed to include all the amenities one could imagine. This vintage charmer really boasts a lot of Style. Inside you will find really beautiful hardwood floors, a

  Karen Overtoom Karen M. Overtoom R.E.

  141 N Rd Ch202, Chilmark, MA 02535
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  $1,200,000 Sold Jan 22, 2026

  58 Marthas Rd Unit 70, Edgartown, MA 02539

  • Land
  • 0.5 Acre
  • $2,400,000 per Acre

  Last Sold Summary

  • 8% Below List Price
  • 179 Days On Market

  Last Listing Agent Katie Donahue Sandpiper Realty

  58 Marthas Rd Unit 70, Edgartown, MA 02539
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  Est $4,834,738 Not Listed For Sale

  62 S Water St, Edgartown, MA 02539

  • 4 Beds
  • 3.5 Baths
  • 2,807 Sq Ft
  • Built 1825

  62 S Water St, Edgartown, MA 02539

  Last Sold Summary

  • 7% Above List Price
  • $1,603/SF
  • 187 Days On Market

  Last Sold Price $4,500,000

  Last Listing Agent Gerrett Conover Landvest MV
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  $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
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  $7,900 total monthly price

  • 3 Beds
  • 2.5 Baths
  • 2,107 Sq Ft
  • House for Rent

  2 Paddock Cir, Chilmark, MA 02535

  Karen Overtoom Karen M. Overtoom R.E.

  2 Paddock Cir, Chilmark, MA 02535
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  $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
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  Est $3,911,286 Not Listed For Sale

  6 Beach Plum Way, Aquinnah, MA 02535

  • 7 Beds
  • 5.5 Baths
  • 4,875 Sq Ft
  • Built 1996

  6 Beach Plum Way, Aquinnah, MA 02535

  Last Sold Summary

  • 5% Above List Price
  • $764/SF
  • 21 Days On Market

  Last Sold Price $3,725,000

  Last Listing Agent Meg Bodnar Tea Lane Associates
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  $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
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  $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
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  $1,000,000 Sold Oct 21, 2025

  32 Pine St, Edgartown, MA 02539

  • 3 Beds
  • 1 Bath
  • 979 Sq Ft
  • Built 1940

  Last Sold Summary

  • $1,021/SF
  • 0 Days On Market

  Current Estimated Value $1,103,110

  Last Listing Agent LINK Email Cache LINK

  32 Pine St, Edgartown, MA 02539
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  Est $3,168,244 Not Listed For Sale

  5 Katama Dr, Edgartown, MA 02539

  • 3 Beds
  • 3.5 Baths
  • 2,527 Sq Ft
  • Built 1990

  5 Katama Dr, Edgartown, MA 02539

  Last Sold Summary

  • 27% Above List Price
  • $989/SF
  • 98 Days On Market

  Last Sold Price $2,500,000

  Last Listing Agent Emma Kennedy Sandpiper Realty
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  $2,725,000

  • Land
  • 7.6 Acres
  • $358,553 per Acre

  34 Ebens Ln Unit 20 and 22, Chilmark, MA 02535

  This rare two-lot offering off Middle Road in Chilmark presents a private sanctuary abutting approximately 50 acres of conservation land. The gently rolling landscape is accented by ancient stone walls and striking glacial boulders, creating a setting of timeless Vineyard character. Ideal for a generational compound or two distinct residences, the property offers both serenity and convenience —

  Peyton Wallace Studio Realty

  34 Ebens Ln Unit 20 and 22, Chilmark, MA 02535
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  $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
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  Est $5,554,303 Not Listed For Sale

  25 Down Harbor Rd, Edgartown, MA 02539

  • 4 Beds
  • 2 Baths
  • 1,728 Sq Ft
  • Built 1972

  25 Down Harbor Rd, Edgartown, MA 02539

  Last Sold Summary

  • 1% Above List Price
  • $3,183/SF
  • 107 Days On Market

  Last Sold Price $5,500,000

  Last Listing Agent Wendy Harman Compass
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  /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

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