98

Newest Homes for Sale in Vineyard Haven, MA

Section Image Section Image
  • 241 Daggett Ave, Vineyard Haven, MA 02568
    241 Daggett Ave, Vineyard Haven, MA 02568
    241 Daggett Ave, Vineyard Haven, MA 02568
    /39

    $3,250,000

    • 5 Beds
    • 3.5 Baths
    • 4,068 Sq Ft

    241 Daggett Ave, Vineyard Haven, MA 02568

    Built in 2016 by Squash Meadow Builders, this exceptional five bedroom Colonial sits moments from the sandy shores of Tashmoo Beach on Vineyard Sound. Spanning four levels, it blends timeless architecture with modern comfort. The main floor offers open living with gas fireplace, a gourmet kitchen with custom built-ins and bench seating, and a sunlit sunroom for relaxed coastal living. A private

    Alyssa Halisky Wallace & Co. Sotheby's International Realty

    241 Daggett Ave, Vineyard Haven, MA 02568
  • 18 Wood Duck Way, Edgartown, MA 02539
    18 Wood Duck Way, Edgartown, MA 02539
    18 Wood Duck Way, Edgartown, MA 02539
    /39

    $1,800,000

    • 4 Beds
    • 3 Baths
    • 2,064 Sq Ft

    18 Wood Duck Way, Edgartown, MA 02539

    Being sold turnkey and fully furnished, this modern home has four bedrooms and three full baths. Large windows and high ceilings, the home lets in bright natural light. The first floor has three bedrooms and a full bath with double sinks. Beautiful oak and maple floors complement the cherry stairs and living room built-ins. Open concept second level contains the open concept kitchen, living room,

    Janna O'Loughlin Portfolio Properties

    18 Wood Duck Way, Edgartown, MA 02539
  • 378 State Rd, Vineyard Haven, MA 02568
    378 State Rd, Vineyard Haven, MA 02568
    378 State Rd, Vineyard Haven, MA 02568
    /24

    $1,950,000

    • 2 Beds
    • 2.5 Baths
    • 1,460 Sq Ft

    378 State Rd, Vineyard Haven, MA 02568

    MIXED USE PROPERTY WITH PROFESSIONAL OFFICES AND TWO-BEDROOM APARTMENT - Extensively renovated mixed-use property offering commercial + residential use in a high-visibility location on State Road in Tisbury. This versatile property presents a true live-work opportunity with strong income-producing potential.The first floor offers four offices including a reception area, 1.5 baths, and a

    Lesley Heidt Sandpiper Realty Inc

    378 State Rd, Vineyard Haven, MA 02568
  • 77 Sixth Street N St, Edgartown, MA 02568
    77 Sixth Street N St, Edgartown, MA 02568
    /2

    $625,000

    • Land
    • 0.28 Acre
    • $2,232,143 per Acre

    77 Sixth Street N St, Edgartown, MA 02568

    *All information should be confirmed with the town boards. From BOH - Lot can support a 2 bedroom system with a standard Title 5 or 3 bedrooms with an enhanced system. From Water Department - Town water runs down Sixth Street N. Buyer will need to hook up from the road. From Building/Zoning Department - Lot can support a house and an ADU, by right, with proper permitting. From Wastewater Dept. -

    Sheila Morse Island Real Estate

    77 Sixth Street N St, Edgartown, MA 02568
  • 77 Sixth St N Unit 160, Edgartown, MA 02539
    77 Sixth St N Unit 160, Edgartown, MA 02539
    /2

    $625,000

    • Land
    • 0.28 Acre
    • $2,269,426 per Acre

    77 Sixth St N Unit 160, Edgartown, MA 02539

    *All information should be confirmed with the town boards. From BOH - Lot can support a 2 bedroom system with a standard Title 5 or 3 bedrooms with an enhanced system.From Water Department - Town water runs down Sixth Street N. Buyer will need to hook up from the road.From Building/Zoning Department - Lot can support a house and an ADU, by right, with proper permitting.From Wastewater

    Sheila Morse Island Real Estate

    77 Sixth St N Unit 160, Edgartown, MA 02539
  • 3 Kims Way, Oak Bluffs, MA 02557
    3 Kims Way, Oak Bluffs, MA 02557
    3 Kims Way, Oak Bluffs, MA 02557
    /19

    $1,195,000

    • 3 Beds
    • 2 Baths
    • 1,164 Sq Ft

    3 Kims Way, Oak Bluffs, MA 02557

    Recently updated Oak Bluffs ranch-style home ideally located near Downtown and Oak Bluffs Harbor. Step inside to discover vaulted ceilings and an airy open floor plan that seamlessly connects the living room, dining area, and a spacious kitchen featuring granite countertops and updated appliances. The private primary suite is thoughtfully positioned off the main living area and offers a full bath

    Alyssa Halisky Wallace & Co. Sotheby's International Realty

    3 Kims Way, Oak Bluffs, MA 02557
  • 124 Skiff Ave Unit C-12, Vineyard Haven, MA 02568
    124 Skiff Ave Unit C-12, Vineyard Haven, MA 02568
    124 Skiff Ave Unit C-12, Vineyard Haven, MA 02568
    /12

    $610,000

    • 2 Beds
    • 1 Bath
    • 705 Sq Ft

    124 Skiff Ave Unit C-12, Vineyard Haven, MA 02568

    Here is your chance to be a Homeowner on Martha's Vineyard. MOVE RIGHT IN! This sunny end unit is being offered furnished! Spacious living area opens to an eat-in kitchen with a new Bosch dishwasher. Bedroom number one has a queen bed. Bedroom two has two single beds. Conveniently located within close proximity to Main Street shops, the ferry and bus terminal, and the scenic bike path that

    Michele Moore Island Real Estate

    124 Skiff Ave Unit C-12, Vineyard Haven, MA 02568
  • 21 39G Island Inn Rd Unit 39G, Oak Bluffs, MA 02557
    21 39G Island Inn Rd Unit 39G, Oak Bluffs, MA 02557
    21 39G Island Inn Rd Unit 39G, Oak Bluffs, MA 02557
    /15

    $560,000

    • 1 Bed
    • 1.5 Baths
    • 591 Sq Ft

    21 39G Island Inn Rd Unit 39G, Oak Bluffs, MA 02557

    Own a piece of the Vineyard dream with a fully furnished, beautifully updated condo perfectly designed for comfort and vacation living at the Island Inn Country Club in Oak Bluffs. The location is just off Beach Road, a short distance to beaches, downtown Circuit Ave, and a lovely drive along Beach Road to Edgartown Village. The bike path, public transportation, and a popular restaurant with live

    Sheila Morse Island Real Estate

    21 39G Island Inn Rd Unit 39G, Oak Bluffs, MA 02557
  • 43 Sengekontacket Rd, Oak Bluffs, MA 02557
    43 Sengekontacket Rd, Oak Bluffs, MA 02557
    43 Sengekontacket Rd, Oak Bluffs, MA 02557
    /31

    $5,995,000

    • 3 Beds
    • 3 Baths
    • 2,234 Sq Ft

    43 Sengekontacket Rd, Oak Bluffs, MA 02557

    Breathtaking property at the tip of a prominent peninsula on Sengekontacket Pond's western shoreline. Set beautifully at high elevation above the shore, this charming home and guest cottage includes jaw-dropping views of the pond, barrier dunes and Nantucket Sound. Direct from the property take your whaler or other watercraft out into the sound and beyond for endless recreational pursuits. Aside

    Peyton Wallace Studio Realty

    43 Sengekontacket Rd, Oak Bluffs, MA 02557
  • 112 Dukes County Ave, Oak Bluffs, MA 02557
    112 Dukes County Ave, Oak Bluffs, MA 02557
    112 Dukes County Ave, Oak Bluffs, MA 02557
    /8

    $599,000 Coming Soon

    • Land
    • 0.07 Acre
    • $8,557,143 per Acre

    112 Dukes County Ave, Oak Bluffs, MA 02557

    COMING SOON! Downtown Oak Bluffs B1-zoned parcel offering a rare mixed-use development opportunity in one of Martha's Vineyard's most iconic and active locations. Conveniently located near Inkwell Beach, Oak Bluffs Harbor, the Steamship Authority, day-trip ferry services, Circuit Avenue, and Ocean Park. This level lot includes an existing poured concrete foundation and Martha's Vineyard

    Rose Ryley Wallace & Co. Sotheby's International Realty

    112 Dukes County Ave, Oak Bluffs, MA 02557
  • 24 Cournoyer Rd, Vineyard Haven, MA 02568
    24 Cournoyer Rd, Vineyard Haven, MA 02568
    24 Cournoyer Rd, Vineyard Haven, MA 02568
    /8

    $2,950,000

    • 3 Beds
    • 3 Baths
    • 3,506 Sq Ft

    24 Cournoyer Rd, Vineyard Haven, MA 02568

    This mixed use building is zoned for residential and commercial use. It is extremely well built with an emphasis on non-toxic materials throughout. High ceilings on all three levels. There are radiant floors mixed with forced hot air/AC. The building offers a variety of uses for a new owner. The existing spaces are very versatile and would be ideal for any service oriented business given the

    Jill Napior Tea Lane Associates

    24 Cournoyer Rd, Vineyard Haven, MA 02568
  • 63 Bayes Hill Rd, Oak Bluffs, MA 02557
    63 Bayes Hill Rd, Oak Bluffs, MA 02557
    63 Bayes Hill Rd, Oak Bluffs, MA 02557
    /36

    $2,900,000

    • 4 Beds
    • 5 Baths
    • 5,165 Sq Ft

    63 Bayes Hill Rd, Oak Bluffs, MA 02557

    Tucked away in a serene setting, this beautifully designed custom home offers the ultimate in privacy, comfort, and luxury living. The first floor features a spacious open-concept design, seamlessly blending the dining room, kitchen, wet bar, and living area-perfect for entertaining or relaxing with the family. Home chefs will fall in love with the gourmet kitchen complete with custom cabinetry,

    Casandra Hyland Sandpiper Realty, Inc.

    63 Bayes Hill Rd, Oak Bluffs, MA 02557
  • 52 Carrolls Way, Vineyard Haven, MA 02568
    52 Carrolls Way, Vineyard Haven, MA 02568
    52 Carrolls Way, Vineyard Haven, MA 02568
    /44

    $1,650,000

    • 4 Beds
    • 3 Baths
    • 2,760 Sq Ft

    52 Carrolls Way, Vineyard Haven, MA 02568

    SHOWINGS START TUESDAY FEBRUARY 3. It's a home but also used as a business! R-20 zoning with historical home business uses next to Carrolls Trucking and other mixed uses. Currently its used as a 3-bedroom home with a 1-bedroom apartment, a business is being run out of the huge 576 sq. ft office. There are multiple storage and garage options to lend to a variety of needs. Being in the R-20 zoning

    Jim Feiner Feiner Real Estate

    52 Carrolls Way, Vineyard Haven, MA 02568
  • 54 Columbian Ave, Oak Bluffs, MA 02557
    54 Columbian Ave, Oak Bluffs, MA 02557
    54 Columbian Ave, Oak Bluffs, MA 02557
    /14

    $1,295,000

    • 4 Beds
    • 2 Baths
    • 1,764 Sq Ft

    54 Columbian Ave, Oak Bluffs, MA 02557

    Nestled in a quiet Oak Bluffs neighborhood, this charming, sun-filled four-bedroom, two-bath home sits on a spacious corner lot and offers an ideal opportunity for both seasonal and year-round living. The home features a functional layout with a cozy wood burning stove and abundant natural light throughout. The main level offers a spacious living area open to a kitchen, both with wide plank

    Katrina Lima Donnelly + Co

    54 Columbian Ave, Oak Bluffs, MA 02557
  • 60 Saddle Club Rd, Edgartown, MA 02539
    60 Saddle Club Rd, Edgartown, MA 02539
    60 Saddle Club Rd, Edgartown, MA 02539
    /18

    $1,199,000

    • 3 Beds
    • 1.5 Baths
    • 1,076 Sq Ft

    60 Saddle Club Rd, Edgartown, MA 02539

    This cozy home on Saddle Club Road offers an inviting layout with vaulted ceilings that create a bright, airy feel. With three bedrooms, including one conveniently located on the first floor—there's plenty of space. The open-concept kitchen and dining area flow to a sunny deck, perfect for outdoor dining or unwinding after a day at the beach. Recent updates bring peace of mind and curb appeal,

    Lesley Heidt Sandpiper Realty

    60 Saddle Club Rd, Edgartown, MA 02539
  • 6 Lauras Way, Edgartown, MA 02539
    6 Lauras Way, Edgartown, MA 02539
    6 Lauras Way, Edgartown, MA 02539
    /3

    $2,700,000

    • 4 Beds
    • 4.5 Baths
    • 2,750 Sq Ft

    6 Lauras Way, Edgartown, MA 02539

    Coastal Luxury Meets Versatility in EdgartownWelcome to a rare opportunity to own a brand-new, GORGEOUS, custom-built home in Edgartown, set on a sprawling one-acre plot with a stunning detached 900 sq ft accessory dwelling. The main residence opens to an inviting two-story foyer, leading to an expansive, sun-drenched living room featuring a wall of glass sliders that erase the boundary

    Michele Casavant Vineyard Village Realty

    6 Lauras Way, Edgartown, MA 02539
  • 6 Laura's Way, Edgartown, MA 02568
    6 Laura's Way, Edgartown, MA 02568
    /2

    $2,700,000

    • 4 Beds
    • 4.5 Baths
    • 2,750 Sq Ft

    6 Laura's Way, Edgartown, MA 02568

    Welcome to the opportunity to own a brand-new, GORGEOUS, custom-built home in Edgartown, set on a one-acre plot with a detached 900 sq ft accessory dwelling. The main residence opens to an inviting two-story foyer, leading to an expansive, living room featuring a wall of glass sliders. The gourmet kitchen is a chef’s dream, boasting Bosch appliances, a large quartz-topped island with seating for

    Michele Casavant Vineyard Village Realty

    6 Laura's Way, Edgartown, MA 02568
  • 12 Wheelhouse Way, Oak Bluffs, MA 02557
    12 Wheelhouse Way, Oak Bluffs, MA 02557
    12 Wheelhouse Way, Oak Bluffs, MA 02557
    /19

    $1,095,000

    • 3 Beds
    • 1.5 Baths
    • 1,487 Sq Ft

    12 Wheelhouse Way, Oak Bluffs, MA 02557

    Custom-built 3-bedroom, 1.5-bath Oak Bluffs home on a quiet circle, offering a peaceful setting with convenient access to down-island attractions, charming town centers and year-round ferries. Features include a large primary bedroom, a convenient first floor bedroom, and an open kitchen dining area flowing to a spacious wooden deck and outdoor shower—perfect for indoor-outdoor living.

    Dawn Bellante Sandpiper Realty, Inc.

    12 Wheelhouse Way, Oak Bluffs, MA 02557
  • 61 Causeway Rd, Vineyard Haven, MA 02568
    61 Causeway Rd, Vineyard Haven, MA 02568
    61 Causeway Rd, Vineyard Haven, MA 02568
    /58

    $2,495,000

    • 3 Beds
    • 3.5 Baths
    • 3,530 Sq Ft

    61 Causeway Rd, Vineyard Haven, MA 02568

    Welcome to this fabulous property nestled just a short stroll from all the best of Vineyard Haven. Easily accessible and within close proximity to the ferry, downtown shops, restaurants, galleries, Owen Park Beach, and the MV Playhouse, the location is ideal. This beautifully designed home has been lovingly maintained and offers a wonderful balance of Vineyard charm and modern convenience.

    Stephanie Roache Donnelly + Co

    61 Causeway Rd, Vineyard Haven, MA 02568
  • 260 The Blvd, Edgartown, MA 02539
    260 The Blvd, Edgartown, MA 02539
    260 The Blvd, Edgartown, MA 02539
    /8

    $925,000

    • 2 Beds
    • 1 Bath
    • 806 Sq Ft

    260 The Blvd, Edgartown, MA 02539

    Two-bedroom, one bath, renovated cottage in Ocean Heights, Edgartown, offering a classic island “camp” charm with a thoroughly modern interior. Over three phases of work (2001, 2021, 2025), the owners have rebuilt key exterior elements, upgraded major systems, and fully refreshed the living space to create a cozy move-in-ready home. The central living area features a cathedral ceiling and large

    Sean Federowicz Landmarks at TODAY Real Estate

    260 The Blvd, Edgartown, MA 02539
  • 11 Macs Ln, Tisbury, MA 02568
    11 Macs Ln, Tisbury, MA 02568
    11 Macs Ln, Tisbury, MA 02568
    /10

    $4,500,000

    • 15 Beds
    • 12.5 Baths
    • 7,250 Sq Ft

    11 Macs Ln, Tisbury, MA 02568

    A unique opportunity to own a one of a kind property complete with fourteen bedrooms, flanked with large picture windows and water views from all three living levels. Currently being run as a state licensed, private pay, assisted living facility. In addition to the fourteen bedrooms and twelve full baths and one half bath, in the main building, there is a private owners apartment on the first

    Madelyn Silvia Wallace & Co. Sotheby's

    11 Macs Ln, Tisbury, MA 02568
  • 24 Towanticut Ave Unit 188, Oak Bluffs, MA 02568
    24 Towanticut Ave Unit 188, Oak Bluffs, MA 02568
    24 Towanticut Ave Unit 188, Oak Bluffs, MA 02568
    /3

    $857,000

    • Land
    • 0.39 Acre
    • $2,209,902 per Acre

    24 Towanticut Ave Unit 188, Oak Bluffs, MA 02568

    OAK BLUFFS - A Rare Opportunity to purchase an Eight (8) Bedroom lot. This already cleared, oversized lot, 16,895sq.ft., (more than 1/3 acre) comes with an Approved Eight (8) Bedroom Septic Design, ready to build. Exceptional potential for a spacious custom home, family compound, or a rental property. Utilities are available by the lot, which significantly reduces development costs and time.

    Alisan Lohan-Conway Alisan Lohan-Conway Properties

    24 Towanticut Ave Unit 188, Oak Bluffs, MA 02568
  • 9 Brunswick Ave, Oak Bluffs, MA 02557
    9 Brunswick Ave, Oak Bluffs, MA 02557
    9 Brunswick Ave, Oak Bluffs, MA 02557
    /34

    $1,295,000

    • 3 Beds
    • 1 Bath
    • 1,033 Sq Ft

    9 Brunswick Ave, Oak Bluffs, MA 02557

    PRIME LOCATION! LESS THAN A 5-MINUTE WALK TO OAK BLUFFS HARBOR! Beautifully Renovated in Oak Bluffs! This move-in ready home at 9 Brunswick Ave has been thoughtfully & extensively UPDATED INSIDE AND OUT. Enjoy peace of mind w/ NEW septic system, siding, windows, water line from the street, & upgraded electrical & plumbing. Interior boasts new flooring, insulation, fresh paint, a stylishly

    Alice Pierce Coldwell Banker Realty - Hingham

    9 Brunswick Ave, Oak Bluffs, MA 02557
  • 16 Frog Hollow, Vineyard Haven, MA 02568
    16 Frog Hollow, Vineyard Haven, MA 02568
    16 Frog Hollow, Vineyard Haven, MA 02568
    /31

    $4,695,000

    • 3 Beds
    • 2 Baths
    • 1,716 Sq Ft

    16 Frog Hollow, Vineyard Haven, MA 02568

    Downtown Vineyard Haven with Harbor Views. Positioned between the energy of Main Street and the quiet prestige of West Chop, this location delivers a rare balance of downtown access, privacy, and harbor frontage.Built in 2015, the three-bedroom, two-bath modern ranch is designed for easy first-floor living with expansive water views. Wide, harbor-facing windows showcase the meadow and water

    Rose Ryley Wallace & Co. Sotheby's

    16 Frog Hollow, Vineyard Haven, MA 02568
  • 116 Franklin Terrace, Vineyard Haven, MA 02568
    116 Franklin Terrace, Vineyard Haven, MA 02568
    116 Franklin Terrace, Vineyard Haven, MA 02568
    /38

    $1,350,000

    • 4 Beds
    • 3 Baths
    • 1,714 Sq Ft

    116 Franklin Terrace, Vineyard Haven, MA 02568

    Nestled on a quiet street just moments from the heart of Vineyard Haven, this well-maintained 4 BR, 3 BA home offers a winning blend of comfort, privacy, and classic island appeal. The sun-filled main level features an open-concept living area flowing seamlessly into a bright, updated kitchen with center island, ideal for everyday living and casual entertaining. Two 1st floor bedrooms and a full

    Pricila Ray Keller Williams Realty

    116 Franklin Terrace, Vineyard Haven, MA 02568
  • 22 Oklahoma Ave, Vineyard Haven, MA 02568
    22 Oklahoma Ave, Vineyard Haven, MA 02568
    22 Oklahoma Ave, Vineyard Haven, MA 02568
    /26

    $1,445,000

    • 4 Beds
    • 2.5 Baths
    • 1,738 Sq Ft

    22 Oklahoma Ave, Vineyard Haven, MA 02568

    3 BEDROOM HOUSE + 1 BEDROOM APARTMENT! Discover a rare opportunity in a convenient Vineyard Haven neighborhood. This move-in ready property features a 3 BR, 1.5 BA main house plus a legal 1 BR, 1 BA accessory apartment, offering the perfect setup for multi-generational living or a high-demand rental to offset your mortgage. The main house features a stunning solarium or sunroom, a cheerful

    Idalyn Macchia Gilstad Wallace & Co. Sotheby's

    22 Oklahoma Ave, Vineyard Haven, MA 02568
  • 33 Ocean Ave, Oak Bluffs, MA 02557
    33 Ocean Ave, Oak Bluffs, MA 02557
    33 Ocean Ave, Oak Bluffs, MA 02557
    /30

    $2,950,000

    • 3 Beds
    • 2.5 Baths
    • 1,845 Sq Ft

    33 Ocean Ave, Oak Bluffs, MA 02557

    A rare offering on iconic Ocean Park. This beautifully renovated Victorian cottage sits in the heart of historic Oak Bluffs with unencumbered views of Ocean Park and Vineyard Sound. Completely rebuilt in 2024, this 3-bedroom, home blends classic Vineyard charm with modern comforts, featuring a welcoming wraparound porch, a beach-stone wood-burning fireplace, new kitchen, baths, windows, doors and

    Marcia Sullivan Garvey Donnelly + Co.

    33 Ocean Ave, Oak Bluffs, MA 02557
  • 101 Tradewinds Rd, Oak Bluffs, MA 02557
    101 Tradewinds Rd, Oak Bluffs, MA 02557
    101 Tradewinds Rd, Oak Bluffs, MA 02557
    /59

    $1,435,000

    • 3 Beds
    • 1.5 Baths
    • 1,456 Sq Ft

    101 Tradewinds Rd, Oak Bluffs, MA 02557

    Set on just over half an acre near downtown Oak Bluffs abutting permanently preserved acres by Land Bank - a rare find in central Oak Bluffs! This home blends classic Midcentury architectural character with abundant natural light from floor-to-ceiling windows and soaring post-and-beam ceilings creating a warm and inviting space. The interior features hardwood floors in the dramatic great room

    Nya Clarke Martha's Vineyard Island-Wide Realty

    101 Tradewinds Rd, Oak Bluffs, MA 02557
  • 185 Sandpiper Ln Unit 12, Vineyard Haven, MA 02568
    185 Sandpiper Ln Unit 12, Vineyard Haven, MA 02568
    185 Sandpiper Ln Unit 12, Vineyard Haven, MA 02568
    /46

    $1,200,000

    • 3 Beds
    • 3 Baths
    • 1,750 Sq Ft

    185 Sandpiper Ln Unit 12, Vineyard Haven, MA 02568

    Experience sun-drenched living in one of Tashmoo Woods’ most desirable floor plans. This beautifully maintained 3-bedroom, 3-bath home offers full access to the coveted Tashmoo Woods amenities, including a pristine pool and pool house, multiple tennis courts, a children’s play area, a private launch on Lake Tashmoo, and a beautiful Association beach on the Sound. Inside, soaring ceilings and

    Candy DaRosa Feiner Real Estate

    185 Sandpiper Ln Unit 12, Vineyard Haven, MA 02568
  • 20 Brook Hollow Rd, Vineyard Haven, MA 02568
    20 Brook Hollow Rd, Vineyard Haven, MA 02568
    20 Brook Hollow Rd, Vineyard Haven, MA 02568
    /33

    $1,750,000

    • 4 Beds
    • 3 Baths
    • 2,056 Sq Ft

    20 Brook Hollow Rd, Vineyard Haven, MA 02568

    This spacious custom designed home is well sited to offer maximum privacy in the lush area of Long View. A short bike ride to Lambert's Cove beach, it's also about a 20-minute walk down a quiet private road. The home lays out well for family and extended guests with a roomy living room boasting vaulted ceilings and large windows. The house is designed to have an intimate relationship with the

    Jim Feiner Feiner Real Estate

    20 Brook Hollow Rd, Vineyard Haven, MA 02568
  • 36 Boylston Dr, Edgartown, MA 02539
    36 Boylston Dr, Edgartown, MA 02539
    36 Boylston Dr, Edgartown, MA 02539
    /7

    $475,000

    • Land
    • 0.52 Acre
    • $913,462 per Acre

    36 Boylston Dr, Edgartown, MA 02539

    Buildable lot in an established Edgartown neighborhood. Approvals are in hand for the construction of a single-family residential structure not to exceed 3 bedrooms and not to exceed 1,850 square feet of heated living area (screened porches, patios, etc are not included in this square footage). Note that this property cannot be used as a seasonal home or short-term rental. Septic plan has been

    Mark Jenkins Wallace & Co. Sotheby's International Realty

    36 Boylston Dr, Edgartown, MA 02539
  • 36 Boylston Dr Unit 1.329, Edgartown, MA 02539
    36 Boylston Dr Unit 1.329, Edgartown, MA 02539
    36 Boylston Dr Unit 1.329, Edgartown, MA 02539
    /8

    $475,000

    • Land
    • 0.52 Acre
    • $913,462 per Acre

    36 Boylston Dr Unit 1.329, Edgartown, MA 02539

    Buildable lot in an established Edgartown neighborhood. Approvals are in hand for the construction of a single-family residential structure not to exceed 3 bedrooms and not to exceed 1,850 square feet of heated living area (screened porches, patios, etc are not included in this square footage). Note that this property cannot be used as a seasonal home or short-term rental. Septic plan has been

    Mark Jenkins Wallace & Co. Sotheby's

    36 Boylston Dr Unit 1.329, Edgartown, MA 02539
  • 21 Island Inn Rd Unit 39G, Oak Bluffs, MA 02568
    21 Island Inn Rd Unit 39G, Oak Bluffs, MA 02568
    21 Island Inn Rd Unit 39G, Oak Bluffs, MA 02568
    /32

    $560,000

    • 1 Bed
    • 1.5 Baths
    • 590 Sq Ft

    21 Island Inn Rd Unit 39G, Oak Bluffs, MA 02568

    Own a piece of the Vineyard dream with a fully furnished, beautifully updated condo perfectly designed for comfort and vacation living at the Island Inn Country Club in Oak Bluffs. The location is just off Beach Road, a short distance to beaches, downtown Circuit Ave, and a lovely drive along Beach Road to Edgartown Village. The bike path, public transportation, and a popular restaurant with live

    Diana Gilmore Island Real Estate

    21 Island Inn Rd Unit 39G, Oak Bluffs, MA 02568
  • 344 Greenwood Ave, Vineyard Haven, MA 02568
    344 Greenwood Ave, Vineyard Haven, MA 02568
    344 Greenwood Ave, Vineyard Haven, MA 02568
    /21

    $1,300,000

    • 4 Beds
    • 2 Baths
    • 1,566 Sq Ft

    344 Greenwood Ave, Vineyard Haven, MA 02568

    This move-in ready four-bedroom, being offered fully furnished, delivers effortless living, simply bring your swimsuit and settle in. Featuring an open and inviting layout, the living space seamlessly extends to the large deck and heated pool, perfect for relaxing or entertaining. Conveniently located just one mile from the shops and restaurants of downtown Vineyard Haven and less than two miles

    Katherine Donahue Sandpiper Realty Inc

    344 Greenwood Ave, Vineyard Haven, MA 02568
  • 33 Alyssa Ln, Vineyard Haven, MA 02568
    33 Alyssa Ln, Vineyard Haven, MA 02568
    33 Alyssa Ln, Vineyard Haven, MA 02568
    /12

    $1,495,000 Open Sat 12PM - 3PM

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

    33 Alyssa Ln, Vineyard Haven, MA 02568

    Country Living so close to Town! Lovely 4 Bedroom 2,304 sq ft Colonial Cape with Garage and lower level living space . Open kitchen, dining & entertainment area. Sliders open to Large side deck. High Ceilings Wood floors Living Room with additional nook. Half bath. Interior stairs to lower level with office/bedroom, half bath, private exterior entrance and garage. 2nd floor has large primary

    Agent Photo

    Stephanie Burke

    Portfolio Properties

    (508) 687-6441

    33 Alyssa Ln, Vineyard Haven, MA 02568
  • 33 Alyssa Ln, Vineyard Haven, MA 02568
    33 Alyssa Ln, Vineyard Haven, MA 02568
    33 Alyssa Ln, Vineyard Haven, MA 02568
    /12

    $1,495,000 Open Sat 12PM - 3PM

    • 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
  • 2 Hope's Way, Oak Bluffs, MA 02557
    2 Hope's Way, Oak Bluffs, MA 02557
    2 Hope's Way, Oak Bluffs, MA 02557
    /3

    $2,100,000

    • 3 Beds
    • 3.5 Baths
    • 2,019 Sq Ft

    2 Hope's Way, Oak Bluffs, MA 02557

    ESTEEMED BUILDER READY to BREAK GROUND! Purchase this exceptional lot in Lagoon Ridge and start building your ISLAND DREAM 3 BR 3.5 home today! Purchase lot ($700,000)& Execute a BUILDING CONTRACT ($1,400,000 )or choose your own builder... Call for details and schedule a tour! Welcome to Oak Bluffs’ newest and most sought-after neighborhood, where you can construct your 3-bedroom home on a lofty

    Marilyn Moses Ocean Park Realty Inc

    2 Hope's Way, Oak Bluffs, MA 02557
  • 51 Lantern Ln, Vineyard Haven, MA 02568
    51 Lantern Ln, Vineyard Haven, MA 02568
    51 Lantern Ln, Vineyard Haven, MA 02568
    /14

    $835,000

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft

    51 Lantern Ln, Vineyard Haven, MA 02568

    Find your sweet spot in this charming starter home, ideally located on a quiet street yet within an effortless walk of everything. Forget the car and get your steps in! You're a short jaunt to essentials like Cronig's Market and Shirley's Hardware, AND local favorites including The Maker, Black Dog Cafe, Island Fresh Pizza, Pie Chicks, and Island Adventures Mini Golf. Also within walking distance

    Idalyn Macchia Gilstad Wallace & Co. Sotheby's International Realty

    51 Lantern Ln, Vineyard Haven, MA 02568
  • 0 Pennsylvania Ave Unit 43914, Oak Bluffs, MA 02568
    0 Pennsylvania Ave Unit 43914, Oak Bluffs, MA 02568
    /2

    $1,250,000

    • 1 Bed
    • 1 Bath
    • 855 Sq Ft

    0 Pennsylvania Ave Unit 43914, Oak Bluffs, MA 02568

    Unique new construction opportunity on Pennsylvania Ave in Oak Bluffs! Offered preconstruction so there is the ability to customize, this modern carriage house includes a spacious 1-bedroom apartment (855 sq ft with full kitchen, living room and bathroom) above a 2-car garage. Ideal for year round or seasonal residents, or businesses seeking to solve workforce housing needs along with secure

    Peyton Wallace Studio Realty

    0 Pennsylvania Ave Unit 43914, Oak Bluffs, MA 02568
  • 14 21st St N, Edgartown, MA 02539
    14 21st St N, Edgartown, MA 02539
    14 21st St N, Edgartown, MA 02539
    /19

    $1,180,000

    • 3 Beds
    • 1.5 Baths
    • 1 Sq Ft

    14 21st St N, Edgartown, MA 02539

    Move-in ready 3-bedroom, 1.5-bathroom house with a warm and welcoming interior. The main level includes an efficient kitchen, living room, dining room with sliders to the mahogany deck and outdoor shower, 1 bedroom, laundry, and convenient half-bath. A one car garage is attached to the main level. The 2 large bedrooms and a full bath are located upstairs. Enjoy the private backyard with its well

    Francine Agnoli The Agency Martha's Vineyard

    14 21st St N, Edgartown, MA 02539

Showing Results 1 - 40, Page 1 of 3

Massachusetts Dukes County Vineyard Haven

Newest Listings for Sale in Vineyard Haven, MA

Frequently Asked Questions

What are the most popular zip codes in Vineyard Haven, MA?
The most popular zip codes in Vineyard Haven, MA include 02568, 02575, 02539, 02540 and 02543.
What are the most popular neighborhoods near Vineyard Haven, MA?
The most popular neighborhoods near Vineyard Haven, MA are Vineyard Haven, Oak Bluffs, West Tisbury, Edgartown and Falmouth Village.
How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group