Martha's Vineyard, MA Homes

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  /26

  $1,850,000

  • 4 Beds
  • 2.5 Baths
  • 3,268 Sq Ft

  7 Upper Meadow Ln, Oak Bluffs, MA 02557

  Meadowview Farms - Tucked at the end of a quiet cul-de-sac, this spacious Colonial offers more than 3,200 square feet of comfortable living space. This home is ideal for those who love to host lively gatherings while providing ample accommodations. Inside, you’ll find four well-sized bedrooms and two and a half baths, including a generous primary suite with double walk-in closets and a private

  Lesley Heidt Sandpiper Realty

  7 Upper Meadow Ln, Oak Bluffs, MA 02557
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  /26

  $1,500,000 Sold Sep 03, 2025

  • 1,232 Sq Ft
  • $1,218/SF
  • 158 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1972

  37 Knoll Dr, Edgartown, MA 02539

  TURNKEY KATAMA BEACH RETREAT - OWNER FINANCING POSSIBLETucked away on a quiet sandy road in the heart of Katama, this charming and surprisingly spacious home is move-in or rental-ready—offered fully furnished for immediate enjoyment or income. Featuring 3 bedrooms and 2 full baths, the home includes 1,232 square feet of main-level living plus 520 square feet of finished lower level—perfect for a

  Josseph Barkett Compass

  37 Knoll Dr, Edgartown, MA 02539
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  /21

  Est $2,206,792 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,139 Sq Ft

  5 Marsh Hawk Cir, Edgartown, MA 02539

  5 Marsh Hawk Cir, Edgartown, MA 02539
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  /4

  $600,000

  • Land
  • 0.23 Acre
  • $2,614,379 per Acre

  00 Bernard Cir Unit 10, Tisbury, MA 02568

  Rare opportunity to build your dream home in a quiet, well-established Vineyard Haven neighborhood. This level parcel offers excellent potential with flexible zoning that allows for as many bedrooms as will fit within the allowable footprint, governed by 20-foot front and rear setbacks and 10-foot sides. Not located in the watershed district, the property does not require an enhanced septic

  Patrick McCarthy Grace Hagerty Real Estate Inc

  00 Bernard Cir Unit 10, Tisbury, MA 02568
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  /35

  $1,295,000 Sold Sep 02, 2025

  • 1,814 Sq Ft
  • $714/SF
  • 3 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1980

  35 7th St N, Edgartown, MA 02539

  Welcome to this charming Cape-style home, just a short distance from the Village. Set on a spacious half-acre lot, this delightful property has been lovingly maintained. The home features an open layout that seamlessly blends comfort and functionality, making it perfect for both everyday living and entertaining. A sun-filled living room with cathedral ceilings and sliders opens to a multi-level

  Stephanie Roache Donnelly + Co.

  35 7th St N, Edgartown, MA 02539
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  /34

  Not Listed For Sale

  • 6 Beds
  • 4.5 Baths
  • 3,859 Sq Ft

  391 Middle Rd, Chilmark, MA 02535

  391 Middle Rd, Chilmark, MA 02535
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  /28

  $1,325,000

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

  170 Barnes Rd, Oak Bluffs, MA 02557

  Calling water and boating enthusiasts. Solid Cape-style home one block from Sailing Camp Park, water access to the Lagoon and one mile to all the excitement that downtown Oak Bluffs has to offer. The first floor offers a spacious eat in kitchen that is open to the dining room. A full bathroom with laundry, a den with French-doors that leads to the living room with a slider opening out to the back

  Christine Rose Martha's Vineyard Island-Wide Realty

  170 Barnes Rd, Oak Bluffs, MA 02557
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  /38

  $8,450,000 Sold Aug 31, 2025

  • 6,881 Sq Ft
  • $1,228/SF
  • 31 Days On Market

  • 6 Beds
  • 8 Baths
  • Built 2015

  52 Fuller St, Edgartown, MA 02539

  Located on prestigious Fuller Street, half a block from Fuller Street Beach lies this classically styled home. The home features anamazing family room/kitchen with an abundance of retractable glass doors facing the pool area and 2 fireplaces. There is a dining room, office, den and ground floor bedroom with private bath. The second-floor features two large en suite guest rooms and acathedral

  Gerret Conover LandVest MV

  52 Fuller St, Edgartown, MA 02539
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  /29

  Est $1,056,183 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,152 Sq Ft

  129 Lagoon Ave, Vineyard Haven, MA 02568

  129 Lagoon Ave, Vineyard Haven, MA 02568
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  /23

  $969,000

  • 3 Beds
  • 2 Baths
  • 960 Sq Ft

  67 12th St S, Edgartown, MA 02539

  This ranch style 3 bedroom home centrally located in a quiet neighborhood is close to the bike path with easy access to town and beaches. Sited on a 12,000 square foot parcel with a spacious privately enclosed yard and mature gardens. First floor includes an efficient galley kitchen with a quaint dining area. The living room leads out to a cozy front porch. There is also a spacious side deck that

  Brenda Galligan Karen M. Overtoom R.E.

  67 12th St S, Edgartown, MA 02539
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  /30

  $1,995,000 Sold Aug 29, 2025

  • 2,891 Sq Ft
  • $690/SF
  • 5 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1980

  26 Box Turtle Ln, Oak Bluffs, MA 02557

  This delightful home is on a scenic lot nestled within the Sengekontacket Association. Every room in the home is filled with natural light and beautiful views. It is a very short walking distance to the community boat dock and kayaking, as well as the walking trails of Sengy.Updated in 2008 by the architect owner, this home has 3 bedrooms in the main house and a lovely bedroom and bathroom in

  Jayne Isford Ocean Park Realty Inc

  26 Box Turtle Ln, Oak Bluffs, MA 02557
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  /41

  Est $2,151,958 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,875 Sq Ft

  70 Marthas Rd, Edgartown, MA 02539

  70 Marthas Rd, Edgartown, MA 02539
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  /8

  $599,000

  • Land
  • 0.29 Acre
  • $2,065,517 per Acre

  37 Double Ox Rd, Oak Bluffs, MA 02557

  This is your opportunity to get in on the ground floor of Lagoon Ridge, a stunning, new development. Several homes are already in place. This beautiful, wooded Lot is located down meandering, newly paved roads, just .4 mile from Barnes Road and the Lagoon. For the outdoor enthusiast, walk and ride the numerous hiking and biking trails that traverse the abutting conservation lands. All utility

  Lynn Buder Sandpiper Realty Inc

  37 Double Ox Rd, Oak Bluffs, MA 02557
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  /44

  $1,890,000 Sold Aug 29, 2025

  • 3,270 Sq Ft
  • $578/SF
  • 38 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1981

  1 Thames Ct, Edgartown, MA 02539

  Welcome to this spacious and elegant 4- bedroom, 3-bathroom home nestled in a prime central Edgartown location. Offering over 3,200 sq ft of living space, this expansive property is perfect for a large family, accommodating guests, or serving as a lucrative income opportunity.Step inside to an inviting open-concept layout that seamlessly connects the living, dining, and kitchen

  Jon Hartzband Martha's Vineyard Island-Wide Realty

  1 Thames Ct, Edgartown, MA 02539
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  /24

  Est $1,372,676 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,625 Sq Ft

  92 Winyah Cir, Vineyard Haven, MA 02568

  92 Winyah Cir, Vineyard Haven, MA 02568
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  /21

  $1,999,999

  • 4 Beds
  • 3 Baths
  • 2,730 Sq Ft

  5 Pine Tree Ln, Vineyard Haven, MA 02568

  Nestled at 5 Pinetree Lane, Vineyard Haven, MA, this single-family residence in Dukes County presents a unique opportunity to own a piece of classic American architecture. Built in 1927, this home offers a blend of vintage charm and comfortable living. The residence features three full bathrooms, providing convenience and privacy for all occupants. Imagine mornings where everyone can prepare for

  Kristin Francoeur Gibson Sotheby's International Realty

  5 Pine Tree Ln, Vineyard Haven, MA 02568
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  /28

  $1,320,000 Sold Aug 29, 2025

  • 1,450 Sq Ft
  • $910/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1987

  10 Eagles Nest, Edgartown, MA 02539

  Nestled in the serene setting of the Dodger's Hole community, this home is brimming with natural light, soaring ceilings and clean architectural lines.The open-concept layout features a generous living area with a seamless flow to the dining, kitchen and entertaining spaces, ideal for both everyday living and hosting guests.Kitchen has brand new stainless steel appliances! The spaces are

  Jennifer B. DaSilva Compass

  10 Eagles Nest, Edgartown, MA 02539
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  /34

  Est $1,767,779 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,450 Sq Ft

  21 Llewellyn Way, Edgartown, MA 02539

  21 Llewellyn Way, Edgartown, MA 02539
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  /38

  $1,575,000

  • 5 Beds
  • 3.5 Baths
  • 2,436 Sq Ft

  128 W Spring St, Vineyard Haven, MA 02568

  128 Spring Street—just moments from the Tisbury School and downtown Vineyard Haven. Built in 2013 and sited on an ample 1/4-acre lot, the house features four bedrooms and two-and-a-half bathrooms, along with a separate first floor one-bedroom in-law apartment complete with a full bath—ideal for extended family, guests, or added rental flexibility. The central location offers convenience to

  David Dickinson Compass

  128 W Spring St, Vineyard Haven, MA 02568
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  /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
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  /4

  Est $3,745,142 Not Listed For Sale

  • 3 Beds
  • 5 Baths
  • 4,000 Sq Ft

  22 Herring Creek Rd, Edgartown, MA 02539

  22 Herring Creek Rd, Edgartown, MA 02539
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  /7

  $850,000

  • 1 Bed
  • 1 Bath
  • 534 Sq Ft

  136 W Spring St, Vineyard Haven, MA 02568

  136 Spring Street - Sited on 0.32 acres and just moments from the Tisbury School and downtown Vineyard Haven, this one bedroom, one bathroom home is serviced by a 4-bedroom septic system, allowing for immediate expansion. Note: This property is also being marketed as a compound with the abutting 4BR/2.5BA home at 128 Spring Street.

  David Dickinson Compass

  136 W Spring St, Vineyard Haven, MA 02568
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  /41

  $2,590,000 Sold Aug 29, 2025

  • 3,052 Sq Ft
  • $849/SF
  • 29 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2014

  27 Watcha Path, Edgartown, MA 02539

  STYLISH VINEYARD LIVING WITH EXCEPTIONAL OUTDOOR AMENITIES. This beautifully landscaped coastal-style home is set on three acres just off the bike path, offering easy access to all Island towns. The highlight? A heated salt water pool surrounded by expansive decking and outdoor gathering spaces—an ideal setup for Vineyard summers. Thoughtfully updated by the current owners, the home features four

  Jen O'Hanlon Compass | The O'Hanlon Group

  27 Watcha Path, Edgartown, MA 02539
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  /23

  Est $1,270,543 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,080 Sq Ft

  201 Spring St, Vineyard Haven, MA 02568

  201 Spring St, Vineyard Haven, MA 02568
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  /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
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  /40

  $10,750,000 Sold Aug 29, 2025

  • 5,558 Sq Ft
  • $1,934/SF
  • 219 Days On Market

  • 8 Beds
  • 8 Baths
  • Built 2006

  37 N Neck Rd, Edgartown, MA 02539

  Unparalleled Chappaquiddick waterfront estate complete with deepwater dock, 300±-foot private beach, private 3-bedroom guest house and garage/barn, plus the unique added opportunity to acquire the private 17±-acre golf course adjacent, also suitable for horses or open space. Designed by award-winning Boston architects Albert-Righter-Tittmann and expertly crafted, this grand yet welcoming home,

  George Ballantyne Gibson Sotheby's International Realty

  37 N Neck Rd, Edgartown, MA 02539
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  /28

  Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,862 Sq Ft

  26 Dark Woods Rd, Edgartown, MA 02539

  26 Dark Woods Rd, Edgartown, MA 02539
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  /42

  $3,995,000

  • 3 Beds
  • 4 Baths
  • 3,426 Sq Ft

  96 Hammett Ln, Chilmark, MA 02535

  Beautifully designed and built Post & Beam style home is tastefully thought out and meticulously maintained. The open living, dining and kitchen feature custom built-ins, a wood burning fireplace and a fabulous gourmet kitchen with Wolfe 8 burner professional style stove, Sub Zero refrigerator, Boshe dishwasher, soapstone counters and a butlers pantry with extra cupboards, shelving and a wine

  Brenda Galligan Karen M. Overtoom R.E.

  96 Hammett Ln, Chilmark, MA 02535
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  /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
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  /43

  Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,674 Sq Ft

  39 Sarita Walker Rd, Vineyard Haven, MA 02568

  39 Sarita Walker Rd, Vineyard Haven, MA 02568
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  /45

  $6,395,000

  • 6 Beds
  • 5.5 Baths
  • 7,000 Sq Ft

  400 Barnes Rd, Vineyard Haven, MA 02568

  Experience the quiet elegance of this rare Asian-inspired contemporary estate set on 2.42 acres in a prime Oak Bluffs location. Tucked behind a long private drive and surrounded by 234 acres of Southern Woodlands conservation land offering biking and hiking, this expansive property offers unparalleled privacy just minutes from Featherstone Center for the Arts, Farm Neck Golf Club and the island’s

  Jennifer DaSilva Compass | Point B

  400 Barnes Rd, Vineyard Haven, MA 02568
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  /37

  $2,100,000 Sold Aug 27, 2025

  • 3,310 Sq Ft
  • $634/SF
  • 60 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2009

  42 Daggett Ave, Vineyard Haven, MA 02568

  This elegant farmhouse awaits your arrival! Nestled in the heart of Vineyard Haven, the desirable location is within close proximity to the Vineyard Haven Yacht Club and harbor, public beach access, ferry, downtown shops & restaurants, MV Playhouse, Owen Park Beach, new public tennis courts. Open the door to be greeted by a lovely entry way that leads into a light filled living area with

  Rene Jackson Island Real Estate

  42 Daggett Ave, Vineyard Haven, MA 02568
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  /41

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,598 Sq Ft

  566 Scrubby Neck Rd, Vineyard Haven, MA 02568

  566 Scrubby Neck Rd, Vineyard Haven, MA 02568
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  /29

  $2,950,000

  • 4 Beds
  • 3 Baths
  • 2,758 Sq Ft

  382 Lighthouse Rd, Aquinnah, MA 02535

  Spacious contemporary set high off Lighthouse Road with unobstructed, amazing water views of the Vineyard Sound and Elizabeth Islands. Open concept design with soaring ceilings and modern architecture. A retreat for all seasons this house is fully insulated, heated and has central air. A center island in the kitchen ensures the cook of the family does not miss out on the amazing sunsets. Ground

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

  382 Lighthouse Rd, Aquinnah, MA 02535
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  /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
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  /15

  Est $2,394,875 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 512 Sq Ft

  119 Old Thumb Point Rd, Vineyard Haven, MA 02568

  119 Old Thumb Point Rd, Vineyard Haven, MA 02568
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  /39

  $3,500,000

  • 3 Beds
  • 4 Baths
  • 2,500 Sq Ft

  27 Clambelly Rd, Chilmark, MA 02535

  A place of serenity tucked in the woods of Chilmark. Complete renovation 2017/2018, large fenced in back yard with exquisite fish pond with waterfall and lighting. Kitchen has concrete countertops, sub zero refrigerator, Wolf Oven & Speed Oven. Large open formal dining area and open formal sitting area with fireplace. Beautiful reclaimed wood flooring. LED lighting throughout house, Media

  Julianna Flanders Flanders Real Estate

  27 Clambelly Rd, Chilmark, MA 02535
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  /50

  $4,295,000 Sold Aug 27, 2025

  • 2,792 Sq Ft
  • $1,538/SF
  • 64 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1880

  118 William St, Vineyard Haven, MA 02568

  The Captain George Harding Home sits gracefully on the westerly side of iconic William Street overlooking Vineyard Haven village with distant views of the harbor. This immaculate and re-imagined Gothic Revival offers both timeless elegance and modern luxury. Completed in 2024, the comprehensive down-to-the-studs renovation includes all new systems like central air and dehumidification. Every

  Alexis Holden Tea Lane Associates

  118 William St, Vineyard Haven, MA 02568
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  /13

  Est $3,703,605 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  144 Pond View Farm Rd, Vineyard Haven, MA 02568

  144 Pond View Farm Rd, Vineyard Haven, MA 02568
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  /53

  $3,750,000

  • 5 Beds
  • 6.5 Baths
  • 4,372 Sq Ft

  139 Main St, Vineyard Haven, MA 02568

  Nestled just two blocks from Vineyard Haven's working harbor, 139 Main Street is a quietly grand in-town property with the feel of a private estate. Once two separate addresses--now gracefully combined into a single half-acre parcel--this home offers rare space, privacy, and timeless character in one of the island's most approachable villages. From the moment you step through the welcoming

  Leslie Floyd Portfolio Properties

  139 Main St, Vineyard Haven, MA 02568

Showing Results 441 - 480, Page 12 of 18