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Homes for Sale near Tisbury Elementary School

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  • /27

    $1,695,000

    • 3 Beds
    • 2.5 Baths
    • 1,740 Sq Ft

    27 Chapde Ln, Tisbury, MA 02568

    Classic Style Meets Timeless Charm - Located at the end of a lightly traveled lane and surrounded by stunning gardens and stone retaining walls, this residence provides a modern and spacious environment for comfortable island living. The home welcomes you with an open and bright layout, featuring sleek finishes and an abundance of natural light. The gourmet kitchen is a chef's delight that

    Agent Photo

    Wendy Harman

    Compass

    (508) 691-8993

    27 Chapde Ln, Tisbury, MA 02568
  • /47

    $2,675,000

    • 6 Beds
    • 5 Baths
    • 2,970 Sq Ft

    128 & 136 Spring St, Vineyard Haven, MA 02568

    A Rare Compound Opportunity in the Heart of Vineyard Haven - 128 & 136 Spring Street—two adjacent properties being sold together to create a unique, flexible compound just moments from the Tisbury School and downtown Vineyard Haven. With a spacious main residence and a separate guest house, this rare combination presents a compelling opportunity for multigenerational living, seasonal enjoyment,

    David Dickinson Compass | Point B

    128 & 136 Spring St, Vineyard Haven, MA 02568
  • /42

    $2,675,000

    • 6 Beds
    • 4.5 Baths
    • 2,970 Sq Ft

    128 W Spring St, Vineyard Haven, MA 02568

    A Rare Compound Opportunity in the Heart of Vineyard Haven - 128 & 136 Spring Street - Two adjacent properties being sold together create a flexible compound just moments from downtown Vineyard Haven. The 4-bedroom, 2-1/2 bath main house also includes a separate, 1-bedroom in-law/nanny apartment with a full bath. The guest house has 1 bedroom and 1 bath, with a 4-bedroom septic system allowing

    David Dickinson Compass

    128 W Spring St, Vineyard Haven, MA 02568
  • /56

    $2,189,000

    • 5 Beds
    • 3.5 Baths
    • 3,587 Sq Ft

    23 Crowell Ln, Vineyard Haven, MA 02568

    WEST CHOP! Farmhouse charm and comfortable elegance define this very spacious 5 Bedroom, 3,200 s/f home that is set on just over an acre on a private wooded lot. Hear the ferry, spot the osprey, and unwind on the back deck. This is your invitation to island living! The home welcomes you with an expansive front porch that overlooks a mature landscape that is framed with a stone wall and beautiful

    Sheila Morse Island Real Estate

    23 Crowell Ln, Vineyard Haven, MA 02568
  • /41

    $3,400,000

    • 5 Beds
    • 4 Baths
    • 3,361 Sq Ft

    735 Franklin St, Vineyard Haven, MA 02568

    Welcome to this stunning 4-bedroom, 3-bathroom primary residence along with a 1-bedroom studio apartment over the one-car garage, ideally located in West Chop! Together, they include approximately 3,871 square feet of beautifully renovated living space (an additional 510 sqft of living space on the 3rd floor in the main house is not included on the town assessment). Situated on a .99-acre lot,

    Emily Flake Viewpoints

    735 Franklin St, Vineyard Haven, MA 02568
  • /39

    $2,900,000

    • 4 Beds
    • 3 Baths
    • 2,562 Sq Ft

    21 Woodlawn Ave, Vineyard Haven, MA 02568

    Experience the perfect blend of coastal charm and modern sophistication in this beautifully designed Vineyard Haven home. Ideally situated in-town, this 4-bedroom, 3-bath home offers a comfortable, easy flowing layout, complemented by gleaming hardwood floors and a warm, inviting atmosphere. Located just a short stroll from the ferry, vibrant shops, restaurants and the Vineyard Haven Yacht Club,

    Beth Welch Viewpoints; Bobbi Flake Reed, Inc.

    21 Woodlawn Ave, Vineyard Haven, MA 02568
  • /41

    $2,200,000

    • 3 Beds
    • 2.5 Baths
    • 2,526 Sq Ft

    56 Bridle Path Rd, Vineyard Haven, MA 02568

    POOL AND LUSH GARDENS Situated on three acres, abutting nearly 25 acres of conservation land, this well-crafted home offers the ideal blend of tranquility and convenience. Step inside to discover over 2,500 square feet of thoughtfully designed living space. The bright and inviting living room, complete with a cozy fireplace, opens onto the kitchen and dining area. Head out to a comfortable

    Tina Miller Compass

    56 Bridle Path Rd, Vineyard Haven, MA 02568
  • /62

    $1,995,000

    • 4 Beds
    • 2 Baths
    • 2,462 Sq Ft

    129 Beach Rd, Tisbury, MA 02568

    Unique, waterfront property with amazing, 180 degree views of the lagoon from one side of the property, and the Vineyard Haven Harbor on the north side of the property. Zoned both residential and commercial, rarely does such a unique property become available. Elevated above Beach Road and the lagoon, there are 2 structures on the property. The first, sited on the lagoon with private access,

    Michele Moore Island Real Estate

    129 Beach Rd, Tisbury, MA 02568
  • /37

    $2,725,000 Open Fri 11AM - 1PM

    • 5 Beds
    • 4.5 Baths
    • 4,982 Sq Ft

    79 David Ave, Vineyard Haven, MA 02568

    BEAUTIFUL CUSTOM-BUILT RETREAT- LAMBERT'S COVE This impressive property offers the perfect blend of privacy and convenient access to downtown and the picturesque James Pond Reserve at Lambert's Cove Beach. Step inside to discover over 4,900 sq ft of recently renovated living space. The home boasts 5 bedrooms and 4.5 bathrooms, including a stunning chef's kitchen that will ignite your culinary

    Tina Miller Compass

    79 David Ave, Vineyard Haven, MA 02568
  • /30

    $2,195,000

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

    5 Pine Tree Ln, Vineyard Haven, MA 02568

    Blending 1920s charm with modern luxury, this beautifully renovated home is tucked away in the sought-after West Chop area of Vineyard Haven. Just steps from the neighborhood beach on the pristine shores of Vineyard Sound, this elegant seaside retreat offers the perfect mix of historic character and contemporary comfort. Inside, a thoughtfully designed floor plan welcomes you with generous living

    Alyssa Halisky Wallace & Co. Sotheby's International Realty

    5 Pine Tree Ln, Vineyard Haven, MA 02568
  • /51

    $2,300,000

    • 4 Beds
    • 4 Baths
    • 3,274 Sq Ft

    70 Spring St, Vineyard Haven, MA 02568

    Storybook setting in the quaint seaside village of Vineyard Haven, the commanding Captain Gilbert L. Smith House, c. 1854, affords an enchanting opportunity for space and privacy within the highly sought after William Street Historic District and just two blocks to all the shops, restaurants, galleries, town beach, tennis, and ferry. The property also has potential for an additional buildable

    June Flake Viewpoints

    70 Spring St, Vineyard Haven, MA 02568
  • /24

    $2,095,000

    • 4 Beds
    • 4 Baths
    • 2,413 Sq Ft

    46 Red Buoy Ln, Tisbury, MA 02568

    Nestled in Vineyard Haven, 46 Red Buoy Lane is an exquisite and sophisticated home completed in 2022. This residence offers 4 bedrooms and 3.5 bathrooms and spans a generous 1,816 square feet. The property's unique offering of a one-bedroom apartment in the basement is noteworthy, providing an additional 597 square feet of living space. The main level boasts a thoughtfully designed floor plan

    Andrew McElhinney Compass LLC

    46 Red Buoy Ln, Tisbury, MA 02568
  • /37

    $2,150,000 New Construction

    • 3 Beds
    • 3 Baths
    • 1,680 Sq Ft

    33 Lagoon Pond Rd, Vineyard Haven, MA 02568

    Discover this stunning newly contructed single-family home in the heart of downtown Vineyard Haven. This beautifully crafted 3-bedroom, 3-bathroom residence offers high-end finishes and thoughtful design throughout.The modern kitchen and bathrooms feature elegant quartz countertops, while tile showers with custom glass enclosures add a touch of luxury. Each bedroom includes spacious

    Mike Sawyer Sawyer Realty Group

    33 Lagoon Pond Rd, Vineyard Haven, MA 02568
  • /6

    $950,000

    • 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 | Point B

    136 W Spring St, Vineyard Haven, MA 02568
  • /32

    $1,750,000

    • 5 Beds
    • 4 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 | Point B

    128 W Spring St, Vineyard Haven, MA 02568
  • /52

    $3,950,000

    • 5 Beds
    • 7 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 C. Floyd Portfolio Real Estate, Inc.

    139 Main St, Vineyard Haven, MA 02568
  • /31

    $1,350,000

    • 3 Beds
    • 3 Baths
    • 1,900 Sq Ft

    145 Sandpiper Ln Unit 10, Vineyard Haven, MA 02568

    Enjoy effortless island living in this beautifully renovated 3-bedroom, 2.5-bath condo, tucked within a quiet and well-maintained association. Thoughtfully updated with modern finishes and quality craftsmanship, this spacious unit offers comfort, style, and functionality. The open-concept living area features a cozy wood pellet fireplace, perfect for cooler evenings, and flows seamlessly into a

    Emily Flake Viewpoints

    145 Sandpiper Ln Unit 10, Vineyard Haven, MA 02568
  • /8

    $875,000

    • 3 Beds
    • 2 Baths
    • 1,356 Sq Ft

    124 Skiff Ave Unit D-10, Vineyard Haven, MA 02568

    Bright first-floor, three-bedroom, two bath condo in the popular Vineyard Haven Causeway Harborview association. Easy access to downtown shops, restaurants, harbor, ferry, and beaches. Building amenities include a shared pool, convenient storage, and on-site laundry facilities. The perfect blend of convenience and comfort for year-round living or as your ideal summer retreat.

    Emma Kennedy Sandpiper Realty Inc

    124 Skiff Ave Unit D-10, Vineyard Haven, MA 02568
  • /29

    $4,500,000

    • 5 Beds
    • 6 Baths
    • 5,598 Sq Ft

    71 Stoney Hill Rd, Vineyard Haven, MA 02568

    A combination of luxury, comfort, and natural beauty, this expansive custom, 6,000+ square foot, five bedroom, post and beam home is sited on more than seven acres of land, surrounded by more than 200 acres of Land Bank property. From the moment you step inside, you'll be captivated by the attention to detail and the high-end finishes throughout. The open concept layout allows for seamless flow

    Sheila Morse Island Real Estate

    71 Stoney Hill Rd, Vineyard Haven, MA 02568
  • /114

    $6,900,000

    • 7 Beds
    • 6 Baths
    • 4,730 Sq Ft

    180 Pilot Hill Farm Rd, Vineyard Haven, MA 02568

    A storybook sanctuary in Pilot Hill. For the first time in 37 years, one of the rarest and most beautiful properties within Pilot Hill Farm is being offered for sale.Set on nearly eight acres, this unique estate includes a thoughtfully renovated antique farmhouse and several distinctive outbuildings: a pool, guest house, an art studio, and a carriage house with room for three cars, plus a

    Alexis Holden Tea Lane Associates

    180 Pilot Hill Farm Rd, Vineyard Haven, MA 02568
  • /35

    $12,500,000

    • 5 Beds
    • 2.5 Baths
    • 2,794 Sq Ft

    33 Goethals Way, Vineyard Haven, MA 02568

    A rare opportunity -- a Vineyard harbor front property with a Victorian gambrel cottage restored to its original grandeur of a century ago, an expansive front yard, 180 degree commanding views of the active harbor, private sandy beach, and unmatched serenity. You have the opportunity to own one of the finest estates gracing the Vineyard Haven harbor front -- so admired by all visitors to the

    Lynn Buder Sandpiper Realty Inc

    33 Goethals Way, Vineyard Haven, MA 02568
  • /29

    $1,150,000

    • 3 Beds
    • 2 Baths
    • 1,398 Sq Ft

    324 Greenwood Ave, Vineyard Haven, MA 02568

    Charming Cape-style home offering 3 bedrooms and 2 full bathrooms on a .28-acre lot. This inviting property features a renovated kitchen and renovated bathrooms, new appliances, energy-efficient splits for heating and cooling, and a thoughtful layout that blends comfort and functionality. The first floor includes an open kitchen and dining area, creating a perfect space for both everyday

    Emily Flake Viewpoints

    324 Greenwood Ave, Vineyard Haven, MA 02568
  • /39

    $1,695,000

    • 3 Beds
    • 4 Baths
    • 3,027 Sq Ft

    110 Clover Hill Dr, Vineyard Haven, MA 02568

    Perfect Location just minutes from Downtown and the ferry terminal, this updated home offers flexible living with three bedrooms and four bathrooms and additional interior exterior living areas to enjoy. It has a private lower level apartment large fenced in yard and a detached garage for boat/car storage. Many renovations have been completed. Seven new mini-splits (7), bathrooms renovated, back

    Janna O'Loughlin Portfolio Real Estate, Inc.

    110 Clover Hill Dr, Vineyard Haven, MA 02568
  • /21

    $650,000

    • 2 Beds
    • 1 Bath
    • 725 Sq Ft

    124 Skiff Ave Unit A-11, Vineyard Haven, MA 02568

    Outstanding year-round, two-bedroom condo on the ground level with dedicated parking, and close to the ferry, shops, and restaurants on Main Street, Vineyard Haven. The common grounds feature colorful landscaping, picnic tables, grills, and a swimming pool with a distant peek at the Lagoon. This unit has been delightfully renovated, featuring new hardwood floors, an updated bathroom, updated

    Stephanie Roache Donnelly + Co.

    124 Skiff Ave Unit A-11, Vineyard Haven, MA 02568
  • /37

    $6,250,000

    • 6 Beds
    • 9 Baths
    • 5,732 Sq Ft

    31 Lamberts Cove Rd, Vineyard Haven, MA 02568

    Tashmoo Farm, one of Martha’s Vineyard’s iconic properties, a take-your-breath-away landmark on Lamberts Cove Road! This country estate of over 10 acres is within close proximity of the village of Vineyard Haven with its boutiques and bourgeoning restaurant scene, and yet feels secluded and remote. For 3 centuries it has been a beloved year-round residence and at times a sought-after vacation

    Idalyn Macchia Gilstad Wallace & Co. Sotheby's

    31 Lamberts Cove Rd, Vineyard Haven, MA 02568
  • /50

    $4,495,000

    • 4 Beds
    • 5 Baths
    • 2,792 Sq Ft

    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
  • /52

    $1,460,000

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

    208 Irenes Way, Tisbury, MA 02568

    Welcome to this 4 bedroom 3 bathroom 2,961 square foot home! Enjoy the open, first floor layout, finished walk out basement, beautiful hardwood flooring and a quality kitchen with new granite countertops. Just off of the kitchen there is a convenient first floor bedroom, bathroom and laundry room, as well as a lovely bonus space currently enjoyed as a sunroom with a sliding door to the large

    Emma Bryant Landmarks at TODAY Real Estate

    208 Irenes Way, Tisbury, MA 02568
  • /29

    $6,795,000

    • 3 Beds
    • 3 Baths
    • 2,589 Sq Ft

    57 Hines Point Rd, Vineyard Haven, MA 02568

    Lily Hill - a rare Hines Point offering that includes a waterfront home with exquisite views, a deep water mooring and dock, and 130 feet of private fine-sand beach. Poised on a knoll on the western shore of the Lagoon, Lily Hill evokes a more peaceful time with sweeping views of the sky and water. Enjoy a swim at your private beach morning, noon or night. Watch the play of light across the water

    Elissa Lash Tea Lane Associates

    57 Hines Point Rd, Vineyard Haven, MA 02568
  • /18

    $1,195,000

    • 3 Beds
    • 2 Baths
    • 1,469 Sq Ft

    12 Park Ave, Vineyard Haven, MA 02568

    Welcome to this delightful Cape-style home offering easy access to Vineyard Haven shopping and the Island's bike paths. Nestled on just under an acre of land, this inviting residence features three spacious bedrooms and two full bathrooms, providing ample space for year-round living or weekend getaways. Inside, you'll find a warm and welcoming open concept, perfect for both relaxing and

    Sheila Morse Island Real Estate

    12 Park Ave, Vineyard Haven, MA 02568
  • /20

    $1,295,000

    • 4 Beds
    • 2 Baths
    • 1,306 Sq Ft

    113 Leonard Cir, Vineyard Haven, MA 02568

    Adorable four bedroom cape features an updated open concept living, kitchen and dining area with a cozy screened in porch accessed via French doors. Wood floors, high ceilings and an abundance of windows throughout the home create a unified and pleasing aesthetic as well as a sense of light and spaciousness. Also included on the first floor are a bedroom with lots of natural light and a nicely

    Alyson Parker Karen M. Overtoom R.E.

    113 Leonard Cir, Vineyard Haven, MA 02568
  • /16

    $1,195,000

    • 3 Beds
    • 1.5 Baths
    • 1,040 Sq Ft

    50 Lantern Ln, Vineyard Haven, MA 02568

    Nestled in a quiet enclave on Lantern Lane, this charming 3-bedroom, 2-bath home offers the perfect blend of comfort, convenience, and island charm. Located just moments from the heart of Vineyard Haven, you'll enjoy easy access to shops, restaurants, and the ferry. The interior of the home features a bright and welcoming layout with an open living and dining area, hardwood floors, and a private

    Madelyn Silvia Wallace & Co. Sotheby's International Realty

    50 Lantern Ln, Vineyard Haven, MA 02568
  • /23

    $1,135,000

    • 3 Beds
    • 3 Baths
    • 1,503 Sq Ft

    112 W Spring St, Vineyard Haven, MA 02568

    This delightful three-bedroom Cape is ideally situated just under a mile from Main Street and the harbor, offering easy access to Tisbury Center. The inviting open floor plan blends comfort and functionality, with multiple seating areas ideal for relaxing or entertaining. A finished basement adds over 600 square feet of living space, complete with a half bath—making it ideal for a home office,

    Katie Donahue Sandpiper Realty

    112 W Spring St, Vineyard Haven, MA 02568
  • /2

    $530,000

    • Land
    • 1.30 Acres
    • $407,692 per Acre

    02 John Hoft Rd Unit 2, Tisbury, MA 02568

    A nicely treed lot that gradually rises to an uplifting elevation, and is near to the wonderful 90+ acres of Ripley's Field Preserve. The town's zoning allows for a sizable house, and it more than likely also allows for a detached garage, an in-house apartment, and a pool--though a special permit would probably be required for that. Of course, confirm the aforesaid with the Town of Tisbury

    Tony Tobia Tobia Real Estate, LTD

    02 John Hoft Rd Unit 2, Tisbury, MA 02568
  • /13

    $2,650,000

    • 4 Beds
    • 3 Baths
    • 2,299 Sq Ft

    26 Chappaquiddick Avenue and Passamaquoddy Ave, West Tisbury, MA 02575

    Discover the rare opportunity to build your dream home in one of the island’s most sought-after locations off Lamberts Cove Road. This parcel offers year-round waterfront living with the ultimate blend of privacy, beach access, and design potential, without the usual coastal erosion concerns. Approved architectural plans by Moskow Linn Architects are in place for a four-bedroom main residence, a

    Jill Napior Tea Lane Associates

    26 Chappaquiddick Avenue and Passamaquoddy Ave, West Tisbury, MA 02575
  • /14

    $499,000

    • Land
    • 0.60 Acre
    • $831,667 per Acre

    517 Edgartown Rd Unit 8.11, Tisbury, MA 02568

    A wonderful opportunity to build your island home on this high, level, and beautifully wooded parcel just minutes from town. With electricity and water already in place, the lot is ready for development. Mature trees provide natural privacy and a serene setting. Located next to the trailhead for the Land Bank’s Beech Tree Preserve, you’ll enjoy scenic walks that lead to the Lagoon—perfect for

    Meg Bodnar Tea Lane Associates

    517 Edgartown Rd Unit 8.11, Tisbury, MA 02568
  • /4

    $2,200,000

    • Land
    • 1.10 Acres
    • $2,000,000 per Acre

    5 Weaver Ln, Tisbury, MA 02568

    This 1.1-acre waterfront lot is located at the end of a quiet lane abutting 20+ acres of conservation land. The level and wooded lot sits high on a bluff overlooking the Lagoon. The lot has been engineered, and the bounds have been staked. A buyer would be able to connect to Town water nearby, and an enhanced septic system should allow at least four bedrooms. This quiet, beautiful

    Gerrett Conover Landvest MV

    5 Weaver Ln, Tisbury, MA 02568
  • /5

    $2,200,000

    • Land
    • 1.10 Acres
    • $2,000,000 per Acre

    0 Weaver Ln, Tisbury, MA 02568

    This 1.1-acre waterfront lot is located at the end of a quiet lane abutting 20+ acres of conservation land. The level and wooded lot sits high on a bluff overlooking the Lagoon. The lot has been engineered, and the bounds have been staked. A buyer would be able to connect to Town water nearby, and an enhanced septic system should allow at least four bedrooms. This quiet, beautiful neighborhood

    Gerret Conover LandVest MV

    0 Weaver Ln, Tisbury, MA 02568
  • /34

    $1,675,000

    • 2 Beds
    • 2.5 Baths
    • 1,532 Sq Ft

    26 Union St Unit 7, Tisbury, MA 02568

    Waterview Condo in the Heart of Downtown Vineyard Haven. Experience the best of in-town living with this newly built, thoughtfully designed 2-bedroom condo offering beautiful harbor views and luxurious modern finishes. The first level welcomes you with a primary suite featuring a full bath with a tub/shower combination and direct access to a private deck complete with an outdoor shower. Also on

    Alyssa Halisky Wallace & Co. Sotheby's International Realty

    26 Union St Unit 7, Tisbury, MA 02568
  • /27

    $1,695,000

    • 3 Beds
    • 3 Baths
    • 1,740 Sq Ft

    27 Chapde Ln, Tisbury, MA 02568

    CLASSIC STYLE MEETS TIMELESS CHARM. Located at the end of a lightly traveled lane and surrounded by stunning gardens and stone retaining walls, this meticulously maintained home provides a modern and spacious environment for comfortable island living. Upon entry, the home welcomes you with an open and bright layout, featuring sleek finishes and an abundance of natural light. The gourmet kitchen

    Wendy Harman Compass | Point B

    27 Chapde Ln, Tisbury, MA 02568
  • /39

    $2,850,000

    • 4 Beds
    • 4 Baths
    • 3,284 Sq Ft

    37 Memphremagog Ave, Vineyard Haven, MA 02568

    Beach access, a serene up-island setting and a terrific home make this property a must see! Situated on three acres of land just a half mile from the beach, the spacious, well-laid out and meticulously maintained home is the perfect place to relax and unwind and host family and friends. With over 3,200sf of living space that includes four bedrooms, four baths, an open concept kitchen, dining area

    Courtney Marek Sandpiper Realty

    37 Memphremagog Ave, Vineyard Haven, MA 02568

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