Marthas Vineyard, MA Homes for Sale with Basement

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  /26

  $1,597,500

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  190 Longview Rd, Vineyard Haven, MA 02568

  Ask listing office. This property is in West Tisbury, 02575 NOT Tisbury 02568

  Kathleen Kendrick Kathleen Kendrick

  190 Longview Rd, Vineyard Haven, MA 02568
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  /39

  $5,325,000

  • 6 Beds
  • 4 Baths
  • 2,890 Sq Ft

  4 Canonicus Ave, Oak Bluffs, MA 02557

  With a striking presence overlooking Nantucket Sound and just moments from the vibrant pulse of downtown, this distinctive compound is infused with a laid-back West Coast spirit while honoring the vintage charm of Oak Bluffs. Airy and effortlessly elegant, the four-bedroom main house has been masterfully updated, introducing refined, contemporary comforts, designed for every season. Tucked to the

  Katherine Donahue Sandpiper Realty Inc

  4 Canonicus Ave, Oak Bluffs, MA 02557
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  /53

  $2,189,000

  • 5 Beds
  • 4 Baths
  • 3,273 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

  Rene Jackson Island Real Estate

  23 Crowell Ln, Vineyard Haven, MA 02568
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  /42

  $2,125,000

  • 3 Beds
  • 4 Baths
  • 2,558 Sq Ft

  35 Tower Ridge Rd, Oak Bluffs, MA 02557

  Thoughtfully designed post-and-beam home that blends character with modern comfort and flexible living in Tower Ridge. The open-concept main floor features spacious gathering areas, while the finished basement offers a quiet retreat for work, relaxation, or play. The outdoor living space is just as inviting, with an oversized deck overlooking mature plantings and a generous side yard--perfect for

  Katherine Donahue Sandpiper Realty Inc

  35 Tower Ridge Rd, Oak Bluffs, MA 02557
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  /40

  $1,890,000

  • 5 Beds
  • 3 Baths
  • 2,704 Sq Ft

  11 Huckleberry Hill Ln, Edgartown, MA 02539

  Turn-Key 5-Bedroom Home with Legal Apartment Near Edgartown Village — Set back from the road and less than a mile from Main Street, this spacious and stylish Edgartown property offers an ideal blend of privacy, comfort, and investment potential. The main home features four well-proportioned bedrooms—including one conveniently located on the first floor—and an open kitchen and dining area designed

  Jennifer O'hanlon Compass

  11 Huckleberry Hill Ln, Edgartown, MA 02539
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  /41

  $1,850,000

  • 4 Beds
  • 3 Baths
  • 2,068 Sq Ft

  4 Hye Ln, Edgartown, MA 02539

  Pristine and superbly maintained, this two bedroom home and two bedroom guest house has tremendous upside potential and a substantial rental history. This property is tied to town sewer and will allow for up to 7 bedrooms. Two additional bedrooms in the main house are possible within the existing footprint with appropriate town approvals.There is an additional 668 sq. ft.of finished space in the

  Lynn Buder Sandpiper Realty Inc

  4 Hye Ln, Edgartown, MA 02539
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  /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
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  /37

  $6,250,000

  • 6 Beds
  • 8 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 International Realty

  31 Lamberts Cove Rd, Vineyard Haven, MA 02568
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  /18

  $945,000

  • 1 Bed
  • 1 Bath
  • 960 Sq Ft

  1 Onondaga Ave, Oak Bluffs, MA 02557

  Charming Single Story Cottage on a Beautiful Oak Bluffs Lot - Perfect for Your Vineyard Retreat! Discover the timeless appeal of this cozy 1-bedroom, 1-bath home nestled on a spacious 0.31-acre lot in the heart of Oak Bluffs. Built in 2000 and lovingly owned by the same family since its inception, this property offers a fantastic opportunity for both comfortable living and future expansion.

  Leslie Floyd Portfolio Real Estate Inc.

  1 Onondaga Ave, Oak Bluffs, MA 02557
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  /11

  $4,250,000

  • 5 Beds
  • 5.5 Baths
  • 2,205 Sq Ft

  11 Bernard Way, Edgartown, MA 02539

  To be built by a luxury home builder! Located at the end of a quiet cul de sac, just half a mile to the top of Main Street, this Coastal Contemporary-styled home can be completed by July of 2026. Please review the digital renderings which show the vision for this high-end 5-bedroom home, swimming pool and guest house/pool house. High-end details include all ensuite bedrooms in the main house,

  Mark Jenkins Wallace & Co. Sotheby's International Realty

  11 Bernard Way, Edgartown, MA 02539
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  /36

  $1,495,000

  • 4 Beds
  • 2 Baths
  • 1,564 Sq Ft

  40 Scotchmans Ln, Vineyard Haven, MA 02568

  A Home with history, built in the early 1800's this dwelling was originally built on a local farm and moved to its present location in the 1920's. The structure sits nestled amongst mature plantings and out buildings facing the Mill Brook. The studio and covered patio offer opportunities to entertain, relax and reflect. This 3.76 parcel was created from a larger parcel by the owner (see attached

  James Osmundsen Donnelly + Co

  40 Scotchmans Ln, Vineyard Haven, MA 02568
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  /38

  $1,895,000

  • 3 Beds
  • 2.5 Baths
  • 1,918 Sq Ft

  234 Vineyard Meadow Farms Rd, West Tisbury, MA 02568

  LONG POINT BEACH RETREAT. Privately set on a spacious 1.4-acre parcel in the highly coveted Long Point area of West Tisbury, this beautifully renovated beach house offers the ultimate Vineyard escape. Move-in ready and being sold turnkey, it combines style, comfort, and convenience in an unbeatable location. The sun-filled living room with a cathedral ceiling and gas fireplace, and dining area

  Stephanie Roache Donnelly + Co.

  234 Vineyard Meadow Farms Rd, West Tisbury, MA 02568
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  /23

  $1,090,000

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft

  54 Towanticut Ave, Oak Bluffs, MA 02568

  Living is Easy in this 3-bedroom 2 bath air-conditioned Ranch located 1 mile from the Center of Oak Bluffs. Features include a spacious living room with a wood-burning fireplace and lovely built-ins, an updated kitchen with granite countertops and stainless-steel appliances. The dining area has sliders leading to a spacious deck and outdoor shower overlooking the yard space with plenty of room

  JoJo Lambert Island Home Realty Inc.

  54 Towanticut Ave, Oak Bluffs, MA 02568
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  /20

  $4,200,000

  • 4 Beds
  • 3.5 Baths
  • 3,716 Sq Ft

  1 Wilsons Ln, Edgartown, MA 02539

  NEWLY CONSTRUCTED gambrel home with a heated saltwater POOL, close to SOUTH BEACH and EDGARTOWN VILLAGE! The entry foyer presents with an oversized lounge area to the right and a spectacular great room ahead. The great room offers a cathedral ceiling and rear wall of two story windows with a gas fireplace. The great room opens to the dining room which features a wall of sliding glass doors

  Michele Casavant Vineyard Village Realty

  1 Wilsons Ln, Edgartown, MA 02539
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  /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
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  /42

  $12,400,000

  • 8 Beds
  • 9 Baths
  • 8,560 Sq Ft

  150 E Chop Dr, Oak Bluffs, MA 02557

  Big Bluff. The crown jewel of East Chop. Timeless elegance and unmatched craftsmanship on the shores of Martha’s Vineyard. Renowned architect M. Hutker and preeminent builder J.G.Early teamed up to create this magnificent waterfront estate. 8,500 Sq. ft. of pure luxury. Open-concept living with large picture windows, a chef’s kitchen with island, high-end appliances, wet bar, and sunlit breakfast

  Moira Lown Coldwell Banker Realty - Wellesley

  150 E Chop Dr, Oak Bluffs, MA 02557
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  /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
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  /51

  $9,995,000

  • 4 Beds
  • 7 Baths
  • 5,458 Sq Ft

  43 Peases Point Way S, Edgartown, MA 02539

  Refined, timeless, and unparalleled, 43 Peases Point Way South effortlessly blends warmth, elegance, and sophistication to create a truly distinctive living experience in one of Edgartown's most coveted locations. Designed by celebrated architect Patrick Ahearn, this exceptional residence is just a short stroll from historic Main Street. From the gated arbor entry and tranquil courtyard to the

  Katherine Donahue Sandpiper Realty Inc

  43 Peases Point Way S, Edgartown, MA 02539
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  /76

  $3,995,000

  • 5 Beds
  • 3 Baths
  • 2,791 Sq Ft

  20 James Pond Way, Vineyard Haven, MA 02568

  Nestled on a serene 4.5-acre parcel of land off Lambert's Cove Road, this exquisite property offers unparalleled privacy, views and direct access to James Pond and beyond to the Land Bank's Lambert's Cove Beach property. In addition to the custom heated Gunite pool, the expansive yard provides space for many outdoor activities while relishing the tranquility of the location. The residence

  Sheila Morse Island Real Estate

  20 James Pond Way, Vineyard Haven, MA 02568
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  /3

  $1,795,000

  • 3 Beds
  • 3.5 Baths
  • 2,311 Sq Ft

  7 Candle Maker Cir, Edgartown, MA 02539

  3 bedroom 2.5 bath main house consisting of 2 separate living spaces. First unit has 1st floor with livingroom, kitchen and bathroom. The second floor has an additional livingroom with two bedrooms. The second unit has 1st floor living area with kitchenette and bathroom, bedroom is in basement with walkout egress. 2 Car Garage has a permitted finished living space above with livingroom, full

  Roy Cutrer LAER Realty Partners

  7 Candle Maker Cir, Edgartown, MA 02539
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  /15

  $1,164,000

  • 3 Beds
  • 2 Baths
  • 1,596 Sq Ft

  96 Manchester Ave, Oak Bluffs, MA 02557

  Nestled in a quiet neighborhood less than two miles from the heart of Circuit Avenue, this contemporary cape-style home is ready to welcome you. A charming farmer's porch invites you into a spacious living area with cathedral ceilings and an open-concept design that seamlessly connects the kitchen, dining, and living spaces--perfect for gathering with family and friends. The main level features a

  Michele Moore Island Real Estate

  96 Manchester Ave, Oak Bluffs, MA 02557
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  /30

  $1,950,000

  • 4 Beds
  • 2 Baths
  • 1,750 Sq Ft

  16 Schoolhouse Rd, Edgartown, MA 02539

  Vacation Getaway in Edgartown Estates - This sunny and welcoming contemporary home could be yours this summer! With an open layout, vaulted ceilings, and lots of windows and glass doors, the home feels bright and airy. Step outside to a spacious wrap-around deck--great for relaxing or entertaining. Inside, the living, dining, and kitchen areas flow nicely and are just the right size for

  Lesley Heidt Sandpiper Realty Inc

  16 Schoolhouse Rd, Edgartown, MA 02539
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  /17

  $1,650,000

  • 3 Beds
  • 2 Baths
  • 2,311 Sq Ft

  61 Dodgers Hole Rd, Edgartown, MA 02539

  Located in the sought-after Dodgers Hole neighborhood, this beautifully renovated home blends modern style with coastal ease. Sunlight fills the main living area, where cathedral ceilings and hardwood floors create a bright and welcoming space.The kitchen has been completely redone with fresh finishes and thoughtful design, and the brand-new baths add to the turnkey appeal. The finished lower

  Ellen Valentgas Sotheby's International Realty

  61 Dodgers Hole Rd, Edgartown, MA 02539
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  /42

  $4,250,000

  • 4 Beds
  • 3 Baths
  • 3,159 Sq Ft

  3 Down Harbor Rd, Edgartown, MA 02539

  Exceptional Opportunity in Down HarborRare chance to own in Edgartown’s exclusive Down Harbor community, known for its serene setting and access to Katama Bay. Enjoy deeded rights to a pristine sandy association beach, plus coveted mooring and dock privileges—benefits usually reserved for waterfront estates. This peaceful neighborhood is experiencing a wave of elegant new builds and renovations,

  Susie Wallo Compass

  3 Down Harbor Rd, Edgartown, MA 02539
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  /35

  $6,000,000

  • 5 Beds
  • 7 Baths
  • 5,956 Sq Ft

  10 Puwal Ln, Edgartown, MA 02539

  KATAMA COMPOUND WITH POOL - TURNKEY. In an enclave of luxury homes in Katama, this newly-built 5 bedroom, 5 bathroom property with three half-baths is being delivered turnkey with fine furnishings and artwork. The home has everything the modern buyer wants, including two primary bedroom suites (one upstairs, one downstairs), all bedrooms with ensuite bathrooms, two laundry rooms, detached guest

  Mark Jenkins Wallace & Co. Sotheby's International Realty

  10 Puwal Ln, Edgartown, MA 02539
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  /3

  $925,000

  • 2 Beds

  90 17th St N, Edgartown, MA 02539

  90 Seventeenth Street NorthEdgartown, MassachusettsFOR SALEHere is a chance for you to own a water view property in Edgartown. Property is located just off the Boulevard on a quiet dead end lane. This property has been in the same family for decades and is now offered for sale. It is a blank canvas for you to create your dream home. Interior has been gutted and is ready for your renovation. The

  Theodore Saulnier TAS Real Estate, LLC

  90 17th St N, Edgartown, MA 02539
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  /46

  $2,050,000

  • 4 Beds
  • 2.5 Baths
  • 2,855 Sq Ft

  5 Bayes Hill Cir, Vineyard Haven, MA 02568

  On a quiet cul-de-sac in the Bayes Hill neighborhood is this spacious traditional Colonial-style home adorned with charm. As you enter the home from the idyllic covered porch, you are welcomed into the foyer. The home is filled with intimate spaces while offering the opportunity for larger parties to gather. The living room has built-in shelving that flank the gas fireplace and it is connected to

  Michele Moore Island Real Estate

  5 Bayes Hill Cir, Vineyard Haven, MA 02568
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  /28

  $1,695,000

  • 4 Beds
  • 1.5 Baths
  • 1,592 Sq Ft

  5 Scottys Ln, Vineyard Haven, MA 02568

  Attention Developers and Island Lovers! Take note of this rare opportunity in a prime West Tisbury Location with a new price! This mid-century home with excellent bones fronts on Seth's Pond, a beloved locale perfect for swimming, paddle-boarding, and kayaking. 5 Scotty's Lane has an existing 4-bedroom main house with the first floor and lower walk-out level equaling 2,704 of finished space. This

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

  5 Scottys Ln, Vineyard Haven, MA 02568
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  /59

  $1,925,000

  • 3 Beds
  • 3 Baths
  • 1,728 Sq Ft

  212 Charles Neck Way, Vineyard Haven, MA 02568

  This beautifully renovated contemporary South Shore retreat, located in a tranquil setting, features three bedrooms, two and one-half bathrooms, central air, all new 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

  Perry Patterson MV Luxury Homes

  212 Charles Neck Way, Vineyard Haven, MA 02568
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  /27

  $1,795,000

  • 3 Beds
  • 2.5 Baths
  • 2,236 Sq Ft

  71 6th St N, Edgartown, MA 02539

  Classic three-bedroom farmhouse offers the perfect blend of island charm and laid-back comfort. Located within walking distance to scenic Sengekontacket Pond, it’s an ideal retreat for nature lovers, kayakers, or anyone looking to enjoy the Vineyard lifestyle. The home features a welcoming front porch and back deck—perfect spaces to relax, dine, or entertain outdoors. Inside, you'll find a warm

  Erin Leighton Compass

  71 6th St N, Edgartown, MA 02539
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  /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
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  /37

  $3,400,000

  • 5 Beds
  • 2 Baths
  • 3,133 Sq Ft

  19 Old Woods Rd, Chilmark, MA 02535

  Nestled in the heart of Chilmark, this 12.5-acre property offers two charming dwellings, each with 3 bedrooms, set in a landscape of privacy and timeless Vineyard character. Built in 1950 and 1963 for American artist, Thomas Hart Benton, the homes were lovingly created as a compound for friends and family to return to year after year. Tucked down a quiet driveway, the two share a special legacy

  Cheri Mason Landvest MV

  19 Old Woods Rd, Chilmark, MA 02535
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  /40

  $6,395,000

  • 8 Beds
  • 7 Baths
  • 6,921 Sq Ft

  19BC Locust Ln, Aquinnah, MA 02535

  This beautifully designed and built home is privately sited on 4.02 acres overlooking a pastoral setting with amazing ocean views and bordered by stone walls. There is also an additional 2.02 acre parcel included with purchase. The spacious entry hall steps into a formal living and dining room with oversized windows that take in the amazing North Shore ocean views, tall ceilings, a field stone

  Brenda Galligan Karen M. Overtoom R.E.

  19BC Locust Ln, Aquinnah, MA 02535
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  /42

  $1,800,000

  • 3 Beds
  • 2 Baths
  • 2,015 Sq Ft

  48 Vineyard Avenue Extension, Oak Bluffs, MA 02568

  Bright, Open Living Steps from the Lagoon!This sun-filled 3-bedroom, 2-bath home offers easy single-level living with a spacious, open-concept layout—ideal for entertaining and everyday comfort. A welcoming sitting area flows into the living room, dining space, and modern kitchen. A separate home office/den adds flexibility to this 2,015 sq ft home. Set on a generous 11,000 sq ft corner lot,

  Susie Wallo Compass

  48 Vineyard Avenue Extension, Oak Bluffs, MA 02568
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  /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
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  /23

  $1,135,000

  • 3 Beds
  • 2.5 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,

  Katherine Donahue Sandpiper Realty Inc

  112 W Spring St, Vineyard Haven, MA 02568
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  /39

  $1,795,000

  • 3 Beds
  • 4 Baths
  • 2,308 Sq Ft

  453 Lighthouse Rd, Aquinnah, MA 02535

  Aquinnah Retreat set on a private 1.1-acre lot! This beautiful single-family home was lovingly built and cared for by one family, offering peaceful surroundings and ocean views. Now move-in ready, it's the perfect place for new owners to relax and make it their own. The wrap-around deck provides a scenic spot to enjoy the coastal air. Inside, the kitchen and dining area are filled with natural

  We Close Deals Team Lamacchia Realty, Inc.

  453 Lighthouse Rd, Aquinnah, MA 02535
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  /39

  $3,649,000

  • 5 Beds
  • 4.5 Baths
  • 4,218 Sq Ft

  7 Whistling Swan Cir, Edgartown, MA 02539

  Located in the sought-after Island Grove neighborhood, this Edgartown home is near Morning Glory Farm, Downtown, and South Beach. Designed for entertaining, the first floor features a custom kitchen, dining and living rooms, den, screened porch, half bath, and a seamless flow to outdoor living and a new heated pool. A spacious first-floor primary suite includes a walk-in closet and full bath.

  Jarrett Hurwitz Keller Williams Realty

  7 Whistling Swan Cir, Edgartown, MA 02539
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  /52

  $12,500,000

  • 5 Beds
  • 4 Baths
  • 3,700 Sq Ft

  18 Spruce Gate Rd, Chilmark, MA 02535

  Welcome to an extraordinary ocean view coastal sanctuary set within the exclusive gates of Squibnocket Farm—a 450+ acre private community with access to over 2 miles of oceanfront, 1.5 miles of pond frontage, and 300+ acres of conservation land. Set on a peaceful, pastoral landscape abutting 17 acres of preserved land, this stately home was designed and built by Soikkeli & Company, one of the

  Alyssa Halisky Wallace & Co. Sotheby's

  18 Spruce Gate Rd, Chilmark, MA 02535
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  /51

  $7,950,000

  • 4 Beds
  • 5 Baths
  • 3,490 Sq Ft

  308 South Rd, Chilmark, MA 02535

  Commanding Pondfront Retreat with Private Dock and South Shore Views. This exceptional Chilmark residence offers a rare blend of privacy, elegance, and modern comfort. Originally built by Tom Tate and renovated in 2018, it exudes contemporary sophistication while embracing its natural surroundings. A private dock on Chilmark Pond provides direct water access and stunning South Shore sunsets.

  Rose Ryley Sandpiper Realty Inc

  308 South Rd, Chilmark, MA 02535

Showing Results 41 - 80, Page 2 of 4