Edgartown, MA Homes for Sale

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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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  /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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  /40

  $5,295,000

  • 7 Beds
  • 4.5 Baths
  • 5,320 Sq Ft

  8 Fresh Pond Rd, Oak Bluffs, MA 02557

  The Ultimate Oak Bluffs Compound: A rare opportunity to own a stunning seven-bedroom estate, thoughtfully designed for both luxurious living and exceptional rental potential. This expansive property features a newly built pool, lush landscaping, and direct access to Fresh Pond—ideal for kayaking, paddleboarding, and swimming. Perfect for entertaining, the home showcases a dramatic great room, an

  Jarrett Hurwitz Keller Williams Realty

  8 Fresh Pond Rd, Oak Bluffs, MA 02557
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  /18

  $1,550,000

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

  61 Dodgers Hill 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 Hill Rd, Edgartown, MA 02539
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  /18

  $1,550,000

  • 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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  /44

  $3,950,000

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

  3 Down Harbor Rd, Edgartown, MA 02539

  Exceptional Opportunity in Down Harbor.Here’s a rare chance to own a property in Edgartown’s exclusive Down Harbor community. Known for its serene setting and prime access to Katama Bay, this neighborhood offers more than just scenic beauty— Ownership includes deeded rights to a pristine, sandy association beach, along with coveted mooring and dock privileges on Katama Bay — a benefit

  Susan Wallo Compass | The O'Hanlon Group

  3 Down Harbor Rd, Edgartown, MA 02539
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  /30

  $6,000,000

  • 5 Beds
  • 7 Baths
  • 5,104 Sq Ft

  10 Puwal Ln, Edgartown, MA 02539

  KATAMA COMPOUND WITH POOL - TURNKEY & READY FOR USE THIS SUMMER! In an enclave of luxury homes in Katama, this 2021-built 5 bedroom, 5 bathroom property with three half-baths is being delivered turnkey with fine furnishings and most artwork. The home has everything the modern buyer wants, including two primary bedroom suites (one upstairs, one downstairs), all bedrooms with ensuite bathrooms, two

  Mark Jenkins Wallace & Co. Sotheby's

  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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  /45

  $1,899,000

  • 4 Beds
  • 2.5 Baths
  • 2,127 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

  Rene Jackson Island Real Estate

  5 Bayes Hill Cir, Vineyard Haven, MA 02568
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  /7

  $1,860,000

  • Land
  • 2.06 Acres
  • $902,913 per Acre

  34 Paddock Rd, Oak Bluffs, MA 02568

  The Preserve - A terrific opportunity to build in this beautiful and prestigious neighborhood in Oak Bluffs. The Preserve has matured into an enclave of significant residences and offers excellent privacy, with convenience to downtown, harbor and beaches. The orientation of this parcel is prime with southern exposure for backyard pool and patio, and it is abutting dedicated open space on two

  Lesley Heidt Sandpiper Realty Inc

  34 Paddock Rd, Oak Bluffs, MA 02568
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  /8

  $3,495,000

  • Land
  • 11 Acres
  • $306,848 per Acre

  0 Pocha Road Extension Unit 1.1,1.2 43325, Edgartown, MA 02539

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

  Katie Donahue Sandpiper Realty

  0 Pocha Road Extension Unit 1.1,1.2 43325, Edgartown, MA 02539
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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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  /26

  $2,150,000

  • 2 Beds
  • 2.5 Baths
  • 2,137 Sq Ft

  30 Franklin Ave, Oak Bluffs, MA 02568

  Welcome to your dream home! This stunning new construction boasts a coastal feel throughout and is situated on a spacious corner lot. Inside, you'll find luxurious finishes, including Thermador appliances and quartz countertops in the gourmet kitchen including a large pantry with beverage refrigerator. The elegance continues with white oak floors throughout the home. With 2 bedrooms and 2.5

  Stacy Ickes Donnelly + Co

  30 Franklin Ave, Oak Bluffs, MA 02568
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  /23

  $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

  Michele Moore Island Real Estate

  96 Manchester Ave, Oak Bluffs, MA 02557
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  /8

  $749,500

  • Land
  • 0.26 Acre
  • $2,859,596 per Acre

  35 Double Ox Rd Unit 42, Oak Bluffs, MA 02557

  Welcome to Lagoon Ridge.....Oak Bluffs’ newest and most sought-after neighborhood! Build your 3 bedroom dream home with M Duffany Builders on this lofty setting, 95 feet above Lagoon Pond, featuring sweeping sky views, colorful sunsets, and refreshing salty sea breezes. This exceptional building lot is among the last of the remaining opportunities in this thriving new community. Utilities are

  Marilyn Moses Ocean Park Realty Inc

  35 Double Ox Rd Unit 42, Oak Bluffs, MA 02557
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  /4

  $1,725,000

  • Land
  • 2.00 Acres
  • $862,500 per Acre

  501 W Tisbury Rd, Edgartown, MA 02539

  Prime 2-acre parcel situated close to the bike path, state forest, Morning Glory Farm and Edgartown village. Per Edgartown BOH, this lot is approved to support a 5-bedroom home with a standard septic system. Additionally, with an advanced treatment system and a variance, the potential exists to expand with one or two extra bedrooms. Enjoy the perfect blend of convenience and tranquility in this

  Stacy Ickes Donnelly + Co.

  501 W Tisbury Rd, Edgartown, MA 02539
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  /4

  $1,725,000

  • Land
  • 2.00 Acres
  • $862,500 per Acre

  501 W Tisbury Rd Unit 2.1, Edgartown, MA 02539

  Prime 2-acre parcel situated close to the bike path, state forest, Morning Glory Farm and Edgartown village. Per Edgartown BOH, this lot is approved to support a 5-bedroom home with a standard septic system. Additionally, with an advanced treatment system and a variance, the potential exists to expand with one or two extra bedrooms. Enjoy the perfect blend of convenience and tranquility in this

  Stacy Ickes Donnelly + Co

  501 W Tisbury Rd Unit 2.1, Edgartown, MA 02539
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  /32

  $999,000

  • 2 Beds
  • 2 Baths
  • 1,352 Sq Ft

  400 Edgartown-Vineyard Haven Rd, Edgartown, MA 02539

  Close to downtown Edgartown, yet far enough away to be in a residential location with a nice yard, this home is a must-see! This is a ranch style home with two bedrooms and two bathrooms, plus an office. Open concept for the living, dining and kitchen area with a slider to the back deck. With a few updates and finishing touches, this could transform into your perfect family home. It is being sold

  Kelly Mercier Match Point Properties

  400 Edgartown-Vineyard Haven Rd, Edgartown, MA 02539
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  /15

  $5,100,000

  • Land
  • 2.34 Acres
  • $2,179,487 per Acre

  7 Overview Ln, Oak Bluffs, MA 02557

  A rare opportunity to own a 2.4-acre buildable lot within the prestigious Farm Neck Association. Perfectly situated overlooking the lush greens of Farm Neck Golf Club, this remarkable property also offers picturesque water views of Sengekontacket Pond and the distant Vineyard Sound. Design and build your dream home in this sought-after location. As a homeowner in Farm Neck, you'll enjoy exclusive

  Alyssa Halisky Wallace & Co. Sotheby's International Realty

  7 Overview Ln, Oak Bluffs, MA 02557
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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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  /15

  $5,100,000

  • Land
  • 2.34 Acres
  • $2,182,285 per Acre

  7 Overview Ln Unit 47, Oak Bluffs, MA 02557

  A rare opportunity to own a 2.4-acre buildable lot within the prestigious Farm Neck Association. Perfectly situated overlooking the lush greens of Farm Neck Golf Club, this remarkable property also offers picturesque water views of Sengekontacket Pond and the distant Vineyard Sound. Design and build your dream home in this sought-after location. As a homeowner in Farm Neck, you'll enjoy

  Alyssa Halisky Wallace & Co. Sotheby's

  7 Overview Ln Unit 47, Oak Bluffs, MA 02557
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  /42

  $2,500,000

  • 4 Beds
  • 3.5 Baths
  • 1 Sq Ft

  10 Wood Duck Way, Oak Bluffs, MA 02557

  Perched on a hill, this waterfront house encompasses three levels of living. Thoughtfully designed and well cared for, this home provides calming water views and direct access to Wiggy's freshwater Pond from almost every room. The main level boasts a kitchen fitted with high-end appliances and opens to the dining room, deck, and airy living room with exposed beams, a gas fireplace, and large

  Marcia Sullivan Garvey Donnelly + Co.

  10 Wood Duck Way, Oak Bluffs, MA 02557
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  /58

  $5,999,000

  • 4 Beds
  • 3.5 Baths
  • 2,995 Sq Ft

  135 The Blvd, Edgartown, MA 02539

  Exceptional Waterfront Living ~ Stunning, active views of Sengekontacket Pond and Nantucket Sound set the tone for this spectacular coastal retreat. Thoughtfully designed to showcase its breathtaking surroundings, the main house captures sweeping vistas from nearly every room. With over 300 feet of frontage, you'll enjoy immediate access to the water for swimming, paddleboarding, kayaking, and a

  Stephanie Roache Donnelly + Co.

  135 The Blvd, Edgartown, MA 02539
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  /39

  $1,195,000

  • 3 Beds
  • 2 Baths
  • 2,046 Sq Ft

  9 Sampson Ave, Edgartown, MA 02539

  A home for all seasons and multiple purposes --- If you choose to have a comfortable, kick-your-shoes-off, not-fussy, beach home on the tranquil non-commercial island of Chappaquiddick, then this is your destination. The fabulous, pristine, seemingly endless miles of shoreline at East Beach, just over Dike Bridge, is only 1.3 miles distant. The gorgeous beaches at Wasque Point, where you also

  Lynn Buder Sandpiper Realty Inc

  9 Sampson Ave, Edgartown, MA 02539
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  /28

  $1,550,000

  • 3 Beds
  • 2 Baths
  • 1,965 Sq Ft

  16 Majors Cove Ln, Edgartown, MA 02539

  Nestled in the prestigious Majors Cove community, this lovingly maintained home offers the perfect blend of comfort, style, and Vineyard charm. Enjoy access to exceptional amenities, including tennis courts, a boat launch ideal for kayaking to State Beach, and proximity to the bike path for easy access to Edgartown, Oak Bluffs, and Vineyard Haven. Set on a pleasantly landscaped lot, this inviting

  Stephanie Roache Donnelly + Co.

  16 Majors Cove Ln, Edgartown, MA 02539
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  /5

  $1,300,000

  • Land
  • 0.50 Acre
  • $2,600,000 per Acre

  58 Marthas Rd Unit 70, Edgartown, MA 02539

  Island Grove Building Lot - A highly desirable Edgartown location near Morning Glory Farm, the Village, and South Beach. The 1/2 acre parcel is conforming in nature, allowing for maximum development. With approval for 6 bedrooms with sewer tie-in, the opportunities are endless! A great opportunity to get into this terrific community.

  Katie Donahue Sandpiper Realty

  58 Marthas Rd Unit 70, Edgartown, MA 02539
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  /37

  $2,275,000

  • 4 Beds
  • 3.5 Baths
  • 2,695 Sq Ft

  43C Dark Woods Rd, Edgartown, MA 02539

  Enjoy the convenience of Dark Woods, a quiet neighborhood in an ideal location close to the Village, bike path, beaches, and 27 acres of Sheriff's Meadow conservation land. Tucked in the woods of the pleasant Dark Woods community, this property has been meticulously maintained and is ready for your enjoyment. Sited on a pleasant .77-acre lot, the property offers expansive space with a floor plan

  Stephanie Roache Donnelly + Co.

  43C Dark Woods Rd, Edgartown, MA 02539
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  /36

  $2,275,000

  • 4 Beds
  • 3.5 Baths
  • 2,695 Sq Ft

  43C Dark Woods Rd, Edgartown, MA 02539

  Enjoy the convenience of Dark Woods, a quiet neighborhood in an ideal location close to the Village, bike path, beaches, and 27 acres of Sheriff’s Meadow conservation land. Tucked in the woods of the pleasant Dark Woods community, this property has been meticulously maintained and is ready for your enjoyment. The first floor features a fabulous living room with a gas fireplace and a formal dining

  Stephanie Roache Donnelly + Co.

  43C Dark Woods Rd, Edgartown, MA 02539
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  /25

  $1,895,000

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

  99 Old Purchase Rd, Edgartown, MA 02539

  Welcome to this charming post and beam-style home, privately located at the end of a cul-de-sac on .71 acres with proximity to over 50 acres of Land Bank and Sheriff's Meadow land with multiple trails and paths. Conveniently located to the bike path, Morning Glory Farm, the heart of Edgartown, and Meetinghouse Way, with direct access to South Beach, the location is ideal. The floor plan was

  Stephanie Roache Donnelly + Co.

  99 Old Purchase Rd, Edgartown, MA 02539
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  /5

  $1,300,000

  • Land
  • 0.50 Acre
  • $2,600,000 per Acre

  58 Marthas Rd, Edgartown, MA 02539

  Island Grove Building Lot - A highly desirable Edgartown location near Morning Glory Farm, the Village, and South Beach. The 1/2 acre parcel is conforming in nature, allowing for maximum development. With approval for 6 bedrooms with sewer tie-in, the opportunities are endless! A great opportunity to get into this terrific community.

  Katherine Donahue Sandpiper Realty Inc

  58 Marthas Rd, Edgartown, MA 02539
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  /75

  $19,900,000

  • 5 Beds
  • 7 Baths
  • 6,577 Sq Ft

  33 Boldwater Rd, Edgartown, MA 02539

  Exquisite Waterfront Retreat - A rare opportunity to purchase a meticulously crafted 5,600 square-foot stone main house and 900 square-foot stone guesthouse with pool in a naturalized wooded setting. This extraordinary compound redefines the conventions of traditional Vineyard architecture in the most charming and sophisticated of ways. The house was sited to offer views of Edgartown Great Pond

  Deb Hancock Hancock Real Estate

  33 Boldwater Rd, Edgartown, MA 02539
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  /61

  $8,900,000

  • 4 Beds
  • 8 Baths
  • 7,767 Sq Ft

  4 Jacobs Neck Rd, Edgartown, MA 02539

  This one of a kind property is extremely private, yet only 12 minutes to the airport or Edgartown Village. The 10+ acre parcel is bordered on two sides by Sheriff's Meadow Conservation land and miles of walking trails nearby. The dwellings and other structures are meticulously crafted and offer a range of possibilities. The "guest house" is 2300 sq ft with finished basement and loft space. The

  Deb Hancock Hancock Real Estate

  4 Jacobs Neck Rd, Edgartown, MA 02539
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  /25

  $1,395,000

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  5 Pipn Rd, Edgartown, MA 02539

  Move-in ready Chappy retreat, just under a mile to swimmable Katama Bay.Tucked beside conservation land in a quiet wooded setting, this private 3 bedroom Cape offers comfort, charm, and relaxed island living— with room to gather, space to breathe, and nature at your doorstep.Designed for easy indoor-outdoor living with an open kitchen, sunny rooftop deck, stone patio, and a screened-in

  Katie Donahue Sandpiper Realty

  5 Pipn Rd, Edgartown, MA 02539
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  /46

  $14,500,000

  • 8 Beds
  • 7.5 Baths
  • 8,912 Sq Ft

  30 Crackatuxet Cove Rd, Edgartown, MA 02539

  This dramatic contemporary styled house lies on 6.5-acres of beautiful pond front land in the exclusive Herring Creek Farm. The home features cathedral ceilings throughout and an open floor plan with large living room, dining room and kitchen, all with clear story light, fireplaces and 20 ft. breakaway Nana walls. The spiral staircase leads from the living room to a large roof deck with expansive

  Gerrett Conover Landvest MV

  30 Crackatuxet Cove Rd, Edgartown, MA 02539
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  /26

  $1,395,000

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  5 Pip'N Rd, Edgartown, MA 02539

  Move-in ready Chappy retreat, just under a mile to swimmable Katama Bay.Tucked beside conservation land in a quiet wooded setting, this private 3 bedroom Cape offers comfort, charm, and relaxed island living-- with room to gather, space to breathe, and nature at your doorstep.Designed for easy indoor-outdoor living with an open kitchen, sunny rooftop deck, stone patio, and a screened-in porch

  Katherine Donahue Sandpiper Realty Inc

  5 Pip'N Rd, Edgartown, MA 02539
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  /31

  $7,250,000

  • 5 Beds
  • 6.5 Baths
  • 5,454 Sq Ft

  54 Fuller St, Edgartown, MA 02539

  This stately Greek Revival home lies on beautiful Fuller Street and a short walk to the beach. This 5-bedroom / 5.5-bath home features a beautiful foyer with arches and paneling leading past a grand staircase to a beautiful family room, kitchen and screened porch overlooking the backyard. There is an ensuite ground first floor bedroom and office off the hall as well as a side mudroom entry and

  Gerrett Conover Landvest MV

  54 Fuller St, Edgartown, MA 02539
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  /37

  $3,300,000

  • 5 Beds
  • 4.5 Baths
  • 4,115 Sq Ft

  357 W Tisbury Rd, Edgartown, MA 02539

  Here is the Edgartown compound you've been waiting for - a 5-bedroom main house, 2-bedroom guest house, and elevated swimming pool area located on 1.5 acres. Next door there is 25 acres of conservation land. The property is barely 2/10s of a mile to Morning Glory Farm, and just a mile and a half to the village on the bike path. The house combines island country charm with modern amenities - honey

  Bonnie Pierce Wallace & Co. Sotheby's International Realty

  357 W Tisbury Rd, Edgartown, MA 02539
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  /26

  $3,495,000

  • 4 Beds
  • 6 Baths
  • 3,793 Sq Ft

  28 Crocker Dr, Edgartown, MA 02539

  This beautifully renovated Katama retreat combines refined design, luxurious amenities, and thoughtfully crafted spaces. The main house features three bedrooms, including a peaceful primary suite with private deck access, a second en-suite bedroom, and a cozy bunkroom. The octagonal living room, skylit dining room with a gas fireplace, and a chef’s kitchen with quartz counters and high-end

  Jen O'Hanlon Compass | The O'Hanlon Group

  28 Crocker Dr, Edgartown, MA 02539
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  /4

  $550,000

  • Land
  • 0.33 Acre
  • $1,666,667 per Acre

  32 14th St S, Edgartown, MA 02539

  This is a fabulous opportunity to build your vineyard home. Only minutes to Edgartown Village shops, restaurants, and the Edgartown ferry. With a short 6 minute drive to Edgartown Beach for great summer fun! This lot is close to Vineyard Golf Club, as well as Edgartown Golf Club. Lot will accommodate a 2-3 bedroom home. Buyer of this lot will need to have it engineered, and seller has engaged a

  Rebecca Putnam Putnam Realty

  32 14th St S, Edgartown, MA 02539
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  /26

  $2,100,000

  • 3 Beds
  • 3.5 Baths
  • 2,124 Sq Ft

  23 13th St N, Edgartown, MA 02539

  This recently constructed home conveniently sits in the center of Edgartown close to Sengekontacket Pond. With 3 bedrooms, 3.5 baths, bright and sunny living areas, and a very spacious and finished lower level, this property is well-designed. Featuring hardwood floors throughout, the open concept on the first floor has modern kitchen with a center island and stainless appliances, a dining area

  Cheri Mason Landvest MV

  23 13th St N, Edgartown, MA 02539

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