Edgartown, MA Homes for Sale with Acreage

• 

  

  

  /31

  $2,595,000

  $650K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 4,023 Sq Ft

  44 Tiffany Dr, Oak Bluffs, MA 02557

  Tucked away in a serene setting and set on 1.38 private acres, this beautifully renovated 4BR/4.5BA Cape offers over 4,000 sq. ft. of living space with plenty of room for a backyard pool. The main portion of the house includes a gourmet kitchen, multiple entertaining areas including living room, family room, game room, a screened porch, ensuite bedroom and powder room. An attached one-bedroom

  Perry Patterson MV Luxury Homes

  44 Tiffany Dr, Oak Bluffs, MA 02557
• Selling your home? Sell it faster and for more with a Homes.com Boost.

  Learn More
• 

  

  

  /6

  $1,895,000

  • Land
  • 1.87 Acres
  • $1,014,997 per Acre

  22 Paddock Rd Unit 85, Oak Bluffs, MA 02568

  An exceptional offering—the final homesite available within The Preserve at The Woodlands, one of Oak Bluffs’ most coveted residential enclaves. Create a custom coastal retreat in an extraordinary setting where architecturally designed residences, protected conservation land, and the timeless beauty of Martha’s Vineyard converge.This 1.87-acre homesite represents the final opportunity to

  Marilyn Moses Ocean Park Realty Inc

  22 Paddock Rd Unit 85, Oak Bluffs, MA 02568
• 

  

  

  /13

  $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
• 

  

  

  /6

  $2,795,000

  • Land
  • 3.05 Acres
  • $916,393 per Acre

  Lot 4B Browns Farm Ln Unit 10, Edgartown, MA 02539

  Tucked off Meetinghouse Way, this 3-acre parcel offers an opportunity to create something lasting on the Vineyard. Open pasture sweeps across the property's core, framed by bordering woodland that lends a sense of privacy without sacrificing the light and openness that makes the setting so appealing. Just under 2.5 miles from the Village and South Beach, the location balances seclusion with easy

  Courtney Marek Sandpiper Realty

  Lot 4B Browns Farm Ln Unit 10, Edgartown, MA 02539
• 

  

  

  /26

  $7,850,000

  $150K PRICE DROP

  • 4 Beds
  • 6 Baths
  • 5,884 Sq Ft

  24 Katama Bay View Rd, Edgartown, MA 02539

  This classic New England home in Katama offers a refined blend of timeless architecture and modern comfort, set on a spacious, beautifully landscaped lot. The main house features three well-appointed bedrooms, including a light-filled primary suite and inviting guest rooms designed for comfort and privacy. The open-concept living area is ideal for entertaining, highlighted by a cozy fireplace and

  Tom Wallace Wallace & Co. Sotheby's International Realty

  24 Katama Bay View Rd, Edgartown, MA 02539
• 

  

  /41

  $4,725,000

  • 3 Beds
  • 5 Baths
  • 2,969 Sq Ft

  149 Litchfield Rd, Edgartown, MA 02539

  Set amongst beautifully landscaped grounds and vibrant gardens, this inviting Chappaquiddick retreat offers a wonderful sense of privacy and tranquility. Stunning hydrangeas frame the property, also complemented by mature trees, colorful blooms, and established gardens, creating a beautiful setting throughout the seasons. Multiple outdoor spaces invite relaxing and entertaining, with a heated

  Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

  149 Litchfield Rd, Edgartown, MA 02539
• 

  

  /6

  $2,700,000

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

  6 Lauras Way, Edgartown, MA 02539

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

  Michele Casavant Vineyard Village Realty

  6 Lauras Way, Edgartown, MA 02539
• 

  

  /21

  $1,499,000

  $100K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,562 Sq Ft

  111 Charles Neck Way, Vineyard Haven, MA 02568

  Tucked away on 1.6 wooded acres in West Tisbury, this classic Cape-style home offers both privacy and convenience, with easy access to the charm of Up-Island and the amenities of Down-Island. Located on a paved road near Long Point Beach, it also includes coveted access to Lambert's Cove Beach. The bright, open interior features a living and dining area with a wood-burning fireplace, a kitchen

  Emma Kennedy Sandpiper Realty, Inc.

  111 Charles Neck Way, Vineyard Haven, MA 02568
• 

  

  /42

  $8,750,000

  • 10 Beds
  • 6 Baths
  • 4,224 Sq Ft

  4 Sand Plain Way, Edgartown, MA 02539

  This truly remarkable Chappaquiddick property offers a rare opportunity to step back in time and experience the quintessential character of Martha’s Vineyard. The original historic home, built in 1892, is distinguished by its signature four-story tower with 270-degree water views and gracious wraparound porch. The main house features a spacious open living room with fireplace, dining room,

  Gerrett Conover Landvest MV

  4 Sand Plain Way, Edgartown, MA 02539
• 

  /2

  $525,000

  • Land
  • 7.7 Acres
  • $68,182 per Acre

  240 Chappaquiddick Rd Unit 35.1, Edgartown, MA 02539

  A rare opportunity to own 7.7 acres on the beautiful and sought-after island of Chappaquiddick. This wooded parcel offers exceptional privacy, natural contours, and the quiet, untouched landscape that defines Chappy living. Preliminary information suggests there is potential upland area to support the creation of a custom island retreat, with possible capacity for 4–6 bedrooms subject to final

  Leslie C. Floyd Portfolio Properties

  240 Chappaquiddick Rd Unit 35.1, Edgartown, MA 02539
• 

  

  /21

  $19,900,000

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

  33 Boldwater Rd, Edgartown, MA 02539

  Experience the timeless beauty of Martha's Vineyard from this luxurious waterfront retreat where the landscape feels so effortlessly connected to daily life. This property embodies understated luxury and timeless design, featuring a meticulously crafted stone residence and guest house. The setting overlooking Edgartown Great Pond has a sandy pond beach and deeded access to the pristine Atlantic

  Deb Hancock Hancock Real Estate

  33 Boldwater Rd, Edgartown, MA 02539
• 

  

  /22

  $3,100,000

  • 1 Bed
  • 1 Bath
  • 1,250 Sq Ft

  114 Meetinghouse Way, Edgartown, MA 02539

  3 Acre Katama Building Lot with Existing Guest House. This parcel is ready to be developed into a true Edgartown Compound. The last of three private, forested lots to be offered in this part of the Browns Farm Lane subdivision, two of which have already been sold and developed into breathtaking, substantial residences. Located one mile from Edgartown Great Pond and 2 miles from both South Beach

  Rose Ryley Wallace & Co. Sotheby's International Realty

  114 Meetinghouse Way, Edgartown, MA 02539
• 

  

  /40

  $2,895,000

  $305K PRICE DROP

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

  24 Beetle Swamp Rd, Edgartown, MA 02539

  Set in a private community, Sweetened Water Farm offers the pastoral charm of Martha's Vineyard's rural up-island, just minutes from the energy of downtown Edgartown. Residents share access to the association's horse barn and common pastures, ideal for keeping horses or other livestock, adding to the farm's authentic agrarian character. This custom-built home is a true Vineyard gem, crafted over

  Kathleen Dawson Donnelly + Co.

  24 Beetle Swamp Rd, Edgartown, MA 02539
• 

  

  /14

  $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 exclusive

  Alyssa Halisky Wallace & Co. Sotheby's

  7 Overview Ln Unit 47, Oak Bluffs, MA 02557
• 

  

  /41

  $14,500,000

  • 11 Beds
  • 13 Baths
  • 9,500 Sq Ft

  10 & 12 Boldwater Rd, Edgartown, MA 02539

  A rare offering of extraordinary scale and architectural significance, this 22-acre Martha's Vineyard estate represents a category of ownership seldom available on the Island. Designed around privacy, natural beauty, and enduring craftsmanship, the living spaces encompass more than 9,500 square feet across multiple thoughtfully designed structures, creating an unparalleled setting for

  Michael Carucci Serhant

  10 & 12 Boldwater Rd, Edgartown, MA 02539
• 

  

  /25

  $5,495,000

  $500K PRICE DROP

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

  43 Sengekontacket Rd, Oak Bluffs, MA 02557

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

  Peyton Wallace Studio Realty LLC

  43 Sengekontacket Rd, Oak Bluffs, MA 02557
• 

  

  /30

  $2,295,000

  • 5 Beds
  • 4 Baths
  • 3,119 Sq Ft

  2 Old Pocha Rd, Edgartown, MA 02539

  Tucked away down a quiet country road, this one-of-a-kind Chappaquiddick retreat invites you to exhale the moment you arrive. With no visible neighbors and the sounds of nature all around, the property offers a rare sense of privacy, peace, and timeless island charm.Built in an era when homes were crafted with artistry and intention, this distinctive post-and-beam residence blends warmth,

  Jim Feiner Feiner Real Estate

  2 Old Pocha Rd, Edgartown, MA 02539
• 

  

  /43

  $12,250,000

  • 7 Beds
  • 4 Baths
  • 4,855 Sq Ft

  139 Chappaquiddick Rd, Edgartown, MA 02539

  You truly can have it all—just over a mile from the Chappaquiddick Ferry and the shops and restaurants of Edgartown Village, yet set along one of the most spectacular stretches of beach, with a 190’ private dock with mooring and sweeping views across Edgartown Outer Harbor to the iconic Edgartown Lighthouse. A gentle slope leads to the sandy shore, where days unfold along the pristine waters of

  Katherine Donahue Sandpiper Realty

  139 Chappaquiddick Rd, Edgartown, MA 02539
• 

  

  /7

  $1,150,000

  • Land
  • 1.09 Acres
  • $1,055,046 per Acre

  30 Double Ox Rd Unit 33, Oak Bluffs, MA 02557

  Create an extraordinary Martha's Vineyard estate in the exclusive Lagoon Ridge community of Oak Bluffs. This mostly wooded estate parcel of over one acre features gently rolling topography, providing an exceptional canvas for a custom-designed luxury residence. Privately situated within an intimate enclave of just four estate parcels, the property is accessed by a welcoming paved approach. This

  Marilyn Moses Ocean Park Realty Inc

  30 Double Ox Rd Unit 33, Oak Bluffs, MA 02557
• 

  

  /6

  $550,000

  $100K PRICE DROP

  • Land
  • 1.02 Acres
  • $539,216 per Acre

  23 Calebs Common Ln, Edgartown, MA 02539

  CHAPPAQUIDDICK — Just over one acre in the desirable Calebs Common neighborhood, ideally located near the ferry, beach, and Community Center. Enjoy easy access to beaches, miles of walking trails, and the surrounding conservation land that makes Chappy so special. A wonderful opportunity to create your own island retreat. Per the Board of Health, the lot may support a three-bedroom home with an

  Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

  23 Calebs Common Ln, Edgartown, MA 02539
• 

  

  /48

  $4,695,000

  • 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
• 

  

  /60

  $4,395,000

  • 3 Beds
  • 5.5 Baths
  • 4,046 Sq Ft

  267 Barnes Rd, Oak Bluffs, MA 02557

  Set along 163 feet of Lagoon frontage with its own sandy beach, 267 Barnes Road offers a contemporary take on waterfront living in Oak Bluffs. Set on 1.25 acres of beautifully maintained grounds, the 4,046-square-foot residence offers generous, light-filled spaces designed to capture the water views from nearly every room. From the moment you enter, the Lagoon is a constant presence, with

  Stephanie Roache Donnelly + Co

  267 Barnes Rd, Oak Bluffs, MA 02557
• 

  

  /35

  $3,850,000

  • 3 Beds
  • 2 Baths
  • 1,528 Sq Ft

  10 Pease Point Rd, Edgartown, MA 02539

  PRIME 1.14 ACRE PROPERTY IN EDGARTOWN This conforming R-20 lot offers an exceptional canvas for your estate planning vision. Positioned on an elevated parcel amid a neighborhood of distinguished new homes, the original three-bedroom, two-bath residence provides a foundation from which to create a truly signature property. Possible fourth-bedroom opportunity with proper permiting and approvals.

  Emma Bryant Studio Realty

  10 Pease Point Rd, Edgartown, MA 02539

Showing Results 41 - 63, Page 2 of 2