Edgartown Real Estate

**Discover the Charm of Edgartown, MA: A Coastal Gem in Dukes County**

Nestled on the picturesque island of Martha's Vineyard, Edgartown is a quintessential New England town that perfectly marries historical charm with coastal beauty. As the county seat of Dukes County, this vibrant community boasts a rich maritime heritage, evident in its well-preserved 19th-century whaling captain's homes and the iconic Edgartown Lighthouse, which stands sentinel over the harbor.

Edgartown is renowned for its stunning waterfront views and serene beaches, making it a haven for both relaxation and recreation. With its sandy shores and gentle waves, South Beach and State Beach are perfect spots for sunbathing, swimming, and picnicking with family. For the more adventurous, the surrounding waters offer excellent opportunities for sailing, kayaking, and fishing, allowing residents and visitors alike to immerse themselves in the island's natural beauty.

The town's vibrant downtown area is a delightful blend of charming boutiques, art galleries, and gourmet restaurants, showcasing the best of local cuisine and craftsmanship. Stroll along the cobblestone streets, and you’ll find a warm community that embraces both tradition and innovation, with seasonal farmers' markets and cultural events that bring neighbors together.

Whether you’re seeking a peaceful retreat or an active lifestyle, Edgartown offers the perfect backdrop for your next chapter. With its stunning landscapes, rich history, and welcoming community, it’s no wonder that Edgartown is a sought-after destination for homebuyers looking to invest in a slice of coastal paradise. Experience the magic of Edgartown—where every day feels like a vacation!

Newest Listings in Edgartown

$1,075,000

3 Beds ⋅ 2 Baths ⋅ 73594824 MLS

21 Flamingo Drive, Edgartown

Listing courtesy of Listing Agent: Jared Bicknell from Listing Office: Compass.

$2,875,000

4 Beds ⋅ 5 Baths ⋅ 73594795 MLS

Set on 4.9 acres surrounded by the natural beauty of Chappaquiddick, this residence offers approximately 2,900 square feet of living space, quality craftsmanship, and a private setting. The home features three bedrooms, including a first-floor primary suite with a private bath. Upstairs, two additional bedrooms each have ensuite baths. The living room features soaring cathedral ceilings finished in tongue-and-groove wood and a wood-burning fireplace. Custom interior doors and detailed woodwork are found throughout, while the kitchen is appointed with high-end appliances and custom Neff cabinetry.The enclosed, year-round porch features tongue-and-groove ceilings, slate flooring, and a wood-burning fireplace, providing additional living space in every season. A mahogany deck overlooks the surrounding property. Above the detached garage is an additional bedroom and full bath, offering flexibility for guests, a home office, or studio. A new Mitsubishi inverter-technology heating and cooling system, installed in 2026, features six independently controlled zones, with heating and cooling extending to the basement and enclosed porch. Owned solar panels provide a net $100.00 per month positive utility bill. There is an 8 bedroom septic system and so expansion opportunities are plenty. Approximately one acre of the property is located across Litchfield Road, offering potential for a future guest house or accessory dwelling unit (ADU), subject to applicable approvals. Located on Chappaquiddick, the property offers convenient access to beaches, conservation trails, and the natural surroundings that define Chappy, all just a short ferry ride from downtown Edgartown.

91 Litchfield Rd, Edgartown

Listing courtesy of Listing Agent: Casandra Hyland from Listing Office: Sandpiper Realty, Inc..

$3,950,000

5 Beds ⋅ 5 Baths ⋅ 73592553 MLS

Welcome home to this meticulously renovated Martha's Vineyard property, where coastal elegance meets effortless indoor-outdoor living. Offered fully furnished, "turn-key" ready and spanning over 4,100 square feet of beautiful living space, this property offers a total of 5 bedrooms and 4.5 baths between the main house and detached 1 bedroom guest suite. In the main house, the spacious great room boasts cathedral ceilings, wood-burning fireplace, and glass doors that seamlessly connect the interior to the outdoors. The custom kitchen is outfitted with an expansive granite center island, stainless steel appliances and a generous dining area. The private primary retreat includes a custom walk-in closet and en suite bath, featuring a double sink vanity and a walk-in shower with dual shower heads. 3 private guest rooms and 2 additional full baths, located on a separate floor, ensure plenty of privacy for everyone. The finished basement offers approximately 670 square feet of additional living space to the main house and is perfect for entertaining, complete with a custom bar, built-in cabinetry, and a half bath. The detached 1 bedroom and 1 bath guest suite is located above the oversize 2-bay garage and is ideal for extended family and friends. This beautifully appointed space features an open floor plan, high-end materials throughout and a large private deck. From the moment you arrive, the professionally landscaped grounds invite you to enjoy everything this property has to offer. With dedicated outdoor entertaining areas, multiple decks, outdoor tv, firepit and hot tub, the space is perfectly designed for both grand hosting and quiet relaxation. This exceptional property checks off all the boxes for the perfect Vineyard home.

6 Hollow Way, Edgartown

Listing courtesy of Listing Agent: Theresa Geary from Listing Office: Donnelly + Co..

$3,295,000

3 Beds ⋅ 3 Baths ⋅ 73591230 MLS

Coastal Contemporary in Katama - Thoughtfully designed for relaxed Vineyard living and effortless entertaining, this custom-built home is set on beautifully landscaped grounds between Edgartown Village and South Beach. A dramatic two-story Great Room with gas fireplace anchors the light-filled living and dining spaces, which open to a spacious screened porch. The eat-in kitchen features custom cabinetry and all-new appliances. A private first-floor primary suite is complemented by an upstairs guest suite and open loft-style living and recreation area, enhanced by a recent 200+ sq. ft. expansion. Outdoors, a stone terrace with hot tub invites evenings under the stars, while the private grounds offer ample room for a future pool. Additional features include central air, a full unfinished basement with potential for added living space, and a two-car garage. An inviting Katama retreat combining architectural character, comfort, and an ideal island location.

26 Pulpit Ln, Edgartown

Listing courtesy of Listing Agent: Wendy Harman from Listing Office: Compass.

$6,125,000

4 Beds ⋅ 6 Baths ⋅ 73590664 MLS

Set within one of historic Edgartown Village’s most coveted neighborhoods, this gracious 4-bedroom, 5.5-bath home with guest suite is a rare opportunity to acquire a true heirloom property. Inside, a grand foyer, soaring ceilings and generously proportioned rooms create an atmosphere of understated elegance, while beautiful wood floors and custom millwork throughout, add character and a sense of history. Interior photos coming soon. The thoughtful floor plan flows seamlessly from one living space to the next, making the home as comfortable for quiet evenings as it is for entertaining family and friends. Two fireplaces anchor the principal gathering spaces, adding charm through every season. Adding a truly one-of-a-kind touch in the dining room, trompe l’oeil murals by Linda Carnegie bring scenes of Edgartown indoors as works of art. The first-floor primary suite is a private retreat, complete with custom closets and cabinetry. The spa-like full bath features a sunken tub, and the suite opens to its own private deck with an outdoor shower. The living extends outdoors through an impressive collection of spaces designed for relaxed island days and long summer evenings. Multiple decks provide room to dine and lounge, while the screened porch offers a shaded retreat from morning coffee to sunset cocktails. Surrounding it all, lush gardens designed by Donaroma’s bring color, texture, and privacy, with each season offering something new to admire. Above the garage, a separate guest suite offers its own kitchen, full bath, and private entrance – ideal for visiting family, extended-stay guests, a caregiver, or an independent retreat for older children. With its refined interiors, beautiful grounds, and prized location just moments from Edgartown’s shops, restaurants, harbor, and historic waterfront, this exceptional property is a unique opportunity.

78 Plantingfield Way, Edgartown

Listing courtesy of Listing Agent: Dawn Bellante from Listing Office: Sandpiper Realty, Inc..

$5,820,000

6 Beds ⋅ 6 Baths ⋅ 73589183 MLS

Set on over an acre of beautifully landscaped grounds, this estate offers a rare combination of privacy, refined living, and exceptional proximity to all that makes Martha’s Vineyard special. Bordering Land Bank conservation land and overlooking the picturesque fields of Morning Glory Farm, the property enjoys a peaceful pastoral setting with vibrant flower gardens and expansive outdoor living spaces. Just moments from the bike path, Downtown Edgartown, and South Beach, this exceptional compound offers the best of both worlds. With more than 4,000 square feet of living space across the main house, guest house, and detached garage with office above, there is ample room for both gathering and privacy. The recently renovated four-bedroom main residence is thoughtfully designed for comfortable living and entertaining. A dramatic living room with vaulted ceilings and a gas fireplace opens through sliding doors to an expansive deck overlooking the pool and outdoor kitchen. The dining room features soaring cathedral ceilings and direct deck access, while the beautifully renovated modern kitchen offers generous space for entertaining. A cozy den just off the kitchen provides a quiet retreat. The second floor is dedicated to the private primary suite with a renovated bath, while the lower level offers three additional bedrooms and two full bathrooms. The newly built two-bedroom guest house delivers an equally inviting experience, with cathedral ceilings accented by exposed beams, a modern kitchen, a spacious living room, a full bathroom, and laundry. Outdoor living is at the heart of this remarkable property. A heated infinity-edge pool and spa create a resort-like atmosphere, surrounded by beautifully manicured grounds and gardens with views across the working fields of Morning Glory Farm. A detached garage with an office and half bath above provides a versatile space for work or quiet retreat, complemented by an additional garage attached to the main house. Combining exceptional privacy, multiple living spaces and stunning farm views, 29 Llewellyn Way is a distinctive Vineyard compound designed for effortless year-round living and unforgettable summer gatherings.

29 Llewellyn Way, Edgartown

Listing courtesy of Listing Agent: Alyssa Halisky from Listing Office: Wallace & Co. Sotheby's International Realty.

$3,995,000

4 Beds ⋅ 6 Baths ⋅ 73588921 MLS

Tucked into a quiet corner of Chappaquiddick, with protected views of Nantucket Sound and abutting the Pocha Pond Reservation and miles of endless hiking trails, this beautifully crafted custom home offers a rare combination of privacy, natural beauty, and effortless island living. The home is defined by a sense of casual elegance, with dramatic soaring ceilings and a striking prism skylight that fills the interior with warmth and natural light. An expansive, open living area is anchored by a floor-to-ceiling, double-sided fieldstone fireplace, creating a welcoming gathering space with a strong connection to the surrounding landscape. A remarkable two-story screened porch captures the water views and extends the living space outdoors, with a comfortable gathering area on the first level and a charming sleeping porch above. Four generously sized bedrooms, each with its own ensuite bath, offer privacy and comfort, with two enjoying water views. A finished lower level and oversized attached garage provide ample space for beach, boating, and fishing gear. Close to the ocean beaches of Wasque, yet within easy reach of downtown Edgartown, the property offers the best of Chappaquiddick, quiet, natural, and wonderfully removed, while still connected to everything the island has to offer. A cherished home in a truly special setting, ready for its next chapter.

4 Garrett Way, Edgartown

Listing courtesy of Listing Agent: Katie Donahue & Rachel Serwa Group from Listing Office: Sandpiper Realty, Inc..

$4,195,000

5 Beds ⋅ 4 Baths ⋅ 73586815 MLS

Nestled within Edgartown’s coveted Katama/Island Grove enclave, 32 Martha’s Road is a masterfully crafted 2023 modern farmhouse where elevated design meets the effortless elegance of Vineyard living. Built by renowned island builder Shawn Chapps, this five-bedroom residence is a study in sophistication—rich with architectural intention, bathed in natural light, and thoughtfully composed for both intimate daily living and memorable entertaining. Set on .5 acres, the home unfolds across approximately 3,594 square feet, with an additional 2,300+ square feet of high-ceilinged, unfinished basement space offering extraordinary future potential. Cathedral ceilings, refined millwork, and expansive windows throughout create an atmosphere of lightness and luxury. A soaring, cathedral-height entryway immediately captivates, framed by striking two-story windows that draw the eye through the home to the serene, professionally landscaped backyard beyond. The foyer’s scale and natural light set the tone for the residence’s modern, airy aesthetic. The open-concept kitchen, dining, and living areas form an inviting central gathering space anchored by a warm gas fireplace and illuminated by windows on both sides. The gourmet kitchen is a true showpiece, featuring Thermador appliances, an expansive center island, and exceptional craftsmanship. It opens to a deep, walk-in pantry and a beautifully designed entertaining area complete with a sink, Zephyr beverage refrigerator, generous shelving, and abundant storage—functioning perfectly as a wet bar when hosting family and friends. Just beyond, a stunning screened porch extends the living space outdoors, offering a wood-burning fireplace and direct access to the stone patio and level backyard. With ample room for recreation and the potential for a future pool, the property invites endless enjoyment. With commanding curb appeal, flexible expansion opportunities, and abundant outdoor space, 32 Martha’s Road stands as an exceptional offering in one of Edgartown’s most desirable neighborhoods. Beautifully conceived, crafted with care, and designed with intention, this modern farmhouse is ready to be made uniquely your own—a rare opportunity to enjoy Vineyard living at its most refined.

32 Marthas Road, Edgartown

Listing courtesy of Listing Agent: Patricia Lyman from Listing Office: Compass.

$3,200,000

3 Beds ⋅ 4 Baths ⋅ 73586583 MLS

The one you have been waiting for! Originally reimagined to be the owners forever home, this turnkey Katama gem is now ready for its next chapter. No expense or detail was spared in the magnificent, top-to-bottom transformation of this comfortable 3-bedroom, 4-full-bath Cape. From the thoughtful finishes to the seamless layout, every inch of this home has been lovingly updated to offer the ultimate blend of comfort and modern living. A spectacular custom built three season room --complete with a cozy fireplace--is the perfect place to entertain or just unwind and enjoy the incredible professionally landscaped grounds. The 37,000 ft, lot is surrounded by serene conservation land, ensuring privacy and beautiful, blooming views from every single window. Close to South Beach, this exceptional property is the perfect vacation home. Don't miss this chance to make it yours!

16 Old Dunhams Corner Way, Edgartown

Listing courtesy of Listing Agent: Bernard Starr from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

$6,900,000

4 Beds ⋅ 5 Baths ⋅ 73586485 MLS

8 Beach Plum Mdws, Edgartown

Listing courtesy of Listing Agent: Wendy Harman from Listing Office: Compass.

$2,950,000

8 Beds ⋅ 7 Baths ⋅ 73586117 MLS

Perched atop the highest point on Chappaquiddick, this private compound truly has it all, while still being a short distance from Chappy favorites including the Community Center, Beach Club, Ferry, and Slip Away Farm. Designed for both relaxation and recreation, the property offers endless ways to enjoy time with family and friends. Spend the afternoon on the sports courts, cool off at the pool, or relax on one of the expansive porches or patios. The guest house provides additional space and privacy. The pool house, complete with a half bath and kitchenette, makes entertaining effortless, with everything you need close at hand. A separate gym and game room offer even more ways to stay active or unwind, whatever the weather. With a strong rental history, the property also presents an excellent investment opportunity, while its generous amenities and multiple living spaces make it an ideal generational home to be enjoyed for years to come.

72 Chappaquiddick, Edgartown

Listing courtesy of Listing Agent: Katie Donahue & Rachel Serwa Group from Listing Office: Sandpiper Realty, Inc..

$9,500,000

8 Beds ⋅ 11 Baths ⋅ 73584420 MLS

A winding approach through 9.8 acres sets the tone for 12 Boldwater Road: a private Edgartown estate of uncommon scale and distinction. At its heart stands a seven-bedroom, ten-bath residence designed by Robert A.M. Stern. A gracious foyer introduces light-filled interiors, a dramatic post-and-beam living room, multiple fireplaces, and a gourmet kitchen equally suited to intimate dinners and large gatherings. The grounds offer the ease of a private resort. Spend the day beside the heated 20' x 60' pool, or retreat to the pool house with an exterior hot tub, complete with a fully equipped gym, sauna, massage room, and screened porch with fireplace. Every element of the property invites a slower, more considered way of living on the Vineyard. The Boldwater Association membership adds access to a private ocean beach, boat landing, tennis, and pickleball courts. Together with the estate’s remarkable privacy, these amenities offer a compelling balance of seclusion and coastal recreation. Architectural heritage, expansive land, and a setting designed to be enjoyed across generations make 12 Boldwater Road an extraordinary Vineyard offering.

12 Boldwater Road, Edgartown

Listing courtesy of Listing Agent: Michael Carucci from Listing Office: Serhant.

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Edgartown Real Estate

Newest Listings in Edgartown

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