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Listing Id 41509

• Residential
• Mls Status Closed
• Bedrooms 4
• Bathroom 2
• Acreage 0.0899

WATER VIEWS!!! Steps to the Beach - walk along the most scenic drive on Martha's Vineyard! This stunning property is a true gem, offering an exceptional combination of classic charm, modern amenities, and an ideal location for enjoying the island's relaxed lifestyle. Nestled in the heart of Oak Bluffs, this home is a short stroll to beaches, restaurants, and shops. The scenic harbor and parks are also just moments away, making it perfect for experiencing the best of the Vineyard. This renovated antique home boasts timeless architectural features and a welcoming front porch creating an inviting and picturesque curb appeal. The interior is a blend of elegance and modern convenience offering an inviting atmosphere for family and friends to gather. Enjoy the serene outdoor spaces, including a patio area for outdoor dining and rooftop deck (widow's walk) that features panoramic ocean views! With its prime location and strong rental income history, this property can serve as both your idyllic vacation retreat and a smart real estate investment. Don't miss the garage and surprise bonus area. Come experience the timeless allure of Martha's Vineyard, and make this extraordinary property your island haven. Summer leases are in place and income will transfer to the buyer.

Listed by Jennifer B. DaSilva of Compass | Point B

Listing Sold by Compass | Point B

Listing Id 42592

• Residential
• Mls Status Closed
• Bedrooms 2
• Bathroom 1
• Acreage 0.62

Waterfront cottage

Listed by Jennifer B. DaSilva of Compass | Point B

Listing Sold by Martha's Vineyard Buyer Agents

Listing Id 43022

• Residential
• Mls Status Closed
• Bedrooms 3
• Bathroom 3.5
• Acreage 0.4

This elegant farmhouse awaits your arrival! Nestled in the heart of Vineyard Haven, the desirable location is within close proximity to the Vineyard Haven Yacht Club and harbor, public beach access, ferry, downtown shops & restaurants, MV Playhouse, Owen Park Beach, new public tennis courts. Open the door to be greeted by a lovely entry way that leads into a light filled living area with beautiful custom built-ins and wood floors. Cooking and entertaining will be a joy in the kitchen that has beautiful quartz counter tops and generous cabinet space. An oversized screened porch, just off the kitchen, offers a pleasurable environment to savor a morning cup of coffee, relax with your favorite book, or dine al fresco. This 3,300 square foot home offers THREE en-suite bedrooms and a second-floor flex room with pocket doors. The first floor primary bedroom offers two walk-in closets and a large private bathroom with double sinks. The meticulously landscaped yard & irrigation system is home to many mature varieties of shrubs and plantings to include a beautiful japanese maple tree. For added convenience, there is a two-car garage that offers both storage and parking for your vehicles. A delightful year-round or cherished summer home to build a lifetime of memories on Martha's Vineyard. The Tisbury Board of Health confirms that the home is NOT in the Lagoon Watershed District. 24 Hour Notice for Showings please, owners are in residence.

Listed by Rene' Jackson of Island Real Estate

Listing Sold by Island Real Estate

Listing Id 43058

• Residential
• Mls Status Closed
• Bedrooms 3
• Bathroom 2
• Acreage 0.18

Tucked away on one of the most sought-after streets in Oak Bluffs, Fairview on Greenleaf Avenue offers an extraordinary location steeped in history and charm. With unparalleled views stretching across Sunset Lake, Oak Bluffs Harbor, and Nantucket Sound, this property captures the essence of coastal living on Martha's Vineyard. From the highest vantage point on Greenleaf, enjoy sunrises that fill the sky with color and a front-row seat to the town's iconic fireworks display. This home's unique architectural style nods to the area's beloved gingerbread cottages, blending classic Vineyard character with thoughtful design by Island architect Jaime Weisman. The home has been lovingly maintained for over 27 years by one family, and now offers a wonderful opportunity for the next chapter. Fairview includes three bedrooms, a finished basement that offers flexible space for relaxing, entertaining, or working from home, and a multipurpose outbuilding that doubles as a shed and garage. With off-street parking and ample yard space, the property provides both convenience and charm. Though located just steps from the vibrant energy of Oak Bluffs-like Illumination Night, concerts at the Tabernacle, and strolls through Ocean Park-Fairview remains a serene retreat, offering privacy and tranquility. This is a rare chance to own a home that combines unbeatable views, a storied location, and the opportunity to update and personalize a treasured piece of Martha's Vineyard.

Listed by Jen O'Hanlon of Compass | The O'Hanlon Group

Listing Sold by Martha's Vineyard Island-Wide Realty

Listing Id 43814

• Residential
• Mls Status Closed
• Bedrooms 4
• Bathroom 3
• Acreage 3

Set on three acres of natural beauty, this tranquil up-island compound offers a timeless Vineyard retreat with a post-and-beam main house, private guest studio, and oversized barn-style garage-all surrounded by stone walls, serene gardens, and the glacial boulders that define the Chilmark landscape. The main residence showcases an open floor plan filled with natural light, wide-plank floors, and vaulted ceilings across three levels. A chef's kitchen with Viking gas range, pantry, and center island flows seamlessly into the living and dining areas, anchored by a fieldstone fireplace and French doors that open to a sunny deck and brick patio for effortless indoor-outdoor living. The first-floor primary suite includes custom closets and an elegant bath featuring artisanal tile, slate floors, and a deep soaking tub. Brick patios and winding garden paths extend the living space outdoors, inviting quiet enjoyment of landscaped grounds and wooded trails. The partially finished walk-out lower level, with its own private entrance and custom stonework, offers flexible bonus space for work or play. Completing the property is a 576 sq. ft. detached guest suite with loft, full bath, and deck-perfect for guests, work, or creative pursuits-along with an oversized two-car garage with a spacious loft above. As a Chilmark resident, you'll enjoy access to the coveted Lucy Vincent Beach-making this property a rare opportunity to own a distinctive and serene Vineyard escape.

Listed by Dawn Bellante Holand,508.524.1601 of Sandpiper Realty

Listing Sold by Donnelly + Co

Listing Id 42677

• Residential
• Mls Status Closed
• Bedrooms 2
• Bathroom 2.5
• Acreage 1.6

Not listed in LINK.

Listed by LINK of LINK

Listing Sold by LINK

Listing Id 40062

• Residential
• Mls Status Closed
• Bedrooms 5
• Bathroom 3
• Acreage 1.2

Located on Chappaquiddick, this property includes a 5 bedroom main house (2,683 sq. ft.) and a 1 bedroom guest house (792 sq. ft.). There is also a detached garage with a large workshop and an oversized 1 bay garage attached to the guest house for boat storage. The property abuts 45 acres of Conservation Land which is part of the Cross-Chappy Trail.

Listed by Alyssa Halisky of Wallace & Co. Sotheby's

Listing Sold by Wallace & Co. Sotheby's

MLS Number 39744

• MultiFamily
• Mls Status Closed
• Bedrooms 3
• Bathroom 1.5
• Acreage 12.58

Not listed in LINK.

Listed by LINK of LINK

Listing Sold by LINK

Listing Id 42444

• Residential
• Mls Status Closed
• Bedrooms 3
• Bathroom 3.5
• Acreage 0.53

Welcome to 24 Dark Woods Road, a beautifully maintained 3-bedroom, 3.5-bath Contemporary Colonial nestled in an upscale, tranquil neighborhood. This spacious residence abuts acres of Sheriffs Meadow conservation land, offering miles of trails, serene pond views and peaceful privacy at the end of a quiet road, yet is just a mile from the beach and closer to Edgartown Village. This association prides itself in complementing and maintaining the natural surroundings. Step into the entryway to a sunlit, front-facing kitchen featuring granite countertops, custom cabinetry and coordinated built-in desk. The open-concept living room boasts soaring ceilings, a commodious dining area and a wall of sliders leading out to a backyard deck perfect for outdoor living and future expansion. The first-floor primary bedroom with ensuite bath, second bedroom, full bath and study, provide convenience and comfort. An open stairway leads to the second floor with a balcony overlooking the living room, where you'll discover a cozy versatile den, a large third bedroom, full bath and a bright office space. Thoughtful design elements include a central vacuum system, ample storage and energy-efficient features including solar panels and a modern heat pump system, backed by an oil heating option. Additional unfinished space on the second level as well as over the garage. The lush, irrigated yard and welcoming front hydrangea garden complete this idyllic offering. With potential for expansion to 6 bedrooms, a spacious basement, and an EV-ready garage, this home is a rare find. It's ready for you to make it your own.

Listed by Stephanie Burke of Portfolio Properties

Listing Sold by Ocean Park Realty

Listing Id 34752

• Residential
• Mls Status Closed
• Village Lagoon/Harbor
• Bedrooms 3
• Bathroom 3

Never miss a sunset from this custom built waterfront home! Beautifully designed by Breese Architects with a focus on the stunning water views from each room, this three bedroom, three bath home is the perfect property for entertaining family and friends. Set on one acre of land with stairs to the Lagoon for easy water access and a large, grassy lawn area for all your summer games. The custom built home has a lovely open living space with a field stone gas fireplace anchoring the living room, french doors off of the dining area to the deck and an open kitchen with stainless steel appliances, custom cabinetry and granite counter tops. A second floor Master Bedroom Suite is the only room on this level, with water views from the private balcony, a spacious master bath with double vanity, tile floor and heated towel rack and an office/study area off of the bedroom. There are two guest room wings on the first floor along with two full bathrooms, offering your guests plenty of privacy. A den with built-in bookshelves has access to the loft with a private office space. Finishing off this well designed home is the laundry and mud room with access to a casual side door entry~perfect for coming in off the water. Enjoy the beauty of the Island right from your very own home!

Listed by Terie Geary of Landmarks Real Estate

Listing Sold by Towne & Country Realty

MLS Number 41655

• Condominium
• Mls Status Closed
• Bathroom 4
• Bedrooms 4
• Full Bath 3

“No better location in Edgartown”, just a short distance to Edgartown Village and the Beaches. Enjoy the very best of Edgartown living and all the joys of the Vineyard lifestyle, effortlessly at Fairway Village, a distinctive circle of bespoke luxury homes set on 1.51 association-maintained acres, located next to the Edgartown Golf Club for wooded privacy among the vibrant shops, restaurants, post office, banks, and groceries of Upper Main Street. A rare combination of convenience and character, a stately residence built with exquisite craftsmanship and detail, such as crown molding, high ceilings, soapstone countertops and fireplace surround, heart pine flooring, central air conditioning, and custom details throughout. On three floors, the thoughtfully designed floorplan includes four large bedrooms arranged separately for privacy, three full tile and stone baths, two half baths, 10-foot ceilings, and a well-equipped chef's kitchen. Two of the bedrooms are spacious private suites with custom closets and en-suite baths, one on each floor; there is also a fully finished basement with large screen TV, a lounge and game tables, plus a laundry room and half bath (approx. 1,008 square feet of additional living space, included in the square footage provided). The dining room opens onto a private bluestone patio with privet hedge and lawns, plus an outdoor shower. Detached garage with room for your island car, beach gear, and bikes. Offered fully furnished with a strong rental history, this exceptional residence presents an extraordinary opportunity for those seeking the ultimate in luxury living or investment with the added services and savings of an association. 2024 Association Fees are Paid in Full.

Listed by Dawn Bellante Holand,508.524.1601 of Sandpiper Realty

Listing Sold by Vineyard Village Realty

Listing Id 40482

• Residential
• Mls Status Closed
• Bedrooms 3
• Bathroom 2.5
• Acreage 1.39

Beautiful custom home on a 1.4-acre partially wooded lot with professionally landscaped yard and gardens in the Deep Bottom Pond neighborhood. This picturesque home features three bedrooms with the possibility of a fourth bedroom over the 2 car garage. The house is defined by a large open living, dining, and kitchen space with a loft-style office. It is ideal for indoor/outdoor living accentuated by multiple entrances and egress. The front of the house has a Gazebo style wrap-around porch and the deck at the rear of the house is ideal for entertaining or lounging and enjoying West Tisbury wildlife. The first-floor primary bedroom is just right for many buyers, with a spacious private bathroom, and walk-in closet. Quality is everywhere! The living room has soaring ceilings and is filled with light while the gorgeous kitchen offers granite counters and quality appliances. There are two laundry areas, one conveniently located in the primary bathroom, and the other in the partially finished basement. A 5-bedroom septic provides the ability to expand. There is a newly installed Jacuzzi perfectly located right outside the primary bedroom. In addition to the Jacuzzi, the property is loaded with premium upgrades including, a whole home vacuum system, irrigation system, heated garage, new backup generator, alarm system, and an invisible dog fence. The Deep Bottom Pond neighborhood offers beautiful walking trails for all owners around the central 32 acres of pasture as well as access to Tisbury Great Pond for kayaks, paddle boards, and more. For just the right combination of views, house quality, and location, look no further than this exclusive offering.

Listed by Grant Rudolph of Viewpoints

Listing Sold by Landmarks at TODAY Real Estate