MLS Number 40823

• Residential
• Mls Status Active
• Bedrooms 5
• Bathroom 5
• Acreage 1.7

Welcome to your dream waterfront oasis on Vineyard Haven Harbor! This exceptional custom home offers an unparalleled blend of luxury, serenity, and captivating water views. Situated on a sprawling beach front parcel, this residence boasts an array of incredible features that epitomize coastal living at its finest. Step inside and be greeted by the seamless flow of the open-concept living space, designed to maximize both comfort and style. The interior is bathed in natural light, courtesy of the expansive windows that showcase panoramic views of Vineyard Haven Harbor. The gourmet kitchen is a chef's delight, featuring top-of-the-line appliances, custom cabinetry, and a spacious island. The adjacent sitting area features a fireplace and French doors leading to a screened porch. The primary bedroom suite boasts stunning water views, a spacious walk-in closet, and a luxurious en-suite bathroom. The additional guest bedrooms are generously sized, each offering its own unique view of the harbor or the lush surroundings. For those seeking relaxation and recreation, this property offers an outdoor paradise. Step outside to discover meticulously landscaped grounds, an expansive stone patio and pool, perfect for lounging or al fresco dining, while relishing the breathtaking scenes of the ferry passing by. One of the true highlights of this remarkable residence is its private beach, providing exclusive access to the pristine shoreline on Vineyard Haven harbor and allowing for easy boating access. A two-car garage offers ample storage for vehicles and outdoor equipment. Located on Main Street, you'll have easy access to the charming shops, galleries, and restaurants in Downtown Vineyard Haven. Live the waterfront lifestyle you've always dreamed of in this extraordinary home.

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

MLS Number 35174

• Residential
• Mls Status Active
• Village Tashmoo
• Bedrooms 6
• Bathroom 7.5

Why would you need to leave home? this extraordinary estate offers everything one needs for privacy and seclusion. This Historic property has been meticulously and tastefully restored to preserve the historic character and grandeur yet offers all of today's modern amenities. This gracious home is in pristine condition and now features 6 bedrooms, 5 full baths, 3 half baths, several sitting rooms, a more formal living room, dining room, family room and home office. All new heating and A/C. The newly renovated kitchen includes 2 Sub Zero refrigerators, a Bosche dishwasher, Thermador double ovens and a five burner stove top. Many complimenting features include original moldings, 7 fireplaces, wide pine and fir floors and all new windows. A har-tru tennis court, gunite pool and a delightful pool house were added in the late 1990's. The pool house is accessible to both tennis and pool through oversized doors that lead to private patios covered by a pergola. It is well equipped with grill area and wet bar, a changing room and full bath. Beautifully landscaped grounds with expansive lawns overlooking rolling meadows, extensive perennial gardens surrounded by stone walls offering exceptional privacy. New Roof on Main house and Pool house, new trim boards and exterior painting this past Fall/2022. Looks like new! Access to Lake Tashmoo, association dock and several walking trails. Additional 3.30 acre parcel. Please inquire. BUYER'S BROKER MUST BE PRESENT AT ALL SHOWINGS AND APPOINTMENTS.

Listed by Brenda Galligan of Karen M. Overtoom R.E.

MLS Number 39980

• Residential
• Mls Status Active
• Bedrooms 4
• Bathroom 4
• Acreage 4.12

This hypnotic retreat on 4+ acres is sited on a north-facing bluff above 1300 feet of beachfront in Pilot Hill Farm, off Lambert's Cove Road. The Farm is comprised of 200 acres, about 1/2 of which is conserved woodlands, beach, fields and trails. Buy your fresh eggs and produce right at the Farm! The exciting contemporary home is comprised of 3 "pods" connected by 1600 sq.ft. of decking. All have dramatic cathedral ceilings and walls of windows that bring in the water views and flood the home with light. The core of the house has an open floor plan with a central fireplace in the living room, a spacious dining area and two bedrooms, each with their own baths. The primary suite is set apart unto itself and has a lovely sitting area, walk-in closet with floor to ceiling built-ins and a handsome bath. The two-story guest suite across the deck has a large ground-floor sitting room with wood stove, a bath beautifully updated in 2016, a walk-in closet and a loft bedroom. All three structures are wrapped in the most gorgeous gardens. Full basement, drive-under garage and a generator. Enjoy a beach at your doorstep, magical gardens and mesmerizing ocean views at this idyllic property. JUNE 2023 UPDATE: Installation of A/C just completed; home refreshed and redecorated; all new storm/screen doors; all exterior trim newly painted and whole property power washed.

Listed by Candy DaRosa of Karen M. Overtoom R.E.

MLS Number 40619

• Residential
• Mls Status Active
• Bedrooms 4
• Bathroom 6
• Acreage 2.9654

Inviting waterfront property, just a half mile from town and ferry, is comprised of 3 contiguous parcels and a 6000+ sq.ft. waterfront lot totaling almost 3 acres of land with stunning views down the Lagoon toward the drawbridge. The spacious, 3,640 square foot home was sited and designed to take advantage of those views. The home has multiple gathering spaces on all three floors including an additional 700 sq. ft. in the finished lower level. A comfortable patio with pergola at the front provides outdoor seating with an unobstructed view to the water where you can moor your boat. The large deck at the rear, with a hot tub and a stonewalled garden area with lighted koi pond, completes the experience. In addition to the lot with the home, included with this package is a separate buildable parcel, the access road to the property itself, and a small waterfront parcel on the Lagoon. The property has a substantial rental history. This area, upper Lagoon Pond Road to Hines Point and Weaver Lane, has seen significant upgrades and investment in recent years and that is ongoing at this time. This is a wise investment opportunity. It is truly a safe harbor!

Listed by Lynn and Karl Buder of Sandpiper Realty

MLS Number 41272

• CommercialSale
• Mls Status Active
• Bathroom 2.5
• Bedrooms 7
• Half Baths 1

Location, Location, Location. Largest available parcel in State Road commercial corridor with 1.47 acres of land. Fully tenanted on month to month leases including single family house and other buildings. Lots of vacant commercial land, unwooded and ripe for development of some kind. Commercially zoned B-2.

Listed by Mike Sawyer of Sawyer Realty Group

MLS Number 41117

• Residential
• Mls Status Active
• Bedrooms 4
• Bathroom 5
• Acreage 0.07

Generations have admired the elegant facade of this waterview home tucked into a corner of Vineyard Haven village, and the flower gardens in front are fully deserving of the oohs and aahs from passersby. The quaint exterior disguises what greets the visitor upon entering - a sophisticated combination of traditional and modern design within a completely renovated home (most recently in 2008-2010 and then in 2019). Consider the fact that the house has four large bedrooms all with modern ensuite bathrooms PLUS an office PLUS a separate den PLUS an extra bathroom. The primary bedroom with its private deck occupies the entire third level of the home and enjoys spectacular 120-degree harbor views of the multitude of wooden sailboats on their moorings and the ferries coming and going. This is a home for entertaining friends and family thanks to its open floor plan that opens onto a large deck. The home is located at the far end of Main Street in what is a bustling part of the village, and yet when one steps inside, the hubbub disappears as the door closes behind you. The cobbled driveway fits two cars and there is also a grassy driveway that leads to a detached two-car garage. The garage is currently configured to accommodate one car in the off-season. The other half of the garage is an art studio that could be used as is or repurposed as an office or gym. Tucked between the house and garage is a peaceful area with bluestone pavers that lead to an outdoor shower - the perfect place to rinse off after a day at the beach or out kayaking or paddle-boarding The house conveys with an easement to walk down to the harbor.

Listed by Mark Jenkins of Wallace & Co. Sotheby's

MLS Number 41369

• Residential
• Mls Status Active
• Bedrooms 3
• Bathroom 3.5
• Acreage 0.6399

LOWER MAKONIKEY - One of just a handful of Private Beach Associations in Vineyard Haven, this home and grounds are replete with the requisite elements for summer by the beach, and modern year round living. Just ¼ mile to the Private North Shore Beach, overlooking Vineyard Sound, this Post and Beam Style property is an entertainer's dream both inside and out. Inside, natural wooden beams and soaring ceilings abound with 2,400 square feet of generously sized living spaces, with three en-suite bedrooms, three and a half bathrooms, a loft, and bonus finished lower level living space for extra guests or home gym. Some of the first floor distinctive attributes include a primary bedroom suite, with private bathroom and walk-in closet, living room with custom built-ins and hand laid stone fireplace, beautiful kitchen open to the window lined dining room and easy access to the outdoor dining area, there is also a laundry room and powder room, and access to lower level finished living space. The second floor has two guest suites, each with private bathrooms, and a sunlit loft space for an office or lounge area. The lengthy covered front porch is welcoming and also offers yet another outdoor living space to enjoy the privacy and quiet in this natural setting. The backyard has a sweet stone patio surrounded by native forest, stone walls and mature perennial plantings for easy outdoor care, and with the screened in deck, you can enjoy this peaceful setting in any weather. The attached two car garage and extra unfinished basement space leave loads of room for storage. An extraordinary opportunity to belong to this exclusive community, valuing privacy, nature and close proximity to bustling Vineyard Haven in a delightful seaside enclave.

Listed by Rose Ryley of Sandpiper Realty

MLS Number 40666

• Residential
• Mls Status Active
• Bedrooms 4
• Bathroom 2
• Acreage 0.3445

This unique property offers three distinct structures and the additional waterfront lot! A charming four bedroom two bath home with spectacular views of Lagoon Pond waiting for your personal touch. Adjacent to the Main House a detached Barn beckons creativity with it's generous space and loft above it's an ideal spot for an art studio, workshop or office. The detached garage provides convenient parking plus added storage for your island adventures and watersports kayaks, beach equipment and bikes. Sit back and relax on your front porch and revel nature and your breathtaking water views!!! This property includes the additional waterfront land elevating the allure to a new level. This waterfront land gives you the potential for private Town mooring rights. See mooring application in 'documents'. A coveted perk grant you exclusive access and resident preference for a mooring in the picturesque Lagoon Pond with approval. Convenient to the scenic beauty of the Island, Downtown, shopping, dining, beaches with easy access to the Vineyard Haven Ferry Terminal.

Listed by Janna O'Loughlin of Seacoast Properties