$5M - $10M

MLS Number 39755

• Residential
• Mls Status Active
• Bedrooms 6
• Bathroom 7
• Acreage 0.2979

RENOVATED CAPTAIN'S HOME MERGES HISTORIC AND MODERN ELEMENTS. Steeped with history and beautifully renovated inside and out by Hutker Architects in 2013, this 1860's gem is situated on a large corner lot in the heart of Edgartown Village. Known as the Captain Ellsworth West House, the home's historic connections coupled with its impeccable quality and lush gardens would be sufficient to make this one of the finest homes in the village -- but add to that, its characterful styling and beautifully curated vintage details and this property is really something special. This expansive retreat is comprised of a Main House, with four floors of living spaces -- plus a private covered porch with wood-burning fireplace overlooking the beautifully landscaped grounds, which is the perfect place to relax with a book or enjoy a quiet fireside evening in the summer. The detached two-story Carriage House features a pool cabana with an inside lounge area plus French doors that open out to a private outdoor living area with gunite pool, built-in whirlpool spa and bluestone terrace with additional poolside lounging. This rare property includes over 7,000 square feet of living space and is a perfect in-town compound for discerning buyers who are seeking a spacious and comfortable home for gathering family and friends -- and creating treasured memories for years to come.

Listed by Compass | Point B

MLS Number 40330

• Residential
• Mls Status Active
• Bedrooms 11
• Bathroom 8.5
• Acreage 0.3145

Built in 1893 and representing one of the classic Grand Dames of the Chop, lies this 4-story, 11-bedroom, 7,000 sq ft residence. The home is permanently situated atop a gentle bank with a magical path through the vegetation to the beach. A sensitive and well thought-out renovation was completed honoring all of the home’s character and charm, while complementing the flow of the house and adding appropriate freshened finishes. The home offers amazing living spaces with tall ceilings, graced with period ceiling beams, a gourmet kitchen, original fireplaces, and large windows everywhere with “of course” the most incredible North Shore sunset views. There are expansive water views from nearly every room in the house as well as a wrap around porch and balcony. The wonderfully manicured grounds offer rolling grass lawns, stone walls, a stone terrace, mature plantings, and gardens. All of this located within close proximity to the West Chop Club, Mink Meadows Golf Course and downtown Vineyard Haven. This is a rare opportunity to acquire a classic, Martha’s Vineyard waterfront home that felt as wonderful in 1920 as it does 100 years later.

Listed by Landvest MV

MLS Number 39615

• Residential
• Mls Status Active
• Bedrooms 7
• Bathroom 7.5
• Acreage 21.05

Located off of beautiful Indian Hill Road, this wonderful Family Estate, comprised of three separate properties, totaling over 20 acres, offers the ultimate in privacy. The driveway winds past weathered stone walls, mature trees and down gently sloped terrain to the various improvements that exists. The main 4-bedroom / 4.5-bath residence offers over 4,000 sq ft of living space on three levels with an attached garage. There is an open floor plan on the 1st floor with all rooms enjoying water views, across the open pastures and surrounding treescapes to the Elizabeth Islands. There is a 60’ swimming pool, a jacuzzi, pool house, one-bedroom guest cottage and tennis court, all complimenting the property. There is a fork in the driveway as well as a walking path, connecting the second property which offers a small pond and a beautifully restored 3-bedroom Cape, built in the 1700’s. This property also enjoys water views. The overall setting of these properties is magical and feels incredibly private. Cedar Tree Neck Preserve is within short walking distance and this property must be seen by anyone searching for a quintessential up-island property.

Listed by Landvest MV

MLS Number 40250

• Residential
• Mls Status Active
• Bedrooms 7
• Bathroom 4.5
• Acreage 17.76

Introducing ''Sound View Acres,'' one of the largest and most private estate settings in Aquinnah, with over 17 acres of bucolic and rolling terrain, native meadows and serene forests. Located minutes from the beach and boasting absolutely stunning water views of Vineyard Sound, the Elizabeth Islands and Buzzards Bay beyond, this contemporary rendition of a Dutch Colonial and it's adjacent guest house were thoughtfully sited to take advantage of the high elevation and tranquil surroundings. The architecturally significant structures were constructed using first-class materials by top local builders and craftsmen, while especial focus was placed on the state-of-the-art mechanical systems throughout the property. With potential for expansion or subdivision, ''Sound View Acres'' represents a remarkable opportunity to create a multi-generational estate in one of the most peaceful and pastoral locations on the East Coast. A pleasure to show, by appointment only.

Listed by Compass LLC

MLS Number 40141

• Residential
• Mls Status Active
• Bedrooms 6
• Bathroom 5.5
• Acreage 2.41

Welcome to 400 Barnes Road, Oak Bluffs. This stunning contemporary is lavish with architectural design. Every detail was thoughtfully selected to provide the ultimate luxurious experience. The quality of materials used to build this home are unmatched by any other property currently on island. The elevator travels silently to each floor and opens to the oasis of every living area. There are over 7000 square feet of open living space with multiple rooms connecting and flowing effortlessly throughout the 3 levels of the home. The distinctive interior features high-end materials and appliances, designer lighting fixtures and a chef's open kitchen. High ceilings and full length windows with motorized privacy shades let in tons of natural light during the day and feature magnificent sunsets in the evening. The media room full bar area with wine cellar and the gym are truly a must see.. On the exterior you will find relaxation at its finest with beautiful infinity pool with access to the pond for Boating and other Water activities -

Listed by Lewis Real Estate Services,LLC

MLS Number 38572

• Residential
• Mls Status Active
• Bedrooms 5
• Bathroom 4.5
• Acreage 3

Private Oyster Pond waterfront residence on 3-acres with a private dock, manicured lawn, and beautiful gardens. This traditional 5 bedroom, 4.5 bath home boasts a unique design flooded with natural light. Incredible views of Oyster Pond can be enjoyed from the gourmet kitchen and the spacious living room featuring cathedral ceilings with exposed beams and a stone fireplace. The dining area offers access to the spacious mahogany sundeck overlooking the private heated pool and gardens. The first-floor primary bedroom includes a home office and views of Oyster Pond. The guest bedrooms and baths are on the lower level with private access to the pool area. The mudroom entryway provides convenient access to the two-car garage. A guest apartment located above the garage with a full kitchen, bath, laundry, a spacious living room and bedroom. This thoughtfully designed space offers guests ample privacy. The expansive lawn stretches to the edge of Oyster Pond where you can enjoy clamming, kayaking, paddle boarding, swimming, and boating from your private dock. Oyster Pond residents enjoy exclusive access to the Pond and the sandy beach on the Atlantic Ocean. A truly special Martha’s Vineyard escape in one of the Island's most coveted locations.

Listed by Wallace & Co. Sotheby's

MLS Number 40142

• Residential
• Mls Status Active
• Bedrooms 5
• Bathroom 6
• Acreage 0.1921

Here is the in-town getaway compound you've dreamed of: As your seasonal vacation spot. Or as your year-round "secondary primary" home. Perhaps as your rental income magnet, too. Upgraded by successive owners, the property still honors the grace of the site's original 18th Century homestead, built for prominent Edgartown minister Joseph Thaxter. In the spirit of historic Edgartown, the current owners of this meticulously maintained property have upgraded the landscaping to garden-tour levels and re-opened the streetfront vistas to the appreciation of neighbors and passersby. The main house, built in 1970 and remodeled in 2004 by architect Pat Ahearn, features a lofty, open-concept great room with gourmet kitchen and wood-burning fireplace. The 2018 dining room addition offers egress to a sunny little patio for morning coffee. All four bedrooms -- two up, two down -- feature en suite baths and romantic gas fireplaces. One downstairs suite directly accesses the rear patio via French doors. Perfect for that right-out-of-bed dip in your 11x27 heated pool and spa. The two upstairs bedrooms each have private decks for basking in the sunshine. (The owner dubbed one suite "the McCartney Suite." Ask me why.) The Juliet balcony over the great room is a perfect spot for an office nook or for the children to spy on grownup conversations below. In the walkout lower level: Fully appointed studio quarters for the nanny, the caretaker or the collegian’s must-have hideaway. The 2018 improvements include a detached carriage house, with a one-car garage, storage spaces and an extra laundry room on the lower level. Above, a game room (or whatever you dream this bonus space to be) features a custom stone fireplace, wet bar and half bathroom. At ground level, a brick outdoor fireplace faces poolside, for cozy gatherings in the chilly shoulder seasons. You might never wish to leave home, but in case you do: Dinner in town is near to your doorstep, as is the bike path to South Beach. Included in the sale are the handsome furnishings -- darn near every convenience you could wish for, down to the lobster pot. Just move in and savor. NOTE: The quoted square footage (3607sf) combines the living areas of the main house, including finished basement area (2,791sf) and carriage house (816sf).

Listed by Donnelly + Co

MLS Number 39943

• Residential
• Mls Status Active
• Bedrooms 6
• Bathroom 6
• Acreage 0.8

This KATAMA COMPOUND offers it ALL! There is a total of SEVEN BEDROOMS that the plot can support, SIX BEDROOMS being built with 5 full bathrooms and 3 half baths. It comes with a 32’ x 16’ custom gunite POOL, a Pool House with half bath and an outdoor shower, a custom 7 x 7 SPA, a detached 2 car garage with a 400 sq. ft. bedroom and full bath above. This KATAMA Compound sits on a beautiful corner lot that is .80 of an acre. The Primary Homes’ two story entry opens to an expansive Open Floor Plan featuring a Gourmet Kitchen with walk in pantry area, an oversized dining area and an inviting living room area all flanked with glass doors. The dining area abuts a Screened Porch. The first floor Primary Suite features a Private bathroom with Separate Tub, Enclosed Shower, Double Vanity, Custom Tile and a walk in closet with custom shelving. The second floor of the Primary Home features three bedrooms, three full baths and a second large lounge area. The three free standing structures are plotted to create privacy and a courtyard-like effect. READY FOR SUMMER of 2023! The added bonus is the finished basement area which offers a large half bath.

Listed by Vineyard Village Realty

MLS Number 39944

• Residential
• Mls Status Active
• Bedrooms 4
• Bathroom 5.5
• Acreage 0.71

New Construction, READY FOR SUMMER 2023, with POOL and Spa, 1/2 mile from HISTORIC EDGARTOWN VILLAGE! This custom-built home offers a superlative location plus top-notch amenities for the ultimate Vineyard lifestyle. Approximately 5,282 square feet of custom designed space with summer living and entertaining in mind. The open floor plan encompasses a Great Room with a gourmet kitchen, dining and lounge area with a wall of sliders that lead to a bluestone terrace with pergola, while overlooking the 16 x 34 custom heated, saltwater gunite pool and a 7 x 7 custom built in spa with a professional landscaped back yard. In addition to the dramatic Great Room there is a first floor primary en-suite bedroom that has a vaulted ceiling wrapped with shiplap and a beautiful bathroom with a vaulted ceiling wrapped in shiplap, a double vanity, soaking tub and walk-in glass shower. A Powder Room and Laundry Area are located off a hallway that connects the foyer to the mud room area and side entrance. A designated half bath services the pool area. The first floor is completed with an attached one car garage. The second floor offers an open Family/TV and billiards/game area, PLUS three bedrooms, all with private full bathrooms. There is a half bath off the billiards/game area and a separate 2nd floor laundry area. The lower level, (basement area) offers finished space with a half bath. The plot can have up to FIVE BEDROOMS, a future GUEST HOUSE and/or a future detached bedroom. All of this, only a 1/2 mile to Edgartown Historic Village. The location is superlative and comes hand in hand with NEW CONSTRUCTION. Come enjoy for the summer of 2023!

Listed by Vineyard Village Realty