$5M - $10M

MLS Number 41159

• Residential
• Mls Status Active
• Bedrooms 4
• Bathroom 6
• Acreage 0.24

43 Peases Point Way South is where warmth and style meet sophistication, creating a truly one-of-a-kind living experience in the heart of Edgartown Village. Once you step through the gated arbor, you are welcomed by a lovely courtyard, creating the first of many unexpected and special moments carefully planned to provide the utmost privacy and tranquility, whether indoors or out. The Patrick Ahearn-designed home, just a short stroll away from Main Street shops, restaurants and the scenic Edgartown harbor, is elevated by its exceptional interior finishes and distinctive floor plan. Unparalleled luxury is carried through all levels of living, including an awe-inspiring outdoor space anchored by a remarkable salt water pool with a sunken fire pit and unique custom glass wall feature. Perfectly curated and luxurious furnishings only further enhance each space, making a turn-key opportunity possible. Recently completed, this phenomenal property has set a new elite standard.

Listed by Sandpiper Realty

MLS Number 42153

• Residential
• Mls Status Active
• Bedrooms 8
• Bathroom 10
• Acreage 9.87

Uncover unparalleled Martha’s Vineyard opulence within a sprawling 9.8 acre estate. Immerse yourself in the timeless elegance and meticulous craftsmanship of the 7-bedroom | 10-bathroom main home, designed by the renowned architect, Robert A.M. Stern. From the grand foyer to the post & beam living room, each detail exudes sophistication. Revel in the warmth of multiple fireplaces and experience culinary delights in the superbly designed gourmet kitchen. This residence is a luminous haven, where natural light steals the spotlight. Step outside and discover a remarkable pool and pool house with a fully-equipped gym, sauna, and massage room. Located in the exclusive Boldwater Association, residents enjoy, tennis, pickleball, a boat landing, and a private Atlantic Ocean beach.

Listed by Wallace & Co. Sotheby's

MLS Number 41887

• Residential
• Mls Status Active
• Bedrooms 6
• Bathroom 7.5
• Acreage 16.4

CASUAL ELEGANCE ON KATAMA BAY. Welcome to 25 Lelands Path on Katama Bay, a stunning property that embodies the perfect blend of casual elegance and serene waterfront living on Chappaquiddick. This magnificent home, nestled at the end of a private winding drive on 16.4 private acres, offers over 7,200 square feet of living space, designed for the ultimate luxury of spending treasured time with family and friends. As you step inside, you'll be greeted by the warmth of four wood-burning fireplaces, handsome hardwood and painted floors, custom millwork and built-ins, a spacious screened porch and more! The rooftop widow's walk provides breathtaking 360-degree views, while the sparkling blue waters of Katama Bay can be seen and enjoyed from most every room in the house This welcoming retreat features six bedrooms, all with en suite baths, including an exquisite three-room Owner's Suite with en suite bath, adjoining den/office, sweeping water views, and a private second-floor deck. Additionally, there is a three-room Family Suite on the second floor, complete with its own private living area and kitchenette. The combined screened and covered porch, which extends nearly the full length of the home and overlooks Katama Bay, is a defining feature of the property, providing ample space for al fresco summer meals, reading, playing games, or simply soaking in the brilliant evening sunsets. With over 320 feet of frontage on Katama Bay, this home offers ample opportunities for sailing, boating, paddleboarding, fishing, and clamming. Embrace the tranquility of life on Chappy, surrounded by sand dunes, tidal ponds and grassland habitats, with access to miles of unspoiled beaches and nature trails. There is an attached 3-bay garage for storing all your recreational gear including your island car, watercraft, bicycles, beach equipment and fishing gear! The home was designed by architect Patrick Ahearn and is being offered turnkey, including hand-selected furnishings and accessories by interior designer Jon Hattaway of MJ Berries Design in Boston, adding objects and vibrant colors that delight the eye in every room. Enjoy this beautiful property as-is or bring your own design style and create your signature coastal haven. Discover the perfect blend of casual elegance and serene waterfront living at this stunning Chappy waterfront retreat on Katama Bay.

Listed by Compass | Point B

MLS Number 41086

• Residential
• Mls Status Active
• Bedrooms 6
• Bathroom 6
• Acreage 4.8

This waterfront Edgartown Great Pond compound abounds with rare features. Set in a coveted, private location on Turkeyland Cove, the 4.8 acre parcel includes two full sized homes, custom pool with pool house, +/- 400 feet of waterfront, outstanding views, and a private beach lot on the Atlantic. The main residence sits right on the shoreline, with four bedrooms and beautiful quality throughout. The second home, built in 2010, is set back from the waterfront - still with water views - with 2556 sf, two bedrooms, three car attached garage, and full basement. The property is tied together gracefully with extensive plantings, landscaping and custom fence/gateways. The pool area is an oasis unto itself, with two outbuildings supporting the L shaped gunite swimming pool. Open lawns lead easily to the waterfront, where you have access by boat to the Atlantic beach or other recreation on these pristine waters. Held by the same owner for over 30 years, this property is an opportunity not to be missed.

Listed by Compass | MV Team

MLS Number 42478

• Residential
• Mls Status Active
• Bedrooms 5
• Bathroom 5.5
• Acreage 0.56

Nestled in the prestigious Field Club, this extraordinary five-bedroom compound epitomizes luxurious island living. This residence exudes timeless elegance and modern sophistication. Upon entering, the foyer sets the tone with a warm and inviting glow. The main level boasts an open-concept layout, featuring a gourmet chef's kitchen adorned with top-of-the-line appliances, granite countertops, and custom cabinetry. The five spacious bedrooms are thoughtfully positioned throughout the home, providing unparalleled privacy and comfort. The main house features four private bedrooms with three full bathrooms and private balconies. The fifth bedroom is housed over the detached two-car garage. The detached two-car garage not only provides ample storage for vehicles but also features a private one-bedroom suite above, perfect for accommodating guests or serving as a tranquil home office space. The meticulously landscaped grounds are a true masterpiece, featuring a sparkling pool surrounded by a flagstone patio complete with an outdoor dining area and fire pit, making indoor and outdoor living seamless. This property offers both tranquility and convenience. Just moments away from the charming shops and restaurants of downtown Edgartown, and a short distance from the island's pristine beaches. A well rounded offering that should not be overlooked!

Listed by Wallace & Co. Sotheby's

MLS Number 42061

• Residential
• Mls Status Active
• Bedrooms 5
• Bathroom 3.5
• Acreage 5.6

This waterfront 4 bedroom 2.5 bath quality custom home and detached 1 bedroom, 1 bath guest studio are sited on 5.6 pristine acres. Enjoy spectacular water views and magnificent sunsets from almost every room as well as from the stone terrace, screened porch and the primary bedroom balcony. This is a finely crafted home with many wonderful details including salvaged heart pine floors and beautiful old beams. A large building envelope allows room for expansion should a new owner desire. Relax amidst the gardens, expansive lawn and mature trees as you take in the beauty around you or go for a leisurely stroll to Menemsha Village. A short path leads to 340 feet of private waterfront on the Vineyard Sound where one can swim peacefully in the calm waters.

Listed by Tea Lane Associates

MLS Number 42074

• Residential
• Mls Status Active
• Bedrooms 5
• Bathroom 4.5
• Acreage 5.6

Walk to a private beach and enjoy the beautifully manicured gardens and landscape of this well-loved and privately situated home! Custom designed with a charming Vineyard feel and tasteful interior design. Water view from a gourmet kitchen and formal dining area. Large open living room and spacious bedrooms. Large deck with exceptional views of the North shore and Elizabeth Island's A large enclosed sun porch off the kitchen to enjoy meals and family time and is adjoined by a breakfast nook. Three (3) Bedrooms are located on the upper level. The primary bedroom is complete with a balcony to enjoy sunrises and sunsets. The 4th bedroom is on the first floor next to a full bathroom. The basement is a finished area with an additional living area. The septic system has been upgraded to allow for six bedrooms.

Listed by Flanders Real Estate

MLS Number 42260

• Residential
• Mls Status Active
• Bedrooms 5
• Bathroom 4.5
• Acreage 20.8

Spectacular 20.8 acre Boldwater Association waterfront estate on Edgartown Great Pond with breathtaking views over 1,000 ft wide low brushy pond front terrain and across the 3/4 mile wide Lyles Bay, dreamy Swan Neck Point, the 1.5 mile wide main pond and barrier beach to the ocean beyond. The handful of well pruned trees on the property enhance the water views. The sophisticated and charming quality house was built by Andrew Flake, arguably the finest Vineyard builder over the last 40 years. Mark Hutker created an innovative design with an arc shape nautical theme so every room faces the water. The 3 second floor bedrooms enjoy large balconies and the first floor primary bedroom with separate sitting area opens to a nice deck and quiet garden sanctuary. The hand made luxury kitchen cabinetry and extensive woodworking were done by Smallbone, a British Company noted for time honored design and craftsmanship. Adding to this estate, reflecting decades of careful planning and development, is a lovely private pool and pool house, 4 room guest suite over the garage with large balcony, two stone wall enclosed specimen fruit tree meadows, a large field circled by a grand stone wall, an idyllic lily pond and 2 miles of private trails. Keep boats and small craft on your mooring at waters edge for a short trip to the 3,000 ft Boldwater private barrier beach. Boldwater is 38 homesites on 450 acres with 150 acres of conservation and abuts approximately 1,500 of additional conservation land and a few large estate. A most remarkable rural area convenient to town and the airport. (14.4 abutting acres with grand meadow on 3 Jacobs Neck Rd is available for purchase separately)

Listed by Tea Lane Associates

MLS Number 40699

• Residential
• Mls Status Active
• Bedrooms 7
• Bathroom 6
• Acreage 3

Martha's Vineyard has many fine waterfront properties but only a handful of exceptional ones. The Lee Family Compound is an exceptional 3 acre waterfront property with breathtaking unobstructed pond views from an elevated secure location, 750+ ft of pond frontage, 48 ft dock with separate mooring for easy access to Menemsha Pond and Vineyard Sound and privacy without an abutter in view - all compliment the spacious 5 bedroom 5 bath comfortable well built main house and well sited 2 bedroom 1 bath contemporary guest house. The stunning views are everywhere so 14 of the 16 rooms in both houses enjoy grand pond views. Because of the elevation -- the sunsets, moonrises, and stargazing are some of the most remarkable the island has to offer. The two home compound can house 18 comfortably and is perfect for year-round family events. Come launch your canoe, kayak or paddle board from spring to fall; swim, clam or sail from private sandy beach off the point all summer long; sunbathe on your private dock or 3 decks or on the terraced lawn overhanging the cove; and enjoy seasonal holidays by a roaring fire with extended family and loved ones. This compound is proof that a picture is worth a 1,000 words.(see Video Aerial Tour)

Listed by Tea Lane Associates