$5M and Above

MLS Number 22503053

• Residential
• Bedrooms 9
• Bathroom 11
• Square Feet 7,190
• Town Edgartown

Beach Farm is a breathtaking 18.6 acre waterfront estate on Martha's Vineyard featuring unrivaled privacy, serenity, awe-inspiring views, private beaches, water sports and a rare walking path to the pristine beaches of the south shore. This truly one-of-a-kind estate borders Edgartown Great Pond, the famed South Shore, and is part of the storied Herring Creek Farm, an exclusive 200+ acre enclave of limited residences and a beautiful farm with barns, horses, sheep, cattle and meadows. All a short bike ride to Edgartown and just a 12 minute drive to Edgartown airport. The luxurious six bedroom home, completed in 2023, is designed with walls of glass that frame jaw-dropping views of the pond and ocean. Built by master craftsmen to the highest standards possible, and bespoke interiors, no expense was spared. There is a spectacular three bedroom surf house with outdoor sauna and cold plunge, a workout barn, beautiful walking paths and private beach.

Listed by Brian W Dougherty of Corcoran Property Advisors

MLS Number 22502963

• Residential
• Bedrooms 7
• Bathroom 8
• Square Feet 9,629
• Parking Spaces 20

Situated within the prestigious coastal enclave of Hyannis Port, directly adjacent to the world renowned Kennedy Compound, 'Port View' is one of the most iconic oceanfront estates along the entire Northeastern seaboard. Behind tall privet hedge, a gated driveway leads past rolling lawns and established landscapes by the legendary Olmstead brothers to reveal an impressive and stately 7 bedroom Main House with commanding views of Hyannis Port Harbor and Nantucket Sound. For the first time ever, an additional 6 bedroom guest house is included in this rare offering, creating a one-of-one multi-generational compound. A gracious floor plan features walls of windows from which to enjoy spectacular 300 degree views, while tall ceilings and beautiful architectural details are found throughout, including the fireplaced living and dining rooms, tavern, wood paneled library, sun porches, third floor game room with mahogany inlay floors, and roof deck, all substantially renovated by current owners. Tremendous outdoor entertaining opportunities surround the large pool, hot tub, firepit and ''wedding lawn'', which overlooks gorgeous dunes and nearly 500' of private beachfront!

Listed by Brian W Dougherty and John dePreaux of Corcoran Property Advisors

MLS Number 22305099

• Residential
• Bedrooms 4
• Bathroom 5
• Square Feet 2,347
• Town Edgartown

UNIQUE OPPORTUNITY IN HISTORIC EDGARTOWN ON MARTHA'S VINEYARD - Seize the chance to possess a truly extraordinary, highly esteemed, and unparalleled property on the East Coast! Edgartown, known for its rich history, nautical charm, and scenic beauty is home to this remarkable property being offered for the first time in over 30 years! Edgartown's deep ties to its seafaring heritage are evident in its picturesque harbor, filled with sailboats, yachts, and fishing vessels. Strolling along the waterfront and enjoying the maritime ambiance is a favorite pastime for visitors and locals alike. Sited at the center of the harbor sits this rare offering featuring a beautifully appointed three-story residence with fabulous views, a two-story clubhouse on the harbor and more than 500 feet of deep-water dockage, capable of accommodating up to ten vessels, including superyachts. Experience the lively lifestyle of coastal living from this custom home featuring two balconies, beautiful hardwood floors, marble bath, custom stone-surround fireplace, and fabulous kitchen with high-end finishes. The waterfront clubhouse is ideal for entertaining guests at the harbor's edge. Utilize the docks for your own private fleet of boats, provide dockage for visiting friends and extended family, lease the slips, or embark on a charter business. The possibilities are endless! This landmark property in Edgartown, with its exceptional location, impressive and private deep-water docks, and refined residence with water's edge clubhouse all combine to create a special destination that captures the essence of Edgartown's vibrant cultural scene with art galleries, boutique shops and fine dining. This is truly a once in a lifetime opportunity. This property, currently known by boaters around the world as Mad Max Marina, has just celebrated their 30th season. The information contained herein has been obtained through sources deemed reliable but cannot be guaranteed as to its accuracy. Buyers are encouraged to do their own due diligence through independent verification.

Listed by Robert B Kinlin of Berkshire Hathaway HomeServices Robert Paul Properties

MLS Number 22502840

• Residential
• Bedrooms 8
• Bathroom 9
• Square Feet 7,310
• Parking Spaces 8

A secluded treasure nestled on a private island. In the 1950s, Paul Mellon, heir to the famous banking family that established the National Gallery of Art in Washington D.C., and his wife Bunny chose this setting for a summer retreat. They created a home of elegance, comfort and great beauty, where they entertained world leaders, movie stars and industrialists. Bunny shaped the gardens and landscape, creating an exquisite blend of native plantings and trees.The 7,300-square-foot main house is integrated into the land, with its eight bedrooms offering views of either the sea or the gardens. Natural pathways wind through the property, connecting the main house to cottages--including a former art studio converted into a private suite--and lead to a beach house, where the Mellons hosted President John F. Kennedy and Jacqueline.With over five hundred feet of waterfront, a private dock, and access to a private island, now serving as a protected bird sanctuary, this is an island haven like no other.

Listed by Kelly Crosby of LandVest,Inc.

MLS Number 22500238

• CommercialSale
• Square Feet 21,565
• Parking Spaces 50
• Town Provincetown

Nestled high on a hill in the coveted west end of Provincetown, Seaglass Inn & Spa presents an exceptional opportunity for those seeking a remarkable investment with breathtaking views and limitless potential. With 4.2 acres of prime Provincetown real estate, this expansive 57-room property combines recent upgrades with a versatile range of uses, making it a choice candidate for creative visionaries. The inn features 57 well-appointed guestrooms, some with water views, and has benefited from significant recent enhancements, including a new roof and numerous upgraded rooms. The property's allure is further heightened by its breathtaking sunrises and sunsets. Guests can indulge in a serene retreat by the sparkling pool. There is a 2-bedroom apartment on the property. And, a bonus is 109R Bradford Street Ext., a 1.16 acre lot (included in the 4.2 acre total) with unimpeded water views and approved building plans. The possibilities for Seaglass Inn & Spa are as vast as the views it offers. Continue operating the beloved inn and spa to enhance guest experiences and attract high-end clientele. Alternatively, elevate the property into a luxurious destination with state-of-the-art amenities and exclusive services. For those looking to create a residential community, the ample land is ideal for a distinguished single-family home development, offering modern homes that capitalize on the unique location and spectacular views. Additionally, the property holds potential as a vibrant non-profit arts center, fostering creativity and community engagement in a stunning, scenic setting. Seaglass Inn & Spa boasts a prime location, providing both privacy and exclusivity while remaining close to the vibrant heart of Provincetown. With endless possibilities and unparalleled scenic beauty, this property is a rare gem that invites visionary projects and offers boundless potential for its next chapter. Seller welcomes offers with requests for buyer concessions.

Listed by Gabby A Hanna of Gibson Sotheby's International Realty

MLS Number 22503232

• Residential
• Bedrooms 4
• Bathroom 7
• Square Feet 6,830
• Parking Spaces 6

Overlooking the shimmering waters of Nantucket Sound, this extraordinary Wianno estate offers an unparalleled blend of elegance, privacy, and coastal charm. With its own private sandy beach and panoramic ocean views, this is a rare opportunity to own a legacy property, along Sea View Avenue, in one of Cape Cod's most coveted enclaves. Surrounded by lush, professionally landscaped gardens, the residence is a contemporary interpretation of classic shingle-style architecture, thoughtfully designed by the acclaimed firm PSD. The home's open floor plan seamlessly integrates refined formal spaces with relaxed gathering areas--perfect for both sophisticated entertaining and fun family events. Inside, bespoke millwork, soaring ceilings, and dramatic architectural details define the living spaces, while expansive walls of glass frame breathtaking vistas of sky and sea. Each room is a celebration of light, luxury, and craftsmanship! A charming two bedroom two bathroom guest house, with its own deck and water views, provides the perfect retreat for visiting friends or family.This is a fabulous opportunity to own a gracious Osterville estate and turn dreams into reality!

Listed by Gene Orloff of Sotheby's International Realty

MLS Number 22402425

• Residential
• Bedrooms 5
• Bathroom 7
• Square Feet 7,259
• Parking Spaces 5

Experience unparalleled craftsmanship in this remarkably designed contemporary home with commanding views of Pleasant Bay, Bassing Harbor, and Ryder's Cove. This oceanfront property features one of the most picturesque locations offered on the Cape with peaceful evening sunsets to lively 4th of July fireworks over Pleasant Bay. Take the stairs to the water and enjoy your own private beach and moor your boat out in front of your home. Designed by renown Salt Architecture, the residence seamlessly blends Cape Cod design with a modern aesthetic elevating seaside living to a level all its own. Using the finest of building materials, attention to detail and the quality of craftsmanship is evident throughout. From the design-inspired interior to the outdoor patio, and heated pool and spa area, nothing is overlooked in this seaside beauty. A tour of the home starts in the front entryway where guests are greeted with striking views of the water, a grand staircase, and a welcoming sitting area. Floor to ceiling windows draw you into the living room that features an exquisitely designed gas fireplace and rock mantel serving as the focal point of the room. On your way to the kitchen, you'll pass an extended wet bar centrally located to the living, dining, kitchen, and patio areas giving the space a friendly indoor/outdoor vibe when entertaining. Walking through this space and approaching the kitchen you'll understand the value of masterful building design. The scale and proportion of the combined kitchen and dining area are perfect as one blends perfectly with the other. A nearby three-season room with gas stove adds another space to enjoy the views and watch the boats go by. Heading from the kitchen towards the side entrance you pass the laundry area, mudroom with cubbies, a half bath, and a door that leads out to a deck where you'll find a BBQ grill area customized for the home. A private primary suite is located on the West side of the home, set apart from the main living areas. This suite has a private office overlooking the water, and a spa-like private bath and its own outdoor shower providing the ideal alfresco experience. The grand staircase is one of the home's focal points and stands as a work of art extending to all 3 levels. An expansive second floor landing greets you at the top of the stairs giving a bird's eye view to the living room below. 3 bedrooms are located on this level, with 2 having spa-like private baths and the other being a fun bunkroom for kids. You'll also discover a comfortable reading nook, laundry and a family room with its own private deck overlooking the pool and having panoramic views of the water and shoreline. The lower level is designed as the ideal recreation space for both adults and children. Here you'll enjoy a nautical themed bar and half-kitchen, exercise room, glass enclosed climate-controlled wine cellar, full bath, a custom-built pool table, and a comfortable entertainment space with a media area, perfect for movie nights. The residence comes complete with a detached 2 car garage with a private suite above having its own bedroom, bath, wet bar, and laundry. With sustainability in mind during the design process, the home features triple glazed doors and windows, Savant Smart System, radiant heat in the bedrooms and baths, all-electric mechanical systems, above code R values with continuous exterior insulation, locally sourced wood flooring and ceilings, a separate well for irrigation, and a generator for Key Systems. With 5 bedrooms, 6.5 baths, spanning over 7,000 SF of living space, and set on 2.18 acres, this home is truly the epitome of coastal living. We encourage a tour through our photo collection to see more of this remarkable residence. A picture is worth a thousand words.

Listed by Doug Grattan of Christie's International Real Estate Atlantic Brokerage

MLS Number 22404666

• Residential
• Bedrooms 6
• Bathroom 6
• Square Feet 4,470
• Parking Spaces 12

Experience the epitome of coastal luxury on a sun-drenched day, where shimmering waters create an enchanting ambiance. Nestled on over 2.3 acres along prestigious Sea View Avenue, this extraordinary Osterville estate, built in 1929, is steeped in history and charm. Step inside to discover expansive windows that showcase breathtaking views of Nantucket Sound. Step outside to enjoy 170 feet of pristine, sandy beach, and a serene Gunite pool equipped with a hot tub and pool house with a full bathroom. The first floor features a spacious living area and a flexible den/dining room, both with wood-burning fireplaces. A first-floor bedroom adds convenience and versatility. The kitchen, complete with a butler's pantry and bar area, leads to a mudroom providing additional storage. The second floor offers five bedrooms, including two en-suites, and two additional full bathrooms, ensuring plenty of space for family and guests. Thoughtfully designed with multiple staircases, this home offers convenience and seamless flow between levels. Additional highlights include wide pine floors throughout, detached carriage house with a finished room, walkout basement, and 7-bedroom septic system. Located just minutes from Osterville village, this iconic home is the perfect property for anyone seeking an oceanfront sanctuary.

Listed by Sarah J Harrington of Kinlin Grover Compass

MLS Number 22500873

• Residential
• Bedrooms 5
• Bathroom 6
• Square Feet 5,747
• Parking Spaces 6

Exquisite Waterfront Estate in Exclusive Oyster Harbors: Experience the pinnacle of coastal luxury with this magnificent Cape Cod waterfront estate, nestled in the prestigious gated community of Oyster Harbors. Boasting 450 feet of pristine water frontage with a private beach and breathtaking views over Cotuit Bay and North Bay, this property offers spectacular sunsets, an elegant coastal lifestyle, and unparalleled privacy. Stepping into the grand foyer, you are greeted by vaulted ceilings and expansive windows that showcase panoramic water views, seamlessly blending the outdoors with the refined interiors. The open-concept living spaces include a gracious living room, a fireplace-warmed dining room with custom built-ins, and a sophisticated sitting area, all designed for effortless entertaining. A private home library, accessed by a spiral staircase, overlooks both the main level and the serene waters of North Bay. The gourmet chef's kitchen is a masterpiece, featuring a granite center island, custom built-ins, and a charming breakfast nook with wraparound picture windows framing the breathtaking waterfront vistas. The sumptuous first-floor primary suite is a sanctuary of relaxation, offering private patio access, a spacious walk-in closet, and a spa-inspired en-suite with dual vanities, a luxurious soaking tub, and a glassless double-headed rain shower. The sun-drenched sunroom complete with a full wet bar and sliders on three sides opens directly to the meticulously designed outdoor living areas. The second level hosts four additional spacious bedrooms, a generous family room, and a bonus room with a private balcony, designed for both comfort and relaxation. This exceptional residence also features a partially finished lower level, thoughtfully designed to enhance both convenience and functionality with direct outdoor access perfect for accommodating small boats, golf carts and other recreational essentials. Set on 1.37 acres of pristine coastal land, this estate is an outdoor enthusiast's paradise. The meticulously landscaped grounds feature a built-in fire pit, an outdoor shower, a waterside in-ground pool, a sandy beach, and a private dock. A rare opportunity to own a world-class waterfront residence, this home delivers unparalleled elegance, modern luxuries, and the very best of Cape Cod's coastal living.

Listed by Robert B Kinlin of Berkshire Hathaway HomeServices Robert Paul Properties

MLS Number 22400772

• CommercialSale
• Square Feet 26,590
• Town Provincetown

Available for purchase following 70 years of ownership, this exceptional waterfront property presents a rare investment opportunity. This historic commercial parcel, once home of the Hillard Wharf now Lands End Marine Supply & Hardware store, is one of the largest parcels in the TCC Zoning District with 141.87+/- feet of frontage. This multi-use property consists of over 15,000+/- sq.ft. of retail space on the first floor and over 7,000+/- sq.ft. of combined office, retail and residential spaces on the second and third floors. The residential space consist of two units, each over 2,400sq.ft. One penthouse unit features 2 bedrooms, 1 & 1/2 baths, 2 fireplaces, an office and panoramic views of the bay on one side and Commercial St. on the other. The second penthouse, a spacious waterfront deed-restricted 2 bedroom 2 bath with an oversized deck boasts spectacular panoramic views, as well. The basement storage extends throughout the entire footprint of the building. 18+ parking spaces available. Seller welcomes offers with requests for buyer concessions.

Listed by David M Nicolau and Iskren Georgiev of Gibson Sotheby's International Realty

MLS Number 22502098

• Residential
• Bedrooms 6
• Bathroom 6
• Square Feet 3,859
• Town Barnstable

Set on Osterville's prestigious Sea View Avenue, this exquisite waterfront estate boasts an unparalleled combination of privacy, presence, and natural beauty. Sweeping views of Nantucket Sound and a pristine private sandy beach highlight this one-of-a-kind offering, located just minutes from everything Osterville has to offer. Accessed via a long, tree-lined driveway, coastal gardens and rolling lawns set the stage as one approaches the classic Cape Cod residence. Immediately upon entering, breathtaking views are on full display and continue throughout, with large windows and glass doors that seamlessly connect to multiple outdoor living spaces. At the heart of the home, a generously proportioned living room with three exposures is flooded with natural light, opening to a den on one side and a dining room on the other. Fit for any occasion, the dining room connects to the adjacent kitchen featuring an eat-in breakfast bar and water views. A guest bedroom completes the first level, offering convenience and flexibility. On the second floor, five additional bedrooms - including a spacious primary suite with mesmerizing vistas over Nantucket Sound - ensure ample accommodations for family and friends. Outside, the expansive lawn and terraces are ideal for embracing the outdoor lifestyle, while a staircase at the edge of the yard leads to one of Cape Cod's finest private sandy beaches. Just moments from The Wianno Club, Oyster Harbors, and the shops and restaurants of Osterville's Main Street, this rare and extraordinary property is ready to be enjoyed.

Listed by Paul E Grover and Matthew de Groot of Berkshire Hathaway HomeServices Robert Paul Properties

MLS Number 22404283

• Residential
• Bedrooms 6
• Bathroom 9
• Square Feet 8,203
• Parking Spaces 5

Discover the epitome of luxury living in this custom-designed waterfront estate, featuring breathtaking views of Eel River and Nantucket Sound. Located in the village of Osterville and set on an expansive and beautifully landscaped 2.4-acre lot, this stunning residence features over 8,000 square feet of meticulously crafted living space with rich details, modern comforts and extraordinary views. The grand interiors seamlessly blend with the exquisitely landscaped outdoor spaces, featuring an inground pool, hot tub, spacious pool house, and a substantial private deep-water dock.Upon entering the home, the grand foyer leads you into the magnificent great room with a two-story custom fireplace, where panoramic vistas of the water and breathtaking sunsets set the scene for unforgettable family gatherings as well as effortless entertaining. The generous floor plan also features a refined library, formal dining room, a gourmet kitchen with center island, custom cabinetry and top-of-the-line appliances and a state-of-the-art home theatre. The six ensuite bedrooms include a first-floor suite with French doors leading to the back yard and a lavish primary suite with a luxurious bathroom, two walk-in closets and a private deck overlooking the water. Enhanced with modern conveniences such as a Sonos whole-house sound system and a 9-zone Hydro air system, every detail has been carefully planned and implemented. Additional highlights include a private guest suite above the attached 3-car garage and a sprawling entertainment room with a balcony on the third level highlighted by western exposure to experience breathtaking sunsets. Located just minutes from the upscale boutiques and renowned dining of Osterville village, this extraordinary property offers a lifestyle of unparalleled elegance and tranquility by the sea. The information contained herein has been obtained through sources deemed reliable but cannot be guaranteed as to its accuracy. Buyers are encouraged to do their own due diligence through independent verification.

Listed by Robert B Kinlin of Berkshire Hathaway HomeServices Robert Paul Properties

MLS Number 22501299

• Residential
• Bedrooms 5
• Bathroom 6
• Square Feet 7,565
• Parking Spaces 8

Set on highly sought-after Garrison Lane, this extraordinary residence boasts one of the most desirable locations in Osterville with panoramic views of West Bay and Eel River. The property is a boater's paradise with a protected deep-water dock offering easy access to Nantucket Sound. Beautifully constructed with exquisite finishes, the five-bedroom home is positioned to provide stunning water views from nearly every room with multiple outdoor living areas. A large great room with double-height ceilings sits at the center of the home, with an adjacent eat-in kitchen that opens to a waterside terrace. Comfort and convenience are afforded with expansive primary suites on both the first and second floors. Three additional guest bedrooms are located on the second floor, while the finished walkout basement provides flexible bonus space with a kitchenette and wet bar. Set amidst rolling lawns and manicured gardens, this magnificent estate is minutes from everything Osterville has to offer.

Listed by Paul E Grover and Cindy Houlihan of Berkshire Hathaway HomeServices Robert Paul Properties

MLS Number 22503092

• Residential
• Bedrooms 5
• Bathroom 5
• Square Feet 3,087
• Parking Spaces 4

Legacy, Lifestyle & Opportunity - A discreet treasure in one of Cape Cod's most prestigious enclaves, this exceptional waterfront property offers rare access to legacy, lifestyle, and limitless potential. Originally part of a historic compound long held by the Mellon family and now by noted philanthropist and collector William Koch, the property stands as a rare opportunity to own a slice of coastal legacy. This waterfront estate offers 1.78 acres of private grounds, a beautifully preserved five-bedroom residence, and a substantial deep-water dock with direct access to Nantucket Sound--accommodating six or more vessels with ease. Inside, the home exudes understated charm with a seamless connection to outdoor living--screened porch, expansive deck, and water views from most rooms. A welcoming main-level primary suite with adjoining study anchors the floor plan, while the heart of the home features a stone fireplace, an open-concept kitchen, and a screened porch that opens to an expansive deck--perfect for entertaining or quiet reflection. Upstairs, guest bedrooms are enhanced by gracious proportions and stunning vistas. With additional buildable parcels from the same legacy estate also available, this is a rare opportunity to establish a private compound in one of New England's most exclusive waterfront enclaves. A sanctuary of coastal beauty and historic significance, all within the beloved village of Osterville - home to world-class golf, protected waters, and the timeless allure of Cape Cod. The information contained herein has been obtained through sources deemed reliable but cannot be guaranteed as to its accuracy. Buyers are encouraged to do their own due diligence through independent verification.

Listed by Robert B Kinlin of Berkshire Hathaway HomeServices Robert Paul Properties

MLS Number 22304800

• Residential
• Bedrooms 5
• Bathroom 5
• Square Feet 7,157
• Parking Spaces 5

Located within the private, gated golf community of Oyster Harbors, in the village of Osterville, is this magnificent five-bedroom waterfront residence with an in-ground pool and deep-water dock. This beautiful residence has the look and feel of a European estate with an open floor plan design and beautiful water vistas. Refined architectural details set the tone in this grand home with 7,157 sq. ft. of living space. Interior spaces begin with a spacious foyer opening into an extraordinary great room with vaulted ceiling, walls of windows, dramatic columns and custom fireplace. A light filled dining room overlooks the water with custom arched windows leading into a stunning chef's kitchen with coffered ceiling, granite countertops with large center island and access to a waterside patio. A lavish first floor primary suite and four additional bedrooms, including a full suite over the garage, offer ample room for family and friends. This unique and inspirational home is set on a private 1.65 acre parcel with beautiful outdoor seating areas overlooking the water, the pool, gardens and deep-water dock creating an ideal backdrop for entertaining family and friends. There is an attached three car garage, and this property provides plenty of extra parking. This one-of-a-kind property will appeal to the most discerning buyer.

Listed by Robert B Kinlin of Berkshire Hathaway HomeServices Robert Paul Properties

MLS Number 22404581

• Residential
• Bedrooms 5
• Bathroom 8
• Square Feet 7,539
• Town Orleans

Extraordinary new construction on sought-after Pleasant Bay. This rare opportunity features a stunning five-bedroom residence with a swimming pool, boathouse, deeded beach access, and rights to a private mooring. Showcasing unsurpassed quality and craftsmanship, the open concept floor plan caters to modern living with a spacious living and dining area with coffered ceilings, a gas fireplace, and sweeping water views through sliding glass doors that line the waterside of the home. The adjacent gourmet kitchen is a chef's dream with a Wolf range, Sub-Zero refrigerator, granite countertops, and a butler's pantry. Just outside, the pool and spa area provides a resort-like setting, complete with a cabana featuring a kitchenette, bathroom, and outdoor shower. A secluded first-floor primary suite offers total comfort and convenience, boasting a large walk-in closet and luxurious bathroom. On the second level, three well-appointed bedroom suites all enjoy bay views. The walkout lower level is perfect for relaxing after a day on the water, finished with an entertainment area, kitchenette, and full bathroom. Ideal for boating and fishing enthusiasts, the newly renovated boathouse on Pleasant Bay includes a kitchenette, living room, bathroom, and large deck with stairs to the water. Additional highlights include a three-car garage with a guest apartment above. Ready to be enjoyed, this one-of-a-kind estate delivers Cape Cod living at its finest, located minutes from Wequassett Resort, Eastward Ho!, and everything else the area has to offer. The information contained herein has been obtained through sources deemed reliable but cannot be guaranteed as to its accuracy. Buyers are encouraged to do their own due diligence through independent verification.

Listed by Paul E Grover and Matthew de Groot of Berkshire Hathaway HomeServices Robert Paul Properties