$5M and Above

MLS Number 22501085

• Residential
• Bedrooms 5
• Bathroom 7
• Square Feet 5,143
• Town Chatham

MAJESTIC SEASIDE LIVING. This unrivaled oceanfront estate located on prestigious Ministers Point in North Chatham offers grand scale living with dramatic Atlantic Ocean vistas. The meticulously designed cedar shingle and sprawling stone exteriors seamlessly blend the elegant interiors that boast striking architectural details, custom finishes and the highest quality craftsmanship. The 11 rooms radiate light and a breadth of picturesque vistas of Chatham's coastline and stretches of North and South Beach. The entry opens to a spectacular living and dining room with soaring coffered ceilings, an imported fireplace, and walls of windows that unveil the majestic sea backdrop. A grand family room with fireplace assures large-scale entertaining while the nearby wood paneled ensuite study delivers coziness and privacy. The main floor is complete with a fully equipped chef's kitchen that leads to a separate second floor ensuite bedroom above the garage. The main stairway leads to a magnificent master suite, a third en suite bedroom and a bookshelves sitting area. The lower level features two more ensuite bedrooms facing the sea. The grounds are mesmerizing with mature trees, native plants and paths to the sea.

Listed by Chris Rhinesmith of Compass Massachusetts,LLC

MLS Number 22504164

• Residential
• Bedrooms 6
• Bathroom 6
• Square Feet 4,021
• Parking Spaces 4

Presenting the quintessential Cape Cod beach home on sought-after Sea View Avenue. This classic waterfront residence enjoys unobstructed views of Nantucket Sound with a picture-perfect sandy beach. The six-bedroom home showcases Old World craftsmanship and original period details throughout, including wide heart pine plank floors and paneling. At the heart of the home, a spacious living room with beamed ceilings, built-in bookshelves, and a fireplace gives way to a magnificent sunroom with a wet bar, where days can be spent soaking up the brilliant backdrop. The all-white kitchen offers convenience and functionality, with a pantry, breakfast bar, and access to a glorious swimming pool and patio area through sliding glass doors. A first-floor primary suite boasts breathtaking ocean views that set the stage each morning, while an en suite guest bedroom completes the main level. The second floor features four bedrooms and two full bathrooms, ensuring ample space for family and friends. Additional highlights include a two-car garage, verdant grounds, and multiple outdoor seating areas to bask in an unsurpassed setting. Located minutes from Wianno, Oyster Harbors, the village center, and everything else Osterville has to offer, this iconic beach home delivers an extraordinary lifestyle waiting to be enjoyed.

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

MLS Number 22503599

• Residential
• Bedrooms 8
• Bathroom 4
• Square Feet 5,506
• Town Harwich

Nestled on 1.85 acres along the pristine shores of Pleasant Bay, this extraordinary waterfront estate offers an elegant blend of craftsmanship, comfort, and sweeping water views. Thoughtfully updated and expanded over the years, the home showcases a stunning post-and-beam addition with soaring cathedral ceilings, exposed trusses, and walls of windows that frame captivating views of the bay and the Eastward Ho! Golf Course.Designed for relaxed living and gracious entertaining, the heart of the home features a sun-splashed kitchen with a dramatic vaulted ceiling, custom cabinetry, and an open flow to both dining and casual living areas. French doors and wide windows seamlessly connect the interior to outdoor decks and porches, offering multiple vantage points for enjoying the breathtaking scenery.With over 5,500 square feet of finished living space, the home includes generously sized bedrooms, inviting gathering spaces, and a spectacular primary suite with a private balcony. Set amidst mature trees and plantings with a private path to the water's edge, this rare coastal retreat is minutes from Wequassett Resort, Chatham Village, and everything the area has to offer.

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

MLS Number 22503829

• Residential
• Bedrooms 2
• Bathroom 3
• Square Feet 1,850
• Town Chatham

Experience a rare opportunity to own a prime waterfront property in one of Chatham's most sought-after locations. Set on 1.44 acres, this beautifully crafted 2-bedroom, 2.5 bath home offers 1,850 sq ft of refined living space w/commanding panoramic views stretching across Oyster Pond, Oyster River & to Nantucket Sound. This exceptional offering includes a conceptual site plan & video for a future 4-bedroom main house w/swimming pool, allowing you to envision the next chapter of luxury living on Cape Cod. Whether you're looking to enjoy the existing home w/separate post & beam garage w/power & water, or build your dream estate, the possibilities are truly remarkable. Additional to the expansive waterfront, this property boasts access to an adjacent cove down a winding 10-foot path. The current home features wood floors, a 2-car garage, office & generous outdoor living areas. An expansive deck provides the perfect vantage point to take in the ever-changing coastal scenery & sea breezes. Combining timeless Cape Cod charm with a vision for the future, 99 Uncle Alberts Dr is a one-of-a-kind offering on the waterfront, perfect for those seeking privacy & a truly iconic Chatham location.

Listed by Shane K Masaschi of Compass

MLS Number 22106929

• Residential
• Bedrooms 5
• Bathroom 3
• Square Feet 2,646
• Town Provincetown

Imagine a time before antique homes were ''rehabilitated'' or ''renovated.'' Imagine discovering an untouched jewel, sparkling quietly in Provincetown's coveted east end Commercial Street neighborhood of Captain's homes, boathouses, beach cottages and sandy lanes. There is still one of those hard to find gems remaining, an untouched sprawling home, once several residences in one, on a large parcel of land with a private, enclosed rear garden, home to a two storey Carriage House and a broad front yard, with the expanded antique Cape set comfortably back from Commercial Street with a view to the bay. The main house offers 11 rooms, period correct with pantry, closets, nooks, crannies, double doors, wood flooring, original staircases and details at every turn, a surprise of antiquity with every glance paid. The bonus Carriage House in the back garden is ripe for conversion to a spacious artist's studio, home office, writing studio or gracious guest quarters. You won't be disappointed if you are a connoisseur of old Cape Cod style and New England architecture. Secure this untouched masterpiece today to preserve it for generations to come. You'll be proud to call this legacy property home and you'll be the envy of your neighbors and a respected contributor to the very limited inventory of preserved antique Provincetown historic homes.

Listed by Stephen M Briscoe of SeasCape Realty,Inc.

MLS Number 22504132

• Residential
• Bedrooms 11
• Bathroom 9
• Square Feet 6,005
• Town Nantucket

45 A & B Pleasant Street offer a rare opportunity to own two distinct homes in the heart of Town, each brimming with modern upgrades and timeless charm. This versatile property provides a multitude of options for potential buyers. Whether you need additional space for extended family, wish to live in one home while renting the other, or prefer to rent both separately or together for events like weddings or large gatherings, the possibilities are endless. Both residences were thoughtfully renovated in 2016, enhancing the living spaces with a modern touch. Recent upgrades include a new roof and copper gutters, both installed in 2022, ensuring durability and style. The addition of new central HVAC units and hot water tanks in 2022 further enhancing the comfort and efficiency, providing a worry-free living experience. Enjoy the spacious back patios, perfect for outdoor seating and entertaining. Located conveniently close to Main Street, this property boasts an excellent rental history during both high and shoulder seasons, historically, the property has generated over $300k in rental income, with over $345k in rental income already secured for 2025. Property offered fully furnished.

Listed by Benjamin Lincoln of Compass Massachusetts,LLC

MLS Number 22504810

• Residential
• Bedrooms 10
• Bathroom 11
• Square Feet 7,560
• Town Bourne

A Landmark Cape Cod Estate Overlooking Red Brook HarborIn the heart of the picturesque village of Cataumet, this extraordinary estate seamlessly blends historic charm with modern luxury. Once known as The Aldrich House--a cherished retreat where Boston travelers arrived by train for a seaside escape--today it presents a rare opportunity to own a fully restored coastal masterpiece.Set on 1.84 acres of manicured grounds, the property embodies the essence of Cape Cod living with harbor views, sweeping wraparound porches and decks, and a generous pool and gazebo, perfectly designed for summer entertaining. Inside, more than 7,000 square feet of refined living space includes 10 spacious en suite bedrooms, offering privacy and comfort for family and guests.Meticulously reimagined and completely renovated in 2022, the home combines timeless craftsmanship with every modern convenience: a new 18-bedroom Title V septic system, roof, shingles, windows, insulation, heating and cooling systems, and bathrooms, along with refinished hardwood floors, lush landscaping, and a whole-house generator. Every detail has been thoughtfully addressed to ensure ease of ownership for years to come. This is more than a residenceit is a lifestyle. A coastal haven where mornings begin with coffee on broad porches, afternoons unfold with lawn games by the pool, and evenings are celebrated under the stars. Whether envisioned as a second home or a legacy estate, this historic property offers unmatched scale, privacy, and the sophistication of modern Cape Cod living.

Listed by Kerrie A Marzot and Laurie B Miller of Sotheby's International Realty

MLS Number 22501387

• Residential
• Bedrooms 5
• Bathroom 4
• Square Feet 4,250
• Town Wellfleet

Wellfleet's finest waterfront location paired with an immaculate custom-built home, this is the property you have been waiting for. Enjoy stunning views out to Cape Cod Bay while enjoying the peace of mind that comes from being behind the protective barrier of Great Island Thoughtfully designed and expertly sited, this home offers spectacular views from every room, with an intuitive and inviting layout. 1035 Chequessett Neck is perched high on a bluff with a commanding vista out over Herring Cove and Cape Cod Bay. Your mornings can effortlessly turn into afternoons watching the ever-changing seascape; you will never tire of the sun setting into Cape Cod Bay. Well built by a local craftsman, Eric Winslow, quality materials and attention to detail are evident throughout. Oversized and abundant windows draw your eye outside, inviting a sense of calm and ease and bathing each room in natural light. The house has been carefully planned to offer plenty of room for friends and family while feeling intimate, cozy, and just the right size when the guests have departed. Featuring five bedrooms (two of which are ensuite), a chef's kitchen, two living areas,a home office, and a gym, everything you need has been thought of. Multiple waterside deck spaces make indoor-outdoor living easy and offer places to gather together or spaces to find a quiet retreat. Being sold fully turn-key, there is nothing to do here but relax and enjoy all the Wellfleet has to offer.

Listed by The Narrowland Group and Day - Logan Group of Kinlin Grover Compass

MLS Number 22402430

• Residential
• Bedrooms 5
• Bathroom 6
• Square Feet 7,500
• Town Barnstable

Magnificent private shingle-style new construction home in Osterville's Seapuit area. Home has exquisite features both inside and out, including high-end fixtures, custom woodworking and cabinetry, gourmet kitchen with panoramic breakfast nook, media room, and elevator to all three stores are just to name a few. Landscaping with salt-water pool, pergola, patio, fireplace, outdoor kitchen and outdoor living areas complete this retreat for many years of enjoyment and life-long memories. Architectural plans of all three stories and landscaping are available in documents section of this listing. Pool house is not included in current pricing of which architectural plans and pricing are available upon request. Still an opportunity to include personal touches. All information to verified by buyer's agent.

Listed by Gail C Germain Martis of Sotheby's International Realty

MLS Number 22503463

• Residential
• Bedrooms 4
• Bathroom 4
• Square Feet 3,166
• Parking Spaces 6

Rare offering of a waterfront contemporary on a private lane in Quissett Harbor. In one of Cape Cod's most coveted locations, the residence conveys coastal serenity and architectural distinction. The 4BD/3.5BA home blends seamlessly with the surrounding landscape through soaring glass walls and open, sunlit interiors. The primary suite wing features a study and floor-to-ceiling windows. Ideal for entertaining, the living room showcases a dramatic stone fireplace, and flows into the dining room with an adjacent terrace. The kitchen is complemented by a butler's pantry. The 2 nd floor guest suite includes an office or artist's studio. A sauna and oversized 2 car garage are on the ground floor. Quissett Harbor has a full-service marina, with private yacht and beach clubs. A protected nature preserve and secluded sandy beach are nearby. Buzzards Bay is ideal for sailing, boating, kayaking, and swimming. Golf courses are nearby, as are the acclaimed villages of Falmouth and Woods Hole.

Listed by O'Neill Group of Berkshire Hathaway HomeServices Robert Paul Properties

MLS Number 22504178

• Residential
• Bedrooms 4
• Bathroom 2
• Square Feet 1,917
• Parking Spaces 3

Presenting Five Buoys, one of the most magnificent beachfront properties on Cape Cod Bay. Nestled in the dunes at the mouth of Sesuit Harbor, this jewel box beach house offers a rare and extraordinary lifestyle. Cherished by one family for generations and available for the first time in nearly 70 years, its next chapter awaits. From mornings spent sipping coffee on the roof deck with a gentle sea breeze and waves lapping at the shore to evening clambakes beneath brilliant sunsets, every moment invites a memory with your own private beach just steps away. Days can be enjoyed without ever getting in the car, whether playing in the sand, sailing in the bay, or paddling in the protected waters of Sesuit Harbor. Designed as a gathering place for family and friends, the four-bedroom beach house captures panoramic vistas throughout. In the main living area, glass doors and oversized windows frame quintessential Cape Cod scenery in every direction, from glistening waters to the dunes and jetties. Exposed beams, vaulted ceilings, and wide-plank floors lend timeless charm, while an outdoor shower and detached garage add convenience. Set in the desirable Sesuit Neck neighborhood, Five Buoys is just a short walk from the Dennis Yacht Club, Northside Marina, and Sesuit Harbor Caf. An exceptional opportunity for boaters and beachgoers alike, this beloved property is ready to be reimagined and enjoyed for years to come.

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