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MLS Number 21904886

• Residential
• Bathroom 7
• Bathrooms Total Decimal 6.5
• Bedrooms 9
• Full Bath 6

Imagine the splendor of a life lived as a steward of the harbor. For the last 40 years, that's exactly what the owners of this timeless estate on Little Island in Osterville have done. From their vantage point at the head of the inlet, they have watched as thousands of boats of varying shapes and sizes have paraded their passengers in and out of West Bay. They have welcomed many of these seafarers to their docks to tie up while they awaited the rise of the drawbridge into North Bay and have shared refreshments with them at their refurbished antique shanty or private sand beach while they passed the time. With four distinctive dwellings on their privately set 3.73 acres, they have hosted many a get together both formal and informal and more often than not have enjoyed the quiet serenity and immeasurable beauty of their unique waterfront oasis. This is your once in a lifetime opportunity to embrace this captivating lifestyle.

Listed by Reciprocal Agent of Reciprocal Office

Listing Sold by cci.unknownoffice

MLS Number 21110572

• Residential
• Bathroom 11
• Bathrooms Total Decimal 9.5
• Bedrooms 10
• Full Bath 8

From its stone pillared front gate welcoming one to seven acres of waterfront privacy, to its private deep water dock and more than two additional acres of sandy beachfront on Nantucket Sound, this extraordinary 1880's-era manor provides all the comforts and amenities one would expect from a modern day world-class estate, while preserving the charm of yesteryear. The magnificent three-story main residence has been maintained in its classic Cape Cod shingle style and is accompanied by a spacious guest house, caretaker's cottage and impressive pool pavilion. Altogether, over nine prized acres and approximately 17,000 square feet of living and enclosed recreation space in four structures comprise the compound. Please verify all information stated herein.

Listed by John B Cotton,Jr of Sotheby's International Realty

Listing Sold by Robert Paul Properties, Inc.

MLS Number 21306826

• Residential
• Bathroom 11
• Bathrooms Total Decimal 9.5
• Bedrooms 9
• Full Bath 8

Overlooking the beautiful waters of Nantucket Sound sits this sophisticated yet intimate waterfront estate. The collaborative efforts of owner, architect and builder have transformed this residence into a stunning modern oasis with 7,762 sq. ft. and beautifully balanced living areas all oriented toward the water. A magnificent kitchen and great room anchor the home and access multiple screened porches and a first floor master suite with den and home office all showcase water vistas of the sea. Two parcels totaling 2.76 acres combine to create an outstanding setting with privacy, carriage house, boat house, beach house, in-ground pool, brick patios and over 125 ft. of sandy beach. This unparalleled lifestyle overlooking one of Cape Cod's most beautiful beaches is truly a one of a kind offering for the most discriminating buyer.

Listed by Robert B Kinlin of Robert Paul Properties, Inc.

Listing Sold by Oyster Real Estate

MLS Number 21607479

• Residential
• Bathroom 9
• Bathrooms Total Decimal 8
• Bedrooms 6
• Full Bath 7

A Masterpiece...landmark home, truly one of the best located waterfront estates in Chatham. The home overlooks the Atlantic Ocean, inner harbor and passing boats but is protected by both a seawall and rock revetment. Very private setting, yet a short stroll to downtown. Built to highest standards, this home has 6 ensuite bedrooms, high ceilings throughout, media room,large family gathering area off kitchen, elevator and several outdoor seating areas overlooking beautiful gardens and a 180 degree view of the ocean. There is room for a large pool, loads of closets and storage space and 3-car garage with ample space for parking. This is an impeccably maintained home for extended family and grand entertaining.

Listed by Bill W Storff of Pine Acres Realty

Listing Sold by cci.unknownoffice

MLS Number 20601470

• Residential
• Bathroom 9
• Bathrooms Total Decimal 8.5
• Bedrooms 9
• Full Bath 8

This is The Crown Jewel of Osterville; the last grand property which has not been subdivided (although there is substantial acreage - 5.2 - to do so) It offers a grand house built in the early 1800's with 9 bedrooms, 8 baths, numerous sitting rooms/libraries with fireplaces (7), a grand dining room, servants quarters; all overlooking West Bay, Osterville Harbor and Eel River. The views and the sunsets are spectacular. There is a 100 foot dock with 6 feet at low tide. It can accommodate 8-10 boats. There is also a boathouse at water's edge and a sandy beach. The separate workshop is used to maintain and build boats. There is a one car garage at ground level and a two car garage underneath. The grounds are spectacular and the location is one of the most desireable on Cape Cod.

Listed by John B Cotton,Jr of Sotheby's International Realty

Listing Sold by Sotheby's International Realty

MLS Number 21304083

• Residential
• Bathroom 12
• Bathrooms Total Decimal 10.5
• Bedrooms 10
• Full Bath 9

Ultimate Grand Estate. Incredible water views. Totally modernized. Observation Tower with large private Personal Workout Center and Guest Quarters. Magnificently landscaped pool area with cabana. Outdoor Kitchen and Spa. Extraordinary Chef's Kitchen. 2 Walk-in wine cellers. 5 Car Garage with deluxe Guest Apartment. Winding road leads to Beach house and long dock extending into East Bay.

Listed by Oyster Real Estate

Listing Sold by Robert Paul Properties, Inc.

MLS Number 22501420

• Residential
• Parking Spaces 4
• Bathroom 7
• Bathrooms Total Decimal 6
• Bedrooms 8

Iconic Waterfront Estate in Historic Hyannis Port: Introducing a rare opportunity to own a landmark waterfront estate in the heart of Hyannis Port - an exclusive coastal enclave rich with history and timeless Cape Cod charm. Perfectly perched on an elevated 1.11-acre bluff with 200 feet of private sandy beach, this notable seven-bedroom residence offers panoramic views across Nantucket Sound and direct sightlines to the famed Kennedy Compound. The property has been transformed through a masterful collaboration between the current owners, architect Dell Mitchell, and interior designer Heather Wells. Today, it stands as a sophisticated yet relaxed modern coastal retreat. With over 5,000 square feet of beautifully curated living space, every room is oriented toward the water, maximizing natural light and drawing the outside in. A dramatic entry foyer opens to sweeping views of the sea, setting the tone for the home's seamless connection to its extraordinary backdrop. Whitewashed plank walls, beamed ceilings, and wide windows evoke a breezy, beachy elegance, while refined finishes and rustic details lend warmth and authenticity. The spacious living room offers a serene gathering space framed by large scale windows that capture uninterrupted ocean views and enhanced by a striking fireplace. Just beyond, a gracious dining room, ideal for gatherings of up to 12, anchors the home with coastal sophistication. The chef's kitchen is a showpiece, with a large center island, top-tier appliances, and custom cabinetry that echoes the home's relaxed yet refined sensibility. The sun-drenched sunroom, positioned on the east side of the home, provides access to the private beach, rolling green lawns, and a resort-style pool area with built-in fire pit and multiple seating areas. Offered furnished, the home's interiors are a curated collection chosen to echo the character of Cape Cod while elevating it with understated sophistication. Completing the estate is a three-car garage, guest quarters, a circular drive for elegant arrivals, and private access to a secluded beach that feels worlds away yet is just minutes from the best of Cape Cod. A generational offering in one of the Cape's most storied locations, this is coastal living at its absolute finest.

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

Listing Sold by cci.unknownoffice

MLS Number 22106688

• Residential
• Parking Spaces 6
• Bathroom 9
• Bathrooms Total Decimal 8
• Bedrooms 8

Spectacular waterfront estate, with sweeping views of East Bay and Nantucket Sound, is distinguished by masterful design, meticulous attention to detail and a magnificent setting. This sophisticated property, nestled within 3.09 acres with 200 feet of water frontage, features main and guest houses, an in-ground gunite pool with pool house and a private dock with direct access to the Sound. The stunning five-bedroom main house, completely renovated in 2020, offers over 5,700 square feet of living space with water views from most rooms. Infused with natural light and the beautiful vistas, the interior of the house has a floor plan ideally suited for entertaining, both grand and intimate. Beyond the welcoming foyer, generously proportioned spaces have a graceful flow blending modern and traditional styles. Granite countertops, custom cabinetry, and top-of-the-line appliances fill the gourmet kitchen which opens into a fabulous family room. The open floor plan continues into formal living and dining rooms, connecting the main level to the outside patios, pool and meticulously landscaped grounds. A superb primary suite on the first floor offers an adjacent office with exterior access, and the second floor offers a charming sitting area, spacious media/game room and four bedrooms with stunning water views. The separate guest house with 2,500 square feet, three bedrooms and a finished walk out basement completes this incredible offering. This seaside estate affords the utmost privacy yet offers proximity to the village of Osterville with its boutique shops and fine dining. Experience an exceptional lifestyle from this one-of-a kind waterfront estate! 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 (rkinlin@robertpaul.com), Tom P Foley of The Foley Company

Listing Sold by William Raveis Real Estate & Home Services

MLS Number 22204586

• Residential
• Bathroom 8
• Bathrooms Total Decimal 7
• Bedrooms 6
• Full Bath 6

Feel the world drift away as you enter your newly-constructed North Bay waterfront compound with a private deep-water dock and beach, just moments from Osterville village. Designed for and immersed in the natural environment, elegant simplicity and organic harmony permeate multiple indoor and outdoor living spaces, each positioned to capture views and the steady rhythm of sun, moon, tide, and bay. Artistry, fine craftsmanship, and thoughtful details abound: wide oak floorboards, high ceilings, select marble, a choice of two primary bedroom suites, and numerous decks. Ensconced in hand-chiseled granite and tumbled marble are an expansive patio, cabana, and infinity pool with spa. Lush professional landscaping and a detached carriage house garage complete what is arguably Osterville's finest backyard, where breathtaking dawns and sunsets are everyday events. Less than half a mile to Osterville village, and with direct water access to Nantucket Sound, there are no compromises here. Buyers and agents must verify all herein.

Listed by Ellen Valentgas of Sotheby's International Realty

Listing Sold by Berkshire Hathaway HomeServices Robert Paul Properties

MLS Number 22304941

• Residential
• Bathroom 6
• Bathrooms Total Decimal 5.5
• Bedrooms 6
• Full Bath 5

Feel the world drift away as you enter this extraordinary oceanfront beach house with a private white sand beach and unobstructed, expansive views of Nantucket Sound. An awe-inspiring wall of glass spanning the length of the house frames the breathtaking seascape, creating an atmosphere of tranquility and wonder. Transformed in 2019, this beachfront haven has stunning modern architectural details, designed to immerse you in the natural beauty. Your expansive main level deck - perfect for entertaining and quiet reflection alike - leads to an alluring gunite plunge pool overlooking the ocean. A thoughtfully designed 2-bedroom cottage seamlessly complements the main residence, as does a detached garage. This is a rare opportunity to immerse yourself in the coveted Sea View Avenue oceanfront lifestyle. The property also enjoys elevation out of the flood zone. Interested parties are encouraged to verify all details herein and to experience this remarkable property first-hand.

Listed by Ellen Valentgas of Sotheby's International Realty

Listing Sold by cci.unknownoffice

MLS Number 22102364

• Residential
• Parking Spaces 8
• Bathroom 6
• Bathrooms Total Decimal 5
• Bedrooms 4

Simply one of the most exquisite locations on all of Cape Cod. This spectacular waterfront home offers breath-taking views of Chatham Harbor, the outer beach, and the majestic Atlantic beyond. Impeccably designed and built by Polhemus Savery DaSilva, ''Just Off Shore'' enjoys a stately setting on a quiet private road in the Mattaquasson Point Association and is only a short stroll to downtown Chatham and nearby beaches. The timeless shingled architecture embodies gracious living and is centered around mesmerizing, panoramic views. The artistry of the water, sky, and passing boats creates an ever-changing tableau throughout the day. Not to mention sparkling sunrises and unforgettable evenings with the full moon quietly illuminating the water. Every element of the house is finessed, starting at the entry, with a flow intended to draw you into the scenery right away. Abundant windows let the view shine, while thoughtfully curated, neutral finishes provide a calm backdrop. Extraordinary details abound, from an artisan-carved seal sculpture gracing the back lawn (Mr. Dibble), to a masterful kitchen and state-of-the art amenities. Easy access at Chatham airport.

Listed by Harry M Cutts of William Raveis Real Estate & Home Services, Sarah Keith of eXp Realty, LLC

Listing Sold by Berkshire Hathaway HomeServices Robert Paul Properties

MLS Number 22100361

• Residential
• Bathroom 4
• Bathrooms Total Decimal 3.5
• Bedrooms 6
• Full Bath 3

Prominently sited on a protected cove with direct access to North Bay and beyond to Nantucket Sound, this storied heritage estate is set on over eight pristine acres creating an unmatched setting for extraordinary living. Surrounded by captivating water views, this remarkable property offers a rare opportunity for complete seclusion while in the heart of Osterville. Built in 1914, the five-bedroom main house is a time-honored lodge with magnificent water views and handsome period detail. The guest house is simply perfect for waterside entertaining and relaxed getaways. Located in one of Osterville's finest estate neighborhoods, this property boasts dual frontage on two pristine bodies of salt and freshwater, protected deep water dock, rolling lawns, lush gardens, and swimming pool. This exquisite offering presents a unique opportunity to create an unrivaled generational compound with effortless proximity to renowned village shops, restaurants, marinas and Wianno and Oyster Harbors clubs.

Listed by Paul E Grover and Robert B Kinlin of Berkshire Hathaway HomeServices Robert Paul Properties

Listing Sold by Berkshire Hathaway HomeServices Robert Paul Properties