Upper Cape Homes with a Guest House

MLS Number 22304961

• Residential
• Bedrooms 2
• Bathroom 2
• Square Feet 1,697
• Parking Spaces 4

Captivating Salt Water Views! This stunning ranch-style home is a true gem, boasting an unbeatable location within walking distance to the Cape Cod Canal and private neighborhood beach, boat launch, and ramp. As you approach, you'll be enchanted by the lush, mature landscape that sets this home apart & creates exceptional curb appeal. Step inside, and you'll be greeted by an elegant and stylish interior that has been thoughtfully designed with entertainment in mind. The guest house conversion is a beautiful addition, adding a unique touch providing an elegant haven for hosting gatherings and events. But the true highlight of the property lies in the breathtaking views of the bay and the magnificent sunsets that can be enjoyed from the private fenced in back yard and patio. This oasis is a true paradise, offering a tranquil escape from the hustle and bustle of everyday life. Don't miss the opportunity to make this home your own and experience the ultimate Cape Cod lifestyle.

Listed by Janet M Maxim of Cape Landing Real Estate

MLS Number 22304755

• Residential
• Bedrooms 4
• Bathroom 2
• Square Feet 2,084
• Parking Spaces 10

ATTENTION BOATERS! Sail or power to Nantucket Sound from your private, licensed DEEP-WATER DOCK with SEVEN (7) foot depth at low tide. Set on the Herring River, the 2-lot property offers safe harbor & immediate boating access to the open ocean. Dock & floats are sturdy & substantial, and can accommodate multiple craft including a 35-foot sailing or power yacht.South of Lower County Road bridge, the 2-lot property hosts a well-maintained 4BR Cape with great water views and rental history. It offers unusual development potential for building expansion, new construction, guest house, swimming pool & more.The home's centerpiece is a sunny fireplaced living room whose French doors open to a 4-season sunroom with expansive 180-degree water views. A large kitchen, adjacent dining room, generous BR & full BA complete this floor. Level 2 includes 3BRs & a full BA. The lower level hosts unfinished spaces w/ high ceilings (future gym?), adjacent 1-car garage/work room, & spacious bonus room w/ independent access, super water views, & tons of potential. The undeveloped waterfront lot is beautiful, level, sunny and open...a magical setting for games, picnics, clambakes & cookouts 'round the firepit. Set in a quiet, private neighborhood, the property is close to Nantucket Sound beaches (Belmont & Pleasant Road beaches are less than .7mi), bike trails, marinas, village shops, restaurants, & the world-class attractions of Cape Cod. Excellent rental history & offered furnished. Move right in & start making memories!

Listed by Fran I Schofield of Berkshire Hathaway HomeServices Robert Paul Properties

MLS Number 22304640

• Residential
• Bedrooms 8
• Bathroom 8
• Square Feet 6,884
• Parking Spaces 7

For those seeking an exceptional waterfront lifestyle, this New Seabury masterpiece boasts a private sandy beach and panoramic views of Nantucket Sound, located steps from five-star resort amenities. Set in the exclusive enclave known as The Bluff, the property features a stunning six-bedroom residence with a waterside pool and outdoor kitchen just a stone's throw from your beach. Highlights include an open-concept living area with soaring ceilings and unobstructed views, a gourmet kitchen, and a fully finished walkout lower level with a media room. On the second level, wake up to enchanting sunrises over the ocean in the primary suite with a private balcony. Five well-appointed guest bedrooms in the main residence and a two-bedroom guest house offer flexibility for multigenerational living, staff, or guests. A perfect spot to entertain or simply relax, this extraordinary property is minutes from New Seabury's championship golf courses, tennis, marina, fine dining, and more.

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

MLS Number 22304387

• Residential
• Bedrooms 4
• Bathroom 3
• Square Feet 1,848
• Parking Spaces 10

Find your way home to this private oasis, located in a quiet neighborhood in sought-after Harwich. The perfect place to make memories! A comfortable & bright home boasts 1.32 acres of land with pool potential. This 3 bedroom, 2 bath ranch style home features one-floor living w/2-car garage and an attached 1-bedroom, 1 bath guest house. Enjoy the open concept living, dining & kitchen area with cathedral ceilings, granite counters and a kitchen island with seating for 4. Each home has a washer & dryer, the property has a Briggs Stratton generator, leased Tesla solar, wood floors, wood-burning fireplace, central AC, split-system heat pumps, outdoor shower, generous parking for cars, a boat or motorhome, three decks & two sheds. A short drive to Pleasant Bay beach & Wequassett, 2 golf courses, walking trails, shopping nearby & the beach at Long Pond. Passing Title V septic for 4 bedrooms. Don't miss 42 Wilmas Way, Harwich, an amazing investment opportunity, multi-generation property or an exceptional get-away!

Listed by Shane K Masaschi of Kinlin Grover Compass

MLS Number 22304319

• Residential
• Bedrooms 4
• Bathroom 3
• Square Feet 1,664
• Parking Spaces 10

First time offered for sale out of the family in over 200 years! This captivating property located at the intersection of Pleasant Point Road, known as the ''Otis Paine'' House, a historic gem dating back to 1850 which holds a significant place in the rich tapestry of our regional history and extends an expansive 3.25 acres. Previously the land consisted of three separate lots, providing the potential for individual lot separation or the construction of distinct structures. The main house, an elegant 2-story Greek Revival gable front style dwelling, has been carefully gutted and prepared for renovation, ensuring the preservation of its historical essence. The guest house has been recently transformed, offering all the modern comforts of home including an all-house generator, wood floor, full basement, and large deck. Enhancing the property's allure are mature trees, lush plantings and vast gardens that adorn the landscape, creating a serene atmosphere. The inclusion of a 10-foot-wide deeded easement to the beach grants access for various water activities, making this property a haven for bathing, boating, fishing and recreation. Don't let this exceptional opportunity slip away!

Listed by Pam Puffer Anthony of Berkshire Hathaway HomeServices Robert Paul Properties

MLS Number 22304246

• Residential
• Bedrooms 5
• Bathroom 4
• Square Feet 5,350
• Parking Spaces 16

Private Boaters dream, waterfront oasis on over 1+ acres, 100+/- ft of Oceanfront, your own 38' New dock & 20,000lb lift just minutes from the Cape Cod Canal & Islands. The 2+ bdrm guest house steps from the luxurious main house for your extended family or an income source complete with sunrise and sunsets. Indulge in the ultimate waterfront lifestyle with this exceptionally unique property. Nestled amongst your own private sanctuary it offers a blend of luxurious living inside and out. A gardener's dream in the rear of the home with a new greenhouse for all seasons. The main house you are greeted with an expansive deck overlooking your waterfront. Through the front door you are welcomed into bright open concept living with views out every window. Versatility of the space offers buyers several layout options, the primary suite with 3 rooms and an en-suite bath is no exception to privacy. Second floor has generously sized bedrooms & large bonus room all with waterfront views that overlook Onset Beach awaits you. Buyers/Buyers agent to verify all information contained herein. Flood insurance is about $3,000 a year and is Transferable per the insurance company.

Listed by Mike Amaru of Keller Williams Realty

MLS Number 22304001

• Residential
• Bedrooms 13
• Bathroom 6
• Square Feet 2,416
• Town Provincetown

Nestled away along one of the enchanting footpaths of Provincetown's historic Commercial Street, The Captain's House is a remarkable opportunity awaiting its next chapter. This stately Federal Style home has been a cherished bed and breakfast for generations, embodying the very essence of Cape Cod hospitality. Steeped in history, this property is licensed for 12 rooms, accommodating up to 24 guests at a time. With its spacious layout and versatile floor plan, it offers an array of possibilities, including the potential for generous owner's quarters. The Captain's House is perfectly poised to continue its legacy as a thriving B&B, providing guests with an authentic Provincetown experience. For those seeking a more personal touch, the property's 13 bedrooms and 6 full baths make it a prime candidate for conversion into a magnificent single-family residence. Imagine the grandeur of living in a Federal Style home that has hosted countless stories and cherished memories over the years. The spaciousness and elegant architecture await your creative vision to transform this property into your dream coastal retreat. While the Captain's House Guest House exudes tranquility and seclusion, it's merely a stone's throw away from the public beach access, ensuring that sun, sand, and surf are just moments from your doorstep. Whether you envision running a thriving hospitality business or creating your private haven in one of Cape Cod's most beloved towns, this property offers a myriad of possibilities. Don't miss this rare chance to own a piece of Provincetown's history and shape its future. The Captain's House Guest House awaits its next captain, and it could be you. Come and explore the endless potential that this iconic property has to offer.

Listed by The Beach Buoys of Gibson Sotheby's International Realty

MLS Number 22303898

• Residential
• Bedrooms 7
• Bathroom 6
• Square Feet 5,365
• Parking Spaces 10

This Upper Cape compound has everything and more. The property sits on over 2 acres and includes an impressive main house that has been completely renovated & includes 4 bedrooms & 4 full baths. The updated kitchen comes equipped with SS appliances, quartz countertops and a charming farmers sink. The detached guest house offers an additional 3 bedrooms and 1 full bath, as well as a kitchen, dining room, living room, and first floor laundry. Next to the guest house is an incredible refurbished 900 SF barn complete with an 8 seat bar, pool table, big screen TV and it's own bathroom. There are a total of 4 brand new heating systems as well as newly installed central AC spread throughout the buildings. Outside there is a beautiful swimming pool surrounded by a lavish patio, complete with a chefs grill & outdoor refrigerator. Just beyond the patio you'll find a brand new, custom built clay tennis court. If that wasn't already enough, the property also includes a 5 car garage. The property is just a short walk to several beaches, and also conveniently located close to RT 6 and the Sagamore bridge. This is an excellent investment property and has strong rental history.

Listed by Kristen O Hendrick of Kinlin Grover Compass

MLS Number 22303755

• Residential
• Bedrooms 7
• Bathroom 7
• Square Feet 6,549
• Parking Spaces 4

''I saved you a seat.'' Welcome words when showing up late for a popular performance in a crowded venue. Who wants to be in nose bleed section with throngs of people between you and the show? As Cape Cod becomes more crowded it's a near impossible challenge to secure your spot in the ''front row'' next to the view and away from the throngs.Worry not, the ''seat'' we have for you is on nearly seven acres of rare and pristine land between Hamblin and Middle Ponds, part of the triumvirate that comprise the famed Indian Lakes. You can go days without seeing another person up close. This estate features a 4,447 square foot main residence modernized to the highest level, two carriage houses, a resort style pool with outdoor kitchen and bar and a two bedroom beach-side guest house. The dining room can accommodate multiple generations of diners at a single table in front of a fireplace at the ready for pre and post season celebrations.The seasonal dock on Middle Pond extends from the sandy shoreline and is the base to launch all manner of small craft. Do you know how much fun you can have on a pontoon boat? Puttering, drifting, diving, grilling or just enjoying a morning brew. The show unfolds daily and hourly including both sun rises and sun sets, as wildlife of all kinds shares your oasis. Here is your chance for a seven-acre water front row seat. Please verify all information contained herein

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

MLS Number 22303575

• Residential
• Bedrooms 8
• Bathroom 11
• Square Feet 9,730
• Parking Spaces 10

This impressive waterfront estate at the tip of Converse Point is a once in a lifetime offering! Cherished by only three families since it was built 1924, the lovingly restored shingle style home is an architectural masterpiece. Breathtaking views of Buzzards Bay grace nearly every room of both the main house and recently constructed guest house. No detail has been overlooked providing a luxurious coastal experience. The expansive shoreline and grounds, protected by a 450-foot seawall, offer sunset views and fresh summer breezes. Perfect for hosting outdoor gatherings, the lawn is enveloped by the intoxicating scent of rosa rugosa and the explosive color of hydrangea which dazzles the senses. Nestled in a private enclave known as The Moorings, residents have easy access to a private sandy beach, dock, moorings, pickle ball and tennis court. Here you'll find the perfect combination of elegance, modern amenities and natural beauty - a one-of-a-kind property not to be missed!

Listed by Anne L Bramhall of Berkshire Hathaway HomeServices Robert Paul Properties

MLS Number 22302404

• Residential
• Bedrooms 6
• Bathroom 8
• Square Feet 7,700
• Parking Spaces 10

Absolute perfection at this stunning in-town compound featuring commanding water views over Oyster Pond! The result of a multi-year collaboration by top architects, designers and builders, this sophisticated and turn-key coastal offering seamlessly blends classic and contemporary elements to create a one-of-a-kind retreat. Walls of glass overlook expansive lawns and gardens, while sun-drenched living spaces set the stage for large scale entertaining, or relaxed everyday living, alike. Top of the line systems and amenities are found throughout the thoughtfully designed 5 bedroom main house, while a 3 story guest house provides additional accommodations overlooking the beautiful pool and spa. Immediate access to the beach, with a private association dock, and just steps to the restaurants, shops and galleries of Chatham's quintessential Main Street, this exclusive offering is a must see, by appointment only.

Listed by Brian W Dougherty of Compass Massachusetts,LLC

MLS Number 22300899

• Residential
• Bedrooms 8
• Bathroom 5
• Square Feet 4,033
• Parking Spaces 5

From its unparalleled location on Little Island in Osterville, this special waterfront estate overlooks the sparkling waters of West Bay and offers breathtaking water vistas from its private and elevated setting. This 2.45-acre lot features a substantial deep water dock, private sandy beach and an expansive yard perfect for entertaining. Classic in design, the 3,315 square foot main house, filled with natural light, is abundant in space with six bedrooms and a substantial multilevel deck. The first floor features grand living and family rooms both with impressive fireplaces and gorgeous water views on three sides, a spacious cook's kitchen, dining area and a primary suite with two walk-in closets, luxurious bathroom and incredible water views. The second floor features five bedrooms, two full bathrooms and a water view balcony. The outdoor living spaces are equally impressive, with a sprawling backyard and patio areas providing ample space for relaxation. A two-bedroom guest house with deck is available for overflow guests. With its incomparable location, fabulous amenities, and stunning water views, this waterfront estate on Cape Cod is truly a once-in-a-lifetime opportunity to enjoy your own piece of paradise. Osterville offers beautiful beaches and landmark oceanfront estates and with its peninsular location and ample waterways, it's a boater's dream. Home to the exclusive Oyster Harbors Club and Wianno Golf Club, it's also ideal for the dedicated golfer. Spend the day sunning and swimming at Dowses Beach, then explore Osterville's quaint yet sophisticated downtown, full of great shops and charming restaurants.

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