Upper Cape Homes with a Guest House

Find homes for sale with a guest house in the Upper Cape towns of Bourne, Falmouth, Mashpee & Sandwich MA. 

Cape Cod Homes with a Guest House

Give Ermine Lovell Real Estate a call at 508-548-0703 or contact us online with any questions or if you'd like to see any of these properties in person.

10 Bay Road Yarmouth MA 02673

Yarmouth, MA10 Bay Road

Price$2,100,000

Est. Mortgage: $/month

Open House

MLS Number 22401521

  • Residential
  • Next Open House: Sun 04/21 12:00 pm. to 2:00 pm.
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,322

Discover the relaxed, coastal lifestyle of this meticulously maintained, completely renovated home with sweeping views of Lewis Bay across the street from your deeded beach rights at Wimbledon Shores Beach. Being offered fully furnished and accessorized, all interiors & soft goods were designed by noted Interior Designer Karen Booream, which elevates this property to a new level of coastal luxury while preserving it's coveted Cape Cod charm. The kitchen with pantry & granite countertops, opens to the water view dining room and spacious family room with cathedral ceiling.Distinctive, maple floors, abundant bead board paneling, crown moldings & numerous recessed lights create exquisite beachside living. The perfect setting for making memories, this property boasts a lovely, 480 sq ft ensuite guest house and/or private office area. It is fully equipped and includes a Trane, FHA furnace, central A/C, a plush full bath with Blue Pearl Granite vanity & shower with seat. The spacious screened porch opens to the sprawling backyard, which provides an ideal setting for outdoor gatherings and recreation.(see 'More') Directly in front of this beach, yacht club committee boats often set up their starting line for weekly sailboat races and annual regattas to take advantage of the prevailing SW winds. The annual Fourth of July Fireworks is displayed from a barge directly in front of this area. This home is also perfectly situated to view the main entrance channel from Nantucket Sound so that all the yachts, large island ferries, and fishing boats provide varied entertainment year round. The Wimbledon Shores Beach is staffed by a lifeguard from Memorial Day through August each summer.

Listed by Marchildon Hagopian Team and Lee Marchildon of Kinlin Grover Compass

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$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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200 N Bay Road Barnstable MA 02655

Barnstable, MA200 N Bay Road

Price$8,100,000

Est. Mortgage: $/month

MLS Number 22401476

  • Residential
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 3,877
  • Parking Spaces 4

Envision your forever estate on the private, gated island of Oyster Harbors. This elevated 1.31-acre parcel offers the perfect canvas for your dream home. An iconic Royal Barry Wills 3,877 square foot home is currently sited, but expansion or a new home, pool, and guest house are all within reach. Facing the southwesterly trade winds, and the setting sun, this location affords more than 180-degree views in nearly every corner of this estate. The private deep-water dock with ample space for almost any vessel allows you to enjoy the convenience of reaching Edgartown for breakfast in under 20 minutes. Step out of your own Mediterranean style 'beach club' and watch your ship come in, embracing the ultimate waterfront lifestyle.

Listed by Zenas Crocker of LandVest,Inc.

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$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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14 Trinity Cove Road Harwich MA 02671

Harwich, MA14 Trinity Cove Road

Price$3,100,000

Est. Mortgage: $/month

MLS Number 22401396

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

WATERFRONT. DEEPWATER DOCK. DEVELOPMENT POTENTIAL, Sail or power to Nantucket Sound from your private, licensed deep water dock with 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 may accommodate multiple craft including a 30+ 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.

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

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%
$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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12-13 Shell Lane Wareham MA 02571

Wareham, MA12-13 Shell Lane

Price$3,199,000

Est. Mortgage: $/month

Pending

MLS Number 22401056

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

Welcome to your secluded 1+ acre waterfront oasis boasting 100 feet of oceanfront bliss. This property offers a private boater's dream with a newly constructed 38-foot dock with water/electricity and 20,000lb lift, minutes from Cape Cod Canal & Islands. Behold this two-house compound, where luxury meets functionality in perfect harmony. The main house invites you to indulge in waterfront living at its finest, with a sprawling deck offering panoramic views of the serene surroundings. Step inside to discover a bright and airy open-concept layout, with views from every window. The primary suite, comprising three rooms and an en-suite bath, ensures privacy and tranquility, while the second floor boasts generously sized bedrooms and a spacious bonus room, all overlooking the picturesque Onset Beach. A charming 2+ bedroom guest house provides additional comfort or income. For the green thumb enthusiasts, a gardener's paradise awaits at the rear of the property, complete with a new greenhouse designed for year-round cultivation. Experience the ultimate waterfront lifestyle where luxury meets natural beauty.

Listed by James O'Brien and Mike Amaru of Keller Williams Realty

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$
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$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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504 Old Harbor Road Chatham MA 02650

Chatham, MA504 Old Harbor Road

Price$9,800,000

Est. Mortgage: $/month

MLS Number 22400780

  • Residential
  • Bedrooms 8
  • Bathroom 6
  • Square Feet 4,615
  • Parking Spaces 12

''Turntide'' is a spectacular quintessential Cape Cod estate featuring elevated breathtaking panoramic vistas of Chatham Harbor & Atlantic. From this 8 BED/5.5BA mansion you will enjoy unsurpassed sunrises and romantic nights watching the moon rise over the Outer Beach. You will never want to leave. This timeless masterpiece by Architect Edward Sears Read demonstrates the beauty of classic custom architectural moldings and graciously designed living spaces to accommodate every lifestyle. The 2.94 acres of property with sweeping lawn to almost 300 ft of private sandy beach, offers endless possibilities for a pool, tennis court, or a guest house to expand this legacy property further...This is a once in a lifetime opportunity to own one of the finest iconic waterfront estates in Chatham. This North Chatham address is nearby Chatham center for dining and shopping, or Shore Rd, Chatham Bars Inn, the Fish Pier and all the best that Chatham has to offer. Location! Location! Location!

Listed by The Nickerson Power Group of Kinlin Grover Compass

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$
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$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1 Nautilus Lane Nantucket MA 02554

Nantucket, MA1 Nautilus Lane

Price$3,900,000

Est. Mortgage: $/month

MLS Number 22400519

  • Residential
  • Bedrooms 8
  • Bathroom 7
  • Square Feet 2,568
  • Town Nantucket

Constructed in 2019, this Nantucket retreat at 1 Nautilus Lane epitomizes summertime living with its prime location just a stone's throw from Surfside Beach, the vibrancy of Amelia Drive, and two miles from the downtown core. With proximity to cycling paths and the Wave Shuttle, this property, featuring both a main house and a charming guest house, offers a flexible and spacious home base, totaling eight well-appointed bedrooms. Flexible use options abound with excellent rental income if desired. Being sold fully furnished with some summer leases in place, contact agent for more details. First Floor The first floor boasts an exquisite open-plan design, inviting an abundance of natural light and seamless transition to al fresco enjoyment. Post-beach relaxation is a breeze with an outdoor shower and a convenient first-floor laundry. The main level is a haven of sophistication, highlighting a beautiful and functional kitchen that flows effortlessly from all spaces - living room to dining room through to the outdoor spaces. Second Floor An en-suite master bedroom with high ceiling and two additional bedrooms share a full bathroom. Great natural light warms this entire floor. Basement The lower level is dedicated to entertainment with a bunk room, an additional bedroom, and both a powder room and full bath. Other Structures New shed 2022.

Listed by J. Brent Tartamella of Fisher Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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27 Ocean Bluff Drive Mashpee MA 02649

Mashpee, MA27 Ocean Bluff Drive

Price$8,795,000

Est. Mortgage: $/month

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

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$
%
$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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42 Wilmas Way Harwich MA 02645

Harwich, MA42 Wilmas Way

Price$999,000

Est. Mortgage: $/month

Pending

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

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$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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350 Commercial Street Provincetown MA 02657

Provincetown, MA350 Commercial Street

Price$2,195,000

Est. Mortgage: $/month

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

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$
%
$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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264 Route 6a Sandwich MA 02537

Sandwich, MA264 Route 6a

Price$1,695,000

Est. Mortgage: $/month

Pending

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

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$
%
$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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354 Mistic Drive Barnstable MA 02648

Barnstable, MA354 Mistic Drive

Price$5,995,000

Est. Mortgage: $/month

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

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$
%
$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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96 Moorings Road Marion MA 02738

Marion, MA96 Moorings Road

Price$9,750,000

Est. Mortgage: $/month

MLS Number 22303575

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

The opportunity of a lifetime awaits! With an exceptional new price that surpasses any other options available in the marketplace, this remarkable waterfront compound is now more enticing than ever before! Positioned on the western shore of Converse Point, the shoreline and meticulously manicured grounds are protected by a 450-foot seawall, ensuring privacy and security. Revel in the splendor of sunset views & gentle summer breezes. Enjoy gatherings on the expansive lawn surrounded by the intoxicating scent of rosa rugosa and the vibrant hues of hydrangea. Whether you're enjoying a quiet morning coffee on the porch, tending to the raised garden beds or hosting a lavish soiree on the lawn, the scenery provides a picturesque backdrop to every moment. Steeped in history and masterfully renovated to the studs this shingle-style home stands as a testament to architectural brilliance and endurance. Guest house constructed 2021. The private enclave offers beach, dock, moorings & tennis.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 7.1% last updated on Apr 18, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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broker reciprocity The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than Ermine Lovell Real Estate, LLC are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor Ermine Lovell Real Estate, LLC shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

This site was last updated April 21, 2024 9:51 AM EDT. All properties are subject to prior sale, changes, or withdrawal.

Ermine Lovell Real Estate, LLC has chosen to display only certain towns and/or types or styles of properties. This site may not show all listings that are available through the Cape Cod & Islands Multiple Listing Service, Inc.