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Cape Cod Homes with a Guest House

Browse listings for homes with a guest house on the Cape. You may also be interested in viewing multigenerational homes.

Find Cape Cod Homes for Sale with a Guest House

Call Beach Realty at 508-888-4998 or contact us online with any questions or to schedule a private tour. 

835 Sea View Barnstable MA 02655

Barnstable, MA835 Sea View Avenue

Price$30,000,000

Est. Mortgage: $/month

MLS Number 22200155

  • Single Family
  • Bathrooms 14
  • Bedrooms 7
  • Year Built 2011
  • Square Feet 15500

Set on Osterville's exclusive Sea View Avenue with commanding views over Nantucket Sound and an unprecedented 280 feet of private sandy beach, a once-in-a-lifetime coastal oasis awaits. Magnificent landscaping sets the stage, with specimen trees and lush plantings that offer total privacy across 3.66 acres. Designed in perfect harmony with its surroundings, virtually every room has ocean views and direct access to the outdoors. A thoughtful layout divides the residence into a main house and attached guest house with a total of 7 en suite bedrooms. Outdoor living is highlighted by a resort-style swimming pool, summer kitchen, and expansive terrace for sunbathing and al fresco dining. Additional amenities include a 5,000-bottle wine cellar, golf simulator, gym, massage room, 7 garage spaces, and a separate staff house. Located in one of New England's most sought-after waterfront communities, this grand estate is minutes away from everything Osterville has to offer, yet a world apart.

Listed by Paul E Grover of Berkshire Hathaway HomeServices Robert Paul Properties

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$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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58 Oyster Pond Falmouth MA 02540

Falmouth, MA58 Oyster Pond Road

Price$825,000

Est. Mortgage: $/month

Pending

MLS Number 22200017

  • Single Family
  • Bathrooms 2
  • Bedrooms 3
  • Year Built 1979
  • Square Feet 1224

This unique property features a main house, a guest house and a tree house for fun. It is in a great location in Quissett, near the bike path, beach, Spohr Gardens and the Knob. Take a quick bike ride on the Shining Sea Bike Path to Woods Hole for lunch or to Falmouth village to shop. Stroll to the beach and relax for the day. The house location entitles membership to the private Quissett Beach. The main house appears to be a Cape, but the interior has a more contemporary feel with an open floor plan, beamed ceilings and sky lights. The first floor consists of a kitchen and dining area open to the main living area, 2 bedrooms and a full bath. Another bedroom is on the second floor with a loft sitting area or office area. There is a full walk-out basement that could also be finished for additional living space,]. Enjoy outdoor living on the oversized deck. A walkway from the deck leads to the guest house that consists of a living area, 2 rooms, a loft, and half bath. There is also an outdoor shower, which is a must on the Cape The wooded lot lends privacy to the property. The square footage does not include the guest house or walk-out basement. A must see!

Listed by Sue G Gregory of Kinlin Grover Compass

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$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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58 Oyster Pond Road Falmouth MA 02540
Under Agreement

MLS Number 72930604

  • Single Family Detached
  • Bathrooms 2
  • Bedrooms 3
  • Square Feet 1224

This unique property features a main house, a guest house and a tree house for fun. It is in a great location in Quissett, near the bike path, beach, Spohr Gardens and the Knob. Take a quick bike ride on the Shining Sea Bike Path to Woods Hole for lunch or to Falmouth village to shop. Stroll to the beach and relax for the day. The house location entitles membership to the private Quissett Beach. The main house appears to be a Cape, but the interior has a more contemporary feel with an open floor plan, beamed ceilings and sky lights. The 1st floor consists of a kitchen and dining area open to the main living area, 2 bedrooms and a full bath. Another bedroom is on the second floor w/ a loft sitting area or office area. There is a full walk-out basement that could also be finished for additional living space. Enjoy outdoor living on the oversized deck and outdoor shower. A walkway from the deck leads to the guest house that consists of a living area, 2 rooms, loft, and half bath.

Listed by Sue Gregory of Kinlin Grover Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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87 Beach Orleans MA 02653

Orleans, MA87 Beach Road

Price$12,000,000

Est. Mortgage: $/month

MLS Number 22107060

  • Single Family
  • Bathrooms 10
  • Bedrooms 9
  • Year Built 1999
  • Square Feet 11657

Located just over the hill from world renowned Nauset Beach in the village of East Orleans, Cape Cod, Massachusetts, USA is ''87 Beach Road '' A true Cape Cod Estate with over 10 acres of manicured grounds. The main residence - 11,657 square feet of living space, 21 rooms, 9 bedrooms, 9 full baths, and one-half bath. No cost was spared in the design and construction of ''87 Beach Road ''with only the finest of materials and craftsmen used. The residence offers numerous amenities - in-home office with hide-away secret closet, wine cellar, sauna, 2 lane bowling alley, home theater, gym, music room, study, wet bars, custom kitchens, multi fireplaces, numerous custom built-ins. The estate has a 4-car garage with loft, art studio, pool house and custom pool, greenhouse, 4 stall barn with loft, 1 bedroom guest house, scenic pond, tennis courts, basketball court, volleyball court, horseshoe pit, walking trails and gated entry. A completely self-contained estate located in East Orleans, Cape Cod, Massachusetts, USA

Listed by Pothier/Leonard LUXRECapeCod of Gibson Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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128 Starboard Barnstable MA 02655

Barnstable, MA128 Starboard Lane

Price$3,850,000

Est. Mortgage: $/month

MLS Number 22107063

  • Single Family
  • Bathrooms 6
  • Bedrooms 4
  • Year Built 1949
  • Square Feet 3322

This is a rare opportunity to purchase an Osterville waterfront compound that ambles along the river and is gently nestled into one of the most beautiful natural settings on Cape Cod. Watch swans nest, ducks swim and herons fly while enjoying indoor /outdoor living on over 2.5 acres. This Osterville home enjoys gracious rooms with beautiful views all on one level. The one bedroom guest house (480 sq. ft.) called 'The Crow's Nest', is its own charming get-away with a private bath, a mini kitchen and beautiful water views. The post & beam barn, known as, 'The Perch' was built as a separate office/gym on the grounds. It includes a great room with a wood burning stove and on the lower level a full bath, exercise room and service bar.128 Starboard Lane is a gardener's dream when it comes to life in the spring. The Meadow in bloom is breathtaking and the Rhododendrons lining the driveway are ablaze with color.The apple orchard is amazing along with the courtyard and outdoor spaces all with their own special gardens.Don't miss this special, one-of-a-kind opportunity to buy the perfect legacy property in Osterville!

Listed by Gene Orloff of Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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87 Beach Road Orleans MA 02653

Orleans, MA87 Beach Road

Price$12,000,000

Est. Mortgage: $/month

MLS Number 72925675

  • Single Family Detached
  • Bathrooms 10
  • Bedrooms 9
  • Square Feet 11657

Located just over the hill from world renowned Nauset Beach in the village of East Orleans, on Cape Cod, Massachusetts, is 87 Beach Road. A true Cape Cod estate with over 10 acres of manicured grounds. The main residence offers 11,657 square feet of living space, 21 rooms, 9 bedrooms, 9 full baths, and one-half bath. No cost was spared in the design and construction of 87 Beach Road with only the finest of materials and craftsmen used. The residence offers numerous amenities - in-home office with hide-away secret closet, wine cellar, sauna, 2-lane bowling alley, home theater, gym, music room, study, wet bars, custom kitchens, multi fireplaces, numerous custom built-ins. The estate has a 4-car garage with loft, art studio, pool house and custom pool, greenhouse, 4 stall barn with loft, 1 bedroom guest house, scenic pond, tennis courts, basketball court, volleyball court, horseshoe pit, walking trails and gated entry. A completely self-contained estate.

Listed by Brian Pothier and Matthew Leonard of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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7 Academy Road Sandwich MA 02563

Sandwich, MA7 Academy Road

Price$1,795,000

Est. Mortgage: $/month

Under Agreement

MLS Number 72918984

  • Single Family Detached
  • Bathrooms 3
  • Bedrooms 3
  • Square Feet 2798

Referred to as 'Grove Hill' this nearly 4 acre estate lot offers privacy while being located in Historic Sandwich Village. The 2,798 square foot 3 bedroom 2-1/2 bath home has an attached 3 bay garage with 1,000 square foot unfinished bonus room above with 18-1/2 foot cathedral ceiling. There is currently a building permit for a one bedroom accessory guest house and a second primary dwelling on the property. The grounds are nicely landscaped with a variety of plantings in addition to the native black locust, honey locust, and Norway Maples. Greeting you on the way to the main house is the original ticket booth from the Dexter Grist Mill built in 1959. Other outdoor features include a brick farmers porch in front, a large brick patio in the rear yard, a 9' diameter hand carved granite fire pit and an illuminated remote seating area. A brick wood burning fireplace is centrally located in the open concept first floor. First floor laundry, mud room, pantry, and Primary bedroom suite.

Listed by Jerry Chambers and Paula Chambers of Sand Dollar Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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7 Academy Sandwich MA 02563

Sandwich, MA7 Academy Road

Price$1,795,000

Est. Mortgage: $/month

MLS Number 22106743

  • Single Family
  • Bathrooms 3
  • Bedrooms 3
  • Year Built 2015
  • Square Feet 2798

Referred to as 'Grove Hill' this nearly 4 acre estate lot offers privacy while being located in Historic Sandwich Village. The 2,798 square foot 3 bedroom 2-1/2 bath home has an attached 3 bay garage with 1,000 square foot unfinished bonus room above with 18-1/2 foot cathedral ceiling. There is currently a building permit for a one bedroom accessory guest house and a second primary dwelling on the property. The grounds are nicely landscaped with a variety of plantings in addition to the native black locust, honey locust, and Norway Maples. Greeting you on the way to the main house is the original ticket booth from the Dexter Grist Mill built in 1959. Other outdoor features include a brick farmers porch in front, a large brick patio in the rear yard, a 9' diameter hand carved granite fire pit and an illuminated remote seating area. A brick wood burning fireplace is centrally located in the open concept first floor. First floor laundry, mud room, pantry, and Primary bedroom suite. 2x6 construction, 3/4" Advantech subfloors with reclaimed 1x8 nail grade heart pine flooring throughout. Mahogany four panel doors with Oil rubbed bronze hardware on first floor and solid 4 panel doors with ORB hardware on second floor. Andersen A Series windows and doors Long leaf pine beams Cataumet Sawmill custom 9'x 4' x2"wood island countertop Led lighting All exterior trim is Azek which will not rot crack, split, or allow paint to blister or crack. Copper flashing on exterior Granite steps Genuine Sandwich Lantern Onion lights Leaf Guard gutters and downspouts Porcelain tile in mud room laundry and bathrooms. Honed Jet Mist granite tops in kitchen and laundry and marble tops in Primary bath and pantry. Kohler 6' x 42" Airbath soaking tub with chroma-therapy in primary bath. One piece Kohler vanity tops in half and second floor bathrooms. 30 yr. Certainteed Landmark roof shingles Maibec Select Predipped 2 Coat Seacoast 204 white cedar shingle siding. Custom size Lucigold forever Aluminum powder coated forever bulkhead with hydraulic assist. 22.5kw natural gas whole house generator

Listed by Jerry V Chambers and Paula Chambers of Sand Dollar Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

34 & 52 Caillouet Barnstable MA 02655

Barnstable, MA34 & 52 Caillouet Lane

Price$14,500,000

Est. Mortgage: $/month

MLS Number 22106688

  • Single Family
  • Bathrooms 9
  • Bedrooms 8
  • Year Built 1967
  • Square Feet 8230

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 and Tom P Foley of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

251 Green Dunes Barnstable MA 02647

Barnstable, MA251 Green Dunes Drive

Price$18,300,000

Est. Mortgage: $/month

MLS Number 22106436

  • Single Family
  • Bathrooms 11
  • Bedrooms 8
  • Year Built 1995
  • Square Feet 9678

This is the ultimate Cape Cod luxurious private gated compound. Vibrant rolling lawns contrast with rare Cape Cod heathlands. An unprecedented 2600ft of sandy beach frontage on Nantucket sound and tidal pools of Halls Creek. This Bertman designed home with porte-cochere, rotunda and 4-story tower portend exceptional construction, attention to detail and opulent interior. The focal point is the great room w 20' wall of windows, southern exposure and unending views. Adjacent is the dining room and chefs kitchen with glistening water views, blue granite & impressive oval waterfront breakfast area. Off the kitchen is the secluded family room. The west wing has 2 large ensuite bedrooms w walls of glass. Next is your Private Luxury Waterfront Spa with three walls of glass, huge pool, sauna, full bath and private gym. Up the grand staircase are 2 more ensuite bedrooms w private balconies. The primary bedroom wing has open sitting area and office. A pair of doors access the private inner sanctuary with opulent mesmerizing Waterfront View's from an oval wall of glass. Huge closets, built-ins and a lavish bath. Continued... Opposite the cobblestone courtyard is the original 1920s secluded waterfront carriage house with huge private backyard. Originally for horses it has been thoughtfully converted to 6 car garage with 3 bedroom 2 bath guest house and caretakers quarters. All with amazing waterfront views. This lovingly maintained estate represents a unique opportunity to acquire a truly inspirational generational home. Information deemed to be accurate, buyers/buyers agents to confirm all information hearin.

Listed by Jonathan A Matel of William Raveis RE & Home Serv.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

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 Beach Realty Cape Cod are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor Beach Realty Cape Cod shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

This site was last updated January 16, 2022. All properties are subject to prior sale, changes, or withdrawal.

Beach Realty Cape Cod 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.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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