Discover Your Cape Cod

Cape Cod Homes with a Guest House

Cape Cod MA Home with Guest HouseFind homes with guest houses for sale on Cape Cod. Let your family and friends enjoy the Cape as much as you do, and still have plenty of privacy for yourself with one of these properties. View the latest listings for properties with a guest house below in Barnstable, Dennis, Yarmouth, and beyond. You may also be interested in viewing multi family homes.

Search Cape Cod Homes with a Guest House for Sale

Contact ERA Cape Real Estate with any questions or to schedule a private showing. 

Save time! Join now (it’s free) to keep track of your favorite listings and we'll email you when new properties match your criteria.

35 Pleasant Street Barnstable MA 02601

MLS Number 72872093

  • Single Family Detached
  • Bathroom 3
  • Rooms 10
  • Bedrooms 7
  • Acreage 0.27

Last of the Sea Captains homes on Sea Captains Row in Hyannis 2 blocks from the water! Could be used as a single family, multi, ( has 3 rented rooms plus a guest house), or commercial use. Adjacent to The Sea Captains Row condo/ apartment complex. Guest house was formerly a stable and has been left in tact and houses a collection of town related artifacts. Properties like this don't come up often! Easy walk to the harbor and ferries!

Listed by Randall Ross of KAM Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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

116 Old Wharf Road Chatham MA 02650

Chatham, MA116 Old Wharf Road

Price$10,500,000

Est. Mortgage: $/month

MLS Number 72857380

  • Single Family Detached
  • Village North Chatham
  • Bathroom 4
  • Rooms 9
  • Bedrooms 5

North Chatham Estate with Private sandy beach - The Red Tavern (c.1780), a landmark waterfront estate, is now available for purchase for just the 12th time in 240+ years. Since the end of the Revolutionary War, this property has been an enduring sentinel since it was first built overlooking North Chatham's Old Harbor, the town's first and most important harbor. Meticulously restored and maintained, the 4 bedroom, 3 1/2 bath Federal style home has successfully melded many historic elements with the expected amenities of today. The detached horse barn has been restored and converted into a warm and most charming 3 bedroom, 2 bath Guest house, ideal for family and friends. With seaside landscaping providing exceptional privacy, the elevated panoramic views of Chatham Harbor, North Beach, and Atlantic Ocean are breathtaking. A raised boardwalk leads to your private sandy beach. Offered furnished, this important and historic property awaits the stewardship of the next discerning owner

Listed by David Doherty of Kinlin Grover Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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

371 Route 6A Sandwich MA 02537

MLS Number 72836636

  • Single Family Detached
  • Bathroom 3
  • Rooms 8
  • Bedrooms 4
  • Acreage 1.38

Here is a wonderful opportunity to own a charming antique home on historic 6A in East Sandwich. This unique home features, a country kitchen with beamed ceiling and built-ins, a family room which leads to a screened porch overlooking the lovely grounds, dining room with fireplace, living room with fireplace, home office, den, wide pine floors throughout, four bedrooms, three full baths, two story barn currently used as a retail shop, chicken coop, workshop, in-ground pool, and a two bedroom detached guest house. Newer Boiler, new oil tank and new electric panel in main house. Close proximity to beaches, marinas, bike trails, hiking trails, schools, and shops. Information herein deemed reliable but not guaranteed. Buyers/Agents to verify.

Listed by Michele Hopkins of Kinlin Grover Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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

86 & 90 Freeman Lane Orleans MA 02653

Orleans, MA86 & 90 Freeman Lane

Price$3,995,000

Est. Mortgage: $/month

MLS Number 72817412

  • Single Family Detached
  • Bathroom 5
  • Rooms 9
  • Bedrooms 4
  • Acreage 1.8

Spectacular Snow Point Location. One of the most breathtaking parcels of waterfront land left on Cape Cod. Rare offering encompassing a charming 4 br 4 1/2 bath home with a large bonus space in a finished walkout lower level. 180 degree unobstructed views from most rooms. Property includes abutting lot (90 Freeman) totaling 1.8 acres with 460 feet of salt water frontage. 90 Freeman has already been perc tested and has a buildable envelope. One can renovate existing house at 86 Freeman and build a pool, guest house, etc. on 90 Freeman per conservation & health dept. approvals or rebuild a larger compound including 90 Freeman lot. The options are many! Steps down to the water's edge where you can moor your boat with access to Nauset Harbor and Nauset Beach. Also you can Kayak or paddle board and explore the Cove and Harbor. Deeded rights to pristine Snow Point Assoc. private beach. Please note abutting lots (10 & 12 Causeway) are also for sale.

Listed by Alberti Team of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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

46 Little Beach Road Chatham MA 02633

Chatham, MA46 Little Beach Road

Price$849,000

Est. Mortgage: $/month

MLS Number 72799427

  • Single Family Detached
  • Bathroom 1
  • Rooms 3
  • Bedrooms 1
  • Acreage 0.16

Bask in sweeping ocean views and salty sea breezes from this quintessential beachside one bedroom cottage with loft. Located in the private, sought-after beach enclave of Morris Island, this property can be enjoyed as offered or be the ultimate setting for a new home with glorious water views and beach access. Take a short stroll to town or simply relax while enjoying breathtaking sunrises and sunsets from the waterside deck. This offering can be the perfect guest house for #47 or #53 Little Beach Road or purchase all three properties to create an unrivaled seaside compound. Approved architectural plans to convey with sale.

Listed by Paul E. Grover and Team Guthrie - Mabile of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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

333 Seapuit Road Barnstable MA 02655

MLS Number 72778964

  • Single Family Detached
  • Bathroom 4
  • Rooms 11
  • Bedrooms 6
  • Acreage 3.7

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 3.5 acres creating an unmatched setting for extraordinary living. Surrounded by captivating water views, this remarkable property offers a rare opportunity for complete seclusion 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, rolling lawns, lush gardens, and swimming pool. This exquisite offering presents a unique opportunity to create an unrivaled generational compound. Please note that an adjoining 4.01 acre parcel with deep water dock is available for purchase.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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

167 Bridge Street Dennis MA 02641

Dennis, MA167 Bridge Street

Price$3,995,000

Est. Mortgage: $/month

MLS Number 72758348

  • Single Family Detached
  • Bathroom 10
  • Rooms 19
  • Bedrooms 10
  • Acreage 1.18

A spectacular compound located on desirable Sesuit Neck in East Dennis. Originally known as the Captain Jonathan Howes House, the estate consists of three dwellings on over an acre of professionally landscaped grounds with a heated saltwater pool and outdoor entertaining areas. The estate has been completely renovated from the ground up while preserving the essence of the original structures. The main home features seven bedrooms and seven baths and was redesigned to suit contemporary tastes including large open spaces, a chef's kitchen, raised ceilings, whole-house sound and smart lighting system. There are four fireplaces and reclaimed schoolhouse oak floors. The two bedroom separate guest house has an open floor plan with a professional kitchen, a great room, den, two bathrooms and laundry. The main floor is finished with white nickel gap paneling and features walnut hardwood floors throughout. The third dwelling is a studio with a vaulted ceiling, kitchenette and bathroom.

Listed by Patrick J. Foran of Foran Realty, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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

27 Ocean Bluff Drive Mashpee MA 02649

MLS Number 72718937

  • Single Family Detached
  • Bathroom 8
  • Rooms 12
  • Bedrooms 6
  • Acreage 0.82

Set against the serene backdrop of panoramic Nantucket Sound views, this stunning beachfront property boasts a beautiful sandy beach, pool, and lovely guest house. Elegant and sleek, the home is prominently sited on one of the larger lots in ''The Bluff'' and effortlessly showcases dramatic water views from nearly every thoughtfully designed room. Highlights include spacious gourmet kitchen, open concept living and dining rooms, entertainment room, waterside master suite, three nicely appointed guest bedrooms, separate two-bedroom guest house, and finished lower level. Outdoor amenities include expansive wrap around decks, firepit, outdoor kitchen, pool, and beautifully manicured grounds. A perfect spot to entertain or to simply relax, this incredible property is located in close proximity to the New Seabury Country Club, Mashpee Commons, and South Cape Beach.

Listed by Paul E. Grover and Debra Caney of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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

134 Shore Drive West Mashpee MA 02649

MLS Number 72614843

  • Single Family Detached
  • Bathroom 6
  • Rooms 12
  • Bedrooms 5
  • Acreage 0.79

GLITTERING blues and emerald greens as far as the eye can see. An oceanfront gem with sweeping views of Nantucket Sound from Hyannis Port to Martha's Vineyard, and overlooking the magnificent greens of New Seabury's Ocean Course-the ''Pebble Beach of the East.'' Privately set at southerly tip of exclusive Seaside village, this coastal home is dramatic and luxurious yet comfortable and relaxed. Walls of glass offer vast vistas of azure ocean, verdant greens and technicolor sunsets. The spectacular open floor plan provides a perfect setting for family living and high-end entertaining, while a fully equipped guest house offers private quarters for friends and family. The heated gunite pool and spa are perfection after a day on the links or at your private beach on Nantucket Sound. A short walk to the Country Club at New Seabury and close to highways, shopping, restaurants, and world-class destinations, this beachfront estate is resort living at its best.

Listed by Paul E. Grover and Frances Schofield of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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

227 Bridge Street Barnstable MA 02655

MLS Number 72527195

  • Single Family Detached
  • Bathroom 7
  • Rooms 10
  • Bedrooms 9
  • Acreage 3.73

Four distinctive dwellings set on 2 separate lots (198-1.28 ac & 227-2.45 ac) have provided the platform for many get togethers, both formal & informal, but more often than not have been the backdrop to the quiet serenity & immeasurable beauty this unique waterfront oasis has to offer. Imagine the splendor of a life lived as a steward of the harbor. This timeless family estate on Little Island in Osterville is set on nearly 4 acres & includes 2 deep water docks, a granite deep water ramp, 2 deep large boat slips, 2 sandy beaches, 6 bedroom main house, 2 bedroom guest house, studio apartment & fully applianced refurbished oyster shanty with loft.From the properties vantage point, at the head of the inlet, watch as boats of varying shapes & sizes parade in & out of West Bay. The current stewards of this estate have welcomed many seafarers to their docks to tie up and share refreshments in the shanty or on the beach with them while they awaited the rise of the drawbridge into North Bay.

Listed by Liz Bone Team, Elizabeth Bone and Kristin J. Coppola of South Shore Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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

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.