Cape Cod MA Homes with Guest House

Scroll down to find current homes with a guest house for sale in the Greater Cape Cod, MA area. Discover a variety of beautiful properties in towns like Truro, Eastham, Wellfleet, and many others. Remember to register with us to save your favorite listings and for email notifications when similar properties are posted. Already have an account with us? Log in!

Cape Cod Homes with a Guest House for Sale

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43 Morris Island Road Chatham MA 02633

Chatham, MA43 Morris Island Road

Price$13,600,000

Est. Mortgage: $/month

MLS Number 22202441

  • Residential
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 5,861
  • Parking Spaces 2

Just a 1/2 mile from charming downtown Chatham lies a spectacular estate at 43 Morris Island Rd. Overlooking the Atlantic Ocean, this compound sits 23 feet above sea level with commanding, unobstructed views of the Atlantic Ocean. There are over 1.6 acres of manicured lawn and landscaping plus acres of sand dunes making this the best of Cape Cod beachfront living. The main house has over 5,100 square feet and was designed by renowned architect Kent Duckham. There are expansive views of Lighthouse Beach, North Beach, and the ocean from every room on the first and second levels. Upstairs there is a special sitting room and balcony to enjoy the ever-changing landscapes. The second level also includes a 440 sq. ft. light-filled art/studio with great views of Chatham Light to the north and Monomoy island to the south. In the lower level, there is a 1,000 bottle wine cellar, a theater, and a gym. In addition, there is a sweet gem of a guest house, just steps from the main residence.

Listed by Jeffrey S Marcus of Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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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168 Shore Road North Truro MA 02652

North Truro, MA168 Shore Road

Price$929,000

Est. Mortgage: $/month

MLS Number 22202435

  • Condo
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 2,040
  • Parking Spaces 2

You'll be amazed with the water views from both floors of this spacious townhome style condominium in North Truro. Perched high on the water-side of Shore Road with deeded access to several hundred feet of beachfront is where you'll find this 2000 square-foot home providing two bedrooms, two full baths, an office/den, plenty of space to entertain and two decks both with postcard Bay views. The first floor welcomes you into a spacious living room with a beamed ceiling, masonry propane fireplace and a bow window with views. The separate dining room has built-ins and a slider leading to a private deck with views of the Provincetown harbor and Monument. The kitchen is open to the dining room and is designed for those who like to cook and/or entertain. It has a dining peninsula, plenty of counter space and lots of cabinetry and even gives you a peek of the water! Also on this level is a well sized guest bedroom with en suite. There is also a separate office/ den ideal for a workout area as well. Up the open staircase is the primary bedroom which takes up the entire second level. The room is bright and airy, with its cathedral ceilings and walls of glass taking in breathtaking views. A slider leads to a wraparound deck with western exposure. From here you'll see the harbor, the holiday lights on the Monument and holiday fireworks. The primary has a walk-in closet/dressing room along with a recently renovated en suite with a washer and dryer. This home has two car parking and is part of a well-run association. Its location provides beach access, a bike ride to the Truro center eateries and a quick ride to Provincetown center. Pets are welcome for owners and rentals are permitted as well. (Note: The condo fee includes propane, water, electric and rubbish removal in-season: mid April through mid-November. Off-season, if occupied year round, this unit pays their own usage of propane, water, electric and rubbish removal . This unit has applied for year-round occupancy and anticipates approval by the Town soon. The unit is currently occupied throughout the year as the Manager's unit.)

Listed by Mike Minore of Coldwell Banker Pat Shultz R E

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$
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$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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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112 Sturbridge Way Brewster MA 02631

Brewster, MA112 Sturbridge Way

Price$585,000

Est. Mortgage: $/month

MLS Number 22202388

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,368
  • Village Brewster

This is your opportunity to own a well-cared for home in Brewster. The ranch style home includes the addition of a family room with vaulted ceilings, copious large windows allowing the sunlight to pour in, making it the perfect spot to entertain guests & family. Just outside the family room step onto the deck, perfect for grilling or enjoying your early morning coffee! Hardwood floors are present throughout the home and both bathrooms have been tastefully updated as well as the kitchen, which includes granite counters and new cabinets. The living room is accentuated by a wood burning fireplace. There is a full, walk-out basement, ready to store your belongings, or perhaps, finish it off for some bonus space. When the addition was done in 2012, the owners took the opportunity to update the roof and install a new electric panel. . Bring your kayak or paddle board to soak up the sun with access to Round Pond across the street, or head over to nearby Slough Pond or Paine's Creek Beach. Take advantage of your opportunity to call 112 Sturbridge Way home this summer!

Listed by Michael W Leighton of Leighton Realty

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$
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$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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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39 Sparrowhawk Road Orleans MA 02653

Orleans, MA39 Sparrowhawk Road

Price$2,000,000

Est. Mortgage: $/month

MLS Number 22202351

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 3,067
  • Village Orleans

Water views and private association beach in coveted Pochet Association. Sited on over an acre of land, this three bedroom home is waiting for your personal touch. The expansive first floor encompasses a large family room with wood burning fireplace, spacious kitchen, laundry room, guest bath, formal living room with built ins, primary en suite with walk in closet and a formal dining room which would be ideal for a home office.The second floor has two spacious bedrooms with a full Jack and Jill bath. Above the garage there is another finished room (sans heat) which would serve well for overflow guests, a home gym or playroom.There are hardwood floors throughout and the home was built and occupied by the original owners. Spend lazy days on the screened in porch or spread out in the large back yard overlooking Little Pleasant Bay/Pochet Inlet.Just a short stroll to private association beach on the Atlantic Ocean.Six of the photos are virtually staged.

Listed by Daneen Law of Gibson Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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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34 Cockle Cove Ridge Road Chatham MA 02633

MLS Number 22202173

  • Condo
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,078
  • Parking Spaces 2

Cockle Cove Ridge is a peaceful, beautifully manicured complex of 20 units. There are 5 units in each building which makes your unit quiet and private. It is tucked away ,high on a hill ,surrounded by green lawns, towering trees and flowering hydrangeas. The townhouse style units allow you to have your own entrance. Each unit has multiple windows allowing for natural light. The views out the window are of green lawns, trees and flowers. You have an eat in kitchen with a slider to a private patio. It is enclosed so you have an intimate , personal and private feeling. The hardwood floors throughout make the unit easy to maintain. Two bedrooms and 1 and a half baths make it comfortable for owners and their guests. Cockle Cove Rd. is around the corner. This road leads to the beautiful Cockle Cove conservation and beach. area This location is convenient to South Chatham beaches and dining. West Chatham shopping and restaurants. These units do not come on the market often. Most owners have been enjoying their units for many years. If you love the seaside town of Chatham and the wonderful lifestyle it offers ,this unit is for you. Make Chatham part of your life!

Listed by Barbara Carroll-Horne of Gibson Sotheby's International Realty

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%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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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33 West Road Orleans MA 02653

Orleans, MA33 West Road

Price$435,000

Est. Mortgage: $/month

MLS Number 22202289

  • Condo
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,115
  • Parking Spaces 2

Welcome to Landings Edge! Enjoy the easy flow of this condo from the spacious living room with gas fireplace to the dining and kitchen area. Sliders off the kitchen lead to a spacious private deck for BBQ and outdoor entertaining. This nicely updated condo unit has a newer kitchen with lots of storage and workspace. Both bathrooms have also been updated with beautiful tiled showers. Both master bedroom (1st Floor) and second bedroom (2nd Floor) have walk in closets and private baths. Primary bedroom has sliders to the backyard. A balcony at the top of the stairs would make nice office area or hobby space. A finished basement with multiple storage areas and laundry/utility room (with AprilAire unit) would make a nice guest overflow area or rec room. Hot water gas heat on first floor, electric baseboard heat on second floor and in the basement. New Boiler in 2020. Convenient in town location close to shopping, restaurants and the rail trail.

Listed by Mike Donovan of Wilkinson & Associates R E

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$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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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111 Far Fields Road Brewster MA 02631

Brewster, MA111 Far Fields Road

Price$715,000

Est. Mortgage: $/month

Pending

MLS Number 22202270

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,772
  • Parking Spaces 4

Welcome to Far Fields! A treasured community of Custom-Built homes by John McShane of Osterville. Original construction began in 1996, 111 Far Fields is a Contemporary Cape/Ranch Style home. All one floor living! A Fieldstone Entry Foyer welcomes you into this Center-Entrance home. To the left is lovely Living Room with gleaming Hardwood Oak floor. To the right of the Entry are 2 Guest Bedrooms and Guest Bath. Since the carpeting has been removed, the Sellers are offering a $500 credit at Closing for flooring of Buyer's choice. As you proceed down the Center Hallway, you'll enter the Great Room with Cathedral Ceiling, gleaming Hardwood Floors, Skylight, Wood Burning Fireplace and Entry onto the Deck and Yard. The Great Room is open into a beautiful Hardwood Dining Area which in turn opens into the Tiled Floor Kitchen. This floor plan was popular since the Master Bedroom and Private Bath are on the opposite end of the home, affording great privacy when family & friends visit. The walk-out Basement is Huge! A large 2-car garage provides direct entry into the home. The homesite is well-treed and private ... and SO important ... access to the Bike Path is just few steps away!

Listed by Nina Tobin of Kinlin Grover Compass

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$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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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275 Sea Gull Lane Eastham MA 02642

Eastham, MA275 Sea Gull Lane

Price$699,000

Est. Mortgage: $/month

Pending

MLS Number 22202309

  • Residential
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 1,652
  • Village Eastham

Finally a house that has everything you need! Close to the beach, well maintained, 4 bedrooms, 2 baths, oversized garage, a/c and a wonderful level yard to play, garden and relax in! This lovely year round Cape is perfectly located on a quiet bayside road less then a mile to Cooks Brook Beach. Lovingly Cared for by the current year round owners this home offers a wonderful open floor plan with wood floors, gas stove, updated baths, new windows and trim, newer mini split a/c's with heat and a bonus room over the garage that would be perfect for an office, playroom, guest room or studio. Such a convenient setting so close to North Eastham village with restaurants, shops, post office, fish market, ice cream, hardware store and the bike trail! You will love the sunny back deck that overlooks the low maintenance yard with perennial flowers and bushes, a great spot for vegetable gardens and yard games! Don't miss this one it won't last! Ready for summer 2022 sold turn key!

Listed by Suzanne I Sherlock of Kinlin Grover Compass

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$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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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380 Training Field Road Chatham MA 02633

Chatham, MA380 Training Field Road

Price$659,000

Est. Mortgage: $/month

MLS Number 22202297

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,398
  • Parking Spaces 6

Just minutes to beach, freshwater pond, marina and everything great that Chatham has to offer, you'll find this attractive saltbox cape nestled on a sloping hill adorned with white picket fences and mature shade trees. Enjoy your coffee on the sun-drenched deck overlooking your garden and tailor-made fenced in yard for a safe and enjoyable play area for children and pets. Impress your guests with the stylish remodeled kitchen complete with gas Viking stove, granite counters and handsome cabinets designed to optimize storage and appeal. Quality custom wood trim, built-ins and fireplace in the living room provides a warm and comfortable setting for entertaining and relaxing. A versatile first floor bedroom can be used as a media room, office or studio. Two good size bedrooms on second floor and a stunning luxury bath. After a day on the beach, treat yourself to an air jet jacuzzi or rainfall shower in the tastefully remodeled bath complete with adjustable heated floors and double marble vanity. Less than one mile, watch the sunrise at Pleasant Bay, swim and picnic at Jack Knife Beach or kayak in fresh waters of Stillwater Pond. The perfect place to explore the wonders of Cape Cod

Listed by Dawn Boynton of Berkshire Hathaway HomeServices Robert Paul Properties

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$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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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18 West Road Orleans MA 02653

Orleans, MA18 West Road

Price$429,000

Est. Mortgage: $/month

MLS Number 22202295

  • Condo
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,227
  • Parking Spaces 1

Welcome to this fabulous 62+ independent living community in the heart of Orleans. This spacious 2BR/2B bath unit on the third floor has been freshly painted with new carpeting and features a galley kitchen with quartz counters and a large dining area. Relax in the inviting living room with a gas fireplace and sliding glass door leading to your covered balcony to sit and enjoy the gentle summer breezes--the primary bedroom has ample closets, a private bath, with a walk-in shower. The second full bath has a stackable washer and dryer. Monthly fees include a one-car garage, storage unit, 24/7 concierge, security emergency response system, and all utilities, including electric, gas heat, ac, water, trash removal, maintenance, and repair of the interior, including appliances and windows. Common areas: include a kitchen, formal dining room, library, living room with fireplace, exercise room, and a visitors suite for extra overnight guests. Tucked away yet minutes to shopping, fine restaurants and beaches. Stress-free living at its best!

Listed by Barbara Francke of Kinlin Grover Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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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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 SeasCape Realty, Inc. are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor SeasCape Realty, Inc. shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

This site was last updated May 22, 2022. All properties are subject to prior sale, changes, or withdrawal.

SeasCape Realty, Inc. 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.