Cape Cod Homes with a Guest House

Homes for Sale with Guest House on Cape CodHere you'll find all Cape Cod homes for sale with a guest house.

Tour Cape Cod Homes with Guest Quarters

Contact Cape Coastal Sotheby's International Realty at 508.477.6688 or online for more information or to schedule a private viewing.

370 Monomoscoy Mashpee MA 02649

Mashpee, MA370 Monomoscoy Road

Price$1,095,000

Est. Mortgage: $/month

MLS Number 22106513

  • Single Family
  • MLS Status Active
  • Village Mashpee
  • Full Bathrooms 3
  • Square Feet 2182

The serenity of living on Monomoscoy Island awaits as you arrive at this Nantucket style 3 bedroom, 2 bath home that also includes a charming guest house. Only a house away is your deep water access where you can spend the day kayaking into Waquoit Bay and relaxing on the beach of Washburn Island. Once back at home, it's time for an evening BBQ in the privacy of your spacious patio courtyard. Built in 2010, the thoughtfully designed home captures views of the water from the second floor main living space. The open concept design of the kitchen and living room creates a nice area for entertaining while the second floor deck facing Great River is the ideal place to have a morning cup of coffee. Most of the appliances were replaced in 2017 and there is radiant heat by gas throughout the home. With easy access to Mashpee Commons, South Cape Beach and local Marinas, this is truly a gem waiting for new owners to experience the magic of Cape Cod.

Listed by Karen M Burton of Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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.

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251 Green Dunes Barnstable MA 02647

Barnstable, MA251 Green Dunes Drive

Price$18,500,000

Est. Mortgage: $/month

MLS Number 22106436

  • Single Family
  • Garage Spaces 6
  • MLS Status Active
  • Village Hyannis Port
  • Year Built 1995

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.

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$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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.

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139 Old Stage Barnstable MA 02632

Barnstable, MA139 Old Stage Road

Price$714,900

Est. Mortgage: $/month

Pending

MLS Number 22106313

  • Single Family
  • Garage Spaces 2
  • MLS Status Pending
  • Village Centerville
  • Year Built 1900

Centerville Sanctuary...with COTTAGE & POOL! Quintessential Cape Cod Escape, well maintained Antique Home with Guest House...INCOME = $18,000/YEAR, $285/night; $1600-$2000/week. Granite & Stainless Steel Kitchen, Living Room with Beamed Ceilings, hardwood floors throughout. 1st floor primary Bedroom, 1st floor Laundry Room, wonderful Sunroom with sliders to Swimming Pool area. Shelled driveway leads to adorable Guest House: 2+ bedrooms, screened porch, nice Kitchen, perfect Cape Cod getaway with GREAT rental history. Main House offers 3 Bedrooms, 2 full Baths, Sunroom, Living Room with gas Fireplace...and the Swimming Pool! Detached Garage is a diamond in the rough, ready for your Workspace, Gallery... Many updates: Septic 1999; newer windows throughout; Gutters 2019; Boiler 2001; roofs 2020, 2016, & 2007; new Pool pump & Piping; Pool Liner 2013; Pool Cover 2014, Pool Fencing 2019. GREAT Location...plus INCOME. Don't miss this one :-)

Listed by Chuck Tuttle of William Raveis RE & Home Serv.

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$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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.

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41 Lakeview Barnstable MA 02632

Barnstable, MA41 Lakeview Drive

Price$1,895,000

Est. Mortgage: $/month

MLS Number 22106281

  • Single Family
  • Garage Spaces 2
  • MLS Status Active
  • Village Centerville
  • Square Feet 5076

This property has it all. The tree-lined drive leads to a handsome Georgian Colonial. The well-appointed kitchen is perfect for the talented chef or one aspiring to be. Open to the kitchen is a large family room featuring built-in cabinets and gas fireplace. A music room, dining room, mudroom, and home office complete the first floor. The second floor offers a large primary bedroom with a gas fireplace, ensuite bathroom, and a walk-in closet. Also included on the second level are two additional bedrooms, with a shared bath, laundry room, a guest suite, a full bath, and a deck overlooking the pool and gardens. The lower level features a second family room with a full bath. The magnificent, fenced backyard features an oversized trek deck complete with a gunite heated pool, hot tub, fire pit, outside shower, and playhouse. The fabulous perennial gardens surround a meticulously maintained pool and entertainment area. Deeded beach right to Wequaquet Lake. Seller is including furniture with a list of exclusions. All information contained herein should be verified.

Listed by Ellen Valentgas and Jan F Macallister of Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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.

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697 Scudder Barnstable MA 02601

Barnstable, MA697 Scudder Avenue

Price$4,599,000

Est. Mortgage: $/month

MLS Number 22106232

  • Single Family
  • MLS Status Active
  • Village Hyannis Port
  • Square Feet 4622
  • Bathroom 5

The Peleg Nye Griggs home was built in 1860 for Capt. Peleg Nye, a 19th century Cape Cod whaler. This is the finest location in Hyannis Port within one block of Hyannis Port golf club, beach club and Yacht Club. This beautiful home was meticulously renovated utilizing finish carpenters for every detail. Three guest suites with offices and private en-suite baths and two guest rooms that share a bath. There is a massive living room, two enclosed sunporches, laundry room, formal dining room, eat-in kitchen and family room. This beautiful home was designed and renovated to accommodate the modern family of today. Guests can reside in their own private suites working during the day in their private office. This home is fully insulated and every system was replaced including plumbing, wiring, internet, electrical, framing and HVAC. This home has all of the attributes of a brand new house. Two outdoor patios. The lot also has plenty of space for a pool, if desired. The location of this home enables a family the opportunity to enjoy the beach club and yacht club (subject to application). Airport, shops, and restaurants just 5 minutes away.

Listed by Stephen O'Neil of Griffin Realty Group

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$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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.

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85 Cooks Brook Eastham MA 02642

Eastham, MA85 Cooks Brook Road

Price$849,000

Est. Mortgage: $/month

MLS Number 22106168

  • Single Family
  • Garage Spaces 2
  • MLS Status Active
  • Village Eastham
  • Year Built 1980

Fabulous new listing...Great location...Minutes to Cooks Brook Beach. This bayside charmer is a ''must see'' for anyone searching for the perfect Cape escape! Sunny and bright all day long. This 4 bedroom, 3 bath split level home in the desirable Cooks Brook neighborhood of Eastham offers tons of space for family and friends and exudes beach house character & charm throughout. A flexible floor plan - depending on your needs - provides a main level with 2 large bedrooms, bath, living/dining and kitchen; a wonderful lower level with family room, bedroom and bath AND spectacular separate guest quarters/in law space over the garage with private access that works as an elegant home office as well. This spacious, open concept home has been lovingly cared for by the current owners and boasts many recent updates and improvements. The interior is immaculate and is designed and outfitted for easy living. A new mahogany deck, outdoor shower, fire pit, irrigation, landscaping and fully fenced back yard make this a perfect spot for outdoor enjoyment and fun in the sun! Don't miss this wonderful opportunity. Call today.

Listed by Lisa Adams of Orleans Village Properties,LLC

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$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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.

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47 & 53 Little Beach Chatham MA 02633

Chatham, MA47 & 53 Little Beach Road

Price$4,790,000

Est. Mortgage: $/month

MLS Number 22106088

  • Single Family
  • MLS Status Active
  • Village Chatham
  • Year Built 1941
  • Bathroom 3

Prominently sited in the sought-after beach enclave of Morris Island, this iconic compound includes two beachfront cottages with glorious ocean views and direct beach access. Evoking relaxed summers of yesteryear, these quintessential Cape cottages can be enjoyed as offered or can be the ultimate setting for a new home and guest house offering magnificent water views in a serene setting. Take a short stroll to town or simply relax while enjoying breathtaking sunrises and sunsets from the waterside decks. #53 is configured as a three-bedroom cottage with an enormous loft. #47 is configured as a two-bedroom cottage with a spacious loft for guests. This rare offering provides an incredible setting to kick off your shoes and bask in the simple yet stunning beauty of Chatham.

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

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$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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.

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8 Story Sandwich MA 02537

Sandwich, MA8 Story Lane

Price$1,795,000

Est. Mortgage: $/month

MLS Number 22105971

  • Single Family
  • Garage Spaces 4
  • MLS Status Active
  • Village East Sandwich
  • Square Feet 4537

Nestled on 5.5 acres on a quiet cul de sac in the beautiful town of East Sandwich, 8 Story Lane is an expansive 4-5 bedroom custom home 5 minutes to the beach and 1 hour to Logan Airport. This unique property abuts 6000 acres of conservation land and offers incredible opportunities to build a pool, cabana, guest house, barn, stable or 2 additional single family homes.An abundance of privacy surrounds this custom built builder's home. Upon entry, a two story great room greets you with soaring ceilings and walls of glass to bring the outdoors inside. Hardwood floors, twin columns and a fireplace with custom mantle and marble add much charm to this focal point of the house. Adjacent is a large kitchen/dining/family room for casual day to day living. A first floor master suite with private study is ideal for a virtual office while 3 guest bedrooms on the second floor offer plenty of room for family and friends. A separate apartment behind a flex wall on the second floor offers 1000 square feet of living with one of the guest bedrooms, a full bath, office space and large room over the garage. This space is ideal for a nanny, older children who want privacy or guests. A true gem! BUILDER'S NOTES: 1) 400 AMP SERVICE 2) GENERATOR BACKUP 3) 10 BEDROOM SEPTIC SYSTEM 4) 6" GAS EXTENSION DOWN DRIVEWAY FOR FUTURE HOMES 5) 6 ZONE SPRINKLER SYSTEM 6) ATTIC VENTILATION SYSTEM 7) CENTRAL VAC 8) ALARM SYSTEM 9) WIRED FOR STEREO, SURROUND SOUND, SEPARATE VOLUME CONTROL EACH ROOM 10) NATURAL GAS OUTDOOR GRILL 11) 9' HIGH CEILING IN UNFINISHED 2200 SQ. FT. WALKOUT BASEMENT WITH ADDITIONAL ATTACHED TWO CAR GARAGE 12) ABLE TO HAVE 5 HORSES WITH MILES OF TRAILS ABUTTING PROPERTY 13) ABLE TO BUILD TWO MORE SINGLE FLAMILY HOMES TO CREATE MINI ESTATE OR SELL AS SPEC HOMES 14) OUTDOOR SHOWER Please note that the Listing Agent is the Seller

Listed by Team Willowbend of Southworth Willowbend RE,LLC

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$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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.

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38 Bay Barnstable MA 02655

Barnstable, MA38 Bay Street

Price$3,495,000

Est. Mortgage: $/month

MLS Number 22105797

  • Single Family
  • Garage Spaces 3
  • MLS Status Active
  • Village Osterville
  • Year Built 1724

A unique property nestled in the quaint village of Osterville..a historic renovation tastefully restored by Scott Crosby Builder with all today's modern amenities including a wonderful addition that houses a chef's kitchen, 4 season sunroom, primary suite with office, walk in closet, bathroom & bedroom. Over the 3 car attached garage addition, you will find another living area with 2 bedrooms, bathroom, wet bar separate from other living areas for a private guest retreat.In the historic front section there is a bedroom, full bath & living area with original beams & reproduction windows, hardware & back to back gas fireplaces . This section of the house was raised & a full basement was added.In the addition part of the house the basement contains a wonderful game room/den & ample storage. Exit from lower level is a double door with storm shutters on all windows & double door.The original carriage house was relocated to the lower portion of the property with ground level storage & guest quarters on 2nd level.This property has it all! Perfect for multi-generational living convenient to the village for shopping, restaurants, beaches, golf ,farmer's markets,etc. Not to be missed!

Listed by Janet A Gosselin and Kevin P Cosgrove of Kinlin Grover Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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.

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124 Shore Mashpee MA 02649

Mashpee, MA124 Shore Drive

Price$4,100,000

Est. Mortgage: $/month

MLS Number 22105693

  • Single Family
  • MLS Status Active
  • Village New Seabury
  • Square Feet 3810
  • Full Bathrooms 3

Seaside at New Seabury! This new listing price does not include the extra lot at 120 Shore Dr W with 2 car garage & guest suite but could be purchased together for the previous list price of $5,650,000. This spectacular ocean front property has breathtaking views of Nantucket Sound from every level, an open floor plan on the first level that includes a kitchen, dining area, family room, living room/office and laundry room. The 2nd floor features a primary suite w/ensuite bath, vaulted ceilings, walk-in closets, raised outdoor deck with ocean views. There are 2 other spacious bedrooms, with ocean views and a shared full bath on this level. The 3rd level features a guest suite with full bath and 180 degree views of the Sound and Martha's Vineyard. Outside there is a large deck with beautiful flower boxes, grass play area and mature plantings. Future improvements could include a detached garage/guest suite, ocean front pool and lower level buildout. Buyers would be responsible to confirm all these possible upgrades with their engineer and the Town of Mashpee.

Listed by Mark A Thompson and Sandra M Morley of New Seabury Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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.

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10 Wheelhouse Mashpee MA 02649

Mashpee, MA10 Wheelhouse Lane

Price$3,250,000

Est. Mortgage: $/month

MLS Number 22105589

  • Single Family
  • Garage Spaces 1
  • MLS Status Active
  • Village New Seabury
  • Bedrooms 4

Stunning Contemporary home with sweeping views of Great River with deep water dock. Located in our Little Neck Bay Village within New Seabury. Open floor plan with soaring ceilings and a wall of glass with great views of the waterway that leads you to Waquoit Bay and then to Nantucket Sound a boaters delight! First floor offers Kitchen with island bar and breakfast nook, Butler's pantry, 2 powder rooms & laundry area. Large living room and dining room with high two story ceilings & French doors opening onto a large deck overlooking Great River. In addition you will find a den plus a large Primary suite with a separate sitting area or office. Primary bath has jacuzzi tub & walk-in shower. Second floor has Guest suite with cathedral ceilings & fan and full bath. Continuing on there is another sitting area, an open walk way overlooking living /dining room leading you to an additional two guest bedroom and a full bath. Quality custom built home with many extras. Come take a look this is a special home with great view.

Listed by Jason N Fredman and Dorothy M Oosterman of New Seabury Sotheby's International Realty

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$
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$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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.

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111 Stephen Chatham MA 02633

Chatham, MA111 Stephen Drive

Price$950,000

Est. Mortgage: $/month

Pending

MLS Number 22105518

  • Single Family
  • Garage Spaces 1
  • MLS Status Pending
  • Village Chatham
  • Year Built 1998

Does your dream Cape Cod home have room for a pool or tennis court? Look no further than 111 Stephen Dr in West Chatham. Located on a private 1.5 acre lot abutting a cranberry bog, this well maintained, custom built 4 bedroom, 3 bath Cape offers an open floor plan, hardwood floors, fireplaced living room and a guest suite over the garage with separate entrance. Just minutes to West Chatham village center, Hardings Beach and downtown Chatham. Plenty of room for family and friends and a favorite summer rental offering attractive rental income.

Listed by Ella Leavitt of Kinlin Grover Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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.

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

This site was last updated October 27, 2021. All properties are subject to prior sale, changes, or withdrawal.

Cape Coastal Sotheby's International Realty 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.