Cape Cod Homes with a Guest House

Here you'll find all Cape Cod homes for sale with a guest house.

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

312 Bridge Barnstable MA 02655

Barnstable, MA312 Bridge Street

Price$2,550,000

Est. Mortgage: $/month

MLS Number 21908162

  • Single Family
  • Village Osterville
  • Year Built 1952
  • Bathroom 5
  • Full Bathrooms 4

Located in the Little Island neighborhood of Osterville is this traditional Cape style home perfectly sited on a 1.09 acre parcel with beautiful water views over North Bay. This well-maintained residence offers 4,692 sq. ft. of living space with five bedrooms. Formal living spaces combine with an updated, light filled great room and custom kitchen to create the ideal blend of comfort and formality. The home also features a formal living room, spacious dining room, cozy family room and master bedroom suite all with access to the back deck and the tranquil water views. A second master suite with attached office, two additional bedrooms, stunning sunroom and office or bonus room complete the first floor. The finished space above the garage offers a private guest suite. Special features include beautiful wood floors, custom built-ins, over-sized windows and two fireplaces. Enjoy a tranquil setting with beautiful gardens, mature plantings, rolling lawns, an in-ground pool and deeded beach rights. Information contained herein is believed to be accurate but should be independently verified by prospective buyers.

Listed by Robert B Kinlin of Robert Paul Properties, Inc.

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$
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$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 2019
* 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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300 Stage Neck Chatham MA 02633

Chatham, MA300 Stage Neck Road

Price$14,900,000

Est. Mortgage: $/month

MLS Number 21908121

  • Single Family
  • Village Chatham
  • Year Built 2001
  • Bathroom 9
  • Full Bathrooms 5

Seaside sophistication in a world class setting!The lure of breathtaking water vistas and the appeal of luxurious appointments can be found in this grand waterfront property known as ''Viewpoint Estate.'' An unparalleled location, the secluded 5.2-acre setting offers panoramic water vistas of Oyster Pond River, Hardings Beach and Nantucket Sound. Set atop an elevated bluff surrounded by 1,130 feet of shoreline, the owners painstakingly created this spectacular estate where privacy was paramount, and design incorporated the ideal balance of comfort and elegance. The 10,350 sq. ft. main residence offers sophisticated, striking design, generous yet comfortable living spaces, beautiful architectural detailing, richly variegated water views and flawless craftsmanship. Interior spaces include a welcoming foyer, stunning great room and formal dining room along with a fabulous chef's kitchen with top of the line appliances and a large breakfast area, and a mahogany clad private bar and office. The upper level features five bedrooms including the stunning master suite and a bunkroom over the garage. The lower level offers a custom designed theater room with billiards area and sixth en suite bedroom. An infinity-edge pool, multiple outdoor seating areas and path to the water's edge are havens for entertaining or relaxing and soaking in the sweeping views. Also included is a beautifully designed 1,673 square foot guest house featuring two separate apartments ideal for extended family and friends. 'Viewpoint Estate' offering an unparalleled lifestyle is a legacy property for generations to come.

Listed by Robert B Kinlin of Robert Paul Properties, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 2019
* 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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9 Bay View Harwich MA 02646

Harwich, MA9 Bay View Road

Price$1,350,000

Est. Mortgage: $/month

MLS Number 21908102

  • Single Family
  • Village Harwich Port
  • Year Built 2006
  • Bathroom 4
  • Full Bathrooms 3

This premium Harwich Port location beckons to the one who wants an utterly charming Cape design, with all the comforts, yet just a short hop to the beach and town. Built in 2006 with retirement in mind. All first floor living and a guest suite on the second floor. Handsome wood work. Painted pine floors, bead board and built- ins everywhere. A covered walk way leads to the amazing workshop, which is truly a handyman's dream and then to the garage. The separate building has 2 more garages and a one bedroom apartment for that special guest. All situated on a beautiful parcel of land ready for a possible pool or addition.

Listed by Deborah McDevitt Hays of McDevitt REALTORS

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 2019
* 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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101 Gibson Orleans MA 02653

Orleans, MA101 Gibson Road

Price$2,100,000

Est. Mortgage: $/month

MLS Number 21908066

  • Single Family
  • Village Orleans
  • Year Built 2020
  • Bathroom 6
  • Full Bathrooms 4

Two beautiful homes by Eastward Companies comprise this unique East Orleans compound on an estate-sized corner lot with easy saltwater access via nearby Asa's Landing. The main residence is a brand new 3700 sq ft classic center chimney cape with an outstanding interior layout plus all of the appointments and amenities you would expect from this esteemed local builder. Four bedroom suites including a first floor master with fireplace and a dedicated second floor guest suite with private entrance. The fireplaced great room offers multiple gathering spaces, the kitchen features a 10' center island and butler's pantry. Fine custom details and finish work throughout, gas utilities. At the far end of the level acre+ grounds you will find the charming, remodeled, 720 sq ft year-round guest cottage. It enjoys a lovely setting and is perfect for long term guests or as a true in-law house. There are myriad options for a pool,fire pit and outdoor enjoyment areas at this bona fide family compound in the heart of East Orleans. Expected completion is Spring 2020. Note: Listing details pertain to the main house. Guest house square footage and details are not reflected in the MLS listing

Listed by Jeffrey E Cusack of Cove Road Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 2019
* 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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19 Manor Falmouth MA 02536

Falmouth, MA19 Manor Lane

Price$695,000

Est. Mortgage: $/month

MLS Number 21907840

  • Single Family
  • Village East Falmouth
  • Year Built 1986
  • Bathroom 4
  • Full Bathrooms 4

Sophistication and extraordinary quality are the highlights of this gorgeous property. The home is sheltered by mature plantings and sits among cool shadows of towering white pines. This gracious and spacious contemporary home features two master suites, a guest bedroom, four full baths, chef inspired kitchen, cathedral ceiling living room with impressive gas fireplace plus separate dining room, den and laundry room. The kitchen features custom cabinetry, granite counters, lighted cabinets, plus entertainment bar open to living room. Lower level features the second master suite, family room/game room and 2 full baths. The exterior yard has inviting walkways and a ground level patio with firepit. Additional custom features include heated bath floors, steam showers, wired sound in bathroom, hot tub and free standing gas stove. The community of Lochstead boasts heated in ground, salt water association pool, three tennis courts, sandy beach on Coonamessett Pond, plus The Manor House offering gathering rooms and guest quarters. The home has been beautifully enhanced for ease of living and offers privacy in this planned community of about 70 homes. Come see this for yourself!!

Listed by Barbara Bonica of Kinlin Grover Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 2019
* 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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89 Old North Bourne MA 02559

Bourne, MA89 Old North Road

Price$1,699,000

Est. Mortgage: $/month

MLS Number 21907827

  • Single Family
  • Village Pocasset
  • Year Built 1975
  • Bathroom 4
  • Full Bathrooms 4

The Perfect Cape Cod Home! From the beautiful water views to the private Association Beach you will love this setting. This meticulously maintained property offers an exceptional living space with a formal living room with fireplace and cathedral ceilings, a family room with wet bar and deck, a finished lower level , an at home office, a Master Suite with a private porch and 3 additional bedrooms in the Main House. You will love the gourmet kitchen with views out to the water and sliders to a patio. There is also a guest suite over the detached garage! The perfect house for entertaining friends and family. The Association Beach is sandy and perfect for kayaking or Paddle boards. Don't miss this one of a kind offering. Buyer to verify all information contained herein.

Listed by W&W Boston/Cape Cod Connection of Compass Massachusetts, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 2019
* 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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142 Monument Orleans MA 02653

Orleans, MA142 Monument Road

Price$1,100,000

Est. Mortgage: $/month

Open House

MLS Number 21907805

  • Single Family
  • Next Open House: Sat 23rd 10:00 am - 12:00 pm
  • Village Orleans
  • Year Built 1820
  • Bathroom 4

Orleans Preservation Jewel- This lovingly restored, meticulously maintained 1820 property sits conveniently located near Orleans two fresh water ponds and a saltwater inlet. Capturing filtered views of Pilgrim Lake, this piece of history captures authentic charm with renovated beauty . As you move from room to room, you will admire all the thoughtful period details, beautiful floors, fantastic wooden doors, beamed ceilings & a large country kitchen. There is a charming first floor master en suite overlooking the gardens, guest house and tennis court. Three bedrooms, a sitting area and full bath complete the 2nd floor. Newer windows, heating system and central AC demonstrate the up keep of this property. Outdoor space boasts of lovely manicured grounds, stone patio, irrigation, detached garage & tennis court. Crystal Lake is a few steps out the door and a town landing at Lonnie's Pond for boating to Pleasant Bay is just around the corner. A separate guest studio with Jacuzzi, and cathedral ceilings provide a bonus spot for guests. Close to everything and yet in a world apart. Great investment or generational property!

Listed by Robin B Thayer of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 2019
* 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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64 Bay Barnstable MA 02655

Barnstable, MA64 Bay Street

Price$2,369,500

Est. Mortgage: $/month

Open House

MLS Number 21907460

  • Single Family
  • Next Open House: Sun 17th 12:00 pm - 2:00 pm
  • Village Osterville
  • Year Built 2002
  • Bathroom 5

In the HEART of the village yet a WORLD apart. Quietly beautiful & sophisticated Shingle-style Gambrel w/ guest house & 3-story barn/garage exude pastoral ambiance yet are just steps to vibrant Osterville village. Designed & built by internationally renowned Cambridge-and-Osterville-based architect for personal use, the property is surrounded by stands of trees ensuring privacy and carpeted by sunny lawns and meadows for outdoor activities & potential pool.The statuesque main house--sited to capture light & meadow views--plays on architectural scale & history with high ceilings, oversize classical columns, & floor-to-ceiling windows which ingeniously convey grand size. The main level's floor plan features a sleek high-end kitchen with Miele & Viking appliances, generous adjoining dining area & living room accented by floor-to-ceiling bay windows & cozy inset ''inglenook'' with handcrafted stone fireplace flanked by rich cabinetry & built-in seating. All main rooms open to outdoor living areas, including grilling terrace & generous porch with retractable screens for alfresco entertaining & relaxing. Off the ceremonial foyer, a generous staircase ascends to the 2nd level, which hosts a sumptuous master suite, 2 spacious BRs (one with private deck) & full bath. Rich Brazilian wood floors, subtly accented by mosaic tilework, unite 1st & 2nd levels. A 3rd, semi-finished level offers additional north-facing space for studio or other uses, while the finished walk-out lower level with private access accommodates media, recreation, studio & other bonus living spaces. Privately set at the lot's corner, the guest house includes a partial kitchen, full bath, 2 sleeping lofts & open living/dining/sleeping area. Adjoining the main house, a classically styled 3-level barn/garage houses an at-grade/2-car garage, unfinished second story, and walk-out-lower-level workshopall wired, plumbed and framed for finishing. The lovely near-acre lot offers potential for an inground pool. Mint, move-in ready & close to the boating, golf, beaches, shopping, restaurants & tourist attractions that make Osterville a world-class destination, this exceptional property defines coastal village living at its best.

Listed by Paul E Grover of Robert Paul Properties, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 2019
* 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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78 Sea Dennis MA 02641

Dennis, MA78 Sea Street

Price$1,100,000

Est. Mortgage: $/month

MLS Number 21907394

  • Single Family
  • Village East Dennis
  • Year Built 1843
  • Bathroom 3
  • Full Bathrooms 3

Desirable Quivet Neck Victorian circa 1843. This historic house is the Stillman Kelley Homestead. The current owners have lived here for 40 years. The original Stillman Kelley furnishings and journals are also available. Original Franklin fireplace in the front parlor, 7 foot brick fireplace in the family room, high ceilings throughout. Five bedrooms in the main house with guest quarters including 1 bedroom, a full bath and sitting area. Attached 40 X 30 Barn with workshop,loft and basement. Gently sloping lot with gardens and a greenhouse. Close to Crowes Pasture and Sesuit harbor. New roof and New septic.

Listed by Kimberly A Clark of Bayside Realty Consultants

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 2019
* 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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1039 Main Barnstable MA 02655

Barnstable, MA1039 Main Street

Price$595,000

Est. Mortgage: $/month

Pending

MLS Number 21907281

  • Single Family
  • Village Osterville
  • Year Built 1989
  • Bathroom 3
  • Full Bathrooms 2

OSTERVILLE VILLAGE...Beautiful Cape style Home is a true delight! Light and bright 3 levels of living recently remodeled. Open concept floor plan with custom craftsmanship through out in pristine condition. Potential guest suite in the finished lower level. This home is designed for easy living, entertaining or relaxation inside and out!. Large deck with awning overlooks a stunning outdoor space with stone patio, fire pit, a tranquil back yard, mature plantings and a lovely stone wall. Wonderful home in Sought after location. Convenient to Dining, Shopping, Beaches and more. Easy access to all the Cape has to offer. Welcome Home!

Listed by Team Canepari and Smith of EXIT Cape Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 2019
* 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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141 Cotchpinicut Chatham MA 02650

Chatham, MA141 Cotchpinicut Road

Price$3,200,000

Est. Mortgage: $/month

MLS Number 21907191

  • Single Family
  • Village North Chatham
  • Year Built 1739
  • Bathroom 8
  • Full Bathrooms 7

Perfectly sited on one of Chatham's premier streets and steps to a private sandy neighborhood beach, this legacy property boasts a main house with period detail and glorious views. The home features an oversized kitchen, great room, master suite with expansive private deck, pool, and gardens. Ideal for entertaining, the charming guest house offers two bedrooms, loft area, and billiards room. Other property highlights include multiple fireplaces with handsome stonework, separate one-bedroom attached apartment, and two-car garage. Create memories for the generations on this remarkable Chatham estate.

Listed by Paul E Grover of Robert Paul Properties, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 2019
* 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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364 Route 6A Sandwich MA 02537

Sandwich, MA364 Route 6A

Price$899,000

Est. Mortgage: $/month

MLS Number 21907065

  • Single Family
  • Village East Sandwich
  • Year Built 1954
  • Bathroom 4
  • Full Bathrooms 3

Unique Estate: custom renovated 3-bedroom House with 2-bedroom Guest House & Garage. Complete renovation with architectural details preserved! Enjoy NEW wood Flooring & new windows throughout. NEW 1st floor Master Suite with walk-in closet, double sinks, and custom tile shower. NEW 1st floor Laundry, NEW open-concept granite Kitchen with island/eat-in bar, 3 NEW Bathrooms, new Entry with wetbar & wine frig, NEW A/C & heat, NEW recessed lighting. Estate setting on 1.99 acre with specimen trees and ancient stone walls. Guest House needs TLC. Separate Garage/Barn. Zoned Home-Business. Rare opportunity, quality remodel on historic Route 6A.

Listed by Chuck Tuttle of Kinlin Grover Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 2019
* 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 November 15, 2019. 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.