Chatham MA Bed & Breakfasts

Search currently listed bed and breakfasts for sale in Chatham, MA. Find a variety of properties in this ideal Cape Cod town. Save your favorite properties and save this search by creating an account with us. Once you do, we'll send you property updates and when new listings become available. You'll be the first to know! You may also be interested in viewing all Cape Cod bed & breakfasts for sale.

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9 Pine Grove Chatham MA 02633

Chatham, MA9 Pine Grove Road

Price$1,849,000

Est. Mortgage: $/month

MLS Number 22104363

  • Single Family
  • Garage Spaces 2
  • MLS Status Active
  • Village Chatham
  • Year Built 1996

Beach home ! Private setting and scenic pond views frame this well maintained Cape Cod home located in Hall's Bluff location with deeded path to both Harding's Beach and The Oyster Pond. This 4BR 2 bath home offers 2600 s.f. and a bright open floorplan . Large sliders offer deck access and views over scenic pond with birdlife in abundance. The kitchen is spacious with white cabinets and large island overlooking the living room room / dining room. A first floor master and guest bedroom/home office complete the first floor. Two spacious bedrooms and full bath are on the second floor. Two car garage, centeral ac and large walk out lower basement are additional features.

Listed by Lori L Fanning Smith of Compass

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Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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66 Holly Chatham MA 02659

Chatham, MA66 Holly Drive

Price$599,000

Est. Mortgage: $/month

MLS Number 22104319

  • Single Family
  • MLS Status Active
  • Village South Chatham
  • Year Built 1983
  • Bathroom 2

Ambiance ! Walk through the door to an open floor plan with cathedral ceiling and wide pine beams. The sparkling pine floors surround the living space and the bedrooms. The 3 season sunroom, separated from the family room by a sliding door for privacy, offers a getaway or office space, The roof and windows were replaced in 2004 and the Marathon cast iron water heater, expansion water tank, tile floor in bathroom, laminate flooring in the kitchen are newer. Wood stoves offer extra heat supply in the winter months. Move right in ! Home is being sold fully furnished.

Listed by Darci A Sequin of Gibson Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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249 Ridgevale Chatham MA 02633

Chatham, MA249 Ridgevale Road

Price$619,000

Est. Mortgage: $/month

MLS Number 22104359

  • Single Family
  • MLS Status Active
  • Village Chatham
  • Year Built 1940
  • Bathroom 2

Ridgevale Beach is Calling! A turnkey cottage getaway with sunny farmers porch, spacious master suite, deck and rental history being sold fully furnished and accessorized. Two bedrooms, two baths, country Kitchen, air conditioning and potential for basement finishing. Quick access to Nantucket sound for swimming, boating and the tidal pools - perfect for little ones, PLUS the snack bar! The perfect start in Chatham.

Listed by Barbara P Garside of Compass

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$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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162 Shore Chatham MA 02633

Chatham, MA162 Shore Road

Price$12,000,000

Est. Mortgage: $/month

Pending

MLS Number 22104163

  • Single Family
  • Garage Spaces 2
  • MLS Status Pending
  • Village Chatham
  • Year Built 1820

One of the most iconic Chatham properties, Sur Mer is steeped in Cape Cod history. Believed to be built in the early 1800's and purchased in 1929 by the current family, this historic antique is landmarked by its stunning windmill perched on the shores of Chatham Harbor. The home was renovated and the windmill restored in 2006 / 2008 and awarded the Chatham Preservation Award in 2009. Situated privately on 1.5 acres with swimming and beach access as well as spectacular grounds, the main home blends modern living with historic elegance. The view filled living room and dining area boast beams and two fireplaces with original details and adjoin a charming sunroom with patio access. The home flows with a light-filled kitchen and pantry, a home office with powder room and two bedrooms with full bath. Above are two bedrooms, two baths and mesmerizing views. The lower level surprises with soaring ceilings and a fresh modern appeal - an ideal exercise/entertainment retreat. There is a detached 2-car garage & the fifth bedroom suite. The windmill circa 1850 contains original works and is currently used as a home office suite. Seldom does a generational property so spectacular come to market.

Listed by Chris Rhinesmith of Compass

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$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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31 Pine Grove Chatham MA 02633

Chatham, MA31 Pine Grove Road

Price$1,495,000

Est. Mortgage: $/month

MLS Number 22104157

  • Single Family
  • MLS Status Active
  • Village Chatham
  • Year Built 1963
  • Bathroom 2

Well-maintained 3 bedroom 2 full bath home in highly desirable Halls Bluff neighborhood with deeded path to Hardings Beach as well as a deeded path to the Oyster River for clamming, kayaking, SUP, etc. This home has been lovingly maintained by one family for almost 50 years! The first floor has a bedroom and full bath as well as kitchen, dining area, a large living room and an even larger family room with access to the back deck, large yard, and outdoor shower. The second floor has two more bedrooms and another full bath along with plenty of attic storage space. The basement is partially finished and has bulkhead access to the back yard. With the septic in the front, the back yard of this level lot could be perfect for a pool. A little creativity could make this gem the perfect Chatham getaway!

Listed by Pinky Scarlatelli and Kristin E Muller of John C Ricotta & Assoc.

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$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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2236 Main Street Chatham MA 02659

Chatham, MA2236 Main Street

Price$719,000

Est. Mortgage: $/month

MLS Number 22104046

  • Single Family
  • MLS Status Active
  • Village South Chatham
  • Year Built 1972
  • Bathroom 3

This 4 bedroom, 2.5 bathroom spacious home is set back off of Main Street on just under a half an acre. The first floor boasts the updated kitchen, dining and living areas as well as 1 bedroom and laundry/half bath. Upstairs you will find the primary bedroom with en suite bath featuring a jacuzzi, 2 additional bedrooms and 2nd bathroom. The expansive unfinished basement has interior and exterior access. Enjoy outdoor living on the large patio and newly refinished deck. The large tree-lined, level back yard would allow for the possibility of a pool. The Cape Cod Bike Trail is accessible through the back gate. Cockle Cove beach is conveniently located less than 1 mile away.

Listed by Julia Maker and Timothy P Bailey of John C Ricotta & Assoc.

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$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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78 Pine Knoll Chatham MA 02633

Chatham, MA78 Pine Knoll Avenue

Price$899,000

Est. Mortgage: $/month

Pending

MLS Number 22103893

  • Single Family
  • Garage Spaces 1
  • MLS Status Pending
  • Village Chatham
  • Year Built 1947

Ridgevale Beach! This 2-bedroom, 2 bath meticulously maintained, open concept, ranch style home is located south of Route 28. The 2018 addition added a first story primary en-suite bedroom with walk-in closet, lower-level garage and 2nd story 20' x 20' bonus room which offers future expansion. Enjoy multiple outdoor living spaces. Boasts an expansive deck with Key West stairway to enjoy an additional entertainment area with cool breezes and a new rear patio with custom stonework featuring an aqua glass fire pit fueled by natural gas. The spectacular, professional landscape includes privacy plantings and varied flowers in bloom all season. Amenities include gas heat, split system AC, gleaming wood floors, vaulted & beamed ceilings, built-ins, irrigation, an outdoor shower and updated kitchen & baths. This property is near the Ridgevale beach snack bar & boat rental, the bike path and the most amazing Nantucket Sound beaches. Don't miss 78 Pine Knoll Ave, Chatham!

Listed by Shane K Masaschi of Kinlin Grover Real Estate

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$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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94 Middle Chatham MA 02650

Chatham, MA94 Middle Road

Price$1,650,000

Est. Mortgage: $/month

Pending

MLS Number 22103811

  • Single Family
  • Garage Spaces 2
  • MLS Status Pending
  • Village North Chatham
  • Year Built 1966

Harbor Coves offers idyllic coastal living in one of Chatham's premiere neighborhoods with a private association sandy beach on saltwater Crow's Pond, waterfront storage of your kayaks/paddle-boards and a deeded mooring field for boaters. This delightful 4 BR, 3 Bath, 3,021 sf. home sits high up on .70 acres. Soon after purchasing the home, the current owners added a large first floor primary suite and a bright and sunny family room to what was already a charming updated Cape. Rounding out the first floor are an updated kitchen, a living room with a cathedral ceiling, exposed beams, custom built-ins and a gas fireplace, a dining room and an additional bedroom. The second floor boasts two bedrooms, a full bath, an office area and a cozy spare room for overflow family and guests. Natural gas fired forced hot air and central air conditioning are a plus. Something always seems to be blooming as the grounds are dotted with mature plantings and the yard is large enough to comfortably support a swimming pool. Harbor Coves is centrally located just minutes from downtown Chatham and a short hop to our other nearby Lower Cape village shops, restaurants, beaches and golf courses.

Listed by Jack D Bohman of Gibson Sotheby's International Realty

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$
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$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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185 Barcliff Chatham MA 02633

Chatham, MA185 Barcliff Avenue

Price$1,050,000

Est. Mortgage: $/month

MLS Number 22103757

  • Single Family
  • Garage Spaces 1
  • MLS Status Active
  • Village Chatham
  • Year Built 1932

Walk to town and the Chatham Fish Pier and the ball games from this 3 bedroom home located at 185 Barcliff Avenue. The home was built in 1932 and sits on a level 1/4 acre parcel. The home could use some updating but it has fabulous bones to work with so make this your Chatham oasis. Interior photos will be available Friday July 2nd.

Listed by Rick Smith of Gibson Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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 The Cornfield Chatham MA 02633

Chatham, MA47 The Cornfield

Price$799,000

Est. Mortgage: $/month

Pending

MLS Number 22103733

  • Single Family
  • Garage Spaces 1
  • MLS Status Pending
  • Village Chatham
  • Year Built 1981

Walk to your favorite restaurants Mac's Chatham Fish and Lobster and Pates, from this new listing on a quiet cul-de-sac street. The Cornfield is close to Hardings Beach and the quaint Chatham Village too. Sun-Filled home offering open concept living space with sliders to the deck for outdoor dining, the outdoor shower, and a great yard for summer games. The first floor offers a living room with a gas fireplace, spacious kitchen, family room, first-floor bedroom, full bath, and laundry. The second level has two bedrooms, a home office, and a full bath. The basement is a walk-out--excellent rental history or perfect for you to enjoy seasonally or year-round living. The house is rented, leases need to be honored. Last tenant checks out on August 28.

Listed by Sandra Tanco of Kinlin Grover Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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 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 July 25, 2021. 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.