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.

View Chatham Bed & Breakfasts for Sale

If you have any questions or want to see some properties in person, give us a call or contact us online!

148 Cross Chatham MA 02633

Chatham, MA148 Cross Street

Price$2,399,999

Est. Mortgage: $/month

MLS Number 22008004

  • Single Family
  • MLS Status Active
  • Village Chatham
  • Year Built 1995
  • Bathroom 5

Only 0.3 miles from beach & Main Street. This well-maintained, private, 4-8-bedroom home is close to the best Chatham offers & ideal for family gatherings! The 1st Floor features a living room with fireplace, dining room, open kitchen/TV area, sun room, game room (could be 1st floor bedroom), full bath, mudroom with washer/dryer, front & back stairs, & bonus (den/exercise) room. The 2nd Floor has sunny sitting room, 3 full baths & 4 bedrooms; master bedroom (w/ walk-in closet) & 3 guest bedrooms, one of which (700+ sq. ft.) includes a full bath, kitchenette, bonus room within (desk/yoga/sleeping), & balcony overlooking woodlands, so it could become an office, in-law apartment or rental with exterior entrance. Finished Attic has space for 4 twins & access to widow's walk with water view. Finished Basement (1,110+ sq. ft.) has large TV area, full bath, kitchenette, 2nd washer/dryer, & 2 possible bedrooms that sleep 9. Relaxing front porch, outdoor shower, central vac, Nat. gas, town water & sewer, shed, irrigation & alarm systems, parking for 6+ cars. Stroll to Oyster Pond beach, shops, restaurants, parks, golf, tennis, library, & movies. Bike to Lighthouse Beach. Potential for pool.

Listed by David L White of OwnerEntry.com

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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

912 Main Chatham MA 02633

Chatham, MA912 Main, Unit X213

Price$340,000

Est. Mortgage: $/month

MLS Number 22008021

  • Condominiums
  • MLS Status Active
  • Village Chatham
  • Complex Park Place
  • Year Built 1999

You will have no worries in this independent living community in a desirable location in the heart of Chatham. Enjoy the peace of mind that comes with maintenance free living, 24 hour security/concierge services, and an in-unit emergency call safety system in this move-in ready two bedroom, two-bath condo with a full sized kitchen, stackable washer/dryer, central AC, and outdoor patio. Light and bright with an en-suite master, fresh paint and new carpeting. Gather with neighbors in the ample common areas, including dining room, library, solarium, crafts/game room, exercise room, and visitor's suite. Complimentary coffee and muffins for breakfast and optional three-course meal for dinner. Garage parking for one car and additional unassigned outdoor parking.

Listed by Debbie Gale Evans of Compass Massachusetts, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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

35 Pine Tree Chatham MA 02633

Chatham, MA35 Pine Tree Road

Price$680,000

Est. Mortgage: $/month

Active With Contract

MLS Number 22007971

  • Single Family
  • Village Chatham
  • Year Built 1998
  • Bathroom 2
  • Full Bathrooms 2

Sunny South Chatham home, south of Rt. 28 with access to Mill Creek for kayaking, and easy approach to Forest Rd. Beach on Nantucket Sound as well. Open floor plan, dining area with sliding door to patio protected by the shade of a majestic maple tree. Gleaming hardwood floors in most rooms. No need for stairs for laundry which is conveniently located behind double closet doors on the main floor. The kitchen features abundant storage and breakfast bar. Delightful deck lies just outside the back hallway for another area for outdoor relaxation. Two more bedrooms complete the second floor. The owner's bedroom has enlarged dressing area, and the enormous front-to-back situation is large enough to carve out a little home-office space for these work-from-home times. This home has been well-maintained, and includes a new architectural shingle roof, installed November 2020. Enjoy the quiet, except for the pines that actually ''whisper'' when the ocean breezes blow through. You'll love it here.

Listed by Maureen Green of Kinlin Grover Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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

506 Crowell Chatham MA 02650

Chatham, MA506 Crowell Road

Price$645,000

Est. Mortgage: $/month

MLS Number 22007927

  • Single Family
  • MLS Status Active
  • Village North Chatham
  • Year Built 1986
  • Bathroom 3

The complete package! Crisp, contemporary Cape outfitted with casual coastal furnishings (minus a few personal items), right down to the dishes. Everything you need for year round or weekend getaways on the Cape. Drop your bags and settle in. Enter the tiled foyer into the sun-filled living area with vaulted ceilings that lend to the open & spacious feeling of the floor plan. Golden hardwood flooring throughout the living and dining areas. Kitchen is dressed in handsome, soft green granite counters, white cabinetry and stainless appliances. Well planned for efficiency & ''everything at your fingertips'' cooking. 1st floor Primary Bedroom suite has wonderful walk-in closet, carpeting & sliders to generous deck. Upper level provides 2 bedrooms, each with spacious walk-in closets, a full bathroom and comfortable loft/entertainment area, ideal for overflow guests, games & rainy day coziness.1st floor laundry and powder room makes main level living a breeze. Central air, natural gas heat, full basement for added storage.Pretty yard, outdoor shower, front deck & back patio round out this lovely home. This is an easy choice! Ryder's cove is just around the corner and downtown is less than a mile. Enjoy nearby Cape League baseball games, shopping, dining and saltwater beaches. Perfect home for year round living, weekend getaways or investment.

Listed by Hardman-Liberles Team of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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

162 Cedar Chatham MA 02633

Chatham, MA162 Cedar Street

Price$1,100,000

Est. Mortgage: $/month

MLS Number 22007946

  • Single Family
  • MLS Status Active
  • Village Chatham
  • Year Built 1860
  • Bathroom 2

Location, Location- Walk to Chatham Village from this wonderful 1860 built antique 3 bedroom home with 2 baths and a one car garage that has a deeded path to the Oyster Pond. Situated on a level 1/4 acre level lot at the corner of Cedar Street and Windsong Landing. There have been numerous upgrades throughout the years on this home and the potential to make it just what you want is up to you. Don't miss this opportunity ! There is also a great deck porch off the back side for outdoor entertaining.

Listed by Rick Smith of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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

22 Quail Chatham MA 02659

Chatham, MA22 Quail Trail

Price$539,000

Est. Mortgage: $/month

Active With Contract

MLS Number 22007906

  • Single Family
  • Village South Chatham
  • Year Built 2004
  • Bathroom 2
  • Full Bathrooms 1

South Chatham~Impeccable, stylish & turnkey! Close to Nantucket Sound beaches, bike trail & boutiques, this like-new Cape w/ attached 2-car garage offers beautiful living space w/ great expansion potential. Much loved by only one family since its construction, the home hosts a sunny floor plan w/ hardwood floors, natural gas heat, & central air conditioning. The spacious main living area features a dramatic beamed and cathedraled ceiling w/ gas fireplace. A stylish kitchen w/ breakfast bar & dining area open to a rear grilling deck, & outdoor shower beyond. The 1st floor main bedroom suite w/ full bath occupies the south wing while a combo laundry/powder room is located to the north. The upper level includes a generous, multi-purpose loft, bonus sleeping area, & generous unfinished space above garage. Sunny walk-out lower level (currently unfinished) affords another 1,000 SF of space for entertainment, media, games, exercise....you name it! Professionally landscaped w/ 5-zone irrigation system, the grounds are a riot of color in season & partially fenced for the pooches. Just minutes to Nantucket Sound beaches, golf, Chatham & Harwich Villages & highways. Offer deadline: 11/27 2PM.

Listed by Fran I Schofield of Robert Paul Properties, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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

44 Misty Meadow Chatham MA 02650

Chatham, MA44 Misty Meadow, Unit X8

Price$309,000

Est. Mortgage: $/month

MLS Number 22007890

  • Condominiums
  • MLS Status Active
  • Village North Chatham
  • Complex Portside Village
  • Year Built 1982

Tucked away in a natural environment where you can walk to get your morning coffee, take a yoga class or workout at a new fitness center, you'll find this desirable condominium unit. This 2 bedroom, 1.5 bath thoughtfully renovated end unit represents the new wave & new look in Portside Village at Misty Meadow Condominiums. The condo has an open floor plan perfect for today's lifestyle living, built-ins, high end, low maintenance Sobella hardwood-look vinyl flooring throughout, new vinyl windows & aMitsubishi mini split system for A/C and auxiliary heat. The eat-in kitchen has recessed lighting, all stainless Frigidaire appliances & custom Cape Cod Lantern lights. Each unit has a large lower level storage area, a carport and additional parking. The southwest exposure floods the kitchen & living room with natural light & the opportunity to enjoy the sun on your private deck or the beauty of a sunset on a summer night. When the temperature drops...the handsome electric fireplace provides heat as well as ambiance. Minutes from Chatham Village, Lighthouse Beach and Chatham Bars Inn. This condo has had minimal use as a vacation destination. Furnishings negotiable as a separate sale.

Listed by Ella Leavitt of Kinlin Grover Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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

124 PLEASANT Chatham MA 02659

Chatham, MA124 PLEASANT Street

Price$732,000

Est. Mortgage: $/month

Open House

MLS Number 22007892

  • Single Family
  • Next Open House: Sat 12/5 10:00 am. to 12:00 pm.
  • MLS Status Active
  • Village South Chatham
  • Year Built 1963

Located just 1/2 mile to sandy south side Nantucket Sound beaches, this Chatham Home Value has all the opportunity to make your Cape House dreams come true. Filled with natural light and offering wonderful curb appeal, this 3 bedroom 2 bath ranch style home has private sunroom and detached 2 car garage, Currently set up as 2 separate living spaces see attached septic document. Set on a wonderful level corner lot with mature plantings and plenty of privacy. Many updates have been done including roof 2006, Anderson windows 2018, hot-water heater 2017, electrical panel, new boiler 2007, screened porch 2004, and seller will be installing a brand new septic on Dec 6th. Just waiting for the proud new owners to call this home and create a lifetime of memories, 124 Pleasant Street is a great value you do not want to miss.

Listed by The Mike Karras Team of William Raveis RE & Home Serv.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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

20 Kendrick Harvest Chatham MA 02633

Chatham, MA20 Kendrick Harvest Way

Price$2,195,000

Est. Mortgage: $/month

Active With Contract

MLS Number 22007953

  • Single Family
  • Village Chatham
  • Year Built 2009
  • Bathroom 4
  • Full Bathrooms 3

This stunning three bedroom Eastward Companies home is in a desirable walk to town location and is an ideal family home. Boasting over 3,600 square feet of open living, the main level boasts an impressive great room with a fireplace, fully equipped chef's kitchen with granite island and breakfast nook that walks out to a patio and yard with a gas fire pit overlooking a working cranberry bog. The main level includes a sun-filled den, formal dining room, first floor master suite, a mudroom and laundry room. Above is a generously sized family room, an en-suite second bedroom and third bedroom with a shared bath to the 24' x 23' bonus room. Expansion is possible in the lower level. Conveniently located close to the heart of Chatham, the bike path and shopping, this is an ideal summer or year round home.

Listed by Chris Rhinesmith of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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

27 Hillcrest Chatham MA 02650

Chatham, MA27 Hillcrest Lane

Price$1,800,000

Est. Mortgage: $/month

MLS Number 22007966

  • Single Family
  • MLS Status Active
  • Village North Chatham
  • Year Built 2008
  • Bathroom 4

Nestled in a quiet North Chatham enclave and just a short walk to Cow Yard Landing, this three bedroom, three and half bath residence offers privacy, charming yard space and a pool. The entrance leads to a spacious living room with large windows, a wood burning fireplace, half bath and sliding doors to the outdoors. It is adjoined by a light-filled dine-in kitchen which is well equipped and has a modern appeal. Two sets of sliders open to a picturesque yard with multiple patio spaces. There is a first floor den , as well as a sitting room that is joined by two bedrooms and two full baths. The second floor boasts an impressive master suite with a cathedral ceiling family room with fireplace, bookshelves and skylights. This home is truly unique and combines open plan living with separate living spaces - perfect match for family life.

Listed by Chris Rhinesmith of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 2020
* 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

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 December 1, 2020. 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.