Chatham, MA

Often cloaked in morning fog, Chatham, Massachusetts forms the ragged elbow of Cape Cod.

Encompassing a mere 16 square miles of dry ground, Chatham is a decidedly maritime place of pristine beaches, wild barrier islands, tidal shoals, fleeting sandbars, circular coves and miles of saltwater inlets.

Incorporated in 1712, Chatham remains remarkable old-fashioned, despite a well-deserved reputation for shopping. Chichi boutiques reside in quaint storefronts along its winding Main Street lined with historic inns, white-steepled churches, varied eateries and art galleries. A visit to the busy commercial fishing pier reveals the thriving fishing village that exists beneath Chatham’s stylish façade.

Chatham has a beauty that is unsurpassed. Surrounded on three sides by water, it has expansive and magnificent beaches, abundant marine wildlife, and a community committed to preserving these natural resources for future generations.

The Town of Chatham is investing in its future with a wastewater construction project that addresses nitrogen issues that degrade the water quality of the harbor and estuaries along Chatham shores. This project will help to maintain the excellent water quality of the drinking water supply wells and preserve the valuable fresh water pond resources in the town.

For more information on this project, visit www.chathamscproject.info.  If you would like to learn more about Chatham MA real estate, contact Shoreland Realty Group.  Register with our site to stay up-to-date on your favorite Chatham Massachusetts home listings.  

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299 Cranberry Chatham MA 02650

Chatham, MA299 Cranberry Lane

Price$4,095,000

Est. Mortgage: $/month

MLS Number 22002776

  • Single Family
  • MLS Status Active
  • Village North Chatham
  • Year Built 1964
  • Bathroom 3

Seashore Paradise. Your beach is waiting for you. ''This has to be one of the loveliest spots in Chatham!'' Sweeping up close water views from almost every room. Swim, kayak, paddle board all day from your very own beach. Once in a life time opportunity. This 4 Br, 3 Ba house is comfortable and fun. Tennis anyone! Open 1.60 acre private sun washed green lawn setting. Outstanding summer rental. Tenants give this special property a 5 Star rating. Land will support a 4 Br Main House and a separate 2 Br guest house. NO DRIVE BYS. Rented May to Oct. Offered mostly furnished.

Listed by Lee C Ziegler-Prouty of Compass

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$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 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.

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581 Shore Chatham MA 02633

Chatham, MA581 Shore Road

Price$3,999,900

Est. Mortgage: $/month

MLS Number 21802947

  • Single Family
  • MLS Status Active
  • Village Chatham
  • Year Built 2018
  • Bathroom 7

A rare offering on Shore Road in Chatham. A brand new residence in one of Chatham's most desirable areas. This classic home encompasses over 4,400 sq. ft of living space and provides luxury modern conveniences suitable for today's discerning buyer. This 5 bedroom, 6 and a half bath home features an inviting open floor plan, great room, chef's kitchen with focus on a large center island, first floor master suite, and travertine patio area with an in-ground swimming pool ideal for outside entertaining. Home has a bright breakfast nook, formal dining room, laundry room, and butler's pantry. Additional amenities include detailed wood work throughout, 3 gas fireplaces, cobble driveway apron, irrigation, lush landscaping, and 2 car garage.

Listed by Doug Grattan of Chatham Properties Group

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$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 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.

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70 Seaview Chatham MA 02633

Chatham, MA70 Seaview Street

Price$3,999,000

Est. Mortgage: $/month

MLS Number 22003237

  • Single Family
  • MLS Status Active
  • Village Chatham
  • Year Built 1895
  • Bathroom 7

Originally built in 1895 for Captain Alonzo Irving Doane, this Chatham landmark property retains much of its timeless architecture while undergoing a complete restoration, addition and redesign in the highest standards by Eastward Companies. The stunning four bedroom residence is 4,554 square feet of interior living space with an 18' x 36' luxurious swimming pool surrounded by lushly landscaped grounds. The thoughtful first floor design features a great room with fireplace, a dining room that opens to a covered porch, a chef's kitchen with center island, top of the line appliances, walk in pantry, powder room, a cozy den and a first floor en-suite bedroom. Above, are two ensuite bedrooms and an elegantly designed master suite seamlessly incorporating one of the original historical turrets. The second level is complete with a large family room with a fireplace and full bath. This residence is perfectly situated just steps to Chatham Village, fine restaurants, bookshops, boutiques and a short walk Oyster Pond Beach is the ultimate in elegant coastal living. Please verify all information contained herein. Primary photo is a rendering.

Listed by Chris Rhinesmith of Compass

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$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 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.

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168 Whidah Chatham MA 02633

Chatham, MA168 Whidah Road

Price$3,990,000

Est. Mortgage: $/month

Active With Contract

MLS Number 21903995

  • Single Family
  • Village Chatham
  • Year Built 2020
  • Bathroom 6
  • Full Bathrooms 5

Move in for summer 2020. Custom builder Sears Point Residential has just completed this magnificent 5 bedroom, 5.5 bath, 4,496 sf custom home on 1.2 acres with commanding elevated Pleasant Bay, Outer Beach and Atlantic Ocean views from virtually every room. A deeded path leads to 600' of private beach ownership and a mooring field. Center stage is a chef's kitchen with a Wolf six burner range, Sub Zero refrigerator and additional wine and beer storage, a large center island with Quartz countertops, an open floor-plan dining and living space with wide plank hickory floors, 9.5 ft ceilings and custom woodwork. Each bedroom is en-suite with master bedrooms with soaking tubs on both floors. Two second floor roof decks and a third floor widow's walk capture panoramic ocean views. Rounding things out are a screened porch with a gas fireplace, a den/office, a mudroom and a two-car garage. The basement walkout is lined with stone walls and blue stone steps. With ample windows and a glass sliding door welcoming in lots of sunlight, there is the potential for a 1,500+ sf basement build out with 8.5' ceilings and a full bathroom and changing room. The large irrigated yard is perfectly poised for a swimming pool and a generous pool deck. This is a unique opportunity to buy a brand new house with stunning ocean vistas and private beach and Pleasant Bay access in Chatham.

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

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$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 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.

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161 Kelley Chatham MA 02633

Chatham, MA161 Kelley Lane

Price$3,895,000

Est. Mortgage: $/month

MLS Number 22002348

  • Single Family
  • MLS Status Active
  • Village Chatham
  • Year Built 2004
  • Bathroom 5

Waterfront on Oyster Pond.. Sweeping views of Oyster Pond looking with distant views of downtown Chatham. Boating access to Stage Harbor and Nantucket Sound.This home is has an open plan with spacious rooms for elegant living and privacy. The home includes 2 master bedrooms,one on each level, en suite master baths. with matchless views from every room. Floor plans include 2 living areas, one on each floor for expanded family gatherings. Grounds are professionally cared for and the water facing patio offers more of the unique view.Deeded Rights To Oyster Pond giving you access to salt water boating on the Oyster Pond, Oyster River, Stage Harbor and Nantucket Sound. A truly marvelous property ready for occupancy. Furnishings are included subject to specific exclusions. This is an escape to nature at its best. Great rental history.

Listed by Harry M Cutts of William Raveis RE & Home Serv.

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$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 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.

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56 Stage Island Chatham MA 02633

Chatham, MA56 Stage Island Road

Price$3,850,000

Est. Mortgage: $/month

MLS Number 21908207

  • Single Family
  • MLS Status Active
  • Village Chatham
  • Year Built 2009
  • Bathroom 4

Thoughtfully positioned for optimum views and natural light this property offers gorgeous scenes of Stage Harbor, SW, the tidal marsh across the street and views of the Atlantic to the east. The abundance of glass allows for natural light in tandem with an open floor plan on all 3 levels. All four bedrooms have views as does the living room, kitchen/dining room and two very large rooms in the lower level. Plenty of space for families and overflow.The property was constructed in 2009 and built to ''post Katrina'' standards that the insurance mandated. This means extra tie-downs from foundation to roof and extra-strong windows.This property has a very strong summer rental background with PAR.The Stage Island Assoc.includes a deeded private beach. Easy access for swimming, kayaking and clamming in front of property and across the street.A new revetment has been installed as of 2019.Information contained herein is considered reliable but not guaranteed.

Listed by Trudi D Burrows of Compass

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$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 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.

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676and 684 Orleans Road Chatham MA 02650

Chatham, MA676and 684 Orleans Road

Price$3,825,000

Est. Mortgage: $/month

MLS Number 21903676

  • Single Family
  • MLS Status Active
  • Village North Chatham
  • Year Built 1977
  • Bathroom 7

NORTH CHATHAM OCEANFRONT COMPOUND: One 3 bedroom, 4 bath waterfront home and one 4 bedroom, 3 bath waterfront home w/panoramic views and offering inviting floor plans w/separate deeds. This idyllic property provides the opportunity to own a new Dock & sea wall for boating & fishing. An in-ground swimming pool w/awning area & bunk house all situated on a 1.31 acre parcel offering limitless potential. The two homes were built in 1977 & 1900 respectively, the 1900 property has many updates & an addition. Amenities include lovely manicured grounds, irrigation by well, central AC, gas heat, 2 two-car garage, a back-up generator and it is not in the flood zone. This special property with the perfect blend of indoor/outdoor living provides space for family & friends to enjoy this summer and North Chatham for many years to come!

Listed by Shane K Masaschi of Kinlin Grover Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 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.

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24 Andrew Mitchell Chatham MA 02650

Chatham, MA24 Andrew Mitchell Lane

Price$3,750,000

Est. Mortgage: $/month

MLS Number 21802245

  • Single Family
  • MLS Status Active
  • Village North Chatham
  • Year Built 2003
  • Bathroom 8

This stunning North Chatham estate was built by James Gable of Gable Building Corp. Sited on 1.54 acres of private grounds, this luxurious residence offers a stately 5,700 square foot main house, heated 2-car garage, beautifully appointed detached guest house over an additional 3-car garage, an in-ground heated pool with pool house, patio, multiple decks and deeded access to an association beach. The open concept first floor features multiple living & dining spaces, a cook's kitchen w/maple cabinets, granite counters & high-end stainless appliances, and a master suite w/private deck, master bath w/dressing room. The walk-out lower level offers a media room, gym, 1,000 bottle wine cellar w/tasting room & beautiful stonework. The mature landscape abounds with gardens & an apple orchard.

Listed by Shane K Masaschi of Kinlin Grover Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 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.

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620 Orleans Chatham MA 02650

Chatham, MA620 Orleans Road

Price$3,749,900

Est. Mortgage: $/month

MLS Number 22001210

  • Single Family
  • MLS Status Active
  • Village North Chatham
  • Year Built 2002
  • Bathroom 4

Not very often does a property become available that offers so much. This direct waterfront home along with its large boat house is a true Cape Cod charmer. This expansive residence has a noteworthy setting with panoramic water views of Ryder's Cove, a rolling lawn down to the water's edge, and boat house to the side of the property for kayaks, swimming and boating equipment. Most rooms of the home provide intriguing water views whether it be wildlife or boats resting on their moorings. Thoughtfully positioned to take full advantage of the view and light, this 4,100 sq. ft home has 3 levels of living. Highlights of the first floor include an expansive living room overlooking a veranda, and a bright kitchen and dining area where views from these rooms are an easy distraction. A first floor master suite, exceptional office, pantry and half bath finish off that level. Below is a recreation room ideal for the fitness enthusiast and a hobby room for the tinkerer. The second floor features another master suite, and third bedroom both with stunning views. Over the garage is a media room. A 2 car garage, lawn irrigation, and central a/c complete the picture. Please note that this home has been built with careful consideration using the finest of construction methods. Details are happily provided to interested parties

Listed by Doug Grattan of Chatham Properties Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 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.

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20 Teaberry Chatham MA 02633

Chatham, MA20 Teaberry Lane

Price$3,699,000

Est. Mortgage: $/month

MLS Number 22003261

  • Single Family
  • MLS Status Active
  • Village Chatham
  • Year Built 2009
  • Bathroom 6

Wander down a private lane in exclusive North Chatham and you will discover this luxurious 4 bedroom, 5.5 bath, 4,787 square foot, 3 car garage home with a stunning custom pool with gas fire pit, a great yard and private beach rights and a mooring field at the neighborhood beach. Designed by architect Karen Kempton and built by Eastward Companies, first floor amenities include a lovely master bedroom suite, open gourmet kitchen, butlers pantry with wet bar, breakfast nook, relaxing solarium and a large great room with a gas fireplace and built in bookshelves. The second floor features 3 bedrooms all en-suite, a generous family room with a gas fireplace and a wrap around deck with a covered porch. There is also a separate finished bonus room over the garage with a full bath that is an ideal space for a home office or overflow guests. The high ceiling walk-out basement is wonderfully poised to become an additional 2,000 sq ft of potential finished living space. All of this is located just 1.5 miles from the restaurants and shops in Chatham's Village..

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 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.

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

This site was last updated July 10, 2020. All properties are subject to prior sale, changes, or withdrawal.

Shoreland 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.