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.  

80 Quasson Chatham MA 02633

Chatham, MA80 Quasson Road

Price$20,000,000

Est. Mortgage: $/month

MLS Number 22102364

  • Single Family
  • Garage Spaces 1
  • MLS Status Active
  • Village Chatham
  • Year Built 2017

Simply one of the most exquisite locations on all of Cape Cod. This spectacular waterfront home offers breath-taking views of Chatham Harbor, the outer beach, and the majestic Atlantic beyond. Impeccably designed and built by Polhemus Savery DaSilva, ''Just Off Shore'' enjoys a stately setting on a quiet lane that's only steps to Chatham Main Street. The timeless shingled architecture embodies gracious living and is centered around mesmerizing, panoramic views. The artistry of the water, sky, and passing boats creates an ever-changing tableau throughout the day. Not to mention sparkling sunrises and unforgettable evenings with the full moon quietly illuminating the water. Every element of the house is finessed, starting at the entry, with a flow intended to draw you into the scenery right away. Abundant windows let the view shine, while thoughtfully curated, neutral finishes provide a calm backdrop. Extraordinary details abound, from an artisan-carved seal sculpture gracing the back lawn (Mr. Dibble), to the banister with whimsical lighthouse cutouts, to a masterful kitchen and state-of-the art amenities. From the moment you arrive, you'll be enchanted with this extraordinary home.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Jun 10, 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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300 Stage Neck Chatham MA 02633

Chatham, MA300 Stage Neck Road

Price$16,800,000

Est. Mortgage: $/month

MLS Number 22100597

  • Single Family
  • Garage Spaces 3
  • MLS Status Active
  • Village Chatham
  • Year Built 2001

Welcome to Viewpoint - one of the most significant waterfront estates in all of New England. Sited high atop a dramatic bluff to enjoy spectacular and commanding views over Nantucket Sound, Viewpoint is the result of a multi-year collaboration with top architects, builders and landscape designers. With over 1200 feet of direct access shoreline, this legacy property boasts nearly 7 acres of unprecedented privacy as a long gated driveway winds past a guest house and arrives in the cobblestone motor court, where the stunning main house is first revealed. The classic shingle style residence was thoughtfully designed for both grand entertaining and casual everyday family living alike. Modern systems and amenities blend with timeless architectural details. The resort-like grounds include expansive lawns, a spectacular infinity-edge pool, cabana, fire pit, meandering trails and an incredible mahogany boardwalk leading to the water's edge. Viewpoint is a pleasure to show, by appointment only.

Listed by Brian W Dougherty of Compass Massachusetts, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Jun 10, 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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Stage Neck Chatham MA 02633

Chatham, MAStage Neck Road

Price$14,800,000

Est. Mortgage: $/month

MLS Number 22101792

  • Single Family
  • Garage Spaces 3
  • MLS Status Active
  • Village Chatham
  • Year Built 2001

Welcome to Viewpoint - one of the most significant waterfront estates in all of New England. Sited high atop a dramatic bluff to enjoy spectacular and commanding views over Nantucket Sound, Viewpoint is the result of a multi-year collaboration with top architects, builders and landscape designers. With over 1200 feet of direct access shoreline, this legacy property boasts nearly 6 acres of unprecedented privacy as a long gated driveway winds past a guest house and arrives in the cobblestone motor court, where the stunning main house is first revealed. The classic shingle style residence was thoughtfully designed for both grand entertaining and casual everyday family living alike. Modern systems and amenities blend with timeless architectural details. The resort-like grounds include expansive lawns, a spectacular infinity-edge pool, cabana, fire pit, meandering trails and an incredible mahogany boardwalk leading to the water's edge. Viewpoint is a pleasure to show, by appointment only.

Listed by Brian W Dougherty of Compass Massachusetts, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Jun 10, 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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268 Cedar Chatham MA 02633

Chatham, MA268 Cedar Street

Price$10,500,000

Est. Mortgage: $/month

MLS Number 22101170

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

One of the most Exceptional properties on Cape Cod. You can be the proud owner of the largest residential property in Chatham, 20 acres of protected waterfront land on the Oyster Pond improved by a charming Antique Cape. Wonderful views of Oyster Pond and the steeples in Chatham. Home has four bedrooms, each with it's own bathroom, front to back beamed living room with fireplace and a ''good morning'' staircase leading to two bedrooms upstairs. It has been meticulously maintained although invites updating. A two car garage plus workshop and dog run are adjacent to the house. The property affords total privacy and would allow significant improvements and amenities. There is a maintained path leading to the water and catwalk for swimming and boating access. Truly a ''one of a kind property'' .

Listed by Ward H Brown, III of William Raveis RE & Home Serv.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Jun 10, 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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558 Fox Hill Chatham MA 02633

Chatham, MA558 Fox Hill Road

Price$8,995,000

Est. Mortgage: $/month

MLS Number 22006585

  • Single Family
  • Garage Spaces 2
  • MLS Status Active
  • Village Chatham
  • Year Built 2019

Wake up every morning to the Cape lifestyle you've always imagined. Start your day with a hearty workout in the lower level gym, followed by breakfast on your expansive deck overlooking Crows Pond. Prepare to work from home in the luxury of your spacious and quiet office area. Enjoy afternoon relaxation by the pool or hop in your boat awaiting you at your private dock for a cruise around Pleasant Bay. This impressively designed residence offers a sophisticated coastal feel, with open, airy rooms, remarkable views of Crows Pond, Eastward Ho and Pleasant Bay. All three levels offer the ultimate in flexibility and the convenience of an elevator makes daily living and entertaining even easier. Attention to detail and thoughtful custom touches are evident in every room in of the home. 558 Fox Hill is a sanctuary of privacy, leisure, comfort and restoration for you and your loved ones for years to come...

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Jun 10, 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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4 Ministers Chatham MA 02650

Chatham, MA4 Ministers Lane

Price$6,499,000

Est. Mortgage: $/month

MLS Number 22004450

  • Single Family
  • Garage Spaces 2
  • MLS Status Active
  • Village North Chatham
  • Year Built 2003

EXTRAORDINARY Shingle-style waterfront with breathtaking Chatham Harbor and Atlantic Ocean views. Dramatically positioned on the east coast of Cape Cod, this stunning 11-room manse is superbly designed and crafted with intelligence, grace and luxury to offer shelter of the highest order. An expansive open floor plan with walls of windows captures nature's panoramic and ever-changing coastal views. Flawlessly and luxuriously executed, it features soaring coffered ceilings, luscious millwork, rich architectural detailing, and top-line finishes, fixtures, appliances, and systems throughout.The living area with imported fireplace surround and adjoining dining area form the home's centerpiece, physically and visually opening to an extensive porch overseeing ocean's majesty beyond. This central area is anchored by an expansive fireplaced drawing room and wood-paneled library (ensuite) to the west, and a fabulous gourmet kitchen to the east. The second level features an opulent master bedroom suite, second bedroom ensuite and a book-case, lined landing/sitting area. The walk-out lower level hosts two generous ensuite bedrooms with gorgeous water views, while guest quarters featuring a private entry and lovely water views comfortably accommodate extended family and guests. Systems throughout are of prime quality, including radiant heat on the lower level and an 11-zone hot water heating and central air conditioning system with individual room air handlers. Abutting conservation land, the grounds are adorned with towering trees and flowering coastal gardens and lawns surrounding a natural stone-lined pool and adjacent pool house. Unparalleled luxury with fabulous front-row views of Chatham Harbor and the Atlantic.

Listed by Fran I Schofield and Paul E Grover of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Jun 10, 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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46, 47, 53 Little Beach Chatham MA 02633

MLS Number 22101407

  • Single Family
  • MLS Status Active
  • Village Chatham
  • Year Built 1941
  • Bathroom 4

Prominently sited in the sought-after beach enclave of Morris Island, this iconic compound includes three 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. #46 is configured as a one-bedroom cottage that has approved building plans for a new two-bedroom home. 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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Jun 10, 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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39 Homestead Chatham MA 02633

Chatham, MA39 Homestead Lane

Price$4,500,000

Est. Mortgage: $/month

MLS Number 22102790

  • Single Family
  • Garage Spaces 2
  • MLS Status Active
  • Village Chatham
  • Year Built 1920

Chatham doesn't get any better than this oasis tucked away off Main Street but close to everywhere. Fabulous view of the Mill Pond from this waterfront home which leads out to Nantucket Sound. This beautifully redone cape cod style home exudes charm around every corner. Incredible attention to detail in this 5 bedroom 3 full and 2 half bath home. All new windows, new kitchen, new baths, new master suite, dining room , screened porch, wet bar, central air, generator, irrigation, well, and outside shower. Gorgeous new patio looking out over the Mill Pond and magnificent gardens make your Chatham home a delight for all seasons....

Listed by Judith L Smith of John C Ricotta & Assoc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Jun 10, 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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48 Salt Marsh Chatham MA 02633

Chatham, MA48 Salt Marsh Way

Price$4,390,000

Est. Mortgage: $/month

MLS Number 22008337

  • Single Family
  • Garage Spaces 2
  • MLS Status Active
  • Village Chatham
  • Year Built 1790

Nestled in a four acre secluded bucolic setting on the shores of Pleasant Bay with views of Strong Island, the Chatham Bar and the Atlantic beyond, sits a beautiful antique homestead built in 1780 as part of the Isaiah Nickerson Farm.The dwelling has been owned, loved and enjoyed by the current owners since 1977, with only two previous owners since 1780.There are few properties like this left on the Cape, where the only sounds you hear are those of nature, the gentle splashing of waves and the muted sound of passing boats.There's an outdoor shower to wash away the sand and salt after a day on the beach, which is steps away.The inside of this farmhouse tells stories of its own with three fireplaces, which were the house's source of warmth during the 17 and 1800's and a central chimney that anchors its antiquity. Perhaps the best part of this 5 bedroom, 3 bath home is its protection from the ascending waters due to global warming. Renovate, add on or design a structure of your own, this property is one of the most beautiful and private settings left on the Cape. According to a recent survey the property may be subdividable.

Listed by Mary Ann Yarmosky of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Jun 10, 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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161 Kelley Chatham MA 02633

Chatham, MA161 Kelley Lane

Price$4,200,000

Est. Mortgage: $/month

MLS Number 22101746

  • Single Family
  • Garage Spaces 2
  • MLS Status Active
  • Village Chatham
  • Year Built 2004

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. (Note: Some interior photos in Listing Sheet are virtual staging photos) Great rental history. Please note that Chatham has one of the Lowest Tax Rates in Massachusetts!! Outstanding Rental History. It currently is rented for 11 weeks and the rentals would be included in the purchase.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Jun 10, 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 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 June 16, 2021. 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.