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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.  

43 Morris Island Chatham MA 02633

Price$10,995,000

Est. Mortgage: $/month

MLS Number 21901228

  • Single Family
  • Village Chatham
  • Year Built 2006
  • Bathroom 7
  • Full Bathrooms 5

Imagine waking up to gentle sea breezes and sounds of the Atlantic in the air. This is the lifestyle you've been dreaming of. A Slice of Paradise... Unsurpassed panoramic views of theAtlantic Ocean and beyond. And only a short walk to the Outermost Harbor. This masterfully constructed compound is privately tucked away at the onset of Morris Island Road, andsteps to downtown Chatham. This landmark waterfront residence enjoys acres of soft sandy beach; ideally elevated in this coveted neighborhood, outside the flood zone. The main house is thoughtfully designed for the perfect entertaining home. It's comfortable and stylish enough to relax and you will be mesmerized by the endless views. Attention to detailand masterful craftsmanship creates a sophisticated and comfortable feel. An abundance of flexible additional spaces throughout the home have endless possibilities The stylish guest cottage is perfect for extended family and friends. Bountiful entertainment spaces both inside and out, you can relax in front of any of the multiple fireplaces. You can enjoy morning coffee, afternoon sun and evening sunsets while simply breathing in the fresh salt air. The glorious outdoor patio is surrounded by lush gardens. Begin your legacy and a lifetime of memories for generations to come.

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

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$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 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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558 Fox Hill Chatham MA 02633

Price$9,995,000

Est. Mortgage: $/month

MLS Number 21806851

  • Single Family
  • Village Chatham
  • Year Built 2018
  • Bathroom 10
  • Full Bathrooms 6

Spectacular Opportunity! North Chatham Luxury Waterfront. The Only New Construction with a Deep-water Dock and Pool in Chatham! Luxurious Interior Finishes. Serenity and Privacy abound. Finest Details and Millwork with Top Amenities. Views of Crows Pond and Eastward Ho. 10,000 S.F. of Exceptional Living Space with 5-Bedroom Suites over 3 Levels including an Elevator. Stunning Main Level Layout with Custom Kitchen, Dining Room, Living Room, Study, Master Suite and Laundry. Above are Four Striking En-suite Bedrooms Laundry Room, Sitting Room with Waterfront Deck and a Conservatory with Views. One of a Kind Lower Level with Sauna, Stunning Stone Wine Cellar, Entertainment & Exercise Room and Changing Room with Custom Kitchen. Meticulous Attention to Detail. https://www.558foxhillroad.com

Listed by Chris Rhinesmith of Pine Acres Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 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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108 Shore Chatham MA 02633

Price$9,900,000

Est. Mortgage: $/month

MLS Number 21808231

  • Single Family
  • Village Chatham
  • Year Built 1920
  • Bathroom 8
  • Full Bathrooms 7

Located on the Gold Coast of Chatham, you will benefit from the combination of essentially new construction with the style of a 1920's Colonial and an open concept contemporary interior. Elevated views of Chatham harbor and the Atlantic will wow your guests who will enjoy the privacy of the newly renovated 3 bedroom guest house with au pair quarters, while you escape to the seaside cabana with a good book and a bottle of wine. The residence includes 4 bedrooms, 4 full and 1 half baths, an office, and a finished lower level with a home theater. The Chatham Bars Inn is nearby as is Chatham village with fine restaurants, shopping, and a lively social scene.

Listed by Stewart Young of LandVest, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 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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150-154 Cross Chatham MA 02633

Price$7,900,000

Est. Mortgage: $/month

MLS Number 21902369

  • Single Family
  • Village Chatham
  • Year Built 1948
  • Bathroom 10
  • Full Bathrooms 7

MAGNIFICENT Georgian estate in the heart of historic Chatham Village. Rolling lawns, specimen plantings, bluestone terraces, and striking Oyster Pond views surround this residence, which echoes the glamour, grandeur, and style of the mansions of Newport. Created by the affluent descendent of one of Chatham's early families, Henry S. Howes, this grand summer home--avant garde and opulent for its time--was built over a 2-year period and displays the finest in craftsmanship and materials. The stately residence with a main brick-faced central structure flanked by two projecting wings to the north and south has more than 22 rooms with 10 bedrooms (most ensuite), 7 fireplaces, 7 full baths, 1 half-bath, 3 interior staircases, and more than 7,500 square feet of finished living space on four levels. Each of the home's three sections has private entrances, living areas, kitchen, laundry, terraces and utilities offering a rare opportunity for extended families, guests, caretakers, or others to live independently while united under one roof. The fully finished basement offers an extraordinary "speak easy" and "ballroom"- cum-playroom, extra laundry, workshops, 2 half-baths, and storage space. The dwelling's central form is a dignified "Main House" with brick facade bookended by stout parallel chimneys. Capped by a graceful arched fan window, the center entrance opens to a dramatic entry hall featuring a stunning curved staircase, marble floors, and graceful detailing. Organized off this staircase, rooms on three levels offer beautiful water views and include a formal living/dining room, kitchen, wood-paneled study, 4 bedrooms and 3-1/2 baths, comprising nearly 4000 square feet of living space. Beautifully proportioned rooms with high ceilings, burnished wood floors, and a decorative vocabulary of wide dentil moldings, Corinthian columns, and floor-to-ceiling windows are found throughout. Marble work, plaster crown moldings, stone work, and main foyer staircase are without peer. Imported fireplace mantels, hand-painted murals, 24-carat-gold plated-door pulls, and the Cape's first residential 3-story elevator number among its extraordinary features. The residence offers excellent views of and proximity to Oyster Pond where sunset views are second-to-none and is an easy walking distance to Chatham's world-class tourist destinations, village shops, restaurants, and scenic attractions. Approximately 1.3 acres of pristine, private grounds among the largest in the village are studded with specimen plantings including Linden, Siberian elm, cedar, cypress, Japanese maple, and European ginger. Rose- and hydrangea-edged drives, terraces and walkways bloom in profusion throughout the season. Evoking a resplendent era of elegance and grace and in a coveted Chatham Village location, The Beechwood is destined to become an heirloom property for 21st century stewards. Note: Home is occupied; no drives-by please.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 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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373 Bridge Chatham MA 02633

Price$6,995,000

Est. Mortgage: $/month

MLS Number 21900934

  • Single Family
  • Village Chatham
  • Year Built 2019
  • Bathroom 10
  • Full Bathrooms 8

Boasting one of Chatham's most sought-after Light House Beach locations, this stunning estate set on 1.54 acres is a true family compound. The brand new 5 BR main house is masterfully designed with a relaxed open layout combining elegance and sophistication. The first floor has a central kitchen, dining room, multiple living spaces with an en-suite bedroom. The upper floor offers a sumptuous master bedroom-suite with a family room and three additional en-suite bedrooms. The lower level has an entertainment room, family room, wine storage and full bath. The guest house built in 2003 offers striking spaces, three fireplaces, a first and second floor master suite, and an indoor lap pool. The estate is enhanced with lushly landscaped grounds, a pool, sport court and a detached garage.

Listed by Chris Rhinesmith of Pine Acres Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 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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28 & 40 Old Wharf Chatham MA 02633

Price$5,500,000

Est. Mortgage: $/month

MLS Number 21900119

  • Single Family
  • Village Chatham
  • Year Built 1995
  • Bathroom 7
  • Full Bathrooms 6

OCEANVIEW COMPOUND- TWO homes located next to one another on separately deeded lots in North Chatham with EXPANSIVE views of the Atlantic Ocean, Chatham Harbor and the outer North Beaches. RARE OPPORTUNITY for the family looking to spread out in these luxury homes- SEE ATTACHED AERIAL VIDEO Constructed in 1995 and 2003 there is a Three bedroom, 3 bath larger home and a two bedroom 3 bath home - each with separate driveways. Owners are original and the homes are in immaculate pristine condition. Call for an appointment or if you have any questions.

Listed by Rick Smith of Chatham Real Estate, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 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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28 Oyster Pond Chatham MA 02633

Price$5,495,000

Est. Mortgage: $/month

MLS Number 21900449

  • Single Family
  • Village Chatham
  • Year Built 2018
  • Bathroom 8
  • Full Bathrooms 7

Exceptional brand new luxury estate set on 1.4 acres in the heart of Chatham! This one of a kind retreat offers multiple entertaining space inside and out. Heated gunite pool with spa, and pool house equipped w/kitchenette & bath surrounded by an expansive granite patio. The thoughtful open floor plan includes a gorgeous dream kitchen in white, multiple dining areas, and adjacent sun-filled living room. A striking see-through stone fireplace provides ambiance for chilly nights. 1st & 2nd floor luxurious master suites, En-suite guest bedrooms, and ready to finish lower level. There are multiple decks including an upper deck with views of Oyster Pond and the fireworks display on New Year's Eve. Private location, yet close to Main Street and Oyster Pond. Welcome home!

Listed by Lori Jurkowski of Kinlin Grover Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 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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24 Captain Sears Chatham MA 02633

Price$4,999,999

Est. Mortgage: $/month

MLS Number 21802665

  • Single Family
  • Village Chatham
  • Year Built 2002
  • Bathroom 6
  • Full Bathrooms 5

Flawless Waterfront estate on sheltered inlet offers panoramic views over THE OYSTER POND to the church steeples in town and is sited on a very private lot with its own saltwater dock . Completely rebuilt(2002-03) from the ground up including top of the line heating and cooling systems, this tremendous home offers an inviting kitchen with walls of windows overlooking the water and includes Viking and Wolf appliances, copper farmer's sink and breakfast room. The Great room beckons with soaring ceilings, stone fireplace, and multiple french doors leading to patio. A screened porch with fireplace, solid cherry paneled study and grand gallery are just some additional spaces. Surrounded by flowering coastal gardens, Pickle ball court and boating access to Nantucket Sound.

Listed by Lori L Fanning Smith of Pine Acres Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 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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255 Seapine Chatham MA 02650

Price$4,699,000

Est. Mortgage: $/month

MLS Number 21808822

  • Single Family
  • Village North Chatham
  • Year Built 2000
  • Bathroom 5
  • Full Bathrooms 4

Enjoy breathtaking views of Crows Pond from this impeccable & unique Timberframe home. This open-concept post & beam home has abundant natural light & water views from most of the first floor, including the first floor master suite with two walk-in closets. The family room, living room, and sitting area are situated around a spectacular 2-story stone fireplace & flow directly into the chef's kitchen with over-sized center island with separate pantry. The second floor includes 3 en-suite bedrooms & a special ''lighthouse'' office with panoramic views of Crows Pond & a 1600-bottle wine cellar with naturally maintained temperature/humidity resides on the lower level. Steps down to the private beach bring you to the boat house with water & electricity. This is truly a must-see waterfront gem!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 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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155 & 157 Bridge Chatham MA 02633

Price$4,595,000

Est. Mortgage: $/month

MLS Number 21803466

  • Single Family
  • Village Chatham
  • Year Built 1980
  • Bathroom 9
  • Full Bathrooms 7

This remarkable waterfront location overlooks the Mitchell River and Mill Pond and presents a multitude of possibilities for development or renovation. Privately situated within mature landscaping on 2.8 acres with 900 feet of waterfront footage, this current family compound comprises a five bedroom, four and a half bath main house with an inground swimming pool. On a separate parcel resides a three bedroom, two and a half bath, spacious guest house with a tennis court. This is a perfect venue to create a family retreat for generations to come, yet there is also the possibility to subdivide the two lots and develop two brand new waterfront homes in one of Chatham's most picturesque settings.

Listed by Chris Rhinesmith of Pine Acres Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 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 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 April 21, 2019. 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.