Chatham Luxury Homes $1M+

Dreaming of cool summer breezes and sunshine? Discover luxury homes in Chatham, a picturesque beachside town on Cape Cod, MA. Whether for a summer getaway or a permanent home, you are sure to find what you've been looking for. Save your favorites when you register with us today, and get notifications when similar properties are posted. Contact us for more information and to set up a showing for any listing below.

230 Cedar Chatham MA 02633

Chatham, MA230 Cedar Street

Price$10,500,000

Est. Mortgage: $/month

MLS Number 21908223

  • Single Family
  • Village Chatham
  • Year Built 1960
  • Bedrooms 5
  • Bathroom 6

This extraordinary waterfront estate is one of the most significant properties to come to market in Chatham. Set on 7.75 fenced in acres and abutting 20 acres of conservation, the residence offers 300 feet of waterfront footage, a deep-water dock, Pebble-Tec pool, fountain and an impeccable Oyster Pond River setting that is just a short stroll to Chatham's Village. The multi-roomed renovated estate comprises 5 BR 5.1BA with 3 fireplaces, custom kitchen with Aspen wood cabinetry, first floor master suite and views from nearly every room. The estate surprises with a whimsical two-story ''tower'' radiating light that connects to a dramatic lounge with soaring beamed ceilings, state of the art projection systems, billiard room, kitchen, and full bath. Full amenities available upon request.

Listed by Chris Rhinesmith of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 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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558 Fox Hill Chatham MA 02633

Chatham, MA558 Fox Hill Road

Price$9,995,000

Est. Mortgage: $/month

MLS Number 21806851

  • Single Family
  • Village Chatham
  • Year Built 2018
  • Bedrooms 5
  • Bathroom 10

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. (Note: Furnishings are Virtually Staged.)

Listed by Chris Rhinesmith of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 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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96 Tilipi Run Chatham MA 02633

Chatham, MA96 Tilipi Run

Price$9,995,000

Est. Mortgage: $/month

MLS Number 22001868

  • Single Family
  • Village Chatham
  • Year Built 2007
  • Bedrooms 6
  • Bathroom 9

This showcase shingle style residence on Morris Island set on 1.88 acres offers architectural sophistication and the ultimate in luxury living. The interiors combine a masterfully designed open floor plan with beach-style elegance and ease of living. The graciously appointed rooms comprise a spectacular chef's kitchen, living room, dining, a plethora of entertainment spaces, six generous bedrooms, including a first and second floor master suite, eight bathrooms and nearly 10,000 square feet of living over three levels - all with elevator access. The Interior spaces on all levels open to a multitude of outdoor deck and living space, most with sweeping views of the Atlantic and Monomoy Islands. The lower level boasts an exercise space, home theater, family room and game room. Outdoors is a sparkling pool and outdoor kitchen amongst lush landscaping and beautiful lawns. This is a coveted location that offers a private lifestyle steps away from the beauty of Cape Cod's National seashore.

Listed by Chris Rhinesmith of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 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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75 Grist Mill Chatham MA 02633

Chatham, MA75 Grist Mill Lane

Price$6,995,000

Est. Mortgage: $/month

MLS Number 21905677

  • Single Family
  • Village Chatham
  • Year Built 1969
  • Bedrooms 3
  • Bathroom 4

Don't miss out on a once in a lifetime opportunity to own this rare 2.91 acre saltwater front property. The land forms a peninsula between Little and Big Mill Pond with expansive views of both. Located at the end of a private lane, the lovely Contemporary home has water views from every room and a large, wraparound deck for dining and relaxing. On the highest part of the land there are views down to the Mitchell Bridge and beyond. You can build your dream home and use the existing home as your guest house. In addition, it also may be possible to expand the guest house and/or complete the apartment over the garage, which also has beautiful views. A gentle path down to the 880' waterfront, gives you access to boating, fishing, clamming and swimming. After your day in the sun, take a 7 minute stroll into downtown Chatham for dinner at one of the great, local restaurants. Owned by one family for over 50 years, make this beautiful,serene, very private place your own.......a special spot to make lasting memories for generations to come.

Listed by Ellen Aldrich of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 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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98,100,100 A Oyster Pond Furlong Chatham MA 02633

MLS Number 21904615

  • Single Family
  • Village Chatham
  • Year Built 1940
  • Bedrooms 9
  • Bathroom 6

Fabulous waterfront family compound with 2 separate parcels.This in-town location on the Oyster Pond has over 160' of frontage and three homes with 2 stairways to the Oyster Pond. One parcel, containing 30,720 sf known as 100 & 100A Oyster Pond Furlong which is a main house with 3 bedrooms and 3 baths & a 2 bedroom 1 bath carriage house with a 2 car garage. The second parcel, containing 16,117 sf known as 98 Oyster Pond Furlong has 4 bedrooms and 2 full baths. Enjoy this waterfront estate from all that summer has to offer to ''First Night'' fireworks over the calm waters of Oyster Pond. This picturesque site with access to Nantucket Sound and the Atlanticis full of possibilities. Swimming, sailing, kayaking awaits you at this incredible property. PLEASE NO DRIVE-BYS!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 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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373 Bridge Chatham MA 02633

Chatham, MA373 Bridge Street

Price$5,990,000

Est. Mortgage: $/month

MLS Number 22000133

  • Single Family
  • Village Chatham
  • Year Built 2019
  • Bedrooms 7
  • Bathroom 9

Available for immediate summer occupancy! 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, and a detached garage. (Note: Furniture Photos in Listing sheet are a combo of virtually and past staging efforts)

Listed by Chris Rhinesmith of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 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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148 Whidah Chatham MA 02633

Chatham, MA148 Whidah Road

Price$4,399,000

Est. Mortgage: $/month

MLS Number 22003173

  • Single Family
  • Village Chatham
  • Year Built 2020
  • Bedrooms 5
  • Bathroom 6

Private beach ownership and magnificent panoramic Pleasant Bay, Outer Beach and Atlantic Ocean views on 1.18 acres are among the many highlights of this exquisite property. Custom builder Sears Point Residential has begun construction on this 5 bedroom, 5.5 bath, 4,720 sf custom home with commanding vistas from virtually every room and a stunning swimming pool. A deeded path leads you to 600' of private beach ownership and a mooring field. The hub of the house is defined by 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 hardwood 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 the stunning Pleasant Bay views. Rounding things out are a 4 season porch with a gas fireplace, a den/office, a mudroom and a two-car garage. The large irrigated yard is perfectly poised for a swimming pool and a generous pool deck. Now is the ideal time to add your personal touches.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 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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19 Old Wharf Chatham MA 02650

North Chatham, MA19 Old Wharf Road

Price$4,295,000

Est. Mortgage: $/month

MLS Number 22003110

  • Single Family
  • Village North Chatham
  • Year Built 1800
  • Bedrooms 3
  • Bathroom 2

Located in iconic North Chatham, this sea captain's home overlooks the Atlantic Ocean, Pleasant Bay and Chatham Inlet. Boasting one of the best views on Cape Cod, enjoy your morning coffee on the patio watching the sun rise out of the Atlantic. Aptly named Spindrift, the house was originally built in the early 1800s by William Nickerson, Chatham's founder. Travel back in time to Chatham's historic seafaring days. Spindrift offers an unusually warm and inviting atmosphere with beautiful original wide plank floors, graced with rustic fireplaces, including an original beehive oven. As new owners, you may restore Spindrift to her former glory, or create your own history by building the home of your dreams. With 1.3 acres for expansion, take advantage of the 48 foot elevation to create your dream, surrounded by natural beauty and stunning water views. With Spindrift's proximity to downtown Chatham and Chatham Bars Inn, enjoy shopping, fine dining and entertainment at your fingertips! Outdoor enthusiasts will enjoy some of the best fishing on the Atlantic, or taking out your sea kayak to explore the numerous inlets and coves. Create your own piece of Chatham history withSpindrift! With 4 bedrooms and 3 bathrooms, this home offers a warm and inviting atmosphere that is sure to please. Built in the early 1800's, new owners can keep the house as is, restore it to its former glory or create their own history by building the home of their dreams. With potential to build and expand, new owners can take advantage of the elevation to create a home surrounded by natural beauty and stunning water views. Located a mile and a half outside of Downtown Chatham, you can enjoy shopping, fine dining and entertainment at your fingertips! Steps down the road, you will find Cow Yard Beach located on Pleasant Bay, just north of Tern Island and Aunt Lydia's Cove. Area residents can moor their boats nearby and have direct access to the Atlantic Ocean via Chatham Harbor. Outdoor enthusiasts will delight in taking out their sea kayak or paddle board to explore the inlets and coves long the shore. Nestled off Old Harbor Road, this neighborhood is known for its stunning views of the water and is graced with many historic homes that were built during Chatham's maritime days. Handed down through generations, Sprindrift House is now available for you to create your own piece of Chatham history!

Listed by David J Dubuque of EXIT Cape Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 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 Captain Sears Chatham MA 02633

Chatham, MA24 Captain Sears Way

Price$4,250,000

Est. Mortgage: $/month

MLS Number 22000329

  • Single Family
  • Village Chatham
  • Year Built 2002
  • Bedrooms 5
  • Bathroom 6

It's all about a private dock with access to Nantucket Sound and beyond........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. When privacy matters. For a virtual tour please call listing agent.

Listed by Lori L Fanning Smith of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 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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34 Salt Marsh Chatham MA 02650

North Chatham, MA34 Salt Marsh Way

Price$4,249,000

Est. Mortgage: $/month

MLS Number 21906578

  • Single Family
  • Village North Chatham
  • Year Built 2010
  • Bedrooms 5
  • Bathroom 6

Need a New lifestyle approach? Perfect pandemic escape, Luxury home with 2 home offices, 5 Bed, 2 Rec rooms, elevator on 3 levels with generator, all on 3.5 Acre including a building lot, with room for a pool and guest house. This is a legacy masterpiece, built by skilled artisans and pays homage to Cape Cod style with a modern serene interpretation of natural materials, ie copper roof, bronze, steel, cedar & stone for low maintenance..Smart home technology, electric roller shades and AV systems. Designed for multi- generational living on 3 levels with elevator. A peaceful master suite, Media room, 2 Home offices & Recreation room, private suites for guests/grandchildren create very comfortable private living areas. Sunny Great room with soaring stone fireplace, beautiful cherry kitchen/ dining is wonderful for entertaining. Stone fountains, decks &bronze pier in trees, sited on 2.54 Acres& includes a 40,000 SF building lot with garage to create a compound opportunity! Unique centerpiece of a 3 story art gallery. Pool and guest house virtually staged in photos. Gas rad heat, wine cellar, fire pit, generator. View Tour@https://youtube/ysDqlEfrYs8: Now below assessed value u Tube Video at Phyllis Nickerson Power Channel has the story narrated by the Architect Kenney Nickerson and Builder Steven Nickerson

Listed by Phyllis N Power of William Raveis RE & Home Serv.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 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
  • Village Chatham
  • Year Built 2018
  • Bedrooms 5
  • 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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 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
  • Village Chatham
  • Year Built 1895
  • Bedrooms 4
  • 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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 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 Chatelain Real Estate are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor Chatelain Real Estate shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

This site was last updated July 8, 2020. All properties are subject to prior sale, changes, or withdrawal.

Chatelain Real Estate 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.