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Chatham Luxury Homes

Here you'll find luxury Cape Cod homes in Chatham priced at $1M and higher. Let the real estate experts at Beach Realty help you find your dream home on the Cape. 

Explore Luxury Homes for Sale Chatham MA

Call Beach Realty at 508-888-4998 or contact us online with any questions or to schedule a private tour.

108 Cotchpinicut Road Chatham MA 02650

Chatham, MA108 Cotchpinicut Road

Price$15,300,000

Est. Mortgage: $/month

MLS Number 72950704

  • Residential
  • Bathrooms 9
  • Bedrooms 9
  • Square Feet 7,200

One of the finest oceanfront properties to exist in all of New England, "High Scatteree" sits proudly on nearly 3.7 acres and is sited to enjoy absolutely commanding water views. Behind tall and established hedges for the ultimate in privacy, a winding gravel drive welcomes guests to the classic shingle style Main House which offers 7 bedrooms, 7 fireplaces and a thoughtful floor plan ideal for comfortable family living or grand entertaining alike. Surrounded by meticulous lawns and gardens, a clay tennis court is found nestled on the park like grounds which include a personal arboretum of specimen trees. A 2 bedroom Guest House overlooks an award winning seaside rose garden, while steps to a private beach, deep water dock, and boathouse complement the property's many resort-like amenities. Updated and expanded several times by top builders and craftsmen, this once-in-a-lifetime property blends timeless architecture and current finishes with modern systems and infrastructure.

Listed by Brian Dougherty and Nicholas Robert of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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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504 Old Harbor Road Chatham MA 02650

MLS Number 73070365

  • Residential
  • Bathrooms 6
  • Bedrooms 8
  • Square Feet 4,859

Magnificent eight bedroom mansion from days gone by, designed by famous architect Edward Sears Read. Perched on a hill overlooking Chatham Harbor, North Beach, and the Atlantic Ocean beyond. Almost 300 feet of sandy private beach described by an article in CNN as "one of the top 9 secret beaches in NORTH AMERICA". Three acres of land has room for expansion, a guest house, a pool, and/or a tennis court. A true forever, family compound within an easy walk to downtown Chatham or Chatham Bars Inn. Must see the whole property, inside and out, to fully appreciate the surroundings, the privacy of the three acres, the 300 feet of beach, the eight bedrooms, the six fireplaces, and the miles of views to the north, south, and east. And what a spectacular, one of a kind property owned by the same family since the 1940's.....Opinion of some people in town is that this is the nicest property in Chatham......You decide......

Listed by John Burke and Waldo Brown of William Raveis Chatham

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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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178 Queen Anne Road Chatham MA 02633

MLS Number 73124636

  • Residential
  • Bathrooms 8
  • Bedrooms 6
  • Square Feet 7,700

Absolute perfection at this stunning in-town compound featuring commanding water views over Oyster Pond! The result of a multi-year collaboration by top architects, designers and builders, this sophisticated and turn-key coastal offering seamlessly blends classic and contemporary elements to create a one-of-a-kind retreat. Walls of glass overlook expansive lawns and gardens, while sun-drenched living spaces set the stage for large scale entertaining, or relaxed everyday living, alike. Top of the line systems and amenities are found throughout the thoughtfully designed 5 bedroom main house, while a 3 story guest house provides additional accommodations overlooking the beautiful pool and spa. Immediate access to the beach, with a private association dock, and just steps to the restaurants, shops and galleries of Chatham’s quintessential Main Street, this exclusive offering is a must see, by appointment only.

Listed by Maggie Gold Seelig of MGS Group Real Estate LTD

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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 Sears Point Road Chatham MA 02633

Chatham, MA70 Sears Point Road

Price$8,495,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73146674

  • Residential
  • Bathrooms 4
  • Bedrooms 5
  • Square Feet 2,992

Overlooking the iconic Stage Harbor Lighthouse, this picturesque Chatham property is unrivaled with over 200 feet of sandy beach front, a deep water dock and ever changing views over The Oyster River, Nantucket Sound,Stage Harbor and the Atlantic beyond. Accessed down a sandy lane, the home affords privacy and some of the most dramatic water views in Chatham with the ability to capture both sunrise and sunset. This Classic, 1940's Cape Cod coastal home boasts 5BR's, 2 .2 baths, and combines history and timeless appeal from its exterior cedar shingles and heirloom gardens to a multitude of interior spaces steeped with preserved cottage charm.Unique features include two sitting rooms with rough cut stone floors,3 wood burning fireplaces and historic surrounds and beamed wood ceilings. The foyer opens to a view filled living room with a cozy "after house", perfect for morning coffee or 5 o'clock cocktail hour. The dining room is paneled in wood taken from an antique home in Salem

Listed by Lori Fanning Smith and Chris Rhinesmith of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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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270 Stage Island Road Chatham MA 02633

Chatham, MA270 Stage Island Road

Price$8,495,000

Est. Mortgage: $/month

MLS Number 73123937

  • Residential
  • Bathrooms 5
  • Bedrooms 5
  • Square Feet 4,000

A captivating coastal gem, nestled on the crest of Stage Island and surrounded by the scenic waters of Nantucket Sound, this picturesque setting offers a serene and idyllic backdrop for nature enthusiasts and beachgoers alike. This one of a kind private property provides a tranquil escape from the bustling mainland, yet close to downtown Chatham, making it a cherished destination for those seeking peace and natural beauty with its unspoiled landscapes. Some of the best views of Stage Island and Nantucket Sound beyond, this is simply a remarkable spot. On a double lot this home was completely renovated in 2015 and outfitted with all the modern amenities one could dream of. A true chef's kitchen, custom cabinetry throughout, hurricane rated windows, radiant heated floors, wireless control technology, Sonos, full house generator, and more.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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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99 Uncle Alberts Drive Extension Chatham MA 02633

MLS Number 73110440

  • Residential
  • Bathrooms 3
  • Bedrooms 2
  • Square Feet 1,786

Set on a south-facing lot protected from the ocean, this Chatham escape will afford its new owners views of the Oyster Pond and a mile long stretch of Oyster River. Almost as striking is its history: it is the former working farm of Chatham Bars Inn. Owned by the same family for over 70 years, the estate could accommodate an additional 4-bedroom structure plus a pool bringing back the tradition of families summering together on the shore. Arrive by winding drive to the main home, built in 2004. Plentiful windows allow you to enjoy the sights with your morning coffee. A finished basement, 2 car garage and a separate barn with a garage and workshop provide ample space to store your beach gear. Watch boats drift by from the wrap around deck, spot waterfowl and church steeples in the distance, gaze at the fireworks on New Year's Eve, and see the sunset to the tune of lapping waves. Water ski, paddle down the river to Nantucket Sound, or shop minutes away in town center.

Listed by Rick Smith of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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 Street Chatham MA 02633

Chatham, MA150-154 Cross Street

Price$7,250,000

Est. Mortgage: $/month

MLS Number 73136354

  • Residential
  • Bathrooms 10
  • Bedrooms 10
  • Square Feet 8,000
  • High School Monomoy

Beautiful Chatham Georgian estate on 1.3 acres within walking distance to the center of town, Oyster Pond beach and all the amenities Chatham has to offer. Spectacular sunset views of the Oyster Pond, rolling lawns, bluestone patios and specimen landscaping surround this magnificent estate in the heart of downtown. Comprised of 10 bedrooms, 7 fireplaces, 7 full and 3 half baths, elevator and approximately 8000 square feet of living space on 3 main levels, with a grand main foyer and cantilevered staircase. The lower level includes a speakeasy bar and playroom. North and south wings of this single family home provide separate quarters for guests or family-each with 3 bedrooms, living areas and kitchens. A Chatham landmark, ''The Beechwood'' reflects unparalleled architectural detail, craftsmanship and timeless charm-perfect for large family gatherings of multiple generations under one roof.

Listed by Timothy Bailey and John Ricotta of John C. Ricotta & Associates,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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 Lane Chatham MA 02650

Chatham, MA4 Ministers Lane

Price$6,995,000

Est. Mortgage: $/month

MLS Number 73104455

  • Residential
  • Bathrooms 7
  • Bedrooms 3
  • Square Feet 5,143

This unrivaled oceanfront estate located on prestigious Ministers Point in North Chatham offers grand scale living with dramatic Atlantic Ocean vistas. The meticulously designed cedar shingle and sprawling stone exteriors seamlessly blend the elegant interiors that boast striking architectural details, custom finishes and the highest quality craftsmanship. The 11 rooms radiate light and a breadth of picturesque vistas of Chatham's coastline and stretches of North and South Beach. The entry opens to a spectacular living and dining room with soaring coffered ceilings, an imported fireplace, and walls of windows that unveil the majestic sea backdrop. A grand family room with fireplace assures large-scale entertaining while the nearby wood paneled ensuite study delivers coziness and privacy. The main floor is complete with a fully equipped chef's kitchen. There are six en suite bedrooms with sweeing views over three levels with a spectacular master suite.

Listed by Chris Rhinesmith, Jessica Blute and Pam Wise of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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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372 Fox Hill Road Chatham MA 02633

Chatham, MA372 Fox Hill Road

Price$6,895,000

Est. Mortgage: $/month

MLS Number 73144844

  • Residential
  • Bathrooms 3
  • Bedrooms 2
  • Square Feet 2,214

Overlooking beautiful Crows Pond, this exquisite property offers a myriad of opportunities with a 6 BR septic and conceptual plans for a 4 BR residence, an existing two bedroom, two bath home that feels like a private sanctuary and exudes a perfect blend of luxury living with an elegant coastal charm. Located on 1.8 acres across from Eastward Ho Country Club, the property offers a multitude of expansion opportunities. The home highlights custom craftsmanship and detailed finishes and provides ample space for intimate or large gatherings with generously proportioned indoor and outdoor living spaces. The great room with gas fireplace and dining room are view-filled and adjoin a sunroom with a wood burning fireplace. The kitchen has all the amenities as well as a sitting area that opens to a patio with a fire pit. The bedrooms afford privacy with a first floor primary suite and a second level sitting room and en suite bedroom-all with water vistas. This home is a perfect Chatham retreat.

Listed by Chris Rhinesmith of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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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21 Captains Cove Lane Chatham MA 02650
Open House

MLS Number 73142998

  • Residential
  • Next Open House: Sun 10/1 11:00 am. to 1:00 pm.
  • Bathrooms 8
  • Bedrooms 5
  • Square Feet 5,519

This elegant 5 bedroom coastal retreat offers the best of waterfront living - complete with a private deep water dock on Ryder's Cove. This protected saltwater inlet is a gateway to Pleasant Bay and the Atlantic Ocean. Beautifully constructed and nestled in a private cul-de-sac, there are stunning water views from nearly every room. Multiple living spaces inside and out, spacious 1st floor primary suite and 4 additional en-suite bedrooms. An expansive great room encompasses the living room, dining area and Chef's kitchen, and a finely-finished lower level offers many options for use. Amenities include Central A/C, generator, hardwood floors throughout, 2 laundry rooms, irrigation, outside shower, on-demand hot water, and much more. This picturesque neighborhood is just 10 minutes to Town with easy access to beaches, restaurants, shopping, & surrounding towns. 21 Captains Cove combines exclusive luxe living and phenomenal location for a premiere Chatham waterfront lifestyle!

Listed by Lori Jurkowski and Shane Masaschi of Kinlin Grover Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. (MLSPIN) from third party sources, including sellers, lessors and public records, and were compiled by MLSPIN. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLSPIN and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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