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.

268 Cedar Chatham MA 02633

Chatham, MA268 Cedar Street

Price$9,750,000

Est. Mortgage: $/month

MLS Number 22101170

  • Single Family
  • Village Chatham
  • Year Built 1940
  • Bedrooms 4
  • Bathroom 4

One of the most Exceptional Properties on Cape Cod. The largest residential property in Chatham, 20 acres of protected waterfront land on the Oyster Pond improved by a charming Antique Cape. It affords privacy like no other home in Chatham! Magnificent 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 catwalk for swimming and lounging. It has been meticulously maintained although invites updating or new construction. Or create your own family compound. Can accommodate a significant primary home, guesthouse, pool and tennis court. Truly a ''one of a kind property'' .

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

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$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 23, 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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116 Old Wharf Chatham MA 02650

North Chatham, MA116 Old Wharf Road

Price$9,750,000

Est. Mortgage: $/month

MLS Number 22103713

  • Single Family
  • Village North Chatham
  • Year Built 1780
  • Bedrooms 8
  • Bathroom 6

North Chatham Estate with Private sandy beach. The Red Tavern (c. 1780), a landmark North Chatham waterfront estate, is now available for purchase for just the 12th time in 240+ years.Since the end of the Revolutionary War, this property has been an enduring sentinel since it was first built overlooking North Chatham's Old Harbor, the town's first and most important port.Meticulously restored and maintained, the five bedroom, three and a half bath Federal style home has successfully melded its many historic elements with the expected amenities of today.The detached horse barn has been restored and converted into a warm and most charming three bedroom, two bath Guest house, ideal for family and friends.With seaside landscaping providing exceptional privacy, the elevated panoramic views of Chatham Harbor, North Beach and the Atlantic Ocean are breathtaking. A raised wooden boardwalk leads to your private sandy beach.Offered basically furnished, this important and historic property awaits the stewardship of the next discerning owner.

Listed by David H Doherty of Kinlin Grover Real Estate

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%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 23, 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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500 Shore Chatham MA 02633

Chatham, MA500 Shore Road

Price$7,800,000

Est. Mortgage: $/month

MLS Number 22104651

  • Single Family
  • Village Chatham
  • Year Built 1986
  • Bedrooms 4
  • Bathroom 4

500 Shore Road sits high on a bluff overlooking Tern Island, Chatham Harbor, the outer beach and Atlantic Ocean. Meticulously restored Cape style home with multiple living spaces. First floor master bedroom suite, hardwood floors through-out. Living room with raised hearth granite wood burning fireplace, first floor office, large kitchen with Teak counters, Dining room, full size laundry and garage access. Their are multiple accesses to the large pool deck and all rooms have water views. The second floor has a 2nd Master bedroom suite, 1-2 additional bedrooms one of which is a large bunk room. Second floor sitting area with granite fireplace, doors to covered deck overlooking the pool and water views out over Tern Island, harbor, outer beach and the ocean. Multiple built-ins on all levels, recessed lights, ceiling fans and central air. There is a 3 floor elevator. This immaculate estate type property has beautifully landscaped grounds, stone wall on pool side, fenced yard, paver driveway. Gas on property for whole house generator. Some furnishings to be offered with the property.

Listed by John C Ricotta of John C Ricotta & Assoc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 23, 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

North Chatham, MA4 Ministers Lane

Price$7,000,000

Est. Mortgage: $/month

MLS Number 22004450

  • Single Family
  • Village North Chatham
  • Year Built 2003
  • Bedrooms 5
  • Bathroom 7

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

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$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 23, 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

Chatham, MA46,47,53 Little Beach Road

Price$5,499,000

Est. Mortgage: $/month

MLS Number 22101407

  • Single Family
  • Village Chatham
  • Year Built 1941
  • Bedrooms 6
  • 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

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$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 23, 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 Seaview Chatham MA 02633

Chatham, MA39 Seaview Terrace

Price$4,650,000

Est. Mortgage: $/month

MLS Number 22105668

  • Single Family
  • Village Chatham
  • Year Built 2007
  • Bedrooms 4
  • Bathroom 7

This stunning property is privately set back and offers sweeping vistas of Chatham Seaside Links and distant views of the Atlantic. The open floor plan seamlessly blends indoor and outdoor living with breathtaking views from nearly every room. Architecturally striking, the shingle style gambrel features elegantly appointed interiors, quality craftsmanship, and ample living space with four bedrooms and six and half baths. The impressive main level includes a state-of-the-art kitchen and adjoining great room with fireplace and dining area - both with sliding doors that frame the sublime outdoor living room. The media room with full bath serves as a relaxing haven. Above, are three view-filled en-suite bedrooms and a home office. The primary suite exemplifies modern luxury with its chic interior design and impressive resort-style master bath. The residence offers ample accommodations with a generously sized lower level that comprises an en-suite bedroom and adjoining entertainment room with fireplace and doors to the enticing grounds by Hawk Design. The walkout finished lower level is included in the 3,533+ of living space. The home is complete with an oversized one car garage.

Listed by Chris Rhinesmith of Compass Massachusetts,LLC

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$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 23, 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

Open House

MLS Number 22008337

  • Single Family
  • Next Open House: Sat 10/2 11:00 am. to 1:00 pm.
  • Village Chatham
  • Year Built 1790
  • Bedrooms 5

Quintessential Cape Cod estate, tucked away in one of Chatham's most coveted locations, this house captures nature's panoramic and ever-changing coastal views overlooking Pleasant Bay and Strong Island. This 5BR/3BA cape is sited on 4+ dividable acres. The grounds are surrounded by towering trees and natural landscaping, with a private sandy beach where you can enjoy relaxing, swimming, sailing and boating.You must come and see to truly appreciate what this sunny N. Chatham home has to offer.

Listed by Mary Ann Yarmosky of Compass Massachusetts,LLC

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$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 23, 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
  • Village Chatham
  • Year Built 2004
  • Bedrooms 4
  • 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. (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: 2.88% last updated on Sep 23, 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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49 Nickerson Chatham MA 02633

Chatham, MA49 Nickerson Lane

Price$3,695,000

Est. Mortgage: $/month

MLS Number 22103555

  • Single Family
  • Village Chatham
  • Year Built 2001
  • Bedrooms 3
  • Bathroom 3

Spectacular water view homes directly across from Association beach stairs to Nantucket Sound. Large 2nd floor master suite with vaulted ceilings and private balcony overlooking Nantucket Sound and the beach. 2 additional bedrooms, one on first floor with views and deck access. One on second with room for multiple bunks, window seat and vaulted ceilings. Second floor has central A/C, slim line units on the first floor. Radiant heat through-out, carpeted bedrooms, full basement. Wonderful front porch to rock away the days overlooking Nantucket Sound. Home in excellent condition.

Listed by John C Ricotta of John C Ricotta & Assoc.

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$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 23, 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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21 Buena Vista Chatham MA 02633

Chatham, MA21 Buena Vista Road

Price$3,575,000

Est. Mortgage: $/month

MLS Number 22104920

  • Single Family
  • Village Chatham
  • Year Built 2003
  • Bedrooms 3
  • Bathroom 3

Stunning Elegance! Views of Harding's Beach will delight from this spacious Contemporary Cape. Offered fully and exquisitely furnished with many tasteful upgrades, Buena Vista has plenty of room for family and guests with generous living space and comfortable sitting areas. Harding's Beach is steps away for endless beach walks, warm swimming and breezy sunning. Features include open living dining kitchen, formal dining, private master suite, second floor family/living room, two fireplaces, built in bunk room, game room, full length deck, lovely gardens, irrigation, central air, retractable awning, Come home to your Chatham beach house!

Listed by Barbara P Garside of Compass Massachusetts,LLC

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$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 23, 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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517 Stony Hill Chatham MA 02650

North Chatham, MA517 Stony Hill Road

Price$3,500,000

Est. Mortgage: $/month

MLS Number 22103352

  • Single Family
  • Village North Chatham
  • Year Built 2021
  • Bedrooms 4
  • Bathroom 7

Coveted North Chatham is the perfect setting for the timeless style and grace that are the hallmarks of this new home that was designed for today's living while showcasing classic New England accents. The harmonious flow captivates and the beautiful visual aspects are perfect for festive gatherings or just to share laughs. This farmhouse-style home is well planned with 4 bedrooms - one on the first floor - and 6 1/2 baths. An open concept throughout the first floor serves as a backdrop to the welcoming in-ground pool and waterfall spa that sparkles beside the 300 sq ft pool house complemented by it's kitchenette, casual sitting area, and full bath. Amenities to highlight include the designer kitchen's custom crafted cabinetry and state of the art appliances, 1st floor ensuite bedroom, upper level bonus room, and lower level media room and gym replete with surround sound and built in storage. The attached garage and estate lot provide the perfect launch for a jaunt to the beach or to town.

Listed by Fisher + Marks of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 23, 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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789 Fox Hill Chatham MA 02633

Chatham, MA789 Fox Hill Road

Price$2,995,000

Est. Mortgage: $/month

Open House

MLS Number 21806918

  • Single Family
  • Next Open House: Sat 09/25 11:00 am. to 1:00 pm.
  • Village Chatham
  • Year Built 1950
  • Bedrooms 3

Simply magical! Escape to the calm of the gently rolling tide on your own private, sandy, saltwater beach from which you can enjoy relaxing, swimming, sailing and boating...just down the pine needle path from your walkout basement. Charming, genuine, beautifully maintained Cape Cod retreat with fireplace, hardwood floors and a wall of windows opening to the stunning, panoramic saltwater views and glorious sun rises. A highly revered location! Magically perfect! A TREASURE! Please enjoy the Virtual Tour...

Listed by Pamela C Roberts of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.88% last updated on Sep 23, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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 September 25, 2021. 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.