Chatham MA Real Estate

The Town Of Chatham one of the older townships of Cape Cod, was settled in 1656 by a handful of Pilgrims, whose surnames still dominate the town's census list. The town was incorporated in 1712. Originally a farming community, its inhabitants found deep sea fishing more lucrative, and today small boat deep sea fishing is an important source of the town's revenue.

Covering an area of approximately seventeen square miles, Chatham is a happy combination of past and present: old fashioned and picturesque, yet affording the best in modern facilities. The town operates under the town meeting form of government. The executive officers are a board of five part-time selectmen and an executive secretary. Once a year, the citizens meet to discuss articles in a town warrant and pass or reject them. Most funds spent by the town are voted at this meeting. The citizens of Chatham enjoy the special benefits of forward-looking zoning and current planning, and of both public and private conservation efforts. Warm summer days with cool summer nights, beautiful warm indian summers, and relatively mild winters make.

Search all Catham, MA real estate for sale below. Be sure to favorite the listings you love and save any searches you create by registering with our site. If you're serious about buying a Catham property or you just have more questions about any of the listings below, don't hesitate to contact me.

108 Cotchpinicut Road Chatham MA 02650

Chatham, MA108 Cotchpinicut Road

Price$16,500,000

Est. Mortgage: $/month

MLS Number 72950704

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

Few coastal properties along the Northeast are as rare and iconic as High Scatteree, the stunning North Chatham summer estate perched high above Pleasant Bay with breathtaking Atlantic Ocean views. Sited 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 impressive entertaining. Surrounded by several acres of meticulous lawns and gardens, a clay tennis court is found nestled on the park like grounds. Pathways meander through a private arboretum of specimen trees to the 2 bedroom Guest House which overlooks an enchanting rose garden. A deep water dock, boathouse and private beach 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: 6.13% last updated on Jan 26, 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
  • Bedrooms 8
  • Bathroom 6
  • 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 private 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: 6.13% last updated on Jan 26, 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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108 Cotchpinicut Road Chatham MA 02650

Chatham, MA108 Cotchpinicut Road

Price$16,500,000

Est. Mortgage: $/month

MLS Number 22200926

  • Residential
  • Bedrooms 7
  • Bathroom 6
  • Square Feet 7,200
  • Parking Spaces 20

Few properties along the New England coast are as special and as significant as High Scatteree, the classic North Chatham summer home perched high above Pleasant Bay with breathtaking Atlantic Ocean views. Sited behind tall and established hedges for the ultimate in privacy, a gracious winding drive welcomes guests to the 7 bedroom Main House, which is surrounded by several acres of lush lawns and gardens. Pathways meander past a clay tennis court and through a private arboretum of specimen trees to the 2 bedroom Guest House, which overlooks a stunning seaside rose garden. The deep water dock, boathouse and private beach complement the property's many resort-like amenities. Thoughtfully updated and expanded several times by top builders and craftsmen, High Scatteree blends timeless architecture with modern systems. Ideal for large gatherings or intimate weekends away, time spent at this once-in-a-lifetime opportunity will rejuvenate and inspire. A pleasure to show, by appointment.

Listed by Brian W Dougherty of Compass Massachusetts,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 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

Chatham, MA504 Old Harbor Road

Price$16,500,000

Est. Mortgage: $/month

MLS Number 22300106

  • Residential
  • Bedrooms 8
  • Bathroom 6
  • Square Feet 4,859
  • Parking Spaces 15

Magnificent eight bedroom mansion from days gone by designed by 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 on 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 B Burke and Ward H Brown,III of William Raveis Real Estate & Home Services

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 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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63 Shell Drive Chatham MA 02633

Chatham, MA63 Shell Drive

Price$9,999,000

Est. Mortgage: $/month

Under Agreement

MLS Number 72955199

  • Residential
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 6,429

Waterfront estate with private beach ownership and panoramic Pleasant Bay, Outer Beach and Atlantic Ocean views on 3.47 acres. Acclaimed custom builder Sears Point Residential has begun construction of this 5 BR, 6.5 Bath, 6,205 sf custom home with saltwater swimming pool and hot tub, stunning pool house, and generous outdoor entertaining space. Private stairs lead you to 600' of private beach and a mooring field. The axis of the house is a chef's kitchen with an oversized center island that flows to a central dining space and a living area with a gas fireplace. The house boasts wide plank hardwood floors throughout, 9+ ft ceilings, custom woodwork, a covered porch, study, mudroom, laundry on two floors and a three car garage. Each bedroom is en-suite with primary bedrooms with private decks on both 1st and 2nd floors. Walk out lower level offers a living room, gym, recreation room, full bath and wine storage. Potential to add a boat/guest house in permitting. Completion spring 2023

Listed by The Bohman Hartung Group of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 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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63 Shell Drive Chatham MA 02633

Chatham, MA63 Shell Drive

Price$9,999,000

Est. Mortgage: $/month

Pending

MLS Number 22201138

  • Residential
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 6,429
  • Parking Spaces 4

Waterfront estate with private beach ownership and panoramic Pleasant Bay, Outer Beach and Atlantic Ocean views on 3.47 acres are among the many highlights of this exquisite property. Custom builder Sears Point Residential has begun construction of this 5 BR, 6.5 Bath, 6,205 sf custom home with saltwater swimming pool and hot tub, stunning pool house, and generous outdoor entertaining space. Private stairs lead you to 600' of private beach and a mooring field. The axis of the house is a chef's kitchen with an oversized center island that flows to a central dining space and a living area with a gas fireplace. The house boasts wide plank hardwood floors throughout, 9+ ft ceilings, custom woodwork, a covered porch, study, mudroom, laundry on two floors and a three car garage. Each bedroom is en-suite and there are primary bedrooms with private decks on both the first and second floors. The generous lower level walk-out offers the opportunity for living room, gym, recreation room and wine storage. The third floor Widow's Walk captures the sweeping Pleasant Bay and Atlantic ocean views. Permits are in the works for the buyer to add a custom guest/boat house. Completion spring 2023.

Listed by The Bohman Hartung Group of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 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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558 Fox Hill Road Chatham MA 02633

Chatham, MA558 Fox Hill Road

Price$9,900,000

Est. Mortgage: $/month

MLS Number 73070568

  • Residential
  • Bedrooms 5
  • Bathroom 10
  • Square Feet 11,000

Set on 2.74 acres, Fox Hill offers everything you could want in a coastal sanctuary with 11,000 square feet of luxury. This retreat has stunning views of Crows Pond, Eastward Ho and Pleasant Bay, and the Atlantic Ocean There is a private dock with easy access to Pleasant Bay. There are five en suite bedrooms. The airy living room has a stone fireplace and window seats, and offers vast water views. The chef's kitchen features a Wolf gas range, an island with seating and doors to a deck overlooking Crows Pond. The formal dining room has raised panel walls and a butler's pantry with a wet bar. The three-level home includes an office, a lower-level gym and sauna. The lower level opens out to the pool and spa and includes a family room and kitchen.

Listed by Tim Waldron of Realty Executives of Cape Cod

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 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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558 Fox Hill Road Chatham MA 02633

Chatham, MA558 Fox Hill Road

Price$9,900,000

Est. Mortgage: $/month

MLS Number 22300100

  • Residential
  • Bedrooms 5
  • Bathroom 10
  • Square Feet 11,000
  • Parking Spaces 8

Set on 2.74 acres, Fox Hill offers everything you could want in a coastal sanctuary with 11,000 square feet of luxury. This retreat has stunning views of Crows Pond, Eastward Ho Pleasant Bay, and the Atlantic Ocean There is a private dock with easy access to Pleasant Bay. There are five ensuite bedrooms. The airy living room has a stone fireplace and window seats, that offer vast water views. The chef's kitchen features a Wolf gas range, an island with seating and doors to a deck overlooking Crows Pond. The formal dining room has raised panel walls and a butler's pantry with a wet bar. The three-level home includes an office, a lower-level gym and sauna. The lower level opens out to the pool and spa and includes a family room and kitchen.

Listed by Tim/Becca Team Great Oak of Realty Executives

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 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 22107120

  • Residential
  • Bedrooms 10
  • Bathroom 10
  • Square Feet 8,000
  • Parking Spaces 15

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 John C Ricotta and Timothy P Bailey of John C Ricotta & Assoc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 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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189 Moonpenny Lane Chatham MA 02633

Chatham, MA189 Moonpenny Lane

Price$6,295,000

Est. Mortgage: $/month

MLS Number 73045432

  • Residential
  • Bedrooms 7
  • Bathroom 6
  • Square Feet 2,919
  • High School Monomoy

Perfectly sited on 1.4 acres directly on Oyster Pond River, this spectacular waterfront seven bedroom property overlooks one of Chatham's most coveted vistas of the iconic Stage Harbor Lighthouse. From every vantage point, there are sweeping views of the waterfront with beautiful sunsets, swimming, clamming and relaxing at the beach right outside your door. Built in 1938, this property has been occupied by the same family for 70 years and opens the possibility to start a new family legacy in an unmatchable setting. Renovate or rebuild - the home is outside the flood zone. The current residence has a classic old fashion Cape Cod charm with some updates. This is a very special location with easy access to both the Atlantic Ocean and Nantucket Sound.

Listed by Chris Rhinesmith of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 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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This site was last updated February 2, 2023 8:51 AM EST. All properties are subject to prior sale, changes, or withdrawal.

Dick Martin - ERA Cape Cod 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.